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Builders take notice! This is a rare opportunity you don’t want to miss out on with over 200 acres of undeveloped land in beautiful Chester. Sold together - there are 7 parcels; Tax Map 2 Lots 29, 30, 31, 31-1, 33, 38-1 and lot 39. Road frontage along Pomp Road and all land is in current use. Buyer to pay any fees when taking it out of current use status. Buyer to do their due diligence. Aerial photos coming soon. Also for sale is additional 483 acres in Derry, NH -see MLS 4890183 for more information.

4890134 MLS

Builders take notice! This is a rare opportunity you don’t want to miss out on with over 200 acres of undeveloped land in beautiful Chester. Sold together - there are 7 parcels; Tax Map 2 Lots 29, 30, 31, 31-1, 33, 38-1 and lot 39. Road frontage along Pomp Road and all land is in current use. Buyer to pay any fees when taking it out of current use status. Buyer to do their due diligence. Aerial photos coming soon. Also for sale is additional 483 acres in Derry, NH -see MLS 4890183 for more information.

Jack Rd, Chester

$1,379,900

Stunning Brand-New Home READY NOW! Over 3.8 acres in Chester, NH showcasing over 3840 sq ft of an eye-catching design inside and out with metal roof accents, board/batten detail, stone veneer, black windows, 3 car garage plus gorgeous curb appeal with landscaping, granite paver walkway with 2 front porches. Inviting you inside to a 2-story foyer, wide plank natural white oak HDWD floors throughout, 9' first floor ceilings, interior transoms, coffered ceilings, solid core craftsman style doors, Baldwin door handles, crown molding, built-in bookcases to name a few... Designer dream mudroom complete with 2 built ins, closet, cabinetry and floating shelves. Top notch kitchen embraces all your senses with natural quartzite counters, CAFE appliances, 36" commercial stove with pot filler, oversized island, subtle yet striking backsplash, butler pantry area with glass cabs and a walk-in pantry. Light filled family room with a stone veneer gas fireplace. Spacious yet private 1st floor office/den with French door entry. Magnificent HDWD staircase makes a statement in this home from the light wood tone, boxed newels and rod iron balusters to the well-appointed 2nd floor. Private primary suite with a comfortable yet expansive space. His and hers oversized light and bright Walk in Closets. The primary bath tile shower with rain head/handheld features, glass enclosure, soaking tub, extra drawers in the double vanity, quartz counters, linen closet and private water closet. Every detail in this home has you in mind. Three roomy secondary bedrooms share a super functional full bathroom with double sinks, private tub shower/toilet room and 2 linen closets. 2nd floor laundry room with quartz counters/cabinets and designer floating shelves. Your private landscaped back yard oasis starts just steps from your impressive granite paver patio/back porch to plan all the best moments and create the best memories. Welcome Home! Agent interest.

4 Beds ⋅ 3 Baths ⋅ 5106863 MLS

Stunning Brand-New Home READY NOW! Over 3.8 acres in Chester, NH showcasing over 3840 sq ft of an eye-catching design inside and out with metal roof accents, board/batten detail, stone veneer, black windows, 3 car garage plus gorgeous curb appeal with landscaping, granite paver walkway with 2 front porches. Inviting you inside to a 2-story foyer, wide plank natural white oak HDWD floors throughout, 9' first floor ceilings, interior transoms, coffered ceilings, solid core craftsman style doors, Baldwin door handles, crown molding, built-in bookcases to name a few... Designer dream mudroom complete with 2 built ins, closet, cabinetry and floating shelves. Top notch kitchen embraces all your senses with natural quartzite counters, CAFE appliances, 36" commercial stove with pot filler, oversized island, subtle yet striking backsplash, butler pantry area with glass cabs and a walk-in pantry. Light filled family room with a stone veneer gas fireplace. Spacious yet private 1st floor office/den with French door entry. Magnificent HDWD staircase makes a statement in this home from the light wood tone, boxed newels and rod iron balusters to the well-appointed 2nd floor. Private primary suite with a comfortable yet expansive space. His and hers oversized light and bright Walk in Closets. The primary bath tile shower with rain head/handheld features, glass enclosure, soaking tub, extra drawers in the double vanity, quartz counters, linen closet and private water closet. Every detail in this home has you in mind. Three roomy secondary bedrooms share a super functional full bathroom with double sinks, private tub shower/toilet room and 2 linen closets. 2nd floor laundry room with quartz counters/cabinets and designer floating shelves. Your private landscaped back yard oasis starts just steps from your impressive granite paver patio/back porch to plan all the best moments and create the best memories. Welcome Home! Agent interest.

109 Crowley Rd, Chester

$1,349,000

Set on 18 private acres, Popple Fields is a very special Vermont property one that feels less like a house that was built and more like a home that was lovingly crafted. Built in 1989 by its owner, a true master craftsman, this Williamsburg saltbox reproduction reflects a lifelong appreciation for traditional architecture, fine woodworking, and the quiet beauty of things made by hand. The builder was a skilled Windsor chair maker whose work was featured in Yankee Magazine, and that same extraordinary attention to detail can be felt throughout the home. Inside, the craftsmanship is warm and beautifully understated. Wide plank wood floors, paneled walls, reclaimed beams, layered moldings, and custom woodwork give the rooms an authentic sense of age and character. The house has the gracious proportions and enduring appeal of an earlier era, while offering the comfort and livability of a thoughtfully designed modern home. Originally created as a bed and breakfast. There are inviting spaces for conversation and entertaining, along with quieter rooms that offer privacy and retreat. The result is a home that feels equally natural filled with family and friends. The land is every bit as evocative. Stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch unfold across the 18 acres. There is a wonderful feeling of discovery here paths to wander, gardens to tend, places to sit, and changing views through every season. A woodworking barn adds another layer of possibility, A genuine space for woodworking, craftsmanship and other creative pursuits. Just outside the charming village of Chester, Popple Fields is ideally situated to enjoy skiing, hiking, and exploring the surrounding countryside. But what makes this property truly distinctive is something that is difficult to replicate: the hand of the maker. The home carries the mark of the craftsman who designed and built it. This is a private VT retreat to be enjoyed for generations.

5 Beds ⋅ 5 Baths ⋅ 5087874 MLS

Set on 18 private acres, Popple Fields is a very special Vermont property one that feels less like a house that was built and more like a home that was lovingly crafted. Built in 1989 by its owner, a true master craftsman, this Williamsburg saltbox reproduction reflects a lifelong appreciation for traditional architecture, fine woodworking, and the quiet beauty of things made by hand. The builder was a skilled Windsor chair maker whose work was featured in Yankee Magazine, and that same extraordinary attention to detail can be felt throughout the home. Inside, the craftsmanship is warm and beautifully understated. Wide plank wood floors, paneled walls, reclaimed beams, layered moldings, and custom woodwork give the rooms an authentic sense of age and character. The house has the gracious proportions and enduring appeal of an earlier era, while offering the comfort and livability of a thoughtfully designed modern home. Originally created as a bed and breakfast. There are inviting spaces for conversation and entertaining, along with quieter rooms that offer privacy and retreat. The result is a home that feels equally natural filled with family and friends. The land is every bit as evocative. Stone walls, established gardens, wildflowers, fruit trees, and a blueberry patch unfold across the 18 acres. There is a wonderful feeling of discovery here paths to wander, gardens to tend, places to sit, and changing views through every season. A woodworking barn adds another layer of possibility, A genuine space for woodworking, craftsmanship and other creative pursuits. Just outside the charming village of Chester, Popple Fields is ideally situated to enjoy skiing, hiking, and exploring the surrounding countryside. But what makes this property truly distinctive is something that is difficult to replicate: the hand of the maker. The home carries the mark of the craftsman who designed and built it. This is a private VT retreat to be enjoyed for generations.

1302 Popple Dungeon Rd, Chester

$1,250,000

HOME TO BE BUILT! THIS IS THE LAST LOT REMAINING!! Welcome to Colby Farm, an exclusive enclave of just 10 beautifully crafted single family homes, tucked away on a quiet cul de sac. Thoughtfully designed with both elegance & functionality in mind, each home offers spacious, customizable floor plans, allowing buyers to select finishes, appliances, and details to reflect their personal style. BRING YOUR OWN PLAN OR BUILD THIS FEATURED HOME. This farmhouse style home is a 3,018 sq. ft. retreat that blends timeless charm with modern living. The plan includes three generously sized bedrooms, two and a half well appointed bathrooms, & a convenient second floor laundry. At the heart of the home, the gourmet kitchen is designed to be tailored to your taste, with allowances for appliances, cabinetry, countertops, and finishes. A large center island & walk in pantry create a space that works beautifully for both everyday living and entertaining. The layout also features a flexible room ideal for a home office or den, an expansive great room for gatherings, & a welcoming mudroom leading to a spacious two car garage, all designed with comfort and livability in mind. Set along a scenic country road, Colby Farm offers the perfect balance of modern luxury and rural charm. A neighboring horse farm and 18 acres of conservation land enhance the peaceful surroundings, while the absence of condo fees adds to the appeal. Choose from the builder’s thoughtfully designed plans or bring your own vision to life. Photos are a facsimile of previous build.

3 Beds ⋅ 3 Baths ⋅ 5072786 MLS

HOME TO BE BUILT! THIS IS THE LAST LOT REMAINING!! Welcome to Colby Farm, an exclusive enclave of just 10 beautifully crafted single family homes, tucked away on a quiet cul de sac. Thoughtfully designed with both elegance & functionality in mind, each home offers spacious, customizable floor plans, allowing buyers to select finishes, appliances, and details to reflect their personal style. BRING YOUR OWN PLAN OR BUILD THIS FEATURED HOME. This farmhouse style home is a 3,018 sq. ft. retreat that blends timeless charm with modern living. The plan includes three generously sized bedrooms, two and a half well appointed bathrooms, & a convenient second floor laundry. At the heart of the home, the gourmet kitchen is designed to be tailored to your taste, with allowances for appliances, cabinetry, countertops, and finishes. A large center island & walk in pantry create a space that works beautifully for both everyday living and entertaining. The layout also features a flexible room ideal for a home office or den, an expansive great room for gatherings, & a welcoming mudroom leading to a spacious two car garage, all designed with comfort and livability in mind. Set along a scenic country road, Colby Farm offers the perfect balance of modern luxury and rural charm. A neighboring horse farm and 18 acres of conservation land enhance the peaceful surroundings, while the absence of condo fees adds to the appeal. Choose from the builder’s thoughtfully designed plans or bring your own vision to life. Photos are a facsimile of previous build.

37 Colby Farm Rd, Chester

$1,200,000

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation. Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study. The screened front porch captures the essence of Vermont living perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the fire pit beneath star filled skies, surrounded by the natural beauty and privacy of the property. A standout feature is the remarkable multi-level 55’ x 40’ barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use. Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small town charm that make Vermont so special.

4 Beds ⋅ 3 Baths ⋅ 5088175 MLS

Experience the Vermont lifestyle in this beautifully renovated 1864 Brick Federal style farmhouse set on 7.8 private acres just minutes from town. Rich in historic character and thoughtfully updated for modern living, this exceptional property offers the perfect blend of comfort, charm, and year-round recreation. Inside, you’ll find four spacious bedrooms, wide plank wood floors, and inviting gathering spaces designed for relaxed country living. The heart of the home is the warm and welcoming country kitchen featuring soapstone counters, a center island, and ample room for entertaining. A large living room with a pellet stove creates a cozy retreat after a day on the slopes or trails, while the den offers an ideal space for a home office or quiet study. The screened front porch captures the essence of Vermont living perfect for morning coffee, evening conversations, and taking in the peaceful surroundings. Outdoors, enjoy evenings around the fire pit beneath star filled skies, surrounded by the natural beauty and privacy of the property. A standout feature is the remarkable multi-level 55’ x 40’ barn, full of rustic character and endless potential. Having hosted countless gatherings and celebrations, it offers incredible space for entertaining, hobbies, storage, or future creative use. Tucked away just two miles from town, this serene retreat offers both privacy and convenience, with easy access to skiing, snowmobiling, hiking, and all the outdoor adventure and small town charm that make Vermont so special.

76 Goldthwaite Rd, Chester

$949,900

Discover the perfect blend of country living and equestrian functionality, all within walking distance to the charming center of Chester. Set on 9.6 picturesque acres, this well-maintained horse property offers approximately 5 acres of lush, verdant pasture, complemented by wooded areas that provide beauty, privacy, and endless riding enjoyment. The equestrian facilities include two barns with a total of four horse stalls and one pony stall. The barn setup is equipped with hot and cold running water, and an insulated tack room that provides comfortable year-round storage and workspace. The inviting home offers just under 2,300 square feet of living space with a warm, functional layout. Featuring three bedrooms and two full baths, the home showcases beautiful hardwood floors, a bright and spacious kitchen, and a bonus room ideally suited for a home office, hobby space, or den. First-floor laundry adds to everyday convenience. Just off the kitchen, a charming, screened porch provides the perfect place to relax and take in the natural beauty that surrounds you. Enjoy peaceful mornings with a cup of coffee, listen to the sounds of nature, and watch the changing seasons unfold from this tranquil retreat. Outside, the backyard also features a dedicated fenced-in area, offering a safe and versatile space for pets, play, or gardening. Lovingly cared for and thoughtfully updated, the home boasts improvements including vinyl siding, an updated heating system, a whole-house water filtration system, and much more. Whether you're an avid equestrian, hobby farmer, or simply seeking a peaceful country lifestyle with modern comforts, this rare Che

3 Beds ⋅ 2 Baths ⋅ 5114966 MLS

Discover the perfect blend of country living and equestrian functionality, all within walking distance to the charming center of Chester. Set on 9.6 picturesque acres, this well-maintained horse property offers approximately 5 acres of lush, verdant pasture, complemented by wooded areas that provide beauty, privacy, and endless riding enjoyment. The equestrian facilities include two barns with a total of four horse stalls and one pony stall. The barn setup is equipped with hot and cold running water, and an insulated tack room that provides comfortable year-round storage and workspace. The inviting home offers just under 2,300 square feet of living space with a warm, functional layout. Featuring three bedrooms and two full baths, the home showcases beautiful hardwood floors, a bright and spacious kitchen, and a bonus room ideally suited for a home office, hobby space, or den. First-floor laundry adds to everyday convenience. Just off the kitchen, a charming, screened porch provides the perfect place to relax and take in the natural beauty that surrounds you. Enjoy peaceful mornings with a cup of coffee, listen to the sounds of nature, and watch the changing seasons unfold from this tranquil retreat. Outside, the backyard also features a dedicated fenced-in area, offering a safe and versatile space for pets, play, or gardening. Lovingly cared for and thoughtfully updated, the home boasts improvements including vinyl siding, an updated heating system, a whole-house water filtration system, and much more. Whether you're an avid equestrian, hobby farmer, or simply seeking a peaceful country lifestyle with modern comforts, this rare Che

47 Wells Village Rd, Chester

$828,000

Collectors, auto or motorcycle enthusiasts or those needing an ADU please take notice! Classic Country Colonial with Farmers Porch on lovely almost 6 acre lot; Sunroom with gas fireplace, cathedral ceiling and fan; Combination Dining/Kitchen with induction cooking stove and plenty of cabinets, fan and hardwood flooring; 1st floor Half bath with laundry; Formal Dining Room with wainscoting and hardwood floors; Spacious Living Room with hardwood flooring; Primary bedroom with 3/4 bath, carpet, fan and 2 walk-in closets; 2nd spacious bedroom with fan large closet and carpet; 3rd ample bedroom with fan large closet and carpet; Full Bath off useful hall; Heated 2 Car Attached Garage with storage above; Detached 3+ Car 2 story Garage with large bay doors, rear garage door and unfinished 2nd level for ADU potential! The detached garage footings will support a lift if desired! This one owner well maintained home has central air conditioning and extra space for expansion or storage.

3 Beds ⋅ 3 Baths ⋅ 5095331 MLS

Collectors, auto or motorcycle enthusiasts or those needing an ADU please take notice! Classic Country Colonial with Farmers Porch on lovely almost 6 acre lot; Sunroom with gas fireplace, cathedral ceiling and fan; Combination Dining/Kitchen with induction cooking stove and plenty of cabinets, fan and hardwood flooring; 1st floor Half bath with laundry; Formal Dining Room with wainscoting and hardwood floors; Spacious Living Room with hardwood flooring; Primary bedroom with 3/4 bath, carpet, fan and 2 walk-in closets; 2nd spacious bedroom with fan large closet and carpet; 3rd ample bedroom with fan large closet and carpet; Full Bath off useful hall; Heated 2 Car Attached Garage with storage above; Detached 3+ Car 2 story Garage with large bay doors, rear garage door and unfinished 2nd level for ADU potential! The detached garage footings will support a lift if desired! This one owner well maintained home has central air conditioning and extra space for expansion or storage.

15 Town Farm Rd, Chester

$789,900

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

3 Beds ⋅ 3 Baths ⋅ 5112505 MLS

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

11 Robin Way Unit 2, Chester

$789,900

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

3 Beds ⋅ 3 Baths ⋅ 5112504 MLS

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

11 Robin Way Unit 2, Chester

$739,900

Welcome to your own private New Hampshire retreat! Set on approximately 2 acres in desirable Chester, this beautifully renovated 3-bedroom, 2-bathroom home has been completely transformed from top to bottom, offering modern comfort and style in a peaceful country setting. Step inside to a thoughtfully designed open-concept floor plan with a seamless flow between the living, dining, and kitchen areas. The extensive renovation provides the opportunity to move right in and enjoy a beautifully updated home without the projects that often come with country properties. Outside, the possibilities are endless. The property features a horse barn, making it an ideal setting for equestrian enthusiasts, while the private pond adds a picturesque touch and creates a serene backdrop for enjoying the outdoors. With approximately 2 acres, there is plenty of space for animals, recreation, gardening, entertaining, or simply enjoying the privacy and beauty of your surroundings. A truly special property offering the perfect combination of turnkey renovation, acreage, a horse barn, and a private pond, all in the charming town of Chester. Come experience the peaceful lifestyle and exceptional setting this property has to offer!

3 Beds ⋅ 2 Baths ⋅ 5108594 MLS

Welcome to your own private New Hampshire retreat! Set on approximately 2 acres in desirable Chester, this beautifully renovated 3-bedroom, 2-bathroom home has been completely transformed from top to bottom, offering modern comfort and style in a peaceful country setting. Step inside to a thoughtfully designed open-concept floor plan with a seamless flow between the living, dining, and kitchen areas. The extensive renovation provides the opportunity to move right in and enjoy a beautifully updated home without the projects that often come with country properties. Outside, the possibilities are endless. The property features a horse barn, making it an ideal setting for equestrian enthusiasts, while the private pond adds a picturesque touch and creates a serene backdrop for enjoying the outdoors. With approximately 2 acres, there is plenty of space for animals, recreation, gardening, entertaining, or simply enjoying the privacy and beauty of your surroundings. A truly special property offering the perfect combination of turnkey renovation, acreage, a horse barn, and a private pond, all in the charming town of Chester. Come experience the peaceful lifestyle and exceptional setting this property has to offer!

18 Pomp Rd, Chester

$724,900

New Construction Without the Wait! Recently completed and loaded with premium upgrades, this beautifully appointed detached condominium offers modern design, quality craftsmanship, and low-maintenance living at Pulpit Estates, an exclusive, non-age-restricted and pet friendly community of just eight detached condominiums set on 16 picturesque acres in desirable Chester, NH. The sought-after Osprey floor plan offers the ease of FIRST FLOOR living with a spacious PRIMARY SUITE on the main level, while the second floor features two generously sized bedrooms and a full bath - ideal for family, guests, or a home office. Designed for today's lifestyle, the open-concept living, dining, and kitchen area is anchored by a gas fireplace and showcases numerous builder upgrades throughout. The custom kitchen features Wolf Grantley recessed-panel shaker cabinetry with soft-close drawers, a tall pantry cabinet, 30-inch upper cabinets with crown molding, a 60-inch center island with seating, granite ctops, recessed lighting and Frigidaire Galley SS applcs, including a gas range. Quality finishes continue throughout with 3¼-inch red oak flooring finished in upgraded Bona Traffic HD satin throughout the main living areas and primary bedroom, while all baths feature elegant 12" x 24" staggered brick-pattern tile. Central air conditioning, a whole-house water filtration system, upgraded lighting, and thoughtful designer selections complete the home. Need additional space? The daylight walk-out lower level offers outstanding potential for future finished living space, a home gym, rec room, or media area. Enjoy all the benefits of brand-new construction - without the delays, decisions, or surprises of building. Lawn was seeded/virtual grass pictured. Conveniently located in the charming town of Chester with easy access to shopping, major commuter routes, and the highly regarded Pinkerton Academy school district. OPEN HOUSE - Saturday, October 24th (1 to 2:30pm)

3 Beds ⋅ 3 Baths ⋅ 5102111 MLS

New Construction Without the Wait! Recently completed and loaded with premium upgrades, this beautifully appointed detached condominium offers modern design, quality craftsmanship, and low-maintenance living at Pulpit Estates, an exclusive, non-age-restricted and pet friendly community of just eight detached condominiums set on 16 picturesque acres in desirable Chester, NH. The sought-after Osprey floor plan offers the ease of FIRST FLOOR living with a spacious PRIMARY SUITE on the main level, while the second floor features two generously sized bedrooms and a full bath - ideal for family, guests, or a home office. Designed for today's lifestyle, the open-concept living, dining, and kitchen area is anchored by a gas fireplace and showcases numerous builder upgrades throughout. The custom kitchen features Wolf Grantley recessed-panel shaker cabinetry with soft-close drawers, a tall pantry cabinet, 30-inch upper cabinets with crown molding, a 60-inch center island with seating, granite ctops, recessed lighting and Frigidaire Galley SS applcs, including a gas range. Quality finishes continue throughout with 3¼-inch red oak flooring finished in upgraded Bona Traffic HD satin throughout the main living areas and primary bedroom, while all baths feature elegant 12" x 24" staggered brick-pattern tile. Central air conditioning, a whole-house water filtration system, upgraded lighting, and thoughtful designer selections complete the home. Need additional space? The daylight walk-out lower level offers outstanding potential for future finished living space, a home gym, rec room, or media area. Enjoy all the benefits of brand-new construction - without the delays, decisions, or surprises of building. Lawn was seeded/virtual grass pictured. Conveniently located in the charming town of Chester with easy access to shopping, major commuter routes, and the highly regarded Pinkerton Academy school district. OPEN HOUSE - Saturday, October 24th (1 to 2:30pm)

8 Robin Way Unit 7, Chester

$650,000

Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic. In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors or entrepreneurs. With prominent visibility and high traffic flow, the commercial space is well-suited for a variety of ventures, from retail to office use. Situated just a short drive from Okemo Mountain, this property offers year-round appeal for outdoor enthusiasts and tourists alike. Plus, it is conveniently located near the vibrant shops, dining options, and recreational activities of Chester and Ludlow. This versatile property allows for multiple avenues of income - whether you choose to occupy one of the residential units, rent both out, or utilize the commercial space, the possibilities are endless. Don't miss your chance to own a piece of this thriving community.

5044879 MLS

Exceptional Investment Opportunity in Chester, VT Discover this stunning, completely renovated property that beautifully combines modern amenities with unique character. Featuring two residential units. This home showcases high-quality upgrades throughout. Enjoy peace of mind with new electrical, plumbing, insulation, and energy-efficient windows. The kitchens and bathrooms have been meticulously designed, incorporating reclaimed materials that add warmth and charm to the contemporary aesthetic. In addition to the inviting residential spaces, this property includes a versatile two-story commercial area currently occupied by a successful, established business making it ideal for investors or entrepreneurs. With prominent visibility and high traffic flow, the commercial space is well-suited for a variety of ventures, from retail to office use. Situated just a short drive from Okemo Mountain, this property offers year-round appeal for outdoor enthusiasts and tourists alike. Plus, it is conveniently located near the vibrant shops, dining options, and recreational activities of Chester and Ludlow. This versatile property allows for multiple avenues of income - whether you choose to occupy one of the residential units, rent both out, or utilize the commercial space, the possibilities are endless. Don't miss your chance to own a piece of this thriving community.

3630 Vt Route 103 N, Chester

$649,000

A rare opportunity to acquire a fully occupied, well-maintained mixed-use property in one of Chester’s most recognizable village locations. The front portion of the building is leased as professional office space for $5,000 per month, with the commercial tenant responsible for heat and electricity. The tenant has expressed interest in entering into a significantly longer-term lease, with the lease length and additional terms to be negotiated directly with the next owner. The property includes four additional residential units, all currently rented, including one leased by the commercial tenant for employee housing. Detailed income, expense, and lease information is available through your agent. Carefully maintained over the years, the building requires no known major upgrades or repairs and is ready for its next owner. More than sufficient parking is available on both sides of the building, along with abundant storage throughout the property, including basement garage space. Its location just off the historic Chester Village Green provides excellent visibility and steady Main Street traffic for commercial use, while remaining comfortable and quiet for residential tenants. Local shops, restaurants, and village amenities are all nearby, and Chester’s iconic Swinging Bridge, the Williams River, and its scenic footpath are less than a quarter mile away at the end of School Street. With established tenants, multiple income streams, ample parking and storage, and an outstanding village location, 23 School Street offers an exceptional opportunity to step into a strong-performing property from day one.

5111465 MLS

A rare opportunity to acquire a fully occupied, well-maintained mixed-use property in one of Chester’s most recognizable village locations. The front portion of the building is leased as professional office space for $5,000 per month, with the commercial tenant responsible for heat and electricity. The tenant has expressed interest in entering into a significantly longer-term lease, with the lease length and additional terms to be negotiated directly with the next owner. The property includes four additional residential units, all currently rented, including one leased by the commercial tenant for employee housing. Detailed income, expense, and lease information is available through your agent. Carefully maintained over the years, the building requires no known major upgrades or repairs and is ready for its next owner. More than sufficient parking is available on both sides of the building, along with abundant storage throughout the property, including basement garage space. Its location just off the historic Chester Village Green provides excellent visibility and steady Main Street traffic for commercial use, while remaining comfortable and quiet for residential tenants. Local shops, restaurants, and village amenities are all nearby, and Chester’s iconic Swinging Bridge, the Williams River, and its scenic footpath are less than a quarter mile away at the end of School Street. With established tenants, multiple income streams, ample parking and storage, and an outstanding village location, 23 School Street offers an exceptional opportunity to step into a strong-performing property from day one.

23 School St, Chester

$627,000

Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room...an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chef’s and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room..every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a “fun” sleeping area and great retreat for the “kids”. Unique sightlines and charming nooks reveal something special at every turn.unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes of Okemo Valley and the nearby VAST trails!

3 Beds ⋅ 2 Baths ⋅ 5097737 MLS

Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room...an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chef’s and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room..every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a “fun” sleeping area and great retreat for the “kids”. Unique sightlines and charming nooks reveal something special at every turn.unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes of Okemo Valley and the nearby VAST trails!

168 Chandler Rd, Chester

$624,900

Welcome to 256 Villager Road, a beautifully upgraded ranch style condo offering a unique floor plan, exceptional living space and one of the more private settings in the community. Surrounded by woods to the left and rear, this home enjoys a peaceful setting with no neighboring condo on one side or directly behind. Inside, hardwood floors flow throughout the first floor, where a spacious family room at the front of the home takes the place of the typical second bedroom, creating an inviting and open layout for everyday living and entertaining. The kitchen features granite countertops, a large center island, stainless steel appliances, including a gas range, and plenty of workspace and storage. The primary suite is a true retreat with a large soaking tub, oversized walk-in shower and double sinks. A convenient first-floor half bath includes laundry hookups, offering the option for one level living. An inviting sunroom provides the perfect place to relax and enjoy the peaceful surroundings and leads directly to a spacious deck overlooking the wooded setting, ideal for morning coffee, outdoor dining or entertaining. The attached two car garage provides easy access to the home with just two steps inside and an oversized entry door. The finished walkout lower level significantly expands the living space and offers tremendous flexibility. Here you’ll find a large family room, bedroom, office/study and a full bath with double sinks, along with an additional set of laundry hookups. Whether you’re looking for space for guests, a home office, hobbies or a separate living area, this level offers plenty of possibilities. Enjoy low maintenance condo living along with community amenities including an inground pool and clubhouse. With its upgraded finishes, flexible floor plan, generous living space and exceptionally private location, 256 Villager Road offers the space and comfort of a single-family home with the convenience of condominium living.

2 Beds ⋅ 3 Baths ⋅ 5113580 MLS

Welcome to 256 Villager Road, a beautifully upgraded ranch style condo offering a unique floor plan, exceptional living space and one of the more private settings in the community. Surrounded by woods to the left and rear, this home enjoys a peaceful setting with no neighboring condo on one side or directly behind. Inside, hardwood floors flow throughout the first floor, where a spacious family room at the front of the home takes the place of the typical second bedroom, creating an inviting and open layout for everyday living and entertaining. The kitchen features granite countertops, a large center island, stainless steel appliances, including a gas range, and plenty of workspace and storage. The primary suite is a true retreat with a large soaking tub, oversized walk-in shower and double sinks. A convenient first-floor half bath includes laundry hookups, offering the option for one level living. An inviting sunroom provides the perfect place to relax and enjoy the peaceful surroundings and leads directly to a spacious deck overlooking the wooded setting, ideal for morning coffee, outdoor dining or entertaining. The attached two car garage provides easy access to the home with just two steps inside and an oversized entry door. The finished walkout lower level significantly expands the living space and offers tremendous flexibility. Here you’ll find a large family room, bedroom, office/study and a full bath with double sinks, along with an additional set of laundry hookups. Whether you’re looking for space for guests, a home office, hobbies or a separate living area, this level offers plenty of possibilities. Enjoy low maintenance condo living along with community amenities including an inground pool and clubhouse. With its upgraded finishes, flexible floor plan, generous living space and exceptionally private location, 256 Villager Road offers the space and comfort of a single-family home with the convenience of condominium living.

256 Villager Rd, Chester

$620,000

Tucked into a private setting in the charming town of Chester, this 3-bedroom, 2.5-bath home offers plenty of space, natural light and a few unexpected surprises! The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry and workspace, while radiant heat adds warmth and comfort throughout. Upstairs, the primary suite is a standout, featuring a beautifully appointed, luxurious private bath and access to its own balcony overlooking the natural surroundings, a peaceful spot to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and another bath complete the upper level. Need more space? The finished lower level provides flexible bonus space for a family room, home office, gym or playroom, along with plenty of additional storage. Set back in a peaceful location with wonderful sun exposure and a sense of privacy, this home offers an opportunity to enjoy the quieter side of New Hampshire living while remaining convenient to surrounding towns, shopping and commuter routes. Bring your vision and make this Chester home your own!

3 Beds ⋅ 3 Baths ⋅ 5111937 MLS

Tucked into a private setting in the charming town of Chester, this 3-bedroom, 2.5-bath home offers plenty of space, natural light and a few unexpected surprises! The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry and workspace, while radiant heat adds warmth and comfort throughout. Upstairs, the primary suite is a standout, featuring a beautifully appointed, luxurious private bath and access to its own balcony overlooking the natural surroundings, a peaceful spot to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and another bath complete the upper level. Need more space? The finished lower level provides flexible bonus space for a family room, home office, gym or playroom, along with plenty of additional storage. Set back in a peaceful location with wonderful sun exposure and a sense of privacy, this home offers an opportunity to enjoy the quieter side of New Hampshire living while remaining convenient to surrounding towns, shopping and commuter routes. Bring your vision and make this Chester home your own!

21 Smith Rd, Chester

$599,000

Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners.

4 Beds ⋅ 2 Baths ⋅ 5106579 MLS

Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners.

548 Crow Hill Rd, Chester

$569,000

Welcome to your own private retreat on 2.2 picturesque acres in beautiful Chester, New Hampshire! Set back on a peaceful lot surrounded by nature, this charming single-family home offers the perfect blend of peaceful country living, thoughtful updates, and everyday comfort. Inside, you’ll find 3 bedrooms and 1.5 newly renovated bathrooms, along with an inviting, recently updated kitchen featuring quartz countertops, a stylish tile backsplash, and brand-new stainless-steel appliances. The bright eat-in kitchen is made even more welcoming by a beautiful bay window, creating a wonderful spot to enjoy morning coffee or casual meals while taking in the view. Warm bamboo flooring & new carpet throughout the home, while the brick wood-burning fireplace adds a cozy focal point for relaxing evenings in the living room. One of the home’s true showstoppers is the breathtaking screened-in porch, a serene space surrounded by nature where you can unwind, entertain, dine, & relax to the sounds of the outdoors. The 20x22 basement provides ample bonus space, as well as a half bath, laundry, & plenty of storage options. Step outside and discover everything this special property has to offer. The expansive, private lot features an open field, mature apple trees, a small barn, and a shed with electricity, providing plenty of space for hobbies, gardening, storage, animals, or simply enjoying the outdoors. Whether you’re seeking a peaceful place to call home or a property that allows you to fully embrace the beauty of nature, this Chester gem offers a rare opportunity of privacy, charm, and modern updates. Come experience the setting, explore the possibilities, and discover all this special property has to offer.

3 Beds ⋅ 2 Baths ⋅ 5112156 MLS

Welcome to your own private retreat on 2.2 picturesque acres in beautiful Chester, New Hampshire! Set back on a peaceful lot surrounded by nature, this charming single-family home offers the perfect blend of peaceful country living, thoughtful updates, and everyday comfort. Inside, you’ll find 3 bedrooms and 1.5 newly renovated bathrooms, along with an inviting, recently updated kitchen featuring quartz countertops, a stylish tile backsplash, and brand-new stainless-steel appliances. The bright eat-in kitchen is made even more welcoming by a beautiful bay window, creating a wonderful spot to enjoy morning coffee or casual meals while taking in the view. Warm bamboo flooring & new carpet throughout the home, while the brick wood-burning fireplace adds a cozy focal point for relaxing evenings in the living room. One of the home’s true showstoppers is the breathtaking screened-in porch, a serene space surrounded by nature where you can unwind, entertain, dine, & relax to the sounds of the outdoors. The 20x22 basement provides ample bonus space, as well as a half bath, laundry, & plenty of storage options. Step outside and discover everything this special property has to offer. The expansive, private lot features an open field, mature apple trees, a small barn, and a shed with electricity, providing plenty of space for hobbies, gardening, storage, animals, or simply enjoying the outdoors. Whether you’re seeking a peaceful place to call home or a property that allows you to fully embrace the beauty of nature, this Chester gem offers a rare opportunity of privacy, charm, and modern updates. Come experience the setting, explore the possibilities, and discover all this special property has to offer.

136 Haverhill Rd, Chester

$549,000

Beautifully built country home with lots of extras. Large kitchen features a brick hearth perfect for a wood stove, a large eating area, formal dining room with fireplace.

4 Beds ⋅ 2 Baths ⋅ 5115206 MLS

Beautifully built country home with lots of extras. Large kitchen features a brick hearth perfect for a wood stove, a large eating area, formal dining room with fireplace.

204 Fletcher Rd, Chester

$545,000

Welcome to 124 Haverhill Road, a well-cared-for raised ranch on a beautifully landscaped lot in Chester, NH. Mature pear, cherry, apple and peach trees, along with blooming magnolias and established plantings, frame the property with color in spring and a harvest each season. The main level features gleaming hardwood floors throughout. The spacious living room is bright with natural light and recessed lighting. Near the entry, a pellet stove set on a classic brick hearth adds cozy warmth and helps keep heating costs down. The eat-in kitchen offers two ways to dine: a large center island with seating for three, perfect for quick breakfasts and casual conversation, plus a separate dining area with room for a full-size table, set beside a sunny picture window. Plenty of wood cabinet storage and pendant lighting complete the space. Three bedrooms include a primary bedroom with its own private 3/4 bath, plus a full bath for a total of 1.75 baths. Step out back to the three-season porch overlooking the private yard, a relaxing spot for quiet evenings or entertaining from spring through fall. The partially finished lower level has been updated with brand-new luxury vinyl plank flooring and features a second stove on a brick hearth, ready for a rec room, home office or gym. The one-car garage under offers everyday convenience and extra storage, and the driveway has been recently paved. Small-town Chester living with easy access to Derry, Manchester and I-93.

3 Beds ⋅ 2 Baths ⋅ 5112964 MLS

Welcome to 124 Haverhill Road, a well-cared-for raised ranch on a beautifully landscaped lot in Chester, NH. Mature pear, cherry, apple and peach trees, along with blooming magnolias and established plantings, frame the property with color in spring and a harvest each season. The main level features gleaming hardwood floors throughout. The spacious living room is bright with natural light and recessed lighting. Near the entry, a pellet stove set on a classic brick hearth adds cozy warmth and helps keep heating costs down. The eat-in kitchen offers two ways to dine: a large center island with seating for three, perfect for quick breakfasts and casual conversation, plus a separate dining area with room for a full-size table, set beside a sunny picture window. Plenty of wood cabinet storage and pendant lighting complete the space. Three bedrooms include a primary bedroom with its own private 3/4 bath, plus a full bath for a total of 1.75 baths. Step out back to the three-season porch overlooking the private yard, a relaxing spot for quiet evenings or entertaining from spring through fall. The partially finished lower level has been updated with brand-new luxury vinyl plank flooring and features a second stove on a brick hearth, ready for a rec room, home office or gym. The one-car garage under offers everyday convenience and extra storage, and the driveway has been recently paved. Small-town Chester living with easy access to Derry, Manchester and I-93.

124 Haverhill Rd, Chester

$539,900

Live, love, leave the yardwork to someone else! This beautiful condo at the Villages of Chester will capture your heart as soon as you walk in. As you stand on the front porch you'll have a view of nothing but greenery and sky across the street. Step into the welcoming entryway and you'll see almost the entire first floor, from the living room to the dining area, kitchen, and sunroom in back. The living room is graced with a gas fireplace for cozy ambiance, the tall bookcases will stay with the property, and those lovel bamboo floors carry throughout the home. The dining area is open to everything, and the gorgeous kitchen has a 3-seat oversized island, so it will be the hub of activity in the home. And with so many cabinets, you'll have to buy extra gadgets to fill them all! The sunroom flows right out to the 15' x 11' deck, integrating indoors with outdoors seamlessly and creating a great flow for visiting friends and family. Upstairs is a spacious primary suite, second bedroom, and convenient laundry room with an extra half bath. The basement is almost fully finished, with two spacious rooms for workouts, guest space, or whatever you want, as well as another three-quarter bathroom (with perhaps a sauna?) and a small kitchenette area. The 2-car garage is an uncommon feature as well, and has an extra pantry closet and additional storage above the doors and behind the stairs. The Villages includes trails, a pond, a pool & clubhouse, and has easy access to the quaint center of Chester as well as Rt. 101, and cats and dogs are welcome as well. You're at the tail end of a cul-de-sac so you won't see many cars going by, and you can set up a little garden in the green space across the street. Schedule your visit and start planning how you'll live in and love this home! OPEN HOUSES Sat. 10/17, 10am-Noon, Sun. 10/18, 11am-1:00 pm.

2 Beds ⋅ 3 Baths ⋅ 5112231 MLS

Live, love, leave the yardwork to someone else! This beautiful condo at the Villages of Chester will capture your heart as soon as you walk in. As you stand on the front porch you'll have a view of nothing but greenery and sky across the street. Step into the welcoming entryway and you'll see almost the entire first floor, from the living room to the dining area, kitchen, and sunroom in back. The living room is graced with a gas fireplace for cozy ambiance, the tall bookcases will stay with the property, and those lovel bamboo floors carry throughout the home. The dining area is open to everything, and the gorgeous kitchen has a 3-seat oversized island, so it will be the hub of activity in the home. And with so many cabinets, you'll have to buy extra gadgets to fill them all! The sunroom flows right out to the 15' x 11' deck, integrating indoors with outdoors seamlessly and creating a great flow for visiting friends and family. Upstairs is a spacious primary suite, second bedroom, and convenient laundry room with an extra half bath. The basement is almost fully finished, with two spacious rooms for workouts, guest space, or whatever you want, as well as another three-quarter bathroom (with perhaps a sauna?) and a small kitchenette area. The 2-car garage is an uncommon feature as well, and has an extra pantry closet and additional storage above the doors and behind the stairs. The Villages includes trails, a pond, a pool & clubhouse, and has easy access to the quaint center of Chester as well as Rt. 101, and cats and dogs are welcome as well. You're at the tail end of a cul-de-sac so you won't see many cars going by, and you can set up a little garden in the green space across the street. Schedule your visit and start planning how you'll live in and love this home! OPEN HOUSES Sat. 10/17, 10am-Noon, Sun. 10/18, 11am-1:00 pm.

251 Villager Rd, Chester

$535,000

Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day’s end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical.

4 Beds ⋅ 3 Baths ⋅ 5086105 MLS

Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day’s end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical.

3341 Trebo Rd, Chester

$479,000

NEW PRICE! Enjoy peaceful riverfront living in this charming, light-filled Ranch with direct access to the Exeter River! Privately situated on a beautiful lot in Chester with no neighboring homes visible on either side, this property offers a wonderful blend of comfort and natural surroundings. Inside, you’ll find easy one-level living with 2–3 bedrooms, an updated kitchen, full bathroom, and a cozy wood stove for those chilly New Hampshire nights. The spacious deck overlooks the river, providing the perfect spot to relax, entertain, or enjoy the abundant wildlife. Fish from your backyard or launch a canoe when water levels allow! Additional features include a basement for storage& two sheds. Located outside the designated flood zone, this unique property is ideal for those seeking privacy, nature, and a relaxed lifestyle. Quick close possible!

3 Beds ⋅ 1 Baths ⋅ 5107622 MLS

NEW PRICE! Enjoy peaceful riverfront living in this charming, light-filled Ranch with direct access to the Exeter River! Privately situated on a beautiful lot in Chester with no neighboring homes visible on either side, this property offers a wonderful blend of comfort and natural surroundings. Inside, you’ll find easy one-level living with 2–3 bedrooms, an updated kitchen, full bathroom, and a cozy wood stove for those chilly New Hampshire nights. The spacious deck overlooks the river, providing the perfect spot to relax, entertain, or enjoy the abundant wildlife. Fish from your backyard or launch a canoe when water levels allow! Additional features include a basement for storage& two sheds. Located outside the designated flood zone, this unique property is ideal for those seeking privacy, nature, and a relaxed lifestyle. Quick close possible!

56 Shepard Home Rd, Chester

$449,000

Located on the edge of the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 3 bedroom, 2 bath home has the character of a VT farmhouse while being totally updated. Set on .33± acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove enhancing an inviting open-concept living space. The kitchen/dining has butcher block counters, attractive center island with Vermont slate/stone counter, that looks out over to a picturesque valley view. A spacious first-floor bedroom and full bath with laundry provides easy one-level living. Upstairs, two additional bedrooms with generous closets share a stylish full bath finished with classic subway tile. Recent upgrades include energy efficient systems and a new four-bedroom leach field. Walk to the market and charming village shops, antique stores and restaurants. Enjoy the recreation area, with its disc golf course, pickleball/tennis courts and sledding hill. Ideally located within 20 min. of Okemo Mountain Resort and Magic Mountain and within 40 min to Stratton or Bromley. This easy maintenance Vermont home is equally suited as a primary residence or second home.

3 Beds ⋅ 2 Baths ⋅ 5095486 MLS

Located on the edge of the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 3 bedroom, 2 bath home has the character of a VT farmhouse while being totally updated. Set on .33± acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove enhancing an inviting open-concept living space. The kitchen/dining has butcher block counters, attractive center island with Vermont slate/stone counter, that looks out over to a picturesque valley view. A spacious first-floor bedroom and full bath with laundry provides easy one-level living. Upstairs, two additional bedrooms with generous closets share a stylish full bath finished with classic subway tile. Recent upgrades include energy efficient systems and a new four-bedroom leach field. Walk to the market and charming village shops, antique stores and restaurants. Enjoy the recreation area, with its disc golf course, pickleball/tennis courts and sledding hill. Ideally located within 20 min. of Okemo Mountain Resort and Magic Mountain and within 40 min to Stratton or Bromley. This easy maintenance Vermont home is equally suited as a primary residence or second home.

3208 Green Mountain Tpke, Chester

$445,000

Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region.

5 Beds ⋅ 4 Baths ⋅ 5095551 MLS

Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region.

81 Main St, Chester

$433,900

At The Villages at Chester, a private townhouse community, you come home to quiet private roads and a wooded recreation area, and the Association takes care of it all right down to the home’s exterior and even plowing your driveway and shoveling your walkway. Walk the wooded trails, spend summer at the pool, and book the clubhouse for your party. This end-unit townhouse has three finished levels, with hardwood throughout the first and second floors. The living room centers on a gas fireplace with a stacked-stone surround, prewired for a TV above. The dining room has a built-in corner cabinet and a slider out to a deck that runs the full width of the house, and nearly every window has a wooded view. The kitchen has knotty wood cabinets with a built-in wine rack, granite, stainless appliances, a five-burner gas stove and a peninsula with seating. The attached garage opens into a mudroom with a half bath and first-floor laundry. Upstairs, the large primary bedroom runs nearly the full depth of the house, with a vaulted ceiling, a skylight and a walk-in closet fitted out by California Closets with floor-to-ceiling shelving and drawers. The second bedroom is generous with two large windows, a ceiling fan and a double closet. A full bath with a double vanity connects the two, and a window seat in the hall looks out over your garden. Downstairs is the surprise. The finished lower level is carpeted and bigger than you'd expect, with a bonus room that stretches nearly the width of the house, full-size windows and a slider out to a patio and backyard. A separate room makes space for guests, or a workout area and another space ideal for an office or hobby room, and there’s the utility room and many closets for storage. Newer Andersen windows and a tankless water heater are already done. The HOA fee also covers trash, water and sewer. Pet-friendly community, and Chester keeps its small-town feel with horses and orchards nearby, and Pinkerton Academy for high school.

2 Beds ⋅ 2 Baths ⋅ 5112444 MLS

At The Villages at Chester, a private townhouse community, you come home to quiet private roads and a wooded recreation area, and the Association takes care of it all right down to the home’s exterior and even plowing your driveway and shoveling your walkway. Walk the wooded trails, spend summer at the pool, and book the clubhouse for your party. This end-unit townhouse has three finished levels, with hardwood throughout the first and second floors. The living room centers on a gas fireplace with a stacked-stone surround, prewired for a TV above. The dining room has a built-in corner cabinet and a slider out to a deck that runs the full width of the house, and nearly every window has a wooded view. The kitchen has knotty wood cabinets with a built-in wine rack, granite, stainless appliances, a five-burner gas stove and a peninsula with seating. The attached garage opens into a mudroom with a half bath and first-floor laundry. Upstairs, the large primary bedroom runs nearly the full depth of the house, with a vaulted ceiling, a skylight and a walk-in closet fitted out by California Closets with floor-to-ceiling shelving and drawers. The second bedroom is generous with two large windows, a ceiling fan and a double closet. A full bath with a double vanity connects the two, and a window seat in the hall looks out over your garden. Downstairs is the surprise. The finished lower level is carpeted and bigger than you'd expect, with a bonus room that stretches nearly the width of the house, full-size windows and a slider out to a patio and backyard. A separate room makes space for guests, or a workout area and another space ideal for an office or hobby room, and there’s the utility room and many closets for storage. Newer Andersen windows and a tankless water heater are already done. The HOA fee also covers trash, water and sewer. Pet-friendly community, and Chester keeps its small-town feel with horses and orchards nearby, and Pinkerton Academy for high school.

25 Villager Rd, Chester

$399,000

This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom.

4 Beds ⋅ 3 Baths ⋅ 5073147 MLS

This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom.

40 Fenton Rd, Chester

$270,000

A private Vermont retreat with room to make it your own. Tucked approximately one mile up a quiet, dead-end dirt road in Chester, this expansive parcel offers the kind of space and seclusion that can be hard to find. Mostly wooded with varied, rising terrain, the property offers plenty to explore and possibilities for recreation, a private homestead, hunting camp, or seasonal getaway. Now included in the sale is the camper already on the property, giving you an immediate home base for weekends in the woods or a convenient place to stay while you make plans for the land. Enjoy the privacy of a large rural parcel without being completely removed from everything Vermont has to offer. Hiking, hunting, skiing, and year-round outdoor recreation are all within easy reach. I-91 is approximately 15 minutes away, with Okemo, Bromley and Magic Mountain under 30 minutes and Stratton and Killington less than an hour away. Whether you're looking for a recreational escape, a place to build, or simply your own piece of Vermont, 1175 Quarry Road is ready for its next chapter. Bring your boots, walk the land, and imagine the possibilities.

5058824 MLS

A private Vermont retreat with room to make it your own. Tucked approximately one mile up a quiet, dead-end dirt road in Chester, this expansive parcel offers the kind of space and seclusion that can be hard to find. Mostly wooded with varied, rising terrain, the property offers plenty to explore and possibilities for recreation, a private homestead, hunting camp, or seasonal getaway. Now included in the sale is the camper already on the property, giving you an immediate home base for weekends in the woods or a convenient place to stay while you make plans for the land. Enjoy the privacy of a large rural parcel without being completely removed from everything Vermont has to offer. Hiking, hunting, skiing, and year-round outdoor recreation are all within easy reach. I-91 is approximately 15 minutes away, with Okemo, Bromley and Magic Mountain under 30 minutes and Stratton and Killington less than an hour away. Whether you're looking for a recreational escape, a place to build, or simply your own piece of Vermont, 1175 Quarry Road is ready for its next chapter. Bring your boots, walk the land, and imagine the possibilities.

1175 Quarry Rd, Chester

$249,900

Enjoy the beauty and charm of Vermont with this mobile home set on approximately 1 acre in Chester. Located across the road from a peaceful river, this property offers a wonderful setting for enjoying the outdoors and the natural beauty of the area. The property features an oversized 2 car garage with plenty of room for vehicles, recreational equipment, tools, and hobbies. Above the garage is finished bonus space, offering flexibility for a home office, studio, recreation room, guest area, or additional storage. This lot provides room to enjoy the outdoors, garden, entertain, or simply relax and take in the surrounding Vermont scenery. With the river just across the road, the property offers a special location for those looking to enjoy the tranquility and character of Chester. Come see what makes this Chester property special!

2 Beds ⋅ 1 Baths ⋅ 5110600 MLS

Enjoy the beauty and charm of Vermont with this mobile home set on approximately 1 acre in Chester. Located across the road from a peaceful river, this property offers a wonderful setting for enjoying the outdoors and the natural beauty of the area. The property features an oversized 2 car garage with plenty of room for vehicles, recreational equipment, tools, and hobbies. Above the garage is finished bonus space, offering flexibility for a home office, studio, recreation room, guest area, or additional storage. This lot provides room to enjoy the outdoors, garden, entertain, or simply relax and take in the surrounding Vermont scenery. With the river just across the road, the property offers a special location for those looking to enjoy the tranquility and character of Chester. Come see what makes this Chester property special!

3537 Popple Dungeon Rd, Chester

$249,000

84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property embodies the best of quintessential Vermont countryside living. A perfect horse property with an outdoor arena and lots of dirt roads for trail riding. The land includes several open meadows, perfect for future development, homesteading, or recreation. Enrolled in Vermont’s Current Use Program, the property is both environmentally and financially sustainable. A section of the land was selectively logged, creating a network of trails and plateaus, ideal for hiking, wildlife exploration, or building opportunities. This property offers unparalleled potential for dream homes, private retreats, or as an investment in Vermont real estate. Don’t miss the chance to own this unique Vermont land with its stunning mountain views and incredible development possibilities.

5023272 MLS

84+/- Acres with Stunning Mountain Views in Chester, Vermont Discover a breathtaking property just minutes from the charming village of Chester, Vermont. This expansive parcel features stunning alpine views of Fox Chair Mountain, over 3,000 feet of road frontage, and power and internet access along more than half the frontage. Located on the historic Green Mountain Turnpike, this property embodies the best of quintessential Vermont countryside living. A perfect horse property with an outdoor arena and lots of dirt roads for trail riding. The land includes several open meadows, perfect for future development, homesteading, or recreation. Enrolled in Vermont’s Current Use Program, the property is both environmentally and financially sustainable. A section of the land was selectively logged, creating a network of trails and plateaus, ideal for hiking, wildlife exploration, or building opportunities. This property offers unparalleled potential for dream homes, private retreats, or as an investment in Vermont real estate. Don’t miss the chance to own this unique Vermont land with its stunning mountain views and incredible development possibilities.

000 Green Mountain Tpke, Chester

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