Wsigmanrealestate.com Search Results

Energy-Efficient Custom Home with Panoramic Views of the Ashuelot River Valley & Mount Monadnock Completely rebuilt from the ground up in 2016–2017 with a custom architectural design, this exceptional home blends high-performance design with timeless New England charm. Situated on an elevated site overlooking the Ashuelot River Valley, the property offers sweeping views—including distant views of beloved Mount Monadnock. The home is highly energy efficient with solar panels on the barn roof that provide all the electricity for the property. Double and Triple paned windows and excellent insulation ensure year-round comfort and very low energy costs. Inside, the spacious open-concept living and dining area is anchored by a high-end kitchen featuring premium appliances, custom cabinetry, and a generous soapstone island perfect for gathering and entertaining. The first floor open design enhances the natural light and sense of spaciousness throughout and hosts postcard views from every window. Built-ins and ample closets grant generous storage space. An ideal equestrian property or homestead farm, it includes a well-equipped 3 stall barn, raised beds and a greenhouse, open pastures, and wooded land. Many, many perennials supplement the food supply, fruit and nut trees, berries and native shrubs for pollinator species and birds. If a self sufficienct lifestyle close to nature is appealing to you this home is a must-see. Showings begin 8/29

3 Beds ⋅ 4 Baths ⋅ 5058673 MLS

Energy-Efficient Custom Home with Panoramic Views of the Ashuelot River Valley & Mount Monadnock Completely rebuilt from the ground up in 2016–2017 with a custom architectural design, this exceptional home blends high-performance design with timeless New England charm. Situated on an elevated site overlooking the Ashuelot River Valley, the property offers sweeping views—including distant views of beloved Mount Monadnock. The home is highly energy efficient with solar panels on the barn roof that provide all the electricity for the property. Double and Triple paned windows and excellent insulation ensure year-round comfort and very low energy costs. Inside, the spacious open-concept living and dining area is anchored by a high-end kitchen featuring premium appliances, custom cabinetry, and a generous soapstone island perfect for gathering and entertaining. The first floor open design enhances the natural light and sense of spaciousness throughout and hosts postcard views from every window. Built-ins and ample closets grant generous storage space. An ideal equestrian property or homestead farm, it includes a well-equipped 3 stall barn, raised beds and a greenhouse, open pastures, and wooded land. Many, many perennials supplement the food supply, fruit and nut trees, berries and native shrubs for pollinator species and birds. If a self sufficienct lifestyle close to nature is appealing to you this home is a must-see. Showings begin 8/29

463 Old Spofford Rd, Winchester

$830,000

Stunning & modern unique True Timber Frame home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with separate parking entrance & Pad. Artistic & cathedral ceilings and incredible Mountain views, update & modern Kitchen featuring slow close cabinetry, Moroccan inspired cement tile backsplash, and quartz countertops. Just steps from the Kitchen you’ll find the sunken Living room that leads you to the quaint Sun room or access to the back deck. The Primary Master suite is conveniently located on the first flr with a wood fireplace, sliding doors onto your private deck, and the private Bathroom has a large walk-in tiled shower, heated flrs & beautiful double-vanity topped with marble. The finished walk-out lower level offers a large exercise area, Laundry rm and extensive storage. The lower level serves as an addt’l lvng space. In-law apt or Airbnb. There is a separate Kitchen with beautiful finishes, SS appliances, and quartz counter-tops, Living/Dining area, generous 3rd room can serve as a Bedroom & suite. A 25 mile long trail system touches the rear of the lot. *Buyer to show proof of funds or pre approval prior to showings. *Sellers welcome preapproved Buyer showings for back up offers only.

3 Beds ⋅ 2 Baths ⋅ 5071991 MLS

Stunning & modern unique True Timber Frame home has it all with incredible CT River views an easy commute to MA, VT or Keene. The property welcomes you with well-lit custom retaining walls, expansive perennial gardens, two-car garage, and barn on just under 2 acres. Enjoy outdoor life under the covered patio, relax on one of the many private decks or fire pits. Dual RV hook up with water disposal with separate parking entrance & Pad. Artistic & cathedral ceilings and incredible Mountain views, update & modern Kitchen featuring slow close cabinetry, Moroccan inspired cement tile backsplash, and quartz countertops. Just steps from the Kitchen you’ll find the sunken Living room that leads you to the quaint Sun room or access to the back deck. The Primary Master suite is conveniently located on the first flr with a wood fireplace, sliding doors onto your private deck, and the private Bathroom has a large walk-in tiled shower, heated flrs & beautiful double-vanity topped with marble. The finished walk-out lower level offers a large exercise area, Laundry rm and extensive storage. The lower level serves as an addt’l lvng space. In-law apt or Airbnb. There is a separate Kitchen with beautiful finishes, SS appliances, and quartz counter-tops, Living/Dining area, generous 3rd room can serve as a Bedroom & suite. A 25 mile long trail system touches the rear of the lot. *Buyer to show proof of funds or pre approval prior to showings. *Sellers welcome preapproved Buyer showings for back up offers only.

259 Bolton Rd, Winchester

$750,000

*** CLOSING NOTE*** Property sold with an additional 2.4 +/- acres. This beautiful 3-bedroom home is set on 12 acres of designated wildlife habitat overlooking a small pond, just off of a winding lovely rural road. If you are dreaming of the country life with amenities within a 15-minute drive to Keene, this home may be for you. It features cedar siding, radiant heat, solar electric a gourmet spacious kitchen, post and beam, open concept family/dining room, field stone fireplace and other attractive attributes. The enclosed porch & wrap around deck overlook a tranquil pond. The front farmers porch is the perfect perch to enjoy the quiet with a morning cup of coffee. There is a craft room located off main first floor living space with running water and heat source with private entrance. The attached 2 car garage is oversized and well-built with an industrial steel support beam to ensure that it is long lasting and generously supports the huge room above which could be turned into an expansive bedroom, separate suite, office or second floor family room. This home has never been on the market and has had a single owner for almost 30 years. It features quality craftsmanship that is rarely seen. 3+ adjoining additional acres could be negotiated with this sale to further enhance your privacy! Come see it and feel it's peaceful majesty. Welcome to Watson Farm. Your next chapter awaits you!

3 Beds ⋅ 2 Baths ⋅ 5071087 MLS

*** CLOSING NOTE*** Property sold with an additional 2.4 +/- acres. This beautiful 3-bedroom home is set on 12 acres of designated wildlife habitat overlooking a small pond, just off of a winding lovely rural road. If you are dreaming of the country life with amenities within a 15-minute drive to Keene, this home may be for you. It features cedar siding, radiant heat, solar electric a gourmet spacious kitchen, post and beam, open concept family/dining room, field stone fireplace and other attractive attributes. The enclosed porch & wrap around deck overlook a tranquil pond. The front farmers porch is the perfect perch to enjoy the quiet with a morning cup of coffee. There is a craft room located off main first floor living space with running water and heat source with private entrance. The attached 2 car garage is oversized and well-built with an industrial steel support beam to ensure that it is long lasting and generously supports the huge room above which could be turned into an expansive bedroom, separate suite, office or second floor family room. This home has never been on the market and has had a single owner for almost 30 years. It features quality craftsmanship that is rarely seen. 3+ adjoining additional acres could be negotiated with this sale to further enhance your privacy! Come see it and feel it's peaceful majesty. Welcome to Watson Farm. Your next chapter awaits you!

130 Watson Rd, Winchester

$729,900

Imagine waking up to tranquil lake views and your own private sandy beach and dock. This beautifully maintained 4-bedroom, 3-bathroom waterfront home on Forest Lake in Winchester, NH offers the perfect blend of modern comfort, flexible living space, and year-round recreation. Built in 2000 and thoughtfully refreshed, the home features a modern kitchen with granite countertops, LG stainless-steel appliances, and new flooring. The open-concept living and dining area showcases hardwood floors and large windows that fill the home with natural light and stunning lake views. Step out onto the expansive screened-in porch and adjoining deck—perfect for entertaining. The private primary suite provides a relaxing retreat, while the recently updated primary bath features new vanities and flooring for a spa-like feel. The walk-out lower level includes a fully equipped in-law or guest suite with its own kitchen, full bath, and direct access to a lakeside deck—ideal for extended family or visitors. Outside, the professionally landscaped and irrigated lot offers both beauty and privacy, set back from the street for a peaceful approach. Enjoy swimming, boating, fishing, or simply unwinding at your private dock and beach. Recent updates include a new roof, new central A/C, and all-new kitchen appliances for worry-free ownership. Conveniently located just 20 minutes to Keene, NH, and only 90 minutes to Hartford, CT, or Manchester, NH.

4 Beds ⋅ 3 Baths ⋅ 5067071 MLS

Imagine waking up to tranquil lake views and your own private sandy beach and dock. This beautifully maintained 4-bedroom, 3-bathroom waterfront home on Forest Lake in Winchester, NH offers the perfect blend of modern comfort, flexible living space, and year-round recreation. Built in 2000 and thoughtfully refreshed, the home features a modern kitchen with granite countertops, LG stainless-steel appliances, and new flooring. The open-concept living and dining area showcases hardwood floors and large windows that fill the home with natural light and stunning lake views. Step out onto the expansive screened-in porch and adjoining deck—perfect for entertaining. The private primary suite provides a relaxing retreat, while the recently updated primary bath features new vanities and flooring for a spa-like feel. The walk-out lower level includes a fully equipped in-law or guest suite with its own kitchen, full bath, and direct access to a lakeside deck—ideal for extended family or visitors. Outside, the professionally landscaped and irrigated lot offers both beauty and privacy, set back from the street for a peaceful approach. Enjoy swimming, boating, fishing, or simply unwinding at your private dock and beach. Recent updates include a new roof, new central A/C, and all-new kitchen appliances for worry-free ownership. Conveniently located just 20 minutes to Keene, NH, and only 90 minutes to Hartford, CT, or Manchester, NH.

73 Lake Shore Dr, Winchester

$599,900

Once-in-a-Lifetime Opportunity – 137 Acres of New England Charm in Winchester, NH & Warwick, MA Discover a rare gem with this extraordinary 137-acre property straddling the picturesque towns of Winchester, NH and Warwick, MA. A harmonious blend of open fields, rolling pastures, and mature woods framed by classic stone walls, this property offers a peaceful pond, meandering stream, and endless possibilities. At its heart sits a charming 1770 antique post & beam Colonial brimming with historic character—featuring wide pine floors, antique paneling, and five fireplaces, including a grand hearth with an original beehive oven. Though in need of restoration, the home boasts timeless curb appeal and authentic details awaiting your vision. An attached barn and shed provide functional space, while across the road you'll find an additional large barn and outbuildings—perfect for animals, equipment, or a workshop. With substantial road frontage in both NH and MA, this property offers potential for subdivision, a family compound, or simply the chance to live off the land as a working farm. Comprising 81 acres in New Hampshire and 56 in Massachusetts, this property is a rare offering for those seeking space, privacy, and the charm of a bygone era. Don’t miss your chance to bring this historic homestead back to life!

4 Beds ⋅ 2 Baths ⋅ 5046776 MLS

Once-in-a-Lifetime Opportunity – 137 Acres of New England Charm in Winchester, NH & Warwick, MA Discover a rare gem with this extraordinary 137-acre property straddling the picturesque towns of Winchester, NH and Warwick, MA. A harmonious blend of open fields, rolling pastures, and mature woods framed by classic stone walls, this property offers a peaceful pond, meandering stream, and endless possibilities. At its heart sits a charming 1770 antique post & beam Colonial brimming with historic character—featuring wide pine floors, antique paneling, and five fireplaces, including a grand hearth with an original beehive oven. Though in need of restoration, the home boasts timeless curb appeal and authentic details awaiting your vision. An attached barn and shed provide functional space, while across the road you'll find an additional large barn and outbuildings—perfect for animals, equipment, or a workshop. With substantial road frontage in both NH and MA, this property offers potential for subdivision, a family compound, or simply the chance to live off the land as a working farm. Comprising 81 acres in New Hampshire and 56 in Massachusetts, this property is a rare offering for those seeking space, privacy, and the charm of a bygone era. Don’t miss your chance to bring this historic homestead back to life!

679 Warwick Rd, Winchester

$560,000

Welcome to your move-in-ready sanctuary! This beautifully updated home perfectly blends modern comfort with a tranquil natural setting, featuring a peaceful brook running alongside the property for ultimate privacy. Recent high-value upgrades offer total peace of mind, including a brand-new roof, a new 2,500-gallon septic system, fresh paint, and stylish new laminate flooring throughout. The heart of the home is an updated kitchen with modern appliances and fixtures, while the main-level bathroom serves as a spa-like retreat with its jetted soaking tub. The property’s versatility is unmatched, boasting an oversized garage with high ceilings and a fully finished walk-out basement—complete with its own kitchen, living space, and private entrance—making it ideal for an in-law suite or multigenerational living. Outside, you’ll find a detached, fully powered, and heated "hobby house" perfect for a professional workshop or creative studio. This thoughtfully improved home offers the rare combination of space, function, and natural beauty—ready to be enjoyed from day one!

5 Beds ⋅ 3 Baths ⋅ 5074036 MLS

Welcome to your move-in-ready sanctuary! This beautifully updated home perfectly blends modern comfort with a tranquil natural setting, featuring a peaceful brook running alongside the property for ultimate privacy. Recent high-value upgrades offer total peace of mind, including a brand-new roof, a new 2,500-gallon septic system, fresh paint, and stylish new laminate flooring throughout. The heart of the home is an updated kitchen with modern appliances and fixtures, while the main-level bathroom serves as a spa-like retreat with its jetted soaking tub. The property’s versatility is unmatched, boasting an oversized garage with high ceilings and a fully finished walk-out basement—complete with its own kitchen, living space, and private entrance—making it ideal for an in-law suite or multigenerational living. Outside, you’ll find a detached, fully powered, and heated "hobby house" perfect for a professional workshop or creative studio. This thoughtfully improved home offers the rare combination of space, function, and natural beauty—ready to be enjoyed from day one!

583 Burt Hill Rd, Winchester

$555,000

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

3 Beds ⋅ 2 Baths ⋅ 5089279 MLS

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

295 Manning Hill Rd, Winchester

$550,000

15 High St consists of two buildings on the parcel, containing two (2) 2-Bedroom/1-Bathroom units and six (6) 1-Bedroom/1-Bathroom units with 4,519 square feet of gross living area in 7,739 square feet of gross area. The Property is situated upon a 0.68-acre parcel and features ample off-street parking spaces. 15 High Street is well situated within the town center of Winchester, offering direct access to the area’s small-town commercial corridor, local services, and surrounding residential neighborhoods. Tenants are responsible for electric powered hot water and separately metered electricity in Units 1-5 and 8, while the Landlord is responsible for paying for Units 6 and 7. The Landlord is responsible for providing oil powered heat to Units 1-5 and 8, while tenants are responsible for propane powered heat in Units 6 and 7. The Landlord is responsible for providing public water & sewer to all units. 15 High Street benefits from a village-center location in Winchester, NH, placing it within a short walk of Main Street and local services while offering straightforward regional roadway access via NH Route 10 and nearby NH Route 119. In-place rents are below the current market rates; the opportunity exists to continue to upgrade unit interiors and common areas to drive rental rates in an supply constrained residential market.

5085975 MLS

15 High St consists of two buildings on the parcel, containing two (2) 2-Bedroom/1-Bathroom units and six (6) 1-Bedroom/1-Bathroom units with 4,519 square feet of gross living area in 7,739 square feet of gross area. The Property is situated upon a 0.68-acre parcel and features ample off-street parking spaces. 15 High Street is well situated within the town center of Winchester, offering direct access to the area’s small-town commercial corridor, local services, and surrounding residential neighborhoods. Tenants are responsible for electric powered hot water and separately metered electricity in Units 1-5 and 8, while the Landlord is responsible for paying for Units 6 and 7. The Landlord is responsible for providing oil powered heat to Units 1-5 and 8, while tenants are responsible for propane powered heat in Units 6 and 7. The Landlord is responsible for providing public water & sewer to all units. 15 High Street benefits from a village-center location in Winchester, NH, placing it within a short walk of Main Street and local services while offering straightforward regional roadway access via NH Route 10 and nearby NH Route 119. In-place rents are below the current market rates; the opportunity exists to continue to upgrade unit interiors and common areas to drive rental rates in an supply constrained residential market.

15 High St, Winchester

$540,000

Brand-new construction offering the perfect blend of modern design, comfort, and future potential. Set on 1.16 acres on a town-maintained dead-end road, this thoughtfully designed 3-bedroom, 2-bath ranch provides easy one-level living with room to grow. Inside, you'll find a bright open-concept layout featuring durable flooring, recessed lighting, and abundant natural light. The spacious kitchen is the heart of the home, complete with an oversized center island, stainless steel appliances, ample cabinetry, and generous counter space. It flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. The primary suite offers a private retreat with a double vanity, step-in shower, and ample closet space. Two additional bedrooms and a second full bath provide flexibility for family, guests, or a home office. A dedicated laundry room with built-in cabinetry adds convenience and extra storage. One of the home's standout features is the expansive covered rear deck, perfect for morning coffee, outdoor dining, entertaining, or simply enjoying the peaceful hillside setting. The attached two-car garage provides direct access and additional storage. The full walkout lower level offers outstanding expansion potential. With excellent ceiling height, natural light, exterior access, and framing already in place, it presents the opportunity to nearly double the home's usable living space. Whether you envision a family room, gym, guest suite, workshop, or recreation area, the possibilities are endless. Modern mechanical systems, quality craftsmanship, and the peace of mind that comes with new construction make this a low-maintenance home for years to come. Whether you're a first-time buyer, seeking one-level living, or looking for future expansion opportunities, this move-in-ready home delivers exceptional value without the wait.

3 Beds ⋅ 2 Baths ⋅ 5093291 MLS

Brand-new construction offering the perfect blend of modern design, comfort, and future potential. Set on 1.16 acres on a town-maintained dead-end road, this thoughtfully designed 3-bedroom, 2-bath ranch provides easy one-level living with room to grow. Inside, you'll find a bright open-concept layout featuring durable flooring, recessed lighting, and abundant natural light. The spacious kitchen is the heart of the home, complete with an oversized center island, stainless steel appliances, ample cabinetry, and generous counter space. It flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. The primary suite offers a private retreat with a double vanity, step-in shower, and ample closet space. Two additional bedrooms and a second full bath provide flexibility for family, guests, or a home office. A dedicated laundry room with built-in cabinetry adds convenience and extra storage. One of the home's standout features is the expansive covered rear deck, perfect for morning coffee, outdoor dining, entertaining, or simply enjoying the peaceful hillside setting. The attached two-car garage provides direct access and additional storage. The full walkout lower level offers outstanding expansion potential. With excellent ceiling height, natural light, exterior access, and framing already in place, it presents the opportunity to nearly double the home's usable living space. Whether you envision a family room, gym, guest suite, workshop, or recreation area, the possibilities are endless. Modern mechanical systems, quality craftsmanship, and the peace of mind that comes with new construction make this a low-maintenance home for years to come. Whether you're a first-time buyer, seeking one-level living, or looking for future expansion opportunities, this move-in-ready home delivers exceptional value without the wait.

49 Old Mtn Turnpike Rd, Winchester

$537,500

MOTIVATED SELLERS!!!!! Welcome to this brand-new construction in the charming town of Winchester, NH! Located just minutes from interstates, shopping, and healthcare, this 3-bedroom, 2-bathroom home offers both convenience and tranquility. Picture yourself enjoying the scenic drive over the historic Old Coombs covered bridge each day, with picturesque views of the Ashuelot River. This thoughtfully designed home is built for comfortable, efficient living. As the colder weather approaches, you’ll appreciate the heated garage and spacious mudroom, perfect for storing winter gear. The open-concept kitchen and dining area is bright and welcoming, featuring stainless steel appliances, a gas range, large island, and recessed lighting throughout. Step through the sliding door onto your private backyard deck—perfect for summer gatherings and relaxing with friends and family. A first-floor bathroom with laundry hookups adds convenience, while upstairs, three spacious bedrooms share a full bathroom with plenty of storage space. The bonus room over the garage offers incredible potential for future expansion. A full basement provides ample storage, while the property’s beautiful hickory trees and surrounding wildlife offer a sense of privacy and connection to nature. If you're in the market for new construction, this is an unbeatable opportunity—you won't be able to build at this price! Schedule a private showing today—this is a home you won’t want to miss!

3 Beds ⋅ 2 Baths ⋅ 5019973 MLS

MOTIVATED SELLERS!!!!! Welcome to this brand-new construction in the charming town of Winchester, NH! Located just minutes from interstates, shopping, and healthcare, this 3-bedroom, 2-bathroom home offers both convenience and tranquility. Picture yourself enjoying the scenic drive over the historic Old Coombs covered bridge each day, with picturesque views of the Ashuelot River. This thoughtfully designed home is built for comfortable, efficient living. As the colder weather approaches, you’ll appreciate the heated garage and spacious mudroom, perfect for storing winter gear. The open-concept kitchen and dining area is bright and welcoming, featuring stainless steel appliances, a gas range, large island, and recessed lighting throughout. Step through the sliding door onto your private backyard deck—perfect for summer gatherings and relaxing with friends and family. A first-floor bathroom with laundry hookups adds convenience, while upstairs, three spacious bedrooms share a full bathroom with plenty of storage space. The bonus room over the garage offers incredible potential for future expansion. A full basement provides ample storage, while the property’s beautiful hickory trees and surrounding wildlife offer a sense of privacy and connection to nature. If you're in the market for new construction, this is an unbeatable opportunity—you won't be able to build at this price! Schedule a private showing today—this is a home you won’t want to miss!

510 Old Westport Rd, Winchester

$535,000

Investors take notice! Strong cash-flowing 5-unit multifamily property with separate utilities for each unit, making this an ideal low-maintenance investment or 1031 exchange opportunity. Tenants pay their own heat, hot water, and electricity, helping minimize owner expenses and maximize returns. Current monthly rental income is $5,400, not including the spacious 3-bedroom basement apartment that is currently owner-occupied, offering immediate upside potential for additional rental income. There is also opportunity for future rent increases and added income from potential coin-operated laundry using the existing common washer/dryer hookup. The property features clean, well-kept units with stable long-term tenants already in place. Set back from the road on an elevated lot, the building offers a quiet and private setting that tenants appreciate. A solid investment opportunity with reliable income, strong cash flow, tenant-supported operating costs, and long-term appreciation potential. Whether you are expanding your portfolio or completing a 1031 exchange, this income-producing asset is worth a look.

5088004 MLS

Investors take notice! Strong cash-flowing 5-unit multifamily property with separate utilities for each unit, making this an ideal low-maintenance investment or 1031 exchange opportunity. Tenants pay their own heat, hot water, and electricity, helping minimize owner expenses and maximize returns. Current monthly rental income is $5,400, not including the spacious 3-bedroom basement apartment that is currently owner-occupied, offering immediate upside potential for additional rental income. There is also opportunity for future rent increases and added income from potential coin-operated laundry using the existing common washer/dryer hookup. The property features clean, well-kept units with stable long-term tenants already in place. Set back from the road on an elevated lot, the building offers a quiet and private setting that tenants appreciate. A solid investment opportunity with reliable income, strong cash flow, tenant-supported operating costs, and long-term appreciation potential. Whether you are expanding your portfolio or completing a 1031 exchange, this income-producing asset is worth a look.

406 Back Ashuelot Rd, Winchester

$518,000

BRAND NEW, Classic and modern home close to all town services, but located in a rural setting! Colonial with 4 bedrooms, 2 and 1/2 baths and a spacious, heated attached two car garage with EV plug! This energy efficient home is stick built with high quality construction! The expansive gorgeous kitchen has new fully warranted appliances, a large eat at island, beautiful quartz countertops! Living room has Gas fireplace with marble, detailed woodworking and a dry bar! The Master Suite has a large walk in closet and bathroom with added seated vanity and oversized shower! Laundry room and oversized closets. 12 x 16 composite deck off the kitchen slider overlooking its open yard, farmer's porch in front. Three zones of heat with central AC and on demand hot water! Walk up attic and full basement. Paved driveway. Easy commute to Keene, Brattleboro, Vt and down Rte 91 to CT.

4 Beds ⋅ 3 Baths ⋅ 5072690 MLS

BRAND NEW, Classic and modern home close to all town services, but located in a rural setting! Colonial with 4 bedrooms, 2 and 1/2 baths and a spacious, heated attached two car garage with EV plug! This energy efficient home is stick built with high quality construction! The expansive gorgeous kitchen has new fully warranted appliances, a large eat at island, beautiful quartz countertops! Living room has Gas fireplace with marble, detailed woodworking and a dry bar! The Master Suite has a large walk in closet and bathroom with added seated vanity and oversized shower! Laundry room and oversized closets. 12 x 16 composite deck off the kitchen slider overlooking its open yard, farmer's porch in front. Three zones of heat with central AC and on demand hot water! Walk up attic and full basement. Paved driveway. Easy commute to Keene, Brattleboro, Vt and down Rte 91 to CT.

159 Ashuelot Main St, Winchester

$490,000

This charming C. 1820s center chimney cape set tranquilly on 4.7 acres of lawns, fruit trees and berries is surrounded by old stone walls and protected land. Set on a quiet country road just minutes from the MA line, this quiet location has easy access to I-91 and Rt. 2. House is 2200 +/- sq. ft. and has been well maintained with three fireplaces - one with beehive oven - and is loaded with antique features including original woodwork, doors and hardware, wide pine floors and exposed structural beams. There is a huge eat in kitchen, first floor master with fireplace and full bath, plus dressing room (borning room), first floor laundery with half bath, gorgeous sunroom with a gas fireplace and french doors. Second floor features three bedrooms and two baths (one w/clawfoot, one half) and loads of attic space. Roof is slate and metal, siding is clapboard and cedar shakes, newly painted. Outbuildings consist of barn with loft, huge equipment shed, storage shed and sugar house, complete with all equipment needed for syrup production! There is a pond and usually babbling brook in the front. A very special property with all owners since the 1830s documented.

4 Beds ⋅ 4 Baths ⋅ 5056934 MLS

This charming C. 1820s center chimney cape set tranquilly on 4.7 acres of lawns, fruit trees and berries is surrounded by old stone walls and protected land. Set on a quiet country road just minutes from the MA line, this quiet location has easy access to I-91 and Rt. 2. House is 2200 +/- sq. ft. and has been well maintained with three fireplaces - one with beehive oven - and is loaded with antique features including original woodwork, doors and hardware, wide pine floors and exposed structural beams. There is a huge eat in kitchen, first floor master with fireplace and full bath, plus dressing room (borning room), first floor laundery with half bath, gorgeous sunroom with a gas fireplace and french doors. Second floor features three bedrooms and two baths (one w/clawfoot, one half) and loads of attic space. Roof is slate and metal, siding is clapboard and cedar shakes, newly painted. Outbuildings consist of barn with loft, huge equipment shed, storage shed and sugar house, complete with all equipment needed for syrup production! There is a pond and usually babbling brook in the front. A very special property with all owners since the 1830s documented.

339 Burt Hill Rd, Winchester

$440,000

Offers due by 04/21/26 by 10AM. Why wait for new constructions when it's already built and ready for you? This beautifully designed 3 bedroom, 2 bath home offers modern living with all the upgrades you've been looking for. Step inside to an open concept layout filled with natural light, featuring quartz countertops, sleek finishes and a seamless flow perfect for everyday living and entertaining. The spacious primary suite includes a private bath and walk in closest, while the convenience of first floor laundry adds ease to your daily routine. Need more room? The finished basement provides the perfect bonus space. Outside enjoy the fenced in yard and a 2 car garage for added storage. Ideally located near the MA and VT border, this home offers both convenience and a peaceful setting. Don't miss the chance to make this like new home yours.

3 Beds ⋅ 2 Baths ⋅ 5083510 MLS

Offers due by 04/21/26 by 10AM. Why wait for new constructions when it's already built and ready for you? This beautifully designed 3 bedroom, 2 bath home offers modern living with all the upgrades you've been looking for. Step inside to an open concept layout filled with natural light, featuring quartz countertops, sleek finishes and a seamless flow perfect for everyday living and entertaining. The spacious primary suite includes a private bath and walk in closest, while the convenience of first floor laundry adds ease to your daily routine. Need more room? The finished basement provides the perfect bonus space. Outside enjoy the fenced in yard and a 2 car garage for added storage. Ideally located near the MA and VT border, this home offers both convenience and a peaceful setting. Don't miss the chance to make this like new home yours.

119 Warwick Rd, Winchester

$430,000

2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout with 2 baths, open concept LR/DR/KIT area and a main bedroom with walk-in closet. Hickory cabinetry in the cooks kitchen with a Viking gas range anchoring the space is ready for all your cooking adventures. A walk-in pantry makes meal prep easy and has plenty of room for canned goods and your seldom used appliances. The full basement is high and dry with ample room for workshop, family room or storage. There really is nothing not to like about this home! Close to state park, snow mobile and walking trails.

1 Beds ⋅ 2 Baths ⋅ 5093714 MLS

2007 EXPANDABLE CAPE! A lovely, lovely home to begin with, plus the entire 2nd floor open to expansion, already plumbed and wired with layout for 2BR's and full bath with full shed dormer. On 7.5 acres with privacy and views to distant hills, you will not want to leave this serene home. It is a sanctuary. Plenty of wildlife viewing in your front yard. Inside is a welcoming single level layout with 2 baths, open concept LR/DR/KIT area and a main bedroom with walk-in closet. Hickory cabinetry in the cooks kitchen with a Viking gas range anchoring the space is ready for all your cooking adventures. A walk-in pantry makes meal prep easy and has plenty of room for canned goods and your seldom used appliances. The full basement is high and dry with ample room for workshop, family room or storage. There really is nothing not to like about this home! Close to state park, snow mobile and walking trails.

152 Old Chesterfield Rd, Winchester

$430,000

PRICE IMPROVEMENT ON THIS CHARMING & LOVELY PROPERTY!!! A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the natural light throughout the home. Exceptional and fully applianced, functional kitchen boasts an abundance of cabinetry, granite countertops and lovely tiled backsplash, ceramic tile floors, double oven for those baking days, stainless steel appliances and a separate pantry. Charming breakfast room with views to the backyard, formal dining room, living room with large bay window and access to the foyer, large enclosed and heated sun porch for year round use and an attractive half bathroom complete the first floor of this home. The second floor boasts 4 spacious bedrooms with plenty of closet and storage space, an aesthetically pleasing 3/4 bathroom with tiled shower and glass enclosure, 2nd floor craft or utility room with laundry area as well as access to the 2nd floor deck and barn. The third floor of this spacious home provides room for all of your storage needs in the attic area which could easily be finished should one like to do so. This home is ready for you to move in and offers so much opportunity to live and grow in an absolutely exquisite property! Do not miss this one; it is a true gem!

4 Beds ⋅ 2 Baths ⋅ 5087056 MLS

PRICE IMPROVEMENT ON THIS CHARMING & LOVELY PROPERTY!!! A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the natural light throughout the home. Exceptional and fully applianced, functional kitchen boasts an abundance of cabinetry, granite countertops and lovely tiled backsplash, ceramic tile floors, double oven for those baking days, stainless steel appliances and a separate pantry. Charming breakfast room with views to the backyard, formal dining room, living room with large bay window and access to the foyer, large enclosed and heated sun porch for year round use and an attractive half bathroom complete the first floor of this home. The second floor boasts 4 spacious bedrooms with plenty of closet and storage space, an aesthetically pleasing 3/4 bathroom with tiled shower and glass enclosure, 2nd floor craft or utility room with laundry area as well as access to the 2nd floor deck and barn. The third floor of this spacious home provides room for all of your storage needs in the attic area which could easily be finished should one like to do so. This home is ready for you to move in and offers so much opportunity to live and grow in an absolutely exquisite property! Do not miss this one; it is a true gem!

62 Parker St, Winchester

$430,000

Find yourself at home in this beautiful Winchester, NH property, built in 2008 with a 5 Star Plus energy rating. It offers an ideal mix of comfort, efficiency, and outdoor space. The open-concept kitchen, living, and dining area is filled with natural light and flows directly to the deck, perfect for everyday living and entertaining. The first floor features two bedrooms and two bathrooms, including a primary bed/bath with an accessible toilet, sink, and roll-in shower, plus convenient first-floor laundry and a walk-in pantry. The second floor provides a flexible space for work, guests, or hobbies, with a loft overlooking the main living area, a third bedroom and an office/study. Additional highlights include radiant floors, VFR electric heating and central air system, a propane fireplace, and a standby generator. The two-car garage, located under the home, offers direct basement access, all of which providing additional storage and work bench space. Outside, enjoy tiered gardens with raised beds, cleared yard space, and wooded areas for recreation and outdoor enjoyment. Property is being sold by Powers of Attorney who have never occupied the home, therefore the information provided about the property is based on limited knowledge and has been completed to the best of their ability. Buyer(s) are responsible for conducting their own due diligence on all systems, features, and property information.

3 Beds ⋅ 2 Baths ⋅ 5079674 MLS

Find yourself at home in this beautiful Winchester, NH property, built in 2008 with a 5 Star Plus energy rating. It offers an ideal mix of comfort, efficiency, and outdoor space. The open-concept kitchen, living, and dining area is filled with natural light and flows directly to the deck, perfect for everyday living and entertaining. The first floor features two bedrooms and two bathrooms, including a primary bed/bath with an accessible toilet, sink, and roll-in shower, plus convenient first-floor laundry and a walk-in pantry. The second floor provides a flexible space for work, guests, or hobbies, with a loft overlooking the main living area, a third bedroom and an office/study. Additional highlights include radiant floors, VFR electric heating and central air system, a propane fireplace, and a standby generator. The two-car garage, located under the home, offers direct basement access, all of which providing additional storage and work bench space. Outside, enjoy tiered gardens with raised beds, cleared yard space, and wooded areas for recreation and outdoor enjoyment. Property is being sold by Powers of Attorney who have never occupied the home, therefore the information provided about the property is based on limited knowledge and has been completed to the best of their ability. Buyer(s) are responsible for conducting their own due diligence on all systems, features, and property information.

29 Verry Brook Rd, Winchester

$430,000

Welcome to this THREE YEARS YOUNG, LIGHT-FILLED COLONIAL SPLIT that is sure to impress! Upon entering, you will be greeted by a MARBLED FOYER that leads to A BRIGHT, SPACIOUS LIVING ROOM, open to the GORGEOUS KITCHEN WITH ISLAND, GRANITE COUNTERTOPS, AND STAINLESS STEEL APPLIANCES. Off the kitchen, there are sliders to your LARGE DECK, overlooking the EXPANSIVE YARD, where you can enjoy the local wildlife, garden, or simply unwind. On the main level there are three bedrooms, including the primary bedroom with EN SUITE bath. Downstairs you will find a large bedroom, and direct access to the OVERSIZED GARAGE. Surrounded by forest, in a serene country setting, yet with easy access to Brattleboro, VT, Keene, Greenfield, Mass, this location offers flexibility and convenience. Come see all that this home in the charming town of Winchester has to offer. Schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ 5064332 MLS

Welcome to this THREE YEARS YOUNG, LIGHT-FILLED COLONIAL SPLIT that is sure to impress! Upon entering, you will be greeted by a MARBLED FOYER that leads to A BRIGHT, SPACIOUS LIVING ROOM, open to the GORGEOUS KITCHEN WITH ISLAND, GRANITE COUNTERTOPS, AND STAINLESS STEEL APPLIANCES. Off the kitchen, there are sliders to your LARGE DECK, overlooking the EXPANSIVE YARD, where you can enjoy the local wildlife, garden, or simply unwind. On the main level there are three bedrooms, including the primary bedroom with EN SUITE bath. Downstairs you will find a large bedroom, and direct access to the OVERSIZED GARAGE. Surrounded by forest, in a serene country setting, yet with easy access to Brattleboro, VT, Keene, Greenfield, Mass, this location offers flexibility and convenience. Come see all that this home in the charming town of Winchester has to offer. Schedule your showing today!

111 Warwick Rd, Winchester

$377,000

Beautifully renovated while still full of warmth and character, this Winchester home offers the perfect blend of modern updates and timeless charm. Completely rebuilt and thoughtfully redesigned, this property features new framing, new insulation, new plumbing, a new furnace, new roof, new siding, new windows, all new appliances, and new 200 amp electrical service with a second-floor subpanel for added convenience and future flexibility. Giving buyers peace of mind for years to come. Fully inspected and granted its Certificate of Occupancy, this home is truly move-in ready. Inside, you’ll find a bright open concept first floor ideal for entertaining, filled with natural light from the many windows throughout the home. The handcrafted pine staircases add warmth and unique character, while the deep well upstairs windows create the perfect sun filled space for plant lovers. Offering 4 bedrooms and 3 bathrooms, the layout provides both comfort and functionality for everyday living. Located in a welcoming neighborhood just off the main road, this home is conveniently close to local shops, walking paths, and everyday amenities while still feeling comfortably tucked away. Motivated Sellers Agent related to seller

4 Beds ⋅ 3 Baths ⋅ 5085187 MLS

Beautifully renovated while still full of warmth and character, this Winchester home offers the perfect blend of modern updates and timeless charm. Completely rebuilt and thoughtfully redesigned, this property features new framing, new insulation, new plumbing, a new furnace, new roof, new siding, new windows, all new appliances, and new 200 amp electrical service with a second-floor subpanel for added convenience and future flexibility. Giving buyers peace of mind for years to come. Fully inspected and granted its Certificate of Occupancy, this home is truly move-in ready. Inside, you’ll find a bright open concept first floor ideal for entertaining, filled with natural light from the many windows throughout the home. The handcrafted pine staircases add warmth and unique character, while the deep well upstairs windows create the perfect sun filled space for plant lovers. Offering 4 bedrooms and 3 bathrooms, the layout provides both comfort and functionality for everyday living. Located in a welcoming neighborhood just off the main road, this home is conveniently close to local shops, walking paths, and everyday amenities while still feeling comfortably tucked away. Motivated Sellers Agent related to seller

26 Mechanic St, Winchester

$375,000

This is the home you’ve been waiting for! Beautifully maintained and set on 2.5 acres, this ranch offers 1,300 sq ft of comfortable living space along with an attached garage, carport, and shed to meet all your storage needs. Inside, you’ll find a spacious primary suite, an additional bedroom with access to the second full bathroom, first-floor laundry, and a bright, functional kitchen that opens to the dining and living areas. Step outside onto the recently updated back deck, offering even more space to relax or entertain, complete with a grill gazebo. Additional features of this home include an automatic propane generator, over 300 sq ft of finished space in the basement, as well as a newer roof and gutters for added peace of mind. This move-in ready home is located in a well-established neighborhood on a dead-end road - come see it in person! Property is being sold by Powers of Attorney who have never occupied the home; therefore, information provided is based on limited knowledge and completed to the best of their ability. Buyers are responsible for conducting their own due diligence. Measurements are approximate.

2 Beds ⋅ 2 Baths ⋅ 5089587 MLS

This is the home you’ve been waiting for! Beautifully maintained and set on 2.5 acres, this ranch offers 1,300 sq ft of comfortable living space along with an attached garage, carport, and shed to meet all your storage needs. Inside, you’ll find a spacious primary suite, an additional bedroom with access to the second full bathroom, first-floor laundry, and a bright, functional kitchen that opens to the dining and living areas. Step outside onto the recently updated back deck, offering even more space to relax or entertain, complete with a grill gazebo. Additional features of this home include an automatic propane generator, over 300 sq ft of finished space in the basement, as well as a newer roof and gutters for added peace of mind. This move-in ready home is located in a well-established neighborhood on a dead-end road - come see it in person! Property is being sold by Powers of Attorney who have never occupied the home; therefore, information provided is based on limited knowledge and completed to the best of their ability. Buyers are responsible for conducting their own due diligence. Measurements are approximate.

30 Acorn Dr, Winchester

$365,000

Move-in ready Colonial nestled on 2.38 private acres in a picturesque country setting. This newer, energy-efficient 3-bedroom, 1.5-bath home offers an inviting open-concept layout ideal for everyday living and entertaining. The spacious kitchen features a center island with power, newer stainless steel appliances, and flows seamlessly into the formal dining area and comfortable living room. Hardwood, carpet, and manufactured flooring, high ceilings, new light fixtures throughout, a 200-amp electrical panel, whole-house generator with surge protector, on-demand water heater, newer drilled well, newer roof, and a full walkout basement provide comfort, convenience, abundant storage, and potential for future expansion. Step outside to enjoy peaceful views from the rear deck overlooking the distant hills, or gather around the backyard for relaxing evenings with family and friends. The private backyard offers plenty of space for outdoor enjoyment, while a 10' x 12' storage shed located in the side yard provides convenient storage for lawn equipment, tools, and outdoor gear. The level front yard gently slopes toward a brook at the rear of the property, adding to the natural beauty and privacy of this country retreat. Enjoy the best of country living with an ideal commuter location. Just minutes to Keene, with easy access to Route 91, Massachusetts, and Vermont. Downtown Winchester and West Swanzey are less than 10 minutes away, Pisgah State Park is within 15 minutes, and Brattleboro, VT, and Greenfield, MA, are both within a 25-minute drive. Offering the benefits of newer construction, modern updates, and energy-efficient features, this home provides the perfect balance of rural charm, convenience, and comfortable living. Don't miss your opportunity to make this beautiful property your new home! Open House Sunday July 19th, 2026 1pm - 3pm.

3 Beds ⋅ 2 Baths ⋅ 5100355 MLS

Move-in ready Colonial nestled on 2.38 private acres in a picturesque country setting. This newer, energy-efficient 3-bedroom, 1.5-bath home offers an inviting open-concept layout ideal for everyday living and entertaining. The spacious kitchen features a center island with power, newer stainless steel appliances, and flows seamlessly into the formal dining area and comfortable living room. Hardwood, carpet, and manufactured flooring, high ceilings, new light fixtures throughout, a 200-amp electrical panel, whole-house generator with surge protector, on-demand water heater, newer drilled well, newer roof, and a full walkout basement provide comfort, convenience, abundant storage, and potential for future expansion. Step outside to enjoy peaceful views from the rear deck overlooking the distant hills, or gather around the backyard for relaxing evenings with family and friends. The private backyard offers plenty of space for outdoor enjoyment, while a 10' x 12' storage shed located in the side yard provides convenient storage for lawn equipment, tools, and outdoor gear. The level front yard gently slopes toward a brook at the rear of the property, adding to the natural beauty and privacy of this country retreat. Enjoy the best of country living with an ideal commuter location. Just minutes to Keene, with easy access to Route 91, Massachusetts, and Vermont. Downtown Winchester and West Swanzey are less than 10 minutes away, Pisgah State Park is within 15 minutes, and Brattleboro, VT, and Greenfield, MA, are both within a 25-minute drive. Offering the benefits of newer construction, modern updates, and energy-efficient features, this home provides the perfect balance of rural charm, convenience, and comfortable living. Don't miss your opportunity to make this beautiful property your new home! Open House Sunday July 19th, 2026 1pm - 3pm.

55 Verry Brook Rd, Winchester

$361,000

Offer deadline 4/24 @ 12PM. Welcome to 12 Pudding Hill Road in Winchester, NH—a home that delivers the space and flexibility today’s buyers are looking for. This property offers the convenience of one-level living, paired with a substantial lower level that significantly expands your usable square footage. The partially finished basement features two large bonus rooms, ideal for a home office, gym, media room, or additional living space—giving you options to truly tailor the home to your needs. The main level offers a functional layout with comfortable living spaces, while the two-car garage provides everyday convenience and storage. Step out onto the deck, where you’ll find a practical outdoor space with a large driveway and flat yard. If you’ve been searching for a home that offers more room to live, work, and grow—this one is worth a look.

3 Beds ⋅ 2 Baths ⋅ 5082878 MLS

Offer deadline 4/24 @ 12PM. Welcome to 12 Pudding Hill Road in Winchester, NH—a home that delivers the space and flexibility today’s buyers are looking for. This property offers the convenience of one-level living, paired with a substantial lower level that significantly expands your usable square footage. The partially finished basement features two large bonus rooms, ideal for a home office, gym, media room, or additional living space—giving you options to truly tailor the home to your needs. The main level offers a functional layout with comfortable living spaces, while the two-car garage provides everyday convenience and storage. Step out onto the deck, where you’ll find a practical outdoor space with a large driveway and flat yard. If you’ve been searching for a home that offers more room to live, work, and grow—this one is worth a look.

12 Pudding Hill Rd, Winchester

$355,000

Forest Lake Access! This is a charming recently renovated Ranch house. Sprawling 3/4 Bedroom home has hardwood floors, dining room, fireplace, updated bathrooms and kitchen. Situated in the sought-after Forest Lake community - enjoy all of the seasons, especially summer.

4 Beds ⋅ 2 Baths ⋅ 5025856 MLS

Forest Lake Access! This is a charming recently renovated Ranch house. Sprawling 3/4 Bedroom home has hardwood floors, dining room, fireplace, updated bathrooms and kitchen. Situated in the sought-after Forest Lake community - enjoy all of the seasons, especially summer.

45 Forest Lake Cir, Winchester

$350,700

***Open House 5/23/2026 from 11-1*** Nestled on a peaceful country road in the heart of Winchester, this classic New England ranch offers the perfect blend of comfort, space, and rural charm. Built in 1970 and set on approximately 0.73 acres, this well-maintained home features over 2,000 square feet of living space with 4 bedrooms, 1 full bath, and 2 half baths, providing plenty of room for everyday living, entertaining, or creating your own personal retreat. The single-level design offers easy living, while the generous square footage allows flexibility for a home office, guest space, or additional gathering areas. Spacious bedrooms and multiple bath areas add convenience and functionality for both family living and hosting visitors. The property also features a garage for added storage and convenience. Outside, enjoy the privacy and tranquility of the wooded surroundings with room for gardening, outdoor entertaining, or simply relaxing and enjoying the quiet New Hampshire setting. A screened-in patio in the backyard creates the perfect spot to unwind, dine outdoors, or enjoy warm summer evenings while taking in the peaceful surroundings. The property’s peaceful location offers the charm of country living while still being conveniently close to local amenities, outdoor recreation, commuter routes, and just a 20-minute drive to Keene. Whether you’re looking for your first home, downsizing to one-level living, or searching for a property with classic ranch appeal and room to grow, this Winchester home is full of opportunity and charm.

4 Beds ⋅ 3 Baths ⋅ 5089356 MLS

***Open House 5/23/2026 from 11-1*** Nestled on a peaceful country road in the heart of Winchester, this classic New England ranch offers the perfect blend of comfort, space, and rural charm. Built in 1970 and set on approximately 0.73 acres, this well-maintained home features over 2,000 square feet of living space with 4 bedrooms, 1 full bath, and 2 half baths, providing plenty of room for everyday living, entertaining, or creating your own personal retreat. The single-level design offers easy living, while the generous square footage allows flexibility for a home office, guest space, or additional gathering areas. Spacious bedrooms and multiple bath areas add convenience and functionality for both family living and hosting visitors. The property also features a garage for added storage and convenience. Outside, enjoy the privacy and tranquility of the wooded surroundings with room for gardening, outdoor entertaining, or simply relaxing and enjoying the quiet New Hampshire setting. A screened-in patio in the backyard creates the perfect spot to unwind, dine outdoors, or enjoy warm summer evenings while taking in the peaceful surroundings. The property’s peaceful location offers the charm of country living while still being conveniently close to local amenities, outdoor recreation, commuter routes, and just a 20-minute drive to Keene. Whether you’re looking for your first home, downsizing to one-level living, or searching for a property with classic ranch appeal and room to grow, this Winchester home is full of opportunity and charm.

30 Melvin Bridge Rd, Winchester

$349,900

Set along a tranquil road with seamless access to Route 91, Vermont, Massachusetts, and Keene, this inviting single-story ranch rests on an expansive lot, offering an ideal setup for first-time buyers or anyone seeking an easier, simplified lifestyle. Inside, sun-drenched living areas feature classic hardwood floors, rich pine paneling, and broad windows that fill the space with warmth and pleasant scenery. The spacious kitchen is well-equipped with abundant cabinetry, two bright windows, and a multi-functional island peninsula featuring extra prep space on one side and casual seating on the other, while the adjacent dining nook includes a cozy window seat perfect for dining or relaxing with a book. A generously sized full bathroom thoughtfully incorporates laundry facilities alongside custom built-in drawers and storage. For seasonal outdoor enjoyment, the home extends out to a screened porch and a private patio enclosed by brick and stone walls that evoke a hidden garden retreat. Complete with a wood stove connection, an attached two-car garage, and a paved driveway, this charming home is a wonderful opportunity!

3 Beds ⋅ 2 Baths ⋅ 5105078 MLS

Set along a tranquil road with seamless access to Route 91, Vermont, Massachusetts, and Keene, this inviting single-story ranch rests on an expansive lot, offering an ideal setup for first-time buyers or anyone seeking an easier, simplified lifestyle. Inside, sun-drenched living areas feature classic hardwood floors, rich pine paneling, and broad windows that fill the space with warmth and pleasant scenery. The spacious kitchen is well-equipped with abundant cabinetry, two bright windows, and a multi-functional island peninsula featuring extra prep space on one side and casual seating on the other, while the adjacent dining nook includes a cozy window seat perfect for dining or relaxing with a book. A generously sized full bathroom thoughtfully incorporates laundry facilities alongside custom built-in drawers and storage. For seasonal outdoor enjoyment, the home extends out to a screened porch and a private patio enclosed by brick and stone walls that evoke a hidden garden retreat. Complete with a wood stove connection, an attached two-car garage, and a paved driveway, this charming home is a wonderful opportunity!

88 Back Ashuelot Rd, Winchester

$330,000

Kick back and relax at this stylish year-round lake area country cottage. Includes deed access to beautiful Forest Lake. This vibrant gem was recently renovated with updated appliances, butcher block countertops and hardwood flooring. This home features vaulted ceilings, laundry hook-ups, patio and deck. Currently operated as a thriving and profitable year-round vacation rental. Home can be purchased fully furnished (select artwork excluded) or empty. Local management is available to continue vacation operations for a period of one year. Also being offered as part of a portfolio of short-term rental properties.

2 Beds ⋅ 1 Baths ⋅ 5025747 MLS

Kick back and relax at this stylish year-round lake area country cottage. Includes deed access to beautiful Forest Lake. This vibrant gem was recently renovated with updated appliances, butcher block countertops and hardwood flooring. This home features vaulted ceilings, laundry hook-ups, patio and deck. Currently operated as a thriving and profitable year-round vacation rental. Home can be purchased fully furnished (select artwork excluded) or empty. Local management is available to continue vacation operations for a period of one year. Also being offered as part of a portfolio of short-term rental properties.

49 Forest Lake Cir, Winchester

$325,000

Welcome to your next chapter along the peaceful Ashuelot River. Nestled on 1.6 acres, this 3+ bedroom, 2 bath raised ranch offers not only a solid home with good bones but also the chance to bring your vision to life. With a great floor plan already in place, a little creativity and good old elbow grease, paint and flooring will transform this house into the home you’ve been dreaming of. Imagine morning coffee on the rear deck beneath the awning, overlooking your landscaped yard with room for gardens, gatherings, and quiet moments overlooking the water’s edge. Building a meandering path could bring to the waters edge where a dock once stood. Car enthusiasts, hobbyists, or those in need of extra storage will appreciate the oversized two-car detached garage plus an RV carport providing plenty of space for hobbies, storage, or weekend adventures. The structure and systems are all in great shape, so you can focus on making it your own with finishes that reflect your style. Located in the quintessential New England town of Winchester, you’ll enjoy the best of both worlds: the ease of nearby shopping and quick interstate access, plus the beauty of surrounding lakes, ponds, and trails for outdoor recreation. For commuters or travelers, an Amtrak station is just a short trip away, making your getaway spot perfectly connected. This is more than just a house, it’s an opportunity to create your own riverside retreat in a setting that combines convenience, charm, and natural beauty.

3 Beds ⋅ 2 Baths ⋅ 5062307 MLS

Welcome to your next chapter along the peaceful Ashuelot River. Nestled on 1.6 acres, this 3+ bedroom, 2 bath raised ranch offers not only a solid home with good bones but also the chance to bring your vision to life. With a great floor plan already in place, a little creativity and good old elbow grease, paint and flooring will transform this house into the home you’ve been dreaming of. Imagine morning coffee on the rear deck beneath the awning, overlooking your landscaped yard with room for gardens, gatherings, and quiet moments overlooking the water’s edge. Building a meandering path could bring to the waters edge where a dock once stood. Car enthusiasts, hobbyists, or those in need of extra storage will appreciate the oversized two-car detached garage plus an RV carport providing plenty of space for hobbies, storage, or weekend adventures. The structure and systems are all in great shape, so you can focus on making it your own with finishes that reflect your style. Located in the quintessential New England town of Winchester, you’ll enjoy the best of both worlds: the ease of nearby shopping and quick interstate access, plus the beauty of surrounding lakes, ponds, and trails for outdoor recreation. For commuters or travelers, an Amtrak station is just a short trip away, making your getaway spot perfectly connected. This is more than just a house, it’s an opportunity to create your own riverside retreat in a setting that combines convenience, charm, and natural beauty.

905 Old Westport Rd, Winchester

$321,000

Nestled on a peaceful 11-acre lot, this charming 2+ bedroom, 1 bath home offers quiet privacy and the perfect setting for outdoor lovers, hunters, or anyone seeking a retreat into nature. The first floor features two bedrooms and a full bath. The second floor includes a sheetrocked space that could easily become a third bedroom with some paint and final finish work. The home also includes a walk-out basement, providing convenient access to the outdoors and great potential for additional living space, a workshop, or storage. Outside, enjoy a property that is regularly visited by deer, wild turkey, and other local wildlife. Whether you're a hunter or simply enjoy watching wildlife in its natural habitat, this property is ideal. You're only 14 minutes from Pisgah State Park, where you can explore hiking and ATV trails, kayak or fish at Fullam Pond, or relax with a picnic. Surrounded by beautiful lakes, ponds, and trails, this home offers the best of rural living with the convenience of modern amenities nearby. Offer deadline: Thursday, October 2 at 10:00 AM.

2 Beds ⋅ 1 Baths ⋅ 5063269 MLS

Nestled on a peaceful 11-acre lot, this charming 2+ bedroom, 1 bath home offers quiet privacy and the perfect setting for outdoor lovers, hunters, or anyone seeking a retreat into nature. The first floor features two bedrooms and a full bath. The second floor includes a sheetrocked space that could easily become a third bedroom with some paint and final finish work. The home also includes a walk-out basement, providing convenient access to the outdoors and great potential for additional living space, a workshop, or storage. Outside, enjoy a property that is regularly visited by deer, wild turkey, and other local wildlife. Whether you're a hunter or simply enjoy watching wildlife in its natural habitat, this property is ideal. You're only 14 minutes from Pisgah State Park, where you can explore hiking and ATV trails, kayak or fish at Fullam Pond, or relax with a picnic. Surrounded by beautiful lakes, ponds, and trails, this home offers the best of rural living with the convenience of modern amenities nearby. Offer deadline: Thursday, October 2 at 10:00 AM.

96 Old Spofford Rd, Winchester

$315,000

Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today.

2 Beds ⋅ 1 Baths ⋅ 5098523 MLS

Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today.

229 Back Ashuelot Rd, Winchester

$310,000

****Back on the market due to Buyers Financing****Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you to create something truly special. Outside of the house itself, this property offers nearly 13 acres of land to call your own—ideal for recreation, privacy, or future expansion. Even more impressive, it includes over 1,300 feet of river frontage along the beautiful Ashuelot River, perfect for fishing, kayaking, or simply soaking in the serene views.A newly constructed oversized barn has been added for your delight—perfect for horses,a workshop, hobby space, or extra storage. This unique combination of rustic charm, modern potential, and unmatched natural beauty makes this a rare find. Enjoy peaceful country living just minutes from town amenities, nature trails, and the Massachusetts border. Don’t miss your chance to make this extraordinary property your own!

3 Beds ⋅ 4 Baths ⋅ 5048916 MLS

****Back on the market due to Buyers Financing****Welcome Home—an incredible opportunity to bring your vision to life in the heart of charming Winchester, NH. This antique farmhouse has been thoughtfully framed, plumbed for 3 1/2 bath, offering a blank canvas for your dream home. Whether you're an investor, builder, or homeowner looking for a custom project, the groundwork is already laid for you to create something truly special. Outside of the house itself, this property offers nearly 13 acres of land to call your own—ideal for recreation, privacy, or future expansion. Even more impressive, it includes over 1,300 feet of river frontage along the beautiful Ashuelot River, perfect for fishing, kayaking, or simply soaking in the serene views.A newly constructed oversized barn has been added for your delight—perfect for horses,a workshop, hobby space, or extra storage. This unique combination of rustic charm, modern potential, and unmatched natural beauty makes this a rare find. Enjoy peaceful country living just minutes from town amenities, nature trails, and the Massachusetts border. Don’t miss your chance to make this extraordinary property your own!

153 Back Ashuelot Rd, Winchester