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58 Hi Hopes Rd, Wardsboro
$479,000
3 Beds ⋅ 2 Baths ⋅ 5107623 MLS
Sweet! So easy... nothing to do but move right in and start to enjoy. This second-generation owner has updated the living area to an open concept featuring a huge kitchen island, dining area with built-ins, and a focal point fireplace/hearth to anchor the room. Add a picture window overlooking the meticulously landscaped lawn and pond the ducks call home, and you have a perfect recipe for home. Enter on the walk out level and find a mud room, sauna, 3/4 bath and family room, plus plenty of storage for equipment or lock away area if you are renting. Just off RT 100 and merely 11 minutes to Mount Snow, Skiing is an easy get, as well as boating, hiking and a ton of other recreation. Tuck in as a primary, easy care paved drive, garage parking and a sun porch off 2 of the bedrooms are all bonuses to ease of year round living. Possession after 11/1/26 please. Come, feed the ducks...play a little...

58 Hi Hopes Rd, Wardsboro

954 Boardman Loop, Wardsboro
$545,000
4 Beds ⋅ 3 Baths ⋅ 5107523 MLS
With 180 feet of private access to the Wardsboro Brook, this furnished 4-bedroom plus den, 3-bathroom home in Wardsboro, Vermont offers an ideal combination of recreation, privacy, and convenience. Located just 6 miles from Mount Snow and 9 miles from Stratton Mountain, this Southern Vermont property puts two popular ski resorts within easy reach. Exceptionally well maintained, the property features fresh paint, a manicured lawn, regular attention to mechanical systems, and a strong rental history. The open-concept kitchen and living area is designed for gathering, with cherry hardwood floors and a wood-burning fireplace creating a warm and inviting space. A large, partially covered wraparound deck extends the living space outdoors. Three bedrooms are located on the first floor, including the primary bedroom with ensuite bathroom and direct access to a private backyard deck. The second-level office/den overlooks the living room and provides flexible living space. Upstairs, a private bedroom with ensuite bathroom could serve as a second primary suite or bunk room, complete with reading nook and private balcony. The full basement offers unfinished space for future expansion. A one-car garage and whole-house generator add functionality. Outside, the spacious level yard and fire pit provide plenty of room for gatherings. Custom-built steps lead to the Wardsboro Brook, where multiple seating areas and a swing offer a peaceful place to enjoy the water. Explore the woods, discover the frog pond, fish in the brook, or look for salamanders. Surrounded by the Green Mountain National Forest, the property is close to the Appalachian Trail, Long Trail, Grout Pond, kayaking, paddleboarding, hiking and mountain biking. In winter, the nearby VAST trail system provides access miles of snowmobile trails. With three levels of living space, flexible floor plan, and an installed ramp providing easy, no-stair access to the first floor, this home is ready to welcome its next owner.

954 Boardman Loop, Wardsboro

398 Tallwood Cir, Londonderry
$289,000
2 Beds ⋅ 1 Baths ⋅ 5107484 MLS
Welcome to 398 Tallwood Circle, a cozy Vermont retreat tucked into a quiet country setting in Londonderry. Set on 1.5 acres with a wooded backdrop, this 2-bedroom, 1-bath home offers privacy, character, and an ideal base for enjoying Southern Vermont. Inside, an inviting open living area features a vaulted wood ceiling, abundant natural light, and a wood stove for warmth and classic Vermont character. The kitchen flows into the main living space, while a spiral staircase leads to a spacious loft offering flexible space for guests, an office, or a place to unwind. Sliding doors open to the deck and peaceful wooded surroundings. Equally important are the improvements that may not immediately catch your eye but speak to the owner's thoughtful care of the home. A new septic system was installed in 2024, along with drainage and driveway improvements, removal of large trees near the house, a whole-house water filtration system, and second water tank. Additional updates include work to the furnace, water heater and sump pump, water and power for a washer/dryer, WiFi thermostat, bathroom updates, living room ceiling fan, and new refrigerator. Four-season recreation is within easy reach. Magic Mountain is right in Londonderry, with Stratton and Bromley nearby for skiing, dining, shopping, and year-round activities. Lowell Lake State Park offers paddling and hiking, while the West River Farmers Market, local shops, restaurants, and everyday conveniences are all nearby. Whether a primary residence, weekend getaway, or Vermont home base, 398 Tallwood Circle offers a wonderful combination of privacy, character, thoughtful improvements, and access to the mountains.

398 Tallwood Cir, Londonderry

494-564 Goodaleville Rd, Jamaica
$2,430,000
9 Beds ⋅ 7 Baths ⋅ 5107418 MLS
TWO HOMES | 1BR BARN APARTMENT | RESTORED VINTAGE BARN | 13+ ACRES. A rare Vermont multi-residence estate offering two beautifully renovated homes, a separate 1BR barn apartment, a restored vintage barn, and more than 13 acres along the Winhall River. Thoughtfully renovated by Vermont Country Builders, Winhall River Farm blends authentic character, exceptional craftsmanship, and modern four-season comfort. One residence is a restored 4BR farmhouse once used as the summer home of renowned art historian Meyer Schapiro, with wide-plank floors, antique doors, an expanded kitchen with soapstone counters, updated baths, and custom built-ins. Schapiro’s former art studio now serves as a self-contained 1BR apartment with SMEG appliances, a screened porch, and heated storage below. The second home is a reimagined historic schoolhouse with a timber-frame addition, high ceilings, generous windows, two sunrooms, restored floors, and warm architectural detail throughout. Private hot tubs and inviting outdoor living spaces complement all three residences. Extensive improvements across the property include standing-seam roofs, new Marvin windows, updated electrical and plumbing, modern insulation, mini-split heating and cooling, high-efficiency systems, new appliances, generators, and EV chargers. The 13+ acres include open fields, woods, apple trees, gardens, extensive stonework, patios, decks, and opportunities for trails, recreation, and equestrian use. Set along the Winhall River with direct access to the West River Rail Trail for walking, biking, swimming, and exploring. In the heart of ski country, just minutes from Stratton, Bromley, and Magic Mountain. An exceptional family estate, multi-generational retreat, or investment opportunity. Offered furnished and ready to enjoy, with additional acreage also available. All the hard work has been done--move in and start enjoying Vermont. Properties also offered individually as MLS #5101688 & #5101689. Seller is the listing broker.

494-564 Goodaleville Rd, Jamaica

47 Purinton Rd Unit A-109, Newfane
$599,999
2 Beds ⋅ 1 Baths ⋅ 5107381 MLS
94 Private Mountainside Acres with Residence: Create Your Vermont Estate. Discover a rare opportunity to own a substantial private estate in Southern Vermont with approximately 94 acres offering the space, privacy, and flexibility to create something truly your own. Originally a livestock farm, with several stone walls and a spring-fed pond nearby. Explore nature at its best, Stagecoach Road, and the several old home foundations on the property. The 94 acres have been loved and treasured by the same family for nearly 200 years. This is not simply a property with a house; it is a 94-acre estate with numerous possibilities for its next owner. The land may lend itself to a variety of uses, including private conservation, recreational use, timber management, additional improvements, or an addition. The home offers an inviting one-level open-concept floor plan designed for easy living and effortless entertaining. The full basement provides an exciting opportunity for future expansion, and the possibility of building a new primary residence elsewhere on the 94 acres. The 94 acres provide an extraordinary sense of privacy for exploring, gardening, recreation, and simply enjoying the peace and beauty of your own Vermont woodland. Yet despite the wonderfully private setting, the home is located only two miles from the heart of historic Newfane Village and its picturesque Village, giving you the best of all worlds: seclusion at home and charming village life close by. Outdoor enthusiasts will love the four-season location, with hunting, hiking, biking, swimming, snowshoeing, XC skiing, snowmobiling, and an abundance of wildlife. Some of Southern Vermont's finest skiing is all within easy reach, and several NE cities are within an easy driving commute. Do not miss this elusive Vermont property where you can truly enjoy the 94 acres of natural beauty around you.

47 Purinton Rd Unit A-109, Newfane

257 Dover Hill Rd, Dover
$895,000
3 Beds ⋅ 4 Baths ⋅ 5107293 MLS
Experience the best of Vermont living in this exceptional 3-bedroom, 4-bath Energy Star timber frame home set on 6.9 acres of beautiful land, with a mix of open lawn and mature forest. Designed to take full advantage of its stunning 50-mile long-range views, the home offers warmth, character, and plenty of space to gather. The inviting great room features a striking double-sided gas fireplace, creating a cozy focal point for relaxing after a day outdoors. A large, open kitchen with a exceptional center island and dining area is designed for the chef who loves to cook and entertain, with plenty of room for family and guests to gather. The primary suite is a private retreat with beautiful views and a spacious bathroom complete with a luxurious soaking tub and steam shower. The expansive deck overlooks a private pond just below, providing a picturesque setting for morning coffee, afternoon gatherings, or evening sunsets. The lower level with radiant heat opens directly to the backyard and offers exceptional flexibility, with a bathroom and kitchenette ideal for an in-law suite, guest accommodations, or comfortable bunkroom. Built with energy efficiency in mind, the home combines the character and craftsmanship of a timber frame with thoughtful features designed for comfortable year-round living. A 2-car garage keeps vehicles protected from the elements while providing plenty of room for skis, bikes, ATVs, and all your Vermont toys. Located just 10 minutes from Mount Snow for skiing and year-round recreation and 15 minutes from downtown Wilmington for shopping, dining, and local amenities, this distinctive Dover property combines privacy and natural beauty with convenient access to everything the area has to offer. Whether you're looking for a year-round home, vacation getaway, or place to gather with family and friends, this property delivers the quintessential Vermont experience.

257 Dover Hill Rd, Dover

21 Sundance Village Loop, Dover
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 5107096 MLS
A rare opportunity to own a turnkey luxury mountain residence in one of Mount Snow’s most coveted ski-in/ski-out locations, perfectly positioned slope-side to the Sundance Lift and just minutes away from Haystack Mountain. This exceptional five-bedroom, five-bath contemporary home blends refined modern design with the timeless character of the Swiss Alps, creating a sophisticated yet inviting Vermont retreat. Designed for effortless four season living, the home features an open-concept living, dining, and kitchen area ideal for quiet mornings before first tracks, relaxed family time, and après ski entertaining. A beautifully appointed chef’s kitchen anchors the space, while expansive windows, natural materials, and curated finishes showcase the surrounding mountain landscape. Private amenities elevate the mountain experience, including a hot tub, sauna, dedicated theater room, and private ski tune room. A fully outfitted garage and generous storage provide ample space for skis, bikes, and all the essentials of four-season living. Enjoy the newly renovated and expanded Seasons Sports Center which offers amenities such as indoor and outdoor pools, basketball and tennis courts, fitness center, game room and owners’ lounge. This is more than a ski house, this is a timeless mountain retreat designed for every season where first tracks, fireside evenings, long dinners, and unforgettable gatherings become part of everyday life. With exceptional design, private amenities, and true ski in ski out access, this is elevated mountain living at its finest.

21 Sundance Village Loop, Dover

3 Woodchuck Ln, Wilmington
$399,000
4 Beds ⋅ 2 Baths ⋅ 5106862 MLS
Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. The siding was redone in 2024 and new insulation was installed in the upstairs walls. Includes the tremendous Chimney Hill amenities consisting of indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

3 Woodchuck Ln, Wilmington

639 Wilmington Cross Rd, Whitingham
$309,000
3 Beds ⋅ 1 Baths ⋅ 5106844 MLS
Enjoy the relaxed pace of Vermont country living in this bright and inviting 3-bedroom, 1-bath home set on 2+/- mostly wooded, level acres just off Route 100. With plenty of room to relax, garden, play, and enjoy the outdoors, this property offers a wonderful setting for a year-round home, vacation getaway, or Vermont retreat. A covered front porch welcomes you home, while the private deck and hot tub off the spacious primary bedroom provide a great place to unwind and enjoy the peaceful surroundings. Inside, the open kitchen, living, and dining area creates a comfortable gathering space, complemented by two additional bedrooms and a full basement with abundant storage. Recent improvements include fresh interior paint and basement waterproofing and insulation by Northern Basement Systems. Outdoor recreation is right at your doorstep, with nearby VAST snowmobile trails and Lake Whitingham/Harriman Reservoir just minutes away for boating and fishing. Mount Snow is approximately 20 minutes away for skiing, snowboarding, hiking, mountain biking, and golf. Downtown Wilmington, with its shops, restaurants, and local amenities, is about 10 minutes away, and MASS MoCA is approximately 30 minutes away. The oversized detached 2-car garage provides plenty of space for vehicles, recreational equipment, and all your Vermont toys, with a full upper level offering additional storage or potential for future use. Conveniently located for an easy getaway from Massachusetts, Connecticut, New York, and southern Vermont, this property offers the space, location, and flexibility to enjoy all that the Deerfield Valley has to offer. Come take a look, you may find this is the Vermont getaway you've been waiting for!

639 Wilmington Cross Rd, Whitingham

311 Dover Rd, Newfane
$289,000
3 Beds ⋅ 1 Baths ⋅ 5106777 MLS
This charming 3 bedroom, 1 bath Vermont home is full of personality, character, and vintage charm, offering inviting spaces both inside and out! Situated on 1 acre, with part of the land offering direct frontage on the Rock River, you'll enjoy your own little summer time paradise. Inside, warm wood floors, and unique architectural details give the home a character all its own. With a first floor bedroom, bathroom and two bedrooms upstairs, this home can work well for most lifestyles and stages of life. The whimsical finished attic offers possibilities for a studio, reading retreat, additional bathroom or creative space. The layout of the home offers enough space to spread out. A detached shed adds even more versatility. The covered front porch is perfect for morning coffee or lazy afternoons, while gardens, flowering hydrangeas, a sweet picket fence, and a spacious lawn create a storybook setting surrounded by the woods and just across the street the beautiful Rock River, for a personal swimming spot or fishing hole. Recent improvements include a new leach field, spray foam insulated attic and crawlspace, and some exterior painting. Colorful, cozy, and full of soul, this is a home with character and a lovely setting, just minutes from the quaint village of Newfane, just 12 miles from both Mount Snow ski resort and in the other direction, the vibrant town of Brattleboro.

311 Dover Rd, Newfane

2855 Thompsonburg Rd, Londonderry
$450,000
4 Beds ⋅ 3 Baths ⋅ 5106736 MLS
This spacious Londonderry contemporary house sits on a sunny, level one-acre lot and is conveniently located at the base of Glebe Mountain and mere minutes from Magic Mountain for snow sports and Lowell Lake for summer hikes, kayaking and keeping an eye on the native loons that nest there. The layout offers three levels of bright and roomy living spaces with a comfortable floorplan and lots of room for gathering or finding private quiet time. The main level features a large kitchen and dining area, living room with fireplace and vaulted ceilings, and two bedrooms including an expansive primary suite with a fireplace, walk-in closet and private bathroom. Above is large loft, partially open to the area below and suitable for almost any use (home office, library, play space) with lots of attic space for storage. A partially finished lower level (above grade at the rear of the house with full walk-out and regular windows) has a large rec room with woodstove and hearth, two additional bedrooms, laundry, full bathroom, bonus room, and a large workshop in the mechanical and utility area. The two-car garage with workshop and upper level, and a garden shed complete the offering. Renovations were in progress but incomplete, and the house needs work (mostly cosmetic) and updating, and it is priced to reflect that need. Londonderry is a dynamic community with a good mix of primary and vacation homes with access to great schools, shopping and dining, four-season recreation in any direction, arts and music through the year, and a fantastic farmers market in the summer and fall. The location and community will support your investment, so come take a look!

2855 Thompsonburg Rd, Londonderry

13 Circle View Dr, Dover
$629,000
5 Beds ⋅ 3 Baths ⋅ 5106583 MLS
Perfectly positioned for enjoying all that the Mount Snow area has to offer, this beautifully updated home is located just 1.5 miles from Mount Snow Ski Resort and approximately 1 mile from the Mount Snow Golf Course. Step inside to a bright and inviting interior featuring vaulted ceilings, beautiful wood floors, mini-splits for year-round comfort, and a cozy woodstove the perfect place to warm up after a day on the slopes. The completely remodeled kitchen is a standout, offering stainless steel appliances, a farmhouse sink, and a charming dining nook ideal for casual meals and gatherings. The main level features warm wood flooring throughout the living spaces, complemented by tiled bathrooms. The home is being offered mostly furnished, making it easy to settle in and start enjoying your Vermont getaway. The finished lower level provides additional living space with a spacious family room and convenient walkout access, offering plenty of room for guests, recreation, or relaxing after a day of outdoor adventures. Outside, enjoy the peaceful setting from the deck overlooking the beautiful property, along with the added convenience of a detached two-car garage for vehicles, recreational gear, and storage. With its extensive updates, comfortable and welcoming interior, beautiful setting, and exceptional proximity to Mount Snow skiing, golf, dining, and year-round recreation, this property is an ideal choice for a primary residence, vacation retreat, or Vermont mountain getaway.

13 Circle View Dr, Dover

47 Upper Howes Rd Unit A-23, Wilmington
$449,000
3 Beds ⋅ 2 Baths ⋅ 5106545 MLS
Priced to sell, on the Hill, End of the Road, Double Lot, built in 2024, Attached Garage, 3-bedroom 2 baths, Primary Suite with Ensuite Bath, Woodstove, Gas Cook Stove, Furnished, and Move-in Ready! Start enjoying all the amenities Chimney Hill offers within its 1,200-Acre Campus. Truly the most complete All-Season Resort in the Deerfield Valley with its exclusive members-only Clubhouse located at 2,000' on the Hill, featuring year-round swimming, new hot tub, fitness room, arcade room, playroom, community room, fully equipped members kitchen, reading nook, après ski lounge, 3 tennis court areas plus basketball court, extensive multi-use trail system, snowmobiling, ice skating, pickleball and tennis, stocked fishing pond, hiking, biking, and more! Plus, the Deerfield Valley offers world class skiing and shredding literally minutes away, fine and casual dining, unique shopping, escape room, mini, disk, and traditional golf, kayaking, canoeing, pontoon and sail boating, paddleboarding, the Green Mt National forest, antiques, flea markets, breweries, wineries, distilleries, music, theater, equestrian events, and so much more!

47 Upper Howes Rd Unit A-23, Wilmington

77 Buttonwood Dr, Brattleboro
$439,000
2 Beds ⋅ 2 Baths ⋅ 5106541 MLS
You've earned it.....the right to easy living.....have someone to do the heavy lifting...This community has become a much needed addition to the housing community. All are designed for the 55 and over who are looking for an easy way to settle in. Just think, the snowplowing, shoveling and salting are all taken care of, as well as the summer mowing and hedge trimming. One level living with no steps, a step in shower...no hopping over the tub rim...no cleaning off the car when you park in the garage...Besides all this there is a community center featuring exercise equipment, a function room, cozy fireplace and kitchen. A great place for walking, meeting the neighbors and making friends. Pickle Ball anyone? Located right off I91, you CAN get there from here. No mud season, no fuss. You have earned it! This property is being subdivided from a larger parcel.

77 Buttonwood Dr, Brattleboro

619 Main St, Londonderry
$489,000
4 Beds ⋅ 3 Baths ⋅ 5106426 MLS
Set on 3 lovely acres in the heart of South Londonderry, this gracious four-bedroom, 2½-bath Victorian blends timeless character with thoughtful modern updates. Original floor-to-ceiling windows, soaring ceilings, hardwood floors, and classic Victorian details create a warm and inviting sense of history throughout the home. The newly renovated kitchen provides a fresh, functional gathering space, while the large living room is a standout feature, with built-in bookshelves flanking the fireplace and abundant natural light streaming through the original windows. Spacious bedrooms and 2½ baths offer comfortable living and space to spread out. Several important upgrades to the property include new windows in the upstairs of the home, exterior drainage, and basement encapsulation with dehumidifier. There is a whole house surge protector and whole house water filter system. Outside, the property offers an open yard with room to garden, play, entertain, or simply enjoy the peaceful Vermont setting. A barn provides additional space for storage, hobbies, studio, equipment, or other possibilities. Across Main Street from the house is the West River, providing a peaceful backdrop to this beautifully preserved Victorian home. Ideally located close to Londonderry village and minutes to Magic, Stratton and Bromley mountains, this property offers the perfect combination of convenience, recreation, privacy, and classic Vermont charm. A wonderful opportunity to own a distinctive and beautifully updated Victorian in one of Southern Vermont’s most appealing communities.

619 Main St, Londonderry

1970 S Wardsboro Rd, Wardsboro
$249,000
1 Beds ⋅ 1 Baths ⋅ 5106216 MLS
Charming one bedroom cottage just outside the village of Wardsboro in Southern Vermont. This home away from home is being offered for sale for the first time by the original owners that built it. Up a private drive with easy access off a paved road sits this charming cottage, overlooking a river and short range mountain view across the way. There is a lovely open lawn space which is a small portion of the 3 acre double parcel, as well as ample parking and potential for expansion. The inside features a large open living area with wood floors, galley kitchen, wood stove, full bath with laundry, a screened porch, large deck, and upstairs large loft bedroom. There is also a garden shed and fire pit area. An incredible opportunity for a piece of Vermont without the normal high cost of entry for something larger.

1970 S Wardsboro Rd, Wardsboro

2068 S Wardsboro Rd, Wardsboro
$349,000
4 Beds ⋅ 1 Baths ⋅ 5106215 MLS
Charming cabin just outside the village of Wardsboro in Southern Vermont. This home away from home is being offered for sale for the first time by the original owners that built it. Up a private drive with easy access off a paved road sits this rustic retreat, overlooking a river and short range mountain view across the way. The home has a large open concept living space with the exposed log joinery throughout, an updated kitchen and spacious dining area, stone fireplace and hearth, full bath and laundry, 4 upstairs woodsy guest bedrooms, a large covered porch as well as a screened in porch area, walkway to a private gazebo for further outdoor enjoyment, additional owners storage shed, 2 car detached garage with workshop, wood shed, and more. The septic was recently updated. A tremendous opportunity for someone looking for a home with easy access but not a lot of space to maintain.

2068 S Wardsboro Rd, Wardsboro

46 Pearce Cir, Rockingham
$475,000
3 Beds ⋅ 3 Baths ⋅ 5106195 MLS
Back on market and in great condition, this 3 bedroom, 3 bathroom contemporary home sits on 8.75 private wooded acres with panoramic mountain views, river valley scenery, and vibrant fall foliage. A recent at-value appraisal is available to share with serious buyers. The main entryway features a large mudroom with built-in storage and tile flooring, leading into an open living area with vaulted ceilings, radiant heat, fresh paint, and skylights. The kitchen includes granite countertops, an oversized center island, oak cabinets, and stainless appliances, opening directly to the dining and living spaces. French doors open onto the back deck, creating outdoor living space positioned to take in the views. The main level includes a primary suite with a tiled bath, soaking tub, separate stall shower, and granite vanity, along with two additional bedrooms and an updated shared bath. The walkout lower level offers flexible finished space with durable epoxied floors, ideal for a recreation room, home gym, office, or an in-home business, having previously operated as a hair salon. Additional unfinished storage space and laundry complete the level. Upgraded systems provide exceptional efficiency and whole-home utility backup. The property includes an oversized two-car detached garage with EV charger readiness, an owned solar array that has produced 47.9 MWh since April 2022, and an owned Tesla whole-house battery system providing backup power during outages.The home is connected to 2-gig fiber internet and includes a fully installed radon mitigation system. The 8.75-acre parcel includes two separate half-acre subdivided parcels accessible via right-of-way, with private walking trails located nearby. Conveniently located minutes from downtown Bellows Fa

46 Pearce Cir, Rockingham

116 Teacher Rd, Jamaica
$549,000
4 Beds ⋅ 3 Baths ⋅ 5106080 MLS
Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat. Recent energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, and Daikin heat pumps and mini splits. Located just 20 minutes from Stratton Mountain and Mount Snow, this home sits on 14.4 acres bordering the beautiful Green Mountain National Forest and offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property can be used as a fully-equipped, turn-key vacation rental or exceptional full-time residence. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and the VAST trail can be accessed from the property. Also included, an oil forced-air heating system, rebuilt chimney, generator-ready setup, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, yet only half a mile from Rt. 100, this is a rare opportunity to own a true Vermont escape.

116 Teacher Rd, Jamaica

47 West Rd, Wilmington
$997,000
3 Beds ⋅ 4 Baths ⋅ 5105900 MLS
Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes. The main living area creates an inviting space for gathering, with an open kitchen, dining, and living room designed for today's lifestyle. Upstairs, you'll find a spacious primary suite along with two comfortable guest bedrooms, offering privacy and comfort for family and friends. The fully finished lower level significantly expands the home's living space with multiple bonus rooms and a generous recreation area, providing endless possibilities for a home office, fitness room, media room, bunk room, hobby space, or additional guest accommodations. Located in Chimney Hill, owners enjoy access to outstanding community amenities including indoor and outdoor swimming pools, hot tub, fitness center, tennis and pickleball courts, skating rink, community center, hiking and snowmobile trails, and year-round recreational activities. Just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this exceptional new construction home offers the perfect combination of modern design, low-maintenance living, and Vermont mountain lifestyle. Photos have been virtually staged.

47 West Rd, Wilmington

858 Sheldon Hill Rd, Wardsboro
$725,000
3 Beds ⋅ 3 Baths ⋅ 5105705 MLS
A perfect example of the ideal Vermont home. Beautiful natural woodwork abounds in this post and beam/log home hybrid built in 2005. Conveniently located on a corner lot with tremendous privacy and a spacious cul-de-sac driveway, is this perfect home with perennial gardens, a natural wood facade, stone chimney, stone walkway, large entertaining deck, patio with hot tub, and an exterior elevator for easy access to both levels of the home. Never worry about moving your cars for the plow thanks to the 2 car garage. Inside you are treated to a majestic great room with beautiful open concept living space, high ceilings, a large kitchen and dining area, fireplace with stone hearth, and amazing exposed woodwork, all looking out over the private landscaped lot. The main floor also has a large mudroom entry for gear storage, 2 large bedrooms, and a full bathroom. The upper floor has a woodsy primary suite with upscale full bathroom and an overflow sleeping loft or office nook. The finished walkout lower level has a tremendous family room for entertaining with media area and pool table, half bath, second gear mudroom leading out to the hot tub, laundry/storage, and the spacious garage. Additionally outside is a garden shed and wood shed. This home is not currently a part of the Snow Mountain Farms association, but has the ability to join if you are interested in the indoor pool and tennis courts.

858 Sheldon Hill Rd, Wardsboro

6694 Rte 11, Londonderry
$795,000
4 Beds ⋅ 3 Baths ⋅ 5105598 MLS
Pride of ownership is evident throughout this exceptionally well cared for four-bedroom home, beautifully situated on more than four acres in desirable Londonderry. A long, welcoming driveway and a stately row of mature pines create a wonderful sense of arrival while providing year-round privacy. Offering an ideal blend of comfort, seclusion, and convenience, this inviting property is equally suited for year round living, a Vermont retreat, or a gathering place for family and friends. The spacious acreage provides room to relax, garden, play, and enjoy the natural beauty of every season. During the warmer months, the heated swimming pool creates your own private oasis, perfect for sunny afternoons, entertaining guests, or unwinding after a day of outdoor adventure. An attached garage adds everyday convenience, while the dedicated woodshed provides practical storage and easy access to a generous supply of firewood. The current owners comfortably heat the home entirely with wood, offering an efficient and self-reliant option, while an oil heating system is also available as a convenient alternative. Located in the heart of southern Vermont’s recreational corridor, the property offers easy access to Stratton, Magic Mountain, and Bromley for skiing, snowboarding, dining, and year-round resort activities. Lowell Lake State Park is also nearby, offering paddling, hiking, fishing, picnicking, and peaceful days by the water. Londonderry’s high school choice adds even more appeal for those seeking flexibility in education. For added peace of mind, a protective berm has been thoughtfully created between the stream and the property, and a State of Vermont elevation certificate is in hand. Meticulously maintained and surrounded by the best of Vermont, this special property delivers the space, warmth, privacy, and lifestyle buyers dream about. Come experience a home that has been truly loved and is ready to welcome its next owners.

6694 Rte 11, Londonderry

30 Fieldstone Way, Londonderry
$835,000
3 Beds ⋅ 4 Baths ⋅ 5105584 MLS
Set in the peaceful Vermont countryside of Londonderry, this contemporary home offers the perfect blend of spacious living, natural beauty, and convenient access to some of Southern Vermont’s ski areas. Situated on 1.58 acres between Magic Mountain, Bromley, and Stratton, the property is ideally positioned for year-round recreation and relaxation. Built in 2004, the 4,094-square-foot home features three bedrooms and four bathrooms, with an inviting open-concept design enhanced by soaring ceilings and an abundance of natural light. Two beautiful wood-burning fireplaces create warm and welcoming gathering spaces, adding classic Vermont character to the contemporary architecture. Recent improvements include a new washer and dryer, updated appliances, and the addition of two mini-split systems for enhanced heating and cooling flexibility. Whether you're looking for a year-round residence, a Vermont getaway, or a home close to some of the amazing skiing and outdoor recreation, this spacious Londonderry property offers a wonderful opportunity to enjoy the quintessential Vermont lifestyle.

30 Fieldstone Way, Londonderry

207 Elliot St, Brattleboro
$290,000
5 Beds ⋅ 2 Baths ⋅ 5105369 MLS
Offered to the public for the first time in nearly 60 years, this majestic Colonial-style home is located in one of Brattleboro’s oldest neighborhoods. The property showcases exquisite original details, including maple floors and fine hardwood trim throughout both levels. Many of the original plaster walls and ceilings have been professionally restored and await your personal color choices. The first floor provides an expansive layout designed for gathering. Enter through a generous mudroom into a functional kitchen - ready to be customized into a chef's dream or kept simple - complete with a large walk-in pantry. The kitchen flows seamlessly into the dining room, which features a built-in cabinet. Across the foyer, a bright living room opens into a cozy den or parlor with a quarter bath. Upstairs, you will find five bedrooms and a full bath, with the added potential to finish the full attic for even more living space. Situated on two combined lots, this in-town gem includes off-street parking for multiple vehicles and plenty of room for gardening. Are you ready to become the next steward of this stately property?

207 Elliot St, Brattleboro

21 Lawrence Davis Dr, Wilmington
$299,000
3 Beds ⋅ 2 Baths ⋅ 5105074 MLS
NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington and all that Southern Vermont has to offer. Inside, you'll find a bright, spacious open-concept layout with a comfortable living room, well-appointed kitchen with plenty of cabinet and counter space, dining area, and a generous primary bedroom with a private ensuite bath. Two additional bedrooms provide plenty of room for family, guests, a home office, or hobbies. With its modern construction, easy one-level floor plan, and move-in-ready condition, this home is an excellent choice for a year-round residence, vacation getaway, or affordable mountain retreat. Outside, the 1.4-acre property provides plenty of room for gardening, outdoor dining, recreation, or simply enjoying the surrounding woods and privacy. The location is hard to beat, close to Wilmington's shops and restaurants, Harriman Reservoir for boating and swimming, Lake Raponda, Haystack Golf Club, hiking and biking trails, and just a short drive to Mount Snow for winter skiing and year-round activities. If you're looking for a new, spacious, low-maintenance home in Southern Vermont without the price tag of a traditional site-built home, this one deserves a look. Spacious, immaculate, private, and move-in ready, come see all this 2025 home has to offer!

21 Lawrence Davis Dr, Wilmington

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