Bennington County VT Homes for Sale

/33
$725,000
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
475 Sunrise Ln, Arlington, VT 05250

Discover your private retreat on Beautiful Sunrise Lane! Welcome to "Pine Hollow". This comfortable and inviting home sits on over 6 acres of serene, peaceful landscape, for those seeking a quiet environment and space! Idyllic setting surrounded by pines with complete solitude at the end of a private rd. Enjoy the comfort of generous rooms filled with natural light, ideal for family living

Sunny Breen Josiah Allen Real Estate, Inc.

475 Sunrise Ln, Arlington, VT 05250
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/44
$729,000
- 4 Beds
- 2 Baths
- 2,040 Sq Ft
86 Benson Fuller Dr, Bondville, VT 05340

Great opportunity! Your Ultimate Getaway Escape to this idyllic Vermont retreat, where convenience meets relaxation. This spacious home offers everything you need for a fun-filled and carefree lifestyle, from outdoor entertaining to cozy indoor spaces.Step out onto the large deck and unwind by the gas fire pit table, or enjoy watching the friendly mini-golf matches below. In the cooler

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

86 Benson Fuller Dr, Bondville, VT 05340
/40
$645,000
- 2 Beds
- 2 Baths
- 4,044 Sq Ft
5515 Main St, Manchester, VT 05255

Own a piece of Vermont history and enjoy the convenience of in-town living with this charming and versatile 1830s home, located right on Main Street. Zoned for mixed use (MU2), this 2 bedroom, 2 bath property with a full kitchen blends the charm of an old Vermont home with incredible work from home or business potential. Step inside to find a home full of character, enhanced by modern updates

Katherine Zilkha Four Seasons Sotheby's Int'l Realty

5515 Main St, Manchester, VT 05255
/53
$625,000
- 3 Beds
- 2 Baths
- 1,894 Sq Ft
190 Vt Route 11 Unit 1, Peru, VT 05152

Don't miss the opportunity to own this renovated 4 bedroom/ 2 full bath townhouse in Peru, VT. This tasteful and high end renovation will wow you. Combining the ambiance and character of a European mountain Chalet with the amenities and style of a contemporary mountain residence, this offers beautiful tiled luxury bathrooms and gourmet kitchen. The great room has vaulted wood beamed ceilings,

Robert Sabol Wohler Realty Group

190 Vt Route 11 Unit 1, Peru, VT 05152
/35
$799,000
- 3 Beds
- 2.5 Baths
- 2,370 Sq Ft
5 Linscott Rd Unit 56, Jamaica, VT 05343

This irresistible renovated Forest Farms contemporary with 3 bedrooms and 2 and a half baths has an inviting ambiance as well as appealing floor plan flow. Past the foyer with half bath is the open living concept with white oak hardwood floors. The glow and warmth of the raised hearth stone fireplace in the living area is shared from windowed dining area to bright kitchen with all new appliances,

Diana Stugger Four Seasons Sotheby's Int'l Realty

5 Linscott Rd Unit 56, Jamaica, VT 05343
/32
$649,000
- 4 Beds
- 2.5 Baths
- 2,408 Sq Ft
22 Bromley Forest Rd, Bondville, VT 05340

Welcome to your dream Vermont home—where space, light, and location come together in perfect harmony. This beautifully upgraded 4-bedroom residence, complete with a versatile bonus room, features an open-concept living area designed for comfort and connection.The kitchen is a standout, featuring an ILVE 30-Inch Majestic II Dual Fuel Range with 5 Sealed Brass Burners—offering a

Carrie Mathews Winhall Real Estate

22 Bromley Forest Rd, Bondville, VT 05340
/59
$679,000
- 3 Beds
- 2.5 Baths
- 3,637 Sq Ft
272 Oak Hill Rd, Shaftsbury, VT 05262

Built in 2001, this stunning contemporary home sits on just under 8 peaceful acres and offers a perfect blend of space, light, and comfort. The grand two-story living room features soaring ceilings and a cozy pellet stove, creating an impressive focal point. The first floor offers a spacious primary suite for ultimate convenience, along with a dedicated home office—perfect for remote work or

Faith Rhodes Maple Leaf Realty

272 Oak Hill Rd, Shaftsbury, VT 05262
/33
$850,000
- 3 Beds
- 3 Baths
- 3,037 Sq Ft
725 Wideawake Rd, Manchester Center, VT 05255

This home offers approximately 3,000 square feet of living space, including three bedrooms plus an additional room for guests, and three bathrooms. The first floor features a spacious master en suite with a walk-in closet, French doors leading to a patio, and a beautifully updated bathroom with radiant flooring and a marble shower. Also on the first floor, you'll find a bright and airy kitchen

Tatsiana Clark Four Seasons Sotheby's Int'l Realty

725 Wideawake Rd, Manchester Center, VT 05255
/28
$749,000
- 4 Beds
- 2 Baths
- 2,055 Sq Ft
21 Burnt Hill Rd, Winhall, VT 05341

Welcome to Gone Ski Inn, your cozy, all-season mountain retreat in the heart of Vermont!This charming home features four inviting bedrooms and two well-appointed bathrooms, offering plenty of space to unwind after a day of adventure. In the winter, cozy up by the crackling wood-burning fireplace , toasty wood stove or relax in the soothing hot tub under the stars. With ski trails just

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

21 Burnt Hill Rd, Winhall, VT 05341
/18
$549,900
- 3 Beds
- 3.5 Baths
- 1,888 Sq Ft
14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255

Breathtaking views of Mt Equinox from this completely updated 3 bedroom 4 bath condominium just minutes from town and the ski mountains. The top floor features a fully renovated kitchen with new cabinets, granite countertops and new windows that feature views of a lovely birch tree amidst your own patio and garden. The spacious living room features a deck with mountain views, cathedral ceilings

Sean Dillon Four Seasons Sotheby's Int'l Realty

14 Vaughn Farm Rd Unit 4, Manchester Center, VT 05255
/37
$639,000
- 3 Beds
- 2 Baths
- 2,070 Sq Ft
68 Owls Nest Cir Unit B-7, Manchester, VT 05254

Equinox on the Battenkill, is one of Southern Vermont’s premier condominium resort communities. Located in the historic Village of Manchester, nestled at the base of Mt. Equinox and situated along the acclaimed Equinox Golf Course and Battenkill River. One of it's gems, 68 Owls Nest Circle, has opened up and is priced to sell! Fresh interior and exterior paint and new windows. This charming 3

Dana Kingsley Josiah Allen Real Estate, Manchester Branch Office

68 Owls Nest Cir Unit B-7, Manchester, VT 05254
/26
$775,000
- 3 Beds
- 3 Baths
- 2,044 Sq Ft
6 Quarter Mile Rd, Winhall, VT 05340

AMAZING LOCATION! Walking distance to Stratton Mountain! This home is located on the shuttle route and being offered fully furnished! Walk to the slopes or just take a nice walk around the local trails. Spacious home with ample room for everyone. The open concept kitchen, dining, living room offers cathedral ceilings and woodburning fireplace. French doors leading out to the firepit area for

Julie Lowe Lowe's Real Estate, LLC

6 Quarter Mile Rd, Winhall, VT 05340
/41
$285,000
- 2 Beds
- 1 Bath
- 1,400 Sq Ft
3264 Route 153, West Rupert, VT 05776

This neat and tidy single story home has been completely renovated from top to bottom, offering comfort, efficiency, and style. Updates include all new metal roof, vinyl siding, thermopane windows, propane hot-air heating system with heat pump central air conditioning, appliances, kitchen cabinets, counters, and hardwood flooring. Also updated plumbing, fiber optic internet, new electrical

Scott McChesney McChesney RE, Inc.

3264 Route 153, West Rupert, VT 05776
/40
$615,000
- 3 Beds
- 3 Baths
- 1,886 Sq Ft
4A Ridge, Winhall, VT 05340

4A Ridge Court is a welcoming townhouse in the highly desirable Piper Ridge community, just minutes from Stratton Mountain Base lodge and everything the area has to offer. This 3-bedroom, 3-bath furnished home features en-suite bedrooms, providing comfort and privacy for family and guests. The main level features a bright living room with wood-beamed cathedral ceilings, a wood-burning fireplace,

Christiane Carroccio TPW Real Estate

4A Ridge, Winhall, VT 05340
/43
$185,000
- 1 Bed
- 400 Sq Ft
634 Wiley Mountain Dr, Readsboro, VT 05350

Escape to your own slice of paradise! This stunning vacation property, nestled within a serene tree farm, offers unparalleled privacy and tranquility. Fully furnished and move-in ready, it serves as a perfect vacation home or a lucrative Airbnb rental. Boasting ample land for recreation and potential expansion, this property is ideal for nature lovers and adventure seekers alike. Enjoy

Cyd Scott Cohn & Company

634 Wiley Mountain Dr, Readsboro, VT 05350
/4
$39,500
- Land
- 2.00 Acres
- $19,750 per Acre
0 Oberhugel Rd Unit 5059139, Stamford, VT 05352

Here are 2 beautiful wooded lots high on the mountain! Perfect opportunity for you to create your paradise in southern Vermont! Alpenwald is a hidden gem - a community on a mountain across from an old ski area which has been repurposed for Backcountry skiing and hiking. Alpenwald also has direct access to the VAST trail network as well as ATV trails. It is also not far from ski areas such as MT

Duncan Honig Maple Leaf Realty

0 Oberhugel Rd Unit 5059139, Stamford, VT 05352
/26
$249,900
- 4 Beds
- 2 Baths
- 1,278 Sq Ft
215 Maple St, Bennington, VT 05201

Enjoy the charm and comfort of this beautifully renovated home, ideally nestled in the heart of Bennington. As you arrive, you'll be greeted by a spacious front porch, perfect for relaxation, entertaining, and enjoying cool breezes. This property has undergone a complete transformation from a two-family to a stunning single-family home. It now offers convenient one-floor living. The first floor

Matt Waddington Hoffman Real Estate

215 Maple St, Bennington, VT 05201
/22
$375,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
3 Kimball Hill Rd Unit 1, Winhall, VT 05340

Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping.Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can

Robin Apps Four Seasons Sotheby's Int'l Realty

3 Kimball Hill Rd Unit 1, Winhall, VT 05340
/53
$299,000
- 2 Beds
- 1 Bath
- 1,708 Sq Ft
14 Crescent Ln, Bennington, VT 05201

An Idyllic Ranch Retreat with 235 Feet of beautiful shoreline totaling 1.3 Acres . This 2 bedroom ranch home has great water views from every room. . The large, bright primary bedroom is a sanctuary unto itself. Imagine waking each morning to the tranquil sight of lake waters stretching beyond the window, or slipping into the adjoining hot tub room for a restorative soak. This unique space leads

Dan Mason Perrott Realty

14 Crescent Ln, Bennington, VT 05201
/47
$295,000
- 3 Beds
- 1.5 Baths
- 1,687 Sq Ft
174 Morgan St, Bennington, VT 05201

Sweet Ranch home that's not too big, not too small, just the right size! Set on 0.52 acres, it's a lovely lot surrounded by trees on 2 sides and has a beautiful mountain view. Attached 1-car garage with built-in storage has an automatic garage door and directly enters the galley kitchen. Refrigerator was removed because it stopped working... you can replace it with the same size, use the

Jenifer Prouty Hoffman Hoffman Real Estate

174 Morgan St, Bennington, VT 05201
/17
$99,000
- Land
- 10 Acres
- $10,164 per Acre
1 & 2 Joy Ln, Arlington, VT 05250

Two Perked and Permitted Building Lots tucked away in the village of Arlington. Survey and Waste Water Permit available for two lots totaling 9.74 acres. These two Joy Lane lots are ready for your vision and your dreams. Close to town and all amenities, however private. Opportunity awaits to build one house or two. Owners are selling both lots together. The next owner could build on one lot and

Margretta Fischer Wohler Realty Group

1 & 2 Joy Ln, Arlington, VT 05250
/29
$250,000
- 9 Beds
- 5 Baths
- 3,810 Sq Ft
6982 Main St, Readsboro, VT 05350

Prime location meets potential! Situated in the center of charming Readsboro, this 5-unit multi-family property offers a rare opportunity for investors and owner-occupants alike. Whether you're looking to expand your portfolio or live in one unit while generating rental income from the others, this property delivers. Some renovations needed – perfect for those looking to add value and

Peggy Winchester ACORN REAL ESTATE GROUP LLC

6982 Main St, Readsboro, VT 05350
/36
$224,500
- 5 Beds
- 2 Baths
- 2,212 Sq Ft
1138 Main Rd, Stamford, VT 05352

Stamford, VT - A country drive less than 10 minutes North Adams, MA- home of Mass MoCA. Dating back to 1850 this spacious home boasts 4 bedrooms & 2 baths. 1st floor bedroom, bath, laundry, kitchen, dining, living room, den & sunroom. Nestled on almost and acre of land and bordering a babbling brook this property offers a privacy sanctuary. Come take a look for yourself! Located close to

Colleen Zajac MONARCH REALTY, INC.

1138 Main Rd, Stamford, VT 05352
/37
$999,000
- 4 Beds
- 3.5 Baths
- 2,280 Sq Ft
17 Roundtree Rd, Winhall, VT 05340

Contemporary ski chalet on shuttle route located on a short cul-de-sac in the coveted North Brookwood neighborhood, a stone's throw from the Stratton base lodge. This 4 bedroom, 3 1⁄2 bath home boasts an open plan, walls of windows, and floor-to-ceiling stone fireplace in the Great Room. The pass-through kitchen was fully renovated in 2021 in addition to many other upgrades. Test your skills at

Sarah Nichols Winhall Real Estate

17 Roundtree Rd, Winhall, VT 05340
/44
$399,000
- 3 Beds
- 1 Bath
- 1,432 Sq Ft
231 Bergrucken Ln, Readsboro, VT 05350

Discover the perfect balance of privacy, outdoor adventure, and scenic beauty in this recently updated 3-bedroom, 1-bath home nestled in the heart of Vermont’s Green Mountains. Set on one of the largest lots in Alpenwald Village—approximately 6.8 acres—this rare gem is one of the few properties in the community offering mountain views and a true sense of tranquility.The property features

Kristen Breeden Southern Vermont Realty Group

231 Bergrucken Ln, Readsboro, VT 05350
/43
$1,650,000
- 4 Beds
- 3.5 Baths
- 3,926 Sq Ft
81 Pine Tree Ln, Manchester Center, VT 05255

Set on 3.1 private acres with a spring-fed mountain stream, this stunning 4-bed, 31⁄2-bath custom home—started in 2020 and completed in 2022—showcases exceptional craftsmanship, thoughtful design, and Vermont charm. True white oak hardwood floors flow throughout, complemented by a green slate-tiled mudroom with radiant heat. The fully custom kitchen boasts handcrafted cabinetry, soapstone

Roger Danyew Diamond Realty

81 Pine Tree Ln, Manchester Center, VT 05255
/60
$1,275,000
- 3 Beds
- 2.5 Baths
- 2,259 Sq Ft
694 Sykes Hollow Rd, Rupert, VT 05776

Exquisite Residence located just 2 miles from Dorset Village in North Rupert. Featuring creative flooring tile, wood accents, exposed beams & wide-plank hardwood floors, the rustic yet sophisticated design creates an earthy & luxurious experience. The chef kitchen is a culinary masterpiece, with custom sage green cabinetry, sleek black countertops, & a deep soapstone farmhouse sink – all blend

Kim Morgan-Wohler Wohler Realty Group

694 Sykes Hollow Rd, Rupert, VT 05776
/43
$449,500
- 4 Beds
- 2 Baths
- 2,374 Sq Ft
464 Forest Mountain Rd, Peru, VT 05152

Tucked within a serene wooded community, this home enjoys an intimate setting alongside a mountain brook. Outdoor adventure is at your doorstep - ski at Bromley, Stratton, or Magic, explore Wild Wings cross-country center, or wander countless hiking trails. An association trail just across from the driveway meanders alongside the brook for instant nature mindfullness time. Inside, warm knotty

Nancy Jensen Four Seasons Sotheby's Int'l Realty

464 Forest Mountain Rd, Peru, VT 05152
/46
$459,000
- 3 Beds
- 2 Baths
- 1,391 Sq Ft
95 Birches Way Unit CC2, Peru, VT 05152

This 2-Level, TRAILSIDE, 3 Bedroom, 2 Bathroom, Upper-Level Condominium is located in the Birches section of Bromley Village w/ close access to/from the ski slopes via a path through the woods! Upgrades throughout including restored, wormy chestnut wood paneling, stone tiled floors, and Kitchen with wooden cabinets and solid surface counters. The combination Living/Dining/Kitchen is located on

Dylan Gage Bromley Real Estate

95 Birches Way Unit CC2, Peru, VT 05152
/37
$399,000
- 3 Beds
- 1 Bath
- 1,398 Sq Ft
2566 Rupert Rd, Arlington, VT 05250

Charming Cape on 5 Private Acres in Serene SandgateNestled amidst hundreds of acres of peaceful surroundings, this well-maintained 3-bedroom, 1-bath Cape offers the perfect blend of nature-inspired living and modern comfort. Set on five private acres, the property features lush gardens with thriving vegetables and herbs, a cozy outdoor fire pit, and a harmonious mix of open lawn and

Faith Rhodes Maple Leaf Realty

2566 Rupert Rd, Arlington, VT 05250
/8
$59,000
- Land
- 0.29 Acre
- $203,448 per Acre
420 Burgess Rd, Bennington, VT 05201

Level building lot with town sewer and water at the edge of town.Possible owner financing.

Dan Mason Perrott Realty

420 Burgess Rd, Bennington, VT 05201
/38
$789,000
- 4 Beds
- 4 Baths
- 2,997 Sq Ft
44 Hilltop Rd, Winhall, VT 05340

Four bedroom, four bathroom Intervale townhouse has all the space you need in a Stratton home. This is the largest Intervale floor plan, with a second living room and wet bar on the lower, walk out floor. The main floor has a mud room entry, living room with wood burning fireplace, and dining room open to kitchen. The primary suite is on the main floor, secondary suite is upstairs, and an

Christiane Carroccio TPW Real Estate

44 Hilltop Rd, Winhall, VT 05340
/10
$245,000
- 4 Beds
- 2 Baths
- 1,652 Sq Ft
209 Grove St Unit 11, Bennington, VT 05201

Well-maintained 2-unit property offering flexibility for owner-occupants or investors. The main-level unit features 3 bedrooms, a full bath, an eat-in kitchen with new cabinets, and a laundry room with washer and dryer. The upstairs unit offers 1 bedroom, a full bath, eat-in kitchen, and a cozy living room with hardwood floors. Exterior features include a nice backyard, 2 covered parking spaces

Julie Glover Mahar McCarthy Real Estate

209 Grove St Unit 11, Bennington, VT 05201
/16
$2,300,000
- Land
- 67 Acres
- $34,328 per Acre
215 Vermont 30, Dorset, VT 05251

Opportunities are Knocking! Welcome to an extraordinary 67-acre estate parcel in Dorset, perfectly positioned along Route 30. This remarkable property offers the ultimate trifecta—location, natural beauty, and limitless potential. Bordering a gentle brook and featuring a mix of rolling meadows and scenic mountain logging trails, this raw, untouched farmland is a rare find in one of Vermont’s most

Margretta Fischer Wohler Realty Group

215 Vermont 30, Dorset, VT 05251
/41
$350,000
- 2 Beds
- 2 Baths
- 1,656 Sq Ft
391 Weldon Dr, Sandgate, VT 05250

Sweet vacation getaway or make this home your haven for all four seasons. Located in rural Sandgate, Vermont on a forested private road, you'll have 16.57 acres to explore for recreation such as hunting or hiking, or to unwind in nature with serenity. 1960 Ranch updated with modern heating and cooling systems for comfort... There's heat pump mini splits, an outdoor wood boiler, and propane hot

Jenifer Prouty Hoffman Hoffman Real Estate

391 Weldon Dr, Sandgate, VT 05250
/28
$279,000
- 9 Beds
- 3 Baths
- 3,176 Sq Ft
26 Sage St, Bennington, VT 05257

A wonderful investment opportunity in the desirable village of North Bennington! This income-producing property with three units has been well kept and updated over the years - most recently with a brand new roof. Two of the three-bedroom units have been freshly renovated and all are currently occupied with a strong rental history. Two of the units have two stories, giving it a townhouse feel,

Lilli West Maple Leaf Realty

26 Sage St, Bennington, VT 05257
/60
$2,995,000
- 5 Beds
- 4.5 Baths
- 6,567 Sq Ft
564 Overlook Rd, Manchester Center, VT 05255

Tucked into the hills of Manchester on over 13 private acres, this mountain-modern home captures long-range views, refined interiors, and room to breathe. This light-filled 5-bedroom, 5-bath home offers an ideal blend of space and comfort just minutes from dining, shopping, and year-round recreation. The main level features a spacious primary suite with a large walk-in closet, en-suite

Christiane Carroccio TPW Real Estate

564 Overlook Rd, Manchester Center, VT 05255
/8
$16,000
- Land
- 1.20 Acres
- $13,333 per Acre
0 Alpendorf Ave, Readsboro, VT 05350

Stake a claim on your own little piece of Vermont, at the foot of the Green Mountain National Forest.This 1.2-acre triangular lot rises up from the road and may allow peekaboo views of the surrounding valley starting in late-fall, once the region's famous foliage drops away. It's located in Alpenwald Village, with community-maintained roads rolling up and down the area's hilly topography.

David White OwnerEntry.com

0 Alpendorf Ave, Readsboro, VT 05350
/14
$470,000
- 3 Beds
- 7 Baths
- 2,148 Sq Ft
106 School St, Bennington, VT 05201

Investors take note. This 7 unit building features three one bedroom units and four studio units. Tenants pay their own electric and internet. The boiler servicing the building is an efficient pellet boiler. The hot water is also pre-heated with solar to help keep costs low. Five of the units have been updated in the past several years. At current rents and assumed 100% occupancy the building

William Paquin Maple Leaf Realty

106 School St, Bennington, VT 05201
/29
$379,000
- 3 Beds
- 1.5 Baths
- 2,831 Sq Ft
535 Red Mountain Rd, Arlington, VT 05250

This beautifully updated farmhouse blends classic charm with modern convenience on a picturesque 3.6-acre lot. Featuring 3 bedrooms and 2 baths, including a first-floor bed and bath, this home offers flexible living space for guests, multigenerational living, or a home office setup. Enjoy the open kitchen/living area with a cozy woodstove (2022), a spacious great room ideal for entertaining, a

Annette Gallo Real Broker LLC

535 Red Mountain Rd, Arlington, VT 05250

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.