Homes for Sale near OAK MEADOW SCHOOL

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  /24

  $425,000

  • 5 Beds
  • 3 Baths
  • 2,254 Sq Ft

  85 Stockwell Dr, Brattleboro, VT 05301

  Sweet! This 5 bedroom /3 bath home is located in one of our most sought after neighborhoods, is newly remodeled, has 2 pellet stoves for economical heat and a nice back deck. Lots of opportunities to garden, relax in a hammock or play with pets. Flexible floor plan is perfect for at home workers, multigenerational living and aging in place. Hop the MOOVER and take a ride downtown, to

  Christine Lewis Brattleboro Area Realty

  85 Stockwell Dr, Brattleboro, VT 05301
• 

  

  

  /36

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 1,887 Sq Ft

  230 Western Ave, Brattleboro, VT 05301

  This beautifully renovated in-town home blends character, comfort, and convenience. From the welcoming front porch to the shaded backyard and new deck, every space has been thoughtfully updated. The sunny kitchen offers granite countertops, stainless steel appliances, and a well-planned pantry, while the living room is anchored by a handsome Italian pellet stove; efficient, warm, and the perfect

  John Hatton Berkley & Veller Greenwood Country

  230 Western Ave, Brattleboro, VT 05301
• 

  

  

  /47

  $499,000

  • 4 Beds
  • 4 Baths
  • 2,372 Sq Ft

  187 Hillwinds Rd, Brattleboro, VT 05301

  Welcome home! The four bedroom home with dedicated office space is located in one of the area’s most desirable communities. Just minutes from Brattleboro, it offers the perfect blend of convenience, comfort, and outdoor living, with walking trails right nearby. The bright, open layout is ideal for everyday living and entertaining, featuring a welcoming kitchen, dining, and living area. A private

  Claire Renaud Berkley & Veller Greenwood Country

  187 Hillwinds Rd, Brattleboro, VT 05301
• 

  

  

  /35

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft

  24 Dogwood Dr, Brattleboro, VT 05301

  BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

  Dan Normandeau Berkley & Veller Greenwood Country

  24 Dogwood Dr, Brattleboro, VT 05301
• 

  

  

  /3

  $560,000

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft

  162 Buttonwood Dr, Brattleboro, VT 05301

  BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

  Dan Normandeau Berkley & Veller Greenwood Country

  162 Buttonwood Dr, Brattleboro, VT 05301
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  /33

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,775 Sq Ft

  161 Buttonwood Dr, Brattleboro, VT 05301

  BLACK MOUNTAIN ESTATES - where your next chapter begins. Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

  Dan Normandeau Berkley & Veller Greenwood Country

  161 Buttonwood Dr, Brattleboro, VT 05301
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  /39

  $625,000

  • 5 Beds
  • 4 Baths
  • 3,748 Sq Ft

  58 Oak St, Brattleboro, VT 05301

  Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro—home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and

  Rebecca Seymour Brattleboro Area Realty

  58 Oak St, Brattleboro, VT 05301
• 

  

  /41

  $449,500

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  785 Brattleboro Rd, Hinsdale, NH 03451

  Easy access to Hinsdale and Brattleboro. This home features a large formal living room, dining room, office space and a new large handicap bath on the first floor. Large bedrooms, full bath and laundry on the second floor. A newer screen room for bug free enjoyment outside and a large private deck outback for those sun filled days. Two sheds and an oversize garage to help with storage. Don't

  Darlene Conca Keller Williams Realty Metro-Keene

  785 Brattleboro Rd, Hinsdale, NH 03451
• 

  

  /36

  $424,500

  • 4 Beds
  • 3.5 Baths
  • 2,794 Sq Ft

  87 Orchard St, Brattleboro, VT 05301

  Charming home located on desirable Orchard Street, just minutes from I-91 for easy commuting. Whether you want to wander the woods, paddle local waterways, hit the links, or ride the slopes you have multiple wonderful options nearby. This spacious home features four large bedrooms, three full bathrooms, and an open living concept perfect for entertaining. Beautiful flower gardens welcome you

  Jim Bellville Bellville Realty

  87 Orchard St, Brattleboro, VT 05301
• 

  

  /47

  $715,000

  • 4 Beds
  • 2 Baths
  • 2,875 Sq Ft

  136 Cross Rd, West Chesterfield, NH 03466

  OPEN HOUSE 9/6 From 11-1pm. Versatile Property Perfect for Single or Multi-Generational Living – West Chesterfield, NH. Discover this rare opportunity to own a lovingly maintained property in sought-after West Chesterfield, NH. Owned and cared for by the same family for over 40 years, this unique offering is ideal for single or multi-generational living. The main home features four spacious

  Robert Ingham Coldwell Banker Realty Center Harbor NH

  136 Cross Rd, West Chesterfield, NH 03466
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  /44

  $475,000

  • 4 Beds
  • 3 Baths
  • 3,314 Sq Ft

  76 Spruce St, Brattleboro, VT 05301

  Sweet! The perfect location...intown...backing up to the retreat trail system...and has a beautiful front porch and private back deck. This has been a much loved home, ready for a new generation to create their own music and harmony of life. The rooms are large, comfortable with lots of windows, real wood paneling reflecting the era, high ceilings, enough room to work from home (even an office

  Christine Lewis Brattleboro Area Realty

  76 Spruce St, Brattleboro, VT 05301
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  /60

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 3,415 Sq Ft

  23 Meeting House Ln, Brattleboro, VT 05301

  First Time on the Market – Premier Brattleboro Location!Nestled on one of the most desirable lots in one of Brattleboro’s finest neighborhoods, this well-maintained home is being offered for sale for the very first time! Custom-built by the current owner in 1970 with attention to detail, this spacious ranch offers comfort, functionality, and an impressive list of amenities.Perfect for

  Bert Inman RE/MAX Town & Country

  23 Meeting House Ln, Brattleboro, VT 05301
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  /58

  $515,000

  • 4 Beds
  • 2 Baths
  • 3,090 Sq Ft

  301 Maple St, Brattleboro, VT 05301

  Fall is here! The leaves are turning, the mums are in cheerful blooming mode and soon it will be time to cozy in with the woodstove! But...not quite yet, there are still plenty of days for the sun filled deck, blooms galore and strolls around your own private gardens. This sweet home has the great construction of the 1800's...loved and cared for by generations of Vermonters who have added,

  Christine Lewis Brattleboro Area Realty

  301 Maple St, Brattleboro, VT 05301
• 

  

  /21

  $149,000

  • Land
  • 0.39 Acre
  • $382,051 per Acre

  19 Western Ave, Brattleboro, VT 05301

  Location, Location, Location.... This level Sunny lot has enough frontage on both Acorn Lane and Western Ave to build a home. Seller's have put in systems: main water & sewer connections, as well as 200 amp electric in place and have them located in the shed for easy access for your new construction. The photos show the work they did to bring up the water/sewer and electric from the street.

  Mary M. Wallace Berkley & Veller Greenwood Country

  19 Western Ave, Brattleboro, VT 05301
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  /38

  $359,000

  • 2 Beds
  • 1.5 Baths
  • 1,321 Sq Ft

  257 Partridge Rd, Guilford, VT 05301

  Beautiful north and westerly views! This sweet 2-bedroom, 2-bath, low maintenance home with a 2-car garage was built in 2004 and handsomely sits perched atop of a gentle hill and overlooks the rolling knolls and the pretty fields below. A stone's throw to the historic Guilford Store and Cafe- have your morning coffee and muffin there, at your kitchen table or out on your side deck overlooking

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  257 Partridge Rd, Guilford, VT 05301
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  /59

  $335,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  290 Guilford St, Brattleboro, VT 05301

  This meticulously maintained 3-bedroom, 2-bath ranch surprises with its spacious layout and thoughtfully designed interior. The kitchen is a dream for those who love to cook, featuring quartz countertops, slate flooring, solid hardwood soft-close cabinetry, a dedicated baking station, and access to the nearly 700 sq. ft. back deck—perfect for entertaining. The open main living area features

  Kate Barry EXP Realty

  290 Guilford St, Brattleboro, VT 05301
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  /17

  $110,000

  • Land
  • 23.6 Acres
  • $4,661 per Acre

  215 Melendy Hill Rd, Guilford, VT 05301

  Just past the Guilford Store and a short drive up Melendy Hill Rd sits this 23.60+/- acres of forest land. This wonderful property offers 2 delightful brooks, Broad Brook to the west and north and a smaller brook that’s closer to Melendy Hill Rd. The parcel features a mixed forest consisting of large stands of pine and hemlock with the east side offering a good mix of hardwoods. Great views

  Bill Hickok Berkley & Veller Greenwood Country

  215 Melendy Hill Rd, Guilford, VT 05301
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  /30

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  91 Sunny Acres Rd, Brattleboro, VT 05301

  You will appreciate this bright and light, very well kept, in-town home on .22 acre.The open concept feel on the main floor smoothly incorporates the kitchen, dining and living spaces. You'll absolutely love cooking in the updated kitchen with granite countertops/island, attractive GE appliances and soft-close cabinetry. The dining area has a French door leading to the large private back deck,

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  91 Sunny Acres Rd, Brattleboro, VT 05301
• 

  

  /30

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft

  1089 Marlboro Rd, Brattleboro, VT 05301

  The one you have been waiting for! This traditional New England cape with a twist checks all the boxes! Remodeled in the 90's, it has a cook's delight for a kitchen with tons of cabinets and lots of countertops for baking prep...cookies and breads are a must!. The first floor was expanded to almost double the size of the living room, adding a fireplace and a main bedroom. Aging in place is easy

  Christine Lewis Brattleboro Area Realty

  1089 Marlboro Rd, Brattleboro, VT 05301
• 

  

  /27

  $279,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  91 Carriage Hill Rd, Brattleboro, VT 05301

  This charming split-level home offers 3 bedrooms and a full bathroom, complete with a single-bay garage in the desirable Carriage Hill neighborhood. Hardwood floors extend through the living room, hall, and bedrooms, adding warmth and character. The living room features a lovely picture window with opening side windows, perfect for letting in a refreshing breeze and natural light.The lower level

  Rebecca Seymour Brattleboro Area Realty

  91 Carriage Hill Rd, Brattleboro, VT 05301
• 

  

  /20

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  172 Franklin Rd, Vernon, VT 05354

  Fantastic opportunity! This split level has 3 floors to finish for lots of living! Or, choose to begin with the first floor that has living/dining/kitchen/full bath and bedroom. It needs work, but an easy way to get started. 4 Possible bedrooms (town says 3, appraiser says 4), The basics are here, sheetrock up and partially mudded, good sized bedrooms, lots of windows and kitchen has been

  Christine Lewis Brattleboro Area Realty

  172 Franklin Rd, Vernon, VT 05354
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  /37

  $849,000

  • 4 Beds
  • 4 Baths
  • 3,600 Sq Ft

  5 Hillwinds N, Brattleboro, VT 05301

  Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on 11 acres of landscaped grounds with lawns, stone walls, gardens, and woodland in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer

  Robert Doyle Berkley & Veller Greenwood Country

  5 Hillwinds N, Brattleboro, VT 05301
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  /29

  $325,000

  • 4 Beds
  • 2 Baths
  • 2,408 Sq Ft

  78-80 Central St, Brattleboro, VT 05301

  Charming Two-Unit Multi-Family on Quiet In-Town Street – Ideal for Investors or Owner-Occupants! Tucked away on a peaceful side street yet just minutes from shopping, dining, and public transportation, this two-family property offers the perfect blend of convenience and comfort. The current owners have updated all the electrical in both units. Each unit features spacious, light-filled

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  78-80 Central St, Brattleboro, VT 05301
• 

  

  /58

  $568,000

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  192 Western Ave, Brattleboro, VT 05301

  Timeless 1855 classic with historic charm just minutes to downtown Brattleboro. Step back in time with this beautifully preserved home, offering a rare blend of vintage character and modern comfort. Featuring three bedrooms and two bathrooms, this home is perfect for those who appreciate craftsmanship and history. Thoughtful updates complement the historic features without compromising

  Claire Renaud Berkley & Veller Greenwood Country

  192 Western Ave, Brattleboro, VT 05301
• 

  

  /39

  $585,000

  • Land
  • 67.63 Acres
  • $8,650 per Acre

  932 Middle Rd, Dummerston, VT 05301

  Discover the perfect blend of peace, privacy, and potential on this 67.63-acre privately owned parcel of land. Nestled in a scenic and serene setting, this expansive property is a rare opportunity to build your dream home, estate, or getaway retreat. Two picturesque ponds – ideal for fishing, wildlife watching, or just enjoying the view. The main home site has amazing mountain views and sits

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  932 Middle Rd, Dummerston, VT 05301
• 

  

  /25

  $189,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  22 Chestnut St Unit 1, Brattleboro, VT 05301

  Welcome to 22 Chestnut Street, Unit #1 — a charming and fully furnished first-floor condo nestled in the lovely Chestnut Street neighborhood. This spacious 2-bedroom, 1-bath unit features a thoughtfully updated bathroom with a clawfoot tub and separate shower, a cozy mudroom entryway, and a sunny side porch that conveys with the unit — perfect for morning coffee or evening relaxation. The kitchen

  Erica Reynolds Southern Vermont Realty Group

  22 Chestnut St Unit 1, Brattleboro, VT 05301
• 

  

  /16

  $160,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  16 Hillcrest St, Hinsdale, NH 03451

  Better than new!! This special home, built in 2017 has had many upgrades to meet the owners standard of excellence! Start with granite kitchen countertops and bathroom sink tops, matching stainless steel appliances, and new vinyl flooring. The wall joining strips were removed, plastered, the wall freshly painted and crown molding added. There is also a new section of deck for additional

  Christine Lewis Brattleboro Area Realty

  16 Hillcrest St, Hinsdale, NH 03451
• 

  

  /20

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,733 Sq Ft

  1177 Western Ave, Brattleboro, VT 05301

  So much to offer! This 4 bedroom 2 bath has plenty of room for all! It features a large kitchen with lots of counter space and the laundry tucked in for easy access while you cook and bake. The deck overlooks the lower yard where the solar panels live and the perfect spot for the above ground swimming pool (needs a liner). Huge lot, lots of off street parking and on the MOOVER line for non

  Christine Lewis Brattleboro Area Realty

  1177 Western Ave, Brattleboro, VT 05301
• 

  /2

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft

  109 Central St, Brattleboro, VT 05301

  Bright Sunny, south facing! 2 stacked flats just perfect for multi generational living! Inside access with both formal front stair and back utility stairs, so easy for caring for family members, or a plan for aging in place with a care giver. Rent one or both for a money maker. This owner is owner occupying both flats. Plenty of off street parking, a sweet side porch and just a bit of a yard

  Christine Lewis Brattleboro Area Realty

  109 Central St, Brattleboro, VT 05301
• 

  

  /30

  $629,000

  • 4 Beds
  • 2 Baths
  • 2,656 Sq Ft

  204 Meeting House Ln, Brattleboro, VT 05301

  Your Dream Home Awaits on Meetinghouse Lane! Nestled in the desirable and quiet neighborhood of Meetinghouse Lane, this contemporary home offers both privacy & charm. Surrounded by mature trees, the property feels like a peaceful retreat, while still being conveniently located. A paved driveway leads to an oversized two-car garage, connected to the house by a convenient breezeway. The expansive

  Desiree Stango Berkley & Veller Greenwood Country

  204 Meeting House Ln, Brattleboro, VT 05301
• 

  /2

  $90,000

  • 3 Beds
  • 1 Bath
  • 1,030 Sq Ft

  93 Clark St, Brattleboro, VT 05301

  An affordable opportunity for a new beginning, for both you and the home! Located in an evolving neighborhood where a new generation is investing, walk to downtown. This corner lot has off street parking, a bit of yard for some planting or sunning, and what the current owner has used as a workshop. This one will take cash or a rehab loan, but is being occupied so systems are working. Please,

  Christine Lewis Brattleboro Area Realty

  93 Clark St, Brattleboro, VT 05301
• 

  /2

  $89,000

  • 4 Beds
  • 3 Baths
  • 2,108 Sq Ft

  321 Williams St, Brattleboro, VT 05301

  Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

  Susan Bellville Bellville Realty

  321 Williams St, Brattleboro, VT 05301
• 

  

  /16

  $259,900

  • Land
  • 29.2 Acres
  • $8,901 per Acre

  1270 Melendy Hill Rd, Guilford, VT 05301

  A rare find! This amazing land has long range views, privacy and close to everything! There is a right of way for egress, and will be perfect for an off grid tuck away cabin or primary. A small meadow is part of the 2 acre exemption for house site, just at the end of the existing drive...easy to get to and just the beginning of the land. Mostly Black Birch, Sugar Maple and Hemlock, there is

  Christine Lewis Brattleboro Area Realty

  1270 Melendy Hill Rd, Guilford, VT 05301
• 

  

  /10

  $175,000

  • Land
  • 8 Acres
  • $21,875 per Acre

  680 W River Rd, Brattleboro, VT 05301

  8 acres only 2 miles from Brattleboro situated across the road from the West River. Existing gated gravel driveway is in. Gravel on site and road roughed into a high plateau with designs for SIX 1-2 bedroom cottages. Topographical survey, septic design plans and other existing engineering are complete which make this an attractive option for someone looking to develop a parcel into a cottage

  Chris Long BHG Masiello Brattleboro

  680 W River Rd, Brattleboro, VT 05301
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  /11

  $250,000

  • Land
  • 18 Acres
  • $13,889 per Acre

  0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

  Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

  Christine Lewis Brattleboro Area Realty

  0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
• 

  

  /12

  $80,000

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  48 Robbins St, Hinsdale, NH 03451

  Thicket Hill Cooperation sits on a quiet hillside adjacent to the Connecticut River Reservoir. The town of Hinsdale is family friendly and perfect for nature lovers. It borders Connecticut River for 13 miles and boasts a popular Pisgah State Park access. From this home, it is only a five mile drive to Brattleboro and 22 miles to Keene. The home is a split level inside with an open concept

  Jessie Carpenter Keller Williams Realty Metro-Keene

  48 Robbins St, Hinsdale, NH 03451
• 

  

  /51

  $899,800

  • 5 Beds
  • 8 Baths
  • 7,430 Sq Ft

  925 Hinesburg Rd, Brattleboro, VT 05301

  Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

  Christine Lewis Brattleboro Area Realty

  925 Hinesburg Rd, Brattleboro, VT 05301
• 

  

  /60

  $895,000

  • 3 Beds
  • 3 Baths
  • 2,258 Sq Ft

  266 Ursa Ridge Rd, Dummerston, VT 05301

  This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

  Randi Ziter Brattleboro Area Realty

  266 Ursa Ridge Rd, Dummerston, VT 05301
• 

  

  /18

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,323 Sq Ft

  164 Chestnut St, Brattleboro, VT 05301

  Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with

  Christine Lewis Brattleboro Area Realty

  164 Chestnut St, Brattleboro, VT 05301
• 

  

  /42

  $399,999 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,433 Sq Ft

  183 Bear Hill Rd, Dummerston, VT 05301

  Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency.This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

  Kate Barry EXP Realty

  183 Bear Hill Rd, Dummerston, VT 05301

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