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Windham County

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9 Mountain Acres Road Jamaica VT 05343

Jamaica, VT9 Mountain Acres Road

Price$595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089830

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,430
  • Acreage 0.70

Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks-providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation-from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location!

Listed by Carrie Mathews of Winhall Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

628 Townshend Road Grafton VT 05146

Grafton, VT628 Townshend Road

Price$589,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5060321

  • Residential Single Family
  • Full Bath 2
  • Address 628 Townshend Road
  • Bedrooms 3
  • Bathroom 3

One of only two stone houses in the charming town of Grafton, this stately home is a truly special opportunity. Perched on a hill across from the renowned Grafton Cheese Company, the property offers easy access to village amenities and year-round recreation at Grafton Ponds Outdoor Center. Inside, you'll find a spacious and inviting layout: Large front living room with exposed beams, a beautiful stone hearth, and a wood-burning fireplace-the perfect winter centerpiece. Bright eat-in kitchen with ample space for a breakfast table-move-in ready or a canvas for your personal updates. A cozy, four-season sunroom offers additional living space and opens to a charming patio-ideal for morning coffee or evening relaxation. Practical main-level features include a half bath, pantry with laundry, and a versatile dining area with room to entertain. Upstairs, the character continues: Three generously sized bedrooms, office space, and two full bathrooms. Deep windowsills, exposed brick features, and abundant natural light throughout. Additional highlights include wood and tile floors, replacement windows, and a fantastic floor plan. A large, plateau-style backyard with a sweet trail leading to a spacious open field-ideal for gardening, recreation, or simply enjoying nature. A one-car garage is tucked under the sunroom for added convenience. This rare stone gem blends timeless charm with modern comfort-don't miss your chance to own a piece of Grafton history.

Listed by Jessica Landers of Barrett and Valley Associates Inc.

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

68 Ellis Brook Road Dover VT 05356

Dover, VT68 Ellis Brook Road

Price$579,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5076580

  • Residential Single Family
  • Full Bath 2
  • Address 68 Ellis Brook Road
  • Bedrooms 3
  • Bathroom 2

Gorgeous updated chalet on a private 2-acre parcel with mountain views and easy access to Mount Snow. Nestled in the desirable Dover Hills, this charming country retreat offers privacy befitting a year-round getaway, yet is just a short drive to the Mount Snow ski resort. Ample parking off a paved road, generous lawn space for play or pets, a garden shed, and excellent sun exposure complete the exterior setting. Inside, the updated interior showcases warm woodsy design with a vaulted living room and natural woodwork throughout. Large updated windows provide abundant natural light, complemented by a cozy wood-burning stove. The upscale kitchen features stainless appliances and flows into a spacious dining area and large deck - ideal for entertaining. The main level includes a bedroom and full bath. Upstairs offers a generous guest bedroom and loft sleeping area sharing a full bath with tiled shower and soaking tub. The fully finished lower level provides a family room perfect for overflow sleeping, games, or media space. Functional mudroom entries on both the main and lower levels make four-season living easy, with the lower level leading to a covered porch and outdoor hot tub - the perfect place to relax and take in the scenery. Beautiful furnishings are included for true turnkey enjoyment. Nearby snowmobile trails, hiking, biking, lakes, shopping, dining, and multiple ski options make this an ideal four-season retreat with tremendous rental potential.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

238 Hemlock Hill Road Wardsboro VT 05355

Wardsboro, VT238 Hemlock Hill Road

Price$575,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5042003

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,892

This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The Property has a brand new roof!!! The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails across the street. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for aprs ski gatherings, and the large open kitchen is ready to accommodate cooking for a large group. Just off the kitchen is a dining room with views over the wooded lot with convenient access to the screened porch for summer entertaining.The property includes all furnishings, A Tesla Battery Back up system as well as an electric car charger.The property has a new roof installed 4/12/26 The Snow Mountain Farms clubhouse features an indoor pool, plus outdoor tennis and pickle ball courts. Make an appointment today to tour this special property located 15 minutes to Mount Snow and 20 minutes to Stratton Mountain.

Listed by Jeffrey Sheehan of Cummings & Co

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Bucket Lane Dover VT 05356

Dover, VT1 Bucket Lane

Price$575,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089243

  • Residential Single Family
  • Full Bath 2
  • Address 1 Bucket Lane
  • Bedrooms 3
  • Bathroom 3

Classic chalet tastefully renovated by the current owner, blending rustic charm with thoughtful modern updates. The open-concept floor plan features vaulted ceilings and exposed beams throughout the main living area. A stunning floor-to-ceiling brick fireplace with wood stove insert anchors the spacious kitchen, living and dining areas, which open to an expansive deck perfect for entertaining. The beautifully remodeled kitchen showcases stunning cabinetry, quartz countertops, all new appliances and a comfortable breakfast bar, while the main-level bedroom includes a private bath and direct deck access. Upstairs, you'll find two generously sized bedrooms with ample closet space, a hall bath with a custom oversized walk-in shower and heated floors, and an open loft ideal for additional guest accommodations, a home office, gaming space, or whatever your needs may require. Updated Buderus boiler with 5 zones. Situated on a corner lot just off a paved cul-de-sac, the property features a circular driveway with abundant parking and direct access to VAST trails. Conveniently located just minutes from skiing, restaurants, shopping, and all the quintessential Vermont attractions. Whether you are looking for a year-round residence, vacation getaway, or investment opportunity, this property offers exceptional versatility along with a strong rental history. Stop in Saturday 5/23/26 11-1 and see it for yourself.

Listed by Linda Benoit of Highland Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

8 Deer Run Wilmington VT 05363

Wilmington, VT8 Deer Run

Price$575,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5093915

  • Residential Single Family
  • Full Bath 3
  • Address 8 Deer Run
  • Bedrooms 4
  • Bathroom 4

Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont. The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings. A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably. As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep. Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 Beaver Pond Lane Jamaica VT 05343

Jamaica, VT9 Beaver Pond Lane

Price$575,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5094302

  • Residential Single Family
  • Address 9 Beaver Pond Lane
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 1,211

Rare Multi-Dwelling Retreat with Endless Possibilities A truly exceptional and meticulously maintained property featuring three separate residences on one beautifully landscaped lot-a setup buyers often dream about but rarely find. The main residence is a stylish 2-bedroom, 2-bath contemporary home thoughtfully designed for comfortable living. Built with sustainability in mind, the home features an environmentally friendly geothermal system that provides efficient heating and cooling year-round. Complementing the main home are two charming tiny houses, each with its own unique character and appeal. Whether used for guests, rental income, extended family, or creative workspace opportunities, these versatile structures offer tremendous flexibility. The grounds are nothing short of spectacular. A beautiful pond with a sandy beach and cascading waterfall creates a private oasis right outside your door. Mature landscaping throughout the property provides beauty, tranquility, and a clear sense of pride of ownership. Adding to the property's appeal is a septic system permitted for three two-bedroom residences. This substantial infrastructure provides valuable flexibility for future use. Subject to applicable permits and approvals, the existing tiny houses could potentially be replaced with larger two-bedroom cabins, or bedroom capacity could potentially be reallocated to an expanded main residence. Properties offering multiple residences, income potential, privacy, natural beauty, and convenient access to Stratton are exceptionally rare. Here, much of the groundwork has already been completed: the infrastructure is installed, the homes are in place, and significant future potential remains. Don't miss this unique opportunity to own a one-of-a-kind Vermont retreat offering flexibility for today and possibilities for tomorrow.

Listed by Helen Nault and Cheyanne Pugliese of The Haven Group

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

116 Teacher Road Jamaica VT 05343

Jamaica, VT116 Teacher Road

Price$570,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5089829

  • Residential Single Family
  • Full Bath 1
  • Address 116 Teacher Road
  • Bedrooms 4
  • Bathroom 3

Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time residence. Conveniently located just 20 minutes from Stratton Mountain and Mount Snow. 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 outdoor adventure await right from the property. Energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, Daikin heat pumps and mini splits, rebuilt chimney, generator-ready setup, multiple heating options, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, this is a rare opportunity to own a true Vermont escape.

Listed by Carrie Mathews of Winhall Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3148 Route 11 Londonderry VT 05148

Londonderry, VT3148 Route 11

Price$565,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5074646

  • Residential Single Family
  • Full Bath 2
  • Address 3148 Route 11
  • Bedrooms 3
  • Bathroom 2

Acreage with so much potential! Looking for a piece of Vermont to call your own? Look no further then this beautiful home looking for new owners to love and enjoy it like the current owners have. Perfectly situated in Londonderry, Vermont near Bromley, Stratton, Okemo, and Magic Mountains. The sellers have done updates to the home and property but have left spots for the new owners to still put their own finishing touches on the place! The house has 3 bedrooms and 2 bathrooms, a very spacious living room, and separate dining room, and offers several great porches/decks and a hot tub. The house also has a bonus room that could be used as an office with a private outside entrance if you wanted to work from home. The property also boasts 14 acres of mostly wooded acreage with a 3 bay pole barn, 1.5 bay garage, and a couple other outbuildings. So many great options and potential in this property-it could make a great primary residence, vacation home, possibly subdivide and make a family compound, or so many other options. Don't let this one get away, schedule your appointment today!

Listed by Erin Kendall of EXP Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

43 Edwards Village Loop Dover VT 05356

Dover, VT43 Edwards Village Loop

Price$564,900The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5089276

  • Residential Single Family
  • Full Bath 3
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,140

Enjoy amazing proximity to the Mount Snow ski resort, with easy access yet total privacy, in this updated contemporary farmhouse. At the end of a quiet loop sits this lovely home on 1.92 acres with nearby access to restaurants, shopping, and shuttle service. The home has been recently renovated and now features an open concept living room with ample living space and spacious kitchen, large deck for entertaining which leads down to the fire pit and level lawn space, a main floor primary suite with private bath and walk in closet, a main floor guest half bath, dual mudroom entry, second floor primary suite with spa like bath including tiled shower, 2 guest bedrooms, third full bath, and a large finished loft which serves as a great family room area as well as overflow sleeping. There is additionally a finished garage bay setup as great game room with hot tub ideal for apres ski, one car garage, and amazing owner storage spaces, which are vital, as this house performs very well as a rental. A unique opportunity to own near the mountain without the typical premium required.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2026 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. Data last updated June 17, 2026 11:27 AM UTC

 

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