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Windham County

r=101-110
4448 Route 100 Wardsboro VT 05355

Wardsboro, VT4448 Route 100

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5065488

  • Residential Single Family
  • Full Bath 2
  • Address 4448 Route 100
  • Bedrooms 4
  • Bathroom 3

This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always maintained well by the state. Private pond with a sprawling yard. The two-car attached garage with access to both the basement and storage space above is very convenient for the colder months! Cedar exterior siding with a Brazilian rosewood oil finish, lovely hardwood flooring throughout most of the home with a walnut finish. Only two smaller rooms have carpeting. Wonderful mudroom entryway to hang your coats and boots. A surround sound system both inside and out for your enjoyment during our warmer months here in southern Vermont. This home has been lovingly cared for and enjoyed for many years! Nice concrete patio at the front of the home with custom Coolaroo shades and an additional rear deck off the back of the home with easy access through the French doors located just off the kitchen overlooking the pond. This home is a solid, well-built home with a nice layout. Very short driving distances to both Stratton and Mount Snow. Truly a hidden gem!

Listed by Julie Lowe of Lowe's Real Estate, LLC

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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: 6.48% last updated on 2026-06-04

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

673 VT Rte 121 East Grafton VT 05146

Grafton, VT673 VT Rte 121 East

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5074888

  • Residential Single Family
  • Full Bath 1
  • Address 673 VT Rte 121 East
  • Bedrooms 5
  • Bathroom 3

Historic Charmer, this c. 1830 farmhouse has been loved and stewarded by its current owners for half a century. It is time to pass this amazing vintage home on to another lucky family. The house has original features including 2 fireplaces, curved plaster walls and beautiful honey colored wide pine floors. The first floor offers an eat-in- kitchen, formal dining room, spacious sunny living room with adjacent family room also a bedroom and combination bathroom laundry. The second floor has 3 additions bedrooms with two bathrooms and a large bunkroom with 5 built in bunkbeds. Take your pick, enjoy privacy outback in the large screen porch or listening to the babbling Saxtons River on the covered front porch. This property has 45 acres with groomed lawn surrounding the house and a large stand of natural forest along the hillside. The property also offers a classic post and beam barn for vehicles, recreation equipment or endless possibilities. Walking distance to, the Phelps Barn Pub, The Grafton Inn, the Market or the village library. Minutes to Summer and Winter activities at the Grafton Trails, Okemo or Stratton . Come be a part of the Vermont experience.

Listed by Janet Lucier of Barrett & Valley Assoc. Inc

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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: 6.48% last updated on 2026-06-04

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

509 Silver Lane Wardsboro VT 05355

Wardsboro, VT509 Silver Lane

Price$599,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5086516

  • Residential Single Family
  • Full Bath 2
  • Address 509 Silver Lane
  • Bedrooms 4
  • Bathroom 4

Warm and Inviting Home in Snow Mountain Farms. Nestled in the peaceful far side of Snow Mountain Farms, this warm and inviting home offers access to an indoor swimming pool, outdoor tennis courts, and a recreation center all for just $450 annually. Featuring beautiful cathedral ceilings and a wood-burning fireplace, the open-concept living area seamlessly connects the kitchen and dining spaces, creating the perfect setting for gatherings with family and friends. This home is ideally located near many of southern Vermont's best seasonal attractions, with Mount Snow and Stratton just a short drive away. In winter, enjoy easy access to nearby snowmobile trails; in the warmer months, explore the area by mountain bike or on scenic hikes. The main floor includes three bedrooms and two full baths, while the primary suite occupies the second floor, offering extra privacy. The large recreation room downstairs provides space for games, movies, or simply relaxing with loved ones. Recent updates include a newer propane furnace, hot water heater, and a fully renovated kitchen featuring granite countertops and stainless-steel appliances. Enjoy panoramic views through floor-to-ceiling windows or unwind on the wrap-around deck, perfect for soaking in Vermont's natural beauty.

Listed by Julie Lowe of Lowe's Real Estate, LLC

{$office->Name}

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

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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

48 Upper Highlands Loop Dover VT 05356

Dover, VT48 Upper Highlands Loop

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5088556

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 1,800

Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and great light thanks to large windows, a kitchen off one side with live edge breakfast bar and stainless appliances, ample dining space open to the large front deck for outdoor enjoyment or potential future hot tub apres ski, there is a main floor bedroom and full updated bath, a second floor loft bedroom, two guest bunk rooms in the lower level, a second full updated bath with tiled showed, and a large fifth bedroom that doubles as a family room with fireplace. There is also a mudroom addition great for gear storage and getting out of the cold, a large shed for gear, ample parking, and tons of privacy. Less obvious upgrades include a standing seam metal roof, updated windows and doors, updated flooring throughout, and more, for easy turn key enjoyment or incredible rental potential thanks to the style and mountain proximity. There is direct VAST snowmobile trail access from the private level property, so you can ski half day and snowmobile the other half, without ever having to drive far.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

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

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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

171 Green Meadow Brattleboro VT 05301

Brattleboro, VT171 Green Meadow

Price$595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5086904

  • Residential Single Family
  • Full Bath 1
  • Address 171 Green Meadow
  • Bedrooms 3
  • Bathroom 3

Immaculate! Lovingly reimagined over two decades, this impeccable residence blends thoughtful design with modern sustainability. The heart of the home is a chef's kitchen with ample counter space and a spacious pantry with an integrated dining area-perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor living is elevated by a light-filled sunroom overlooking a lush backyard complete with raised garden beds and blueberry bushes. Unique features include a former garage transformed into a private guest studio with a Murphy bed, and a new, oversized two-car garage with a clever "drive-through" door for garden access. There is a 40x10' attic space, perfect for tons of storage, or if more living space is needed, it may be finished. Hot water pipes are already located there. Complete with an array of solar panels,{owned}, heat pumps, a whole-house generator, and the potential for single-level living, this Brattleboro gem offers ultimate comfort and self-sufficiency.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

{$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: 6.48% last updated on 2026-06-04

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

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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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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

Do not fill in this field:

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: 6.48% last updated on 2026-06-04

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

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: 6.48% last updated on 2026-06-04

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

Do not fill in this field:

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: 6.48% last updated on 2026-06-04

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

Do not fill in this field:

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: 6.48% last updated on 2026-06-04

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 9, 2026 7:53 PM EDT

 

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