Windham County

MLS Number 5087730

• Residential Single Family
• Full Bath 3
• Address 25 Yeaw Road
• Bedrooms 4
• Bathroom 3

Enjoy year-round living in this handsome contemporary home set on over 12 acres of picturesque land, featuring open meadows, a gentle stream, a large pond, mixed woodland, and beautifully maintained gardens. Bright and inviting, the home offers a spacious layout designed for both comfort and entertaining. There is an attached 3 bay garage above which is a huge heated bonus room with storage closets and pool table. A welcoming entry with double closets provides easy access to the attached three-bay garage and wraparound porch. The adjacent mudroom includes tile flooring and practical wooden hooks, perfect for Vermont's changing seasons. The expansive kitchen is filled with natural light from skylights and features granite countertops, abundant cabinetry, and stainless steel appliances, including a large Viking range. The formal dining room showcases softwood flooring and a sloped ceiling, while the sunken living room with cathedral ceiling centers around a stone fireplace with a propane insert and opens to a large deck and screened porch-ideal for indoor-outdoor living. Two generously sized bedrooms and a shared bath complete the main level. Upstairs, the private primary suite offers patio doors to an upper deck overlooking lush gardens and the pond, along with an en suite bath and sauna for a true retreat experience. The lower level expands the home's versatility with a second kitchen, family room, full bath, and wine room-perfect for hosting guests or extended family. Located just minutes from Mount Snow and four-season recreation, this property combines natural beauty, thoughtful design, and exceptional convenience. Being offered furnished with certain exceptions.

Listed by Robert Doyle of Berkley & Veller Greenwood Country

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

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MLS Number 5075626

• Residential Single Family
• Full Bath 2
• Address 41 Two Brook Drive
• Bedrooms 4
• Bathroom 4

Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all. Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops and restaurants of Wilmington and Lake Whitingham, this property offers year round adventure. Inside, the home is warm and inviting with natural wood trim, stone accents, and thoughtfully designed spaces for gathering. The main living area centers around a handsome stone fireplace, while the kitchen features generous workspace, custom cabinetry, and a layout ideal for entertaining aprs-ski. Bedrooms are well-proportioned and private, including a spa inspired bath with soaking tub and glass shower that feels like a boutique retreat. Bathroom floors have been updated with radiant heat. The lower-level playroom is a standout feature, perfect for hosting guest with a cozy gas fireplace, ample lounge space, and a wet bar that makes movie nights, game days, and ski weekends effortless. Outdoors, enjoy the sounds of the brook from the yard, relax in the hot tub after a day on the slopes, and take advantage of the additional storage shed for gear and toys. Town Rental Permit in Place with a history of rental income.

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

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

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MLS Number 5048780

• Residential Single Family
• Full Bath 2
• Address 100 Mowing Way
• Bedrooms 5
• Bathroom 3

Impeccably maintained golf course home nestled in the Vermont mountains just 5 miles from lakes, ski resorts, and scenic trails. Perfect for entertaining or quiet enjoyment, this elegant property combines luxury and comfort in a stunning natural setting. The soaring great room features beamed ceilings, radiant heated hickory floors, and a gas fireplace flanked by built ins. A chefs dream kitchen offers a Viking cooktop, double ovens, marble baking station, stainless countertops, walnut island with warming drawer, cherry cabinets, and a walk-in pantry. Host in style in the formal dining room with fireplace and marble topped wine coffee bar, opening to a large deck and path to the 3rd tee. The flexible layout includes a loft, two guest bedrooms, A first floor ADA accessible bedroom ensuite and a private wing with two additional bedrooms, den, office, kitchenette, spa bath, and laundry. Enjoy a heated 3 bay garage with golf cart space. This is a rare opportunity to own a golf front retreat close to Vermonts best outdoor adventures

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

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

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MLS Number 5072953

• Residential Single Family
• Full Bath 6
• Bedrooms 7
• Bathroom 7
• Square Feet 1,152

Residential Property with Income Potential Near Mount Snow Discover a rare opportunity to own a versatile residential property with multiple income streams, located just minutes from the village of West Dover and the Mount Snow Resort area. Whether used as a primary residence, second home, or investment property, this offering provides exceptional flexibility. The main residence features a spacious two-bedroom, two-and-a-half-bath layout with additional recreation space, ideal for owner occupancy or a high-end rental. An attached building includes four one-room, one-bath units well-suited for short-term or seasonal rentals, allowing for consistent supplemental income while living on site. Sewer allotments will convey with the property, offering the potential to expand by up to four additional bedrooms and further enhance rental opportunities. Also included is a three-story ancillary building, formerly operated as a ski shop, presenting unique possibilities for residential conversion, live/work space, or complementary use to support a short-term rental operation, subject to local approvals. With its proximity to Mount Snow and strong year-round rental demand, this property offers an exceptional combination of comfortable residential living and income-producing potential in Southern Vermont.

Listed by Cyd Scott of Cohn & Company

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

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Your Questions & Comments I have a question about the property at 136 Vermont Route 100 Dover VT 05356 (#5072953).

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MLS Number 5083038

• Residential Single Family
• Address 13 Kimball Hill
• Bedrooms 2
• Bathroom 4
• Square Feet 4,210

Bring Your Business Home. This beautifully restored former 1859 Masons Hall has been carefully transformed into a gracious home. Soaring ceilings, period correct 6ft 6/6 windows and original architectural detail attest to the early Italianate Period and the heyday of the ever-so-quaint village of Putney. The current owner has transformed the 1,880sf first floor into a Pilates studio, kitchen and office. Zoned commercial with a fire sprinkler system throughout the house and fully ADA Compliant. An Airbnb is also an option. The 2,330sf private residence upstairs, also accessible by elevator, consists of the large 1,200sf light-filled living room with elegant 11ft ceilings, radiant ash wood floors, beautifully carved moldings, doorways and gas fireplace. The kitchen counters and island top are thick mahogany. The backlit, multi-paned glass cabinet doors rise to the ceiling with an adjacent pantry/ laundry room steps away. The second-floor bedroom is designed as a self-contained apartment with its own entrance, bathroom and kitchenette as well as a fully integrated second bedroom suite. The third-floor master bedroom with a large walk-in closet and tiled bathroom overlooks the fenced-in backyard with its mature landscaping, patio, fishpond and off-street parking. Public water & sewer. Convenient access to Interstate 91. 2.5 hrs. to Boston. 3.5 hrs. to NYC, 1.5 hrs. to Hartford Intl Airport. Walking distance to library, post office, bank, a classic general store, Putney Co-op, & more.

Listed by Dan Normandeau of Berkley & Veller Greenwood Country

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

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MLS Number 5088809

• Residential Single Family
• Full Bath 3
• Bedrooms 5
• Bathroom 4
• Square Feet 3,218

Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer.

Listed by Michael England of Michael England Real Estate

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

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Your Questions & Comments I have a question about the property at 4880 Pikes Falls Road Jamaica VT 05343 (#5088809).

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MLS Number 5093465

• Residential Single Family
• Address 170 Townshend Road
• Bedrooms 4
• Bathroom 2
• Square Feet 2,613

This handsome turn-key property is available sooner than one might expect! Due to changing life developments, the owners are offering their beloved Vermont home for sale. Not long ago, the 19th century Chapman House underwent a full renovation, including a stunning new kitchen and updated baths. The kitchen features marble countertops, glass-front backlit cabinetry, a deep farmhouse sink, Sub-Zero refrigerator and freezer, and a built-in high-end coffee machine. Blending timeless charm with modern convenience, this space is ideal for both everyday living and entertaining. The kitchen and lovely dining area are bookended by a comfortable den and a formal front parlor, creating a warm and flexible main living space. A first-floor bedroom and full bath complete the main level. Upstairs, you'll find two generously sized bedrooms, each with double closets, along with a beautifully finished bath and two separate office spaces. Combined with fiber optic internet, this home is perfectly suited for working remotely, streaming, or gaming with ease. Additional conveniences include an attached two-car garage with abundant storage space above, as well as a potting area behind. Just off the kitchen is an enclosed porch - the perfect place to enjoy the outdoors in comfort. The setting is equally impressive, a lush lawn, old stone walls, mature trees & this property offers something truly rare - a field in the village! Located near Grafton's infamous Inn & Tavern and only a quarter mile from the Outdoor Recreation Center, the setting is hard to beat. AND-this offering is being sold fully furnished. The current owners have thoughtfully assembled antique furnishings and decor that perfectly complement the character and charm of this antique country village home. Standing seam roof, upgraded electric, 2 fireplace inserts, 2 heat pumps, central air and automatic generator - this house has it all. Just pack your suitcase and come fall in love with this one!

Listed by Jessica Landers of Barrett & Valley Assoc. Inc

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

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MLS Number 5093492

• Residential Single Family
• Full Bath 2
• Address 42 Blackberry Lane
• Bedrooms 5
• Bathroom 5

Only eight miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, and multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you and your family to have all the room you want today. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth and light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as well as a window covered breakfast nook. The butler's pantry, complete with a wet bar, makes entertaining easy. Sit by the stove while snow falls across the pasture and enjoy your snow-globe like winter scene. On warm days, open the sliders to the brick patio, or to the back deck to grill, pick berries in the garden, walk the orchard trail, or watch the leaves change during the seasons. The home is located near the town of Manchester, ski mountains (Stratton, Bromley, and Mount Snow), excellent golf courses, and local renowned dining at Honeypie, River & Rye and Solo Farm & Table within easy reach. Bradley International Airport is two hours away, Boston is three, and New York City is four. This is a home you can enjoy now. One whose location, scale, and enchanting views provide the foundation to create your dream oasis. You deserve to enjoy the Vermont life you have been dreaming of, and make this home and timeless setting part of your family's legacy.

Listed by Cheyanne Pugliese of The Haven Group

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

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MLS Number 5088768

• Residential Single Family
• Full Bath 1
• Bedrooms 5
• Bathroom 1
• Square Feet 1,224

Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings-many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

Listed by Melissa Nebelski of Real Broker LLC

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

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Your Questions & Comments I have a question about the property at 6036 Jacksonville Stage Road Halifax VT 05358 (#5088768).

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