4-Bedroom Homes for Sale in Windham County VT

/30
$579,000
- 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
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/32
$1,697,000
- 4 Beds
- 3 Baths
- 2,420 Sq Ft
197 Lake Raponda Rd, Wilmington, VT 05363

This vintage renovated waterfront home is being offered for the second time in 40 years. Lake Raponda allows motorized craft, with primarily private beach front, and a small local boat launch and public beach. It is located conveniently down from the Mt Snow Ski Resort, on a quiet road, affording year round enjoyment and solitude. This home has been lovingly maintained, updated, and expanded by

Adam Palmiter Berkley & Veller Greenwood/Dover

197 Lake Raponda Rd, Wilmington, VT 05363
/17
$325,000
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
3021 Potter Rd, Wardsboro, VT 05355

Set on two serene acres overlooking a tranquil neighboring pond, this inviting 4-bedroom, 2-bath home offers the quintessential Vermont lifestyle. Surrounded by expansive wildflower gardens, mature trees, and breathtaking natural beauty, this property is a private sanctuary with year-round appeal.Inside, the cozy and light-filled interior features warm wood accents, a spacious layout, and

Erika Weisenburger Kenneth

3021 Potter Rd, Wardsboro, VT 05355
/41
$579,000
- 4 Beds
- 3 Baths
- 2,948 Sq Ft
196 Powder Mill Rd, Londonderry, VT 05148

Mountain Escape with Multi-Generational Potential in Powder MillWelcome to your mountain retreat in the heart of Vermont’s ski country! This spacious home in the desirable Powder Mill community has been thoughtfully updated with brand new kitchen cabinets, gleaming granite countertops, stainless steel appliances, and fresh carpet and flooring throughout.The flexible layout offers

Katie Ladue Gilbert KW Vermont Woodstock

196 Powder Mill Rd, Londonderry, VT 05148
/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
/47
$1,695,000
- 4 Beds
- 3.5 Baths
- 3,666 Sq Ft
3 Overbrook Dr, Dover, VT 05356

STUNNING NEW CONSTRUCTION, SPECTACULAR VIEWS, GREAT LOCATION! Open House Saturday, 7/5/2025, 12-2pm! Set against the backdrop of Mount Snow, this just completed luxury single-family home offers the perfect blend of modern design, spacious living.Located just minutes from the ski mountain, The Outlook at Mount Snow offers the perfect blend of mountain modern luxury and the ultimate

John Redd Skihome Realty

3 Overbrook Dr, Dover, VT 05356
/53
$1,200,000
- 4 Beds
- 3 Baths
- 3,506 Sq Ft
339 Coldbrook Rd, Wilmington, VT 05363

Just a half mile from The Hermitage Club, 3.5 miles to Mount Snow, and only a mile from Haystack Golf Club, this 4 bedroom, 3 bathroom home on 10.1 acres offers the perfect blend of rustic charm and modern comfort. Direct access to the VAST snowmobile trails and mountain views makes this an outdoor enthusiast’s dream.Step inside to find warm wood finishes, exposed beams, and rich natural textures

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

339 Coldbrook Rd, Wilmington, VT 05363
/17
$625,000
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
9 Cooper Hill Rd, Dover, VT 05341

Welcome to your own private sanctuary, tucked away on six stunning acres of unspoiled natural beauty. This inviting 4-bedroom, 2-bathroom home offers the perfect balance of rustic charm and modern comfort, creating an ideal retreat for those seeking peace, privacy, and outdoor adventure.Surrounded by lush woods and open space, the property features a serene private pond, the soothing sounds

Carrie Mathews Winhall Real Estate

9 Cooper Hill Rd, Dover, VT 05341
/40
$499,000
- 4 Beds
- 2 Baths
- 1,908 Sq Ft
119 Main St, Putney, VT 05346

MOTIVATED SELLERS! Built in 1798, 119 Main Street is the third oldest home in Putney. With its original beams, colonial architecture, and location on Main Street, it's a historic gem in waiting for new people to love it. The owner who resided here for many years, took pride in preserving and adding to the beautiful terraced perennial gardens throughout the large in-town lot, which is just under

Heather Gleim CENTURY 21 North East

119 Main St, Putney, VT 05346
/35
$949,000
- 4 Beds
- 3.5 Baths
- 2,272 Sq Ft
12 Encore Place, Dover, VT 05356

Mountain Modern Living with unmatched ski views of Mount Snow. Discover the perfect blend of luxury and nature in this 3 year young contemporary home ideally situated to capture breathtaking unobstructed views of Carinthia. This thoughtfully designed 4 bedroom home offers an open concept floor plan while still offering privacy and cozy spaces that highlight the beauty of the alpine landscape.

Heidi Zizza Four Seasons Sotheby's Int'l Realty

12 Encore Place, Dover, VT 05356
/31
$445,000
- 4 Beds
- 3 Baths
- 1,854 Sq Ft
132 Sun and Ski Rd, Wilmington, VT 05363

Welcome to Chateau Chelsea! This charming three-level, 4-bedroom, 3-bathroom single-family home is situated in the heart of Vermont’s picturesqueGreen Mountains. Named after the owners' beloved pup, this property has been a cherished gathering place for family and friends year-round. Conveniently located just over 2 hours from Boston, 90 minutes from Hartford, CT, and less than 4 hours from NYC,

Patrice Schneider Southern Vermont Realty Group

132 Sun and Ski Rd, Wilmington, VT 05363
/29
$625,000
- 4 Beds
- 2 Baths
- 2,137 Sq Ft
72 Colonial Ridge Rd, Dover, VT 05356

This turnkey mountain retreat is ready for you to enjoy! Nestled in the serene Dover Hills, this home is ideally located near Mount Snow, snowmobile trails, shopping, and dining. Featuring four inviting bedrooms and a game room on the lower level, there’s plenty of space for everyone to relax. Cozy up in front of the wood-burning fireplace or breathe in the fresh mountain air while soaking in the

Michelle O'Neil Deerfield Valley Real Estate

72 Colonial Ridge Rd, Dover, VT 05356
/35
$454,000
- 4 Beds
- 2.5 Baths
- 1,374 Sq Ft
38 Snow Rd, Dover, VT 05356

Quintessential Vermont chalet with stunning southern views over rolling meadows and distant ridgelines without a neighbor in sight. Privately nestled in a serene country setting, this sweet chalet exudes warmth and character with wood flooring, a classic fieldstone wood-burning fireplace, exposed beam ceilings, and a sunlit dining area. The main level includes a thoughtfully updated kitchen with

Monique White Deerfield Valley Real Estate

38 Snow Rd, Dover, VT 05356
/21
$450,000
- 4 Beds
- 3.5 Baths
- 1,200 Sq Ft
16 Tenth Unit 40, Wilmington, VT 05363

Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy access to trails, the village of Wilmington, lakes, and the nearby Hermitage Club Ski Area and Mount Snow. The deck overlooks the 10th green and is beyond typical driving distance, so you can enjoy the sun while watching play. This unit has been updated including new carpet, new high efficiency wood stove in

Adam Palmiter Berkley & Veller Greenwood/Dover

16 Tenth Unit 40, Wilmington, VT 05363
/38
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,862 Sq Ft
161 Depot Rd, Williamsville, VT 05362

Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive219-acre setting, showcasing a harmonious blend of nature and architecture. This

Keith Nowak Four Seasons Sotheby's Int'l Realty

161 Depot Rd, Williamsville, VT 05362
/28
$1,395,000
- 4 Beds
- 4.5 Baths
- 3,476 Sq Ft
3B Freestyle Cir, Dover, VT 05356

Trailside luxury at the base of the Mount Snow ski resort just off the Snowdance ski trail. This spectacular 2016 unit is just about as close and turn key as you can find. Amazing convenience to the mountain thanks to direct ski trail access, affording the ability to stop by to warm up or get a bite, yet with easterly views and a size usually only found in off mountain properties. The large

Adam Palmiter Berkley & Veller Greenwood/Dover

3B Freestyle Cir, Dover, VT 05356
/30
$698,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
10 Grouse Ln, Dover, VT 05356

Welcome to your perfect Vermont getaway! This spacious 4 bedroom, 3 bathroom townhome is ideally located adjacent to the Mount Snow Golf Course, offering year-round enjoyment. Just a short drive to both Mount Snow and The Hermitage Club, you'll have easy access skiing, golfing, dining, and all that Southern Vermont has to offer.Step inside to find a warm and inviting interior, highlighted by

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

10 Grouse Ln, Dover, VT 05356
/27
$3,125,000
- 4 Beds
- 4 Baths
- 2,740 Sq Ft
56 Coldbrook Crossing, Wilmington, VT 05363

Spectacular custom home at the base of the Hermitage Club in the Coldbrook Crossing community, adjacent to the base of Haystack mountain. This is a stunning lot overlooking the trails and sunsets beyond, with easy mountain access, snowmobile trail access, and views unimpeded by any other homes. The luxurious features include a vaulted great room with exposed natural wood beams and stone hearth

Adam Palmiter Berkley & Veller Greenwood/Dover

56 Coldbrook Crossing, Wilmington, VT 05363
/26
$497,500
- 4 Beds
- 3 Baths
- 1,776 Sq Ft
28 Country Club Rd, Dover, VT 05356

Beautifully updated and rustic chalet just south of Mount Snow and near the Mount Snow golf course and Valley Trail. This home sits on a wooded private lot but with amazing convenience just up from a MOOver shuttle drop off location, on a paved road, with easy access to nearby trails. Just about everything has been updated to make this a turn key property, and ready for immediate enjoyment.

Adam Palmiter Berkley & Veller Greenwood/Dover

28 Country Club Rd, Dover, VT 05356
/55
$859,000
- 4 Beds
- 3.5 Baths
- 3,212 Sq Ft
104 Juniper Ridge Rd, Brattleboro, VT 05301

Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

Kristen Ziter Taylor Brattleboro Area Realty

104 Juniper Ridge Rd, Brattleboro, VT 05301
/53
$1,625,000
- 4 Beds
- 4.5 Baths
- 4,241 Sq Ft
207 Boynton Rd, Londonderry, VT 05148

Perched on 12.70 pristine acres, this exceptional residence offers the perfect blend of refined comfort & serene seclusion. Set on a private rise w/ sweeping views, the property captures the quiet majesty of all four seasons. A tranquil pond reflects the ever-changing sky, inviting quiet mornings on the expansive deck, a coffee in hand or peaceful evenings listening to nature under the stars.

Kim Morgan-Wohler Wohler Realty Group

207 Boynton Rd, Londonderry, VT 05148
/42
$899,000
- 4 Beds
- 3 Baths
- 3,551 Sq Ft
1247 Cole Pond Rd, Jamaica, VT 05343

A once-in-a-lifetime opportunity to own a large family home on Vermonts hidden gem! Cole Pond, a spectacular private lake surrounded by mountains and nestled between five ski areas - 5 minutes from Stratton and close to Bromley, Mount Snow, Okemo and Magic. Cole Pond homes rarely come on the market, and this one is one-of-a-kind, with a lake-front lawn, walk-in access to the water (also great

Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

1247 Cole Pond Rd, Jamaica, VT 05343
/37
$875,000
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
25 Boulder Ridge Dr Unit B, Dover, VT 05356

This magnificent 4-bedroom, 4-bathroom townhouse, spanning over three tastefully designed floors, will captivate you with its elegance. The open floor plan combines contemporary aesthetics with practical design, offering a living experience par excellence. This townhouse was finished in 2021 and has the “new construction” feel. The living room, graced with hardwood flooring, a gas fireplace,

John Redd Skihome Realty

25 Boulder Ridge Dr Unit B, Dover, VT 05356
/41
$265,000
- 4 Beds
- 1 Bath
- 1,612 Sq Ft
178 Parsons Rd, Wilmington, VT 05363

Charming Cape-style home set on 1.7 beautifully landscaped acres, featuring a detached two-car garage. The expansive yard includes established gardens, a BBQ area, a barn, and two additional sheds in need of some TLC. Located just 4 miles from downtown Wilmington, you’ll enjoy easy access to shopping, dining, and year-round outdoor activities like skiing, golfing, hiking, biking, and boating. The

Jennifer Hovey-Densmore Deerfield Valley Real Estate

178 Parsons Rd, Wilmington, VT 05363
/20
$350,000
- 4 Beds
- 3.5 Baths
- 2,575 Sq Ft
3730 Route 100, Wardsboro, VT 05355

Property is being sold "as is where is" and does need some TLC. The house is set back off the road quite a bit for total privacy and there is a pond on the property. There is a one car garage, a full daylight basement, and a sun room.Sellers have given permission to encourage all offers.

Ginny Read Read Realty LTD

3730 Route 100, Wardsboro, VT 05355
/18
$499,000
- 4 Beds
- 2.5 Baths
- 2,060 Sq Ft
3 Mill Rd, West Dover, VT 05356

When you picture a rustic and woodsy Vermont retreat, but with modern comforts, this is that home. Spacious chalet style home located conveniently on the MOOver shuttle route 3 miles from the Mount Snow Ski Resort. This 4 bedroom, 2.5 bath home has exposed natural woodwork throughout, a great open concept floor plan with large living room and updated gas fireplace on brick hearth, direct views of

Adam Palmiter Berkley & Veller Greenwood/Dover

3 Mill Rd, West Dover, VT 05356
/14
$1,750,000
- 4 Beds
- 3.5 Baths
- 2,698 Sq Ft
63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360

The absolute best location in one of Stratton's most desirable communities!This four bedroom, three and one half bath townhome is located directly on the ski trail. Immaculate interior. Bright sunny interior with eastern and southern exposure. One car garage, family room, back patio with new hot tub. Private pool and hot tubs located a short walk away. Shuttle service to Stratton base area

John Sikes Stratton Real Estate

63 Sunbowl Ridge Rd Unit 63A, Stratton, VT 05360
/58
$586,000
- 4 Beds
- 2 Baths
- 3,090 Sq Ft
301 Maple St, Brattleboro, VT 05301

This is IT! Summer is here! The gardens are ablaze, the deck is perfect for the evening sip of something cool and there is open sky for sightings like the strawberry moon and shooting stars. Treat yourself to your own spa....the sweet spot is the oversized salt pool, surrounded by lush greenery for privacy and an apron for sunning. Add some of your own fun and you will stay at home,

Christine Lewis Brattleboro Area Realty

301 Maple St, Brattleboro, VT 05301
/19
$799,000
- 4 Beds
- 4 Baths
- 1,575 Sq Ft
4L Trailside Village Way Unit H34, Dover, VT 05356

Welcome to H34 Trailside Village Way, a rare opportunity to own a stunning 4-bedroom, 4-bath slopeside condo in the coveted Seasons on Mount Snow community. This impeccably maintained, never-rented home offers true ski-in/ski-out access—step out your door and onto the trail for unbeatable convenience all winter long.Inside, the open-concept living space is bathed in natural light,

Jessica Bentz Four Seasons Sotheby's Int'l Realty

4L Trailside Village Way Unit H34, Dover, VT 05356
/39
$415,000
- 4 Beds
- 3 Baths
- 2,460 Sq Ft
6795 Vt Route 100, Londonderry, VT 05148

Charming Property with Endless Possibilities in Southern VermontNestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful Quilt Shop, this property presents an exceptional opportunity for a variety of uses – whether you’re looking to return it to a spacious home with

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

6795 Vt Route 100, Londonderry, VT 05148
/47
$999,000
- 4 Beds
- 2.5 Baths
- 2,520 Sq Ft
151 Holland Rd, Dover, VT 05341

An outdoor enthusiast’s dream retreat! This breathtaking 92.6-acre Vermont sanctuary is a paradise for nature lovers, equestrians, and adventurers alike. The property features rambling stone walls, lush gardens, cherry trees, blueberry bushes, rolling pastures, woodlands, babbling brooks, a serene pond, and miles of scenic trails. The charming, open-concept, four-bedroom Cape includes a

Patrice Schneider Southern Vermont Realty Group

151 Holland Rd, Dover, VT 05341
/48
$899,000
- 4 Beds
- 4 Baths
- 3,691 Sq Ft
42 Airport Rd, Shaftsbury, VT 05262

Welcome to this exquisite post and beam timber frame home, nestled in a prime location just moments from the Mount Snow Ski Resort and Mount Snow Golf Course. This remarkable 4-bedroom, 4-bathroom home blends rustic charm with modern luxury, offering an unparalleled mountain retreat perfect for both relaxation and adventure. As you step inside, you’ll be greeted by soaring ceilings and

Mike Masters Four Seasons Sotheby's Int'l Realty

42 Airport Rd, Shaftsbury, VT 05262
/26
$729,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
10 Grouse Ln Unit 10A, Dover, VT 05356

Stunning Post and Beam style townhome overlooking spectacular views of Mount Snow and Haystack ski trails with the sunsets in the west beyond. This private end unit features an amenity rich location thanks to direct VAST snowmobile trail access, hiking and biking trails in the summer, as well as easy access to the Mount Snow golf course which is directly through the adjacent woods, and nearby

Adam Palmiter Berkley & Veller Greenwood/Dover

10 Grouse Ln Unit 10A, Dover, VT 05356
/46
$1,100,000
- 4 Beds
- 3.5 Baths
- 3,960 Sq Ft
16 Springhill Rd, Dover, VT 05356

Experience modern luxury in this stunning contemporary home, less than 10 minutes from Mount Snow and just 15 minutes from The Hermitage Club. This thoughtfully designed retreat offers both sophistication and comfort, with high-end finishes and exceptional craftsmanship throughout. You will be captivated by the soaring freestanding stone fireplace, which serves as the heart of the home, complete

Patrice Schneider Southern Vermont Realty Group

16 Springhill Rd, Dover, VT 05356
/51
$879,900
- 4 Beds
- 3.5 Baths
- 3,300 Sq Ft
7 Yodeling Ln, West Dover, VT 05356

Charming Log Home with Modern Comfort and Prime Location. This warm and inviting log home offers the perfect blend of rustic charm and modern style. Nestled on a level lot with ample parking, it features a large covered front porch and a spacious rear deck, ideal for enjoying the beautiful outdoors. Step inside to the main level, where you'll find a welcoming living room anchored by a stunning

Richard Caplan Deerfield Valley Real Estate

7 Yodeling Ln, West Dover, VT 05356
/60
$4,495,500
- 4 Beds
- 5.5 Baths
- 5,500 Sq Ft
816 Black Bear Rd, Jamaica, VT 05343

Set atop a scenic Vermont hillside, this five-bedroom custom-built home by The Wadsworth Design Build/Vermont Barns is a stunning example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mount Snow ski resorts, it is the ultimate

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

816 Black Bear Rd, Jamaica, VT 05343
/60
$1,195,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
1845 Hatch School Rd, Brattleboro, VT 05301

Welcome to our Contemporary Farmhouse with 100 private acres yet only 5 miles to Wilmington Center and 14 miles to Mount Snow Ski Resort. Harriman Reservoir is close for summer boating, water sports and picnics. Nestled in the heart of nature, the property offers numerous possibilities, including a well-appointed home, a working farm, various business opportunities and/or investment potential. As

Richard Caplan Deerfield Valley Real Estate

1845 Hatch School Rd, Brattleboro, VT 05301
/28
$895,000
- 4 Beds
- 3 Baths
- 1,482 Sq Ft
19 Village Rd E, Wilmington, VT 05363

Here is a chance to own a home directly across the street from the private Hermitage Ski Club with easy access to the resort, snowmobile trails, the Mount Snow ski resort, nearby country villages for shopping and dining, and gorgeous area lakes. This lovely renovated chalet sits on a level with ample parking thanks to a circular driveway, winter exposure to Haystack Mountain Peak, a shed for

Adam Palmiter Berkley & Veller Greenwood/Dover

19 Village Rd E, Wilmington, VT 05363
/24
$570,000
- 4 Beds
- 3.5 Baths
- 1,616 Sq Ft
15 Mill Rd, Dover, VT 05356

What a location! MOOver shuttle service to the ski mountain yet a nice private home with a backyard and private deck, as well as views of the mountain. Direct snowmobile access and a drive out shed as well. Inside you are treated to a vaulted great room with wood burning brick fireplace and custom glass and metal screen, large newly replaced windows throughout with tremendous natural light, a

Adam Palmiter Berkley & Veller Greenwood/Dover

15 Mill Rd, Dover, VT 05356
/42
$849,000
- 4 Beds
- 3.5 Baths
- 2,953 Sq Ft
37 Pleasant View Ln, Wilmington, VT 05363

4 bed, 3.5 bath, true log home w/excellent layout over 3 finished floors, 2 car garage, 5 acres, private pond, Mount Snow views, snowmobile trail access and all nicely tucked away on a dead end road. Just 2.2 miles to Rt 100 for easy access to downtown Wilmington shops and dining, Mount Snow Resort, the exclusive Hermitage Club, Harriman Reservoir and marina and multiple area golf courses. Even

Jacki Murano Southern Vermont Realty Group

37 Pleasant View Ln, Wilmington, VT 05363

Showing Results 41 - 80, Page 2 of 3

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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.