4-Bedroom Homes for Sale in Windham County VT

/37
$395,000
- 4 Beds
- 2 Baths
- 2,400 Sq Ft
3298 Houghtonville Rd, Grafton, VT 05146

Classic 1800s Farmhouse in Charming Grafton, VermontLocated in Houghtonville, a beautiful part of historic Grafton, this mid-19th century farmhouse offers a rare opportunity to restore and reimagine a true Vermont original. With strong bones and timeless character, the home features wide plank floors, vintage woodwork, and a traditional layout that reflects its heritage. Typical of this

Alison Cummings

Cummings & Co

(802) 317-7411

3298 Houghtonville Rd, Grafton, VT 05146
/60
$695,000
- 4 Beds
- 4 Baths
- 2,978 Sq Ft
23 Brook Rd, Saxtons River, VT 05154

A Distinctive Country Retreat on 6.8± private acres in the heart of the historic village of Saxtons River. This idyllic country estate offers year-round views, exquisite perennial gardens, & two beautifully integrated wings—the timeless Cape & the charming Carriage House. Inside of the Cape wing is a sunlit eat-in kitchen, KraftMaid cherry cabinetry & Silestone quartz countertops —all overlooking

Isabella Luhrs BHG Masiello Keene

23 Brook Rd, Saxtons River, VT 05154
/53
$750,000
- 4 Beds
- 3 Baths
- 1,545 Sq Ft
55 Crosstown Rd, Dover, VT 05356

Tucked alongside the Mount Snow Golf Course on 1.71 park-like acres, this 4-bedroom, 3-bath retreat blends Vermont charm with stylish mid-century flair. The great room makes a bold impression with dramatic vaulted ceilings, exposed beams, a striking floor-to-ceiling brick fireplace, and expansive windows framing the lush landscape. The open layout includes a warm and inviting dining area, cozy

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

55 Crosstown Rd, Dover, VT 05356
/45
$735,000
- 4 Beds
- 3.5 Baths
- 4,540 Sq Ft
159 Westminster Rd, Putney, VT 05346

This stunning, recently renovated, expanded, & modernized 1805 brick Colonial offers a perfect blend of historic charm & contemporary elegance, making it a truly unique home. The 1st FL boasts a full-length LR adorned w/old, wide-pine floors, exposed beams, and a FP w/wood mantle surround, creating a warm & inviting atmosphere. Also, a dreamy kitchen, sprawling family rm, large office, spacious

Dan Normandeau Berkley & Veller Greenwood Country

159 Westminster Rd, Putney, VT 05346
/33
$979,000
- 4 Beds
- 5 Baths
- 2,320 Sq Ft
41 Two Brook Dr, Wilmington, VT 05363

Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Snow, snowmobile trails, 2 golf courses, historic village, and lake. Double lot w/sounds of Two Brook off back of home, patio, & hot tub, there is a newly updated chef's kitchen and accompaniments, plenty of room for diners, lovely gas fireplaces in both the large living room, and even larger family/game room.

Michael Purcell Berkley & Veller Greenwood/Dover

41 Two Brook Dr, Wilmington, VT 05363
/60
$899,000
- 4 Beds
- 3.5 Baths
- 3,685 Sq Ft
155 Hillwinds N, Brattleboro, VT 05301

Situated in Brattleboro’s premier, rural neighborhood, this much-loved home is a masterclass in thoughtful design, meticulous construction, & refined living. A grand dbl-door foyer welcomes you into a soaring entry hall that flows seamlessly into a sunken, dbl-height ceiling LR - complete w/ granite-surround FP, custom blt-ins, & crowned by a dramatic balcony overlook. Light pours in from every

Dan Normandeau Berkley & Veller Greenwood Country

155 Hillwinds N, Brattleboro, VT 05301
/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
/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
/39
$925,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
9D Dover Springs Ln, Dover, VT 05356

Stunning updated Greenspring unit, just across the street from the Mount Snow ski resort with stunning direct views of the ski trails. This 4 bedroom, 4 bath unit features extensive upgrades, new furnishings, and immaculate condition, to ensure turn key enjoyment. Features include an open concept great room with vaulted ceiling and wood burning two sided fireplace, sunny exposure and sunset/ski

Adam Palmiter Berkley & Veller Greenwood/Dover

9D Dover Springs Ln, Dover, VT 05356
/8
$795,000
- 4 Beds
- 3 Baths
- 1,742 Sq Ft
633 Route 100, West Wardsboro, VT 05360

Great short or long term rental for investment or use by a large family. Rent one and enjoy the other. Located 1.6 miles north of Mount Snow and with direct access to VAST from this property. This home was renovated in 2014 including new ro0f, windows & doors. Current owners replaced the hot tub 1 year ago and the tankless water heater 3 years ago. Being sold furnished and ready for family,

Ginny Read Read Realty LTD

633 Route 100, West Wardsboro, VT 05360
/59
$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
/35
$795,000
- 4 Beds
- 5 Baths
- 3,129 Sq Ft
20 Ray Hill Rd, Wilmington, VT 05363

Rare opportunity to own a completely remodeled and updated vintage farmhouse, completely turn key. This stunning home sits just up from the country village of Wilmington with easy access to dining and shopping, a short drive to Mount Snow, and near the amazing Lake Whitingham, for true four season enjoyment. The interior features meticulously updated open concept living areas, a chef's kitchen

Adam Palmiter Berkley & Veller Greenwood/Dover

20 Ray Hill Rd, Wilmington, VT 05363
/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
/24
$899,000
- 4 Beds
- 3 Baths
- 2,746 Sq Ft
1 Mortise Ln, West Dover, VT 05356

Stunning luxury townhome at the base of the Mount Snow ski resort. This beautiful turn key unit was built in 2016 and affords easy access to the mountain with privacy and size typically only available further away. Enjoy rustic natural woodwork with great natural light, a large open concept living space with wood floors, vaulted great room, floor to ceiling wood burning fireplace, a large open

Adam Palmiter Berkley & Veller Greenwood/Dover

1 Mortise Ln, West Dover, VT 05356
/55
$929,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
45D Dover Spring Ln, Dummerston, VT 05356

Enjoy the perfect blend of comfort, convenience, and scenic beauty in this exceptional townhome located in the highly desirable Greenspring community. The private setting offers a spacious backyard, mountain views and a nearby pond. This home offers the peace and tranquility of country living while remaining just minutes from skiing and outdoor recreation.Boasting an expansive 3,200

Melissa Ellis Southern Vermont Realty Group

45D Dover Spring Ln, Dummerston, VT 05356
/37
$660,900
- 4 Beds
- 2 Baths
- 1,710 Sq Ft
239 Valley View Rd, Dover, VT 05356

This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas

Jennifer Hovey-Densmore Deerfield Valley Real Estate

239 Valley View Rd, Dover, VT 05356
/38
$899,000
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
9 Windham Way, Dover, VT 05356

This upgraded new style Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A well updated 4+ bedroom, 4 bath unit with lots of bonus space, many recent updates and unique features. These include an open concept great room with vaulted ceiling, sunny exposure and sunset/ski trail views, wood burning fireplace with custom

Adam Palmiter Berkley & Veller Greenwood/Dover

9 Windham Way, Dover, VT 05356
/34
$749,000
- 4 Beds
- 3.5 Baths
- 2,230 Sq Ft
32 Circle View Dr, Dover, VT 05356

Gorgeous new construction home just completed and ready for immediate use this season. This lovely home sits just up from the Valley Trail in the heart of Dover with very easy access off a paved road, and near to the Mount Snow resort and golf course. The interior features gorgeous wood floors and exposed natural woodwork throughout, a custom kitchen with granite counters, stainless appliances,

Adam Palmiter Berkley & Veller Greenwood/Dover

32 Circle View Dr, Dover, VT 05356
/58
$764,900
- 4 Beds
- 3 Baths
- 4,379 Sq Ft
587 Vermont 121, Grafton, VT 05146

Step back in time without sacrificing comfort at the Woolley House, an exquisite 1818 Brick Federal style home nestled in the postcard-perfect village of Grafton, Vermont. This rare property seamlessly blends early 19th-century craftsmanship with thoughtful modern upgrades. Original details are beautifully preserved throughout, including four elegant Regency fireplaces, a central cooking hearth

Mendi Michael Engel & Völkers Okemo

587 Vermont 121, Grafton, VT 05146
/57
$479,000
- 4 Beds
- 2 Baths
- 1,840 Sq Ft
17 Villager Extension, Dover, VT 05356

Spacious 4-bedroom, 2-bath home located within great proximity to Mount Snow, just over 6 miles away! The inviting living room features a cathedral ceiling and wood-burning fireplace, perfect for apres-ski relaxation. A large mudroom provides ample space for all your gear, and a level driveway makes for nice access. The partially finished basement includes a game room and additional hangout

Erica Reynolds Southern Vermont Realty Group

17 Villager Extension, Dover, VT 05356
/56
$2,595,000
- 4 Beds
- 4 Baths
- 3,585 Sq Ft
127 Fannie Hill Dr, Wilmington, VT 05363

Welcome to 127 Fannie Hill Road, an exceptional mountain retreat ideally located adjacent to The Hermitage Club in Wilmington, Vermont. This stunning 4 bedroom, (with two bonus bunk rooms) 4 bathroom home artfully blends modern mountain living with rustic charm. Featuring a thoughtful mix of materials which include reclaimed barn board, sleek corrugated metal, and contemporary cable railing this

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

127 Fannie Hill Dr, Wilmington, VT 05363
/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
/53
$450,000
- 4 Beds
- 2.5 Baths
- 2,314 Sq Ft
64 Main St, Putney, VT 05346

Offering an enchanting circa 1830 extended cape with carriage house & office space in Putney Village. Proximal to the Putney Co-Op, General Store, Yellow Barn Music, Putney Public Library, & Putney Farmers Market. Not only aesthetically gorgeous with post & beam construction, it has new sills, beautiful slate roofing, & added energy efficiency. The main house has 4 bedrooms & 1 1⁄2 baths,

Rebecca Seymour Brattleboro Area Realty

64 Main St, Putney, VT 05346
/25
$239,000
- 4 Beds
- 2 Baths
- 1,634 Sq Ft
67 Williams Street Extension, Town of Rockingham, VT 05101

This charming and versatile home is on a double village lot at the end of a dead end road in close proximity to the vibrant village of Bellows Falls. This location allows for wonderful privacy in the heart of town and plenty of room for gardening and entertaining. The second floor has three bedrooms, a 3/4 bath and a kitchen, ideally suited for mother-in-law space or it works as a single family

Oona Madden Berkley & Veller Greenwood Country

67 Williams Street Extension, Town of Rockingham, VT 05101
/26
$529,000
- 4 Beds
- 2.5 Baths
- 1,864 Sq Ft
1966 Thompsonburg Rd, South Londonderry, VT 05155

A quiet, private sanctuary in a prime location—just minutes from all three local ski areas, Lowell Lake, and the shopping and dining of Londonderry and Manchester. This 4-bedroom retreat is ready to be loved by a new family. Enjoy newly updated bathrooms, appliances, countertops, a new chimney liner, a wood-burning fireplace, and a wood stove insert that makes the family room especially cozy on

Wilkie Bushby TPW Real Estate

1966 Thompsonburg Rd, South Londonderry, VT 05155
/35
$399,000
- 4 Beds
- 2 Baths
- 1,768 Sq Ft
1469 Higley Hill Rd, West Marlboro, VT 05363

Cozy Log Cabin with Sunny Addition, Small Pond & Sugar House on 5 Acres in Marlboro, VermontThis inviting log cabin blends classic Vermont charm with a thoughtfully designed, light-filled addition—offering comfort, space, and versatility on 5 peaceful acres. Tucked away on a quiet dirt road in a desirable Marlboro neighborhood, the property features a small pond and a traditional sugar house,

Melissa Nebelski Skihome Realty

1469 Higley Hill Rd, West Marlboro, VT 05363
/29
$499,000
- 4 Beds
- 1.5 Baths
- 1,300 Sq Ft
137 Stratton Arlington Rd, West Wardsboro, VT 05360

Classic Vermont Home with Hilltop Views – Minutes from Mount Snow & Stratton. Set on a peaceful New England hilltop, this traditional-style home offers beautiful local and long-range views in a highly desirable location—just 6 miles to both Mount Snow and Stratton ski resorts, and only 6 miles to Grout Pond for VAST snowmobile trail access. Recently renovated and filled with natural light, the

Donald Koelsch Deerfield Valley Real Estate

137 Stratton Arlington Rd, West Wardsboro, VT 05360
/37
$499,000
- 4 Beds
- 3.5 Baths
- 3,301 Sq Ft
72 Kidder Hill Rd, Grafton, VT 05146

Beautiful in town Grafton historic home available. 1790 side of the house has a primary suite with huge soaking tub, living room, butlers pantry which could also be a second kitchen as well as a huge, unfinished second floor studio with potential 1/2 bath. 1971 side of the house has 2 bedrooms plus sleeping loft, kitchen, dining room, living room and cozy screened in porch. While the

Eric Scott Barrett & Valley Assoc. Inc

72 Kidder Hill Rd, Grafton, VT 05146
/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
/25
$549,000
- 4 Beds
- 3 Baths
- 2,100 Sq Ft
30B Queen Anne's Way, Dover, VT 05356

Beautiful Kingswood townhome with direct snowmobile trail access and shuttle service to the Mount Snow ski resort. This unique 4 bedroom townhome is located towards the lower side of the development where each unit has more privacy. easy access to trails, and great parking. The unit features an open concept living space with vaulted ceiling, a wood burning fireplace, mounted tvs in the living

Adam Palmiter Berkley & Veller Greenwood/Dover

30B Queen Anne's Way, Dover, VT 05356
/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
/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
/31
$459,000
- 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
/57
$350,000
- 4 Beds
- 2 Baths
- 2,472 Sq Ft
16 Pearce Cir, Bellows Falls, VT 05101

Charming Split-Level Ranch in Desirable Bellows Falls Neighborhood Set on a spacious 0.39-acre corner lot, this well-kept split-level ranch offers comfort, versatility, and great curb appeal. Mature hedges provide privacy in the backyard, creating a peaceful outdoor space. Inside, you'll find four generous bedrooms and two full baths across a thoughtful layout. A convenient

Rob Weltz Barrett & Valley Assoc. Inc

16 Pearce Cir, Bellows Falls, VT 05101
/49
$795,000
- 4 Beds
- 3.5 Baths
- 1,993 Sq Ft
65 Styles Branch Rd Unit 819, Stratton, VT 05360

Welcome to Styles Brook 819, an impeccably maintained end unit townhome nestled in the heart of Stratton Mountain Resort. This spacious and light filled 4 bedroom, 3.5 bath residence offers everything you need for four season mountain living, whether you're hitting the slopes in winter or enjoying the cool summer breeze from your private deck. Soak, unwind and recharge after a day on the mtn in

Terry Hill Berkshire Hathaway HomeServices Stratton Home

65 Styles Branch Rd Unit 819, Stratton, VT 05360

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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.