Windham County VT Homes for Sale

/39
$499,000
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
156 Mountain View Rd, Wilmington, VT 05363

This charming Cape-style home offers three bedrooms and two full baths across the first two floors, featuring bamboo hardwood floors throughout and abundant natural light. Upstairs bedrooms have built in dressers. The living room boasts a cozy gas fireplace and flows seamlessly into the open-concept kitchen and dining area. A MAJOR highlight is the deeded lake rights to the picturesque Lake

Jennifer Hovey-Densmore Deerfield Valley Real Estate

156 Mountain View Rd, Wilmington, VT 05363
/18
$176,500
- 2 Beds
- 1 Bath
- 888 Sq Ft
15 Lynwood Dr, Brattleboro, VT 05301

This is absolutely NOT your ordinary Mobile Home! The original steel frame is the only remaining component of the mobile home. Completely rebuilt from the floor up with wood framing, windows, doors and insulation. This fully fenced leased lot has two sheds, a 1 car garage building with tons of storage and a workshop building with its own mini-split for heat and AC. The tastefully renovated

Chris Long BHG Masiello Brattleboro

15 Lynwood Dr, Brattleboro, VT 05301
/31
$499,000
- 3 Beds
- 2 Baths
- 2,372 Sq Ft
285 Chimney Hill Rd, Wilmington, VT 05363

Contemporary retreat in the heart of Chimney Hill. Set on a double lot along a paved road offering the perfect balance of comfort, style and year round convenience. Located just minutes from Wilmington village, Lake Whitingham, Mount Snow and scenic trail that leads to the summit of Haystack Peak in the Green mountain National Forest. The bright, open concept interior is filled with natural

Monique White Deerfield Valley Real Estate

285 Chimney Hill Rd, Wilmington, VT 05363
/60
$899,000
- 5 Beds
- 4.5 Baths
- 5,000 Sq Ft
42 Blackberry Ln, Jamaica, VT 05343

Idyllic, Picturesque, Expansive, Vast Family Farm with outbuildings and Large Farmhouse! Known to some as Sweet Berry Farm the blueberries and blackberries are plentiful along with many other productive fruits trees, a grove of 20 mature apple trees with many over 30 years old, , flowers and veggies in the gardens. This location just off of Route 30 is perfect for ALL of your Vermont dreams and

Steve Goldfarb Deerfield Valley Real Estate

42 Blackberry Ln, Jamaica, VT 05343
/13
$165,000
- Land
- 1.20 Acres
- $137,500 per Acre
4769 Pikes Falls Rd, Jamaica, VT 05143

A Rare Vermont Gem:This 1.2-acre parcel offers what few can—a front-row seat to one of Southern Vermont’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this property is the equivalent of what would be Vermont’s oceanfront real estate.A wooded path leads directly from the land to the pristine falls, which are preserved by the

Rachel Febbie EXP Realty

4769 Pikes Falls Rd, Jamaica, VT 05143
/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
/34
$125,000
- Land
- 1.31 Acres
- $95,420 per Acre
118 Chimney Hill Rd, Wilmington, VT 05363

Brand new Quad Lot right on Chimney Hill Road! Former lots M118 & M119 have had two additional parcels added on each end to form a 1.31-Acre Lot suitable for a three-bedroom single family home. Build your dream home and live the all-season resort lifestyle. Chimney Hill Owners Association is located on 1,200 acres adjacent to the Green Mt. National Forest, with 550 acres owned in common by the

Sigrid Pickering Chimney Hill Realty

118 Chimney Hill Rd, Wilmington, VT 05363
/23
$499,000
- 3 Beds
- 2.5 Baths
- 1,548 Sq Ft
28 Lightning Ledge Way, Wilmington, VT 05363

Private 2004 country chalet in the Chimney Hill community just outside the village of Wilmington. Hiking trails, snowmobile trail access, and convenient nearby snowmobile trailer parking, make this super convenient for the outdoorsy. This home sits on a rare double lot, just up from the beautifully renovated Chimney Hill clubhouse, Lake Whitingham, and Mount Snow ski resort, affording year round

Adam Palmiter Berkley & Veller Greenwood/Dover

28 Lightning Ledge Way, Wilmington, VT 05363
/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
/53
$475,000
- 3 Beds
- 3 Baths
- 2,463 Sq Ft
1591 Higley Hill, Marlboro, VT 05344

Wonderful home on 11.2 acres in a peaceful setting on Higley Hill in Marlboro. The main level boasts a beautiful family room addition with lots of windows and a gas fireplace, galley kitchen with stainless appliances, dining area, 3/4 bath with laundry, living room with gas stove, 3/4 bath with sitting area and a primary bedroom with ensuite full bath. A loft area that can be used as a bedroom or

Jennifer Hovey-Densmore Deerfield Valley Real Estate

1591 Higley Hill, Marlboro, VT 05344
/34
$699,000
- 3 Beds
- 4 Baths
- 3,596 Sq Ft
233 Poverty Row, Whitingham, VT 05361

What a gem! This absolutely meticulously maintained 2015 farmhouse sits just up from Lake Sadawga and Harriman Reservoir on a private 2 acre parcel off a paved road. The curb appeal is beyond what most can dream of with gorgeous perennial gardens, split rail fencing, ample yard space, and total privacy. Features include a beautiful open floor plan with large living room and family room, beautiful

Adam Palmiter Berkley & Veller Greenwood/Dover

233 Poverty Row, Whitingham, VT 05361
/10
$38,000
- Land
- 1.00 Acre
- $38,000 per Acre
00 Susan Lynn Ln, Wardsboro, VT 05355

Escape to the beauty of Southern Vermont with this serene parcel located in the charming town of Wardsboro. Nestled in the Snow Mountain Farms development, this level 1 acre lot offers the perfect opportunity to build your dream home or vacation retreat. A short drive to Mount Snow and Stratton Mountain. Also within 30 minutes of Bromley Mountain & Magic Mountain. Outdoor enthusiasts will

Jessica Samples BHG Masiello Keene

00 Susan Lynn Ln, Wardsboro, VT 05355
/40
$809,000
- 3 Beds
- 3 Baths
- 3,606 Sq Ft
46 Scattered Timber Rd, Wilmington, VT 05363

Escape to the Green Mountains with this custom-built Moose Head Cedar Log Cabin, beautifully sited on a private wooded lot in the sought-after Chimney Hill community. Enjoy ridgeline views, peaceful surroundings, and the fresh Vermont air. Inside, the offers timeless craftsmanship and open-concept living, featuring soaring post and beam construction with vaulted ceilings, floor-to-ceiling windows

Monique White Deerfield Valley Real Estate

46 Scattered Timber Rd, Wilmington, VT 05363
/43
$1,738,000
- 5 Beds
- 4.5 Baths
- 4,100 Sq Ft
36 A or B Boulder Ridge Dr, Dover, VT 05356

Brand new luxury townhome with breathtaking Mount Snow & Hermitage Club views. Introducing a newly built, well thought out townhome spanning over 4,000 square feet, perfectly positioned just minutes from Mount Snow and The Hermitage Club. This exquisite residence combines modern mountain living with upscale comfort, offering five spacious bedrooms and five beautifully appointed bathrooms. Step

John Redd Skihome Realty

36 A or B Boulder Ridge Dr, Dover, VT 05356
/9
$80,250
- Land
- 3.10 Acres
- $25,887 per Acre
0 E Orchard St Unit 5047716, Brattleboro, VT 05301

A rare opportunity to purchase a lot in a highly desirable Brattleboro neighborhood. This 3+ acre wooded parcel features a mature pine forest with additional hardwoods intermixed, stonewalls and even a small stream. It's the location that makes this property unique. Just up the road from the Brattleboro Country Club on a quiet street that gives quick access to all that Brattleboro and the

Bill Hickok Berkley & Veller Greenwood Country

0 E Orchard St Unit 5047716, Brattleboro, VT 05301
/23
$245,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
9B Snow Mountain Village Unit 142, Dover, VT 05356

GORGEOUS VIEWS OF MOUNT SNOW from this bright, airy one-bedroom, top-floor, corner condo in Snow Mountain Village, just minutes to the base area! Recent updates to the building include a new roof and new skylights. The interior has been tastefully updated with wood-tone vinyl flooring, plush bedroom carpet, all new LG appliances, quartz countertop and kitchen cabinets, new bathroom vanity, new

Patricia Fitzpatrick Skihome Realty

9B Snow Mountain Village Unit 142, Dover, VT 05356
/34
$269,000
- 2 Beds
- 1.5 Baths
- 1,059 Sq Ft
394 Haystack Rd Unit 2, Wilmington, VT 05363

Enjoy four-season living in this inviting 2-bedroom, 1.5-bath townhome just a short walk to Haystack Golf Course. Set in a peaceful location with direct Valley Trail and snowmobile access, this well-cared-for home is part of a small HOA with low fees. The main level offers a spacious open layout featuring a cozy wood stove on a slate hearth—perfect for watching the fire roar after a day on the

Chad Lackey Deerfield Valley Real Estate

394 Haystack Rd Unit 2, Wilmington, VT 05363
/51
$989,000
- 3 Beds
- 2.5 Baths
- 3,100 Sq Ft
111 Cooper Hill Rd, Dover, VT 05341

Perched atop scenic Cooper Hill in Dover, Vermont, this welcoming 3-bedroom, 3-bath home is set on over 10 acres with sweeping Mountain views and unforgettable sunrises. The spacious open concept living area and kitchen are ideal for gathering, featuring wood floors, abundant natural light, and a cozy wood burning stove that anchors the space. A generous first floor primary suite offers comfort

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

111 Cooper Hill Rd, Dover, VT 05341
/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
/40
$229,900
- 1 Bed
- 2 Baths
- 848 Sq Ft
11F Snow Tree Ln Unit F, Dover, VT 05356

Be in the heart of the action at the base area of Mount Snow in this light-filled 1-bedroom, 2-bath end unit in the sought-after Snowtree community. Step out your door, stroll across the bridge and parking lot, and hop on the Magic Carpet lift—no need to drive. This well-designed end unit offers extra windows for abundant natural light, a smart floor plan, generous closet space, and two cozy

Chad Lackey Deerfield Valley Real Estate

11F Snow Tree Ln Unit F, Dover, VT 05356
/7
$499,000
- Land
- 30 Acres
- $16,633 per Acre
Lot X Tyanoga Rd, Whitingham, VT 05361

Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and

Adam Palmiter Berkley & Veller Greenwood/Dover

Lot X Tyanoga Rd, Whitingham, VT 05361
/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
/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
/46
$990,500
- 3 Beds
- 4.5 Baths
- 3,318 Sq Ft
42 Sugar House Rd, West Dover, VT 05356

Tucked into the serene hills of Dover, Vermont, this custom crafted mountain home offers the ideal blend of rustic charm and modern comfort just minutes from Mount Snow and The Hermitage Club. Set on a private lot with winter views of both ski mountains, this 3-bedroom(+bonus bedroom), 4.5-bath home features an open-concept layout with soaring cathedral ceilings, exposed beams, and a stunning

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

42 Sugar House Rd, West Dover, VT 05356
/11
$250,000
- Land
- 18 Acres
- $13,889 per Acre
0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

Christine Lewis Brattleboro Area Realty

0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
/6
$795,000
- 3 Beds
- 2 Baths
- 1,267 Sq Ft
635 Vermont Route 100, Wardsboro, VT 05355

Great short term or long term rental for investment or use by a large family. Rent one and enjoy the other. Located 1.6 miles north of Mt. Snow with direct access to VAST from this property. This home was renovated in 2014 including a new roof, windows and doors. Current owners replaced hot tub 2 years ago and a tankless water heater 3 years ago. THIS PROPERTY IS ALSO BEING SOLD WITH LISTING

Ginny Read Read Realty LTD

635 Vermont Route 100, Wardsboro, VT 05355
/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
/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
/28
$395,000
- 2,496 Sq Ft
794 Missing Link Rd, Town of Rockingham, VT 05101

Make this beautifully constructed duplex your home in the woods. Sited on 59 acres of wooded land, you can make use of the trails on foot or bike. enjoy the peace while being just a short drive from Bellows Falls. The home was built from lumber harvested from the property and lovingly built by the present owners. The majority of the land, 53 +- acres, is held in current use with a wood lot plan

John Tolosky Barrett and Valley Associates Inc.

794 Missing Link Rd, Town of Rockingham, VT 05101
/28
$480,000
- 3 Beds
- 2.5 Baths
- 1,842 Sq Ft
15D Snow Tree Ln Unit Clovers D, Dover, VT 05356

This unique townhome in the Snowtree development is located adjacent to the base area at Mount Snow. Head over via the walking bridge to access the magic carpet and tubing area, or take the Snowtree shuttle. If you don't ski you can still easily access the mountain without worrying about parking. Ideal for the ski season, but also summer festivals, hiking, biking, and more. Unlike the condos with

Adam Palmiter Berkley & Veller Greenwood/Dover

15D Snow Tree Ln Unit Clovers D, Dover, VT 05356
/24
$22,000
- 1 Bed
- 2 Baths
- 840 Sq Ft
89 236 Qtr. 2 Grand Summit Way, Dover, VT 05356

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year

Kelly Agrillo Southern Vermont Realty Group

89 236 Qtr. 2 Grand Summit Way, 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
/27
$349,000
- 3 Beds
- 2.5 Baths
- 1,266 Sq Ft
7271 Windham Hill Rd, West Townshend, VT 05359

Charming and meticulously maintained, this classic Vermont A-frame with a tasteful addition offers the perfect blend of character and comfort. Nestled on just under 2 acres, the home features 3 cozy bedrooms, warm wood accents, and inviting living spaces filled with natural light. Whether you're enjoying a quiet morning on the deck or taking in the peaceful surroundings, this property is a true

Carrie Mathews Winhall Real Estate

7271 Windham Hill Rd, West Townshend, VT 05359
/10
$35,000
- Land
- 1.10 Acres
- $31,818 per Acre
4 Antler Loop, Dover, VT 05356

Wooded Acre Close to Skiing at Mount SnowBeautiful wooded parcel less than ten minutes from skiing at Mount Snow and all the attractions in downtown Dover.While the property's address is technically 4 Antler Loop, it's much easier to access off the end of Timberview Road, which is one street up the hill. After passing by a gorgeous home at 15 Timberview, the road swaps over from

David White OwnerEntry.com

4 Antler Loop, Dover, VT 05356
/51
$949,000
- 5 Beds
- 8 Baths
- 7,430 Sq Ft
925 Hinesburg Rd, Brattleboro, VT 05301

Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

Christine Lewis Brattleboro Area Realty

925 Hinesburg Rd, Brattleboro, VT 05301
/16
$275,000
- 2 Beds
- 2 Baths
- 720 Sq Ft
10 Riverfront Dr, Bellows Falls, VT 05101

This recently renovated home is located on and with gorgeous views of the Connecticut River, frontage suitable for a wharf. Two bedrooms, two full baths and a beautifully crafted stone and brick fireplace. A large, private backyard, inviting family gatherings, just minutes to I91 and Okemo Mountain. Motivated Seller

Gale Alger Alger Real Estate Agency

10 Riverfront Dr, Bellows Falls, VT 05101
/51
$575,000
- 3 Beds
- 2.5 Baths
- 2,494 Sq Ft
63 Cooper Hill Rd, Dover, VT 05356

Welcome to the original Cooper family homestead, a timeless treasure nestled on the highly sought-after Cooper Hill Road. This beautifully preserved antique home seamlessly blends historic character with thoughtful modern updates. A newly added composite deck with sleek cable railing is the perfect place to take in the stunning, long-range mountain views stretching over 100 miles toward NH’s Mt.

Michelle O'Neil Deerfield Valley Real Estate

63 Cooper Hill Rd, Dover, VT 05356
/60
$335,000
- 3 Beds
- 1 Bath
- 1,150 Sq Ft
108 Spruce Grove Rd Unit M286, Wilmington, VT 05363

This house sits on a lot that is surrounded by common land so it feels very secluded and private. Newer septic, roof, and main level flooring, and the prior owner did a lot of custom wood paneling with built-ins, and creative decorating which add to its charm. The main level has a mudroom entry with laundry and storage space, full bath, kitchen with open shelving above and cabinets below, newer

Sigrid Pickering Chimney Hill Realty

108 Spruce Grove Rd Unit M286, 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
/35
$765,000
- 3 Beds
- 2 Baths
- 2,170 Sq Ft
27 Stearns Ave, Wilmington, VT 05363

Nestled in the heart of Vermont’s Green Mountains, check out this stunning Moosehead log home. With private, shared access to Lake Raponda just a short walk away, this inviting single-family home seamlessly blends rustic charm, modern comfort, and a serene natural setting. With 2,170 sq. ft. of living space, this 3-bedroom, 2-bath home welcomes you with warmth and tranquility from the moment you

John Redd Skihome Realty

27 Stearns Ave, Wilmington, VT 05363

Showing Results 161 - 200, Page 5 of 11

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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.