Windham County VT Homes for Sale with No HOA Fee

/39
$210,000
- Land
- 30 Acres
- $6,977 per Acre
184 Schoolhouse Rd, Jamaica, VT 05343

Jamaica, Vermonts hidden gem! Experience this wonderful 30.1+/- acre forested parcel with views of the local mountains. The land gently slopes to the southeast, perfect for solar, but better yet, utility lines are located along much of the frontage! Bounded on two sides by classic stone walls, there is a woods road that travels through the property making exploration easy. Jamaica has NO local

Curtis Trousdale Preferred Properties

184 Schoolhouse Rd, Jamaica, VT 05343
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/7
$125,000
- Land
- 10 Acres
- $12,195 per Acre
0 W Hill Rd, Jamaica, VT 05343

IntroductionThe Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Four of the five parcels have frontage on the newly constructed 20 foot wide

Thom Milke Fountains Land

0 W Hill Rd, Jamaica, VT 05343
/38
$520,000
- 3 Beds
- 3 Baths
- 2,040 Sq Ft
829 Pennel Hill Rd, Halifax, VT 05342

Spacious cabin set on 16.4 acres with stream and pond. Open main living area features hardwood floors, vaulted ceilings with skylights, exposed beams, and an efficient wood stove. Updated kitchen includes stainless steel appliances and breakfast bar seating.Main level bedroom with shared en suite bathroom featuring claw foot tub and walk-in shower. Spiral staircase leads to primary suite with

Megan Quinn Southern Vermont Realty Group

829 Pennel Hill Rd, Halifax, VT 05342
/40
$899,000
- 5 Beds
- 5 Baths
- 6,570 Sq Ft
359 Chaves Rd, Londonderry, VT 05148

Experience the best of Vermont in this private mountain retreat, perfectly located near Magic, Bromley, Okemo, and Stratton Mountains for skiing, as well as cross-country trails and Lowell Lake. Situated on 36 picturesque acres, the driveway winds past a neighboring pond to reveal a home with a level grassy yard, perfect for lawn games and evenings around the fire pit.This 5-bedroom expanded cape

Julie Citron RE/MAX Four Seasons

359 Chaves Rd, Londonderry, VT 05148
/58
$825,000
- 4 Beds
- 3.5 Baths
- 3,588 Sq Ft
524 Reilly Rd, Londonderry, VT 05148

Are you looking for a home with spectacular views of Stratton Mountain and seated on a private lot? Look no further. This home has it all. Spectacular views, soaring spacious rooms and more in this stunning Vermont log home. Vaulted ceilings and a dramatic stone fireplace framed by multiple windows looking out at your full wrap around deck and the slopes of Stratton across the open fields.

Lynn Rawson Berkshire Hathaway HomeServices Stratton Home

524 Reilly Rd, Londonderry, VT 05148
/54
$769,000 Open Sat 2PM - 4PM
- 5 Beds
- 4.5 Baths
- 2,600 Sq Ft
544 Dalewood Rd, Jamaica, VT 05343

Exceptional Vermont Retreat – Turnkey & Fully Furnished! Welcome to this beautifully maintained 5-bedroom, 5-bathroom contemporary home, offering a perfect mix of spacious comfort and cozy charm. Nestled in a peaceful neighborhood, and just 4 miles from SunBowl and minutes from the base lodge, this home features three en-suite bedrooms,two additional bedrooms, and a flexible extra room ideal for

Rachel Febbie EXP Realty

544 Dalewood Rd, Jamaica, VT 05343
/29
$549,000
- 3 Beds
- 2 Baths
- 2,188 Sq Ft
103 Dover Hill Rd, East Dover, VT 05341

Lovely custom home just outside the town of Dover, near the Mount Snow ski resort and village of Wilmington, and near Lake Whitingham, with easy access near a paved town road. This cozy Vermont retreat sits on 14+ acres with established walking trails, a large pond, perennial landscaping, gorgeous stone walls, and more. The custom home is being offered by the original owners and features a large

Adam Palmiter Berkley & Veller Greenwood/Dover

103 Dover Hill Rd, East Dover, VT 05341
/29
$549,000 Open Sat 12PM - 2PM
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
176 Pratt Bridge Rd, Jamaica, VT 05343

Meticulously maintained and in pristine condition, this exceptional home has been lovingly cared for by the same family for over 50 years. Set back on a level, tree-lined lot on a quiet dead-end road, the home offers serenity and privacy while still being just a short drive to Stratton Mountain. Oversized windows throughout flood the interior with natural light, highlighting the soaring cathedral

Carrie Mathews Winhall Real Estate

176 Pratt Bridge Rd, Jamaica, VT 05343
/60
$749,000
- 3 Beds
- 2 Baths
- 2,487 Sq Ft
228 Partridge Rd, East Dummerston, VT 05346

This artist/owner-designed, one-of-a-kind, multi-level residence is thoughtfully built into the natural slope of a serene & private 12-acre property, in highly sought-after Dummerston, VT. The custom, 6-level home offers an inspired blend of artisanal craftsmanship, premium materials, & contemporary design, w/each gracefully staggered level flowing along the long axis of the home. Premium,

Dan Normandeau Berkley & Veller Greenwood Country

228 Partridge Rd, East Dummerston, VT 05346
/58
$745,000
- 3 Beds
- 2 Baths
- 2,284 Sq Ft
55 View Point Rd, Putney, VT 05346

EXTREMELY RARE - DRAMATIC, ELEVATED, and EXPANSIVE VIEW!!! DEAD-END road location with 11.96 acres – AT LEAST 2 acres of level grade which is very rare to have with such stupendous views! ONLY 3 miles to Putney Village. Only 4 miles to Interstate 91. Views across and down the Connecticut River valley into NH. Amazing sunrises, as well as southern exposure / solar gain. If views, privacy,

Dan Normandeau Berkley & Veller Greenwood Country

55 View Point Rd, Putney, VT 05346
/59
$599,000 Open Sat 11AM - 1PM
- 2 Beds
- 2.5 Baths
- 2,599 Sq Ft
290 Roel Rd, Brattleboro, VT 05301

Welcome to your dream Vermont retreat. Tucked away on 15.6 private acres at the end of a quiet country road, this 2-bedroom, 2.5-bathroom home offers an inspiring blend of rustic elegance and modern comfort. Surrounded by mature oaks and sweeping views of Mount Monadnock, Black Mountain, and the rolling green hills. This home features classic post & beam construction, soaring cathedral ceilings,

Flex Realty Group Flex Realty

290 Roel Rd, Brattleboro, VT 05301
/28
$599,000 Open Sun 10AM - 12PM
- 6 Beds
- 3.5 Baths
- 2,766 Sq Ft
624 Boyd Hill Rd, Wilmington, VT 05363

Spacious 6-Bedroom Ski & Lake Home in Vermont – Perfect for All SeasonsEscape to the beauty of Vermont in this stunning 6-bedroom, 4-bathroom retreat—perfectly situated for year-round adventure between the slopes and the lake. While you’re gathering with loved ones, this warm and welcoming home offers space, style, and all the comforts you need to relax and reconnect.Inside, enjoy a chef’s

Jason Saphire www.HomeZu.com

624 Boyd Hill Rd, Wilmington, VT 05363
/17
$299,000
- 2 Beds
- 2 Baths
- 924 Sq Ft
5 Mountain Village, Dover, VT 05356

Renovated, flexible-use condo in a prime Mount Snow location—just minutes from the base area and on the mountainside of the access road! This 2-bedroom, 2-bath layout is ideal for vacation use or rental income, with a private suite that functions as a lockout unit. Use one side and rent the other, rent both, or enjoy as a full 2-bedroom unit—simply open or close the interior connecting doors. The

Erica Reynolds Southern Vermont Realty Group

5 Mountain Village, Dover, VT 05356
/28
$195,000
- 2 Beds
- 2 Baths
- 1,098 Sq Ft
274/76Qtr.1-4 Grand Summit Way, Dover, VT 05356

FULL ownership of this sleep 10 condo comprises of two units. Unit 276 has a private bedroom with a queen bed, queen sleeper sofa and queen murphy bed in the living area. Kitchenet and a full bath with an extra large covered balcony. Adjoining room 274 has 2 king beds and a full bath. Units are located on the base area side of the hotel. Wake up to the Grand Summit Express and the Bluebird lifts

Kelly Agrillo Southern Vermont Realty Group

274/76Qtr.1-4 Grand Summit Way, Dover, VT 05356
/28
$205,000
- 2 Beds
- 1 Bath
- 844 Sq Ft
8577 Vermont 30 Unit H, Jamaica, VT 05343

Welcome to The Willows—where convenience, comfort, and value come together in this well-appointed 2 bedroom, 1 bathroom condominium. Set privately back from Route 30, this thoughtfully maintained unit offers peaceful surroundings just two minutes from Stratton’s Access Road and within easy reach of Jamaica State Park and the West River.Ideal for first-time homebuyers or those looking to purchase

Tara van de Velde Four Seasons Sotheby's Int'l Realty

8577 Vermont 30 Unit H, Jamaica, VT 05343
/16
$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
/27
$539,000
- 3 Beds
- 2.5 Baths
- 2,150 Sq Ft
16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356

Rare Rare Rare! There are only 2 townhomes of this style at the desirable Snowtree development, and this particular 3 bedroom, 3 bath has been completely renovated. Walk out your private entry to the base area at Mount Snow via the convenient stream crossing bridge to access the magic carpet and tubing area, ideal for the ski season, but also any summer festivals. If someone doesn't ski they can

Adam Palmiter Berkley & Veller Greenwood/Dover

16A Snow Tree Ln Unit Cedars 1, Dover, VT 05356
/20
$495,000
- 3 Beds
- 3 Baths
- 2,400 Sq Ft
21 Howard St, Brattleboro, VT 05301

This beautiful Victorian home is just a short stroll from vibrant Brattleboro and has access to a huge town trail network. Nicely landscaped and has a partially fenced yard for pets or children. The house has lovely Victorian detailing and includes 3 covered porches. The formal entry has hardwood flooring, period staircase, stained glass window and a 3/4 bath. The adjacent front parlor includes

Robert Doyle Berkley & Veller Greenwood Country

21 Howard St, Brattleboro, VT 05301
/23
$350,000
- 3 Beds
- 2.5 Baths
- 1,440 Sq Ft
61 Country Club Rd, West Dover, VT 05356

Charming 3-Bedroom Condo Just Minutes from Mount Snow!Welcome to your perfect Vermont getaway! This beautifully maintained 3-bedroom, 2.5-bath condo is ideally located in Southern Vermont, just minutes from the renowned Mount Snow Ski Resort and the Mount Snow Golf Course. Whether you're an outdoor enthusiast or seeking a peaceful retreat, this property offers the best of all seasons.Step inside

Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

61 Country Club Rd, West Dover, VT 05356
/44
$550,000
- 3 Beds
- 2.5 Baths
- 2,023 Sq Ft
6940 Coolidge Hwy, Guilford, VT 05301

Located just north of the Massachusetts border, this home with two car detached garage is conveniently just 15 minutes from both Greenfield and Brattleboro.As you step inside to the mudroom you'll enter the coziest of kitchens radiating warmth and character. Featuring a wood stove, a stunning brick hearth with beehive oven, wooden beams adding rustic charm, while a cathedral ceiling keeps the

Rebecca Seymour Brattleboro Area Realty

6940 Coolidge Hwy, Guilford, VT 05301
/28
$625,000
- 5 Beds
- 3.5 Baths
- 2,240 Sq Ft
47 Ives Rd, Wilmington, VT 05363

Unique spacious log home near the Hermitage Ski Club with easy access to the resort, direct snowmobile trail access, and tremendous privacy. Also just down the access road from the Mount Snow ski resort, nearby country village of Wilmington for shopping and dining, and gorgeous area lakes. This updated rustic retreat sits on a level lot with ample parking, winter exposure to the east, and a gear

Adam Palmiter Berkley & Veller Greenwood/Dover

47 Ives Rd, Wilmington, VT 05363
/18
$230,000
- 1 Bed
- 2 Baths
- 848 Sq Ft
11B Snow Tree Ln Unit Birches B, Dover, VT 05356

Amazing nearby access directly across to the magic carpet at Mount Snow! This lovely updated Snowtree condo is located at the base of the Mount Snow ski resort with easy access to the mountain, as well as convenient amenities and full maintenance for peace of mind. This unit has been renovated to be more functional for sleeping and entertainment than a typical one bedroom. There is a large living

Adam Palmiter Berkley & Veller Greenwood/Dover

11B Snow Tree Ln Unit Birches B, Dover, VT 05356
/39
$565,000
- 3 Beds
- 2 Baths
- 2,252 Sq Ft
60 Robbins Rd, Dover, VT 05341

Set on nearly 12 acres of rolling lawn and lush gardens, this bright and sunny Cape blends charm, comfort, and space to unwind. The open-concept living area is bathed in natural light, with large windows framing the beauty of the outdoors. The updated kitchen features a spacious island, stainless steel appliances, and a gas range—perfect for cooking and entertaining. The first-floor primary suite

Patrice Schneider Southern Vermont Realty Group

60 Robbins Rd, Dover, VT 05341
/20
$250,000
- 1 Bed
- 1 Bath
- 640 Sq Ft
3C Snow Mountain Village Unit 113, Dover, VT 05356

The special assessment on this unit has been paid in full! Don’t miss out on this incredible opportunity to own a cozy mountain getaway at Snow Mountain Village! This beautifully updated 1 bed, 1 bath condo offers the perfect balance of comfort and convenience. With breathtaking mountain views right from your first-floor patio, you can relax and enjoy the natural beauty of the area

Carrie Mathews Winhall Real Estate

3C Snow Mountain Village Unit 113, Dover, VT 05356
/36
$590,000
- 3 Beds
- 3 Baths
- 2,704 Sq Ft
4138 W Hill Rd S, Jamaica, VT 05343

This three-bedroom, three-bath custom-built log home is situated on 2.37 acres in a tranquil mountain setting just minutes from skiing. Built with double tongue-and-groove log construction, the cozy home provides the warm wood interior one would expect. The open-concept main level focuses on the fieldstone hearth, wood stove, and beautiful oak floors. A covered porch in the front of the home

Patricia Fitzpatrick Skihome Realty

4138 W Hill Rd S, Jamaica, VT 05343
/34
$545,000
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
4 Summit Meadows Ln, Dover, VT 05356

This well-maintained 3-bedroom, 2-bath home is set back from the road, offering privacy and scenic winter views of Haystack Mountain from the inviting living room with a cozy gas fireplace. The open-concept main level features a spacious mudroom with laundry, a guest bedroom, a full bath, and a bright living, dining, and kitchen area. Upstairs, you'll find two additional bedrooms and a second

Jennifer Hovey-Densmore Deerfield Valley Real Estate

4 Summit Meadows Ln, Dover, VT 05356
/27
$299,000
- 2 Beds
- 2 Baths
- 896 Sq Ft
5 Mountain Village Unit 127, Dover, VT 05356

The special assessment for this unit has been paid in FULL!! An overall tremendous value for a prime location and direct Mount Snow views, this bright and spacious 2-bedroom, 2-bath Snow Mountain Village condo offers functionality and amazing convenience. There is Moover shuttle service to the lifts, restaurants, and shops. Upon entering this well maintained unit, is a mudroom for ski gear and

Prema Fitzpatrick Skihome Realty

5 Mountain Village Unit 127, Dover, VT 05356
/51
$329,000 Open Sun 11AM - 2PM
- 3 Beds
- 2 Baths
- 1,538 Sq Ft
442 S Wardsboro Rd, Newfane, VT 05345

This historic 3-bedroom Cape home offers charm, comfort and a rare connection to nature. Perched on a knoll above the Wardsboro Brook, the home is perpetually filled with the soothing sounds of water flowing. The first floor features the main living area enhanced by period built-ins, wood floors and large windows flooding each room with natural light. A small but efficient kitchen opens into a

Laura D'Angelo Berkley & Veller Greenwood Country

442 S Wardsboro Rd, Newfane, VT 05345
/19
$249,000
- Land
- 30 Acres
- $8,275 per Acre
189 North St, Dover, VT 05356

Discover the perfect Vermont retreat on this 30.09 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you envision a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

189 North St, Dover, VT 05356
/16
$85,000
- Land
- 10 Acres
- $8,500 per Acre
Lot 4 North St, Dover, VT 05431

Discover the perfect Vermont retreat on this 10.00 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you envision a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 4 North St, Dover, VT 05431
/10
$95,000
- Land
- 10 Acres
- $9,360 per Acre
Lot 3 North St, Dover, VT 05431

Discover the perfect Vermont retreat on this 10.15 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you envision a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 3 North St, Dover, VT 05431
/9
$125,000
- Land
- 10 Acres
- $11,927 per Acre
Lot 2 North St, Dover, VT 05431

Discover the perfect Vermont retreat on this 10.48 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you envision a

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 2 North St, Dover, VT 05431
/14
$249,000
- 3 Beds
- 1 Bath
- 1,144 Sq Ft
17 Wardon Rd, Putney, VT 05346

One level living in the Southeastern Vermont town, Putney. This 3 bedroom ranch style home is located 3 miles from the village in the rural neighborhood of East Putney. Scenic fields, a historic cemetery, woods and streams greet visitors to East Putney. Just half a mile down the lane is the historic Pierce's Hall Community Center, with monthly Contra Dances and other family friendly activities.

Jody Graves Berkley & Veller Greenwood Country

17 Wardon Rd, Putney, VT 05346
/23
$199,000
- 6 Beds
- 4 Baths
- 2,764 Sq Ft
233 Bluebrook Rd, Dover, VT 05356

The property is situated in a desirable location, making it an attractive option for potential buyers or investors. However, it requires significant renovations to enhance its overall appeal and functionality. Currently configured as a three-family residence, the house presents opportunities for conversion or improvement to maximize rental income or create a single-family home, depending on the

Regina Perrotto Skihome Realty

233 Bluebrook Rd, Dover, VT 05356
/9
$465,000
- 7 Beds
- 4 Baths
- 3,551 Sq Ft
1950 N Main St, Londonderry, VT 05148

This is a unique, one of a kind, versatile, "blank canvas" opportunity. This is a 3 unit multi-family, fully rented/money making full time property now.. but, use your imagination, create your vision of what this premier location could be. Zoned BOTH commercial AND residential.. this property could be a fabulous restaurant with rivers edge al fresco dining or...a potential location for a new

Wilkie Bushby TPW Real Estate

1950 N Main St, Londonderry, VT 05148
/11
$159,000
- Land
- 4.53 Acres
- $35,099 per Acre
41 Old Depot Rd, Putney, VT 05346

This is a unique lot! Not only is it a rare, in town Putney village lot but the topography and adventure you will be surrounded in, will pique your senses everyday. We begin with a ROW driveway, which sets you back from the road for ultimate privacy. There is a 3-bedroom septic design, a well quote, and power is on the road. Beyond this is where the adventure begins; there is a gully that leads

Victoria Woods Brattleboro Area Realty

41 Old Depot Rd, Putney, VT 05346
/35
$225,000
- Land
- 12 Acres
- $18,160 per Acre
712 Stimpson Hill Rd, Whitingham, VT 05361

Discover this stunning and private 12+ acre parcel, bathed in sunshine and nestled on a quiet dead-end road. Featuring a beautiful open meadow framed by classic stone walls, this idyllic setting offers the perfect location for building your dream home. The property comes ready with essential infrastructure, including; State of Vermont wastewater permit with an approved septic design for a

Monique White Deerfield Valley Real Estate

712 Stimpson Hill Rd, Whitingham, VT 05361
/38
$299,000
- 3 Beds
- 2.5 Baths
- 1,200 Sq Ft
301C Vermont Route 100 Unit C, Dover, VT 05356

Charming 3-bedroom, 2.5-bath condo located just one mile from Mount Snow! This cozy mountain getaway offers views of the slopes from the living room and back deck and offers easy access to the Moover shuttle—just steps away. Inside, you’ll find a warm and welcoming space featuring new granite counter tops in the kitchen and a recently installed heat pump providing efficient heating in the winter

Chad Lackey Deerfield Valley Real Estate

301C Vermont Route 100 Unit C, Dover, VT 05356
/40
$297,000
- 3 Beds
- 1 Bath
- 1,240 Sq Ft
311 Dover Rd, Williamsville, VT 05362

Charming Vermont home with 3 spacious bedrooms, and a bonus room with plenty of potential! With a first floor bedroom, bathroom and two bedrooms upstairs, this home can work well for most lifestyles and stages of life. The bonus room offers a tremendous amount of space that can be used as an office, yoga space, playroom or even converted into a bathroom to offer the perfect primary en-suite bath.

Prema Fitzpatrick Skihome Realty

311 Dover Rd, Williamsville, VT 05362
/23
$1,150,000
- 6,442 Sq Ft
69-71 Elliot St, Brattleboro, VT 05301

Prime commercial opportunity in the heart of downtown Brattleboro. This mixed-use property features seven residential apartments on the upper levels and five ground-floor commercial units. Two retail spaces have direct frontage on Elliot Street, offering strong visibility, while three others open onto the Harmony Lot pedestrian area, a centrally located public parking and business zone. The

Erica Reynolds Southern Vermont Realty Group

69-71 Elliot St, Brattleboro, VT 05301

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