Windham County VT Homes for Sale with No HOA Fee

/35
$609,000
- 3 Beds
- 2.5 Baths
- 1,882 Sq Ft
23 Joan's Ridge Rd, Dover, VT 05356

This beautifully maintained 3-bedroom, 2.5-bath contemporary home is located in the desirable Joan's Ridge community, just minutes from Mount Snow and the Hermitage Club. Step into a welcoming mudroom that leads to a cozy living room with a wood-burning fireplace, a dining area, and a fully equipped kitchen. The main level features a spacious primary ensuite bedroom for added convenience.

Jennifer Hovey-Densmore Deerfield Valley Real Estate

23 Joan's Ridge Rd, Dover, VT 05356
/24
$650,000
- 5 Beds
- 2 Baths
- 1,530 Sq Ft
48 Upper Highlands, Dover, VT 05356

Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and

Adam Palmiter Berkley & Veller Greenwood/Dover

48 Upper Highlands, Dover, VT 05356
/21
$609,000
- 2 Beds
- 2 Baths
- 916 Sq Ft
771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360

771 Stratton Mountain Access Rd, Stratton, VT 05155Long Trail House is Stratton’s #1 location for owners who wish to combine personal use with an optional rental offset when not in residence. Walk to Village shops, restaurants and ski lifts. The floor plan for Long Trail House #261 is one of the largest of the 2 bedroom layouts. Master bedrooms has nice views of the Village Common. Great

Andrew King Stratton Real Estate

771 Stratton Mountain Access Rd Unit 261, Stratton, VT 05360
/58
$1,338,000
- 4 Beds
- 3.5 Baths
- 3,400 Sq Ft
1845 Hatch School Rd, Brattleboro, VT 05301

Stunning Contemporary Farmhouse with Expansive Grounds & Ultimate Privacy. Nestled in the heart of nature, this beautifully designed contemporary farmhouse offers the perfect blend of modern comfort and rustic charm. Set on a sprawling property with open fields, mature maple trees, and two serene ponds. Stone walls, a stone barn, and an orchard add to the picturesque landscape. The home features

Richard Caplan Deerfield Valley Real Estate

1845 Hatch School Rd, Brattleboro, VT 05301
/17
$749,000
- Land
- 2.57 Acres
- $291,440 per Acre
Lot 3 Old Mill Ln, Wilmington, VT 05363

Discover an exceptional opportunity to own a 2.57 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by the Wadsworth Design Build, a leading builder in Southern Vermont. Enjoy the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 3 Old Mill Ln, Wilmington, VT 05363
/23
$749,000
- Land
- 1.22 Acres
- $613,934 per Acre
Lot 2 Old Mill Ln, Wilmington, VT 05363

Discover an exceptional opportunity to own a 1.22-acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by the Wadsworth Design Build, a leading builder in Southern Vermont. Enjoy the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 2 Old Mill Ln, Wilmington, VT 05363
/20
$774,000
- Land
- 3.60 Acres
- $215,000 per Acre
Lot 5 Old Mill Ln, Wilmington, VT 05363

Discover an exceptional opportunity to own a 3.6 acre parcel of land located in an exclusive private neighborhood adjacent to the renowned private ski resort, The Hermitage Club in Wilmington, Vermont. This premium lot is the perfect canvas for creating your dream mountain retreat with custom homes to be crafted by the Wadsworth Design Build, a leading builder in Southern Vermont. Enjoy the

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

Lot 5 Old Mill Ln, Wilmington, VT 05363
/36
$998,500
- 4 Beds
- 3.5 Baths
- 2,070 Sq Ft
32 Shattarack Rd Unit B5, Stratton, VT 05360

Ski-in, ski-out Slopeside Townhouse! This meticulously remodeled offers everything you need for an exceptional mountain lifestyle. Inside, you’ll find your choice of two ensuite primary bedrooms, along with two additional spacious bedrooms, providing ample room and privacy for family and guests. Two bedrooms are enhanced with custom-built-ins, blending functionality with stylish design. The

Timothy Apps Four Seasons Sotheby's Int'l Realty

32 Shattarack Rd Unit B5, Stratton, VT 05360
/25
$895,000
- 4 Beds
- 3 Baths
- 2,546 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
/21
$570,000
- 4 Beds
- 3.5 Baths
- 2,604 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
$2,000,000
- 6 Beds
- 4.5 Baths
- 4,950 Sq Ft
43 Upton Rd, Dover, VT 05356

The best of both worlds... High end luxury in this Post & Beam home on a private 35+ acre wooded lot with direct ski trail views of Mount Snow, yet just over a mile to the ski area. It's nearly impossible to find this kind of privacy so near mountain. This spectacular 6 bedroom, 4.5 bath Post & Beam home was built in 2007 and no expense was spared in the construction. Features include a high end

Adam Palmiter Berkley & Veller Greenwood/Dover

43 Upton Rd, Dover, VT 05356
/22
$345,000
- 3 Beds
- 1.5 Baths
- 1,100 Sq Ft
7224 Vermont Route 100, Wardsboro, VT 05360

Lovely updated efficient chalet on 10 acres just up from the main entrance to Mount Snow. This cute home has great functional space without being overly large to maintain. The current owners have recently updated the heating system, roof, kitchen, bath, etc, to afford turn key enjoyment. Enter to a large great room with updated kitchen and breakfast bar, living room with wood stove, propane

Adam Palmiter Berkley & Veller Greenwood/Dover

7224 Vermont Route 100, Wardsboro, VT 05360
/20
$169,000
- 2 Beds
- 1 Bath
- 336 Sq Ft
181 Townshend Dam Rd, Wardsboro, VT 05355

This is a 4 acre lot with two different older mobile home trailers. Addresses are 181 and 203 Townshend Dam Road, Wardsboro. One shared drilled well, two separate septic's. One lot has a 2bedroom 1bath trailer and the other is a 1bedroom, 1bath trailer. Both are currently rented. One tenant will be moving out in January 2025, the other is occupied. This is a nice level lot with the potential to

Julie Lowe Lowe's Real Estate, LLC

181 Townshend Dam Rd, Wardsboro, VT 05355
/19
$215,000
- 3 Beds
- 1 Bath
- 636 Sq Ft
30 Water St, Jamaica, VT 05343

Discover the Acorn, a picturesque retreat nestled on the banks of the scenic West River in Jamaica, Vermont. This unique home, a beautifully converted sugar shack, offers an enchanting taste of rustic charm, perfect for those seeking a serene getaway. Ideal for nature lovers and outdoor enthusiasts, the Acorn sits close to the renowned ski resorts of Stratton Mountain and Mount Snow, providing a

Daire Gibney Barrett and Valley Associates Inc.

30 Water St, Jamaica, VT 05343
/18
$625,000
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
9 Cooper Hill Rd, Dover, VT 05341

Discover your private sanctuary nestled on 6 breathtaking acres of natural beauty. This charming 4-bedroom, 2-bathroom home offers a serene retreat with endless possibilities. Enjoy direct access to snowmobile trails that wind through the property, perfect for year-round outdoor adventures. Unwind in the hot tub, store your gear in the dedicated snowmobile garage, or find peace by the private

Carrie Mathews Winhall Real Estate

9 Cooper Hill Rd, Dover, VT 05341
/42
$875,000
- 4 Beds
- 3.5 Baths
- 3,553 Sq Ft
37 Pleasant View Ln, Wilmington, VT 05363

Seeking an upscale but also rustic, Vermont retreat? Looking for privacy but convenience to amenities? Love a water feature and a mountain view? Need a place to host large gatherings but also cozy enough for a romantic weekend getaway? This is just the place. Tucked away on a private road sits this spacious 4 bedroom, 3.5 bath, true log home with an excellent layout over 3 finished floors. All

Jacki Murano Southern Vermont Realty Group

37 Pleasant View Ln, Wilmington, VT 05363
/45
$515,000
- 3 Beds
- 2 Baths
- 1,943 Sq Ft
24 Antler Loop, West Dover, VT 05356

This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views.

Jennifer Hovey-Densmore Deerfield Valley Real Estate

24 Antler Loop, West Dover, VT 05356
/21
$625,000
- 4 Beds
- 3 Baths
- 2,346 Sq Ft
5 Alpine Loop Rd, Dover, VT 05356

Tremendous opportunity to own an updated chalet at the base of the Mount Snow ski resort and Carinthia Freestyle Terrain Park. This charming home sits nestled on a quite loop just south of the mountain with direct walking and hiking trail access. The home features a large open floor plan with updated kitchen, stainless appliances, granite counters, and island, sunny living room with wood burning

Adam Palmiter Berkley & Veller Greenwood/Dover

5 Alpine Loop Rd, Dover, VT 05356
/30
$429,000 Open Sun 12PM - 3PM
- 2 Beds
- 2 Baths
- 1,127 Sq Ft
27 Haymaker Ln Unit 9H, Wilmington, VT 05363

Cozy convenience on Haystack Mountain adjacent to The Hermitage Club and just a short drive to Mount Snow and downtown Wilmington. This 2 bedroom/2 bathroom unit has an open living space perfect for entertaining and highlighted by the fieldstone fireplace ambiance to warm you apres ski/hike or snowshoe. The unit is being offered furnished and ready to enjoy this season and year round with access

Cordelia Garofalo Deerfield Valley Real Estate

27 Haymaker Ln Unit 9H, Wilmington, VT 05363
/13
$180,000
- Land
- 64 Acres
- $2,795 per Acre
582 Hartley Hill Rd, Westminster, VT 05158

Near the crest of Hartley Hill, 64 acres of wooded land offers a peaceful country setting, with westerly views, ideal for a primary or a vacation home. With some selective clearing, a suitable building site could be located at the front of the lot, backed by a beautiful ridge and ample trees for future firewood. Located in Westminster, an easy commute to the village of Saxtons River, home to VT

Heidi Bernier Berkley & Veller Greenwood Country

582 Hartley Hill Rd, Westminster, VT 05158
/46
$2,999,000
- 7 Beds
- 7.5 Baths
- 8,718 Sq Ft
1324 Middle Rd, Brattleboro, VT 05301

Truly a rare and remarkable property. This custom home was lovingly designed and constructed in 2005 with a clear vision for bringing the Vermont scenery in, while maintaining the rustic charm befitting a country estate. The main house features gorgeous exposed timber frame construction throughout, natural wood flooring, paneling, and trim, extensive artisan stonework inside and out, including 3

Adam Palmiter Berkley & Veller Greenwood/Dover

1324 Middle Rd, Brattleboro, VT 05301
/27
$499,000
- 1 Bed
- 1 Bath
- 841 Sq Ft
19 Village Lodge Rd Unit 304, Stratton, VT 05155

It’s all about location! Landmark is located within Stratton Mountain Resorts iconic clock tower, nestled within the heart of the village. This 1 bedroom plus bonus room, 1 bath Landmark unit is at the center of all that Stratton Mountain has to offer and is walking distance to village restaurants and shops. Enjoy the ease of two parking spaces, one on the upper deck and another one in the

MaryKate Grey Stratton Real Estate

19 Village Lodge Rd Unit 304, Stratton, VT 05155
/60
$159,000
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
7 Deepwood Park, Brattleboro, VT 05301

Price improvement!!! Charming one level mobile home with addition in Tri Park Co-op. 3 bedrooms, 2 bathrooms, eat in kitchen, large living room, den/other room, large back deck for entertaining and BBQs and a full concrete foundation!!! Great property! Don't miss this opportunity! Seller to pay buy in fee to the park for buyer at time of closing!!!

Emily Lagerberg R.H. Thackston & Company

7 Deepwood Park, Brattleboro, VT 05301
/4
$250,000
- Land
- 1.57 Acres
- $159,236 per Acre
0 Gold Medal Cir Unit Lot 1 5023219, Stratton, VT 05155

This is lot #1 in the Powers Subdivision, which is the closest lot to Mountain Rd, giving you access to Stratton's Sunbowl entrance less than a mile away. Lot #1 is 1.57 acres and has views of Stratton Mountain. This Gold Medal Circle area of the Powers Subdivision has 11 lots, 2.71 acres of common land with a pond, and 69.06 of conservation land. Permits are in place with the State of Vermont

Ross Powers TPW Real Estate

0 Gold Medal Cir Unit Lot 1 5023219, Stratton, VT 05155
/54
$384,000
- 3 Beds
- 1.5 Baths
- 1,400 Sq Ft
24 Blackberry Lane Private, Dover, VT 05356

Just in time for ski season, this cozy and pristine Amish-built expanded 3-bedroom plus loft log cabin offers the perfect blend of rustic charm and modern comfort, located just minutes from Mount Snow. The thoughtfully designed floor plan includes a full bedroom and bath on the first level as well as laundry, a wonderful loft, and an additional sitting room with a propane stove, creating a warm

Erica Reynolds Southern Vermont Realty Group

24 Blackberry Lane Private, Dover, VT 05356
/9
$50,000
- 2 Beds
- 1 Bath
- 924 Sq Ft
189 Shady Pines Park, Westminster, VT 05158

1981 Skyline Homette mobile home in Shady Pines Park in Westminster. Very affordable approach to housing. Convenient to Rt. 91, Bellows Falls, Putney, Walpole, Brattleboro. Buyer will need to apply to Shady Park for approval. Property is being sold "as is".

John Hatton Berkley & Veller Greenwood Country

189 Shady Pines Park, Westminster, VT 05158
/58
$675,000
- 3 Beds
- 2.5 Baths
- 2,720 Sq Ft
58 Buckboard Dr, Dover, VT 05356

Significant Price Improvement! This beautifully updated mountain retreat in the desirable Dover Hills is just 5 miles from Mount Snow and 30 minutes to Stratton. Thoughtful renovations have transformed the home with a brand-new kitchen featuring a quartz island, copper sink, high-end appliances, custom lighting, and a bar area with wine fridge and sink—perfect for après-ski entertaining. The

Erica Reynolds Southern Vermont Realty Group

58 Buckboard Dr, Dover, VT 05356
/9
$50,000
- 2 Beds
- 1 Bath
- 924 Sq Ft
189 Shady Pines Park, Westminster, VT 05158

1981 Skyline Homette mobile home in Shady Pines Park in Westminster. Very affordable approach to housing. Convenient to Rt. 91, Bellows Falls, Putney, Walpole, Brattleboro. Buyer will need to apply to Shady Park for approval. Property is being sold "as is".

John Hatton Berkley & Veller Greenwood Country

189 Shady Pines Park, Westminster, VT 05158
/22
$299,000
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
6738 Vermont Route 100, Wardsboro, VT 05355

This charming 1500 square foot manufactured home, located just over 3 miles from Mount Snow Ski Resort and a 15-minute drive to Stratton Mountain Resort, offers a perfect blend of comfort and convenience for mountain enthusiasts. 3 bedrooms and 2 bathrooms, this home provides ample space for family or guests. Inside, the open-plan living area is both cozy and spacious, featuring warm wood

Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

6738 Vermont Route 100, Wardsboro, VT 05355
/15
$850,000
- Land
- 52 Acres
- $16,368 per Acre
0 W Hill Rd, Jamaica, VT 05343

The 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. Lot 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very unique,

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/11
$665,000
- Land
- 69 Acres
- $9,653 per Acre
0 W Hill Rd, Jamaica, VT 05343

The 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. Lot 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a solid

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/8
$355,000
- Land
- 35 Acres
- $10,281 per Acre
0 W Hill Rd, Jamaica, VT 05343

The 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. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need to be

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/7
$235,000
- Land
- 15 Acres
- $15,390 per Acre
0 W Hill Rd, Jamaica, VT 05343

The 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. Lot 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot

Thom Milke Fountains Land Inc.

0 W Hill Rd, Jamaica, VT 05343
/26
$29,000
- 1 Bed
- 1 Bath
- 673 Sq Ft
215 Qtr.4, 89 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

215 Qtr.4, 89 Grand Summit Way, Dover, VT 05356
/10
$250,000
- Land
- 23 Acres
- $10,823 per Acre
184 Dupre Dr, Guilford, VT 05301

Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

A.J. Bellville Bellville Realty

184 Dupre Dr, Guilford, VT 05301
/10
$350,000
- Land
- 7 Acres
- $49,435 per Acre
103 Schoolbus Depot Rd, Town of Rockingham, VT 05101

Located between Chester and Bellows Falls, just a mile from exit 6 off I-91, the opportunity for development awaits your ideas. Easy access, level parcel for either commercial ventures, gardens, or home. Land consists of two parcels separated by School Bus Depot Road totaling 7.08 acres. The island parcel gives excellent exposure to Route 103 for terrific signage. 103 is a high traffic corridor

Heidi Bernier Berkley & Veller Greenwood Country

103 Schoolbus Depot Rd, Town of Rockingham, VT 05101
/11
$639,000
- 5 Beds
- 3 Baths
- 5,424 Sq Ft
53 N Main St, Wilmington, VT 05363

Formerly listed in the Wilmington Town Records as a Commercial Property, however, the owners changed that designation to Residential including a one bed./one bath apartment and (2) two bedroom, one bath apartments and a 7 bedroom/7.5 half bath once an Inn. The current owner is in the process of installing egress windows in all bedrooms in the Inn. The current owner has also electrified all smoke

Ginny Read Read Realty LTD

53 N Main St, Wilmington, VT 05363
/60
$189,000
- 1 Bed
- 1 Bath
- 624 Sq Ft
17 Snow Tree Ln Unit Ledges B, Dover, VT 05356

What a GREAT SNOW Year so far! Like "The Old Days".... The snow is plentiful and the skiing is too in 2025! Amazing convenience and proximity to The Mount Snow Ski Resort! Views of the mountain. These owners have upgraded the condo to include a gas heating fireplace insert, unique and useful cabinetry and open pass through set up into the bedroom for light, air circulation, privacy and

Steve Goldfarb Deerfield Valley Real Estate

17 Snow Tree Ln Unit Ledges B, Dover, VT 05356
/30
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
0 Upper Dam Rd Unit 5019848, Wilmington, VT 05363

Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your getaway home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

Sigrid Pickering Chimney Hill Realty

0 Upper Dam Rd Unit 5019848, Wilmington, VT 05363
/37
$50,000
- Land
- 0.93 Acre
- $53,763 per Acre
0 Upper Dam Rd Unit 5019824, Wilmington, VT 05363

Double lot on top of the Hill! Recent soil tests say this looks good for a 3-bedroom home! If you've been thinking of building your dream home, this is a great spot. Walk to the Clubhouse, seasonal views, about 2,400' in elevation, facing SE. Enjoy all the amenities Chimney Hill offers including year-round swimming, in-season tennis, basketball, pickleball, ice skating, pond fishing, hiking,

Sigrid Pickering Chimney Hill Realty

0 Upper Dam Rd Unit 5019824, Wilmington, VT 05363

Showing Results 161 - 200, Page 5 of 7

Vermont Windham County

How to Buy a Home How to Finance a Home How to Sell a Home

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.