Windham, VT Homes

/41
$8,950,000
- 6 Beds
- 10 Baths
- 13,393 Sq Ft
370 Fischer Ln, Jamaica, VT 05343

Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark

Dia Jenks LandVest, Inc/Woodstock

370 Fischer Ln, Jamaica, VT 05343
/34
$4,800 per month
- 3 Beds
- 2 Baths
- 1,342 Sq Ft
- House for Rent
4027 Vermont Route 100, Wardsboro, VT 05355

Enjoy the natural beauty of the Wardsboro Brook right in your backyard while warming up after a day on the slopes by the firepit. After warming up, soothe any tension away in your muscles in the outdoor hot tub and top it off with time in the sauna.The open floor plan of the main living area has vaulted ceilings, a full kitchen and dining room with a partially opened wall equipped for a

Peggy O'neill Cummings & Co

4027 Vermont Route 100, Wardsboro, VT 05355
/44
$510,000 Sold Jul 30, 2025
- 1,488 Sq Ft
- $343/SF
- 68 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1965
592 Vermont Route 100, Stratton, VT 05360

6 Bed/4 Bath Expansive Chalet! Located in Stratton, minutes north of Mount Snow. Loft, den, two kitchens offer incredible space, flexibility, and potential across three full levels. Floor plan accommodates large groups, setting that offers easy access to skiing, snowmobiling, all-season recreation, and the Stratton Town Forest. Main floor welcomes you with soaring brick fireplace anchoring the

Jacki Murano Southern Vermont Realty Group

592 Vermont Route 100, Stratton, VT 05360

/36
Est $513,951 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,050 Sq Ft
208 Shady Ln, West Wardsboro, VT 05360

208 Shady Ln, West Wardsboro, VT 05360

/46
$210,000
- Land
- 30 Acres
- $6,977 per Acre
184 Schoolhouse Rd, Jamaica, VT 05343

Jamaica, Vermont’s 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
/23
$170,000 Sold Jul 25, 2025
- 2,764 Sq Ft
- $62/SF
- 32 Days On Market
- 6 Beds
- 4 Baths
- Built 1974
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

/40
Est $1,253,537 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 4,027 Sq Ft
9 Lower Highlands Rd, Dover, VT 05356

9 Lower Highlands Rd, Dover, VT 05356

/31
$556,000
- 3 Beds
- 2 Baths
- 1,522 Sq Ft
174 Whites Hill Rd, Dover, VT 05356

Nestled amidst over 20 acres of pristine land, this Moosehead log home offers the perfect blend of privacy and breathtaking views. Imagine living without the burden of an electric bill, as this property is equipped with a complete solar power system and a backup generator, ensuring you have all the modern conveniences while embracing a sustainable lifestyle.Whether you're working remotely

Regina Perrotto Skihome Realty

174 Whites Hill Rd, Dover, VT 05356
/17
$280,000 Sold Jul 25, 2025
- 924 Sq Ft
- $303/SF
- 77 Days On Market
- 2 Beds
- 2 Baths
- Built 1987
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

/40
Est $2,668,052 Not Listed For Sale
- 6 Beds
- 6.5 Baths
- 7,088 Sq Ft
83 Overlook Dr, Dover, VT 05356

83 Overlook Dr, Dover, VT 05356

/19
$349,000
- 2 Beds
- 2 Baths
- 1,035 Sq Ft
32B Snow Tree Ln Unit Oaks B, Dover, VT 05356

This nicely updated two bedroom, two bath Snowtree unit is located at the base of the Mount Snow ski resort. There is shuttle service to and from the mountain, easy access by way of a foot bridge through the community, and the unit looks west with views of gorgeous sunsets, down the valley, and winter views of the slopes of the mountain, so that you can check the conditions from your window in

Adam Palmiter Berkley & Veller Greenwood/Dover

32B Snow Tree Ln Unit Oaks B, Dover, VT 05356
/49
$400,000 Sold Jul 07, 2025
- 3,058 Sq Ft
- $131/SF
- 125 Days On Market
- Built 1876
470 Bills Rd, Wardsboro, VT 05355

This your opportunity to own a Quintessential Vermont Farmhouse with not one but TWO separate living quarters. Located smack dab in the middle of Mount Snow and Stratton so you can ski multiple Mountains and Golf Multiple courses. Live on one side and rent or Airbnb the other is a great option for this property. Currently both sides are being used as Airbnb's and have VERY strong rental income.

Heidi Zizza Four Seasons Sotheby's Int'l Realty

470 Bills Rd, Wardsboro, VT 05355

/34
Est $545,893 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,208 Sq Ft
112 Kent Rd, Wardsboro, VT 05355

112 Kent Rd, Wardsboro, VT 05355

/39
$599,000
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
256 Potter Rd, Wardsboro, VT 05355

Built with a decade of love and care, this custom 3-bedroom, 2-bath hybrid timber frame home showcases quality craftsmanship and a deep connection to nature. Designed with natural materials to harmonize with the surrounding landscape, this inviting home offers peace and comfort both inside and out. Fall asleep to the soothing sound of the river that flows the length of the property. The main

Jennifer Hovey-Densmore Deerfield Valley Real Estate

256 Potter Rd, Wardsboro, VT 05355
/31
$240,000 Sold Jun 26, 2025
- 860 Sq Ft
- $279/SF
- 163 Days On Market
- 2 Beds
- 2 Baths
- Built 1987
15 Mountain Village Unit 231, West Dover, VT 05356

You've found your ideal vacation retreat at Mount Snow. This 2-bedroom, 2-bathroom, end-unit condo offers unbeatable convenience, just a couple minutes from the main base area, and a great view of Mount Snow's main face from the balcony. The mudroom serves as an intermediate space between two areas: a bedroom with full bath on one side, and a full kitchen, living room with wood burning fireplace,

Kim Meeker Southern Vermont Realty Group

15 Mountain Village Unit 231, West Dover, VT 05356

/16
Est $254,489 Not Listed For Sale
- 3 Beds
- 1 Bath
- 874 Sq Ft
3129 Route 100, Wardsboro, VT 05355

3129 Route 100, Wardsboro, VT 05355

/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
/2
$30,000 Sold Jun 18, 2025
- Land
- 1.10 Acres
- $27,273 per Acre
- 292 Days On Market
0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

Don't' miss this fantastic opportunity to own this perfectly located lot! Halfway to Stratton Mountain and Mount snow. Close to Grout and Summerset Ponds! Consisting of two lots. This will be ideal for your future dreams of a Vermont getaway! Just insert your imagination.

Daire Gibney Barrett and Valley Associates Inc.

0 Scandia Village Rd Unit 5012089, Wardsboro, VT 05360

/33
Est $562,304 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,800 Sq Ft
456 Bills Rd, Wardsboro, VT 05355

456 Bills Rd, Wardsboro, VT 05355

/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
/52
$900,000 Sold Jun 06, 2025
- 2,534 Sq Ft
- $355/SF
- 135 Days On Market
- 4 Beds
- 4 Baths
- Built 2007
7 Overbrook Dr, Dover, VT 05356

Experience incredible views of Mount Snow from this luxurious, well-appointed, warm and rustic townhome. Enter through a timber frame covered porch with an exterior ski closet to a large tiled mudroom with bench seating, cubbies, and a coat closet. The open-concept kitchen, dining, and living room area boasts vaulted ceilings, a striking stone wood-burning fireplace, hickory wood flooring, and

Michelle O'Neil Deerfield Valley Real Estate

7 Overbrook Dr, Dover, VT 05356

/15
Est $370,238 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,620 Sq Ft
164 Gilfeather Rd, Wardsboro, VT 05355

164 Gilfeather Rd, Wardsboro, VT 05355

/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
/30
$510,000 Sold Jun 05, 2025
- 1,459 Sq Ft
- $350/SF
- 170 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
5600 Pikes Falls Rd, Jamaica, VT 05343

Don't miss this amazing opportunity to own a cozy log cabin nestled in the woods off Pikes Falls road with close proximity to Stratton Mountain Resort. This home has been thoughtfully built, well maintained and loved for many years and is now awaiting its new owners. The property features 15 acres, a wood shed and a 19th century Pikes Falls School House, which can be used for extra storage or

Jamie Wylie Stratton Real Estate

5600 Pikes Falls Rd, Jamaica, VT 05343

/30
Est $459,627 Not Listed For Sale
- 2 Beds
- 1 Bath
- 920 Sq Ft
1973 Pikes Falls Rd, Jamaica, VT 05343

1973 Pikes Falls Rd, Jamaica, VT 05343

/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
/12
$150,000 Sold May 30, 2025
- Land
- 12 Acres
- $12,097 per Acre
- 110 Days On Market
Lot 1 Streeter Rd, Wardsboro, VT 05360

What a GREAT LOCATION. About 5 minutes to Mount Snow, 15 minutes to Stratton Mountain, 3 minutes to the West Wardsboro Market for all your grocery needs, 10 minutes to restaurants, 15 minutes to Grout Pond, The Long Trail or Appalachian trail, connect to the VAST Snowmobile trails from your yard/dead end road. This is the perfect sized lot in the perfect location. With Waste Water Permit

Steve Goldfarb Deerfield Valley Real Estate

Lot 1 Streeter Rd, Wardsboro, VT 05360

/14
Not Listed For Sale
0 S Hill Rd, Jamaica, VT 05343

0 S Hill Rd, Jamaica, VT 05343

/24
$599,000
- 3 Beds
- 3 Baths
- 2,625 Sq Ft
282 Pams Hill Rd, Wardsboro, VT 05355

As Vermonty as you can get! Located conveniently between Mount Snow and Stratton, for easy access to skiing, shopping, lakes, and summer fun, sits this idyllic log style chalet with tremendous personal use or rental potential. The home sits on a private parcel not far from the Snow Mountain Farms amenities including indoor pool and tennis court. There is ample parking thanks to a cul de sac

Adam Palmiter Berkley & Veller Greenwood/Dover

282 Pams Hill Rd, Wardsboro, VT 05355
/38
$750,000 Sold May 30, 2025
- 3,644 Sq Ft
- $206/SF
- 74 Days On Market
- 5 Beds
- 5 Baths
- Built 1970
15 View Point Rd, Dover, VT 05356

Utter and complete privacy, and gorgeous ski trail and mountain views, from this hillside retreat across from the Mount Snow ski resort. Nestled up a private drive on 9+ acres, this lovely wooded location has easy access off a town road, tremendous exposure and sunset views over the ski resort, a koi pond with waterfall pump, expansive main house, detached 2 car garage with apartment, toy shed,

Adam Palmiter Berkley & Veller Greenwood/Dover

15 View Point Rd, Dover, VT 05356

/37
Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 800 Sq Ft
152 Timber Ln, Wardsboro, VT 05355

152 Timber Ln, Wardsboro, VT 05355

/32
$598,000
- 5 Beds
- 2 Baths
- 2,892 Sq Ft
238 Hemlock Hill Rd, Wardsboro, VT 05355

This spacious 5 bedroom home is located on a private lot in the popular Snow Mountain Farms community. The three levels offer privacy and quiet with an outdoor fire pit, garden shed, and access to the VAST snowmobile trails. Its open floor plan with vaulted ceilings and stone hearth gas fireplace is perfect for apres ski gatherings, and the large open kitchen is ready to accommodate cooking for a

Jeffrey Sheehan Cummings & Co

238 Hemlock Hill Rd, Wardsboro, VT 05355
/13
$265,000 Sold May 23, 2025
- 800 Sq Ft
- $331/SF
- 60 Days On Market
- 2 Beds
- 2 Baths
- Built 1989
11 Mountain Village Unit 215, Dover, VT 05356

Two bedroom Two full Bathroom base area condo with Mount Snow trail views. Just a short shuttle ride from your front door to the drop zone near the Main Base Lodge. Excellent condition ground floor condo with walkout access to patio and yard. Updates include newer windows, bathroom renovations and all repainted in the past two years. The condo includes a Primary suite, wood-burning fireplace, a

Kelly Agrillo Southern Vermont Realty Group

11 Mountain Village Unit 215, Dover, VT 05356

/34
Not Listed For Sale
- 6 Beds
- 3 Baths
- 2,400 Sq Ft
291 Pikes Falls Rd, Stratton, VT 05360

291 Pikes Falls Rd, Stratton, VT 05360

/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
/22
$243,500 Sold May 09, 2025
- 817 Sq Ft
- $298/SF
- 53 Days On Market
- 1 Bed
- 1.5 Baths
- Built 1984
32 Snow Tree Ln Unit Oaks I, West Dover, VT 05356

Stunning views and access to Mount Snow! This meticulously maintained Snowtree condo is located at the base of the Mount Snow ski resort and looks directly out at the slopes of the mountain, so that you can check the conditions from your window in the morning, and watch the fireworks from your living room at night. This open concept unit features tremendous natural light throughout thanks to

Adam Palmiter Berkley & Veller Greenwood/Dover

32 Snow Tree Ln Unit Oaks I, West Dover, VT 05356

/34
Not Listed For Sale
- 2 Beds
- 2 Baths
- 950 Sq Ft
7B Mountain Village Unit 132, Dover, VT 05356

7B Mountain Village Unit 132, Dover, VT 05356

/27
$289,000
- 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
/34
$520,000 Sold May 03, 2025
- 2,016 Sq Ft
- $258/SF
- 248 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
32D Silver Birch Unit 126, Dover, VT 05356

Located directly across from the main entrance to the Mount Snow ski resort, this lovely updated Timber Creek townhome offers all the benefits of a home away from home with almost none of the upkeep. Enjoy spectacular direct views of the ski trails, fireworks displays, groomers, sunsets, and torchlight parade out the windows of your own unit, with direct shuttle service from your front door to

Adam Palmiter Berkley & Veller Greenwood/Dover

32D Silver Birch Unit 126, Dover, VT 05356

/22
Est $231,371 Not Listed For Sale
- 2 Beds
- 1 Bath
- 800 Sq Ft
881 Stratton Arlington Rd, Wardsboro, VT 05360

881 Stratton Arlington Rd, Wardsboro, VT 05360

Showing Results 1 - 40, Page 1 of 18

Vermont Windham County West Wardsboro

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage