Windham County, Vermont Land For Sale (12 results)
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AcreValue offers multiple types of land for sale in Windham County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's Vermont land for sale page to find more potential opportunities in Vermont that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
01/31/2026
$3,800,000
177.4 ac.
ACTIVE
Windham County - 1950 Collins Road, Brattleboro, VT
Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or destination business. The custom log home showcases vaulted ceilings, radiant in-floor heating, hardwood and stone flooring, and imported Italian tile. A chef s kitchen and expansive 800 wraparound deck offer the perfect space to entertain while enjoying stunning 360-degree mountain, vineyard, and valley views. The boutique vineyard supports in-house wine production, complemented by a dedicated beer brewing system and traditional m thode champenoise champagne facility perfect for tastings or exclusive label production. The event venue includes a second commercial kitchen, two custom bars, elegant restrooms, and a 7,900 sq ft stone patio with cascading fountains ideal for weddings, retreats, and celebrations. Freshly painted and impeccably maintained, this estate offers total privacy with year-round recreation nearby, including Wilmington s fine dining, Sunset Lake, and Hermitage Golf Club. A rare opportunity schedule your private tour today.
09/30/2025
$499,000
80.11 ac.
ACTIVE
Windham County - 47 Whites Hill Road, Dover, VT
Escape to Your Private 80-Acre Paradise - Nature, Adventure, and Opportunity Await! Discover the perfect blend of natural beauty and endless outdoor adventure on this breathtaking 80-acre property, nestled in a peaceful and pristine setting. With towering maple trees ready for harvesting or simply to enjoy for their beauty and shade, this land offers both recreational enjoyment and income potential. A rolling brook meanders through the heart of the property, adding tranquility and charm, while the surrounding landscape provides panoramic views that will leave you in awe-especially during peak fall foliage season. Explore miles of hiking trails, carve new paths for mountain biking, or glide through winter wonderlands with cross-country skiing right in your backyard. Whether you're looking to build your dream retreat, start a maple syrup operation, or invest in a private outdoor haven, this land is the canvas for your vision. Secluded, serene, and full of possibilities-this is more than just land; it's a lifestyle. Dover is situated in the center of southern Vermont, along the spine of the Green Mountains. There is a major ski area, Mount Snow, on its western flank. In the middle is a scenic high country that offers lovely housing developments and accessible recreation opportunities. On the east side of town is rolling farmland and open space ringed by mountains.
Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
09/16/2025
$189,900
22.32 ac.
ACTIVE
Windham County - 81 Parish Hill Road # 26, South Newfane, VT
Tucked away in the quiet hills of South Newfane, Vermont, this property presents an excellent opportunity to own a secluded off-grid retreat with endless potential. Spanning 22.32 acres of mixed timberland, the land offers both natural beauty and outdoor recreation, while the cabin provides a comfortable base that is already well on its way to completion. The cabin itself measures 715 square feet and is approximately 80% finished, giving the next owner a chance to personalize the remaining work to their taste and style. Built with a metal roof for long-lasting protection, the structure is also insulated, making it suitable for year-round use once complete. Inside, youll find key systems already in place, including a wood stove, propane heater, a partial solar power setup, and hot water system. These features combine to provide the comfort and convenience needed for extended stays in the woods, whether during hunting season, summer getaways, or a longer-term off-grid lifestyle. The cabin includes a covered front porch, perfect for sitting out in the early morning or unwinding at the end of the day while listening to the surrounding forest and the sound of a creek that runs through the property. Just steps away, a two-bay storage shed provides plenty of space for tools, firewood, or recreational equipment. The cabin does not have a septic or well. A gated driveway ensures privacy and security as you arrive at your destination. For the hunting enthusiasts, this acreage holds whitetail deer and wild turkey, creating excellent hunting opportunities right outside the cabin door. The diverse timberland habitat supports a wide range of wildlife, while also offering hiking, exploring, and the simple enjoyment of being immersed in nature. Whether youre looking for a seasonal hunting camp, a weekend retreat, or the foundation for a more self-sufficient lifestyle, this South Newfane property checks all the boxes. With the hard work already done and just the finishing touches left, it offers both immediate usability and the opportunity to customize it into your dream Vermont getaway.
07/06/2025
$99,000
12.2 ac.
ACTIVE
Windham County - Higley Hill Rd, Wilmington, VT
Looking for Vermont land with privacy, natural beauty, and development potential? This 12.2-acre parcel in Windham County offers a peaceful escape tucked into the woods, ideal for buyers seeking recreational land, a homestead site, or a rural retreat. With 250 ft of road frontage on Higley Hill Rd, the property is easily accessible while still offering seclusion.
The terrain is wooded and gently rolling, providing a quiet, natural setting filled with mature trees. Whether you're planning to build a getaway cabin or hold the land as an investment, this lot gives you room to dream.
Property Highlights:
Size: 12.2 acres
Access: 250 ft road frontage on Higley Hill Rd
Terrain: Wooded with gentle slope
Zoning: Dual zoning, making the land well-suited for buyers interested in building a home, starting a small business, or investing in versatile Vermont land in a peaceful, rural setting.
Why Its a Great Buy:
Large Acreage Plenty of space for building, recreation, or future projects
Private & Peaceful Set back in nature yet conveniently accessed
Flexible Use Great for a full-time home, seasonal cabin, or woodland retreat
Desirable Vermont Location Located in a scenic and quiet part of Windham County
If youre looking to buy land in Vermont for personal use or investment, this is a great opportunity to secure a beautiful wooded parcel in a sought-after area. Get in touch to learn more!
Attractions:
Walking distance to North Branch Deerfield River
9-minute drive to Mount Snow Resort
13-minute drive to Haystack Mountain
22-minute drive to Green Mountain National Forest
Zoning
The property features dual zoning, offering both flexibility and development potential. Roughly one-third of the property closest to Higley Hill Rd is zoned Commercial/Residential, while the remaining two-thirds fall within a Residential zoning district.
The development standards from either zone may be extended up to 100 feet across the boundary, allowing for greater planning flexibility. The minimum lot size is 1 acre, and the zoning permits a variety of residential and limited commercial uses. Allowed by right are single-family homes, duplexes, professional offices, temporary retail stands, and minor subdivisions (up to 5 lots).
Conditional uses include mini-storage units, warehousing, light manufacturing, and campgroundsideal for those seeking land for mixed-use or small business purposes. Please note that mobile homes are permitted only within mobile home parks developed under a Planned Unit Development (PUD).
04/23/2026
$119,999
15 ac.
ACTIVE
Windham County - Carpenter Hill Road, Guilford, VT
Hillside building lot deeded for one beautiful home, with a straight-ahead view of inspiring mountains and valleys to the south.
The property is moderately sloped near the road but more flat at the highest elevation, with benches of level ground at intervals up and down the land.
A network of hiking trails is blazed across the property, but the easiest way to view the high ground is what remains of an old logging road starting from the end of the driveway for a house at 1680 Carpenter Hill Road.
Asking Price: $119,999
Size: 15 acres
Address: Carpenter Hill Road
Town: Guilford, VT 05301
SPAN: 273-086-10940 and portion of 273-086-10335
Property Tax: Unknown because acreage is currently taxed together with a residence at 1680 Carpenter Hill Road.
Coordinates: 42.80234, -72.65462
Perc Test: Untested.
Water Supply: Well needed.
Survey: Not available.
RV Potential: No trailers or mobile homes (deed restriction).
(For the easiest way to find RV land, try The Home Base Herald)
Zoning Ordinance: None, no zoning in town.
Access: 628 feet of direct frontage on Carpenter Hill Road.
Association Dues: n/a
Terrain: Moderate slope near the road. Flat areas near the high elevation. Topographic "benches" at intervals throughout the property.
Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.
05/30/2026
$695,000
43.7 ac.
ACTIVE
Windham County - 124 FORRESTER RD, Stratton, VT
OPEN HOUSE SATURDAY 6/6, 11AM-1PM. Bucolic Mountain Retreat. 6 Minutes to Stratton Sun Bowl. Escape to your own private 43.7-acre Vermont paradise, offering a perfect blend of serene country living and resort convenience. Situated just six minutes from the Stratton Mountain Sun Bowl, this impeccably maintained 3-bedroom, 2-bath Cape is enveloped by beautifully landscaped grounds featuring mature lilacs, historic apple trees, and a sun-drenched open yard ideal for gardening. Inside, the open-concept living area boasts a vaulted ceiling and a wall of natural light, anchored by a cozy wood-burning stove. Two large sliding glass doors seamlessly connect the indoor living space to an oversized, composite deck built to withstand Vermont winters with low maintenance. Beautiful hardwood, ash floors throughout the living space and bedrooms! Need more room? The walk-out lower level and unfinished second story offer incredible potential to expand your square footage. Spend your days meandering through private wooded trails, gardening in the sun, or jumping in the car for a quick drive to Stratton for skiing, mountain biking, dining, and shopping. Bonus: The majority of the wooded acreage is enrolled in the VT Current Use program, providing substantial tax benefits. Your ultimate mountain lifestyle awaits!
04/26/2026
$245,000
4 ac.
ACTIVE
Windham County - 51 Golding Rd, Windham, VT
Tucked away on a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in a clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. If you have been looking for a true Vermont getaway, this property delivers!
05/29/2026
$395,000
1.7 ac.
ACTIVE
Windham County - 315 WINDHAM SPRINGS RD, West Townshend, VT
Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete with ensuite bath. The home's upper level is dedicated to spacious, comfortable living. To the right, a bright living area beckons, with a pair of sliding glass doors leading out to your brand new deck the perfect place to enjoy a quiet cup of coffee, or glass of wine. The layout flows seamlessly into a large dining room, ideal for hosting delicious meals and great conversations with your favorite people. The well-appointed kitchen is ready to inspire your culinary creativity, or simply handle a quick snack. Perfectly nestled on a quiet road, the location is unbeatable for the outdoor enthusiast. You are just 10 minutes to Magic Mountain, a quick 20 minutes to Stratton or Bromley, and under 30 minutes to Okemo. Your four-season mountain adventure starts here. SHOWINGS BEGIN WITH OPEN HOUSE - SATURDAY, 5/30 & SUNDAY, 5/31 2 - 4PM.
05/02/2026
$142,000
2.19 ac.
ACTIVE
Windham County - 192 Pingree Park Lane, Londonderry, VT
2.17 acres with 199' of riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain areas. Next to 16 acre Pingree Park which is minutes right down your private river trail or driveway. This park is most desirable and is at your doorstep with pickleball courts, tennis courts, playground, basketball courts, Little League baseball fields, walking trails, dog park, small pavilion and summer music. Truly an exceptional park. This secluded parcel is minutes to so many amenities, year round events, and attractions. A great, safe location for children, grandchildren and adults with outdoor recreation including the River, Nature trails, Biking, birdwatching and wildlife- plentiful on the property and surrounding areas. A conservation district on the east side of the river ensures privacy. Located only 5 minutes to the Mountain Marketplace, Flood Brook School and the Medical Center. Just 10-30 minutes to 5 major ski resorts- Stratton, Bromley, Magic, Okemo and Mount Snow. As well as cross country skiing, snowmobile trails, ice skating and more. Recreational activities abound including Lowell Lake, Gale Meadows, Hapgood Pond, Lily Pond - offering swimming, boating, tubing, fishing and fun! Quintessential Weston, Chester, Peru, and Stratton Village are just 10-20 minutes away with year-round, events and activities. As is Manchester- renowned for its historic and cultural attractions, fine dining, premier shopping and golf courses. Possible Magic Mountain Views with selective clearing. Boarders vacant property on N/E side providing unique location privacy. This is a perfect location to break ground on your country or year round retreat!
05/02/2026
$127,000
2.07 ac.
ACTIVE
Windham County - 191 Pingree Park Lane, Londonderry, VT
2.07 acres with 140' riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain areas. Next to 16 acre Pingree Park which is minutes right down your private river trail or driveway. This park is most desirable and is at your doorstep with pickleball courts, tennis courts, playground, basketball courts, Little League baseball fields, walking trails, dog park, small pavilion and summer music. Truly an exceptional park. This secluded parcel is minutes to so many amenities, year round events, and attractions. A great, safe location for children, grandchildren and adults with outdoor recreation including the River, Nature trails, Biking, birdwatching and wildlife- plentiful on the property and surrounding areas. A conservation district on the east side of the river ensures privacy. Located only 5 minutes to the Mountain Marketplace, Flood Brook School and the Medical Center. Just 10-30 minutes to 5 major ski resorts- Stratton, Bromley, Magic, Okemo and Mount Snow. As well as cross country skiing, snowmobile trails, ice skating and more. Recreational activities abound including Lowell Lake, Gale Meadows, Hapgood Pond, Lily Pond - offering swimming, boating, tubing, fishing and fun! Quintessential Weston, Chester, Peru, and Stratton Village are just 10-20 minutes away with year-round, events and activities. As is Manchester- renowned for its historic and cultural attractions, fine dining, premier shopping and golf courses. This is a perfect location to break ground on your country or year round retreat!
04/05/2026
$319,000
1 ac.
ACTIVE
Windham County - 1829 W JAMAICA RD, Jamaica, VT
Vermont Charming! Tucked away along a peaceful river in Jamaica, Vermont this charming cape offers the perfect blend of privacy, character and convenience just 4 miles from Stratton Mountain Resort. With three bedrooms and one and three quarters baths, the home has been thoughtfully maintained and updated while preserving its classic New England charm. Recent upgrades to the kitchen and bathrooms provide modern comfort, new windows throughout make it energy efficient. A cozy wood stove creates the perfect atmosphere after a day on the slopes while the deck overlooking the river offers a relaxing spot to unwind and enjoy the natural setting. Outside, a fire pit area adds to the appeal, creating a wonderful gathering space for evenings under the stars. Private and secluded, yet minutes from skiing, dining, golf and year round recreation, this property is an ideal retreat or full time residence. Great price and location- sold furnished and move in ready - make an appointment to see it today!
10/11/2025
$359,000
1 ac.
ACTIVE
Windham County - 410 Tallwood Circle, Londonderry, VT
This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of exploring, the new kitchen is a dream with an induction cook-top and lots of counter space. New mini splits, interior and exterior lights are "smart" controlled remotely. With new roof, windows, insulation, bamboo and tile flooring, this little gem is move in ready! Spend time on your large deck or sitting around the fire pit and looking at the stars. Split Rock, named for the neat rock formation out front is a cozy, efficient and updated place for your vacation home! Make an appointment to see it today!
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