Windham County, Vermont Land For Sale (13 results)
Want to post your listings on AcreValue? View Listing Plans
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.
06/15/2026
$419,500
2.7 ac.
ACTIVE
Windham County - 287 Powder Mill Road, Londonderry, VT
Nestled in the heart of Vermont's scenic countryside, this beautifully maintained log cabin offers the perfect blend of rustic charm and cozy comfort. Surrounded by nature and timeless New England beauty, the home welcomes you with warm wood interiors, exposed beams, and an inviting atmosphere ideal for year-round living or a peaceful getaway. Thoughtfully cared for and full of character, the cabin features comfortable living spaces, a charming country feel, and the tranquility only Vermont can offer. Whether relaxing by the fire, enjoying crisp mountain air from the porch, or taking in the picturesque surroundings, this enchanting retreat captures the essence of cozy Vermont living. Powder Mill is a unique community designed for the outdoor enthusiast. Offering direct access to trails, snowmobile routes, scenic ponds, and a welcoming neighborhood feel. Outdoor recreation can be enjoyed year-round. In the winter, residents and visitors are just a short drive from the renowned ski slopes of Stratton Mountain Resort, Bromley Mountain,Magic Mountain Ski Area and snowshoeing on Lowell Lake. During the warmer months, the area offers abundant hiking, walking, and mountain biking trails that showcase Vermont's natural beauty. Swim, fish, canoe or kayak at nearby Lowell Lake. After a day of adventure, nearby Manchester provides a wide variety of dining options, from casual cafes to fine restaurants, ensuring there's something to satisfy every appetite.
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.
07/21/2026
$290,000
289.12 ac.
ACTIVE
Windham County - 2817 Lt 22, Jamaica, VT
Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on VAST Trail 710, offering outstanding snowmobile access. A recent F&W Forestry timber inventory (April 2026) documented 1,409 MBF of sawlog volume and 5,449 cords of pulpwood, for a Capital Timber Value of $290,100 ($1,031/commercial acre), a well-stocked, diverse forest managed for decades with excellent regrowth potential. Terrain rises to 2,040' at the property's high point, with a former log landing offering a ready building site. The land will be conveyed subject to a conservation easement held by the Vermont Land Trust, permitting sustainable forestry, agricultural use, and recreation, including rights to build an 800 sq ft off-grid camp, use ATVs, and post against trespassing. Nearby amenities include Jamaica village (5.5 mi), Stratton (6.6 mi), Mount Snow (14 min), and Manchester (24 mi), plus renowned fishing on the West River and Battenkill, swimming at Pikes Falls, and hiking to Hamilton Falls and the Long Trail. Boston is 3 hours away; Albany is 1.75 hours away. A rare blend of recreation, timber investment, and conserved Vermont character.
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
$95,000
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 via an old logging road off the end of a cabin driveway at 1680 Carpenter Hill Road. You have permission from the homeowner to park at the top of this driveway, then proceed straight back into the rear woods. The flattest part of the land for sale will be on your left (west), though a lot line app such as OnXHunt is recommended to find your bearings.
Asking Price: $95,000
Size: 15 acres
Address: Carpenter Hill Road
Town: Guilford, VT 05301
SPAN: 273-086-10940 and portion of 273-086-10335
Property Tax: Unknown (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.
05/02/2026
$135,000
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!
06/27/2026
$535,000
1 ac.
ACTIVE
Windham County - 176 Brophy Lane, Londonderry, VT
Discover this charming Vermont log cabin, situated on a quiet, secluded lot just 5 minutes from downtown Londonderry, and 15 minutes to downtown Manchester's restaurants and shopping. This home offers the perfect balance of peaceful mountain living and easy access to local amenities. The first level welcomes you into a large, open-concept living room, dining room, and kitchen area, perfect for entertaining. This level also includes two bedrooms, full bathroom, and a dedicated storage room. Upstairs, you will find two additional large bedrooms, a full bathroom, and a spacious open loft area, offering versatile space for family, guests, or home office. Outdoors there's a brand new deck the perfect place to enjoy a quiet cup of coffee, or glass of wine. Ideally situated for year-round adventure located less than 10 minutes to Magic Mountain, and just15-20 minutes to Stratton, Bromley, Okemo, and Mt. Snow. In the warmer weather enjoy easy access to local hiking, biking, swimming and golf courses.
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!
05/02/2026
$122,000
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!
06/27/2026
$495,000
2.4 ac.
ACTIVE
Windham County - 367 Stratton Gate Road, Jamaica, VT
Nestled on 2.4 private acres along desirable Stratton Gate Road, this well-maintained four-bedroom, three-bath home offers the perfect balance of comfort, space, and year-round recreation. Just minutes from Stratton Mountain, you ll enjoy easy access to skiing, golf, hiking, mountain biking, and all that Southern Vermont has to offer. Designed for gathering and relaxing, the home features two spacious living areas, providing plenty of room for family and guests. A cozy wood stove creates the perfect apr s-ski atmosphere, while the inviting three-season porch offers a peaceful place to enjoy the natural surroundings from spring through fall. The level, secluded lot provides privacy and outdoor enjoyment, with ample space for entertaining, gardening, or simply unwinding. Conveniently located near Stratton, Bromley, Manchester, and local dining and shopping, this property is equally suited as a full-time residence, vacation retreat, or investment opportunity. Experience the best of Vermont living in a location that puts adventure and relaxation right at your doorstep.
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.
05/30/2026
$695,000
43.7 ac.
ACTIVE
Windham County - 124 FORRESTER RD, Stratton, VT
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!
06/13/2026
$670,000
67 ac.
ACTIVE
Windham County - 00 S Pine Banks Road, Putney, VT
Unleash the potential of this exceptional 60+ acre Vermont property, a rare offering brimming with diverse landscapes and endless possibilities. A well-maintained gravel driveway leads you into the heart of the land, complete with readily available power. Discover multiple potential building sites, each offering breathtaking views or secluded privacy, tailored to your preference. A charming stream meanders towards a tranquil pond, while ample pasture areas cater to equestrian or livestock enthusiasts. Subdivide as needed, capitalizing on significant road frontage along a picturesque country road. Conveniently located just 45 minutes from Okemo, Stratton, Mt. Snow, Bromley, and Magic Mountains, this property is a skier's dream. Direct access to the VAST Trail system and a wealth of rural recreational activities are at your doorstep. With easy access to I-91, Keene is 30 minutes away, Brattleboro 25 minutes, and Walpole NH a mere 15 minutes. Craft your dream home on your dream lot and embrace the quintessential Vermont country lifestyle.
1