New Listing! Williamstown VT Home for sale $$298,800 $267 per sq.ft.

$298,800 $267 per sq.ft. Williamstown VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1120  |  Acres: 0.3
Thursday Aug 27, 2026
Description: Beautifully restored post-and-beam Cape tucked into the hillside in Williamstown, Vermont, offering the warmth and historic character of an older New England home alongside thoughtful modern updates. Original hand-hewn timbers run throughout the main living spaces, while fresh finishes and abundant natural light keep the home bright, warm, and comfortable. Major improvements include a brand-new Bosch heating system, on-demand hot water, new plumbing, updated electrical, and new hardwood flooring throughout. The result is a home that feels character-rich and comfortably up to date. At the heart of the home is a welcoming kitchen framed by exposed beams and featuring soft sage cabinetry, butcher block countertops, stainless steel appliances, generous workspace, and ample storage. The kitchen flows easily into the adjoining dining and living areas, where substantial exposed timbers, multiple windows, and an electric fireplace create a cozy focal point. Just beyond, the enclosed three-season sunroom is lined with windows and offers a peaceful place to relax or take in the surrounding greenery. The main level also includes a dedicated laundry area, convenient storage, and a beautifully updated full bathroom with a tiled tub and shower. Upstairs are two generously sized bedrooms. The spacious primary bedroom offers natural light, views toward the surrounding hills, a new walk-in closet, and a brand-new half bath. The second bedroom offers flexibility for guests, a home office, or additional living space. Outside, established perennial gardens surround the home, including a charming picket-fenced deck just off the kitchen. A large covered porch offers room for outdoor dining and lounging, while the lower-level covered patio and private backyard provide even more space to enjoy the Vermont setting. Thoughtfully restored, warm, and full of personality, 67 Pleasant Street blends historic character, modern updates, and inviting indoor-outdoor living. See MLS Property & Listing Details & 25 images.

Under Contract Williamstown VT Home for sale $$422,000 $246 per sq.ft.

$422,000 $246 per sq.ft. Williamstown VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1716  |  Acres: 2.18
Tuesday Jul 14, 2026
Description: Some homes just feel right from the moment you arrive. Set on 2+ acres along Snowbridge Road, with the property extending to Blue Bird Lane, this classic Cape offers the kind of setting that invites you to slow down and stay awhile. A sweeping lawn, peaceful views, and room to breathe create the backdrop for everything from morning coffee outside to evenings spent watching the seasons change. Lovingly cared for by the same family since it was built in 1988, the home is warm, welcoming, and ready for its next chapter. The spacious eat-in kitchen naturally becomes the heart of the home, while the attached sunroom is sure to be a favorite spot on summer evenings. Sunlight pours into the front living room, creating a comfortable place to relax any time of day. The flexible first floor includes a bedroom, a study or den for working from home or hobbies, and a full bath, making everyday living easy. Upstairs, two generously sized bedrooms each feature expansive walk-in knee wall closets, along with a three-quarter bath. The unfinished basement provides plenty of room for a workshop, studio, fitness space, or storage, giving you space to shape it around your lifestyle. Outside, the oversized two-car garage offers even more possibilities with a full second floor ready for storage, creative projects, or future expansion. A whole-house LP Kohler generator adds peace of mind year-round. Tucked into a scenic setting yet conveniently located with easy access to Exit 6, Barre, Berlin, Montpelier, and the village of Williamstown, this Vermont home offers the best of country living without feeling far from everything you need. See MLS Property & Listing Details & 56 images.

$540,000 $507 per sq.ft. Williamstown VT Home »


Price Change! Reduced by $10,000 down 2% on August 19th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1625  |  Acres: 10.1
Wednesday Jul 8, 2026
Description: Designed with both horse and rider in mind, this exceptional property features an impressive barn with water, electricity, a dedicated tack room, a 44-foot horse run, an automated heated watering system, fenced pasture, and an attached indoor riding arena that lets you train and ride comfortably year-round, no matter the weather. After a day at the barn, retreat to a home that has been meticulously maintained and positioned to capture breathtaking long-range mountain views stretching from Camel's Hump to Middlebury Gap, Mad River Glen, and Sugarbush. Enjoy the peaceful setting from the expansive maintenance-free Trex deck, where Vermont's spectacular scenery is on full display. Inside, the home offers a warm and functional layout with two spacious bedrooms and a full bath upstairs, an inviting living room and eat-in kitchen on the main level, and a finished lower level with a laundry area, a ¾ bath, and convenient access from both the kitchen and the finished mudroom. The former one-car garage has been thoughtfully transformed into a practical mudroom, creating the perfect everyday entrance with abundant space for riding boots, coats, helmets, and outdoor gear. Additional updates include Harvey replacement windows and attractive vinyl siding installed within the past 10 years, along with the peace of mind of a whole-house surge protector. A detached garage provides excellent space for a vehicle, workshop, tractor, hay storage, or additional equipment. Move-in ready and exceptionally cared for, this rare Vermont property offers everything an equestrian or hobby farmer could want quality horse facilities, comfortable living spaces, incredible mountain views, and the privacy to enjoy the lifestyle you've been dreaming of. See MLS Property & Listing Details & 40 images.

New Listing! Wilmington VT Home for sale $$249,900 $114 per sq.ft.

$249,900 $114 per sq.ft. Wilmington VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 2184  |  Acres: 0.02
Wednesday Aug 5, 2026
Description: Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important. See MLS Property & Listing Details & 27 images.

$399,000 $385 per sq.ft. Wilmington VT Home »

Waterfront on Pond _Unnamed
2 Beds | 1 Baths |   Total Sq. Ft. 1036  |  Acres: 3.4
Friday Jul 3, 2026
Description: Light-filled and full of cottage charm, this beautifully updated 2-bedroom, 1-bath home sits on 3.4 level acres with a shared pond, offering a peaceful country setting just minutes from the heart of Wilmington. Originally designed as a 3-bedroom home, the upper level has been roughed in and plumbed, providing an incredible opportunity to create a spacious primary ensuite, additional bedrooms, or expanded living space. The walkout basement features high ceilings and excellent potential for future finishing, while also offering convenient storage for tools, outdoor gear, and recreational toys. Outside, mature gardens add color and character throughout the seasons, while a quaint sugarhouse adds a touch of classic Vermont charm and offers endless possibilities as a hobby space, garden shed, or rustic retreat. Although close to Wilmington's shops, restaurants, and year-round activities, the property offers a wonderful sense of privacy. Just a short drive to Mount Snow, The Hermitage Club, hiking trails, lakes, golf, and the many attractions that make southern Vermont such a sought-after destination, this home is ideal as a full-time residence, a perfect starter home, or a charming country retreat with room to grow and make it your own. Private road no drive-bys. See MLS Property & Listing Details & 24 images.

$253,000 $293 per sq.ft. Windham VT Home »


Price Change! Reduced by $6,000 down 2% on July 27th 2026
2 Beds | 1 Baths |   Total Sq. Ft. 864  |  Acres: 4
Saturday Apr 25, 2026
Description: This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. 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 the 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, newly supported, 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. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers! See MLS Property & Listing Details & 31 images.

New Listing! Windham VT Home for sale $$499,000

$499,000 Windham VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 0  |  Acres: 33.34
Wednesday Aug 12, 2026
Description: Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own. See MLS Property & Listing Details & 33 images.

$549,000 $646 per sq.ft. Windham VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 850  |  Acres: 15.86
Wednesday Sep 10, 2025
Description: Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You'll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20-25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$229,000 $227 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1008  |  Acres: 0.08
Thursday Apr 23, 2026
Description: Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood zone for extra peace of mind. The layout is practical and spacious, offering an open-concept first floor and large bedrooms upstairs. You are within walking distance to the Amtrak station and downtown, and our local Moover public transit service is ready to help. The community hospital is just a shore drive as well. Whether you want a low-maintenance home for yourself or a solid rental property near major employers, this new construction is a great choice. See MLS Property & Listing Details & 10 images.

Under Contract New Listing! Windsor VT Home for sale $$279,000 $356 per sq.ft.

$279,000 $356 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 783  |  Acres: 2.51
Wednesday Aug 5, 2026
Description: Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo. Open house Saturday, August 8th, 10am-12pm See MLS Property & Listing Details & 21 images.

$299,000 $260 per sq.ft. Windsor VT Home »

Waterfront on River Beaver Brook
2 Beds | 1 Baths |   Total Sq. Ft. 1152  |  Acres: 6.8
Monday Jun 22, 2026
Description: Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic mid-century charm with extraordinary future potential, this property is an absolute dream for investors, developers, or anyone looking to build their ideal country homestead. The existing home offers 1,152 square feet of single-level living space, featuring two comfortable bedrooms, one full bathroom, and a full basement providing excellent storage or workshop space. While the house requires renovation, it boasts solid bones and a layout ready for your personal touch. For those desiring more space, the structure is suited to easily add a second-floor expansion, allowing you to maximize the footprint and capture beautiful scenic views.The true crown jewel of this property is the expansive acreage. With 6.8 total acres at your disposal, there is incredible potential to subdivide the land into two additional separate lots. Adding to this investment appeal, the land layout accommodates separate entrance possibilities for the new potential lots, ensuring future privacy and ease of access. Nature lovers will be captivated by the extensive river frontage running right along the property line, complete with idyllic spots perfect for a private summer swimming area or peaceful afternoon relaxation by the water's edge.Location is everything, and this property delivers. Nestled on a quiet, serene dirt road, you will enjoy complete peace and privacy while remaining just a short drive close to downtown Windsor's shops, dining, and historic amenities. Outdoor enthusiasts will rejoice knowing that Mount Ascutney is less than five miles away, offering fantastic alpine skiing, snowboarding, and winter recreation right in your backyard, alongside summer hiking. Whether you choose to renovate the existing ranch, expand upward, or pursue the subdivision, 466 Esty Lane offers an unmatched canvas. See MLS Property & Listing Details & 60 images.

New Listing! Windsor VT Home for sale $$299,000 $260 per sq.ft.

$299,000 $260 per sq.ft. Windsor VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1152  |  Acres: 0.99
Wednesday Aug 26, 2026
Description: Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features an updated kitchen and a spacious living and dining area with plenty of natural light, creating a warm and inviting space for everyday living and entertaining. A metal roof and updated heating system add to the home's practicality and ease of ownership. A one-car garage provides convenient parking along with additional storage space. Outside, the level yard with mature trees offers plenty of room for gardening, recreation, or simply enjoying the Vermont surroundings. Located along the eastern slopes of Mount Ascutney, with its hiking trails and recreational activities. This property offers a wonderful balance of rural living and convenience, with easy access to downtown Windsor, I-91, and the area's abundant recreational opportunities. Whether you're looking for a primary residence, Vermont getaway, or a home to make your own, 319 Back Mountain Road offers an appealing opportunity in a desirable Upper Valley location. See MLS Property & Listing Details & 16 images.

$1,195,000 $522 per sq.ft. Winhall VT Home »


Price Change! Reduced by $200,000 down 17% on August 10th 2026
2 Beds | 4 Baths |   Total Sq. Ft. 3873  |  Acres: 6.3
Saturday Jun 13, 2026
Description: Perched on 6.3 private acres with sweeping views of Mt. Equinox, this custom post-and-beam home offers a rare combination of craftsmanship, energy efficiency, and natural beauty. Bordering the Green Mountain National Forest on two sides and located just minutes from Manchester, Bromley, and Stratton, the property delivers a secluded mountain retreat without sacrificing convenience. Built in 2012, the home was engineered for durability and year-round comfort. Exposed timber framing, soaring ceilings, and expansive windows frame the mountains, creating a light-filled, open-concept environment designed for both everyday living and entertaining. The main level is centered around a dramatic great room with vaulted ceilings and mountain views, complemented by a spacious primary suite and the ease of single-level living. Upstairs, an oversized loft overlooks the main living area and connects to a private guest bedroom suite. The finished walkout lower level adds exceptional flexibility with multiple finished rooms, a full bath, kitchenette, recreation space, fitness area, and direct access to the surrounding landscape. A three-season sunroom provides additional space to relax and enjoy the changing seasons, while outdoor decks and patios create seamless connections to the natural setting. Built to a high-performance standard with a HERS rating of 39, the home features SIP wall and roof construction, an insulated concrete form foundation, standing-seam metal roof, central air conditioning, and outstanding energy efficiency. Combining architectural character, modern performance, and a spectacular mountainside setting close to skiing, hiking, golf, dining, and shopping, this property captures the very best of four-season Vermont living. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$89,900 $40 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $5,000 down 6% on August 14th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 2232  |  Acres: 1.3
Sunday Jul 19, 2026
Description: This home offers rare versatility with two separate kitchens, making it perfect for multi-generational living or entertaining. It sits on over a lush acre of land. The property includes a large, barn with vast upper-level storage for all your tools and hobbies. Near town easy commute to Barre, Montpelier and Hardwick. See MLS Property & Listing Details & 26 images.

$349,000 $243 per sq.ft. Woodbury VT Home »


Price Change! Reduced by $10,000 down 3% on August 3rd 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1436  |  Acres: 0.64
Tuesday Jul 7, 2026
Description: Welcome to 114 West Woodbury Road in beautiful Woodbury, Vermont a peaceful country retreat offering privacy, comfort, and easy one-level living. This well-maintained 1,436-square-foot home features 2 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and entertaining. Tucked away at the end of a dead-end road, this property is surrounded by open conservation land, creating a serene setting with abundant wildlife and year-round natural beauty. Outdoor living is a highlight, with a spacious screened-in porch, a stone patio perfect for relaxing or gathering with friends, and a private deck off the primary bedroom where you can enjoy your morning coffee overlooking the peaceful surroundings. Additional features include a detached shed and workshop, providing plenty of space for hobbies, storage, or outdoor equipment. Outdoor enthusiasts will appreciate the property's close proximity to the VAST trail system, offering easy access to Vermont's renowned snowmobile trail network. Despite its tranquil setting, the home is conveniently located with a short commute to both Morrisville and Montpelier, making it an ideal balance of rural privacy and accessibility. See MLS Property & Listing Details & 49 images.

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