$1,325,000 $519 per sq.ft. West Windsor VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2554  |  Acres: 26.72
Wednesday Apr 29, 2026
Description: Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows--often even double rainbows--across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms--two conveniently located on the first floor. Wide pine and maple floors run throughout, adding classic farmhouse character. The equestrian amenities are outstanding: a 3,024-square-foot stable with seven spacious stalls, a heated tack room, wash stall, bathroom, and laundry area. The 100' x 200' riding arena features a state-of-the-art, eco-friendly footing made from recycled sneakers, offering outstanding drainage, low dust, and excellent footing. Outdoor facilities also included are a round pen, four grass paddocks, and one dirt paddock. Quiet gravel roads invite walking and riding, with access to the Green Mountain Horse Association trail system. A stream winds along the property's West border, while apple and pear trees provide seasonal bounty. High-speed internet ensures fast connectivity. Ascutney Outdoors, with 40 miles of trails for horseback riding, mountain biking, skiing, and hiking, is nearby, and the popular Brownsville Butcher and Pantry is less than two miles away. (Horses not included) See MLS Property & Listing Details & 46 images. Includes a Virtual Tour

$1,345,000 $265 per sq.ft. Village of Brownsville in Town of West Windsor VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 5774  |  Acres: 5.51
Wednesday Jun 3, 2026
Description: Set against sweeping views of Mount Ascutney, this distinctive property offers the kind of Vermont escape buyers rarely find--private, spacious, and designed for gathering. Thoughtfully expanded over time, the home seamlessly blends two living spaces, creating an ideal setting for hosting extended family and friends while still offering comfort and privacy for all. The newer portion of the home is centered around light and connection, with an open-concept living, dining, and kitchen area anchored by a custom stone fireplace and framed by floor-to-ceiling windows that capture the mountain views. Step out onto the sun-drenched deck--perfect for morning coffee, après-ski evenings, or summer entertaining. The primary suite offers a peaceful retreat with its own private deck, ensuite bath, walk-in closet, and dedicated office space. The original wing of the home provides additional room for guests, featuring four bedrooms, kitchen and its own living area, as well as direct access to a second deck overlooking the surrounding landscape--creating a natural separation that makes hosting effortless. Whether used as a single expansive home or configured to offer private guest accommodations, the layout supports a range of lifestyles--from weekend retreats to extended stays. Located in the heart of Brownsville, just moments from the trails and outdoor recreation of Mount Ascutney, this property offers four-season appeal. Enjoy easy access to the charm of nearby Woodstock, as well as skiing at Okemo and Killington, and the cultural and dining destinations of the Upper Valley. A rare opportunity to create a true Vermont getaway--designed for connection, relaxation, and year-round enjoyment. See MLS Property & Listing Details & 32 images. Includes a Virtual Tour

$2,150,000 $594 per sq.ft. West Windsor VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5173  |  Acres: 10.07
Friday May 1, 2026
Description: Prominently and privately sited overlooking the desirable Bible Hill region of West Windsor, this exceptional, meticulous Davis Timber Frame contemporary home has a panoramic view of Mt Ascutney, and sweeping views of the New Hampshire hillside and down the CT River Valley. Masterfully crafted with superior fit and finish, the home is anchored by a 36' cathedral ceiling with floor to ceiling windows, and a commanding fieldstone fireplace. Gourmet chef's kitchen with excellent quality appliances, custom Alder Wood cabinetry, soapstone counters and hammered copper farm sink. Luxury primary suite on main level with renovated bathroom, and walk in closet. Three additional bedrooms on the second level. The finished walk out lower level featuring a billiards room, media room with pellet stove, a wet bar, steps out to a stone terrace with hot tub, tea room, outdoor shower. Entertain and wow your guests in your very own heated, covered pizza pavilion. The well-appointed post and beam barn has two stalls with direct turn-out and a 3 bay utility garage. Saddle up, or hop on your bike, and ride into the extensive dirt road and trail systems of West Windsor. Easy access to Interstate, Woodstock and Hanover NH. Extensive list of details and features under documents tab. By appointment only-no drive-ups please. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$3,350,000 $1,043 per sq.ft. West Windsor VT Home »

5 Beds | 5 Baths |   Total Sq. Ft. 3212  |  Acres: 98
Wednesday Apr 15, 2026
Description: Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restoration. Quality materials & craftsmanship throughout. It has gorgeous views of nearby Ascutney Mountain & long-range views of NH. The property consists of 98 acres made up of fields, hard & softwoods, trails, a large sugarbush (potential for a future boiling operation). Conserved by Upper Valley Land Trust, enrolled in Current Use. The main floor offers a new kitchen which boasts a beautiful 11' quartzite island & counters. Dining & Family Room with soapstone woodstove, Living Room with a new Rumford Fireplace with rod iron & glass doors for efficiency. A large Sunroom with slate floor, more than an entry it's a nice transitional space to enjoy, 3 BR/3 BA and a Sitting area on the 2nd floor with a tranquil view of the back fields. 2 additional BRs and a half bath on the 3rd floor. All new wiring, plumbing, new Bosch propane furnace supplies radiant heat, triple pane, Anderson low-E4 windows, sheetrock, DaVinci slate-like rubber roof & cherry floors. Fully insulated, extremely efficient. Custom built trim, wide baseboards, wainscoting & cabinets. 200+ year old pine boards from the house were used to craft bathroom vanities, 3rd floor stairs & beautiful doors. Outdoor amenities include in ground pool, gardens & lovely stone patio. A large-3600 sq ft former dairy barn with new wiring & FHA furnace & oil tank. Now used as a garage, workshop & abundant storage space offers ENDLESS possibilities! See MLS Property & Listing Details & 60 images.

$545,000 $167 per sq.ft. Westminster VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3263  |  Acres: 1.3
Friday May 8, 2026
Description: Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant natural light, and exterior access from three sides of the home. This floor is home to the spacious primary suite including a luxurious ensuite bathroom complete with a soaking tub, dual sinks, a beautiful walk-in shower, separate toilet room, and a large walk-in closet. This level also offers a generous bonus room, laundry room, and utility room. Upstairs, enter through the back deck into a welcoming entryway leading to the expansive modern kitchen, featuring granite countertops, a large center island with pendant lighting, and plenty of space for entertaining. The open-concept kitchen, dining, and living area is centered around a striking staircase that ties the space together beautifully. This level also includes an additional bedroom and a convenient half bath. The upper floor offers two more spacious bedrooms and a full bathroom with dual sinks and a walk-in shower. Outside, relax on the deck overlooking the pool while enjoying the privacy and tranquility of the surrounding rural countryside. See MLS Property & Listing Details & 53 images.

$599,900 $198 per sq.ft. Westmoreland NH Home »

Price Change! Reduced by $25,100 down 4% on May 18th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 3652  |  Acres: 2.3
Monday May 4, 2026
Description: Welcome to this fabulous contemporary home set on 2.3 scenic acres with beautiful views in highly desirable Westmorland, NH. This striking post-and-beam residence, built in 2004, showcases soaring cathedral ceilings, exposed beams, and gleaming hardwood floors throughout. Designed for both comfort and flexibility, the home features a first-floor bedroom and 3-1/2 baths. The spacious primary suite offers a private balcony along with a luxurious bath complete with a whirlpool tub and walk-in shower-your own personal retreat. Recent updates include a new roof, furnace, decks, and appliances, ensuring peace of mind for years to come. The finished lower level adds even more living space with a recreation room and two additional rooms ideal for guests, home offices, or hobbies. Sunlight pours in through generous windows, crating a warm and inviting atmosphere. Outside, enjoy a large open yard with access to the river-perfect for gardening, animals, or simply relaxing in nature. A truly amazing home offering space, style, and a serene setting- don't miss this exceptional opportunity! See MLS Property & Listing Details & 33 images.

$579,000 $279 per sq.ft. Weston VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2077  |  Acres: 0.66
Sunday Jun 7, 2026
Description: 639 Main Street, Weston, Vermont Offered at $579,000 A rare opportunity to own a turnkey home in the heart of picturesque Weston Village. This beautifully renovated four-bedroom, two-bath residence offers the perfect blend of walkable village living, natural surroundings, and timeless Vermont charm. Built in 1952, this thoughtfully updated 2,077-square-foot home sits on 0.66 acres on an elevated village lot overlooking the woods, with the soothing sounds of the nearby West River. The property offers the best of both worlds: a peaceful, scenic setting just steps from Weston's beloved restaurants, cafés, theater, country store, and charming village shops. Inside, the home has been extensively renovated, seamlessly blending classic Vermont character with modern comfort. A stunning open-concept kitchen featuring StoneHill Cabinetry serves as the centerpiece of the main living area. A cozy breakfast nook overlooking the backyard provides the perfect spot to enjoy your morning coffee. Additional updates include two fully renovated bathrooms, newly installed oak hardwood flooring throughout the first floor, custom blinds, fresh interior paint, and all-new trim details. The redesigned mudroom adds both style and functionality. An additional 1,349 square feet of dry, usable basement space offers a laundry area, abundant storage, and convenient walkout access to the parking area, providing exceptional flexibility for hobbies, recreation, or future expansion. Outdoor living is equally inviting, with beautifully maintained flower beds surrounding the home and a newly installed bluestone patio creating an ideal space for relaxation and entertaining. Whether you are seeking a full-time residence or a Vermont getaway, 639 Main Street offers turnkey living in one of Southern Vermont's most desirable historic villages. See MLS Property & Listing Details & 48 images.

$1,299,000 $297 per sq.ft. Weston VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 4372  |  Acres: 15.1
Monday May 11, 2026
Description: Set in the heart of Vermont's four season playground, this impeccably maintained 4 bedroom, 3 bath home with a private swimming pond offers the perfect balance of comfort, space and outdoor living. Thoughtfully built by the previous owners and meticulously maintained by the current owners, the property reflects care, pride, and attention to detail, with many thoughtful upgrades and improvements made. The location is hard to beat - just minutes to four premier ski areas: Okemo Mtn, Magic Mtn, Stratton Mtn, and Bromley Mtn. Conveniently located near shopping, dining, and amenities in Rutland, Weston, and Manchester, with nearby ponds and lakes adding to the endless year round recreation opportunities. Designed for gathering and relaxing, the home features a spacious open kitchen and dining area, inviting family room and living room, and a large mudroom ready for all your gear after a day of skiing, hiking, snowmobiling, or lake adventures. A first floor den with an attached bath offers wonderful flexibility and could easily serve as a first-floor bedroom for guests or those seeking single level living options. The spacious second floor includes four comfortable bedrooms, a dedicated office, and large laundry. The primary suite is a true retreat with a generous walk in closet, oversized bath, soaking tub w/ mountain views. A full basement with bulkhead access offers endless possibilities - ideal for storage, a workout area, workshop space, or future finished living space. Outside, mature perennial gardens surround the home, a covered front porch and sun drenched back deck with hot tub create the perfect setting to take in the mountain views and quiet surroundings. The stunning swimming pond completes this private Vermont oasis. Whether you're looking for a year-round residence or the ultimate Vermont getaway, this exceptional property offers the very best of Vermont living in every season. See MLS Property & Listing Details & 43 images.

$1,995,000 $520 per sq.ft. Weston VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3839  |  Acres: 105.8
Thursday Aug 28, 2025
Description: Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage. The guest house preserves the historic character of an early 19th-century English barn with the addition of a two bedroom apartment on the main level. A short walk from the house, is a handsome post and beam bank barn. The three level barn includes a six-stall stable, three bay garage for equipment, and an inviting entertaining space on the top floor. Surrounding the buildings are stone walls, extensive perennial gardens and apple trees. An 1.5-acre spring-fed swimming pond with a sandy beach is stocked with trout and bordered by open fields and woodlands. A conservation easement with the Vermont Land Trust allows for the potential subdivision and construction of one additional residence. Located just minutes from the award-winning Weston Theater Company and year-round recreational opportunities such as hiking on the Long Trail and skiing some of Vermont's best at Okemo, Magic, Stratton, Bromley and Viking Nordic Center. See MLS Property & Listing Details & 37 images. Includes a Virtual Tour

$3,195,000 $635 per sq.ft. Weybridge VT Home »

Waterfront on Pond _Unnamed
5 Beds | 5 Baths |   Total Sq. Ft. 5687  |  Acres: 26.1
Thursday May 21, 2026
Description: The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system's 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter. See MLS Property & Listing Details & 34 images. Includes a Virtual Tour

$285,000 $148 per sq.ft. Wheelock VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1932  |  Acres: 2.99
Wednesday May 27, 2026
Description: Set in a pleasant country setting this 5-bedroom home. Kitchen, Livingroom with fireplace, dining room, 3 bedrooms and full bath on first floor. 2 bedrooms and 1/2 bath on second floor. Large open lawn with garden area, 1 car garage under the house and oversized 2 car garage with overhead storage. Covered deck. 2.99-acre lot with frontage on 2 roads. See MLS Property & Listing Details & 22 images.

$299,000 $117 per sq.ft. Wheelock VT Home »

Waterfront on River Miller Run
4 Beds | 3 Baths |   Total Sq. Ft. 2559  |  Acres: 4
Tuesday May 5, 2026
Description: This lush and level four acre compound along Miller's Run River in Wheelock has more going for it than most properties twice the size. The 2020 Commodore mobile home is the primary residence, with serious mudroom and bedroom additions built for the way Vermonters actually live. With 3 bedrooms and 2 full bathrooms the home feels spacious and full of natural light. Next door a one bedroom guesthouse handles family and friends, or generates rental income with ease. Both homes come simply and elegantly furnished. The newly built 17x32 barn is ready for equipment, livestock, or whatever the next owner has in mind. The insulated 20x42 Quonset hut has power, water, and has previously seen commercial use as a take-out restaurant. Permits are also in place for a third dwelling utilizing existing water and septic. And then there's Miller's Run itself, bordering the entire property with a small rocky cascade before pooling into a deep cold swimming hole that will be the centerpiece of every summer. See MLS Property & Listing Details & 60 images.

$595,000 $329 per sq.ft. Wheelock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2256  |  Acres: 78.5
Friday Jun 5, 2026
Description: Welcome to a remarkable Northeast Kingdom retreat where comfort, privacy, and Vermont's natural beauty come together. Among the trees and surrounded by acres of forest, this bright and inviting 4-bedroom, 2-bath home offers a unique treehouse like living experience with long range views toward Burke Mountain and Mount Washington. The open concept main level features granite countertops, a walk-in pantry, first floor laundry and spacious gathering areas filled with natural light. Large windows frame the surrounding landscape, while the partially finished walkout basement provides flexible space for recreation, hobbies, storage, or a home office. Upstairs, you'll find four bedrooms and a full bath. Step onto the deck to enjoy mountain views, sunrise and the sounds of nature. Enrolled in Vermont's Current Use Program, the property offers a diverse landscape of northern hardwood forest, cedar stands, wetlands and intermittent streams. High-quality sugar maples are complemented by cherry, ash, beech, and birch. Miles of marked trails provide opportunities for recreation, wildlife observation, and the potential for sugaring activities. Those seeking a homestead lifestyle will appreciate the established garden space with piped water, blueberry bushes, raspberries and apple trees. Chaga can also be found throughout portions of the property. Additional features include an RV parking area equipped with water and a septic hookup. Wildlife and birds are frequent visitors, enhancing the peaceful setting. Offering a rare combination of a comfortable home, extensive recreational opportunities, productive growing spaces and exceptional privacy, this property presents an opportunity to enjoy the natural beauty and outdoor lifestyle that defines Vermont's Northeast Kingdom. A property to enjoy today and steward for generations to come. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

$634,700 $254 per sq.ft. Whiting VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2496  |  Acres: 2
Wednesday May 20, 2026
Description: Beautiful Federal farmhouse set on a scenic 2 acre level lot with breathtaking views of the Green Mountains, including Brandon Gap as a stunning focal point. This home blends timeless antique character with thoughtful updates. Tasteful landscaping with mature trees and established shrubbery surrounds the property, while the paved circular driveway, small barn, and oversized two car garage with loft and rear storage offer excellent space for hobbies, animals, or equipment. The remodeled kitchen is filled with warmth and character, featuring detailed trim work, attractive recessed lighting and light fixtures, natural beadboard-style wood ceilings, antique style farm sink, glass front kitchen cabinetry with detailed trim inlay, granite countertops with bar seating, very useful pantry, and a specialty Elmira Antique propane range with modern conveniences, food warming compartment, abundant amount of burners and style! A propane stove adds to the charm, while the nearby utility and laundry room includes an additional wash basin and access to the screened side porch. The remodeled dining room has finished wood walls and ceilings along with more spectacular long range views. The living room has a bay window, glass front wood stove, and sweeping views of the mountains and rolling fields. A spacious first floor primary bedroom with en suite bathroom, office nook with bookshelves, and first-floor laundry provide convenient one level living. Upstairs has four bedrooms filled with natural light, along with a separate back entry leading to storage space and a bonus room ideal for a recreation area, fitness room, or hangout space. Antique details, solid craftsmanship, incredible views, and a peaceful rural setting make this special Vermont property truly one of a kind. Peaceful and private, yet conveniently located just minutes to Middlebury and Brandon for dining, shopping, community events, the arts, hiking, lakes, and ski areas. See MLS Property & Listing Details & 60 images.

$259,000 $104 per sq.ft. Whitingham VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2480  |  Acres: 0.2
Thursday Jun 11, 2026
Description: **OPEN HOUSE Sunday 6/14 2-4pm** Located in the charming town of Whitingham, this well-maintained historic home offers five bedrooms and open-concept living space. Upon entering, you'll find a convenient mudroom with a large coat closet. Enjoy a sun filled dining room and kitchen featuring live-edge wood slab countertops, open shelving, and a farmhouse sink. The open living room provides plenty of space to lounge and the centrally located pellet stove provides warmth throughout. There's also a convenient half bath on the first floor as well as a newly remodeled private movie room. Upstairs, the primary suite includes a large closet, soaking tub, and shower. There are also four additional bedrooms and a three-quarter hall bathroom. The attic has been transformed into an ideal game room, spacious enough for a ping pong table, foosball, darts, or your favorite games. Outside, a newly constructed composite deck provides entertainment space and leads to a newly built fire pit. Unwind and listen to the soothing sounds of the brook, all while enjoying ample yard space. Harriman Reservoir is within walking distance--just 400 yards to the boat launch--a convenient spot to start your day on the lake. Enjoy swimming, fishing, kayaking, and miles of hiking and biking trails nearby. Lake Sadawga is about a mile away and is a great fishing destination in summer and a lovely ice-skating spot in winter. Additionally, you are less than 30 minutes from Mount Snow and Berkshire East ski resorts. Recent updates include exterior drainage, deck, fire pit, vapor barrier/insulation in the crawl space, sump pump, and updated lighting fixtures. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour