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$1,150,000
4 Beds ⋅ 1 Baths ⋅ 5090460 MLS
Lovely 1800s vintage dairy farm on 100+ acres in the heart of Whitingham Vermont, just a short driving to nearby country villages, lakes, skiing, and more. Conveniently just over the MA border sits this amazing property which has been in the same family for 2 generations. Nestled on the crest of rolling pasture, you are treated to long range three state mountain views including Mount Monadnock to the East. The property could easily accommodate a beautiful new build, or else could be rehabbed into a working dairy or gentleman's farm, with privacy and access rare to find. The main house presently features 4 bedrooms, 1 bath, a large kitchen and dining area, den, and walk in pantry. There is an attached two story barn for storage, which leads into the recently built oversized 3 car garage with 12 foot doors, ideal for equipment or classic car storage. From this you can go to the 38x144 large dairy barn with stalls, horse paddocks, and hayloft, or the tremendous oversized dairy barn with 90 stanchions between the two barns, and main room upstairs, which could be converted into amazing space for those with vision. These are the best maintained functioning farm barns I have seen in 20 years. Add to that a full equipment shed, dairy processing area, approx 40 acres of pasture and fields, sugar house, pond, a network of trails, 60 acres of mature woodlands, and an idyllic home site at the crest of the upper field, and you have everything you could possibly want in a true Vermont farm property, with enjoyment and expansion potential for years to come. Recent updates include a new roof on the house, generator, and a full clean out. Don't sleep on this one of a kind opportunity. Property is in Current Use.

2245 Burrington Hill Rd, Whitingham
$399,000
3 Beds ⋅ 2 Baths ⋅ 5090349 MLS
Nestled in the coveted Chimney Hill Community, this charming 3-bedroom, 2-bathroom turn-key home is a delightful find. The main level features a convenient bedroom and full bath, along with a laundry area, a well-appointed kitchen, a dining room, and a cozy living room complete with a gas fireplace. Double sliding doors lead to a spacious deck, inviting an abundance of natural light. The home boasts updated flooring throughout the main living areas and two bedrooms, with additional flooring material included to complete the job. The flat yard offers a perfect hangout space with a firepit and seating area, ideal for outdoor gatherings. Residents enjoy access to the community's recreation center, featuring a summer outdoor pool, indoor pool, and more. This fantastic location is just minutes from the Hermitage Ski Club, Mount Snow Resort, two golf courses, and the scenic Harriman Reservoir and Lake Raponda for boating and swimming. Wilmington's vibrant Main Street and other attractions are also nearby, making this home a perfect blend of comfort and convenience. This home is not only an ideal personal retreat but also a proven rental investment.

6 Outer Limit Ln, Wilmington
$675,000
4 Beds ⋅ 3 Baths ⋅ 5090286 MLS
This home IS quintessential Grafton Vermont! Built c. 1850 this stately 4 over 4 colonial served as the Parsonage for the Grafton Church as it is still referred to this day. Privately owned for nearly 30 years this handsome home is ready for new stewardship. Spacious and sturdy, this vintage gem offers plenty of space and has been updated for today’s lifestyle. The first floor offers open concept living space including a renovated kitchen, the heart of the home, with soapstone countertops and custom sink that is within speaking reach of the dining area and comfortable living room space with a wood burning fireplace. A second living room or ‘den’ and a laundry room with half bath completes the comfort and convenience. Upstairs, four generous bedrooms and two full baths create ample space for family and guests. The walk-up attic is easily accessible and offers great storage space. The basement is simple as older homes often are but offers ready access to utilities as needed. A sweet quarter acre with a private grassy area behind the house offers space to unwind or walk to the neighboring ballfield. The driveway is shared but the well and septic were updated to be individual to this home. The detached 2-car garage offers space to get out of New England winters or to store that antique car or two while the screened porch gives protected space for morning coffee or a glass of wine from nearby MKT. Find gourmet meals and live music two doors down at the infamous Grafton Inn. Well set to enjoy all that southern Vermont offers in its rolling hills, open fields, and meandering rivers this home puts you close to its best from skiing to farmers markets, antique shops, and festivals. The Parsonage embodies the best of what Grafton offers - historic and classic blended with comfortable lifestyle.

54 Main St, Grafton
$399,000
5090247 MLS
Located in the heart of Brattleboro, this fully occupied and consistently high-performing investment property offers an outstanding opportunity for investors seeking strong cash flow and steady rental demand. Currently configured with 9 individual rentable rooms, the property has been successfully exclusively rented to The New England Center for Circus Arts students for years and maintains an exceptional occupancy history with very little vacancy. The building has been well maintained and features newer windows, vinyl siding, two oil tanks, and two boilers. Tenants pay their own electric while the owner covers heat, water, sewer, and taxes. Conveniently located just moments from downtown shopping, restaurants, entertainment, and public transportation, the property is ideally situated to support continued strong rental demand. A unique opportunity to acquire a proven income-producing property with a long track record of stable occupancy and excellent cash flow potential.

19 Canal St, Brattleboro
$425,000
4 Beds ⋅ 3 Baths ⋅ 5090228 MLS
Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don’t miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer.

52 Ruth Way, Wilmington
$69,000
5090072 MLS
This one-acre parcel at 170 Maple Drive in the Snow Mountain Farms community offers the perfect opportunity to start your Vermont dream home. The property already has a state-issued 4-bedroom wastewater permit in place, making it ready for your 2026 build. Located on a town-maintained road with a quiet cul-de-sac setting, this lot provides both easy access and privacy. Driveway is in, lot is cleared and power is available at the road, helping simplify the building process from day one. Ideally situated just minutes from Stratton Mountain Resort and Mount Snow, you’ll enjoy year-round recreation including skiing, hiking, snowmobiling, mountain biking, and more. Whether you're planning a vacation retreat or a full-time residence, this property offers an excellent combination of convenience, outdoor adventure, and peaceful Vermont living. Property being offered with adjoining lot totaling 2.1 acres for $129k see MLS#5098154.

170 Maple Dr, Wardsboro
$165,000
5090046 MLS
Beautiful open 1.9-acre parcel on scenic Sweet Pond Road in Guilford, VT. Featuring open pastureland, generally level terrain, and excellent southern exposure, this property offers a wonderful opportunity for a primary residence, homestead, recreation property, or investment. A classic stone wall borders the western edge, adding timeless Vermont character. Buyers to verify utility availability and connection options with Green Mountain Power, but power poles are located at the street. Existing hay use may provide agricultural potential. Perc testing available for two proposed systems. Located near Sweet Pond State Park, Weatherhead Hollow Pond, and currently nearby access to the VAST trail network during applicable seasons for outdoor recreation. Conveniently located approximately 9 miles to Brattleboro, 15 miles to Greenfield, MA, and with easy access to I-91. Buyers to perform their own due diligence regarding intended use, permitting, subdivision potential, utility availability, and development options.

Lot A Sweet Pond, Guilford
$679,000
3 Beds ⋅ 2 Baths ⋅ 5089886 MLS
This circa 1860 Greek Revival home is one of Grafton Village’s gems, blending historic character with recent, thoughtful renovations. A sweeping backyard framed by rugged stone walls adds to the property’s appeal, while established perennials and a welcoming side porch create an inviting entrance. The delightful country kitchen flows into the formal dining room and living room, where a propane fireplace adds warmth and charm. Wood floors run through most rooms, complemented by high ceilings and a welcoming front entry, leads to side-hall and elegant stairway. Convenient Direct entry from the attached garage/barn, or driveway to mudroom with laundry. On the second floor, 3 bedrooms, a full bath, and a cozy office accessible from the back stairway, along with storage space above the garage. Upgrades include, solar panels, Tesla Powerwall, boiler, and more. The location offers exceptional access to outdoor activities and village conveniences. Grafton Village Park, just behind the house, features hiking and snowshoe trails. Nearby Grafton Ponds offers additional hiking, cross-country skiing, and snow tubing. A snowmobile trail connecting to the inn also links to the wider VAST trail network. Dining at the inn, Takeout and groceries at MKT, Nearby skiing at Stratton, Okemo, and Magic Mountain, Healthcare close by at Grace Cottage Hospital, Community events including Fourth of July fireworks with the VSO and the VSO holiday concert in December.

148 Townshend Rd, Grafton
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 5089881 MLS
A rare opportunity for true year-round enjoyment. This is a remarkable chance to own a home on a motorboat lake — with a private dock — just minutes from both the Mount Snow and Hermitage Club ski resorts, hiking, biking, and snowmobile trails, and the charming village of Wilmington, Vermont. Lake Raponda stands apart from the other lakes in the area in one important way: because larger boats tend to head for the public-access Harriman Reservoir on the southern end of Wilmington, Raponda remains a predominantly owner-enjoyed lake. The result is noticeably less boat noise and wake, making it equally wonderful for kayaking, paddleboarding, and peaceful summer mornings on the water. The property sits on a generous, nicely sized parcel with sweeping level lawn space, a private yard with fire pit, ample parking, kayak racks, and a private dock — which transforms into an ice skating destination come winter. Inside the fully remodeled and expanded vintage four-bedroom, four-bath lake house, an open-concept floor plan invites you in with warm wood floors throughout, a living room anchored by a wood-burning stove set in a stone hearth, and a well-appointed kitchen with stainless appliances and island. A relaxing entertainment area with full bath flows into the heated sunroom addition, with expansive windows framing the lake views and opening onto a wraparound deck. A generous mudroom entry handles gear for every season with ease. Upstairs, the primary suite offers wonderful natural light and a luxurious bath, alongside three spacious guest bedrooms, two additional full baths, custom built-in storage, and a lovely office space. The practical upgrades here are just as impressive: efficient mini-split heating and air conditioning, an attached garage for gear storage, an updated septic system, and a private driveway with ample parking. All of it recently completed, the home is completely turnkey — so all you'll have to worry about is downtime, not upkeep.

392 Lake Raponda Rd, Wilmington
$319,000
3 Beds ⋅ 1 Baths ⋅ 5089873 MLS
Located in one of the area’s most desirable and close-knit neighborhoods, this beautifully preserved 1929 home blends timeless character with thoughtful updates. Featuring hardwood floors, natural woodwork, custom built-ins, classic wainscoting, and a welcoming mudroom, the home retains the charm and craftsmanship buyers love. The open and inviting first floor offers generous living space and a formal dining room, complemented by a retro-inspired kitchen full of personality. Just off the living room, the enclosed south-facing porch with newer windows may become your favorite place to relax and unwind. Upstairs offers 3 bedrooms, a bright and cheerful bath, and access to an incredible attic space with exciting potential for a studio, yoga room, office, or expanded living area. Outside, the landscaping is a delightful surprise, featuring striking artistic bluestone details and a peaceful water feature that create a private, zen-like setting rarely found in town. This is a wonderful opportunity to own a character-filled home in a neighborhood known for its quality homes, strong sense of community, and convenient access to restaurants, shopping, and local amenities.

117 Oak Grove Ave, Brattleboro
$595,000
4 Beds ⋅ 2 Baths ⋅ 5089830 MLS
Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath) , updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks—providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation—from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location!

9 Mountain Acres Rd, Jamaica
$499,000
3 Beds ⋅ 1 Baths ⋅ 5089735 MLS
This sweet home is nestled in the serene, and quiet location of Gilbert Rd, a dead end, located on the edge of Newfane but in the quaint town of Marlboro, VT. It has been completely renovated within the past few years by a local high-end builder with an eye for energy efficiency. His workmanship is evident in the renovation. The result: this pristine home gleams with its fresh and inviting design. New heat pumps, insulation and septic provide a clean slate for any homebuyer. All brand-new furnishings for an easy transition. An attractive retaining wall was recently built with field stones and steps for easy access. Many plantings have been added for a colorful summer ahead. A wood stove was installed in the sunroom for year-round comfort. A babbling brook runs along one side of the property, leading to the nearby West River. The home is also an easy commute to Brattleboro for unique eateries, farmers markets, gallery walks and so much more. If you are a skier, Mount Snow is nearby! Hikers will have the opportunity to explore the almost 50 acres this property has to offer. Plenty of open space is available for vegetable gardening, as well. This truly is a lovely home waiting for its next chapter to unfold. (Deed says 52.5 plus or minus and tax bill says 49 acres.) This home is coming mostly furnished making it completely move in ready.

147 Gilbert Rd, Marlboro
$1,165,000
4 Beds ⋅ 3 Baths ⋅ 5089719 MLS
Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property. Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chef’s kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardener’s foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-beamed ceilings, a charming loft area, and a private retreat-like atmosphere. A sun-filled four-season sunroom overlooks the beautifully landscaped grounds and perennial gardens. Set on a large lot of private Vermont countryside, the property includes antique stone walls, approximately 5 acres of open meadowland, apple trees, maintained walking trails, and a large fenced garden area. Outdoor enthusiasts will appreciate the close proximity to Sunset Lake, located just a half mile away for kayaking, paddling, and peaceful recreation. Ideally located just minutes from downtown Brattleboro and only 1.5 miles from a paved road, this private country estate offers the perfect blend of seclusion, convenience, and the idyllic Vermont lifestyle. Whether you are seeking a homestead, equestrian property, country retreat, or full-time residence, this one-of-a-kind Vermont farmhouse is a rare opportunity to own a truly special piece of New England paradise.

350 Sunset Lake Rd, Newfane
$150,000
5089655 MLS
Discover your private Vermont sanctuary on this heavily wooded 16.05-acre parcel on East Hill Road in Wardsboro. This pristine property is bordered by the year-round Wardsboro Brook, which serves as a scenic natural boundary and offers an extensive fly fishing area, while the diverse forest canopy provides an unlimited, sustainable source of firewood. The heavy lifting is already done with a wastewater permit in place for a four-bedroom home, allowing you to quickly build your dream forest escape. Located just a short drive from world-class skiing at Mount Snow and Stratton Mountain, this location is a true four-season haven. You can enjoy thrilling white water kayaking on local rivers and brooks, quiet boating and swimming at nearby Beebe and Grout Ponds, or endless hiking. Combining absolute privacy with convenient proximity to Wardsboro's local charm, this lot is the perfect canvas for your active Vermont lifestyle.

00 E Hill Rd, Wardsboro
$350,000
4 Beds ⋅ 2 Baths ⋅ 5089447 MLS
Dual charming updated cottages located conveniently between Mount Snow and Stratton with easy access off a paved public road for peace of mind and tremendous rentability. The current owners have lovingly updated these 2 cape style homes. One partially burned down and has been completely rebuilt and just completed. That larger home features an open concept kitchen and dining area, large great room with new kitchen and full bath, main floor bedroom and upstairs loft bedroom, large mudroom area for gear storage and laundry. The second cottage has a full open concept floor plan with gas fireplace, dining area, and kitchen with breakfast bar, a full bath, and two bedrooms upstairs. Great storage options on the property, a built in gear shed, fire pit, and nearby access to multiple lakes, hiking trails, restaurants, and ski resorts. Great potential income offset or space for guests! First four photos are virtually staged and those furnishings will not be included.

4850 Rte 100, Wardsboro
$205,000
3 Beds ⋅ 2 Baths ⋅ 5089370 MLS
Welcome to this charming and well-maintained 3-bedroom, 1¾-bath single-level home, offering the ease and comfort of first-floor living. Tucked at the end of Lindy Road, the property provides a peaceful setting on a spacious, level 0.58-acre lot, surrounded by mature trees that offer both natural shade and privacy. Inside, the home is bright, open, and thoughtfully designed, creating an inviting atmosphere ideal for both everyday living and entertaining. Open concept kitchen, dining and living room with a primary en-suite 3/4 bath with 2 additional bedrooms and a full bath. Enjoy the outdoors from the lovely screened-in porch—perfect for relaxing and taking in the surroundings without the nuisance of bugs—or unwind on the private rear deck, ideal for grilling and gathering. Additional features include a one-car garage and a generous yard with plenty of space for gardening, recreation, or simply enjoying the tranquil setting. Residents of Vernon benefit from a variety of local amenities, including a town pool, playground, various recreational programs, and a charming library, all contributing to the town’s welcoming community feel. The home is conveniently located approximately 10–15 minutes to Brattleboro, 15–20 minutes to Greenfield, MA, about an hour to Bradley International Airport, and roughly two hours to Boston. The current HOA fee is just $110 per month through Vernon Estates, covering community water, sewer, and plowing of private roads. Beginning this fall, a new HOA will be established and managed by the 11 property owners—offering a unique opportunity to be directly involved in shaping the HOA's future, including its budget and guidelines. All owners will be encouraged to participate in meetings and help guide decisions moving forward.

18 Lindy Rd, Vernon
$875,000
3 Beds ⋅ 4 Baths ⋅ 5089345 MLS
Ski-on and off from this beautifully updated Seasons townhome trailside on the Mount Snow ski resort. Ski home for lunch and then get back on the slopes for the afternoon, without ever having to take off your boots. This well appointed unit features a large open concept living space with vaulted ceiling, floor to ceiling stone chimney with wood burning fireplace, tremendous natural light from the large windows, updated galley style kitchen open to the ample dining area, new flooring throughout, new furnishings, vaulted primary suite with upscale bath and walk in closet, main floor guest half bath and mudroom entry, full finished lower level with family room, second mudroom to walk straight out onto the trail, two guest suites with updated baths, an updated heating system, back deck for entertaining, and more. Enjoy downtime not upkeep thanks to the trusted Seasons management company taking care of exterior maintenance, plowing, snow removal, rubbish, and wood delivery, as well as including the extensive newly renovated amenities center with indoor and outdoor pools, basketball court, 3 hot tubs including an owner only hot tub area, full gym, locker rooms, game room, and on site staff. A truly unique opportunity to have your own place right at Mount Snow.

1d Townhouse Sq Unit 8, Dover
$899,000
4 Beds ⋅ 4 Baths ⋅ 5089344 MLS
Stunning updated Greenspring unit, just across the street from the Mount Snow ski resort with stunning direct views of the ski trails. This 4 bedroom, 4 bath unit features extensive upgrades, new furnishings, and immaculate condition, to ensure turn key enjoyment. Features include an open concept great room with vaulted ceiling and wood burning two sided fireplace, sunny exposure and sunset/ski trail views, large kitchen with granite counters, new stainless appliances, island with breakfast bar, spacious dining area, main floor guest bedroom and bath, two upstairs suites including an expansive primary with spa like renovated bath, a full family room in the walkout basement, large bunk room with bath, bonus game room area and lockable owner closet, custom mudroom entry with cubbies, and tremendous owner storage throughout the unit. Outdoor hot tubs are allowed, minisplit A/C for year round use, and upgraded heating system, and water filtration. Direct shuttle service to and from the mountain, stow your gear in the large mudroom and ski locker, and take in the Vermont splendor throughout the landscaped development. This unit features all the convenient Greenspring amenities including quick direct shuttle service to and from the Mount Snow base area, building maintenance, landscaping, snow removal, wood delivery, trash, on site management staff, and the recently renovated amenities center including indoor pool, full gym, game room, tennis courts, and ample common space.

9d Dover Springs Ln, Dover
$149,000
5089334 MLS
Nice private almost 17 acre site with driveway, dug well, dug pond, sitework and ski area and Mountain views. Log cabin or post and beam home is a great fit. VAST snowmobile trail runs through the property. Beautiful bright and sunny exposure.

9 Brown Rd, Wilmington
$695,000
2 Beds ⋅ 2 Baths ⋅ 5089303 MLS
Welcome to your fully furnished chalet-style escape in Townshend, Vermont. Tucked away at the end of a private drive on 10 partially cleared, usable acres, this 2-bedroom, 2-bathroom home offers the perfect blend of comfort and Vermont charm. With four separate sleeping areas, there's plenty of space. The first-floor primary suite provides a private retreat with its own ensuite bathroom. Above, a striking loft bridge connects the second-floor sleeping spaces while overlooking the dramatic great room below, adding architectural character and enhancing the home's open-concept design. The spacious loft features expansive windows that frame the surrounding landscape and offers ample room for two beds. Exposed timber beams, wide- plank wood floors, and soaring wood-paneled ceilings create the warm character of a classic Vermont chalet. The centrally located kitchen offers views in every direction, allowing you to enjoy the surrounding landscape while remaining connected to the dining and living areas. Just off the main living space, the sunroom is filled with natural light through oversized sliding glass doors. Whether used as a relaxing sitting area or a practical mudroom and primary entrance, it provides a seamless connection between indoors and out. The open dining, living, and kitchen areas are designed for gathering, with easy access to the balcony off the dining room. It's the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful views of the expansive yard. The finished walkout basement is a flexible bonus space that can serve as a private guest suite, wellness room, bonus room, or office. Complete with a sauna, wood stove, and French doors leading to the outdoor fire pit and established flower gardens, it's a cozy extension of the home's living space. Less than 30 minutes to Mount Snow and Stratton Resort for year-round adventure, including skiing, snowboarding, mountain biking, and golf.

1871 W Hill Rd, Townshend
$564,900
5 Beds ⋅ 4 Baths ⋅ 5089276 MLS
Enjoy amazing proximity to the Mount Snow ski resort, with easy access yet total privacy, in this updated contemporary farmhouse. At the end of a quiet loop sits this lovely home on 1.92 acres with nearby access to restaurants, shopping, and shuttle service. The home has been recently renovated and now features an open concept living room with ample living space and spacious kitchen, large deck for entertaining which leads down to the fire pit and level lawn space, a main floor primary suite with private bath and walk in closet, a main floor guest half bath, dual mudroom entry, second floor primary suite with spa like bath including tiled shower, 2 guest bedrooms, third full bath, and a large finished loft which serves as a great family room area as well as overflow sleeping. There is additionally a finished garage bay setup as great game room with hot tub ideal for apres ski, one car garage, and amazing owner storage spaces, which are vital, as this house performs very well as a rental. A unique opportunity to own near the mountain without the typical premium required.

43 Edwards Village Loop, Dover
$549,900
3 Beds ⋅ 3 Baths ⋅ 5089243 MLS
NEW PRICE! Exceptional Value in Vermont’s Ski Country! This beautifully renovated classic chalet just became an even better opportunity! Offering the perfect blend of rustic Vermont charm and modern updates, this home features vaulted ceilings, exposed beams, a dramatic floor-to-ceiling brick fireplace, gorgeous remodeled kitchen with quartz countertops, and an expansive deck ideal for entertaining. With 3 bedrooms, 2 baths, a versatile loft, updated Buderus boiler with 5 zones, direct VAST trail access, abundant parking, and a strong rental history, this property is equally suited as a year round home, Vermont getaway, or investment property. Minutes from skiing, restaurants, shopping, and year round recreation. New price, now is the time to take another look!

1 Bucket Ln, Dover
$399,000
5089234 MLS
Spectacular opportunity to own a rare waterfront building lot on Lake Sadawga in Southern Vermont. This lot sits on a private dead end corner with southern exposure, private lake frontage including an earthen dam, and easy access along this pristine, natural lake. There is additional frontage along Stimpson Hill Road. The lake offers tremendous fishing, kayaking, canoeing, water sports, and privacy thanks to the small size and large parcels around it. Direct VAST snowmobile trail access for easy winter use as well. A rare chance to own your dream retreat along the shores of a lake, near to ski resorts, within a convenient distance to Boston, Hartford, and New York.

Lot X Tyanoga, Whitingham
$747,500
5 Beds ⋅ 4 Baths ⋅ 5089227 MLS
Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completely turnkey with extensive updates, thoughtful renovations, and modern amenities throughout. Ideally located just outside the country village of Wilmington for shopping and dining, a short drive to Mount Snow, and just up the street from Lake Whitingham’s boat launch and beach areas — truly four-season enjoyment at your doorstep. Inside, the home offers 4+ bedrooms and 3.5 renovated baths across three distinct living areas. The flexible layout includes a main-floor primary suite option, a second upstairs suite with large closets and an upscale bath, plus a separate guest wing with two additional bedrooms and a full bath — perfect for hosting family and friends. You’ll also find up- and down-country mudrooms with excellent storage, the original foyer and front door, a country kitchen with stainless appliances and Corian counters, gas stove with brick hearth, vintage bar area, wood floors, gorgeous sunroom, and main-floor laundry — blending historic character with everyday convenience. Spacious and bright, the home strikes the perfect balance between timeless charm and modern comfort. Enjoy mountain views over the village from the front porch, or relax among the beautifully crafted stone walls, perennial gardens, and mature trees. Additional features include a newly built two-car garage barn with second-floor expansion potential, fiber internet, town water and sewer, ample driveway parking, and true peace of mind. A welcome respite from metropolitan life — and a level of preserved character rarely found in such pristine condition.

67 Castle Hill Rd, Wilmington
$1,850,000
6 Beds ⋅ 6 Baths ⋅ 5089005 MLS
Trailside luxury in a class of its own. This stunning home was taken down to the frame and should be considered new construction — positioned immediately trailside at Mount Snow with a private ski trail connecting directly to the magic carpet at Carinthia for full-season ski access. Ski to and from your mudroom door and never worry about shuttles or parking again. Professionally designed and built with no expense spared, the home welcomes you with a generous mudroom outfitted with benches and hooks for all your gear, conveniently off the oversized garage, ideal for gear storage. The main living level showcases a vaulted great room with exposed natural wood ceilings and beams, a floor-to-ceiling stone chimney with wood-burning fireplace, and expansive new windows that frame breathtaking mountain proximity and flood the space with natural light. The chef's kitchen features stainless appliances, contemporary cabinetry, custom counters, and a substantial island, open to the large the dining area. Down the hall, a half bath with handsome brick floors, a walk-in pantry that can double as an owner's closet, and a dedicated laundry room add everyday functionality. An office with a murphy bed offers flexible guest space, alongside a generous guest bedroom and a full bath with tiled shower. The upper level is home to a spectacular primary suite with a spa-like bath featuring exquisite custom tilework, plus two additional guest bedrooms and a full guest bath. The entry level delivers an expansive family room perfect for entertaining, complete with a half bath, wet bar, a bunk room with its own full bath, and a slider which leads out to the hot tub and fire pit. A spacious deck rounds out the outdoor living, ideal for grilling and soaking in the après-ski sun. With easy access off a paved road and ski-in/ski-out proximity that simply cannot be found anywhere else, this is a rare opportunity that will not last.

3 Slopeside Rd, Dover
$850,000
5 Beds ⋅ 4 Baths ⋅ 5088809 MLS
Welcome to your perfect four-season retreat nestled just minutes from Stratton Mountain Ski Resort. This authentic 5-bedroom, 4-bathroom log cabin plenty of space throughout, with ample natural light and that signature Vermont charm and cozy ambiance. A large kitchen, combined with an open dining area and expansive wrap around deck, offer a multitude of opportunities for seasonal gatherings no matter the weather. Or you can relax in the hot tub after a long day and even enjoy the sounds of a local waterfall located just a short walk from the doorstep. A 1-bedroom apartment with a separate entrance gives this home more flexibility for family and friends to stay for extended visits. The two-car garage provides space for all the outdoor gear you could need to explore the Vermont wilderness year-round. This home has all you need to enjoy all the Vermont has to offer.

4880 Pikes Falls Rd, Jamaica
$825,000
5 Beds ⋅ 1 Baths ⋅ 5088768 MLS
Imagine 216 acres of rolling fields, serene woodlands, and a glowing sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this timeless Southern Vermont property includes a farmhouse, barns, and several outbuildings ,many ready for restoration, reimagining, or replacement. Historic stone walls trace through the landscape, while a peaceful wetland area creates a natural haven for wildlife. Blending character with practicality, the property also offers solid infrastructure already in place, including power, a newer well, a newer roof, and the essential groundwork to move your vision forward. The land is truly the centerpiece, featuring sweeping open fields, a productive sugarbush, and marketable timber.

6036 Jacksonville Stage Rd, Halifax
$149,000
1 Beds ⋅ 1 Baths ⋅ 5088763 MLS
Tiny home living in a big way! Enjoy the conveniences of public sewer and water on a quiet plot of land close to I-91 and five minutes to the Amtrack station. This property is well cared for and maintained. All you need to do is either move in or start renting it out for extra income. This adorable home generates over $20,000 per year as an Airbnb, or you can get up to $1500/mo in long term rentals. It's also the perfect stomping grounds if you're looking for a vacation getaway due to its proximity to a variety of renowned mountain bike networks (like Ascutney), great hiking, and fishing spots! An added BONUS is this place comes furnished! Turnkey at its best!

1 N Ridge Rd, Rockingham
$1,795,000
4 Beds ⋅ 3 Baths ⋅ 5088735 MLS
PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs every weekend and picks up right at the end of the driveway for an EFFORTLESS TRIP TO AND FROM THE MOUNTAIN. This property also coveys with the coveted Stratton Mountain and Fitness bond, granting FULL ACCESS to the golf course, fitness center, and an EXCLUSIVE PRIVATE HOMEOWNERS LODGE AT THE MOUNTAIN. The spacious great room features CATHEDRAL CEILINGS, walls of glass and a DRAMATIC WOOD BURNING FIREPLACE. The GOURMET KITCHEN with stone countertops and UPSCALE APPLIANCES opens seamlessly to the dining and great room. The primary suite offers privacy with a BEAUTIFUL BATH, walk in closets and WOODLAND VIEWS. A family room with SUNNY EXPOSURE opens to the back deck where you can ENJOY THE SPA. Multiple decks provide both covered and open spaces to enjoy the seasons, including a beautiful front upper deck that offers AMAZING SUNRISE AND SUNSET VIEWS. Wood floors, tile baths, and a lovely entry and mudroom complete the interior. IDEAL FOR WINTER AND SUMMER ENTHUSIASTS seeking a premier resort.

74 N Brookwood Rd, Stratton
$489,000
4 Beds ⋅ 2 Baths ⋅ 5088610 MLS
Spacious ski chalet in the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. Just down from the rec center and clubhouse sits this well maintained home with easy access, ample parking, a level back yard, and nice privacy, yet with all the conveniences of community living. The interior has a vaulted open concept living space with natural light and large windows, natural woodwork throughout, a kitchen with stainless appliances and breakfast bar, a spacious dining area open to the living room with gas fireplace and brick hearth, a main floor bedroom and full bath as well as a large mudroom for all your gear, 2 upstairs bedrooms including a large bunk room with great closet space, as well as a second full bath recently renovated, a finished walkout lower level with games, additional sleeping space, and ample room to spread out. There is also a large storage and utility room for seasonal storage or owner lock out space. There is a garage shed outside for snowmobile, a fire pit, and large entertaining deck. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

18 Quail Ct, Wilmington

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