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$2,290,000
5 Beds ⋅ 9 Baths ⋅ 5097953 MLS
Discover a once-in-a-generation opportunity to own an extraordinary 745± acre estate in the heart of Southern Vermont. Steeped in centuries of history yet thoughtfully updated for modern living, this remarkable property combines unmatched natural beauty, recreational opportunities, and agricultural potential. The diverse landscape features expansive open fields, mature woodlands, pristine streams, scenic mountains. Miles of historic carriage roads have been transformed into an extensive trail network ideal for mountain biking, hiking, trail running, horseback riding, cross-country skiing, and snowshoeing. Abundant wildlife, a productive sugarbush, and managed timber resources make this an exceptional property for conservation, recreation, or income-producing land management. The 4,400+/1 square foot main residence offers five bedrooms and comfortable, updated living spaces that blend timeless Vermont character with today's conveniences. A charming carriage house includes a private two-bedroom apartment, providing ideal accommodations for guests, family, caretakers, or rental opportunities. An extensive collection of outbuildings offers outstanding flexibility for equestrian pursuits, livestock, woodworking, equipment storage, workshops, or a variety of agricultural and recreational uses. Modern infrastructure includes drilled wells, updated septic systems, a whole-house generator, and high-speed internet, allowing for year-round comfort without sacrificing the property's peaceful rural setting. Conveniently located near renowned ski resorts, shopping, dining, and four-season recreation. Metropolitan areas are easily accessible making this an ideal full-time residence, sporting estate, family compound, working farm, or legacy investment. Properties of this size, quality, and versatility rarely become available. This is a truly exceptional Southern Vermont offering.

634 Lower Dover Rd, Marlboro
$285,000
3 Beds ⋅ 1 Baths ⋅ 5097858 MLS
Tucked in near schools, hospital, shopping and a short walk to fishing and a canoe ride. Room enough for a garden, play space and just the right size for new beginnings. Nice sun porch doubles a a mud room, kitchen is huge with room enough for an island, a sweet spot with lots of potential.

455 S Main St, Brattleboro
$425,000
3 Beds ⋅ 2 Baths ⋅ 5097788 MLS
Charming, rustic mountain-theme home in excellent turnkey condition located in the peaceful, convenient Snow Mountain Farms in Wardsboro, offering the best of Vermont living. Surrounded by nature and just minutes from scenic hiking trails, outdoor recreation, and year-round adventure, this 3-bedroom, two-story chalet is the perfect mountain retreat. Features include three updated bedrooms, two fully remodeled bathrooms, an open-concept kitchen, dining, and living area with a wood-burning fireplace insert, pine shiplap walls with live-edge window trim, laminate wood flooring throughout, exposed wood beams with a shiplap ceiling, a brand-new metal roof with added dormer insulation, new water heater and pressure tank, whole-house filtration system with sediment and UV filter, smart electric thermostats, second-floor washer/dryer hookup, and a wood/tool shed for extra storage. Relax on the front balcony or back deck, gather around the fire pit, and enjoy the large yard with ample parking. Snow Mountain Farms HOA amenities include an indoor pool and tennis courts. Conveniently located near Mt. Snow, Stratton, golf, lakes, restaurants, shops, and endless opportunities for hiking, skiing, snowmobiling, kayaking, and exploring Vermont's natural beauty. Experience the tranquility of mountain living while remaining close to everything Southern Vermont has to offer. A must-see before it's gone!

180 Debbie Higgins Ln, Wardsboro
$699,000
3 Beds ⋅ 2 Baths ⋅ 5097782 MLS
Turn-key, beautifully furnished, and ready to enjoy, this exceptional Vermont property is being offered with all brand-new furnishings included, making it a rare opportunity to step right into the Vermont lifestyle. Set on 20 private acres in the heart of Grafton, this beautifully maintained 3-bedroom, 2-bath home with a custom office offers the perfect blend of comfort, versatility, and modern convenience. Tucked against the mountains with beautiful long-range views, the property also includes a separate cottage and a young vineyard sold with equipment that is ready for someone to take it to the next stage and high-speed fiber internet makes working remotely effortless. The home has been thoughtfully updated throughout, featuring a beautifully renovated kitchen with custom Amish cabinetry and stainless-steel appliances, an updated bathroom, modern lighting and electrical upgrades, and fresh interior and exterior paint. A spacious Trex deck provides the perfect place to relax and take in the peaceful surroundings. One of the property's standout features is the attached two-car garage with automatic door openers a rare convenience for a Vermont country home. Outside, you'll find approximately 20 acres of open fields and woodland, a picturesque ½-acre pond, a producing vineyard, and a classic two-story barn, creating an incredible setting for recreation, entertaining, or simply enjoying the beauty of Vermont. Additional highlights include a Tesla Powerwall for enhanced energy resilience and efficiency, a beautiful fireplace, and a location that's just a short walk to the historic village of Grafton while remaining within easy reach of Okemo, Stratton, and year-round recreation.

661 Wright Orchard Rd, Grafton
$869,900
3 Beds ⋅ 2 Baths ⋅ 5097702 MLS
Experience the perfect blend of Vermont charm and modern comfort in this beautifully crafted custom post-and-beam home with a beautiful view, ideally located in the heart of Dover. Just minutes from Mount Snow, local restaurants, shopping, area amenities, and the scenic Valley Trail, this home offers the perfect balance of convenience and privacy in a peaceful wooded setting. Inside, many windows fill the home with natural light, showcasing the warmth and character of the exposed timber frame. The inviting living room is centered around a stunning stone-surround gas fireplace, creating the perfect gathering space after a day of skiing, hiking, or exploring Southern Vermont. The chef's kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. The spacious primary suite serves as a private retreat with a spa-inspired bathroom complete with a soaking tub, double vanity, and walk-in tiled shower. Mini-split heating and cooling systems provide year-round comfort, while the covered front entry welcomes guests in every season. There is also a whole-house generator for peace of mind. Ample parking and the tranquil wooded surroundings complete this exceptional property. Whether you're looking for a full-time residence, a Vermont getaway, or an investment property, this thoughtfully designed home offers custom craftsmanship, quality finishes, and an unbeatable location close to everything the Deerfield Valley has to offer.

45 Sawmill Village Way, Dover
$1,998,000
5 Beds ⋅ 5 Baths ⋅ 5097683 MLS
Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end road, yet just minutes to Hermitage Club, Mount Snow and downtown Wilmington. Every room offers a view. Direct snowmobile access and walking trails! Set on 20 private acres in the heart of Vermont’s Green Mountains, the property features panoramic views of Haystack, Mount Snow, and the spine of the southern Green Mountains. With over 4,200 square feet of thoughtfully designed living space, the interior boasts clean lines, a Primary suite with walk-in closet and spa-like bath. Floating staircase, a large foyer, and a screened-in porch for enjoying warm evenings. Vaulted ceilings, radiant heat throughout, and walls of windows frame the stunning mountain and valley vistas. Open-concept kitchen and dining area with granite countertops, custom cherry cabinets and flooring, large center island, and a massive stone fireplace. Direct access to multi-level decks. Spacious living room with exposed beams and a cozy sitting area with a Projection System and a Custom high-end audiophile Sound system. Oversized heated 3-car garage. Enjoy outdoor living at its best with beautifully maintained flower gardens, open fields, a mature mixed forest, a patio, a hot tub, an outdoor shower, and creek frontage.

32 Steep Hill Rd, Wilmington
$835,000
3 Beds ⋅ 3 Baths ⋅ 5097656 MLS
Beautiful custom-built log home perched on a hillside in South Wardsboro, offering privacy and a convenient location between Mount Snow and Stratton ski resorts, with easy access to Brattleboro and Manchester. Set on 3 scenic acres, this 3-bedroom, 2 1/2 bath home with a loft blends rustic charm with modern comfort. The inviting covered front porch leads to an open-concept living with fireplace, dining, and kitchen area featuring radiant-heated wood floors, hickory cabinetry, a pantry, and access to the rear deck. The main-level primary suite includes a walk-in closet and a ¾ bath with a tiled shower and linen closet. A half bath with laundry completes the first floor. Upstairs you'll find two additional bedrooms, a full bath, loft, hallway storage closets, and access to approximately 580 square feet of unfinished space above the attached 24' x 32' radiant-heated garage. Complete with a gas stove, this versatile area is ideal for a future family room, studio, or recreation space. A separate outbuilding (24x28) with overhead storage offers plenty of room for outdoor equipment, recreational toys, or a workshop. Full house and barn Kohler Generator. The landscaped yard includes a fire pit and BBQ area, creating the perfect setting to relax and entertain while enjoying Vermont's natural beauty.

482 E Dover Rd, Wardsboro
$480,000
5 Beds ⋅ 2 Baths ⋅ 5097573 MLS
Nestled on 1.25 flat and beautifully maintained acres and just 1/2 mile from the village, this spacious 5-bedroom home offers the perfect blend of charm, convenience, and Vermont lifestyle. The lovely yard features a mature raspberry patch, ample space for gardens, outdoor entertaining, or simply enjoying the peaceful setting. Ideally located just 1/2 mile from the heart of Jamaica Village and only 3/4 mile to Jamaica State Park, outdoor recreation, dining, and local shops are all close by. Stratton Mountain and Mount Snow are both just 20–25 minutes away, making this an excellent four-season retreat or full-time residence. Inside, the home offers hardwood floors throughout, generous living space, and a wonderful sunroom with a woodstove hookup perfect for cozy evenings year-round. Additional highlights include a paved driveway, easy access to Route 30, an attached garage and workshop space.. For added transparency and peace of mind, the seller has completed a pre-listing property inspection, which is attached in the MLS. Lovingly owned by the same family since it was built, this home is filled with warmth, history, and opportunity for its next chapter. This property has full time tenants and need a minimum of 24 hours notice, longer preferred, on showings. Closing can happen October 1 or after.

3327 Rte 30, Jamaica
$1,500,000
7 Beds ⋅ 8 Baths ⋅ 5097566 MLS
Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! Listing agent is an owner of this property.

251 Pratt Bridge Rd, Jamaica
$275,000
3 Beds ⋅ 1 Baths ⋅ 5097178 MLS
Charming, renovated three bedroom, one bathroom farmhouse that blends classic character with thoughtful modern updates. Recent improvements include a new roof, new siding, and an updated bathroom, enhancing the home's comfort while preserving its timeless appeal. Upstairs, three inviting bedrooms offer comfortable living spaces while maintaining the home's classic farmhouse character. Enjoy the best of every season with both a bright sun porch and a beautiful covered front porch, ideal for morning coffee, relaxing evenings, or taking in the surrounding landscape. The generous yard provides plenty of space for gardening, outdoor entertaining, or simply enjoying the country setting, while the storage barn offers ample room for tools, equipment, or hobbies. Conveniently located with easy access to I-91, this property offers the perfect balance of country charm and accessibility.

1590 Us Route 5, Westminster
$350,000
7 Beds ⋅ 4 Baths ⋅ 5097168 MLS
PRICE REDUCTION-- to Sell! It is possible to live rent or mortgage free and here’s your opportunity. This fully rented, three unit multi family property is already generating income. Live in one unit and let the other two cover your expenses, or bring your own vision to life in this premier location. Zoned for both commercial and residential use, the possibilities are extensive. Imagine a riverfront restaurant with al fresco dining, a new retail shop, an exercise or hot yoga studio, an art gallery, or continue with office and wellness services the property currently includes office space and a massage therapy business. The offering includes two houses, one apartment unit, an office space unit, and four garages along the Utley Brook branch of the West River. You’ll enjoy 365 feet of beautiful waterfront and 435 feet of frontage on Londonderry Marketplace, with ample parking to support your business or development plans. All three residential units are fully rented and generating strong income. There are many properties on the market but only one with this unique combination of location, flexibility, and potential. An exceptional opportunity to create the lifestyle or business you envision.

1950 N Main St, Londonderry
$649,000
5 Beds ⋅ 3 Baths ⋅ 5097158 MLS
Beautifully maintained and updated expanded chalet in the Dover Hills, just a short drive from the Mount Snow ski resort. The current owners have taken care to keep the original charm of this home while adding rustic features and recent beautiful updates to allow for turn key enjoyment. Off the side of a private cul-de-sac, this home sits on a level double lot with ample parking and pull through drive, detached three car, three story radiant heated garage with extra storage space, stone walkway leading to the beautiful stone patio and fire pit, perennial gardens, and a lovely lawn space without having too much to maintain. Inside you are treated to a gorgeous vaulted great room with rustic exposed woodwork, a gas stove and brick hearth, wood floors, a gorgeous updated kitchen, and extensive new windows for great natural light, large mudroom entry and laundry on the main floor. There is also a full bath and spacious bedroom. Upstairs are three more bedrooms and another full bath with private commode. The finished walkout lower level has a large family room, wood stove for great dry heat, another bedroom and full bath, as well as workshop utility room. There is a convenient storage shed for gear, covered wood storage, a large wraparound deck for entertaining, and tremendous closets for potential owner storage and rental potential.

7 Tapping Tree Ln, Dover
$734,000
3 Beds ⋅ 5 Baths ⋅ 5097081 MLS
Set on a beautifully landscaped parcel just minutes from the heart of historic Grafton, this meticulously maintained residence offers timeless New England charm, exceptional craftsmanship, and inviting spaces. Surrounded by mature trees, perennial gardens, and lush lawns, the property provides a peaceful setting with the perfect balance of privacy and convenience. Inside, warm hardwood floors, abundant natural light, and classic architectural details create a welcoming atmosphere. The spacious living room is anchored by a wood-burning fireplace, creating a warm and inviting gathering space for family and friends. Just beyond, the library/den offers a quiet retreat to unwind with a favorite book in front of the home's second wood-burning fireplace, making it one of the home's most inviting spaces. The kitchen blends timeless character with everyday functionality. Rich cabinetry, generous workspace and a spacious walk-in pantry that provides abundant storage along with additional prep space ideal for entertaining. The screened porch offers a peaceful place to enjoy morning coffee, summer dinners, or a quiet afternoon while overlooking the beautifully landscaped grounds. Protected from the elements yet open to the fresh Vermont air, it becomes a favorite gathering place throughout the warmer months. Each bedroom features its own private en-suite bath, providing exceptional comfort and privacy for family and guests. The primary suite serves as a relaxing retreat with hardwood floors, abundant natural light, and a well-appointed bath. Outside, perennial gardens frame the home with colorful blooms throughout the growing season, complementing the stone walkways and classic Vermont landscaping. An attached two-car garage provides convenience and additional storage. Located just minutes from the charming village of Grafton, you'll enjoy one of Vermont's most treasured communities.

258 Chester Rd, Grafton
$495,000
4 Beds ⋅ 3 Baths ⋅ 5097042 MLS
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 après-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.

367 Stratton Gate Rd, Jamaica
$495,000
4 Beds ⋅ 2 Baths ⋅ 5097037 MLS
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 just 15-20 minutes to Stratton, Bromley, Okemo, and Mt. Snow. In the warmer weather enjoy easy access to local hiking, biking, swimming and golf courses.

176 Brophy Ln, Londonderry
$1,249,000
3 Beds ⋅ 3 Baths ⋅ 5097006 MLS
Meticulously maintained and thoughtfully designed, this three-bedroom, three-bath home offers the perfect balance of comfort, functionality, and classic Vermont charm. Set on a picturesque parcel with stunning long-range views, the property is surrounded by mature trees, a small pond, established gardens, and simple, easy-to-maintain landscaping that enhances the natural beauty of the setting. Inside, inviting living spaces are filled with natural light, including a four-season sun room where you can enjoy peaceful mornings with a cup of coffee while taking in the changing landscape throughout the year. The thoughtfully designed floor plan provides comfortable gathering spaces that feel warm, welcoming, and perfectly suited for everyday living or entertaining. A two-car garage is complemented by a heated bonus room above, offering flexible space for additional guest accommodations, a home office, studio, or private getaway room. The custom heated barn is a truly unique feature of the property. Currently used as a woodworking shop, it also offers exceptional flexibility as an entertainment space, hobby barn, or additional guest sleeping area, making it ideal for hosting family and friends. As the day winds down, gather on the back patio and stone surrounded firepit to enjoy the sweeping views and spectacular Vermont sunsets, with simple perennial gardens creating a peaceful backdrop for relaxing or entertaining outdoors. Beyond the property itself, Grafton is one of Vermont's most treasured villages, known for its historic charm, welcoming community, and year-round recreation. Nearby Grafton Trails & Outdoor Center offers miles of hiking, cross-country skiing, snowshoeing, and skating trails, while the village is home to beloved destinations including MKT, Grafton Cheese Company and the historic Grafton Inn, all favorites for dining and spending time with friends and family.

201 Chester Hill Rd, Grafton
$365,000
4 Beds ⋅ 2 Baths ⋅ 5096890 MLS
Set on 3.9 level acres in a quiet neighborhood just minutes from the village of Londonderry, this four-bedroom, two-bath chalet offers comfortable year-round living or an ideal Vermont getaway. The home features a functional floor plan with four bedrooms, generous living space, and family room Recent improvements include a brand-new roof (2026) and the added peace of mind of a fully operational Generac whole-house generator. While some cosmetic updates would enhance the home, it is move-in ready and offers an excellent opportunity to personalize over time. The open, usable lot provides space for outdoor recreation, gardening, or simply enjoying the surrounding natural setting. Bordering more than 100 acres of town-owned, non-developable land, the property enjoys exceptional privacy and direct access to the beauty of Vermont's landscape. Conveniently located near Londonderry's shops and restaurants, with easy access to Stratton, Bromley, and Magic Mountain ski areas, this property is well suited as a primary residence, vacation home, or investment opportunity. Offered with appliances included, including washer and dryer, and being sold as is.

120 Green Mountain Trl, Londonderry
$339,000
2 Beds ⋅ 1 Baths ⋅ 5096860 MLS
This is just the cutest little cottage you ever did see! It is just the right size not too big, not too small. This charming country cottage would be a wonderful small footprint primary home or would make an ideal weekend getaway! The first floor living space is open with lovely wood floors and a wood stove perfect for those crisp country evenings, tastefully updated kitchen, dining area, and living room The first floor bedroom feels airy with cathedral ceiling, and the 3/4 bath is nicely updated with a walk in tiled shower. The second floor is one large room which would make a perfect shared bedroom for the kids, a larger primary bedroom, or a great family room. The house sits on 9 wooded acres with cleared space for gardens. The only sounds interrupting the peace and quiet will be the sounds of birdsong, the wind in the trees, and the babble of the small brook. Located off Stratton Hill Rd, just .2 miles from Dover Rd. 15 minutes to skiing at Mt Snow and about 13 minutes to the charming town of Newfane with live summer music on the town common, tasty food at the Newfane Market, amazing dinner at the popular Fat Crow Restaurant, and more! This sweet spot checks all the boxes! Come see it today!!

8 Beech Tree Ln, Newfane
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 5096846 MLS
Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home’s striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home’s most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

816 Black Bear Rd, Jamaica
$995,000
4 Beds ⋅ 4 Baths ⋅ 5096823 MLS
A property that truly must be seen to be appreciated, this exceptional Southern Vermont home offers the perfect balance of privacy and convenience, just minutes from Mount Snow and the village of West Dover. Filled with natural light and hardwood floors, the home offers spaces designed for both comfortable everyday living and entertaining. The beautifully renovated primary suite features a private porch and hot tub, creating the perfect place to relax after a day of work or play. Multiple gathering spaces provide room for family and guests, including the expansive great room with a movie projection screen, ideal for entertaining. The open kitchen, complete with a fireplace and wet bar, serves as the heart of the home and flows seamlessly to indoor and outdoor dining areas. Outside, a spacious deck overlooks rolling meadows and mountain views, offering a backdrop for morning coffee or evening gatherings. Adding exceptional versatility to the property are a renovated barn, a studio workshop, and a large heated and insulated steel building with endless possibilities—ideal for equipment storage, hobbies, recreational vehicles, a home-based business, or creative pursuits. Offering privacy, comfort, and year-round recreation in one of Southern Vermont’s most desirable locations, this is a rare opportunity to enjoy the very best of Vermont living.

136 Yeaw Rd, Dover
$460,000
3 Beds ⋅ 2 Baths ⋅ 5096572 MLS
Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the end of a quiet country road. Set on a secluded parcel, this charming getaway boasts sweeping long-range views stretching across the Green Mountains and National Forest to Mount Snow, with easterly vistas toward neighboring Marlboro. Take in spectacular sunsets from the covered front porch or unwind surrounded by nature. Inside, the inviting open-concept living space features a cozy pellet stove with a convenient lift system for easy refilling from the lower level. The main floor offers a primary bedroom, full bath with laundry, and a spacious mudroom designed for four-season living. Upstairs, you'll find two additional bedrooms and a second bath, providing comfortable accommodations for family and guests. The walkout lower level includes utility space and a two-car garage, with excellent potential for a future family room, recreation space, or home gym. Outdoor amenities include a firepit gathering area, perfect for relaxing evenings under the stars while enjoying the peaceful mountain setting. Conveniently located just minutes from Wilmington's shops and restaurants, Lake Raponda, and Molly Stark State Park, this move-in-ready property offers the perfect balance of privacy, recreation, and Vermont charm. Whether you're seeking a year-round residence, vacation home, or mountain escape, this exceptional property is ready to be enjoyed.

216 Ghastly Job Way, Wilmington
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 5096455 MLS
Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal. Originally built circa 1820, the home has been meticulously reimagined and rebuilt with extraordinary attention to quality and architectural integrity. The renovation includes new plumbing, electrical, insulation, Marvin windows, restored foundation work, new siding, plaster walls and ceilings, and whole house central air conditioning a rare luxury in a 200 year old Vermont home. A newly built covered front porch and graceful wraparound driveway create a quintessential Vermont arrival. Inside, original details are complemented by refined finishes, including new wide plank floors on the first level matching refinished original floors upstairs. The chef’s kitchen features custom cabinetry, quartz countertops, double dishwashers, and a 48 inch AGA dual fuel range. A second fully equipped kitchen serves the attached guest cottage, offering flexibility for guests, extended family, entertaining, or potential income use. The five bedroom residence offers multiple gathering spaces and an easy, gracious flow. Outdoors, the property captures the best of Vermont living, with more than five picturesque acres, river frontage, a crystal clear swimming pond, landscaped grounds, and a charming pool house. Along the river, a stone wall patio offers a peaceful place to gather, with steps to the water’s edge. A classic former dairy barn adds character and possibilities for storage, hobbies, recreation, events, or creative use. Private yet convenient, the property is within walking distance of one of Vermont’s most beloved villages, known for its historic architecture, village green, inn, galleries, recreation, and sense of community. A rare legacy property where historic charm, modern comfort, river frontage, pond, acreage, barn, village proximity, and storybook curb appeal come together.

35 Theron Fisher Rd, Grafton
$675,000
5 Beds ⋅ 2 Baths ⋅ 5096320 MLS
Beautiful contemporary farmhouse with mountain views just a short drive from the Mount Snow ski resort and country village of Wilmington. This home sits conveniently on a level lot with tremendous privacy, but with sewer for peace of mind, high speed internet for easy of use, and shuttle service at the bottom of the street for great mountain access. Thanks to a private lot abutting larger parcels, you can bask in the mountain views from your wraparound porch, and enjoy bird watching, without having to see your neighbors or feel too remote. The interior of the home boasts 11 foot vaulted ceilings with gorgeous exposed wood beams, an open concept living room with tremendous natural light, lovely gas stove, spacious dining area, large kitchen with breakfast bar, walk-in pantry, wood floors throughout, a main floor primary suite and dual entries. Upstairs are two oversized bedrooms with walk-in closets, and a large updated bath with laundry. The full walkout lower level is sheetrocked and ready to be finished for an additional 1000 sqft potential, but currently is used for storage and a large sauna. The detached oversized 2 car garage affords ample space for gear and toys, and also has two large additional upstairs bedrooms for any overflow. The home has tremendous curb appeal and outdoor space, ideal for personal enjoyment, or rental potential, and true 4 season charm. 4.4 miles to Mt Snow and 5.4 miles to the country village of Wilmington. The association fee covers road maintenance and trash service.

23 Burchard Rd, Dover
$219,000
3 Beds ⋅ 1 Baths ⋅ 5096278 MLS
Rustic Hunting Cabin on 1+/- Acres. Spring water supply and a holding tank for septic in place. Several sleeping areas including a loft. One full bathroom. Kitchen with stove, ,microwave, refrigerator, stove, pellet stove, wood stove, 2 mini splits, washer & dryer. Plan your weekend runaway now!

279 North St, Dover
$929,000
3 Beds ⋅ 2 Baths ⋅ 5096245 MLS
Most people remember the porch first. A 330 sq ft screened sanctuary, floor-to-ceiling panel screens, no handrails, no visual interruption, spring-fed pond with new dock, 20-acre hay field, and the Green Mountain ridgeline beyond. This property must be experienced in person. No photo does it justice. 1,831 square feet is simply where this property starts. Not included in that number: a fully finished 32x24 lower-level entertainment suite built for gathering. Nearly 600 sq ft of outdoor living beyond that, open-air deck with dining and grill, a pergola with the same sweeping views as the porch, and a Juliet balcony off the primary suite. 10 private acres. Four acres of woodland and trails. The landscape, the views, the privacy, none of it fits in a square footage conversion. Custom-built 1999, expanded 2021, owned and loved by the same family for 25 years. Freshly refinished for this market from top to bottom. Great room with gas fireplace and exposed brick. Soapstone kitchen with herringbone brick backsplash. Two spa-quality bathrooms: jetted tub and glass shower with pine board ceiling. Sleeping loft above. Whole-house Generac. On-demand hot water. Built to perform in February. Fully furnished per seller inventory. Established rental history through Evolve. 10 miles to Mt. Snow. 4.5 hours from NYC. Under 2 hours from Hartford. The right buyer will know this one the moment they arrive. See Documents for full feature list.

60 Whites Hill Rd, Dover
$524,500
4 Beds ⋅ 2 Baths ⋅ 5096233 MLS
Beautifully Maintained 4-Bedroom Home with Spacious Loft Near Mount Snow Ideally located just minutes from Mount Snow, this inviting 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and privacy. Nestled in the desirable Sugar Mill Village community, just off Route 100, the property is tucked away in a peaceful wooded setting that feels worlds away while remaining easily accessible. Situated at the end of a paved cul-de-sac, the home enjoys a level lot, a private backyard, and a spacious deck ideal for outdoor entertaining and relaxation. Inside, a generous mudroom welcomes you with built-in storage and ample closet space for all your outdoor gear. The main level features a bright, open-concept floor plan that seamlessly connects the kitchen, dining, and living areas. The well-appointed kitchen offers abundant workspace, highlighted by a large center island with additional seating. Sliding glass doors in the dining area open directly to the deck, creating an effortless indoor-outdoor flow.

14 Mill Rd, Dover
$529,000
4 Beds ⋅ 3 Baths ⋅ 5096153 MLS
Tucked away at the end of a long private driveway on a quiet cul-de-sac, this impeccable 4-bedroom chalet offers the perfect blend of privacy, adventure, and year-round Vermont living in the sought-after Powder Mill community. Set on 1.54 wooded acres, the property is surrounded by nature with access to maintained hiking and snowmobile trails, including connections to the VAST trail network and scenic Lowell Lake. Designed for gathering and relaxation, the home features a classic chalet layout with warm wood accents, inviting open living spaces, and room for everyone to unwind after a day outdoors. The lower level offers three bedrooms, two renovated baths, laundry, and a sauna, while the upper level features an open-concept living, dining, and kitchen, as well as the primary suite with yet another fully renovated bathroom. A loft provides additional flexible space for a game room or office. Powder Mill is a conservation-minded community known for its peaceful setting and outdoor lifestyle, with trails and recreation right outside your door in every season. Ideally located in the heart of southern Vermont’s ski country, you’ll enjoy easy access to Magic, Stratton, Bromley, and Okemo Mountains. This special property captures the very best of Vermont living.

202 Twin Brook Cir, Londonderry
$550,000
3 Beds ⋅ 5 Baths ⋅ 5096050 MLS
Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country?property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22’ x 26’ great room featuring ten large windows and dual sliders that open directly to an 11’ x 22’ deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof (installed 2015), and includes an attached two-car garage neatly tucked underneath. The detached barn, just across the driveway, offers incredible flexibility for remote work, multi-generational living, or rental income: 1. An additional third garage bay. 2. A private, dedicated office space with a convenient half-bath. 3. A fully independent, legal 1-bedroom, 1-bathroom apartment—perfect for guests, an in-law suite, or a steady income stream. This is an Ideal Location, positioned perfectly to enjoy the best of Southern Vermont. You are just 10 minutes from the historic charm of Newfane, home to local favorites like The Fat Crow and the Newfane Inn, one of the most picturesque villages in the state. 20 Minutes from world-class skiing and riding at Mount Snow. 25 Minutes from the vibrant arts, culture, and dining scene of downtown Brattleboro. This isn't just a home; it's a quintessential Vermont retreat.

439 Dover Rd, Newfane
$299,000
3 Beds ⋅ 1 Baths ⋅ 5096011 MLS
Welcome to a home where everyday living feels just a little more special. Offering three comfortable bedrooms and a functional, inviting layout, this property is designed for everything from quiet evenings at home to hosting family and friends. The true highlight is the incredible backyard, a rare, fully fenced, level oasis that's ready for every season of life. Fire up the grill on the spacious back deck, let the kids and pets roam freely, plant the garden you've always wanted, or gather around a fire pit under the Vermont stars. This is the kind of outdoor space buyers dream about and seldom find. In addition to the incredible yard. A fully paved driveway with room for multiple cars, space for RV's Boats and other recreational items is at your service. Located in one of Brattleboro's most convenient neighborhoods, you'll love being just minutes from vibrant downtown shops, local restaurants, schools, parks, and minutes from I-91 leaving you 30 minutes to major MA and NH Hubs. Enjoy year-round community events while still enjoying the peace and privacy of your own backyard retreat. Whether you're grabbing a morning coffee, exploring the local arts scene, or taking advantage of nearby hiking and recreation, everything you love about Brattleboro is right at your fingertips. This isn't just a place to live, it's a place to make memories. This home offers the lifestyle you've been waiting for. Don't miss your chance to experience everything this exceptional property has to offer. List Agent is related to the Sellers

48 Carriage Hill Rd, Brattleboro
$769,000
2 Beds ⋅ 3 Baths ⋅ 5095978 MLS
Stunning Southern Vermont home with views, gardens and private pond on 10 acres in coveted Dummerston, Windham County. Entering the circular drive, lush perennial gardens welcome you and the magic begins. This meticulously designed 1600-square-foot home features soaring ceilings and superior craftsmanship throughout. The spacious kitchen includes custom cabinetry, Sub-Zero and Wolf appliances, Carrara marble countertops, a wine fridge and a sitting area beside a fireplace. An oversized great room creates a wonderful gathering place with expansive views from the ample south-facing windows. Beautifully designed bathrooms continue the Carrara marble theme with custom vanities, radiant floors and heated towel racks. The first floor primary offers one-level living and overlooks a tranquil screened porch. A second bedroom upstairs offers lovely views, for a total of 2 bedrooms and 2.5 baths. Step onto the large stone terrace to take in the parklike, private setting, lush wetlands, a spring-fed swimmable pond and a custom-built gazebo from Thailand. Goshen stone steps lead to a lower garden, sitting area and fire pit. An attached oversized 2-car garage adds convenience plus storage and workspace. A whole-house backup generator and raised vegetable garden beds are just a few of many extras included in this special offering. Garden enthusiasts and nature lovers seeking superior construction, privacy, and artistic design will love this one-of-a-kind serene, Vermont retreat. Walk to nearby hiking trails, a nature reserve, and several working orchards and farms, while being just 10 minutes from the eclectic village of Putney and Route 91. This Southern Vermont country home is a wonderful second home or vacation property for those coming from Boston (2¼ hours), Hartford (1¼ hours), or NYC (3½ hours). Easy drive to ski mountains. Landmark College, Putney School and Greenwood School are minutes away, as is Brattleboro, Southern Vermont’s most vibrant artistic hub.

947 Miller Rd, Dummerston

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