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$629,900
3 Beds ⋅ 2 Baths ⋅ 5093664 MLS
Outstanding contemporary farmhouse set on 5.3 acres of private, level acres, offering the perfect blend of comfort, space, and functionality. This well-maintained home features an open-concept first floor with a spacious great room highlighted by a cathedral ceiling. The main level also includes one bedroom and full bath, along with a convenient mudroom and laundry room. The custom maple kitchen cabinets boast updated countertops, and the newer flooring runs throughout the first floor. The home's efficient Buderus boiler provides five heating zones for year-round comfort, with radiant heat running through the kitchen and bath for added comfort on those chilly mornings. The unfinished basement has separate rooms for potential finishing, along with a workspace for the handy or craftsperson. The oversized 30x30 two-car garage with loft provides exceptional storage space. A covered wraparound porch offers the perfect place to relax and enjoy the peaceful surroundings, and the open deck off the rear for sunny days to relax or entertain. Conveniently located near a local park with a ballfield and playground. We are just a short drive to wonderful Vermont skiing and many 4 season activities. Whitingham Dam is a quick drive for your boating pleasure. This is country living with easy access to community activities all on your own 5.3 acre parcel.

187 Poverty Row, Whitingham
$795,000
6 Beds ⋅ 7 Baths ⋅ 5093647 MLS
Only a fortunate few have the privilege of calling Green River Village home—a quintessential Vermont hamlet distinguished by its historic covered bridge, the 1811 timber crib dam, and the iconic wood-spired church proudly perched on the hillside above. Sited next to the bridge, the Green River Bridge House, originally a blacksmith shop, enjoys 300 feet of frontage along the Green River. Built in the 1830s and extensively renovated in 2002, the home overlooks a sweeping lawn that stretches to the river’s edge, framed by stone-walled perennial gardens and a private porch perfectly positioned to enjoy the beauty and tranquility of the surrounding landscape. The home is thoughtfully designed for rural family life centered around a welcoming country kitchen featuring a six-burner Garland stove, Moffat turbo oven, cozy wood stove, and an impressive marble-topped island ideal for casual dining and gathering. Friends are welcomed through the front door into a gracious living and dining room that is both elegant and inviting. Beyond, you'll find a bright and charming fireplaced pub for entertaining or quiet evenings, a cozy game room/office, and a sweeping staircase leading to the sleeping accommodations. Each bedroom is uniquely enchanting, featuring remarkable recessed chandeliers, dormer windows, and private en-suite baths, including one with a jetted tub for relaxing after a day of outdoor adventure. A lower-level office and studio apartment offer private exterior access with flexibility for personal or business use. Formerly, a bed and breakfast, this is an exceptional country retreat for family & friends. Skiing, cycling, hiking, swimming, fishing, kayaking, & endless exploration of Vermont’s scenic back roads are all at your door. Picture the gentle Green River lulling you asleep each night! Also listed under commercial MLS #5094262.

2435 Stage Rd, Guilford
$839,000
5 Beds ⋅ 5 Baths ⋅ 5093492 MLS
Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, & multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you & your family to have space. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth & light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as well as a window covered breakfast nook. The butler’s pantry, complete with a wet bar, makes entertaining easy. Sit by the stove while snow falls across the pasture and enjoy your snow-globe like winter scene, complete with a great sledding hill right outside. On warm days, open the sliders to the brick patio, or to the back deck to grill, pick berries in the garden, walk the orchard trail, or watch the leaves change during the seasons. The home is located near the town of Manchester, ski mountains (Stratton, Bromley, and Mount Snow), excellent golf courses, & local renowned dining at Honeypie, River & Rye and Solo Farm & Table within easy reach. Bradley International Airport is 2 hours away, Boston is 3, and New York City is 4. This is a home you can enjoy now. One whose location, scale, and enchanting views provide the foundation to create your dream oasis. You deserve to enjoy the Vermont life you have been dreaming of, and make this home and timeless setting part of your family’s legacy.

42 Blackberry Ln, Jamaica
$775,000
4 Beds ⋅ 2 Baths ⋅ 5093465 MLS
This handsome turn-key property is available sooner than one might expect! Due to changing life developments, the owners are offering their beloved Vermont home for sale. Not long ago, the 19th century Chapman House underwent a full renovation, including a stunning new kitchen and updated baths. The kitchen features marble countertops, glass-front backlit cabinetry, a deep farmhouse sink, Sub-Zero refrigerator and freezer, and a built-in high-end coffee machine. Blending timeless charm with modern convenience, this space is ideal for both everyday living and entertaining. The kitchen and lovely dining area are bookended by a comfortable den and a formal front parlor, creating a warm and flexible main living space. A first-floor bedroom and full bath complete the main level. Upstairs, you'll find two generously sized bedrooms, each with double closets, along with a beautifully finished bath and two separate office spaces. Combined with fiber optic internet, this home is perfectly suited for working remotely, streaming, or gaming with ease. Additional conveniences include an attached two-car garage with abundant storage space above, as well as a potting area behind. Just off the kitchen is an enclosed porch - the perfect place to enjoy the outdoors in comfort. The setting is equally impressive, a lush lawn, old stone walls, mature trees & this property offers something truly rare - a field in the village! Located near Grafton's infamous Inn & Tavern and only a quarter mile from the Outdoor Recreation Center, the setting is hard to beat. AND-this offering is being sold fully furnished. The current owners have thoughtfully assembled antique furnishings and decor that perfectly complement the character and charm of this antique country village home. Standing seam roof, upgraded electric, 2 fireplace inserts, 2 heat pumps, central air and automatic generator - this house has it all. Just pack your suitcase and come fall in love with this one!

170 Townshend Rd, Grafton
$445,000
4 Beds ⋅ 2 Baths ⋅ 5093410 MLS
This comfortable home is situated in a peaceful and open sunny meadow surrounded by mature trees and 10 acres of Vermont woods offering total privacy. A view of Magic Mountain is a bonus as is the close proximity to shopping and dining. An important feature of the home is the newly added Lochinvar high efficiency propane boiler with on demand hot water installed in November of 2025. The 4 bedroom, 2 bath home has been lovingly cared for by the owners of it for over 25 years. The house has had many updates including cedar shake siding and the first floor windows replaced in 2008. In addition, the two baths were updated and a heated mudroom/sunroom was added. One of the baths features a shower for two with dual shower heads. The living area features a Hearthstone propane stove that turns on with the flip of a switch and looks and heats like a wood-burning stove without the effort. The separate two-car garage also has a loft area. The walk-out basement is huge and offers a regulation slate pool table and ping pong table as well as the laundry area. The West River Trail that is so popular for walking/jogging/biking, and cross country skiing is just a short walk away. Stratton, Bromley and Magic are all within a 20 minute drive.

494 W River Rd, Londonderry
$450,000
6 Beds ⋅ 3 Baths ⋅ 5093324 MLS
Private! Guilford! This unusual combination of a true log home with an incredible center double sided chimney....a fireplace facing the kitchen/dining and wood stove in the living room, bringing the best of both worlds:... ambiance and warmth. There is a surprise of one more fireplace on the 2nd floor in the charming primary bedroom...use the ensuite for a huge walk in closet. The other half of the home is a brick and stick built addition with an amazing green house room, built to bring the outdoors in and help warm the floor tiles for passive solar...great for plants or just soaking up the winter sun with a good book. Close the door between the 2 sides and create an in-law with full kitchen, bath and bedroom, all on one floor...for those who want to age in place. The land is a combination of open...for gardening and play and Vermont woods for nature hikes. Enjoy the fruit trees, perennials and plant some veggies for putting by...Private! But, off a paved road for easy access... Loved by the owners for many years, it is time to pass to the next generation who will bring upgrades and new ideas to this very special home.

4303 Hinesburg Rd, Guilford
$789,000
5 Beds ⋅ 4 Baths ⋅ 5093214 MLS
Beautiful contemporary farmhouse in the prestigious Village at Sawmill Farms, just a short drive from the Mount Snow ski resort. This bright and airy farmhouse design sits on a private level lot, and has been completely renovated to be turn key for immediate enjoyment. The interior boasts a vaulted living room with large windows, great natural light, and a gas fireplace, there is an updated chefs kitchen off the spacious dining area, with stainless appliances, quartz counters, and breakfast bar, mudroom entry off the attached garage, as well as guest mudroom entry with half bath, and large primary suite complete with private shower commode and walk in closet. The second floor features three large guest rooms with a full bath and separate sink area. The walkout lower level has a family room with gas stove and exposed brick hearth, entertainment area, game area, and bunk room with double bunks, air hockey, and billiard table, allowing for ample room for groups to spread out and have fun. The patio outside this level has a beautiful private hot tub, in addition to the large main floor deck for outdoor enjoyment, as well as fire pit area with adirondack chairs. Tremendous amenities for year round enjoyment and tremendous rental potential. The community has beautiful common land for sledding and summer fun, easy access to the Valley Trail, Horace Hill trails, and Mount Snow Golf Course, and HOA services that include plowing, mowing, and house checks, along with the sewer and community water, for complete peace of mind for your home away from home. The lower level bunk room does not currently have legal egress.

15 Sawmill Village Way, Dover
$319,000
3 Beds ⋅ 2 Baths ⋅ 5093077 MLS
Set off a country road, this renovated home offers a contemporary interior featuring an open concept kitchen, dining, and living spaces. All of these spaces are bright and welcoming and have engineered hardwood floors. The kitchen is well thought out with multiple workstations and plenty of cabinets and countertop space. The bedrooms have new carpeting and ample closet space. You'll be warm in the winter and cool in the summer with the 4-zone mini split heating/cooling units. The wonderful deck just off the kitchen is ready for setting up the grill and entertaining. In the walk-out basement you'll find the washer/dryer hook up, access to a 2-flue chimney if you want to add additional heating systems, as well as a new 200 amp electrical panel. The tall ceiling height could allow for finishing to add additional living space if future needs arise. Outside there's 3+/- acres of wide open spaces with just enough trees to keep the sun off in the summer. There's even a barn to store the tools and toys. Relax on the deck and enjoy!

2117 Pine Banks Rd, Westminster
$299,000
3 Beds ⋅ 1 Baths ⋅ 5093067 MLS
Set on 1.1 acres with access to VAST trails, this property offers a blend of recent upgrades, functional space, and future potential. Being sold as-is, the property offers the chance to update and customize while benefiting from several major upgrades already completed. Recent improvements include a new furnace and hot water heater installed in 2022, along with a new propane tank and updated propane lines in 2020. The deck was also replaced in 2020, creating an inviting outdoor space to enjoy the surrounding setting. The roof was replaced in 2012. A standout feature is the oversized two-car garage, complete with a heated workshop and a slab already plumbed for future radiant heat. Above the garage, unfinished space provides additional flexibility and potential for future living space, office space, studio use, or expanded storage. The current layout includes living space on the main level with two bedrooms sharing a bath, plus an additional upper-level room. Convenient access to VAST trails adds year-round recreational appeal. This property offers a combination of practical improvements, workshop space, and future possibilities for the next owner.

57 Vartland Ridge Rd, Londonderry
$450,000
5 Beds ⋅ 4 Baths ⋅ 5093027 MLS
Dating to the 1830s and thoughtfully renovated through the 1990s and early 2000s, this Vermont homestead blends historic character with the comforts of modern living. Set on 12 mostly open, level acres surrounded by mountains, it offers the kind of setting people dream about but rarely find. Start your morning with coffee overlooking the meadow as mist rises from the fields and the sound of the rushing brook across the road fills the air. Just steps away, enjoy your own frontage on Wardsboro Brook, where you can create a private swimming hole, gather around a campfire under the stars, or simply relax and listen to the water flow by. The land invites endless possibilities. Picture horses grazing in the pasture, chickens in the barn, vegetable gardens and fruit trees, or create winding paths through wildflowers in the meadow. Old stone walls trace portions of the property's boundaries, while mature apple and pear trees provide seasonal harvests. The property includes a spacious 3-bedroom main residence with both formal and informal living areas, offering flexibility for entertaining or quiet evenings at home. An attached 2-bedroom guest apartment provides space for visitors, extended occupancy, or a home office setup. Between the house and barn, a fenced outdoor area offers a convenient space for recreation, pets, gardening, or outdoor gatherings. The circa-1942 barn stands ready for animals, equipment, hobbies, storage, or agricultural pursuits, while the attached 2-car garage adds everyday convenience. Located just minutes from Mount Snow and Stratton Resort, and with convenient access to the village center of Wardsboro, this property combines the peace and beauty of country living with easy access to recreation, dining, and community amenities.Come experience the sights, sounds, and possibilities of a Vermont property where history, nature, and lifestyle come together.

522 Vermont Route 100, Wardsboro
$2,895,000
6 Beds ⋅ 4 Baths ⋅ 5092853 MLS
A rare opportunity to own one of Southern Vermont's most remarkable private estates, Riverledge Farm encompasses more than 300 acres in the historic village of Grafton. Nestled in the Green Mountains, this exceptional property combines natural beauty, recreation, and a large homestead. A winding approach framed by mature maple trees and classic stone walls leads to the elegant white farmhouse, where timeless Vermont character meets modern comfort. The residence features six bedrooms, four bathrooms, and two kitchens, complemented by an impressive collection of outbuildings, including a 4,000+ square foot timber frame barn for events, five-bay garage with workshop and offices, seven-bay pole barn, and a three-stall horse barn with heated tack room. Additional accommodations include a separate guest or caretaker residence and two rustic cottages. The substantial acreage includes timberland and open pastures, a half-acre aerated pond, more than two miles of streams, and 6.7 miles of private roads and trails throughout the property. Bordering Mollie Beattie State Forest and the South Branch of the Saxtons River, the land offers opportunities for outdoor recreation, forestry, conservation, maple sugaring, and agricultural pursuits. Three access points to the VAST trail network add to the property's recreational appeal. Meticulously maintained grounds, diverse natural features, and a location near the village of Grafton complete this rare Vermont offering.

2060 Townshend Rd, Grafton
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 5092566 MLS
Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This exceptional estate is now ready to welcome its next owners. Designed with sustainability in mind, this eco-friendly property features numerous green initiatives such as locally sourced materials and renewable energy sources. Thoughtful land management practices further enhance the property's environmental stewardship, making it a sanctuary that harmonizes with its natural surroundings. As you ascend the driveway, you pass grain bins, barns, and pastures, remnants of a once-thriving goat farm. Midway up the drive, near the old foundation of the original homesite, you will discover a serene swimming pond complete with a cabana and a wood-fired sauna, providing a tranquil oasis. Upon reaching the summit, you are greeted by sweeping 180-degree views of the verdant hills. Stone walkways wind through perennial gardens surrounding the house, leading to a wood-fired hot tub and sun deck where you can immerse yourself in the stunning scenery. Meandering trails, A guest house above the 2 car garage, and an expertly crafted treehouse round out this remarkable property. Schedule today.

161 Depot Rd, Newfane
$649,500
3 Beds ⋅ 3 Baths ⋅ 5092490 MLS
This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway.  The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide staircase and hallway from formal entry, office/den and maple and cherry flooring throughout.  On the second level you'll find the primary bedroom suite which occupies half of the floor, 2 additional large bedrooms, red oak and wide pine flooring and access to the sizable attic space which could be finished into additional living space.  The entire house is filled with natural light from its numerous 12 over 12 windows and has a wonderful flow and overall feel.  It's one of those homes that feels like an older traditional home but is a modern dwelling with high quality construction and materials with outstanding systems.  The full basement is walkout at grade with a roughed in section that could easily be finished if more space is needed.  The house is cooled by two central AC units and heated by redundant oil systems. It has radiant hot water heat throughout the first floor, and HW baseboard up but also has forced air units.  Then there's the barn! It's an impressive structure and can fill a variety of needs such as a wood shop or limitless storage for all the toys needed to enjoy the year-round recreational fun of the lakes and mountains of the Green Mountain National Forest just a short drive north. The land is sloping with level areas including a small field with gardening opportunities. The back deck overlooks a small lawn area and beautiful stone steps and gardens leading down to it. If you are looking for a spacious home with plenty of room for expansion, move in condition and a large outbuilding all in close proximity to lakes and skiing in southern VT, this is ideal.

800 Hubbard Hl, Halifax
$169,900
3 Beds ⋅ 2 Baths ⋅ 5092471 MLS
A great, affordable starter! Mostly open concept with L/D/FM and kitchen all flowing one to the other with lots of windows for light and air, bringing the outside in. There is also a bedroom and full bath on the first floor for aging in place. Attached is a huge shed for a workshop. The big surprise and great treat is the lot across the street that borders the Wardsboro Brook and could be a playground, garden, extra parking or so many other things..

1102 Rte 100, Wardsboro
$995,000
4 Beds ⋅ 4 Baths ⋅ 5092445 MLS
Surrounded by 65 acres of glorious land w/meadows, woodland, stone walls, and the meandering Keets Brook, this exceptional property offers a blend of beauty, privacy, and thoughtful design. The grounds are exquisitely landscaped with Gordon Hayward-designed gardens, specimen trees , stone walkways and mature blueberry bushes. A saltwater pool, private rear deck, oversized two-car garage, Kohler generator and sweet guest house w/bath & kitchenette complete this remarkable setting. The home (half new build and the other half totally renovated, all in 2001) is light-filled with imaginative touches that beautifully blend form and function. A front porch welcomes you into the mudroom featuring slate flooring, built-ins, closet, and adjacent laundry. The stunning kitchen is the centerpiece with maple and porcelain flooring, sloped ceilings, cherry cabinetry, slate countertops, huge windows framing the landscape, a Viking six-burner range, Sub-Zero refrigerator & Bosch dishwasher. To the right of the kitchen is a gracious dining room with oversized windows, cherry cabinetry w/slate counters, and a patio door to the deck and gardens. To the left is an intimate family room w/ a stained-glass window. A spacious living room offers hardwood flooring, fireplace with gas insert, and access to the front porch. The main level also includes a den with built-in cabinetry and a large bay window, along with a powder room and double closets. Upstairs (A/C) are 3 spacious bedrooms and a shared tile bath with double vanity and hand-painted dolphin tiles. The primary suite features cathedral ceilings with fan, a large window overlooking the gardens, walk-in closet, and a luxurious bath with jetted soaking tub surrounded by windows, double marble-top vanity, and a glass-fronted tile shower. A truly magical Vermont retreat where exceptional craftsmanship and breathtaking natural surroundings come together in perfect harmony. (Land is in Current Use for tax savings). Showings start 6/11/26.

3924 Sweet Pond Rd, Guilford
$455,000
3 Beds ⋅ 2 Baths ⋅ 5092054 MLS
Tucked away in a quiet corner of Chimney Hill is this gem! This 3 bedroom, 2 bath house in Section C has it all! It features a classic mudroom entry, a brick interior walkway, and an open-concept living, dining, and kitchen area with French doors leading to a screened outdoor living room and a picnic porch out back, which includes a firepit for cozy conversation on chilly evenings. More thoughtful touches include a dedicated propane grill, so you don't have to fuss with tank replacements, custom woodwork and built-in closets, vaulted bedroom ceilings with dramatic woodwork, double lot for added privacy, shed, and an outdoor shower! A metal roof, new furnace, new flooring, wood stove and flue, new appliances, shed, wood storage, and includes most furnishings are included. Enjoy all the amenities Chimney Hill offers on its 1,200-Acre Campus, with 550-Acres owned in common by the members. Amenities feature the exclusive Clubhouse with indoor and outdoor heated pools, a hot tub, fitness center, arcade, small toddler playroom, après ski lounge, community room, fully equipped kitchen, outdoor BBQ area, playground, pickleball, tennis, basketball, seasonal ice skating, multi-trail system, snow shoeing, cross country skiing, hiking and biking. Plus, Southern Vermont offers nearby opportunities for canoe, kayak, sailing, pontoon, and other boating, paddle boarding, golf, fishing, shopping, world-class skiing and shredding, fine dining, flea markets, unique shopping experiences, music, festivals, and so much more!

2 Woodlot Ln Unit C-215, Wilmington
$799,999
3 Beds ⋅ 4 Baths ⋅ 5091941 MLS
Brand-new construction in process in Wardsboro, set on a spacious 2-acre parcel. Introducing a brand-new 3-bedroom, 3.5-bath home is slated for completion in late fall 2026. Inside, you’ll find beautiful natural light, wide-plank pine flooring, oversized windows, and an inviting, bright living space. The main level offers an open-concept layout with a well-appointed kitchen, dining area, and living room, along with a convenient half bath for guests. French patio doors open to the 12x24 back deck to relax on and listen to the soothing sound of a nearby river and enjoy the surrounding woods, creating a peaceful, calming atmosphere. The second floor includes a comfortable primary suite featuring a tiled shower and double vanity, along with two additional bedrooms and a shared 3/4 bath. The finished lower level provides even more living space, including an expansive family room, a bonus room that could function as an office or a storage area for your recreational gear, plus a utility room with laundry and an additional 3/4 bathroom. 6 x 24 Front covered porch that is another entrance to the home. This thoughtfully designed home blends modern comforts with natural Vermont charm. Located just minutes from your doorstep are Mount Snow and Stratton Ski Resorts, as well as snowmobiling, golfing, hiking, biking, and the area’s vibrant local culture. This property is perfect for outdoor lovers and anyone who appreciates Vermont’s natural beauty. Some photos are AI-generated so you can see the vision for the room.

62 Potter Rd, Wardsboro
$995,000
5 Beds ⋅ 5 Baths ⋅ 5091891 MLS
Mountain Property w/ Stunning Barn. Convenient access to Mt Snow skiing & 18 hole golf course, also VT's renowned VAST Trails System. Mountain Retreat w/amazing Income & Expansion Potential. Tucked away at end of a quiet country road in desirable West Dover, this remarkable 5-bdrm, 5-bath contemporary offers the perfect blend of privacy, recreation & opportunity. This property is ideally positioned for year-round enjoyment & investment potential. Built in 2000 & thoughtfully designed for the gathering of family & friends. Features generous living spaces throughout. Inviting living room centers around a wood-burning fireplace, creating the perfect setting after a day on the slopes or trails. A spacious family & recreation room in the finished walk out basement offers additional entertaining space. On yet another level is a gathering place complete w/ a propane stove that provides warmth & ambiance during Vermont's winter months & here to be enjoyed. The flexible floor plan includes 2 main-level bedrooms & 3 baths, while the second floor offers 3 additional bedrooms & 2 baths, providing comfortable accommodations for large groups. With the addition of kitchens, this home could easily be configured into separate living spaces, creating outstanding rental or multi-generational living opportunities. Outside, the setting is equally impressive. Multiple outdoor sitting areas allow you to enjoy the peaceful surroundings, while the standing seam roof, classic clapboard siding, & quality construction reflect enduring Vermont craftsmanship. Adding to the property's uniqueness is the stunning barn set on the hillside above the home. With outstanding character & views of the surrounding landscape, the barn presents exciting possibilities as a future luxury guest house, studio, workshop, event space, or recreational retreat. Perfect whether seeking a primary residence, 4-season getaway, investment property, or a combination of all 3. Exceptional new price for an as-is sale.

8 Twin Rocks Rd, Dover
$489,000
4 Beds ⋅ 4 Baths ⋅ 5091606 MLS
What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Sellers are motivated due to having already relocated for work! Historical authenticity has not been sacrificed in their successful pursuit of modern comfort: the tasteful remodeling of the kitchen, bathrooms, floors, ceilings, and more won't distract from your delight in the rustic touches left intact or even improved upon, like the specially-selected Glenwood Modern F Cookstove. Luxuriate in central AC, a Vermont rarity, when you come in from your work in the expansive 2-floor garage/barn, chicken coop, or on the grounds graced by a lovingly cared for orchard beside a scenic private pond. Did we mention the orchard? Apples, peaches, pears and cherries dot the landscape, an arborist's dream, with gorgeous mountain views in the distance! Nestled in the desirable town of Londonderry, you have access to year-round amenities at a level not found in every ski town: it's home to Magic Mountain, and a short drive away from Bromley, Stratton, and Okemo. In the warmer months, enjoy gorgeous 102-acre Lowell Lake, its state park and its islands just minutes away! While newly-planted arbor vitae promise to shoot up quickly and reduce the highway noise, the house sits comfortably above Vermont Route 11, a road offering pleasant drives between ski towns. Once you're inside or in your backyard, you may be surprised how quickly you forget about the world going by and remember to be glad you bought this diamond-out-of-the-rough. Sold largely furnished! Inquire today while it's still available!

5735 Vt Route 11, Londonderry
$270,000
2 Beds ⋅ 2 Baths ⋅ 5091529 MLS
This sweet 2 bedroom, 2 bathroom home has been recently rejuvenated with a new heating system, new flooring, new kitchen cabinets and counter tops, and fresh paint inside and out, and a new septic system! There's been quite a bit done to this lovely home that's a short distance to the Marlboro town office and post office and a few minutes' ride down to Brattleboro. There's good lawn space on the back side, and new owners can imagine all sorts of outside projects to make this property their own!

461 South Rd, Marlboro
$350,000
4 Beds ⋅ 2 Baths ⋅ 5091381 MLS
Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog, the side yard pops off the kitchen deck for easy pet access. Gardens and a small rivulet in the back complete this special setting. In-town corner lot, ready to go!

39 Locust St, Brattleboro
$399,000
3 Beds ⋅ 2 Baths ⋅ 5091291 MLS
This classic Federal-style brick home blends historic character with thoughtful modern updates, offering a lifestyle that feels both grounded and effortlessly comfortable. Set on a dead-end road, the property enjoys the rare balance of peaceful country living and everyday convenience, all within moments of the local store, hospital, pharmacy, bank, and neighboring homes. Inside, you will be welcomed with warmth, timeless craftsmanship, and inviting living spaces designed for both gathering and everyday ease. The gracious foyer is anchored by the original staircase with its elegant handrail and simple period balusters. At the same time, the fanlight transom above the front door adds a distinctive architectural detail reflective of the home’s Federal heritage. The formal living room centers on a decorative fireplace. Separately, there is a den for less formal times and could be used as a formal dining room, while the eat-in farmhouse kitchen offers the kind of relaxed space where mornings begin slowly, and guests naturally linger. An enclosed three-season sunporch provides a peaceful retreat to enjoy changing seasons, pastoral surroundings, and evening dinners. The flexible floor plan includes a main-level bedroom, bath, and laundry room, along with an exterior handicap ramp for added accessibility and convenience. A practical mudroom connects daily life to the home’s historic elegance with ease. Outside, the property continues to impress with an attached car barn, a substantial detached barn with a loft and workshop area ideal for equipment, hobbies, or recreational storage, plus an additional separate workshop building offering even more versatility for craftspeople, collectors, or outdoor enthusiasts. Rich with heritage yet comfortably updated for modern living, this home invites you to settle in, slow down, and enjoy the enduring beauty and understated sophistication of Vermont country life. Be sure to enjoy the video for a quick preview!

200 Riverdale Rd, Townshend
$349,000
4 Beds ⋅ 2 Baths ⋅ 5091213 MLS
This charming chalet on one acre is surrounded by enchanting gardens, with a peaceful stream providing a soothing natural backdrop. Over the years, the seller has lovingly planted thousands of daffodils and day lilies, along with a beautiful mix of perennials, annuals, flowering shrubs, and potted plants that line the walkways, gazebo, and hillside below the home. The original chalet has been expanded with two substantial additions, creating a flexible floor plan featuring a spacious main-level living room with a woodstove and a private primary bedroom or study above, plus a separate dining nook (good for expanding the kitchen). Enter through the welcoming kitchen and dining area, where oak flooring and a wood-burning fireplace create warmth and character. Glass patio doors fill the space with natural light and open to an expansive deck overlooking the lush gardens and is an ideal setting for relaxing or entertaining. Located on a town-maintained gravel road, Chapel Hill Road is home to a mix of year-round residences and vacation getaways. Enjoy nearby Lake Sadawga for kayaking, canoeing, and fishing, or head to Lake Whitingham for swimming, sailing, waterskiing, and more. Conveniently located within easy driving distance of MASS MoCA.

985 Chapel Hill Rd, Whitingham
$1,475,000
7 Beds ⋅ 6 Baths ⋅ 5091196 MLS
Hickory Ridge House is a Federal masterpiece: a definitive piece of Vermont history. Elegant and expansive, the home’s soul is rooted in the 19th century, while its heart beats with 21st-century innovation. The interiors are a masterclass in "refined rustic" design, with original features such as antique wood floors, 12-over-12 windows, crown moldings, and wood-burning fireplaces throughout the home. Five spacious bedrooms are anchored by a chef’s kitchen where rough-hewn textures meet polished, modern finishes. This meticulously restored residence features a newer roof, solar panels, and a Tesla Powerwall, offering a level of energy independence rarely found in historic homes. Outside, the lush grounds are a perennial paradise of fruit trees and colorful flowers.For those seeking the ultimate family compound, or the opportunity to create an upscale, sophisticated country inn, this 1808 Federal-style estate also hosts a charming two-bedroom cottage and has operated as a successful B&B for decades. It is proudly listed on the National Register of Historic Places, which adds to the cachet without significantly impacting your ability to make improvements. Located just moments from one of the most vibrant villages in Vermont, with world-class performances at Yellow Barn and the legendary pies of Green Mountain Orchards, this isn't just a home; it’s a front-row seat to the best of Putney. More photos of the Cottage and a full prospectus are available upon request.

53 Hickory Ridge Rd S, Putney
$299,000
3 Beds ⋅ 2 Baths ⋅ 5090926 MLS
Charming cottage just up from the MA border in Whitingham Vermont. This lovely home sits on a 4 acre parcel with great lawn space, easy paved road access, and a pastoral setting with adjacent nearby farmland and large parcels. The home has been well maintained and features an open kitchen, dining, and living space on the main floor, with full bath. The second story features a large primary bedroom, 2 guest bedrooms, and a half bath. There is a full unfinished basement with great storage space, laundry, and a full walkup staircase. A tremendous primary home or Vermont retreat.

2448 Burrington Hill Rd, Whitingham
$1,295,000
5 Beds ⋅ 4 Baths ⋅ 5090616 MLS
One-of-a-kind luxury lodge offering the comfort and amenities of a five-star retreat with the warmth and charm of a Vermont mountain home. The house provides all the space your friends and family could want—an expansive open layout perfect for gatherings, along with plenty of cozy, private spots for quiet moments. Enjoy movie nights in the 11-foot home theater, or relax in front of one of two fireplaces with your favorite beverage while watching the snow fall. The great room features a 90-inch TV, perfect for watching your favorite sporting event. Outdoors, you’ll find a grill and seating area for dining under the stars beside a six-person hot tub and an eight-person sauna. After your meal, gather around the fire pit to roast marshmallows and take in the beauty of the surrounding forest. No expense was spared in creating this extraordinary Vermont home—thoughtfully designed for comfort, connection, and unforgettable memories.

4427 W Hill Rd S, Jamaica
$350,000
3 Beds ⋅ 2 Baths ⋅ 5090484 MLS
Nestled in the heart of Vermont's scenic countryside, this beautifully maintained log cabin offers the perfect blend of rustic charm and cozy comfort. Surrounded by nature and timeless New England beauty, the home welcomes you with warm wood interiors, exposed beams, and an inviting atmosphere ideal for year-round living or a peaceful getaway. Thoughtfully cared for and full of character, the cabin features comfortable living spaces, a charming country feel, and the tranquility only Vermont can offer. Whether relaxing by the fire, enjoying crisp mountain air from the porch, or taking in the picturesque surroundings, this enchanting retreat captures the essence of cozy Vermont living. Powder Mill is a unique community designed for the outdoor enthusiast.  Offering direct access to trails, snowmobile routes, scenic ponds, and a welcoming neighborhood feel.   Outdoor recreation can be enjoyed year-round. In the winter, residents and visitors are just a short drive from the renowned ski slopes of Stratton Mountain Resort, Bromley Mountain,  Magic Mountain Ski Area and snowshoeing on Lowell Lake.  During the warmer months, the area offers abundant hiking, walking, and mountain biking trails that showcase Vermont's natural beauty. Swim, fish, canoe or kayak at nearby Lowell Lake.  After a day of adventure, nearby Manchester provides a wide variety of dining options, from casual cafés to fine restaurants, ensuring there's something to satisfy every appetite.

287 Powder Mill Rd, Londonderry
$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

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