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$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
$499,000
5092212 MLS
Attention Investors & 1031 Exchange Buyers! A premier, turn-key investment opportunity is now available in the high-demand Brattleboro rental market. Offered at $540,000, this massive, stately 6-unit multifamily building delivers immediate, fully stabilized cash flow from day one. With a robust gross monthly income of $7,675 and an outstanding gross annual income of $92,100, this property is a proven portfolio foundational asset. The property features a rock-solid financial track record with an annual net operating income (NOI) of $33,756.41, representing an exceptional 6.25% un-leveraged Cap Rate and a highly competitive 5.86 Gross Rent Multiplier (GRM). All 6 units are currently fully occupied by seasoned tenants, with all security deposits transferring securely to the new owner at closing. The asset stands out for its exceptional location and structural layout. Situated in a prime, highly walkable in-town location, it sits just minutes from vibrant downtown Brattleboro shops, dining, transit, and major local employers—positioning this building for historically near-zero vacancy rates. Operationally, the building runs like a well-oiled machine. Streamlined infrastructure is already in place with separate tenant communications and established, reliable local vendor accounts (including Dead River for fuel delivery, Mastaler Cleaning for common area upkeep, and Goodenough for weekly trash service). The structural footprint includes a solid brick facade, convenient off-street parking for multiple tenant vehicles, a secure consolidated front porch mailbox station, and coded keyless entry to the basement utility area. Whether you are seeking to execute a strict tax-deferred exchange or expand your passive income portfolio, this stabilized multifamily building offers predictable yields with clear operational upside to push rents over time. Financial disclosures and itemized expense sheets are ready for review.

16 School St, Brattleboro
$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
$340,000
5091977 MLS
Excellent opportunity to own a three-unit investment property in a fabulous location. Enjoy being near the well-known Little League field, grab a hot dog and catch a game. Conveniently located near public transportation, the hospital, shopping, restaurants, schools, and other local amenities. The property offers a great yard set back from the road, providing both privacy and usable outdoor space. A large barn accommodates up to two vehicles and offers excellent additional storage potential. The home features low-maintenance vinyl siding, plenty of off-street parking, and strong investment potential for both owner-occupants and investors alike. Each unit has its own private entrance and separate electric service, adding convenience for tenants and ease of management for owners.

50 Oak Grove Ave, Brattleboro
$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
$445,000
2 Beds ⋅ 2 Baths ⋅ 5091676 MLS
Ski-to this charming 2 bedroom, 2 bath condo at Seasons on Mount Snow. Conveniently located, a 5 minute walk to the slopes and steps away from the incredible amenity center. Seasons is known for having one of the best amenity packages at Mount Snow, including indoor/outdoor pools, hot tubs, fitness center, game room, locker rooms, tennis courts, owner lounge, and so much more. The open concept layout beautifully connects the living, dining, and kitchen areas, creating an inviting space ideal for entertaining and gathering with friends and family. This mountain retreat features a cozy wood-burning fireplace perfect for relaxing after a day on the slopes. Enjoy year round recreation including skiing, golfing, hiking and more from this perfect four season retreat.

5a Sportscenter Village Way Unit A-11, Dover
$695,000
3 Beds ⋅ 2 Baths ⋅ 5091609 MLS
Bucolic Mountain Retreat. 6 Minutes to Stratton Sun Bowl. Escape to your own private 43.7-acre Vermont paradise, offering a perfect blend of serene country living and resort convenience. Situated just six minutes from the Stratton Mountain Sun Bowl, this impeccably maintained 3-bedroom, 2-bath Cape is enveloped by beautifully landscaped grounds featuring mature lilacs, historic apple trees, and a sun-drenched open yard ideal for gardening. Inside, the open-concept living area boasts a vaulted ceiling and a wall of natural light, anchored by a cozy wood-burning stove. Two large sliding glass doors seamlessly connect the indoor living space to an oversized, composite deck—built to withstand Vermont winters with low maintenance. Beautiful hardwood, ash floors throughout the living space and bedrooms! Need more room? The walk-out lower level and unfinished second story offer incredible potential to expand your square footage. Spend your days meandering through private wooded trails, gardening in the sun, or jumping in the car for a quick drive to Stratton for skiing, mountain biking, dining, and shopping. Bonus: The majority of the wooded acreage is enrolled in the VT Current Use program, providing substantial tax benefits. Your ultimate mountain lifestyle awaits!

124 Forrester Rd, Stratton
$499,000
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
$355,000
4 Beds ⋅ 2 Baths ⋅ 5091552 MLS
Welcome to 9 Burt Street located on one of the prettiest streets in Bellows Falls. This opportunity offers an attractive two story 2532 sqft. family home located within the center of Bellows Falls with easy walking access to all stores, dining and schools. It is located on a beautiful street bordered by well kept family homes. The first floor includes a fireplace in the family room, a formal living room, a dining room and a kitchen large enough for family dinners. A half bath is also on the first floor. There are four bedrooms on the second floor, including a master suite. Also a full bath with walk-in shower. There is a large walk-up attic. The front porch facing the street makes this exceptionally inviting to rest or visit with friends/family. A laundry room is in the basement. The buildings include a large two story barn that can serve as a two car garage, workshop or studio. The large lot is three-tenths of an acre and contains a back area that can serve as a garden and/or gathering area. The back yard is private from other homes surrounding the property. This home presents a great opportunity to live in a neighborhood surrounded by family homes with a friendly environment.

9 Burt St, Rockingham
$280,000
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
$335,000
3 Beds ⋅ 2 Baths ⋅ 5091453 MLS
Enjoy the privacy of your own space secluded from the rest of the world. Enjoy the comfort of a country setting in town. Look through the tree tops over the roofs of houses below on one side, onto a garden on another side, and onto a wooded hillside on the rest. Nature surrounds this immaculate house on a hill. Amenities include stone walls, a dog cage, a fire pit, raised gardens, a convenient 2-car garage, a mudroom with a closet off the garage, a workshop on the basement level, a pantry with spice racks, a palladian window and ceiling fan in one bedroom, and privacy, privacy, privacy. The seller spent a lot of time and money preparing the house for sale; see the list of improvements in the Documents section of this listing. Includes a 1/34 share of common interest in the Wilsons Woods land. Near the middle school and high school, hospital and shopping. Showings begin on Friday 6/5/26.

90 Wilsons Woods Rd, Brattleboro
$499,000
3 Beds ⋅ 3 Baths ⋅ 5091438 MLS
Beautifully cared-for 3 bedroom, 3 bath single family condo in a desirable small association, conveniently located near town, golf course and major road access. This spacious home features a sought after first-floor primary suite with en-suite bath, skylights that fill the home with natural light, and elegant cherry flooring throughout the main living areas. The remodeled kitchen offers modern finishes and functionality, while the family room boasts brand new carpeting for added comfort. a perfect blend of privacy, convenience, and tasteful updates in an exceptional location. Open house Sunday May 31st 11am-2pm.

94 Brets Rd, Brattleboro
$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
$340,000
3 Beds ⋅ 2 Baths ⋅ 5091277 MLS
Perfectly situated at the top of the hill on highly desirable Carriage Hill in West Brattleboro, this delightful yellow ranch offers the perfect blend of neighborhood comfort and exceptional curb appeal, accented by a lovely stone pathway and beautiful exterior gardens. Step out back to discover your own private oasis featuring a spacious wooden deck with a gorgeous overhead pergola, custom built-in bench seating, and an attached screened-in porch that looks out over a lush green backyard complete with a handy storage shed. Inside, the home boasts a bright, expansive living room with durable flooring and a mini-split system for efficient year-round comfort. The generous eat-in kitchen features warm wood cabinetry with vibrant turquoise accent shelving, tile flooring, and a large window overlooking the serene backyard. Comfortable bedrooms with unique, colorful accent walls and a dedicated home office or study space under a cheerful blue ceiling provide a highly versatile layout. Complete with two functional bathrooms—including one full bath with a tub/shower combo and a second featuring a retro blue shower stall—this home is ready for its next chapter. Come see all this West Brattleboro gem has to offer at our upcoming open house on Sunday, May 31st from 2:00 PM to 4:00 PM!

184 Carriage Hill Rd, Brattleboro
$675,000
5091253 MLS
For more than 20 years, this mixed-use property has been consistently operated and maintained by the same owner—an indicator of stability, reliability, and proven performance. The building features three distinct income channels: a fully equipped small-town diner with loyal local traffic, a well-established general market serving the community’s daily needs, and two rental apartments above that provide steady residential income. Positioned directly on a main road with excellent traffic exposure, the property benefits from continuous visibility and easy access, supporting both the commercial tenants and future growth potential. Whether you’re an investor seeking diversified revenue streams or an owner-operator looking to step into a turnkey, multi-income asset, this property offers immediate cash flow with room to expand, modernize, or reposition for even greater returns.

2170 N Main St, Londonderry
$375,000
3 Beds ⋅ 1 Baths ⋅ 5091240 MLS
This historic village home is rich with history. The main living area is open concept with vaulted ceilings, hand hewn beams and beautifully restored wood floors. There's an additional formal dining room and family room downstairs, along with 2 bedrooms and the full bath. The 2nd floor is a wide-open finished room with a closet that sits above the first-floor bath and could easily be converted into a second-floor half bath. Make this your primary bedroom, office or art studio. Originally a creamery, the basement of this home was set up for production. With extremely tall ceilings and multiple egresses, one would have many options for a workshop/woodshop, etc. There is a deep wraparound porch inviting you to slow down or dine al fresco. This home is the first home in the Westminster aqueduct line. Enjoy pure aqueduct water, maintained and tested by the society. Convenient access to I-91, the school, multiple eateries and farm stores. Now is your opportunity to own a piece of Vermont history, rich with craftsmanship and personality.

410 School St, Westminster
$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—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
$279,000
5090898 MLS
Lovely pastoral parcel of land in Whitingham Vermont with mountain views. This parcel sits conveniently on the MA border for easy access into the Deerfield Valley or Heath area. The 45 acre parcel is about half pasture and half mature woodlands, with easy access of the quiet country road, old stone walls, views of the mountains to the west, and a serene setting.

Lot 0 Saddada, Whitingham
$185,000
5090879 MLS
Nicely cared for two family on a quiet dead end street within walking distance to the village and all that that includes, shopping, restaurants, movie theater, library and more! Each unit has three bedrooms, spacious kitchens, living room, a porch and includes washer and dryer in each unit. As an owner occupied property or an investment opportunity this is worth a look as there have been many upgrades over the years including exterior paint this year. 48 hours notice required for showings.

65 Williams Street Extension, Rockingham
$349,000
3 Beds ⋅ 2 Baths ⋅ 5090867 MLS
MOTIVATED SELLER! Welcome to the Green Mountains! Nestled on 12.8 private acres, this quintessential, one-of-a-kind timber frame cabin offers a rare blend of craftsmanship and nature. Bordering the protected Pinnacle Association preserve, you can walk right out your front door to explore amazing trails and local wildlife. Lovingly constructed by local artist and builder Nathan Guest, the home’s creative vision is evident in every detail—from the 1800s wagon wheel chandelier to the handcrafted dining table. The main floor features two bedrooms, a full bath, and an inviting living room anchored by a Quadra-Fire Explorer wood stove and a custom bar, perfect for entertaining. The amazing kitchen flows directly out to a splendid deck, where you can take in the fresh Vermont air and listen to the flowing brook—which features natural pools large enough for a dip. The main level also offers a large dining room and a cozy sitting room. Energy-efficient mini-splits provide additional heating and cooling for all of Vermont’s picturesque seasons. Upstairs, you’ll find a spacious and charming primary suite. Outside, the property includes a dedicated workshop and an adorable tiny guesthouse, ideal for meditation, relaxation, or hosting occasional visitors. This ultimate Vermont getaway is less than an hour from Bromley, Stratton, and Mount Snow. A truly special place to call home.

442 Brookline Rd, Athens
$95,000
5090787 MLS
Hillside building lot deeded for one beautiful home, with a straight-ahead view of inspiring mountains and valleys to the south. The property is moderately sloped near the road but more flat at the highest elevation, with benches of level ground at intervals up and down the land. A network of hiking trails is blazed across the property, but the easiest way to view the high ground is what remains of an old logging road starting from the end of the driveway for a house at 1680 Carpenter Hill Road.

Carpenter Hill Rd, Guilford
$479,000
3 Beds ⋅ 2 Baths ⋅ 5090655 MLS
Recently repositioned with a price improvement, this chalet offers even greater value in one of Dover's most desirable mountain neighborhoods. Nestled on a corner parcel in the desirable Dover Hills area near Mount Snow, this beautiful chalet offers the perfect low-maintenance four-season retreat. Designed for easy upkeep and effortless enjoyment, the home combines warm mountain charm with modern amenities, abundant natural light, and convenience. Ideally located just minutes from skiing, direct VAST snowmobile trail access, golf, hiking, lakes, shopping, and dining, this property is perfectly suited as a year-round getaway or income-producing vacation rental. After a day on the slopes, relax beside the cozy wood-burning fireplace or unwind in the outdoor hot tub while taking in the peaceful mountain setting. The thoughtfully updated interior features vaulted ceilings, natural woodwork, and oversized windows that fill the home with sunlight. A stunning kitchen with stainless steel appliances opens to a spacious dining area and wrap-around deck, creating an ideal space for entertaining or quiet evenings outdoors overlooking the landscaped yet low-maintenance grounds. The main level includes a comfortable bedroom and full bath, while upstairs offers 2 additional bedrooms, and bath with shower and soaking tub. The convenient mudroom entries for easy four-season living. Outside, ample parking, a paved road location, excellent sun exposure, generous lawn space for pets or play. Near some of Southern Vermont’s best outdoor recreation. Whether you’re seeking a relaxing second home, ski retreat, or investment property, this exceptional chalet must be seen to be appreciated.

34 Johnson Hill Rd, Dover
$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
$610,000
4 Beds ⋅ 3 Baths ⋅ 5090511 MLS
Tucked between Mount Snow and Stratton, this charming mountain retreat offers the perfect blend of adventure, comfort, and classic Vermont living. Set in the heart of Wardsboro, this property provides easy access to both year-round recreation and peaceful natural surroundings. After a day on the slopes or exploring the nearby Green Mountain National Forest, cozy up beside the inviting wood burning fireplace or unwind on the private balcony surrounded by the beauty of the Green Mountains before rejuvenating with a soak in the hot tub. A lovely screened-in porch creates the perfect space for morning coffee, summer evenings, or taking in the crisp mountain air. With an open kitchen/dining/living space and a large family/game room, this home has plenty of space to make new memories. Outdoor enthusiasts will appreciate access to nearby snowmobile trails, endless hiking opportunities, and all the recreation Southern Vermont is known for. Whether you’re seeking a full-time residence, weekend getaway, or investment property, this home captures the warmth, charm, and lifestyle that make Vermont living so special.

53 Country Ln, Wardsboro
$174,000
5090490 MLS
Tucked away along a quiet, town-maintained deadend road, this private 15-acre parcel offers a rare combination of seclusion, character, and natural beauty. Set high on a peaceful knoll, the property features an old homesite's stone foundation, open meadow areas, and several mature apple trees that hint at the land’s past, also a drilled well. A gentle babbling brook traces one boundary, adding to the tranquil setting and mountain-country charm. The driveway winds gradually upward to the homesite where the landscape opens to a mostly level field, an ideal setting for a future home, cabin, or retreat. With selective clearing, the property offers excellent potential for mountain views. Bordering Ballou Mountain, this special parcel offers exceptional privacy and a wonderful sense of connection to the surrounding landscape. Whether you envision a country getaway, year-round residence, or recreational escape, this property provides a beautiful canvas in a serene setting.

491 Whitneyville Rd, Halifax
$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

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