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2117 Pine Banks Rd, Westminster
$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

522 Vermont Route 100, Wardsboro
$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

800 Hubbard Hl, Halifax
$579,900
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

16 School St, Brattleboro
$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

2 Woodlot Ln Unit C-215, Wilmington
$439,000
3 Beds ⋅ 2 Baths ⋅ 5092054 MLS
Price Improvement! Tucked away in a quiet corner of Chimney Hill is this gem! This 3-bedroom, 2 bath home 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

50 Oak Grove Ave, Brattleboro
$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

5735 Vt Route 11, Londonderry
$450,000
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.  Luxuriate in central AC, a true 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

200 Riverdale Rd, Townshend
$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

2170 N Main St, Londonderry
$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

985 Chapel Hill Rd, Whitingham
$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

54 Main St, Grafton
$639,000
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

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

19 Canal St, Brattleboro

52 Ruth Way, Wilmington
$412,250
4 Beds ⋅ 3 Baths ⋅ 5090228 MLS
Welcome to this inviting 4-bedroom, 3-bathroom home nestled on a tranquil street, cherished by one family for nearly two decades. This residence exudes warmth and comfort, offering the perfect blend of functionality and charm. As you step through the covered front door, a cozy mudroom/entry area sets the tone for the welcoming atmosphere throughout the home. The spacious living room is ideal for gatherings or quiet evenings, while the functional kitchen and dining room combination provides a practical space for meals and entertaining. From the dining room sliding door, access the deck, perfect for al fresco dining or soaking up the sun while overlooking the expansive backyard. Behind Door Number 1, off the living room, discover two comfortable bedrooms and a full bath. Behind Door Number 2, a stairway leads to a full, finished basement, where a versatile recreation room can be customized to suit your needs, whether it be a home theater, game room, or additional living space. The basement also includes the fourth bedroom, a ¾ bath, a practical utility room, and a storage area, with the ease of a walk-out to the backyard from this level. Behind Door Number 3, adjacent to the kitchen/dining area, lies the primary bedroom with a full ensuite bathroom, offering a peaceful retreat for rest and relaxation. This home is not only perfect as a primary residence with easy access to schools, a thriving Main Street, and area activities, but also holds potential as a second home or investment property, just minutes to ski resorts, golf courses, and Harriman Reservoir for swimming and boating. Located within the Beaver Brook Association, residents benefit from comprehensive road maintenance, snow plowing, and sanding services. Don’t miss the opportunity to make this beloved home your own, enjoying the serene setting and convenient amenities it has to offer.

52 Ruth Way, Wilmington

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

148 Townshend Rd, Grafton

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

9 Mountain Acres Rd, Jamaica

147 Gilbert Rd, Marlboro
$439,000
3 Beds ⋅ 1 Baths ⋅ 5089735 MLS
This sweet home is nestled in the serene, and quiet location of Gilbert Rd, a dead end, located on the edge of Newfane but in the quaint town of Marlboro, VT. It has been completely renovated within the past few years by a local high-end builder with an eye for energy efficiency. His workmanship is evident in the renovation. The result: this pristine home gleams with its fresh and inviting design. New heat pumps, insulation and septic provide a clean slate for any homebuyer. All brand-new furnishings for an easy transition. An attractive retaining wall was recently built with field stones and steps for easy access. Many plantings have been added for a colorful summer ahead. A wood stove was installed in the sunroom for year-round comfort. A babbling brook runs along one side of the property, leading to the nearby West River. The home is also an easy commute to Brattleboro for unique eateries, farmers markets, gallery walks and so much more. If you are a skier, Mount Snow is nearby! Hikers will have the opportunity to explore the almost 50 acres this property has to offer. Plenty of open space is available for vegetable gardening, as well. This truly is a lovely home waiting for its next chapter to unfold. (Deed says 52.5 plus or minus and tax bill says 49 acres.) This home is coming mostly furnished making it completely move in ready.

147 Gilbert Rd, Marlboro

4850 Rte 100, Wardsboro
$350,000
4 Beds ⋅ 2 Baths ⋅ 5089447 MLS
Dual charming updated cottages located conveniently between Mount Snow and Stratton with easy access off a paved public road for peace of mind and tremendous rentability. The current owners have lovingly updated these 2 cape style homes. One partially burned down and has been completely rebuilt and just completed. That larger home features an open concept kitchen and dining area, large great room with new kitchen and full bath, main floor bedroom and upstairs loft bedroom, large mudroom area for gear storage and laundry. The second cottage has a full open concept floor plan with gas fireplace, dining area, and kitchen with breakfast bar, a full bath, and two bedrooms upstairs. Great storage options on the property, a built in gear shed, fire pit, and nearby access to multiple lakes, hiking trails, restaurants, and ski resorts. Great potential income offset or space for guests! First four photos are virtually staged and those furnishings will not be included.

4850 Rte 100, Wardsboro

1871 W Hill Rd, Townshend
$695,000
2 Beds ⋅ 2 Baths ⋅ 5089303 MLS
Welcome to your fully furnished chalet-style escape in Townshend, Vermont. Tucked away at the end of a private drive on 10 partially cleared, usable acres, this 2-bedroom, 2-bathroom home offers the perfect blend of comfort and Vermont charm. With four separate sleeping areas, there's plenty of space. The first-floor primary suite provides a private retreat with its own ensuite bathroom. Above, a striking loft bridge connects the second-floor sleeping spaces while overlooking the dramatic great room below, adding architectural character and enhancing the home's open-concept design. The spacious loft features expansive windows that frame the surrounding landscape and offers ample room for two beds. Exposed timber beams, wide- plank wood floors, and soaring wood-paneled ceilings create the warm character of a classic Vermont chalet. The centrally located kitchen offers views in every direction, allowing you to enjoy the surrounding landscape while remaining connected to the dining and living areas. Just off the main living space, the sunroom is filled with natural light through oversized sliding glass doors. Whether used as a relaxing sitting area or a practical mudroom and primary entrance, it provides a seamless connection between indoors and out. The open dining, living, and kitchen areas are designed for gathering, with easy access to the balcony off the dining room. It's the perfect place to enjoy your morning coffee, unwind at the end of the day, and take in the peaceful views of the expansive yard. The finished walkout basement is a flexible bonus space that can serve as a private guest suite, wellness room, bonus room, or office. Complete with a sauna, wood stove, and French doors leading to the outdoor fire pit and established flower gardens, it's a cozy extension of the home's living space. Less than 30 minutes to Mount Snow and Stratton Resort for year-round adventure, including skiing, snowboarding, mountain biking, and golf.

1871 W Hill Rd, Townshend

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

1 Bucket Ln, Dover

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

67 Castle Hill Rd, Wilmington

48 Upper Highlands, Dover
$599,000
5 Beds ⋅ 2 Baths ⋅ 5088556 MLS
Unique opportunity to own an updated and woodsy chalet just up from the slopes of Mt Snow, yet also with direct snowmobile trail access. This 5 bedroom, 2 bath home has been tastefully renovated while maintaining the charm and character befitting a Vermont retreat ski home. The interior features an open concept living space with vaulted great room, wood burning fireplace, natural woodwork and great light thanks to large windows, a kitchen off one side with live edge breakfast bar and stainless appliances, ample dining space open to the large front deck for outdoor enjoyment or potential future hot tub apres ski, there is a main floor bedroom and full updated bath, a second floor loft bedroom, two guest bunk rooms in the lower level, a second full updated bath with tiled showed, and a large fifth bedroom that doubles as a family room with fireplace. There is also a mudroom addition great for gear storage and getting out of the cold, a large shed for gear, ample parking, and tons of privacy. Less obvious upgrades include a standing seam metal roof, updated windows and doors, updated flooring throughout, and more, for easy turn key enjoyment or incredible rental potential thanks to the style and mountain proximity. There is direct VAST snowmobile trail access from the private level property, so you can ski half day and snowmobile the other half, without ever having to drive far.

48 Upper Highlands, Dover

49 West Rd, Wilmington
$425,000
3 Beds ⋅ 2 Baths ⋅ 5088540 MLS
Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to trails, hiking, lakes, and nearby Mount Snow. This lovely private parcel sits in the easily accessible lower section with nice seclusion and views out the rear, affording nice privacy yet with all the conveniences of community living. The interior boasts an open concept living space with natural light and large windows, natural woodwork throughout, a brand new kitchen with stainless appliances and quartz counters, a spacious dining area open to the living room with gas fireplace and stone hearth, a main floor bedroom and updated full bath, 2 upstairs bedrooms including a spacious primary and a second full bath, and a main floor mudroom and laundry area great for all your seasonal gear. There is also a large owners closet or bonus room off the main bath that could serve as an office with patio door out to the deck. Less obvious upgrades include direct vent heating, all new flooring, and convenient wood shed and bear proof trash bin. This comes with all the great Chimney Hill amenities including road maintenance, community water, clubhouse with indoor and outdoor pools, hot tub, game room, theater, playground, tennis courts, basketball, gym, and more. There are also a la carte services including plowing, sanding, and trash pickup. A truly unique spot that affords Vermont charm and serenity, with easy management.

49 West Rd, Wilmington

15b Snow Tree Ln Unit Clovers B, Dover
$449,000
3 Beds ⋅ 3 Baths ⋅ 5088533 MLS
Lovely updated townhome in the Snowtree development adjacent to the base area at Mount Snow. Take the Snowtree shuttle to the mountain or access via the walking bridge to the magic carpet at the tubing hill. If you don't ski you can still easily access the mountain without worrying about parking. Ideal for the ski season, but also summer festivals, hiking, biking, and more. Unlike the condos with shared walls and entries, this townhome has a private entrance from the ample parking area with covered porch. Inside you are treated to a large open concept living space with vaulted ceiling and wood burning fireplace with brick hearth, updated kitchen with granite counters, stainless appliances, and breakfast bar, spacious dining area, large deck with updated composite decking ideal for entertaining, new vinyl plank flooring, a main floor updated half bath, and mudroom entry. Upstairs is a large TV loft which doubles for overflow sleeping, as well as a primary suite with private deck and updated full bath. The walkout lower level has dual large bedrooms perfect for bunks or guests, another updated full bath with laundry, and a large lockable owner closet. Energy saving MYSA thermostats throughout. Both trash and wood are conveniently located right outside. This comes with the trusted Snowtree association, outdoor pool, rec center, indoor hot tub, wood, trash, and management.

15b Snow Tree Ln Unit Clovers B, Dover

15 Haymaker Ln Unit 6D, Wilmington
$449,000
2 Beds ⋅ 3 Baths ⋅ 5088530 MLS
Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club Ski Resort. Enjoy sunrise views out your living room windows in this immaculate 2 bedroom, 2.5 bath unit. Walk in from the spacious mudroom entry to a living area with wood burning fireplace, deck overlooking the view, tremendous light and views, kitchen with breakfast bar, updated appliances, and gas stove, spacious dining area, and guest bath. There is large primary bedroom and bath on the main floor with it's own private deck. The lower level is another primary suite with a walkout access, as well as a large finishable rear room that could be ideal for media area, exercise room, or more, easily finishable. The space is a welcome surprise compared to typical ski condos and would be efficient and cost effective for a Hermitage member compared to other on site pricing. At just a 3 mile drive to the Mount Snow ski resort and even nearer the village of Wilmington and Lakes, this is a true four season getaway. Coldbrook water and sewer is $1500/year.

15 Haymaker Ln Unit 6D, Wilmington

1329 Newfane Rd, Wardsboro
$299,900
3 Beds ⋅ 1 Baths ⋅ 5087976 MLS
Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy livingroom with a beautiful fireplace, a small den leading to a bedroom with a knotty pine ceiling, plus a spacious rebuilt (2018) 400 sqft. Primary bedroom with wide pine floors, laundry, ample closet/storage space, and a wood stove perfect for snowy Vermont evenings.  Upstairs, you’ll find a third bedroom and an additional bonus room for guests, office space, or hobbies.  Step outside onto the large deck, built in 2022, and take in the summer breezes and colorful fall foliage while surrounded by the peaceful beauty of rural Vermont.  A loose-laid stone wall elegantly frames the garden and established plantings, evoking the timeless appeal of a classic country setting. Property improvements include an upgraded 3-bedroom septic system (2017), a metal roof (approx. 2013), a new well pump (2020), A new Sure Pack driveway (2018), 200-amp electrical service, two outbuildings, vinyl replacement windows, and a generator hookup. Conveniently located near some of southern Vermont’s best skiing and outdoor recreation, it’s approximately 25 minutes to Mount Snow and 45 minutes to Stratton and Bromley Mountains. Whether you’re searching for a cozy year-round home, a rustic Vermont getaway, or a peaceful escape from city life, this charming country cottage is the perfect place to slow down and reconnect with nature.

1329 Newfane Rd, Wardsboro

733 Rt 121, Westminster
$375,000
5087913 MLS
This 5-unit multi-family property presents a strong investment opportunity with steady, long-term tenants and consistent on-time rental history. Meticulously cared for over the years, the property features updated systems, public water, a double lot, and ample parking for tenants and guests alike. Current rents are below today’s market rates, offering clear opportunity for future income growth while maintaining tenant stability and occupancy. The property has been thoughtfully maintained, making it an attractive option for investors seeking both immediate cash flow and long-term upside potential. Conveniently located with easy access to local amenities, commuter routes, and the charm of Southern Vermont, this is a solid addition to any investment portfolio.

733 Rt 121, Westminster

1488 Hartley Hill Rd, Westminster
$498,750
4 Beds ⋅ 3 Baths ⋅ 5087887 MLS
Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant natural light, and exterior access from three sides of the home. This floor is home to the spacious primary suite including a luxurious ensuite bathroom complete with a soaking tub, dual sinks, a beautiful walk-in shower, separate toilet room, and a large walk-in closet. This level also offers a generous bonus room, laundry room, and utility room. Upstairs, enter through the back deck into a welcoming entryway leading to the expansive modern kitchen, featuring granite countertops, a large center island with pendant lighting, and plenty of space for entertaining. The open-concept kitchen, dining, and living area is centered around a striking staircase that ties the space together beautifully. This level also includes an additional bedroom and a convenient half bath. The upper floor offers two more spacious bedrooms and a full bathroom with dual sinks and a walk-in shower. Outside, relax on the deck overlooking the pool while enjoying the privacy and tranquility of the surrounding rural countryside.

1488 Hartley Hill Rd, Westminster

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