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5 First Ln Unit 4, Wilmington
$539,000
3 Beds ⋅ 2 Baths ⋅ 5113279 MLS
Turnkey and ready for ski season, this fully renovated Vermont retreat offers just under 1,600 square feet with two bedrooms, two baths, and an expansive loft providing flexible additional living and sleeping space. Set along the first hole of Haystack Golf Course, the property enjoys a convenient location within walking distance of the clubhouse, just a few miles from The Hermitage Club and downtown Wilmington, and approximately five miles from Mount Snow. Completely reimagined by HAVN Design + Development, the residence reflects a thoughtful Scandinavian-inspired approach centered on natural materials, clean lines, warm whites, and understated finishes. The redesigned kitchen anchors the home with custom white oak shaker cabinetry, Taj Mahal stone countertops, Bedrosians Cloe White tile, white oak floating shelves, a custom range hood with natural wood detailing, and Bosch appliances. Solid white oak flooring extends through the main living and dining areas, complemented by updated doors and trim, new hardware, carefully selected lighting, and natural wood accents throughout. The living area centers around a wood-burning fireplace, creating a warm and inviting place to gather after a day on the mountain. Both bathrooms have been completely renovated with Montauk Black natural slate flooring, floating vanities, new tile, fixtures, and lighting. The primary bath offers a spa-like retreat with a generous walk-in shower and freestanding soaking tub. Upstairs, the oversized loft adds exceptional versatility beyond the two bedrooms, with ample room for additional sleeping accommodations, a home office, media area, or lounge. New carpeting in the bedrooms and loft adds warmth and comfort, while the combination of white oak, natural stone, matte black accents, and muted organic tones gives the home a cohesive, refined feel.

5 First Ln Unit 4, Wilmington
180 Parsons Rd, Wilmington
$375,000
3 Beds ⋅ 1 Baths ⋅ 5113271 MLS
Come see this sweet, well-kept 3-bedroom ranch. The heart of the home is its inviting open concept living area, featuring a handsome stone fireplace with a pellet stove insert for easy fires in the winter. The fully updated kitchen has abundant Kraftmaid cabinets, an island with seating, quartz counters, and Energy Star appliances. Enjoy meals and company in the warm weather on the wrap-around deck, easily accessible from both the kitchen and living area. A hallway, a few steps up from the kitchen, leads to the three bedrooms; the primary bedroom is large enough for a king-size bed. The spacious, updated ¾ bath has a contemporary vanity and tasteful tile flooring and shower finishes. Added bonuses include a two-car garage, a shed for storage or a workspace and extra space to finish in both the attic and basement. Accented with attractive ledge outcroppings, the land - ideal for recreation and gardening- has a blend of both level and sloping areas as well as a mix of sun and shade. Caring for the home will be easier thanks to the home’s vinyl siding, newer windows, standing seam metal roof and vinyl plank flooring throughout the interior. The ideal location offers the best of both worlds: a tranquil rural retreat set on a quiet road, but only minutes to downtown Wilmington, 20-minutes to the Mt. Snow resort and close to year-round recreation on Lakes Harriman, Raponda, Sadawga, snowmobile and hiking trails and much more. All furnishings available for an additional fee. Showings start on October 11. Open House Sunday, October 11 11am-1pm, Monday October 12 10am-12pm

180 Parsons Rd, Wilmington
83c Greensprings Rd, Dover
$691,000
3 Beds ⋅ 4 Baths ⋅ 5113251 MLS
Set at the top of the desirable Greensprings community, this spacious three-bedroom condominium offers a private Vermont retreat with views toward the Mount Snow trails and the added benefit of backing up to the quiet privacy of the surrounding Vermont forest. The main living level features a dramatic vaulted living room with warm wood accents, a fireplace, and generous gathering spaces designed for relaxed mountain living. A private sauna and practical mudroom add to the comfort and convenience after a day on the mountain. The finished lower level expands the living space considerably, offering additional room for family and guests along with a bonus bunk room that makes the home especially well suited for weekends and extended stays. Greensprings residents also enjoy convenient shuttle service to the Mount Snow slopes, along with access to an indoor pool, hot tub, fitness center, and outdoor tennis courts. With its elevated setting, mountain views, forest privacy, and flexible living space, this is an inviting four-season home in the heart of the Deerfield Valley

83c Greensprings Rd, Dover
81 Scandia Village Rd, Wardsboro
$150,000
2 Beds ⋅ 1 Baths ⋅ 5113182 MLS
This West Wardsboro chalet is looking for someone to bring it back to life! Full of potential and ready for renovation, this property offers the perfect opportunity to create your own Vermont mountain getaway. The town lists the property as a three-bedroom, though it currently features one bedroom plus a loft, offering flexibility for future improvements. Set on a nice lot in a convenient location, you’re just 10 minutes from Mount Snow and under 20 minutes from Stratton Mountain, with easy access to skiing, snowboarding, hiking, biking, and year-round outdoor adventure. Enjoy the best of southern Vermont with shopping and dining nearby, while still having a peaceful setting to call home. Bring your vision, your tools, and a little love this chalet could become the mountain retreat you’ve been looking for!

81 Scandia Village Rd, Wardsboro
43 C Upton Rd, Dover
$1,850,000
4 Beds ⋅ 5 Baths ⋅ 5113171 MLS
The view astonishes the moment you arrive, easily one of the most impressive in the valley. Set high on 35.4 private acres, it looks directly toward Mount Snow and Haystack, with a long paved driveway creating a true sense of arrival and remarkable privacy just minutes from Mount Snow. This beautiful post-and-beam home was built for gathering, with multiple spaces that let everyone spread out without losing the feeling of being together. At the heart of the home is the soaring great room, where exposed timbers, warm wood tones and walls of glass frame the mountain view. A custom masonry fireplace anchors the room and throws impressive warmth throughout the house. The open kitchen, dining and living areas flow easily together and out toward the screened porch, deck and lawn, giving the main level an easy connection to the outdoors. The primary en suite is also on this level, allowing for true one-level everyday living. Upstairs are three additional bedrooms along with two fun loft areas that create their own hangout spaces for reading, games, or simply escaping with a book. The finished walkout lower level offers space for a home gym, another media area, a full bath and additional finished bonus rooms that can flex with changing needs. Above the attached garage, more finished bonus space offers more options for an office, studio, recreation room or overflow space. Outside is where this property becomes hard to duplicate. With more than 35 wooded acres, there is room to roam, explore and escape into Vermont. Walking trails and direct access to snowmobile trails put four-season recreation right outside the door, while the paved driveway and attached garage make everyday mountain living practical. With a main-level primary suite, multiple finished bonus spaces, extensive recreation areas and an extraordinary combination of acreage, privacy and direct mountain views, it offers minutes to Mount Snow.

43 C Upton Rd, Dover
90 Big Bend Loop, Wilmington
$599,000
4 Beds ⋅ 3 Baths ⋅ 5113132 MLS
Stunning updated and expanded chalet just a short drive out of the village of Wilmington. This home sits privately on a wooded double lot, nestled in the Chimney Hill community with easy access to the amenities building, as well as nearby access to Mount Snow and Lake Whitingham. The home was extensively renovated and expanded and now has tremendous unique one of a kind space featuring a gorgeous vaulted living room with exposed natural woodwork, great natural light from the large windows, a wood burning fireplace and brick hearth, upscale wood flooring throughout, a beautiful kitchen with quartz counters, stainless appliances, breakfast bar, farm sink, and tile backsplash, large dining area, wet bar and entertaining area, main floor bedroom and full bath, and large mudroom for all your gear. The bedroom level features three spacious bedrooms with two more upscale baths, including tiled showers and a gorgeous pedestal tub, as well as access to the outside. Additionally there is an overflow sleeping loft, huge upper and lower decks for outdoor enjoyment and BBQs, and ample lawn space for enjoyment no matter the season. Featuring the tremendous Chimney Hill amenities including indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

90 Big Bend Loop, Wilmington
246 Qtr 1 89 Grand Summit Way, Dover
$15,000
1 Baths ⋅ 5113102 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Benefits of Grand Summit ownership include the best ski in/out mountain location available. This studio boasts a living dining area with a sleep sofa and a Murphy bed. Sleep 4 comfortably. There is a full kitchenette including a stove, microwave, dishwasher and refrigerator. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only ski/golf locker for year round storage. Discounts on food and retail. A favorite owners perk is "Space A" which gives you the possibility of staying in the hotel even when it is not your ownership time at a discounted rate...just pay house keeping fees! RCI and Interval International Affiliated.

246 Qtr 1 89 Grand Summit Way, Dover
679 Burrington Hill Rd, Whitingham
$599,000
3 Beds ⋅ 3 Baths ⋅ 5113061 MLS
OLD BARN. NEW LUXURY. YOUR PRIVATE SOUTHERN VERMONT ESCAPE. There’s something special about a home that feels completely different from anything else—and this beautifully transformed barn conversion is exactly that. Originally an old barn, this stunning 3-bedroom, 2.5-bath home has been thoughtfully reimagined with sophisticated modern finishes, an inviting open-concept layout, and all the comforts of contemporary living both inside and out, while still preserving the character and soul of its original structure. Set on nearly 12 private acres, this is more than a home—it’s a lifestyle. Spend summer afternoons enjoying your own private pond, enjoy peaceful mornings surrounded by nature, gather with friends and family in the spacious open living areas, or simply get away from the pace of everyday life and enjoy the privacy and tranquility that Southern Vermont has to offer. An amazing opportunity to own a truly distinctive Vermont retreat.

679 Burrington Hill Rd, Whitingham
230 Qtr 4 89 Grand Summit Way, Dover
$20,000
1 Beds ⋅ 2 Baths ⋅ 5113056 MLS
This one-of-a-kind unit features one level and includes one bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area features a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping six people. The spacious bedroom includes a king-size bed and a balcony with beautiful ridgeline views. Grand Summit ownership benefits include using your 13 weeks, renting when you're not using it, or trading through timeshare networks such as RCI and Interval International. The Grand Summit Resort Hotel ownership includes valet parking, an owner's private lounge, an owner's private library, an outdoor, year-round, heated pool, a steam room, hot tubs, a full-service spa, and private owners' lockers, all located trailside at Mount Snow. This is a great way to enjoy the mountain resort lifestyle at an affordable price!

230 Qtr 4 89 Grand Summit Way, Dover
14f Deer Crk, Dover
$379,000
3 Beds ⋅ 2 Baths ⋅ 5113048 MLS
Bright, open, and airy 3rd floor 3 bedroom, 2 bath Deer Creek condo in a convenient resort-area location across from Mount Snow. Set over two floors, the layout gives room to spread out while still keeping the main living space comfortable and connected. The great-room style living, dining and kitchen area with a cathedral ceiling boasts a wood-burning fireplace and access to a covered back porch overlooking open field and forest views. With three bedrooms, including two en suites, the condo can easily accommodate six people, making it well suited for owners and guests without everyone feeling piled into one space. A practical mudroom area includes full-size washer and dryer units, gives you a place to drop boots, coats, and gear when you come in from the mountain in addition to an exterior ski locker. The current sellers have thoughtfully refreshed the unit throughout, giving it a clean and updated feel without losing its comfortable and warm ski-home character. The location is also a big part of the appeal here! Deer Creek sits on Handle Road between the Carinthia and Sundance Base Lodges. It's close enough that some may consider the Sundance lifts to be walking distance, while others may prefer to jump on the MOOver shuttle with a stop just around the corner at Equipe Sport—for easy access to the main Clock Tower area and the rest of the Mount Snow base. Being positioned on the resort side of the main Route 100 corridor means avoiding much of the inbound and outbound resort traffic at the beginning and end of the ski day. Spend more of your weekend enjoying what you are here for and less time navigating to and from! Firewood, trash removal, plowing, and lawn care are all handled by the association, keeping ownership simple. Deer Creek also offers some of the lower association fees in the Mount Snow area. This is a well-laid-out condo with the space to gather, room to spread out, and a location that puts the best of the Mount Snow resort area close at hand.

14f Deer Crk, Dover
8h Trailside Village Way Unit I22, Dover
$454,000
2 Beds ⋅ 2 Baths ⋅ 5113004 MLS
Slopeside living at its best at Seasons on Mount Snow! This well-maintained 2-bedroom, 2-bath condominium has been lovingly enjoyed by its owners since 2003 and has never been rented. Ideally located for easy access to the slopes, this inviting residence offers the perfect blend of mountain convenience, comfort, and resort amenities. Step inside to a warm and welcoming open-concept living space highlighted by a stunning fieldstone, floor-to-ceiling wood-burning fireplace—the perfect gathering place after a day on the mountain. The dining area and kitchen with a breakfast bar create an ideal space for entertaining family and friends. Natural light fills the home, and a private deck just off the dining area provides a wonderful spot to relax and take in the fresh mountain air. The two-bedroom layout offers privacy and flexibility, including a spacious primary suite with an ensuite bath and walk-in closet, plus a second bedroom and hall bath. Both bathrooms have been renovated. An outdoor ski locker provides convenient storage for all your winter gear, while the easy-access location makes getting to and from the slopes a breeze. Owners at Seasons enjoy exceptional recreation at the Seasons Sports Center, featuring an indoor pool, a new indoor hot tub, fitness center, game room, two lounges—including an exclusive owner-only lounge—locker rooms, and saunas. Outdoors, enjoy a seasonal in-ground pool, hot tub, dining and grilling area, and fire pit. Whether you're skiing or snowboarding in the winter, enjoying the mountains in summer, or leaf-peeping in the fall, the amenities at Seasons create a true four-season resort experience. With its prime slopeside location, generous amenities, inviting mountain interior, and rare history of never being rented, this Seasons condominium is a special Mount Snow opportunity.

8h Trailside Village Way Unit I22, Dover
529 Coldbrook Rd, Wilmington
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 5112992 MLS
Perfectly positioned just across from the entrance to The Hermitage Club, this beautifully appointed mountain home offers the ideal balance of comfort, convenience, and Vermont charm. Whether you're heading to the slopes, enjoying a round at Haystack Golf, exploring nearby snowmobile trails, or spending the day at Lake Whitingham, this location places you in the heart of everything the Deerfield Valley has to offer. Inside, warm natural wood finishes, reclaimed barn board accents, soaring cathedral ceilings, and a dramatic wall of windows create a welcoming mountain retreat filled with natural light. The open-concept living area is anchored by a beautiful stone fireplace, offering the perfect gathering space after a day outdoors. The spacious kitchen features granite countertops, stainless steel appliances, custom cabinetry, and a generous center island that flows seamlessly into the dining and living areas, making entertaining effortless. The home offers three comfortable bedrooms plus a bonus room for additional guests or flexible living space, along with three beautifully updated bathrooms. The primary suite provides a peaceful retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and quality finishes throughout. The finished lower level expands the living space with a large recreation room, perfect for movie nights, game days, or relaxing with family and friends. A two car garage offers ample room for vehicles and all of your Vermont gear. Outside, the expansive deck invites you to unwind in the private hot tub, dine outdoors, or simply enjoy the peaceful woodland setting. Whether you're looking for a full-time residence, a weekend getaway, or a four-season vacation home, 529 Coldbrook Road delivers exceptional craftsmanship, inviting living spaces, and one of the area's most desirable locations just moments from The Hermitage Club and a short drive to Mount Snow, downtown Wilmington.

529 Coldbrook Rd, Wilmington
4054 Guilford Center Rd, Guilford
$375,000
3 Beds ⋅ 2 Baths ⋅ 5112926 MLS
Bright, sunny solid 2-story house, tons of light, with 3 bedrooms, 1 1/2 bathrooms, on 0.4 acres, in a picturesque Guilford location. Quiet, sunny yard, with fruit and shade trees. Your neighbors are the historical society, meeting house, library, an historic brick schoolhouse, and a playscape park around the corner. All new wiring and plumbing. Basement has a concrete slab, has been structurally-reinforced, drainage is in place. The kitchen was taken out, and is now ready for your choices (the room is down to the studs). List price is adjusted for no kitchen. Pellet boiler, baseboard hot water heat. Lots of storage space. Large attached barn offers interesting possibilities. This is a classic house with lots of curb appeal. Property is being sold As Is. A local lender has offered financing through a rehab loan. Come check it out! Open House, Saturday, October 10, 11am-1pm.

4054 Guilford Center Rd, Guilford
8 Winhall Station Rd, Londonderry
$395,000
3 Beds ⋅ 2 Baths ⋅ 5112923 MLS
Welcome to 8 Winhall Station Road in South Londonderry, a well-located three-bedroom, two-full-bath Vermont home offering convenient access to some of Southern Vermont’s best year-round recreation. Several major ski resorts are within easy driving distance, along with nearby hiking trails, campgrounds, swimming, biking, and countless opportunities to enjoy the Green Mountains. The home offers a comfortable, practical layout that works equally well as a primary residence, vacation retreat, or ski getaway. Its location combines the peaceful feel of Vermont country living with convenient access to local schools, shopping, dining, and everyday services. Whether you are drawn to the area for skiing, hiking, camping, or simply enjoying the beauty and relaxed pace of Southern Vermont, 8 Winhall Station Road provides an excellent home base for every season. With multiple resorts and outdoor destinations nearby, this property offers a wonderful opportunity to enjoy the Vermont lifestyle year-round.

8 Winhall Station Rd, Londonderry
220 Hale Rd, Guilford
$550,000
4 Beds ⋅ 3 Baths ⋅ 5112916 MLS
Welcome to one of Guilford’s oldest houses. Built in 1796, this is a classic south-facing center chimney Cape, situated on 16.8 acres of mowed fields and wooded hillside terrain. This is one of those houses that the owners have taken good care of with many upgrades with an emphasis on preserving original features. The house has 4 Bedrooms, 2 ½ updated baths, kitchen with breakfast nook, dining room, front parlor and family room. The chimney in the main room has a large Rumford Fireplace with an original Bee Hive oven. There is also a mud room with storage and a covered welcoming stone porch. The properties’ several stone walls provide opportunities for flowers and gardening. HVAC consists of a steam based boiler radiator system, two Mitsubishi Heat AC Pumps and two Jotul wood stoves. There is also a large barn used to care for current and previous owners’ horses. Another building serves as a two-bay garage. Both buildings have ample storage. Hale Rd and Hinesburg Rd run through the property with land on both sides (almost 1,200 ft of road frontage). A brook provides part of the southern border. The owners have been here for over 40 years. Properties like this are a rare find.

220 Hale Rd, Guilford
123 High Top Rd, Wilmington
$55,000
5112849 MLS
Build your Vermont retreat on this oversized lot in Section B of Chimney Hill! A recent perc test indicates suitability for a three-bedroom single-family home, offering a great starting point for your plans. Enjoy full access to Chimney Hill’s amenities, including indoor and outdoor pools, a hot tub, tennis and pickleball courts, basketball, an arcade, and a trail system for hiking and exploring. Nearby boating, golf, and skiing put year-round recreation within easy reach. Conveniently located close to the Hermitage Club, Mount Snow, and the shops and restaurants of downtown Wilmington, this property offers an ideal base for enjoying Southern Vermont in every season.

123 High Top Rd, Wilmington
14 High Top Rd Unit B124, Wilmington
$499,900
3 Beds ⋅ 3 Baths ⋅ 5112846 MLS
Enjoy Vermont living in every season! This spacious 3-bedroom, 3-bath home sits on an oversized lot close to the Hermitage Club and Mount Snow, offering plenty of room to gather, relax, and unwind. Outstanding community amenities include indoor and outdoor pools, a hot tub, tennis, pickleball, and basketball courts, plus a clubhouse with an arcade and lounge. With hiking, biking, boating, golf, and skiing at your fingertips, adventure is always within easy reach. Whether you’re seeking a mountain getaway or a year-round home, this property offers space, recreation, and a convenient location to enjoy it all. The seller is open to selling the neighboring lot to the purchaser of the home. The offer is at a very fair price, and the seller is open to negotiations.

14 High Top Rd Unit B124, Wilmington
60 E Brook Xing Unit C-201, Wilmington
$359,000
3 Beds ⋅ 2 Baths ⋅ 5112782 MLS
This gem is tucked away in the quiet Section C part of the super popular Chimney Hill, HOA this modified ranch style home, featuring 3 bedrooms, half and full baths, a gas fired stove in the open concept living/dining area, and a pellet stove in the Bonus Room. Careful attention to detail, landscaped gardens, Firepit, fenced in area in the back, garage/Bonus Room addition, covered porch, custom woodwork inside and out. For those who like a more rustic 'Vermonty" vibe, this is it! Stop dreaming and start living the dream! Enjoy all the amenities offered by Chimney Hill ON THE 1,200 Acre Campus with an exclusive member only Clubhouse located 2,000' up on the Hill with indoor and outdoor heated pools for year-round swimming, arcade room, après ski lounge, fully-equipped kitchen for members use, fitness room, community style hot tub, community room, playgrounds, 3 areas with tennis courts, extensive trail system, lookout, fishing pond stocked with annual kids fishing derby, seasonal pickleball and ice skating, basketball court, birchwood recreation area, and so much more! See why Southern Vermont and the Deerfield Valley are so popular, offering World Class Skiing and Shredding at Vail's Mt. Snow, and the privately owned Hermitage Club at Haystack Mt., festivals, flea markets, antiques, uniques shopping and fine dining experiences, music, mountains, boating, golf, S VT Pickleball Club, mountain biking, and so much more!

60 E Brook Xing Unit C-201, Wilmington
29 Morningside Commons, Brattleboro
$189,500
2 Beds ⋅ 2 Baths ⋅ 5112756 MLS
This cozy condo faces a hillside, landscaped with beautiful mature hydrangeas. Besides beauty, the hillside offers privacy and quiet. And no headlights will shine in your windows. The seller has totally renewed the unit with a new hot water heater, newer boiler, new gas range, new microwave, new closet doors and new flooring, and it was newly painted throughout. Then it was professionally cleaned. It is ready for you to move in. Association amenities include a swimming pool, tennis/pickleball courts, basketball, hiking trails, little libraries and common area gardens. The Association takes care of all outside maintenance. Downtown Brattleboro is within walking distance. Easy living awaits you at 29 Morningside Commons.

29 Morningside Commons, Brattleboro
4a 4a Stoney Brook Rd, Londonderry
$135,000
5112729 MLS
Build your Vermont home on 3.25 +/- relatively level acres in Londonderry. Lot 4A Stoney Brook Road offers an appealing opportunity with a State wastewater permit in place for a five bedroom residence and power available at the road. Located in the heart of Southern Vermont, the property offers convenient access to Londonderry, Stratton Mountain, Magic Mountain and Bromley Mountain, along with skiing, hiking, outdoor recreation, local shops and restaurants, and the surrounding mountain communities. Whether you envision a full time residence, ski home or Vermont vacation home, this 3.25 acre Londonderry property combines acreage, location and five bedroom wastewater capacity with easy access to everything that makes Southern Vermont such a special place to call home.

4a 4a Stoney Brook Rd, Londonderry
92 Oakmont Ln, Stratton
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 5112718 MLS
A rare opportunity to create a true Vermont family compound, this 12.5-acre property offers not only a beautifully finished home, but also two additional building lots ready for the next chapter with underground power already in place and septic permits secured, the additional homesites offer the flexibility to build separate homes for family, all while taking advantage of the property’s beautiful mountain views. Built in 2023, the current residence features two bedrooms and two baths with a clean, modern mountain style and an easy open layout. Large windows frame the surrounding landscape and bring the changing seasons indoors, while warm wood floors, a stone gas fireplace, spacious kitchen, and comfortable living areas create a home that feels both refined and relaxed. Outdoor living is equally inviting, with a deck overlooking the grounds and long-range mountain scenery. There is a four bedroom septic permit on the home if you want to add on. For those needing exceptional garage and storage space, this property stands apart. The home includes an attached four-car garage, complemented by a brand-new detached four-car barn/garage, providing tremendous room for vehicles, recreational equipment, a workshop, or Vermont toys. Ideally located between Stratton and Mount Snow, the property offers convenient access to skiing, golf, hiking, mountain biking, dining, and everything Southern Vermont has to offer. With a nearly new home, seven total garage bays, 12.5 acres, mountain views, and a second permitted homesite already underway, this is an unusual opportunity to create a multi-generational Vermont retreat with room to grow.

92 Oakmont Ln, Stratton
266 Handle Rd Unit I, Dover
$259,000
1 Beds ⋅ 1 Baths ⋅ 5112712 MLS
An easy Mount Snow getaway in an incredibly convenient location. This charming one-bedroom condo in the Mountaineer development sits across the street from the Magic Carpet, with mountain views that include the summit and the top of the Bluebird Express. The efficient layout makes great use of the space and gives you everything you need for a low-maintenance Vermont escape, including a wood burning fireplace that adds classic ski condo warmth and a bathroom with a Jacuzzi tub for relaxing after a day on the mountain. The bedroom opens through a large sliding glass door to a private patio, where you can take in the mountain view and enjoy being right in the middle of the Mount Snow action. The unit entry is tucked around the side of the building and includes a dedicated ski locker, making it easy to come and go with gear. Whether you are heading across the street to ski, grabbing dinner nearby, or settling in by the fire, the location is hard to beat. Offered furnished and ready to go, this is an easy option for anyone looking for an efficient second home, ski base, rental or Mount Snow retreat with exceptional access to everything the resort area has to offer.

266 Handle Rd Unit I, Dover
18d White Oaks Loop, Unit 21, Dover
$625,000
4 Beds ⋅ 4 Baths ⋅ 5112515 MLS
Located directly across from the main entrance to the Mount Snow ski resort is this stunning updated Timber Creek townhome, offering all the benefits of a home away from home with almost none of the upkeep. Enjoy amazing views of the ski trails, fireworks displays, groomers, sunsets, and torchlight parade out the windows of your own unit, with direct Timber Creek shuttle service from your front door to the base area. This unit has been extensively renovated and is ready for turn key use. Features include a large open floor plan with spacious living room with wood burning fireplace and stone hearth, wood floors throughout, a large dining area with table that seats 10, and leads out to the large deck for outdoor dining and entertaining. Central to the main living area is the expanded new kitchen with custom cabinetry, granite counters, large island with breakfast bar and unique wraparound layout, wine fridge, and stainless appliances. The main floor also has a large mudroom entry for your gear, guest bedroom, and half bath with laundry, much more convenient than the basement laundry in standard units. The upper level has a large primary bedroom with stunning mountain views, as well as a gorgeous updated bath with tiled shower with glass surround, soaking tub, and dual vanities. The lower level has a large open concept family room with access outside, wet bar for further entertaining, large guest bedroom suite with attached updated full bath, a fourth bedroom and 3rd full bath, and dual owner closets ideal for renting or off season storage. Heating system new in 2025! This is all complemented by the Sugar House amenities center including indoor and outdoor pools, hot tub, full gym, indoor racquetball and basketball courts, locker rooms with saunas, outdoor tennis and pickleball courts, and a full cross country ski trail system and warming house. The extensive amenities, direct mountain access, and turn key features, make this a perfect option for almost any buyer.

18d White Oaks Loop, Unit 21, Dover
328 Qtr 3 89 Grand Summit Way, Dover
$30,000
1 Beds ⋅ 2 Baths ⋅ 5112331 MLS
Trailside! Use it, Rent it, Trade it! Imagine having 13 weeks of vacation each year with this deeded quarter-share property, offering you one week every 28 days on a rotating schedule. Interval 3 owns Christmas and New Year's weeks this year, back-to-back, and Dec 18-28, 2026 is held out for owner use. This unique unit boasts stunning valley views and features a 1-bedroom, 2-full-bath setup, accommodating up to 6 guests. The open-concept kitchen and dining area complement a living room that includes a deck, a Murphy bed, and a queen sleeper sofa. The loft-style ensuite bedroom comes with a king-sized bed and a walk-in closet. As an owner, you'll enjoy the prime ski-in/ski-out location at Mount Snow, with year-round access to Grand Summit Hotel amenities. These include valet parking, an owners' private lounge, a library, a deck, a full-service gym with a sauna and steam room, outdoor hot tubs, and a heated outdoor pool. You'll also have exclusive access to owners-only locker rooms for ski or golf equipment storage. A popular perk for owners is the “Space A” option, which allows you to stay at the hotel outside your ownership time at a discounted rate—just cover the housekeeping fees. This property is affiliated with RCI and Interval International.

328 Qtr 3 89 Grand Summit Way, Dover
5 Tannery Rd, Dover
$999,000
8 Beds ⋅ 4 Baths ⋅ 5112305 MLS
Discover your mountain getaway at Mount Snow in this beautifully renovated 8-bedroom estate, perfectly suited for family gatherings, reunions, or inspiring work retreats. Set on nearly 4 serene acres at the foot of Mount Snow, the property offers breathtaking mountain views and convenient access to the slopes just a short drive away. Inside, the spacious home is designed for gathering and relaxation, featuring a dedicated office/lounge, large kitchen and dining room, game room, and an expansive living room centered around an oversized fireplace. The first floor includes a bedroom and full bathroom, while the second floor offers seven additional bedrooms and three bathrooms, providing plenty of space for family and guests. Outdoor living is equally inviting, with a large deck and sunroom off the kitchen, perfect for dining and entertaining, along with a fire pit area and covered decks featuring a sauna for the ultimate après-ski relaxation. With ample parking, a prime location, and room for everyone, this exceptional property offers year-round access to skiing, hiking, biking, golfing, and all that the Deerfield Valley has to offer. Adding to its appeal, the home has a proven history as a successful short-term rental, making it an excellent opportunity for both personal enjoyment and investment. Come experience the space, setting, and possibilities of your own Mount Snow mountain retreat.

5 Tannery Rd, Dover
1311 Stage Rd, Guilford
$299,000
1 Beds ⋅ 3 Baths ⋅ 5112295 MLS
Rare investment or owner-occupied duplex opportunity in Guilford, offered for the first time in over four decades! Nestled on a scenic parcel featuring its very own private swimming pond, this property delivers a classic Vermont setting with unbeatable potential. The grounds showcase quintessential New England charm, complete with stone walls, an established old garden bed with hydrangea, trailing grapevines, and productive blackberry and raspberry bushes. The owner has lovingly held this property for 43 years, providing a solid, deeply rooted foundation for its next chapter. All major systems are in good working order, highlighted by brand-new, high-efficiency heat pumps just installed to provide modern heating and reliable cooling. The structure and interior have been well-maintained over the years, though the aesthetics remain classic 1980s. The finishes are tired and ready for a cosmetic refresh, making this the ideal blank canvas to bring your design ideas, build immediate equity, and customize both units to your taste. Whether you choose to live in one unit while offsetting your mortgage with rental income from the other, or hold the entire property, the combination of strong systems, acreage with a private pond, and rental flexibility is hard to find at this price point. Property is being sold in "as-is" condition. Sale is subject to the seller finding suitable housing. Don't miss the open house this Saturday from 12:00 PM to 2:00 PM!

1311 Stage Rd, Guilford
3j Trailside Village Way Unit G 26, Dover
$384,900
1 Beds ⋅ 1 Baths ⋅ 5112280 MLS
Charming Ski-In, Ski-Out Condo at Seasons on Mount Snow. Nestled in the heart of Vermont's stunning Mount Snow, this 1 bedroom, 1bath condo offers the ultimate in ski-in, ski-out convenience. Located in the highly sought-after Seasons development, this property is an ideal retreat for those who love the great outdoors and luxurious living. Step into an inviting open floor plan where a beautifully furnished living room awaits, complete with a striking fieldstone, wood-burning fireplace that serves as the room's centerpiece. Imagine cozy evenings by the fire after a thrilling day on the slopes. The living space seamlessly flows into a modern kitchen, boasting updated cabinets, sleek appliances, and elegant granite countertops—perfect for entertaining or enjoying a quiet meal at home after a day of skiing. Your mountain adventures begin right outside your door, allowing you to make the most of every moment on the slopes. The condo's bathroom has been fully updated, providing a spa-like experience with every use. After a day of skiing or snowboarding, unwind in the state-of-the-art sports center, featuring an indoor pool, a private owner's hot tub, and cozy lounge rooms. Stay fit in the well-equipped fitness room or enjoy some fun in the game room. Beyond the winter months, Seasons on Mount Snow offers an array of activities to enjoy. Take a dip in the outdoor pool, gather around the fire pits with friends and family, or engage in a friendly match on the tennis, pickleball and basketball courts. With an on-site management company handling all upkeep and maintenance, you can focus on what matters most—relaxing and enjoying your time in this beautiful mountain retreat.

3j Trailside Village Way Unit G 26, Dover
481 Vt Rte 9 W, Wilmington
$299,000
4 Beds ⋅ 1 Baths ⋅ 5112278 MLS
OPEN HOUSE Saturday- October 10th 11AM-1PM. LOCATION! This 4-bedroom, 1-bath home is located directly across from beautiful Harriman Reservoir and just outside the Village of Wilmington. A great opportunity to bring your vision in an unbeatable location. This home offers plenty of space and character, along with important updates including a new foundation installed in 1993 and new French drains recently installed for added peace of mind. Enjoy the convenience of being just outside downtown Wilmington, with its charming shops, restaurants, and local amenities, while having Harriman Reservoir right across the road for boating, swimming, fishing, and summer fun.Mount Snow is just a short drive away, offering skiing and year-round mountain recreation. Whether you’re looking for a full-time home, vacation getaway, or a place to enjoy all that the Deerfield Valley has to offer, this property is worth a look. Property is being SOLD AS IS

481 Vt Rte 9 W, Wilmington
511 Shearer Hill Rd, Wilmington
$900,000
5 Beds ⋅ 3 Baths ⋅ 5112234 MLS
A rare opportunity to own 95+ acres in the heart of Southern Vermont with a beautiful post and beam homestead and easy access to the country village of Wilmington and Mount Snow ski resort. This property sits easily accessible off a town road just outside the town of Wilmington. The acreage is mainly in Wilmington but crosses the Whitingham border, and affords a pastoral setting with long range mountain views, gorgeous exposure, and the ultimate in privacy thanks to a long drive. The home has been lovingly maintained and expanded by the current owners and features a large living room area with expansive windows, gorgeous natural woodwork throughout thanks to the post and beam construction, kitchen with breakfast bar and stainless appliances, wood burning stove, a large deck for entertaining, main floor den and full bath, three upstairs guest bedrooms and a second full bath. There is a large mudroom entry area that connects this space to the addition, which includes a second large family room area, second kitchen, two more guest bedrooms and a full bath, as well as a full attached garage. This is a true gem nestled in the hills and affords tremendous usability, rentability, privacy, and Vermont serenity, in a neatly wrapped package.

511 Shearer Hill Rd, Wilmington
215 Main St, Londonderry
$499,000
4 Beds ⋅ 3 Baths ⋅ 5112125 MLS
IN THE HEART OF THE HAMLET that is South Londonderry, VT, sits this exquisitely charming 1820s home, where historic Vermont character meets thoughtful updates and remarkable future potential. From the moment you arrive, the curb appeal, spacious private lot, and classic architecture set the tone. Inside, freshly professionally refinished wood floors gleam alongside beautiful stained-glass windows, original woodwork, turned newel posts, period railings, and distinctive details that give this home a personality all its own. The updated kitchen brings a fresh feel to the heart of the home, while a slate-floor mudroom, wood and propane stoves, and generous living spaces add warmth and practicality. Upstairs, the vaulted primary bedroom is full of character, complete with intriguing hidden rooms and unexpected spaces that speak to the home's nearly two centuries of history. One of the true gems is the inviting covered back porch, a wonderful place to unwind, with an adjacent hot tub ready for crisp Vermont evenings after a day of skiing or exploring. A large barn provides substantial storage, workshop possibilities, and exciting potential for future use. South Londonderry is expected to have municipal sewer connectivity possibly available as soon as 2027, which may create additional options for future expansion or reimagining of the property, subject to permitting. Close to skiing, outdoor recreation, local shops, dining, and the villages of Southern Vermont, this is a rare combination of historic character, usable space, privacy, and opportunity.

215 Main St, Londonderry

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