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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

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

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

9a Mountain Village Way Unit 141, Dover
$275,000
1 Beds ⋅ 1 Baths ⋅ 5087298 MLS
One of a kind 1 bedroom, 1 bath condo at Snow Mountain Village near the base of the Mount Snow ski resort. This gorgeous remodeled unit has all the style you would expect in a mountain retreat, with none of the headaches. Open concept space with a vaulted living room and kitchen, a wood burning fireplace, updated kitchen with ample storage and breakfast bar, updated furnishings, paint, and flooring, great natural light from the many windows, a well sized main bedroom with full bath, mudroom entry for gear, and private sun deck overlooking the amazing ski trail views and sunsets beyond. The unit has a ski storage locker at the entry, as well as coin laundry. The HOA fee also includes direct shuttle service to and from the base area, an indoor heated pool, two hot tubs, new sauna, two tennis courts, firewood, landscaping, snow removal, building maintenance, and more.

9a Mountain Village Way Unit 141, Dover

12 Autumn Gem Dr, Dummerston
$325,000
3 Beds ⋅ 2 Baths ⋅ 5086998 MLS
This affordable Dummerston home is tucked away on 11 private acres. Built with personal privacy in mind, the primary bedroom is on one end and the other 2 bedrooms and bath are at the other, eliminating hallways and adding to the living area. Warm yourself and save on fuel with the large pellet stove in the living room. Abundant light with the picture window in the front and skylight over the work area in the kitchen. Huge eat in kitchen with tons of cabinets and good baking space. School is right around the corner, minutes to the Coop! Seller must find a place to move and is actively searching. Schedule showing the house is 10 am till 130 pm Monday-Thursday. Saturday morning 9 to 1. No Sundays. 24 hours notice!

12 Autumn Gem Dr, Dummerston

51 Golding Rd, Windham
$225,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham

274/76Qtr. 1 274/76qtr 1 Grand Summit Way, Dover
$52,000
2 Beds ⋅ 2 Baths ⋅ 5083825 MLS
Wake up to the Grand Summit Express and the Bluebird lifts right outside your room. Sleep 10 condo comprises of two units. Unit 276 has a private bedroom with a queen bed, queen sleeper sofa and queen murphy bed in the living area. Kitchenet and a full bath with an extra large covered balcony. Adjoining room 274 has 2 king beds and a full bath. Units are located on the base area side of the hotel. Use it, Rent it, Trade it! Benefits of Grand Summit ownership include the best ski in/out mountain location available. Use of the Grand Summit amenities all year round including valet parking, owners private lounge, private owners library, full service spa with sauna, hot tubs and outdoor heated pool, private owners only ski/golf locker rooms for year-round storage. Discounts on food and retail. Truly an affordable way to gain that mountain resort life style! RCI and Interval International Affiliated. (All 4 intervals are being sold together for FULL OWNERSHIP MLS # 4993088 as well as each interval being sold separately.)

274/76Qtr. 1 274/76qtr 1 Grand Summit Way, Dover

137 Stratton Arlington Rd, Wardsboro
$349,000
4 Beds ⋅ 2 Baths ⋅ 5083153 MLS
New Price; $349,000! Exceptional Southern Vermont Value Near Mount Snow & Stratton. A rare opportunity to own a classic Vermont home in a beautiful hilltop setting at an exceptional new price. Originally offered at $495,000, this property is now available for $349,000, offering buyers an outstanding opportunity to own a home in one of Southern Vermont's most desirable four-season locations. Set atop a peaceful New England hill, the property enjoys beautiful local and mountain views and is ideally located just six miles from Mount Snow, Stratton Mountain, Grout Pond, and access to the VAST snowmobile trail network. Skiing, hiking, boating, snowmobiling, and other four-season recreation are all close at hand. Filled with natural light, the home features warm wood floors, large windows that capture the surrounding scenery, and a spacious 15' x 24' patio overlooking the private backyard, an inviting spot for relaxing or entertaining. Thoughtful improvements provide modern comfort while retaining the home's classic Vermont character. The renovated kitchen features granite countertops and modern cabinetry, while Andersen vinyl windows improve energy efficiency. Additional improvements include a generator hookup and transfer switch, Tesla Powerwall, roof replacement in 2014, and a high-efficiency furnace installed in 2015. A 12' x 30' storage shed provides excellent space for equipment, tools, storage, or a workshop. Whether you're looking for a full-time residence, weekend retreat, or four-season getaway, this property offers an exceptional combination of location, views, recreational opportunities, and value at $349,000. The new price makes this an opportunity worth seeing. Listing agent related to seller

137 Stratton Arlington Rd, Wardsboro

1511 E Dover Rd, Wardsboro
$334,000
1 Beds ⋅ 1 Baths ⋅ 5082738 MLS
Tucked along a scenic stretch of East Dover Road, this charming Wardsboro property captures the essence of Vermont country living with the added bonus of easy access to some of Southern Vermont’s most sought-after destinations. Just a short drive to Mount Snow and Stratton Mountain Resort, this location is ideal for year-round recreation from skiing and snowboarding in the winter to hiking, mountain biking, and exploring in the warmer months. The existing 1 bedroom cabin with an additional loft space offers a warm and inviting atmosphere with classic country appeal, surrounded by the natural beauty that makes Vermont so special. A standout feature of the property is the newly constructed 30x36 garage, offering ample space for vehicles, equipment, or workshop use. Electric has already been brought in and the concrete floor has tubing for 3 zone radiant heating. Above, a spacious unfinished area provides exciting potential for future living space perfect for a guest suite, studio, or rental opportunity. Whether you're seeking a full-time residence or a Vermont getaway, this property combines charm, functionality, and a great country location close to outdoor adventure and beloved mountain towns.

1511 E Dover Rd, Wardsboro

328 Qtr 4 89 Grand Summit Way, Dover
$24,500
1 Beds ⋅ 2 Baths ⋅ 5082148 MLS
This unique style, a sleep six condo, is located on the top floor of the hotel and features two levels, including a loft bedroom, two full bathrooms, and an open-concept kitchen, living, and dining area. The living room area has a queen Murphy bed and a queen pull-out sleeper sofa, comfortably sleeping four people. The spacious loft bedroom features a king-size bed, a large walk-in closet, and an ensuite bathroom. The benefits of Grand Summit ownership 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!

328 Qtr 4 89 Grand Summit Way, Dover

219 High St Unit 3, Brattleboro
$139,000
1 Beds ⋅ 1 Baths ⋅ 5081405 MLS
Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $156.00/month.

219 High St Unit 3, Brattleboro

39 Brookside Dr Unit 7, Brattleboro
$135,000
1 Beds ⋅ 1 Baths ⋅ 5081287 MLS
Welcome to this beautifully refurbished one-bedroom, one-bath condominium in desirable West Brattleboro. Freshly updated with new flooring, fresh interior paint, vanity, and a new oven, this move-in-ready home offers comfortable, low-maintenance living in a convenient location. Ideally situated just minutes from I-91, this condominium provides easy access for commuters while placing you close to many of the area's most popular recreational and attractions. Enjoy nearby skiing, scenic walks along Whetstone Brook, outdoor activities at Living Memorial Park, the vibrant Brattleboro Farmers' Market, and the beloved Vermont Country Deli. Whether you're looking for a year-round residence, a weekend getaway, or an investment opportunity, this inviting condominium combines modern updates with an exceptional location close to recreation, dining, and everything the Brattleboro area has to offer.

39 Brookside Dr Unit 7, Brattleboro

106 Main St Unit 5, Putney
$249,000
2 Beds ⋅ 1 Baths ⋅ 5078580 MLS
Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney’s vibrant downtown shops, cafés, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy wallpaper and artistic touches throughout. The customized modern kitchen is both stylish and functional, complemented by a beautifully updated bathroom. Built-in bookshelves create a warm, character filled living area, perfect for curling up with a book beside the cozy Jotul gas stove. Both bedrooms offer comfortable retreats, complemented by generous closet space and additional storage within the building. A covered carport provides convenient protected parking year-round. Best of all, step outside onto your private deck perched above the town- an ideal spot for morning coffee, sunset unwinding, or simply enjoying the peaceful village setting. A rare blend of creativity, comfort, and location, this Putney condo is ready to welcome you home. Open House Sunday September 13 10:30am-1:00pm

106 Main St Unit 5, Putney

6795 Vt Route 100, Londonderry
$339,000
4 Beds ⋅ 3 Baths ⋅ 5077737 MLS
Motivated sellers! Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to return it to a spacious home with 4-bedrooms, or start your own thriving business venture. The building's furnace keeps the winters warm and the summers with central air conditioning ensure year-round comfort. This property features plenty of parking, making it ideal for commercial use or family gatherings. A true highlight is the large, historic waterwheel barn, providing a space with endless potential for creative projects or storage. If you’re a handy person, the barn is a perfect opportunity for a workshop. Whether you're looking to settle into a quiet country home or embark on your next business adventure, this property is a rare find in picturesque Southern Vermont. Don’t miss your chance to own a slice of Vermont. Schedule a showing today and explore the possibilities! There are 4 pictures that are virtual renovations of rooms in the house.

6795 Vt Route 100, Londonderry

116 Birge St Unit 3, Brattleboro
$239,000
1 Beds ⋅ 1 Baths ⋅ 5077121 MLS
Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market. Centrally located you are a stones throw to our lively downtown, Co-op, Kikitta Ahki park, hospital and I91. Look for the building with the Estey clock and prepare to be enraptured.

116 Birge St Unit 3, Brattleboro

34 Main St, Wardsboro
$325,000
3 Beds ⋅ 3 Baths ⋅ 5076783 MLS
Lovely late 1800s farmhouse conveniently located in the village of Wardsboro, Vermont, just a short drive to both Mount Snow and Stratton ski resorts. Meticulously maintained, the home sits on a well-positioned parcel with ample parking, private lawn space, and direct snowmobile trail access, plus easy walking access to the nearby convenience store for everyday necessities. Inside, the home showcases exposed original beams, wide pine floors, and extensive natural woodwork — the timeless charm you would expect from a property of this vintage. The layout features a vaulted great room with wood-burning fireplace, vaulted dining area off the updated kitchen with stainless appliances, main-floor bunk room, second-floor primary suite, an additional guest bedroom with overflow sleeping loft, and three full bathrooms. A spacious mudroom with cubbies and closets provides excellent storage for winter gear. Additional improvements include an insulated crawlspace with vapor barrier, durable metal roof, efficient direct-vent propane Rinnai heaters, and tasteful upscale country furnishings — offered for turnkey enjoyment. An attractive price point for those seeking Vermont character, year-round recreation access, and small-town convenience without breaking the bank.

34 Main St, Wardsboro

313 Qtr.1, Dover
$36,500
2 Beds ⋅ 2 Baths ⋅ 5076702 MLS
Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? Mountainside two bedroom sleep 6 unit with a covered balcony. Kitchen, living room and queen sleeper sofa as well as a king bed in private bedroom on the first floor. Full bath with double sink vanity on the first floor. Lofted bedroom also has a king bed and a 3/4 bath . Benefits of Grand Summit ownership include the best ski in/out mountain location available. 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 rooms 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. A great way to enjoy the mountain resort lifestyle at an affordable price.

313 Qtr.1, Dover

235/237 89 Grand Summit, Dover
$33,900
1 Beds ⋅ 2 Baths ⋅ 5076568 MLS
Own Where You Play! One-of-a-kind sleep eight quartershare, featuring a gas fireplace, updated decor and furnishings, plus gorgeous mountain views, this is a rare find in the Grand Summit Resort Hotel! This comfortable condo has two full baths and a lockout feature, with an adjoining door within the unit, so you can use it, rent it, or trade it for a timeshare vacation simultaneously! Overlooking the Grand Summit pool and the Mount Snow ski resort, this unit features an open-concept kitchen/dining/living room with a queen-size Murphy bed and a queen pull-out sleeper sofa. The adjoining door leads into a hotel room with two queen-size beds, a full bathroom, and a deck to sit and watch the skiers gliding down the mountain! The Grand Summit benefits include year-round access to all amenities, an outdoor heated pool, sauna, owners' private lounge, valet parking, a full-service spa, a gym, and owners' private ski locker. And a favorite perk, Space Available, allows you to stay in the hotel when it's not your ownership time at the discounted housekeeping rate. The Grand Summit Resort Hotel is affiliated with RCI and Interval International for vacation trading around the world!

235/237 89 Grand Summit, Dover

311 Qtr 3 Grand Summit Way, Dover
$35,000
2 Beds ⋅ 2 Baths ⋅ 5076520 MLS
Beautiful mountain view from this two-level, two-bedroom loft quartershare in the Grand Summit Resort Hotel! This trailside condo can be used, rented, or traded for stays at other vacation destinations! Does 13 weeks of vacation a year sound nice? Own this deeded quartershare property for 1 week every 28 days, on a rotating basis. This mountain-side unit features an open-concept kitchen/dining room and a large living room with a queen sleeper sofa. There is a private bedroom on the main level, and an additional bedroom on the second level, complete with an ensuite bathroom. The benefits of Grand Summit ownership include the best ski-in/out mountain location available. Use of the Grand Summit amenities all year-round, including valet parking, owner's private lounge, library, and deck, full-service gym with sauna, steam room, outdoor hot tubs and heated pool, private owners-only locker rooms for year-round storage of your ski or golf equipment. A favorite owners' perk is "Space A" which gives you the possibility of staying in the hotel even when it's not your ownership time at a discounted rate...just pay housekeeping fees! RCI and Interval International affiliated.

311 Qtr 3 Grand Summit Way, Dover

3153 Vt Route 100, Wardsboro
$235,000
2 Beds ⋅ 1 Baths ⋅ 5076241 MLS
Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard perfect for easy outdoor access. Recent updates include a new furnace, toilet, updated ceilings and lighting, fresh laminate flooring in the living room and bedrooms, a rebuilt chimney and fireplace, new windows and slider door, exterior paint, and a metal roof. A 8x12 gardening shed provides extra storage for tools and outdoor gear. Unwind in the fenced backyard by the firepit and enjoy the soothing sound of a distant brook. Just 2 miles from downtown Wardsboro, offering a country store with gas station, library, skate park, church, and post office - everything you need within easy reach. House is located 10 minutes from Mount Snow and 20 minutes to Stratton ski areas.

3153 Vt Route 100, Wardsboro

316/318 89 Grand Summit, Dover
$34,500
2 Beds ⋅ 3 Baths ⋅ 5076034 MLS
The best ski-on/ski-off location in Mount Snow! This two-bedroom, three-bathroom loft unit, which sleeps 8, features both valley vista views from the living room and deck, and mountain views from the loft bedroom. Enjoy your own little piece of Vermont with family and friends. You own 13 weeks of vacation to use, rent, or trade! Year-round use of the Grand Summit amenities includes valet parking, owners' lounge, owners' library, sauna, hot tubs, outdoor heated pool, and owners-only ski/golf locker rooms for storage. A favorite owner's 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 housekeeping fees! An affordable way to gain that mountain resort lifestyle. RCI and Interval International Affiliated.

316/318 89 Grand Summit, Dover

1033 Burrington Hill Rd, Whitingham
$335,000
5 Beds ⋅ 3 Baths ⋅ 5075630 MLS
Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat, ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property’s timeless rural appeal.

1033 Burrington Hill Rd, Whitingham

5 Reynolds Dr, Brattleboro
$284,000
5075171 MLS
Turn-Key Investment in the Heart of Brattleboro! This versatile three-unit multifamily property offers an excellent opportunity for investors. Two of the three units have been recently and extensively renovated, featuring brand-new flooring, fresh paint, modern baseboards, and updated plumbing and light fixtures. All three units are currently occupied, providing immediate cash flow. Unit 2 also benefits from a recently installed water heater. Enjoy peace of mind with separate utilities, state lead compliance, vinyl siding, and several replacement windows. Located in a highly walkable area—just steps from downtown, grocery stores, the hospital, and public transit—this property combines low maintenance with strong income potential. The spacious 2-bedroom units feature bright living areas and comfortable bedroom sizes, while the 1-bedroom unit offers a cozy, efficient layout. Each unit is thoughtfully designed to maximize natural light and functional living space. Off-street parking included. With major updates already completed—including vinyl siding, selective window replacements, and recent interior renovations—this property is designed for low-overhead management. The separate utility configuration allows tenants to manage their own heating and electric costs, further simplifying ownership. Don't miss this opportunity to own a high-quality multifamily property in one of Brattleboro's most convenient locations. Schedule your showing today!

5 Reynolds Dr, Brattleboro

208/210 Qtr2 89 Grand Summit Way, Dover
$27,000
1 Beds ⋅ 2 Baths ⋅ 5075015 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. Unit 208 boasts a living dining area with a sleep sofa and a Murphy bed There is a full kitchenette including a stove, microwave, dishwasher and refrigerator. Unit 210 includes 2 queen size beds, minifridge and a deck. 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. This 1 bedroom/2 bath lockout unit with valley views offer you the opportunity of renting it as a full 1 bedroom sleep 8, a hotel suite sleep 4 or a studio sleep 4.

208/210 Qtr2 89 Grand Summit Way, Dover

1 Frog Holw, Wilmington
$329,000
3 Beds ⋅ 2 Baths ⋅ 5073620 MLS
Nestled in a convenient Lower Chimney Hill location, this charming country saltbox offers classic Vermont character, cozy comfort, and access to the many benefits of the Chimney Hill community. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace, the home provides a warm and inviting atmosphere for year-round enjoyment. Recent updates, including the roof and windows, add peace of mind while maintaining the home’s rustic Vermont character. One of the highlights of owning in Chimney Hill is the extensive array of amenities designed for all ages and generations. The exclusive Clubhouse features indoor and outdoor heated pools, a hot tub, fitness center, arcade, toddler playroom, après-ski lounge, community room, and fully equipped kitchen. Additional recreational amenities throughout the community include Duck Pond, playgrounds, tennis and pickleball courts, basketball, and a lighted seasonal outdoor ice-skating rink with a warming hut. An extensive trail system provides opportunities for hiking, biking, snowshoeing, and cross-country skiing. Chimney Hill also offers valuable community services, including road maintenance, plowing, driveway sanding, and firewood delivery, adding convenience to Vermont homeownership. A weekly community news update keeps owners informed about activities, events, and happenings both on the Hill and throughout the surrounding area. Community amenities, and the convenience of a well-established and professionally managed association all in an ideal Southern Vermont location.

1 Frog Holw, Wilmington

250/252 Q4, 89 Grand Summit Unit 250/252, Dover
$20,000
1 Beds ⋅ 2 Baths ⋅ 5073380 MLS
Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This sleep 6 condo is comprised of a studio unit (unit 252) with a queen murphy bed, kitchenette, sitting area and a full bathroom. This unit adjoins a hotel unit (unit 250) with 2 queen beds and another full bathroom. This sleep 6, lockout unit is perfect for family, guests or great rental options. Enjoy both units combined as a sleep 6, or use one unit, while renting out the other! Use it,Rent it, Trade it with 13 weeks of usage, you'll enjoy plenty of year round time. Benefits of Grand Summit ownership include the best ski in/out mountain location available, use of the Grand Summit amenities including valet parking, owners lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only locker rooms for year round storage of your ski or golf equipment. 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! If you'd like to travel the world, utilize the affiliation with RCI and Interval International.

250/252 Q4, 89 Grand Summit Unit 250/252, Dover

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