Windham Condos for Sale

Welcome to Windham County, Vermont, a picturesque haven nestled in the heart of New England. Known for its stunning landscapes, charming small towns, and vibrant community spirit, Windham County offers a unique blend of natural beauty and cultural richness. With the majestic Green Mountains as a backdrop, residents and visitors alike can enjoy a plethora of outdoor activities, from hiking and skiing to fishing and kayaking in the region's pristine lakes and rivers.

Windham County is also home to a thriving arts scene, with numerous galleries, theaters, and music festivals that celebrate local talent. The county boasts a rich history, reflected in its well-preserved architecture and quaint villages, making it a delightful place to explore. Whether you’re seeking a peaceful retreat or an active lifestyle, Windham County has something for everyone.

For those considering a move to this enchanting area, we invite you to explore the array of condos for sale in Windham County. These homes offer the perfect blend of comfort and convenience, often featuring modern amenities, beautiful views, and proximity to local attractions. Whether you’re looking for a cozy getaway or a full-time residence, our selection of condos caters to diverse tastes and budgets.

Imagine waking up to the serene beauty of Vermont every day, with easy access to outdoor adventures and community events. Windham County’s condos provide not just a home, but a lifestyle filled with charm and excitement. Don’t miss your chance to become a part of this vibrant community—discover your dream condo today!

Newest Windham Condos for Sale

$40,000

2 Beds ⋅ 3 Baths ⋅ 5103862 MLS

Trailside, best ski in/out mountain location. A really comfortable end unit sleep 8. Unit 360 includes a kitchenette, comfortable living room setting, a sleep sofa, and a bedroom ensuite on the second level with a king size bed. Unit 358 boasts 2 queen size beds, a full bathroom, and a covered deck with views of the main base and mountain trails to enjoy skiers on the slopes, summer and fall views. Just imagine entertaining family and friends! Benefits of ownership include year round usage of all amenities, outdoor heated pool, sauna, owners private lounge, valet parking, full service spa, gym, ski locker. Discounts on food and retail. And a favorite perk, Space Available, that gives you the opportunity to stay in the hotel when it's not your ownership time for the discounted rate of housekeeping. You can use it, rent it or trade with RCI and enjoy resorts world wide. This unit is a lockout. You can rent it several ways, as a full 2 bedroom 3 bath sleep 8 or an hotel suite sleep 4. Quarter 3 will give you the opportunity of being able to use this property Christmas and New Year weeks.

358/360 Qtr. 3 89 Grand Summit Way, Dover

$439,000

2 Beds ⋅ 2 Baths ⋅ 5103020 MLS

Amazing trailside, ground unit opportunity at Mount Snow. This is a beautiful and bright 2 bedroom, 2 bath unit, located adjacent to the ski-on/ski-off trail for absolutely the easiest access you can enjoy. Each unit has a ground floor ski locker to stow your gear, and then you are in and out your own rear entry to make for easy access after a day of skiing. Enjoy the spacious living space with stone floor to ceiling wood burning fireplace, entry mudroom area with cubbies, kitchen with breakfast bar, spacious dining area and open concept living room, easterly for great natural light, and covered deck for enjoying the Vermont scenery or outdoor cooking. Ample space for guests with a main floor primary suite with full bath, and a guest bunk room with second full bathroom. Less obvious features include a newly updated heat and hot water system, updated washer and dryer, great closets for owner storage, and tremendous rentability. The ski trail is directly adjacent to this building for ski-in/ski-out access. The newly updated amenities building has indoor and outdoor pools, a full gym, separate owner and renter hot tub areas, locker rooms, basketball court, wood and trash, and an on site management company allowing for downtime, not upkeep.

8c Trailside Village Way Unit I13, Dover

$415,000

1 Beds ⋅ 1 Baths ⋅ 5102703 MLS

Enjoy the convenience of mountain living from this well-positioned residence in Long Trail House. Overlooking the peaceful Commons Pond, this home offers a relaxing setting while placing you directly across the street from Stratton Village and the ski slopes. The functional floor plan provides comfortable living with easy access to outdoor space, making it simple to enjoy every season. Whether you're returning from a day on the mountain or spending a quiet summer afternoon looking at the pond, the location offers the ideal balance of recreation and relaxation. Owners enjoy sought-after amenities including heated underground parking, a year-round outdoor heated pool, and hot tubs, adding comfort and convenience throughout the year. With Stratton Village's dining, shopping, and year-round activities just across the street, everything you need is within easy reach. Long Trail House continues to be one of Stratton's most desirable communities, offering exceptional access to the resort while providing a comfortable mountain retreat in every season.

761 Stratton Mountain Access Rd Unit 333, Stratton

$299,000

2 Beds ⋅ 3 Baths ⋅ 5102569 MLS

A Vermont gem! A four seasons condominium in a beautifully restored vintage farm. Tucked away on a quiet country road in Londonderry, this is a rare opportunity to enjoy the beauty of Vermont without the time, expense, and year-round upkeep of a single-family home. Set within a remarkable farmstead that includes the iconic main barn, horse barn, sheep barn, and original farmhouse, the property is surrounded by acres of open fields and manicured lawns. A stream, pond, and river meander through the landscape, creating the quintessential Vermont setting that feels miles away from the everyday. Inside, this spacious two-bedroom offers an open floor plan designed for comfortable living and easy entertaining. A wood-burning fireplace anchors the living area, while the efficient kitchen flows seamlessly to the dining and living spaces. Decks on both levels overlook the pastoral views, inviting you to relax with your morning coffee or unwind after a day outdoors. The generous primary suite features a private bath and access to a private patio, complemented by a welcoming guest bedroom and full bath, a conveniently located laundry near the bedrooms. Whether you're looking for a carefree vacation retreat or a full-time residence, you'll appreciate spending your weekends enjoying Vermont instead of maintaining it. The established community shares the stewardship of this extraordinary property, allowing you to focus on the lifestyle you've been seeking. Located just minutes from Okemo, Stratton, Magic, and Bromley ski areas, with endless hiking, cross-country skiing, and outdoor recreation nearby, you'll also love the charm of neighboring Weston with its village green, Weston Theater, Vermont Country Store, Mountain Marketplace, and local dining.This is Vermont living at its most relaxing with historic character, spectacular surroundings, and the freedom to simply arrive and enjoy.

254 Boynton Rd Unit U1, Londonderry

$25,000

1 Beds ⋅ 2 Baths ⋅ 5102349 MLS

Own Where You Play! Enjoy effortless mountain living with this turnkey, fully furnished quartershare that comfortably sleeps up to eight and offers beautiful views of Mount Snow from the Grand Summit Resort Hotel. This spacious condo provides exceptional flexibility, making it ideal for personal use, rental income, or vacation exchanges. Designed with convenience in mind, the unit features two full bathrooms and a desirable lockout configuration, allowing you to use one side while renting or exchanging the other. The main living area offers an open-concept kitchen, dining, and living room complete with a queen Murphy bed and a queen sleeper sofa. The adjoining hotel-style suite includes two king beds and a full bathroom, providing plenty of space for family and guests. Located on the first floor, you’ll enjoy true walk-out access to the ski slopes, along with easy access to the health club, heated outdoor pool, and arcade. Relax while watching skiers make their way down the mountain from the comfort of your condo. Ownership at the Grand Summit includes year-round access to outstanding resort amenities, including a heated outdoor pool, sauna, fitness center, full-service spa, owners’ private lounge, valet parking, and a private ski locker. One of the most popular owner benefits is the Space Available program, which allows owners to stay at the hotel outside of their designated ownership week by paying only the discounted housekeeping fee, subject to availability. The Grand Summit Resort Hotel is also affiliated with RCI and Interval International, offering owners the opportunity to exchange their vacation time for destinations around the world!

103/105 89 Grand Summit, Dover

$22,500

1 Beds ⋅ 1 Baths ⋅ 5102299 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. 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. Top floor one bedroom sleep 6 Valley side unit. Kitchen, living room with a queen murphy bed and queen sleeper sofa and a king bed in the private bedroom with one full bath. A great way to enjoy the mountain resort lifestyle at an affordable price.

308 Qtr.4, Dover

$319,000

3 Beds ⋅ 4 Baths ⋅ 5100908 MLS

Enjoy year-round Vermont living in this classic Spyglass townhome that is located right on the 10th fairway of the Haystack Golf course. Offering 3 bedrooms plus a sleeping loft and 3.5 baths. Designed for comfort and convenience, the main level features a mudroom, an open-concept living and dining area with vaulted ceilings, a fully equipped kitchen, and a cozy wood-burning fieldstone fireplace. Step outside onto the deck to relax and enjoy the peaceful mountain setting. The upper level offers a versatile loft with its own private bath, ideal for additional sleeping space, a home office, or a guest suite. The lower level includes 3 comfortable bedrooms and two full baths. The Spyglass Association provides exceptional maintenance-free living, with dues covering landscaping, snow plowing, walkway shoveling, firewood delivered right to your door, and trash removal. Conveniently located just minutes from The Hermitage Club, Mount Snow Resort, Lake Whitingham, and the charming village of Wilmington, this property is an ideal four-season getaway, full-time residence, or investment opportunity. Walk to Hastack Golf Course clubhouse and the Stack restaurant.

12 Par Dr Unit 12, Wilmington

$499,000

3 Beds ⋅ 3 Baths ⋅ 5100662 MLS

Beautiful three story Powderhorn townhome on the slopes of Haystack Mountain at the exclusive Hermitage Club Ski Resort — a true four-season retreat with thoughtful upgrades that set it apart from anything else in the development. Wake up to sunrise winter views over the mountains through expansive windows thanks to the end unit location. Enjoy woodsy scenery over your private deck and great natural light. The main living level features a vaulted great room area with wood-burning fireplace on stone hearth, a well-appointed kitchen with breakfast bar, dining area and guest half bath. Step out to the private deck and sip your coffee, or slip into the standout feature of this unit: a dedicated sunroom extension housing a private hot tub and shower, creating a spa-like retreat unlike anything typically found in a ski condo. Upstairs, the primary suite is a genuine sanctuary, positioned to capture the best light and views the home has to offer, with a large private bath and a sense of calm separation from the living spaces below. There is also a loft space ideal for office or reading nook. The lower level rounds out the unit with two bedrooms, a full bath, and a flexible bonus room ideal for a media area, home gym, bunk overflow, or additional storage — versatile space that gives this unit a footprint well beyond what most ski properties can offer. There is also a nice size mudroom with storage for all your gear, a great carport to keep your vehicle out of the elements, and great yard space for anyone looking for outdoor fun. At just three miles from Mount Snow and moments from the village of Wilmington and the surrounding lakes, this is a property that earns its keep in every season — with easy spaces to upgrade and make your own, and without the cost and complexity of newer on-mountain ownership. The siding and windows were just updated for tremendous new curb appeal.

11 Dutchman Ln Unit 4A, Wilmington

$24,500

1 Baths ⋅ 5100617 MLS

Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? One bedroom, sleeps 6, single-le unit. Close to the elevator, the Owners Lounge, and the library. King bed, Queen sleeper sofa, Queen Murphy bed. One bathroom. Use it, rent it, trade it! Does having 13 weeks of vacation a year sound appealing? This one-bedroom unit accommodates up to six people and is conveniently located on a single level, close to the elevator, the Owners' Lounge, and the library. It features a king bed, a queen sleeper sofa, and a queen Murphy bed, along with one bathroom. As a Grand Summit owner, you enjoy the best ski-in/ski-out mountain location available, along with year-round access to all the Grand Summit amenities. These benefits include valet parking, a private owners' lounge, a private owners' library, a full-service spa with saunas, hot tubs, an outdoor heated pool, and exclusive ski/golf locker rooms for year-round storage. You also receive discounts on food and retail. One of the favorite perks for owners is the "Space A" program, which allows you to stay at the hotel even when it's not your ownership time, at a discounted rate, pay the housekeeping fees! Grand Summit is affiliated with RCI and Interval International. This is a fantastic opportunity to enjoy the mountain resort lifestyle. 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 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! RCI and Interval International affiliated. A great way to enjoy the mountain resort lifestyle at an affordable price.

224 Qtr 2, 89 Grand Summit Way, Dover

$495,000

2 Beds ⋅ 2 Baths ⋅ 5100173 MLS

Meticulously maintained and thoughtfully updated, this rare top-floor, two-bedroom, two-bath condominium in the coveted Seasons on Mount Snow trailside community is a standout opportunity. This spacious two-level residence features a desirable floor plan with a primary suite on the main level and a private second ensuite bedroom upstairs, offering comfort and flexibility for family and guests alike. The beautifully updated interior showcases newer appliances, granite kitchen countertops, a tastefully renovated primary bath, plush carpeting, and fresh paint throughout the living room, dining room, kitchen, and hallways. A striking new dining room chandelier and stylish kitchen sconces add a fresh, contemporary touch. Enjoy picturesque ridgeline winter views from the living room and private deck. Cathedral ceilings, warm natural woodwork, and a dramatic floor-to-ceiling fieldstone fireplace create an inviting mountain retreat with timeless appeal. Lovingly cared for by owners who have never rented the property, this condo is in exceptional, move-in-ready condition. Just steps away, the newly renovated and expanded Seasons Sports Center offers outstanding year-round amenities, including an indoor pool, hot tubs, sauna, state-of-the-art fitness center, game room, owner’s lounge, and a private owner’s hot tub room. During the warmer months, enjoy the outdoor pool, tennis and basketball courts, fire pit, and grilling areas. Whether you’re seeking a ski getaway, year-round mountain retreat, or investment in one of Mount Snow’s premier trailside communities, Seasons truly offers the complete resort lifestyle.

4 Sportscenter Village Way Unit B33, Dover

$425,000

2 Beds ⋅ 2 Baths ⋅ 5099909 MLS

Welcome to Your Stratton Mountain Getaway Discover the ultimate in mountain convenience with this turnkey, ground level condo in the highly sought after Vantage Point community. Featuring a spacious 2 bedroom, 2 bathroom layout, this home boasts a bright, open concept living, dining, and kitchen area designed for effortless entertaining and relaxation. Positioned in an unbeatable location, this property keeps you active and connected year round. Enjoy walking distance access to the premier Stratton Sports Center for tennis, pickleball, swimming, or a quick workout. When winter arrives, leave the car behind and take advantage of the convenient weekend shuttle service straight to the slopes of Stratton Mountain. Stepping outside is a breeze from your private, ground level patio offering seamless, easy access to walk your dog right out the door. Whether you are looking for a turnkey vacation retreat or a savvy mountain investment, this property delivers the perfect blend of active living and alpine convenience. Open House Sunday July 26 12 - 2 pm

65 E Birch Rd Unit 43, Stratton

$735,000

2 Beds ⋅ 2 Baths ⋅ 5099488 MLS

Incredible combination of location and amenities. Walk across the street to the ski slopes and Stratton Village with its shops, restaurants, and year-round activities. This top-floor condominium features soaring ceilings, abundant natural light, and a desirable two-bedroom, two-bath layout. Long Trail offers a year-round heated outdoor pool, hot tubs, and a sauna. Heated underground parking, ski lockers, and private storage cages make mountain living simple and so convenient. Seller is listing broker.

771 Stratton Mountain Access Rd Unit 457, Stratton

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