Windham County Condos for Sale

Welcome to Windham County, Vermont, a hidden gem nestled in the heart of New England! Known for its breathtaking landscapes, charming small towns, and a vibrant arts scene, this county offers a perfect blend of natural beauty and cultural richness. With rolling hills, serene lakes, and lush forests, Windham is a paradise for outdoor enthusiasts. Whether you enjoy hiking, skiing, or simply soaking in the stunning views, this area has something for everyone.

For those considering a move to this picturesque region, you'll be delighted to discover a variety of condos for sale in Windham County. These beautiful residences not only provide a low-maintenance lifestyle, but they also offer a sense of community that is hard to find elsewhere. Imagine waking up to the sound of rustling leaves and the sight of snow-capped mountains from your window. Many of these condos feature modern amenities, spacious layouts, and easy access to local attractions, making them ideal for both permanent residents and seasonal visitors.

Windham County is also known for its friendly neighborhoods, excellent schools, and a thriving local economy. With a rich history and a commitment to preserving its natural beauty, this area is perfect for families, retirees, and everyone in between. Explore the vibrant downtown areas filled with unique shops, restaurants, and art galleries, or take a leisurely stroll along the scenic trails that wind through the county.

If you're ready to embrace the charm of Windham County, now is the perfect time to explore the condos for sale. Your dream home awaits in this enchanting corner of Vermont!

Newest Windham County Condos for Sale

16c Trailside Village Way Unit L21, Dover

$454,000

2 Beds ⋅ 2 Baths ⋅ 5113339 MLS

Amazing trailside, end 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 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 granite counters, stainless appliances, and breakfast bar, spacious dining area which leads out to the covered deck, and extra windows thanks to the end unit location for amazing sunny exposure. The open concept living room has ample space for relaxing with guests and then retire to a main floor primary suite with mountain views, full newly updated bath, and walk in closet, and a guest room with second full updated bathroom. Less obvious features include a newly updated heat and hot water system, in unit washer and dryer, great closet space for owner storage, and tremendous rentability. The ski trail runs through the development 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.

16c Trailside Village Way Unit L21, Dover

$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

$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

$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

$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

$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

$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

$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

$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

$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

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

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