Windham County 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 County Condos for Sale

$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

$330,000

2 Beds ⋅ 2 Baths ⋅ 5111990 MLS

The new high speed lift at the Sundance base area of Mt Snow is directly across the street from this quiet and well maintained condo development, Deer Creek. This lovely 2 bedroom unit sits on the second floor, which means that you have the benefit of being up off the ground floor, but only with a half flight of stairs up from the parking. Though having less amenities than some other developments, this affords Deer Creek owners much lower monthly HOA fees, and a carefree ease of use and mountain access. This particular unit has been well maintained and recently updated with an open concept floor plan, great natural light thanks to south facing rear windows, a wood burning fireplace, kitchen with breakfast bar open to the dining and living area, covered deck for enjoying the cool summer nights, a large bedroom and jack and jill bath off the living area, a rear primary suite with nice light, an entry mudroom and gear area as well as outdoor ski locker, large owner closets, and a stackable washer-dryer in the unit. Beautifully furnished, and decorated, and ready for turn key enjoyment.

8c Deer Crk, Dover

249/251 Qtr. 3 89 Grand Summit Way Unit 249/251 Qtr 3, Dover

$25,000

1 Beds ⋅ 2 Baths ⋅ 5111966 MLS

Trailside, best ski in/out mountain location. A really comfortable unit sleep 8. Unit 251 includes a kitchenette, comfortable living room setting, a sleep sofa a Murphy bed and full bath. Unit 249 boasts 2 queen size beds a full bathroom, and a deck with views of the mountain to enjoy skiers on the slope and fireworks. 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 1 bedroom 2 bath, as a studio sleep two or an hotel suite sleep 4. Enjoy your ownership this year that includes Christmas and New Year weeks.

249/251 Qtr. 3 89 Grand Summit Way Unit 249/251 Qtr 3, Dover

$229,000

2 Beds ⋅ 2 Baths ⋅ 5111836 MLS

In this second floor condo you will not be bothered by steps overhead. You can relax on the back deck overlooking nature. You can spread out in the comfort of a living room, eat-in kitchen, 2 bedrooms and 1.5 bathrooms all on one floor. The seller replaced the double stainless steel refrigerator, the gas range, the dishwasher and the kitchen floor 2 years ago. The washer and dryer are 5 years old. The boiler and hot water heater were replaced 10 years ago. A wall air conditioning unit and 3 ceiling fans add to the ambiance. The Morningside Commons Association takes care of everything outside and provides a swimming pool, tennis/pickleball courts, a basketball area, hiking trails, little libraries and common area gardens for your enjoyment. Downtown Brattleboro is within walking distance. 164 Morningside Commons awaits you.

164 Morningside Commons, Brattleboro

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .