Bears Crossing Real Estate

Welcome to Bears Crossing, an exquisite new development nestled in the picturesque town of Dover, Vermont, within the charming Windham County. This stunning community is designed for those seeking a serene retreat while being just moments away from the vibrant activities that the Green Mountains have to offer.

Bears Crossing is a harmonious blend of modern luxury and rustic charm, featuring a collection of beautifully crafted homes that complement the stunning natural landscape. Each residence is thoughtfully designed with high-end finishes, open-concept layouts, and ample outdoor space, allowing residents to fully embrace the breathtaking views of the surrounding mountains and lush forests. Whether you’re sipping coffee on your private deck or gathering with friends around the fireplace, every moment spent in Bears Crossing feels like a celebration of nature and comfort.

The development is ideally situated near world-class skiing, hiking trails, and a plethora of recreational opportunities, making it an outdoor enthusiast’s paradise. In winter, hit the slopes at nearby resorts like Mount Snow and Stratton, while summer invites you to explore the scenic trails and pristine lakes that define this beautiful region.

In addition to its natural allure, Bears Crossing is conveniently located near local shops, restaurants, and cultural attractions, ensuring that residents can enjoy a vibrant community lifestyle. Experience the perfect blend of tranquility and adventure at Bears Crossing, where your dream home awaits in the heart of Vermont’s stunning landscape. Come and discover the charm of this remarkable development today!

Newest Listings in Bears Crossing

$649,000

5 Beds ⋅ 4 Baths ⋅ 5095145 MLS

Lovely ski home home in an ideal location, offering the privacy of a single-family residence with the convenience of a groomed ski-home trail and direct shuttle service just steps from your front door. Nestled on a well-positioned lot in the desirable Bears Crossing community, the home backs directly to the ski-home trail with a bridge to cross right to your deck on your way home and offers ample parking with easy year-round access. Unlike many properties, this home provides the peace-of-mind amenities of condo living — at a fraction of the cost — including an outdoor pool for summer enjoyment, clubhouse with fitness area, ping pong and pool table, tennis court, and fire pit. Inside, a gorgeous open floor plan welcomes you with abundant natural light from large new windows. The vaulted great room features a wood burning fireplace with brick hearth and flows seamlessly into the updated kitchen with stainless appliances, quartz countertops, large island, and generous dining area. The main level includes a large primary suite with full bath, and an additional half bath for guests. Upstairs are two more bedrooms, a full bath, and a spacious loft ideal for play or overflow sleeping. The functional mudroom entry is perfectly designed for mountain gear with cubbies, coat closet, and bench. The finished lower level offers two additional bedrooms, a full bath, and a large family room — providing excellent separation for guests or rental flexibility. Additional upgrades include an energy efficient direct vent propane heating system, a sizeable rear deck, summer 2026 ongoing painting, and lovely landscaping. This rare combination of ski-home convenience, easy access, generous living space, and sought-after amenities does not come along often. Tremendous rental potential as well.

36 Bears Den Rd, Dover

$384,900

2 Beds ⋅ 2 Baths ⋅ 5084298 MLS

Beautiful end unit on edge of Bear’s Crossing Condo and Home Community with a stream and the forest as your neighbor. Close to the Ski Home trail. This mixed community is 2 minutes to Mount Snow Ski Resort and to mixed use trails for snowmobiling, xcountry skiing and mountain biking. There is also a shuttle running regularly to the resort and beyond! This unit is “turn key” with 2 bedrooms and a sleeping loft, newer flooring, appliances, built ins etc. Truly ready for YOU to walk in with your gear and clothes and be living full time or vacation time in Southern Vermont. Amenities Include: * Exclusive Ski Home Trail for Bears Crossing residents … perfect for hiking and biking in summer * Wood-burning fireplaces in all units, with annual wood delivery and chimney cleaning included * Full lawn and tree care and snow removal included in HOA * Dedicated shuttle service to and from Mount Snow base area * Trash and recycling removal * On site property manager * Updated clubhouse and recreation center, outdoor pool, tennis, and pickleball court

9f Brumms Way Unit 9F, Dover

$728,000

3 Beds ⋅ 3 Baths ⋅ 5077225 MLS

A rare opportunity to enjoy the best of both worlds — the privacy of a single-family home with the convenience and access of condo-style living. This unique vacation home offers direct ski-home access in the sought-after Bears Crossing community on the slopes of Mount Snow. Ski back from the Carinthia trails and step out of your gear just across the street from your front door. Designed with both comfort and accessibility in mind, this contemporary chalet features direct shuttle service from your driveway, ample parking for guests, and a private backyard bordering forest. Enjoy easy access to nearby hiking and biking trails, along with strong curb appeal in a peaceful setting. Inside, the main level offers a spacious open floor plan with natural woodwork and abundant light throughout. The upscale kitchen includes custom hickory cabinetry, stainless appliances, natural wood island, walk-in pantry, and laundry. A wood-burning fireplace with stone hearth anchors the living space, while the dining area opens to a rear deck with hot tub. A large screened-in porch provides ideal year-round entertaining space, complemented by an updated half bath and a newly designed mudroom entry with cubbies and hidden storage for gear. Upstairs, the primary suite features a second fireplace and full bath, along with two additional guest bedrooms and a third bath. Additional improvements include energy-efficient direct-vent heating. Enjoy all the benefits of Bears Crossing amenities — including outdoor pool, clubhouse with fitness area, ping pong, pool table, tennis courts, and shuttle service — at a fraction of typical ownership costs. A rare blend of privacy, convenience, and true ski-home access.

15 Bears Den Rd, Dover

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