Bears Crossing Homes for Sale

**Welcome to Bears Crossing: Your Mountain Retreat Awaits!**

Nestled in the picturesque town of Dover, Vermont, Bears Crossing is a stunning development that embodies the essence of mountain living. Surrounded by the breathtaking natural beauty of Windham County, this charming community offers a perfect blend of tranquility and adventure, making it an ideal choice for both year-round residents and seasonal getaways.

Bears Crossing features a collection of beautifully crafted homes designed to harmonize with the stunning landscape. Each residence boasts modern amenities, spacious layouts, and exquisite finishes, ensuring comfort and style. With a variety of floor plans available, potential homeowners can find the perfect space to suit their needs, whether it's a cozy cabin for weekend retreats or a spacious family home for full-time living.

One of the standout features of Bears Crossing is its proximity to world-class outdoor activities. Just minutes away, you’ll find the renowned Mount Snow ski resort, offering exhilarating winter sports and scenic summer hiking trails. The nearby lakes and rivers provide ample opportunities for fishing, kayaking, and swimming, while the charming town of Dover offers delightful dining and shopping experiences.

With homes for sale at Bears Crossing, now is the perfect time to invest in your dream retreat. Embrace the Vermont lifestyle and create lasting memories in this idyllic community. Whether you’re seeking adventure or a peaceful escape, Bears Crossing is the perfect place to call home. Don’t miss your chance to be part of this enchanting neighborhood—explore our available listings today!

Newest Bears Crossing Homes for Sale

$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

$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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