Manchester Homes with Bennington/Rutland School district

Manchester Homes with Bennington/Rutland School district

Welcome to Manchester, Vermont—a picturesque gem nestled in the heart of Bennington County. Known for its stunning landscapes, vibrant arts scene, and rich history, this charming town offers a unique blend of outdoor adventure and cultural experiences. Surrounded by the breathtaking Green Mountains, Manchester is a haven for nature lovers and outdoor enthusiasts alike, with ample opportunities for hiking, skiing, and exploring the serene beauty of Vermont's countryside.

When it comes to community, Manchester shines brightly with its welcoming atmosphere and friendly residents. The town boasts a delightful array of boutique shops, gourmet restaurants, and local markets, making it a perfect place to experience the warmth of small-town living. The historic downtown area is a must-visit, featuring beautifully preserved architecture and a variety of events throughout the year that celebrate local artisans and seasonal festivities.

For families considering a move, Manchester is served by the Bennington/Rutland School District, which is known for its commitment to academic excellence and comprehensive educational programs. With access to quality schools, children in the area benefit from a supportive learning environment that nurtures their growth and development.

Whether you're seeking a cozy cottage, a spacious family home, or a luxurious retreat, Manchester offers a diverse range of properties to suit your needs. Embrace the charm of Vermont living and discover your dream home in this enchanting town, where community spirit and natural beauty come together to create an unparalleled lifestyle. Welcome to Manchester—your new home awaits!

Newest Manchester Homes with Bennington/Rutland School district

$1,450,000
4 Beds 4 Baths 5107271 MLS
Follow the historic "Wilbur" Half-Mile Stone Wall along River Road in Manchester, and just beyond the Wilburton Inn, you’ll discover the private entrance to Riverbend Drive. Tucked into one of Southern Vermont’s most beautiful settings, Riverbend is an exclusive community of exceptional homes on beautifully maintained 2 to 4 acre lots. 601 Riverbend Drive is a stunning 4BR/3.5BA Colonial on a private 3.05-acre lot with sweeping mountain views and a welcoming circular driveway. Designed by Ramsey Gourd and built by Keelan and Company, the home showcases exceptional craftsmanship, custom millwork, native maple floors, 9-foot ceilings and thoughtful details throughout. At the heart of the home is a chef’s kitchen with custom cherry cabinetry and a unique small-appliance “five-car garage.” Formal living and dining rooms flow into a light-filled sunroom that opens to an enchanting patio overlooking the Taconic and Green Mountains, an ideal setting for summer entertaining, quiet mornings, and spectacular sunsets. Upstairs, the spacious primary suite offers a peaceful retreat with a tucked-away home office. Additional spacious bedrooms and a convenient second-floor laundry complete the upper level. Outside, beautifully landscaped grounds blend with 40 acres of shared common land, creating an exceptional sense of privacy and connection to nature. Homeownership includes access to a private walking trail leading to a scenic stretch of the Batten Kill and a very special fishing hole. This is Vermont living at its best: mountain views, river access, peaceful trails, beautiful grounds, and the charm of Manchester just minutes away. Whether you’re seeking an elegant year-round home or a special place to escape, 601 Riverbend Drive offers a rare combination of craftsmanship, privacy, natural beauty, and community. Please contact us for a private viewing, and don’t let this lovely Manchester, Vermont home get away!

601 Riverbend Dr, Manchester

$469,000
3 Beds 2 Baths 5103575 MLS
Tucked away on a quiet residential street, just moments from the heart of Manchester Center, 37 Brookside Road offers a rare balance of privacy and connection. Start the morning with coffee in the three-season sunporch, enjoy the changing seasons from the back deck, and settle into the evening warmth of the wood stove. Here, the rhythm of village life is close at hand, yet home feels comfortably removed. Designed for easy living, this clean and thoughtfully maintained home offers a welcoming single-level layout with a natural flow between spaces. The living room centers around the fireplace with wood stove and opens to the dining area and kitchen, creating a comfortable setting for everyday living and gathering. The primary bedroom includes an en-suite bath and direct access to the sunporch and deck, while two additional bedrooms share a full bath. A generous mudroom connects the home to the garage, providing a practical space for Vermont seasons and daily routines. Outside, open lawns and mature landscaping create a peaceful backdrop with room to relax, garden, and enjoy the outdoors, all within easy walking distance of Manchester Center's shops, restaurants, and amenities. A true village retreat with the convenience of in-town living, 37 Brookside Road invites you to experience a simpler, more connected way of life. Schedule your private showing and discover the comfort and character of this Manchester Center home.

37 Brookside Rd, Manchester

$1,100,000
4 Beds 4 Baths 5101945 MLS
Built in 1905, when Manchester was emerging as one of Vermont's most desirable summer destinations, this stately Queen Anne residence on Bonnet Street reflects an era of exceptional craftsmanship and enduring quality. Offered for sale for the first time since 1974, the property has been lovingly maintained by its longtime owner, preserving much of its original character and architectural detail while making thoughtful investments where they matter most, including a newer boiler and roof. Set on one acre just steps from the intersection of Main Street and Route 30 in Manchester, this is a large parcel for the downtown location. The home offers four bedrooms, gracious living spaces, a bar room, and a one bedroom apartment on the top floor. A wide front porch has welcomed generations of family and friends. Original woodwork, period details, and the home’s enduring character create a wonderful foundation for its next chapter. Sited back from the street front, and about the mid point of the lot is a substantial barn. The barn has two apartments, creating opportunities for guest accommodations, rental income, or studio space. The property is zoned “Mixed-Use-1”, which presents the opportunity for 7 or 8 additional dwelling units or other complementary development, subject to local approvals. Whether envisioned as a mixed-use investment, a boutique hospitality property, an expanded residence, or a long-term redevelopment opportunity, few properties combine historic character, development potential, and a downtown Manchester location as effectively as this one.

78 Bonnet St, Manchester

$1,775,000
4 Beds 4 Baths 5094155 MLS
Set on 24 private acres with sweeping mountain views, 312 Beartown Road offers a sense of complete escape while remaining moments from Manchester. Filled with natural light, the four-bedroom residence is thoughtfully designed to capture its extraordinary setting. Every room is oriented to the outdoors, with expansive windows that keep the Vermont landscape always in view. The chef's kitchen serves as the heart of the home and features a marble center island, generous workspaces, a Bertazzoni propane range, Fisher & Paykel refrigerator, and a stainless farmhouse sink. A bluestone mudroom leads into the living room with a fireplace and panoramic views. The main level includes a guest bedroom and full bath. Upstairs, the primary suite enjoys mountain vistas and a walk-in closet, joined by two additional bedrooms, a full bath, and a second living area. A screened porch with its own gas fireplace extends the living space through three seasons. Throughout the home, a thoughtful blend of natural materials, including wood, marble, and stone, creates an atmosphere that is both refined and comfortable. Outside, a newly constructed bluestone patio with fire pit creates an ideal setting for entertaining, while a nearby hot tub offers a private retreat beneath the stars. The level grounds offer endless possibilities for gardening, recreation, or simply enjoying the serenity of the surrounding landscape. Hike Mount Equinox from your doorstep and enjoy quick access to skiing at Bromley, Stratton, and Magic. Minutes to Manchester dining, shopping, and amenities. The parcel borders thousands of acres of conserved lands.

312 Beartown Rd, Manchester

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