Dorset, VT | 191 Pleasant Street Extension

Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the Green Mountains in ever-changing color. A massive barn stands ready for transformation — imagine your dream workshop, art studio, or even a small business headquarters tucked into this idyllic setting. The property also includes an accessory dwelling unit, offering flexible options for guests, rental income, or additional living space that makes financial sense. The barn and ADU ready for your touches all cleaned out and ready for your toys and guests. The home itself invites renovation-minded buyers to roll up their sleeves and craft something truly special. Whether you envision a modern farmhouse aesthetic or want to honor the traditional Vermont character, the bones are here to support your imagination. Beyond the property line, adventure and culture await. Explore the trails at Owls Head Town Forest just minutes away, enjoy a legendary meal at the Dorset Inn Restaurant and Tavern, or tee off at the prestigious Dorset Field Club. When winter calls, Bromley Mountain delivers world-class skiing, while Manchester Square Shopping Center handles all your everyday needs. This is more than a house — it is a lifestyle wrapped in Vermont's most beautiful scenery, offered at a price point that simply does not come around often. Schedule your private showing before someone else claims this gem.

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill—creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly lived in, this treasured property presents a wonderful opportunity to restore, refresh, and create lasting memories for generations to come.

This Eagle Rise Condo with three bedrooms and two & half baths is in an exclusive residential area accessed off scenic Manchester West Road. The Condo offers an open floor plan design, central air, propane baseboard hot water heat, hardwood floors and elevated deck. Recent improvements include new kitchen w/ granite counter tops, hickory cabinets with soft close drawers & doors, stainless steel appliances, tile flooring, new washer/dryer and Azek front porch. The main level has a living room with propane fireplace, dining area with sliding glass door leading to elevated deck, beautifully updated kitchen, half bath and air lock mudroom entry. The second level offers two large bedrooms, full bath and linen closet. The primary bedroom has a walk-in closet, full tile bath and additional wash area. The lower level has a Den/TV Room with slider leading to second wood deck, large guest bedroom, second full bath and full-size laundry area. This unit is located at the top of a hill offering privacy, some mountain views and two parking spaces. Eagle Rise is one of the only condos in the area with a community generator affording owners a quick backup during storms. Come enjoy all Manchester, VT has to offer and let somebody else worry about mowing the grass and plowing the driveway. Life is short,,, have some fun. All room measurements are approximate.

Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here. Step inside and discover an open floor plan that feels both spacious and inviting across 1,786 square feet of well-appointed living space. The kitchen is a true showstopper, featuring custom cabinetry and stunning wood countertops that bring warmth and character to every meal. A generous breakfast bar provides the perfect spot for morning coffee or casual entertaining with friends. Three bedrooms offer flexibility for every lifestyle. The primary suite is a private retreat complete with a walk-in closet and a beautifully tiled shower that adds a touch of everyday luxury. Two additional bedrooms stand ready to serve as guest quarters, a private home office, or a cozy den for unwinding after a long day. Two and a half bathrooms ensure everyone has the space they need. Practical perks abound with a two-car attached garage that keeps Vermont winters at bay and a full unfinished basement offering abundant storage or future finishing potential for the ambitious homeowner. The location is nothing short of delightful. Just five minutes from the picturesque Dorset Village green, you'll find yourself steps from the library, the beloved Playhouse, the Dorset Field Club, several fine dining establishments, and well stocked VT general stores. Manchester's popular bike trail and recreation park is just down the road with pool, running track, playgrounds, and ball courts. This is single-level living done right in one of Vermont's most beloved communities. Schedule your private showing today and experience it for yourself.

Welcome to your next chapter in the charming heart of Vermont, where easy living meets thoughtful design in this beautifully crafted one-level duplex townhouse. If you've been dreaming of a home that eliminates stairs from your daily routine while still delivering style and substance, your search ends here. Step inside and discover an open floor plan that feels both spacious and inviting across 1,786 square feet of well-appointed living space. The kitchen is a true showstopper, featuring custom cabinetry and stunning wood countertops that bring warmth and character to every meal. A generous breakfast bar provides the perfect spot for morning coffee or casual entertaining with friends. Three bedrooms offer flexibility for every lifestyle. The primary suite is a private retreat complete with a walk-in closet and a beautifully tiled shower that adds a touch of everyday luxury. Two additional bedrooms stand ready to serve as guest quarters, a private home office, or a cozy den for unwinding after a long day. Two and a half bathrooms ensure everyone has the space they need. Practical perks abound with a two-car attached garage that keeps Vermont winters at bay and a full unfinished basement offering abundant storage or future finishing potential for the ambitious homeowner. The location is nothing short of delightful. Just five minutes from the picturesque Dorset Village green, you'll find yourself steps from the library, the beloved Playhouse, the Dorset Field Club, several fine dining establishments, and well stocked VT general stores. Manchester's popular bike trail and recreation park is just down the road with pool, running track, playgrounds, and ball courts. This is single-level living done right in one of Vermont's most beloved communities. Schedule your private showing today and experience it for yourself.

"COME TAKE A PEEK, IT'S JUST ACROSS THE CREEK.....Enjoy an inviting front porch to unwind and breathe in the serene surroundings! Unwind and take in the lovely mountain views, all set on the scenic Tom River in East Dorset! Charming saltbox style (1982 circa), the design is open living spaces with abundant light through out... As an added bonus this property boasts an over sized two car garage and a pole barn with easy access and plenty of room for setting up games and activities..host holiday get-together in a rustic, welcoming setting. Make your family memories here! This is indeed a rare opportunity!

Enjoy the ease of single-level living in this well-appointed three-bedroom condominium tucked away on Marissa Lane. Set back from the road in a quiet location, this home offers comfort, convenience, and a peaceful setting just minutes from the Dorset Green and all the shopping, dining, and recreational amenities of Manchester. Warm wood floors flow throughout the main living areas, while the thoughtfully designed floor plan provides comfortable spaces for everyday living and entertaining. Step outside to your private deck, the perfect place to enjoy morning coffee or unwind while overlooking the generous side yard; an ideal spot for gardening or simply enjoying the outdoors. Additional features include an attached two-car garage and a full basement, providing exceptional storage and the opportunity for a workshop, fitness area, or future finished living space. Whether you're looking for a full-time residence or a Vermont retreat, this low-maintenance home offers the perfect combination of privacy, convenience, and easy living in one of the area's most desirable locations.

Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms, and two full bathrooms. The spacious primary suite includes an on-suite bathroom overlooking the expansive views. The home features new wood flooring throughout the interior, a slate entry foyer, first-floor laundry, and a centrally located pellet stove for supplemental heat. Additional upgrades include split AC systems providing both heating and cooling, solar panels for improved energy efficiency, and a newer septic system. The renovated kitchen offers a gas range, pantry, and ample space. Adjacent to the living room, the office provides flexibility for additional use, media room, or expanded open concept living area. A sliding door off the living room opens to a rear deck with ramp access overlooking the picturesque backyard. The level lawn is ideal for gardening, outdoor entertaining, or simply enjoying the peaceful setting complete with a fire pit and scenic neighboring fields. Located within the Dorset Elementary School district with school choice thereafter, this property combines privacy, views, functionality, and long-term potential in one of Southern Vermont’s most desirable locations, Dorset Hollow.

The Mountain Brook Townhomes at Bromley Village are nestled along the Green Mountain Nation Forest and offer a wonderful blend of convenience and peaceful, on-mountain living. With all new, long-lasting exterior siding, this three-level, End-Unit Townhouse with 3 Bedrooms and 2-1/2 Bathrooms is impeccably maintained and has a well-appointed interior. A combination Living room w/ vaulted ceilings and a beautiful, stone, gas fireplace is open to the Kitchen w/ breakfast bar and Dining area with built-in window seat and slider to the sun-drenched Deck! A spacious, Private Bedroom is located on the upper level and features good closet space and there is also a private Full Bathroom with whirlpool tub/shower combo on this level. Two ample guest Bedrooms are on the Lower level along with a Full Bathroom, storage closets, and the Laundry Utility room with large drum Washer/Dryer set, and an efficient Buderus Boiler. The Entry/Mudroom is heated and has built-in storage for your winter gear. The year-round Village Clubhouse with Fitness Center and Living room/Lounge is a short walk from this condominium complex and features a heated community pool, playgrounds, and red clay tennis courts in the summer months, and a sledding hill/fire pit for the winter, then continue to the ski slopes. There is also a Winter Shuttle Bus for the homeowners which runs to/from the Bromley Mountain Base Lodge. Come see this turn-key property!

This picture perfect energy conscience geo-thermal (saves big on heating or AC) and electric vehicle friendly, well maintained log home is offered fully furnished! The great room has a large brick gas fireplace, vaulted ceiling and warm wood floors - a place to put your feet up after a day on the slopes. There is a spacious dining area off the mudroom/entryway and an updated kitchen with soapstone counters and stainless appliances. The main floor of the home has two bedrooms and 2 full baths and there are two separate staircases to the upstairs bunk room and loft areas. Off the kitchen there is a deck for outdoor grilling. The house has a recent 3 BR septic system (2018) and the basement/crawl space is foam insulated and has a vapor barrier. Cell service, wifi and internet, as well as 200 amp electrical panel is all here. A pleasure to show.

This beautifully maintained Dorset home with views is ready for its new owners. The main level features a generously sized eat-in kitchen with granite countertops that opens into the dining room. This floor also includes a large living room, a bedroom, and French doors that lead to a spacious deck overlooking a private yard. The ground floor offers a primary bedroom, a bathroom, and a laundry area. Access to the property is convenient, with entries available via the driveway to the main floor or through the lower-level garage. Outside, you can enjoy a beautiful wooden gazebo during the warmer months. The property is ideally located just minutes from the center of Dorset Village and ten minutes from Manchester Center. It is perfectly situated for various activities, including biking, skiing, hiking, gardening, or simply relaxing. The sellers offer $5000 credit to the buyers closing cost with a full price offer. Please note that all measurements are approximate.

Set on over half an acre in the heart of East Dorset Village, this newly renovated three-bedroom, two-bath bungalow blends modern upgrades with cozy charm and even includes a peaceful brook running through the property. Recent upgrades include completely new kitchen and bathrooms and fresh interior paint throughout. The open-concept layout creates a bright, connected space that’s perfect for both everyday living and entertaining. Hardwood floors add character and charm. The main level also features an inviting mudroom/laundry room, bedroom, and full bath. A bonus office/sunroom offers the flexibility to work from home or to create a quiet retreat. The primary suite, complete with walk-in closet and ensuite bathroom, is located on the second floor, along with a third bedroom. The oversized detached two-car garage has new overhead doors and electric openers, a solid concrete floor, and plenty of extra space for storage, gear, or hobbies. Exterior improvements include updated roofing and new retaining wall. Low-maintenance vinyl siding makes exterior upkeep simple. Step outside to enjoy the covered porch overlooking the yard and gentle brook - a perfect place to relax and unwind.

Charming Main Street Manchester Barn with Mountain Views Conveniently located on Main Street in Manchester, this charming barn offers a wonderful combination of character, comfort, and versatility. The open-concept main level features an eat-in kitchen with distinctive post-and-beam details and a spacious living room with a propane fireplace. The living area opens directly to a large screened-in porch and deck, creating an ideal setting for relaxing, entertaining, and enjoying beautiful mountain views. Set on approximately 2 level acres, the property offers a generous open backyard with plenty of room for outdoor dining, gardening, recreation, and enjoying the Vermont seasons. The lower level provides two bedrooms and two bathrooms, offering comfortable accommodations for family and guests. A separate heated studio/outbuilding with a heat pump adds even more flexibility and could serve as a home office, guest space, art or music studio, or creative workspace. The property was thoughtfully updated several years ago and offers an excellent opportunity as a full-time residence, part-time Vermont getaway, or investment property. All measurements are approximate.

Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4 additional bedrooms, 3 1/2 baths, a formal dining room, large living room as well as front parlor. The large kitchen with a center island, 6 burner gas range opens to a deck patio on one side and the large garage on the other. Most of the wood floors are Brazilian cherry, combined with antique maple upstairs, and pale bamboo in the primary suite. Newly installed updated septic system with permits for 5 bedrooms July 2026. There is a feel of the rambling farmhouse in this home, artfully combined with the contemporary elements and comforts. Just a short distance to Manchester, this large , yet cozy home would make the perfect place for a growing family, or to develop into multiplex housing with a few units, as there is already the footprint of a duplex here with two kitchen hook-ups, basements, and furnaces. Recent zoning changes will make this home “mixed-use residential”, opening up a host of creative possibilities for small business as well as housing. Great location & excellent school choice.

Escape to the mountains in this charming A-frame, ideally located between the bustling town of Manchester and the area's best ski mountains. This home is your perfect base for year-round adventure, putting you just minutes from world-class skiing, hiking, mountain biking, and shopping. Inside, you'll find a comfortable layout featuring 3 bedrooms, 2 bathrooms, and a home office that can easily flex to accommodate extra guests. Cozy up by the wood-burning fireplace after a day on the slopes or soak up the sun on the inviting deck. This isn't just a home; it's a gateway to the best of Vermont. Septic system is being replaced and completion date in early October.