Colonial Homes for Sale in Windham County VT

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A

Jamie Wylie Stratton Real Estate

A truly magical setting! If you've never experienced the blissfulness of the Green River Village and its historic covered bridge and crib dam/waterfall and one of the most spectacular swimming holes imaginable, it's a must visit southern Vermont destination. Nestled in this picturesque valley village is this charming old home privately situated on 53.5 acres only a short stroll up the driveway

Chris Long BHG Masiello Brattleboro

What an opportunity to own 11 units in 3 separate buildings with a fantastic rental history. Close to downtown, schools, shopping and bus routes. Very well maintained properties with 3 - two bedroom units and 8 one bedroom units. On site laundry for the convenience of tenants. Wonderful features including hardwood floors and large windows for exceptional natural light. Great porches and very

Susan Bellville Bellville Realty

Welcome to 9 Burt Street located on one of the prettiest streets in Bellows Falls. This opportunity offers an attractive two story 2532 sqft. family home located within the center of Bellows Falls with easy walking access to all stores, dining and schools. It is located on a beautiful street bordered by well kept family homes. The first floor includes a fireplace in the family room, a formal

David White OwnerEntry.com

Tucked away on a private road, this impeccably maintained 3-bedroom, 2-bathroom home sits on a serene 6-acre lot, offering the perfect blend of privacy and comfort. Set well back from the road, the property provides a peaceful retreat surrounded by nature. Inside, you’ll find a bright and inviting open-concept layout designed for both everyday living and entertaining. The spacious living and

Peggy Winchester ACORN REAL ESTATE GROUP LLC

For developers or investors seeking property with stable income and growth potential, the Warner Center campus presents an excellent opportunity. This surveyed 140-acre property comprises 24 residential rental units and 3 commercial spaces within six extensively renovated brick buildings – over 34,000sf altogether. The buildings are situated in a spacious, sunlit field, conveniently located

Heidi Bernier Berkley & Veller Greenwood Country

Only a fortunate few have the privilege of calling Green River Village home—a quintessential Vermont hamlet distinguished by its historic covered bridge, the 1811 timber crib dam, and the iconic wood-spired church perched proudly on the hillside above. Sited adjacent to the bridge, the Green River Bridge House, originally a blacksmith shop, enjoys 300 feet of frontage along the Green River. Built

John Mcpherson Berkley & Veller Greenwood Country

Sweet and charming from an era of wonderful wood work, polished floors and rooms with a purpose. This home has a lovely big kitchen with a peninsula for baking prep, formal dining with built in china cabinet, living room and an first floor bedroom with 1/2 bath. Since the basement is walk out, the back porch is 2nd level, above the bugs, and overlooking the private back yard. Fenced for a dog,

Christine Lewis Brattleboro Area Realty

One-of-a-Kind Vermont Lifestyle PropertyHome, Income & Creative Opportunity Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home—rich in character, thoughtfully updated,

Eric Nathan Nathan Auction & Real Estate Inc.

OPEN HOUSE SUNDAY, JUNE 14TH 11:00AM-2:00PM. In the village of Bellows Falls, overlooking the Connecticut River, sits this lovely Colonial 2-unit. With a vacant first floor, excellent tenants on the second where a porch commands river views, and an unfinished third floor leaving room for added value, this property is an exciting prospect for investment. All units have separate entrances. There is

Zachary Zupan EXP Realty

Incredible Legacy Property. This extraordinary estate blends timeless elegance with modern comfort. The first floor features a welcoming den, gourmet eat in kitchen with DCS range, stainless appliances, sub- zero refrigerator and wet bar. A dining room, gracious living room, office, and butler’s panty with fridge and ice maker make entertaining effortless. Five fireplaces, custom-built-ins, wood

Rich Caplan Deerfield Valley Real Estate

Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with a dedicated office space and attached garage offers over 3,000 square feet of living space. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from winter skiing and riding to relaxing summer

Kim Meeker Southern Vermont Realty Group

This home IS quintessential Grafton Vermont! Built c. 1850 this stately 4 over 4 colonial served as the Parsonage for the Grafton Church as it is still referred to this day. Privately owned for nearly 30 years this handsome home is ready for new stewardship. Spacious and sturdy, this vintage gem offers plenty of space and has been updated for today’s lifestyle. The first floor offers open concept

Jessica Landers Barrett and Valley Associates Inc.

This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a picturesque half-acre pond in the front yard. Nestled on 2.06 acres in a tranquil neighborhood, the property offers an excellent floor plan for family living. The home features spacious bedrooms, a cozy brick fireplace in the living room with a cathedral ceiling, and a dining area with pine floors and pond views.

Jennifer Hovey-Densmore Deerfield Valley Real Estate

Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's

Monique White Deerfield Valley Real Estate

OPEN HOUSE SATURDAY 5/23 FROM 10AM to 12PM -- Beautifully expanded and fully renovated 18th-century farmhouse, thoughtfully reimagined by Gray Interiors of Darien, CT. This home blends timeless charm with an elegant yet relaxed New England feel. All systems and mechanicals have been completely updated and modernized. Stylish barnboard accents complement marble countertops, custom cabinetry,

Cheyanne Pugliese

The Woolley House, located at 587 Route 121 East and built around 1818, is a rare and remarkably preserved 2.5 story brick residence in the Federal style. This home, originally constructed for early woolen mill owner John Woolley, features a side-hall layout, blind-arch entryway, and fanlight transom.Original details are beautifully preserved throughout including an original central cooking

Mendi Michael Engel & Völkers Okemo

This stately Colonial Revival style home is situated privately on nearly 10 acres with its awesome 3 story 30' X 40' barn accessed by a long winding driveway. The main level features include large spacious rooms with wainscoting and natural woodwork, an open kitchen/dining/living floor plan, half bath/laundry and a pantry off kitchen, proper foyer, living room with a grand fireplace, wide

Chris Long BHG Masiello Brattleboro

What do you get when two pioneers buy a beautiful colonial farmstead with the intention of sticking around quite a while, rehabilitate it for their long-term use, and then find out work will require them to relocate? You get this gorgeously renovated 4-bath-4-bed 1890 construction on over 2.5 lovely acres back on the market! Historical authenticity has not been sacrificed in their successful

Zachary Zupan EXP Realty

The Hickory Ridge House is a Federal Masterpiece. Own a definitive piece of Vermont history with this 1808 Federal-style estate, proudly listed on the National Register of Historic Places. For decades, it was a B&B. It could still be used as a very upscale, sophisticated country Inn. While its soul remains rooted in the 19th century, its heart beats with 21st-century innovation. This meticulously

Thomas Dahlin Berkley & Veller Greenwood Country

Historic 5 bedroom 3 bath home located in the heart of Saxtons River Village offering generous living space, classic character, and a convenient village setting. With multiple levels of living space and large rooms throughout, this home provides flexibility for a variety of living arrangements including space for guests, home offices, hobbies, or extended living needs. Original details and

Thaddeus Abare Barrett and Valley Associates Inc.

Welcome to this spacious contemporary home located on the desirable Hartley Hill Road, conveniently situated near Saxtons River, Bellows Falls, Putney, and I-91. Built in 2008, this well-maintained home offers quality craftsmanship including a brand new roof installed April 2026, high-end utilities, and modern comforts throughout. The finished, walk-out lower level features radiant heat, abundant

Chelsea Richardson Barrett and Valley Associates Inc.

**OPEN HOUSE Sunday 6/14 2-4pm** Located in the charming town of Whitingham, this well-maintained historic home offers five bedrooms and open-concept living space. Upon entering, you'll find a convenient mudroom with a large coat closet. Enjoy a sun filled dining room and kitchen featuring live-edge wood slab countertops, open shelving, and a farmhouse sink. The open living room provides plenty

Michelle O'Neil Deerfield Valley Real Estate

Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and stone walls, while only minutes from amenities including the local creekside farmers market, treasured food co-op and Brattleboro's vibrant downtown. A gorgeous stone floor and blown glass windows in the entry vestibule set the tone as you are drawn to the stunning great room. The home tastefully captures

Kristen Ziter Taylor Brattleboro Area Realty

STRONG RENTAL HISTORY & INVESTMENT OPPORTUNITY IN A TURN-KEY PROPERTY. Located in the heart of Grafton, Vermont, on a spacious one-acre, flat lot a quick stroll from town, this extensively renovated property offers exceptional flexibility and scale. The single family or multi-family property is configured to allow division into two condominium-style living spaces plus a separate artist loft or

Erin McCormick KW Vermont