Village Homes For Sale in Vermont

The charm of living in a village—whether you’re close to all the action or at a comfortable distance from it—is an irresistible draw for people moving to Vermont. Featured on this page are homes in large and small village settings where many amenities are within walking distance.

Vermont’s Okemo Mountain and Okemo Valley Condos for Sale

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This lovingly restored Arts and Crafts style home is located just 10 minutes from Okemo Mountain. Built in 1928, this home sits on a peaceful, elevated street in Cavendish, just steps from the town’s sledding hill. Owned by the same family for 20 years, the memories made here are priceless. The children learned to ski at Okemo and with everyone grown, the family is ready to pass along this property. Quite a lot of updating has happened paying attention to detail and preserving the original features of the house. The custom kitchen cabinets were designed to fit with the style of the house and the granite island makes for a perfect gathering space. The dining room will also seat many and is open to the living area where you can relax in front of the gas fire view stove. Finishing the third floor created a cozy space for everyone to watch a movie and relax before retiring to the 4 bedrooms on the second floor. The owners also built a garage with plenty of room on one side to store kayaks and much more gear to enjoy all that Vermont has to offer year round. The hot tub room on the other side of the garage welcomes you after a day on the slopes. The level side yard has a firepit ready for toasting marshmallows and telling stories. Wake up early or sleep in. Either way the covered front porch will be waiting for you and your first cup of coffee while the fresh Vermont air wakes you up for another amazing day. $549,000 Active

127 Pleasant Street Cavendish, Vermont

4 Beds 2 Baths 2,300 SqFt 0.38 Acres

This home has served as a primary residence and also as an income-producing rental. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well. It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont air or grilling for friends and family. Perhaps this is the reasonably-priced property not needing a lot of work that you have been waiting for? Become part of the Cavendish Community and have access to many ski mountains including Okemo. (This property has tenants with an annual lease from 9/1/2025 to 8/31/2026. Lease must be honored. Details available for interested buyers. There will be an easement from High Street to the back of the property to access the garage and back of the house, but the parking for this property is the driveway above the house on Pleasant Street.) $349,000 Active

130 Pleasant Street Cavendish, Vermont

3 Beds 2 Baths 1,496 SqFt 0.16 Acres

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the stairway, this home could be opened back up into a large single-family home. The attached barn adds some great space for fun and potential or just storage. It makes this home a true Vermont property. Both units are currently rented bringing in good income from great tenants who would like to stay. Be part of the Cavendish community just minutes from Okemo, the lakes, and an easy drive to I-91. $539,000 Active

81 High Street Cavendish, Vermont

6 Beds 2 Baths 2,304 SqFt 0.37 Acres

Chester VT Village Homes for Sale

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Welcome to your dream home – This meticulously maintained New England-style gem is bursting with charm and modern convenience. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the beautiful hardwood floors that add warmth and character to every room. Bask in the great natural light that fills every corner of this lovely abode, making every day feel bright and inviting. This home includes a main level bedroom, dining room and family room. In addition there is an attached garage and a barn for all your hobbies. This home is perfect for families and outdoor enthusiasts alike. Imagine being just a short stroll away from the village store for all your essentials and enjoying nearby skiing adventures in winter, along with shopping and restaurants year-round! Don't miss out on this incredible opportunity to own a piece of paradise in the heart of it all! Schedule your visit today and get ready to fall in love – your perfect home awaits! $399,000 Active

447 Elm Street Chester, Vermont

3 Beds 2 Baths 1,488 SqFt 0.25 Acres

Historically known as the Frank Harris House, this distinguished circa 1880 Queen Anne style Victorian commercial building on .75+/- acres has long been a landmark presence in the village of Chester. With its welcoming veranda and timeless charm, the property has served as a thriving office for many years and has many period architectural details throughout such as, a unique, colored transom window in the first floor meeting room, a white brick decorative fireplace with accent mirror in the large office/reception area, graceful bay windows, a mix of hardwood and softwood floors and a slate roof with diamond patterned bands. The heating system has recently been upgraded with a new direct vent boiler and efficient hydronic wall units to ensure comfort throughout the seasons. Additional features include a spacious kitchen area, 1.5 baths, a handicap access ramp and public water and sewer. The attached rustic two-story barn offers additional storage space and there is a large, second story three-season porch! Whether your vision involves refreshing the property for use as office space, transforming it to a multi-unit investment property or restoring it to a grand, single family home, the Harris House presents a rare opportunity—centrally located in the heart of Chester and within walking distance to the town green, shops, elementary school and recreation area. Also listed as under MLS #5058558. $425,000 Active

26 Main Street Chester, Vermont

4 Beds 2 Baths 2,562 SqFt 0.75 Acres

Charming Renovated Farmhouse in the Heart of Chester This beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway. Inside, enjoy a spacious kitchen with custom pantry shelving, a convenient first-floor laundry room and cozy mudroom. Two main-floor bedrooms provide flexible living options. The second level has a cozy 3rd bedroom and 3/4 bath plus the luxurious primary suite boasting a brand-new custom bathroom with a soaking tub, oversized steam shower, walk-in closet, and a peaceful sitting area. Outdoor living is equally inviting, with a covered wrap-around porch, screened porch opening to a stone patio, and a tranquil Zen garden. A vegetable garden awaits your green thumb, and the small attached barn offers extra storage or workshop potential. A newly added one-car garage and whole-house generator completes the package. Conveniently situated within 15 minutes of Okemo or Magic Mountain, and under 30 minutes to Bromley and Stratton—this is Vermont living at its best! $649,900 Active

95 Church Street Chester, Vermont

4 Beds 3 Baths 2,794 SqFt 0.5 Acres

Ludlow VT Village Homes for Sale

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Charming and well-maintained 3-bedroom, 2-bathroom manufactured home on leased lot in a peaceful 55+ community. This inviting home features an open concept layout, high ceilings, and is filled with natural light pouring in through multiple skylights, creating a bright and airy atmosphere. Step outside to a new deck with an awning—perfect for enjoying warm summer days. The fenced yard is great for pets or gardening and includes a garden shed for extra storage. The roof was replaced just two years ago, providing added peace of mind. Conveniently located just minutes from Okemo Mountain and Fox Run Golf Course. $209,999 Active

9 Stryhas Trailer Court Ludlow, Vermont

3 Beds 2 Baths 1,120 SqFt

Enjoy big Okemo views from this charming three-bedroom, two-bath home tucked on a quiet dead-end street just minutes from Okemo Mountain and downtown Ludlow. A spacious mudroom welcomes you inside — perfect for storing skis and gear after a day on the slopes. The bright and inviting living room features large windows that fill the space with natural light and a wood-burning fireplace for cozy winter evenings. Step out onto the expansive deck with a hot tub and take in sweeping views of Okemo and the surrounding mountains. Whether you’re looking for a comfortable year-round home or a vacation getaway, this property offers the ideal blend of privacy, convenience, and Vermont charm. Visit the Okemo real estate community today. Taxes are based on current town assessment. $499,000 Active

12 Twine Hill Road Ludlow, Vermont

3 Beds 2 Baths 1,680 SqFt 0.27 Acres

This home has been in the family since 1958. Simple, clean living in an extremely desirable area. It's ready for your makeover and has plenty of room for expansion. Just like in the TV shows, the carpet has been peeled up, revealing hardwood floors that will become show stoppers once rejuvenated. There is a two-car garage for convenience, which flows to an awesome mudroom for all your sports equipment. There are three cute bedrooms, one full bath, and a sizable living room. The backyard is a wide open space with stunning views across the West Hill Recreation area. Need more space? Go up? Blow out the back? There are many possibilities. Just minutes to Okemo's base area or a short walk downtown. This house has plenty of upside. Visit the Okemo real estate community today. Taxes are based on town assessment. $385,000 Active

125 West Hill Road Ludlow, Vermont

3 Beds 1 Baths 1,064 SqFt 0.54 Acres

Weston VT Village Homes for Sale

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This charming historic home, nestled on a hillside in the heart of Weston Village, offers a unique blend of old-world character and modern comfort. Built in the 1800s, the house is rich with architectural details, including aged barn wood accents, warm pine floors, and sunlit rooms that create a welcoming atmosphere for family and friends. The spacious living area is perfect for gatherings, while the home also offers plenty of quiet spaces to relax and unwind. The master suite is a true retreat, featuring stunning views of the stream at the back of the property, a walk-in closet, a dressing room, and a luxurious full bath. Each of the additional bedrooms is equally private, with its own bath either en-suite or just across the hall. Outside, the firepit area in the backyard and the front patio offer peaceful spots to enjoy the soothing sounds of the West River. Plus, with the Village Green, Weston Playhouse, and local shops only 0.2 miles away, this home is ideally located to embrace all that Weston has to offer. This property is a timeless treasure, ready to be cherished by generations to come. $799,000 Active

41 Lawrence Hill Road Weston, Vermont

7 Beds 6 Baths 4,642 SqFt 0.15 Acres

Belmont VT Village Homes for Sale

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Recent Sales Belmont VT Village Homes

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Vermont Village and Select Town Homes for Sale

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We Can Help You Find Village Homes for Sale in Vermont Now

When you’re ready to purchase a village home for sale, we’d love to help you find one that’s perfect for your needs.

Call us at 802-228-5333 or send us a message to let us know what you want from your next home. We can show you any listing in the area.