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 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

Opportunity meets flexibility at this charming two-unit property in the heart of Proctorsville. Ideal for an owner who wants a vacation getaway with built-in income potential — or as an easy, turnkey investment — this well-kept duplex offers multiple paths to ownership. The downstairs unit features a three-season porch/mudroom entry, two bedrooms, an open-concept living, dining area, and kitchen, a full bath, and a dedicated laundry/storage room. It comes partially furnished and currently has a lease in place, providing immediate income. Upstairs, the second unit offers two bedrooms, a comfortable open living and dining room or home office, an eat-in kitchen, a full bath, a large three-seasons porch, and a private deck overlooking open meadow views. The upper unit is vacant and ready for personal use or rental. The location is unbeatable — walk to shops, dining, and village amenities in Proctorsville, and enjoy being less than 10 minutes to Okemo Mountain. A rare opportunity to combine lifestyle and investment in one property. Visit the Okemo real estate community today. Taxes are based on the town assessment. $325,000 Active

818 Main Street Cavendish, Vermont

4 Beds 2 Baths 1,696 SqFt 0.22 Acres

Chester VT Village Homes for Sale

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Welcome to this delightful 3-bedroom, 1-bath home nestled in the picturesque village of Chester, Vermont. Perfectly situated within walking distance to local shops, schools, and restaurants, this property offers the ideal blend of convenience and small-town charm. Step inside to find a spacious mudroom and laundry area — a practical entryway for Vermont living. The open kitchen and dining area provide plenty of room for gatherings, while the cozy living room invites relaxation after a long day. A full bathroom completes the main level for easy accessibility. Upstairs, you’ll find three comfortable bedrooms filled with natural light. The attached back barn offers exciting potential for additional living space, a workshop, or studio. Outside, enjoy your private fenced backyard with garden space, a fire pit, and even a bar area — perfect for entertaining family and friends. This inviting village home combines charm, functionality, and opportunity — come experience all that Chester has to offer! Visit the Okemo real estate community today. Taxes are based on current town assessment. $390,000 Active

531 Main Street Chester, Vermont

3 Beds 1 Baths 1,608 SqFt 0.25 Acres

Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chester’s shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapter—solid, adaptable, and full of possibility. Come See Today!! $529,000 Active

514 First Avenue Chester, Vermont

5 Beds 5 Baths 3,880 SqFt 4.8 Acres

$5000 buyer credit offered with accepted offer by 3/15/26!!!Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the gorgeous 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! $369,000 Active

447 Elm Street Chester, Vermont

3 Beds 2 Baths 1,488 SqFt 0.25 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. $179,000 Active

9 Stryhas Trailer Court Ludlow, Vermont

3 Beds 2 Baths 1,120 SqFt

Outstanding views of Okemo Mountain from this well maintained, 3 bedroom, 2 full-bathroom condo with upgrades throughout. Living space is open and centered on a woodburning fireplace. Great mudroom with space to store all your gear. Located on the second level, this unit is bright with a private deck to enjoy sunsets and unobstructed views of ski trails, Black River, and pool. Primary bedroom has an updated ensuite bathroom and walk-in closet with built-in shelving. Updated kitchen and breakfast bar, all new lighting throughout, new hot water tank, and air-conditioning unit. Great access to skiing on the free mountain shuttle and an easy walk to village shops and restaurants. One of the best locations in Brookhaven! $375,000 Active

32 Route 103 South C5 Ludlow, Vermont

3 Beds 2 Baths 1,134 SqFt

Perched on a gentle knoll in the village, this inviting Cape-style home offers comfort, convenience, and room to grow. Ideally located just minutes from downtown Ludlow, enjoy easy access to the Okemo shuttle, local shops, dining, and the town’s vibrant community. The home has been meticulously maintained and thoughtfully updated with a remodeled kitchen and refreshed baths. Featuring three bedrooms and two bathrooms, it offers a warm, functional layout with built-in bedroom dressers, generous closet space, and abundant natural light throughout. An oversized two+-car garage provides excellent potential for expansion, (permits pending for finishing above) while the spacious deck and level yard create the perfect backdrop for outdoor entertaining. The basement features a small den, bonus room and there is roughed-in plumbing for a future third bathroom. Outdoor enthusiasts will appreciate nearby Okemo Mountain, a golf course, lakes, and the VAST trail and mountain biking trails just behind the property. A perfect blend of village and country amenities! This well-loved home presents a rare opportunity to enjoy today while planning for tomorrow—an ideal setting for making lasting memories with family and friends. Visit the Okemo real estate community today. Taxes are based on current town assessment. $520,000 Active Under Contract

9 Deeplawn Court Ludlow, Vermont

3 Beds 2 Baths 2,350 SqFt 0.44 Acres

Weston VT Village Homes for Sale

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This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village of Weston is waiting for a new owner that is looking for a sweet little Vermont retreat. Built in 1947, this home offers timeless character with cozy living spaces and classic Vermont charm. Perfectly situated within walking distance to the Weston Playhouse, the iconic Vermont Country Store, and locally owned shops. Enjoy easy access to nearby ski areas, including Bromley, Magic, Okemo and Stratton as well as the scenic town green, and all that this vibrant village has to offer. Weston is a short drive to Manchester Center for outlet shopping and dining as well as other outdoor activities including hiking, horseback riding and tubing on the Battenkill. The current owners have installed a new electrical panel, new flooring with the exception of the kitchen and updated the bathroom. Whether you’re seeking a year-round residence or a weekend getaway, this charming Weston cottage provides the perfect blend of history, convenience, and small-town beauty. $299,000 Active

29 Markham Lane Weston, Vermont

2 Beds 1 Baths 750 SqFt 0.61 Acres

Not far from Southern Vermont Mountain Resorts, this charming historic home is nestled on a hillside in the heart of Weston Village and 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. $719,000 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.