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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Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit or make into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Schedule your tour today! One of the owners is a licensed real estate broker. $399,000 Active

2055 & 2071 Main & 28 Pleasant Street Cavendish, Vermont

7 Beds 2 Baths 2,496 SqFt 0.71 Acres

This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious attached barn offers incredible storage. This property is just steps away from the local post office and village park and is located just minutes from Okemo Mountain Resort, making it a perfect Winter getaway or a lucrative Airbnb. Quick, direct access to Interstate 91 simplifies travel. $525,000 Active

81 High Street Cavendish, Vermont

6 Beds 2 Baths 2,304 SqFt 0.37 Acres

In the heart of the Proctorsville Village is this completely renovated, turnkey, three-bedroom home. Yes, it's right next to the railroad tracks, but the train goes by slowly at 11:00 am and 3:00 pm. At one time, it was a post-and-beam barn converted to housing. This bright, open floor plan is a perfect starter home or ideal vacation spot. Everything in this home is new: flooring, windows, appliances, paint and more. Bring your furnishings and make it yours! The upstairs is a blank canvas to add more living space or a second residence. This downtown charmer is walking distance to all of the amenities Proctorsville offers, including the new coffee shop, Outer Limits Brewery, Murdocks On The Green Restaurant, Singletons Store, and the list goes on. Enjoy summer concerts on the Green and a beautiful swimming hole a short stroll away. Come see this property today. $195,000 Active

129 Depot Street Cavendish, Vermont

3 Beds 1 Baths 960 SqFt 0.18 Acres

Chester VT Village Homes for Sale

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Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region. $445,000 Active

81 Main Street Chester, Vermont

5 Beds 4 Baths 3,865 SqFt 0.44 Acres

Ludlow VT Village Homes for Sale

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Welcome to Chapman House - a truly unique historic home with room for many friends and family. This property has been very fortunate to have owners who have consistently cared for and improved this amazing place. The current owners have added safety features including sprinklers and detectors and fire pulls with a system panel. These updates have allowed them to share this Victorian with others as a successful rental property for large groups. There is more rental potential with some marketing. The main floor includes the kitchen, a breakfast area, a dining room that seats many, a tv room, a game room with an air hockey/pool table, a laundry room/half bath, a space for throwing darts, and best of all the tavern in the back with its own bar, tv, and a brick hearth for a potential propane or electric stove or fireplace. The side door from the bar area leads to a deck for grilling and chilling and relaxing outside. The second floor has four bedrooms and two bathrooms with the ability to connect two bedrooms for a suite. The third floor which can be locked off as an owners' area or if there is a smaller rental group has two large bedrooms, a bathroom with a shower, and a cozy area to gather in the tower for conversation or a board game. Egress doors are on both the second and third floors for safety. Okemo is a quick drive up the access road and shuttle access this season may be possible too. Great food is just next door or a short walk into town opens up more possibilities for food and cocktails. Tapper is a town-maintained road and there is plenty of parking. The exterior painting is almost finished and some interior painting is on the schedule. Property is being sold turnkey. Information on the rentals and management are available by request. Road frontage noted is for Pond Street and does not include Tapper. Square footage measurements are a combination of public information and measured. $799,000 Active

21 Tapper Street Ludlow, Vermont

6 Beds 4 Baths 2,737 SqFt 1.07 Acres

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. $169,000 Active

9 Stryhas Trailer Court Ludlow, Vermont

3 Beds 2 Baths 1,120 SqFt

Tucked along a quiet side street in Ludlow Village, 16 Smith Street is filled with warmth, character, and timeless New England charm. Beautiful wood floors, rich natural woodwork, and classic pocket doors highlight the home’s craftsmanship, while a spacious wraparound porch invites you to slow down and enjoy village life. Inside, the large country kitchen features an eat-in island and opens to an additional flexible space ideal for a breakfast nook or cozy sitting area. The inviting living room is warmed by a pellet stove, perfect for taking away the chill after a day on the slopes. With three bedrooms and three bathrooms, the home offers comfortable space for owners and guests. The primary bedroom includes a recently remodeled en-suite bath, while the two additional bedrooms share another beautifully updated bathroom. Outside, a large deck provides plenty of room for dining and entertaining, and the backyard offers space to relax and play without demanding overwhelming maintenance. A detached garage/barn adds valuable storage and versatility. All of this is within walking distance of Ludlow’s shops and dining, with Okemo Mountain Resort just minutes away. A charming village home offering comfort, convenience, and an authentic sense of place. Visit the Okemo real estate community today. Taxes are based on town assessment. $450,000 Active

16 Smith Street Ludlow, Vermont

3 Beds 3 Baths 1,669 SqFt 0.13 Acres

Weston VT Village Homes for Sale

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Perfectly situated in the heart of one of Southern Vermont's most picturesque villages. Just a short drive from Stratton Mountain, Okemo Mountain Resort, Bromley Mountain, and Magic Mountain, this beautifully preserved property offers the ideal combination of historic character and modern comfort. Thoughtfully maintained, the home showcases classic New England architecture with warm pine floors, reclaimed barn wood accents, and abundant natural light throughout. Spacious living and gathering areas make entertaining effortless, while intimate sitting spaces provide the perfect setting to relax after a day of skiing, hiking, or exploring Vermont's scenic countryside. The expansive primary suite is a private retreat featuring tranquil river views, a walk-in closet, dressing room, and a beautifully appointed en-suite bath. Each additional bedroom offers its own dedicated bathroom, creating comfort and privacy for family and guests alike. Outside, enjoy mornings on the front patio overlooking the sounds of the river or spend evenings around the backyard fire pit. Located just a short walk from the Village Green, charming shops, dining, and the acclaimed Weston Playhouse, you'll experience the best of village living while remaining close to Southern Vermont's premier ski resorts, golf courses, hiking trails, and outdoor recreation. This property is a timeless treasure, ready to be cherished by generations to come. See for yourself! $670,000 Active

41 Lawrence Hill Road Weston, Vermont

7 Beds 6 Baths 4,642 SqFt 0.15 Acres

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. $294,000 Active

29 Markham Lane Weston, Vermont

2 Beds 1 Baths 750 SqFt 0.61 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.