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

An inviting 1915 Colonial Revival farmhouse ,rich in New England character, with large front porch, an enclosed sun room and timeless architectural details. The only house at the end of a publicly maintained road, the 17 acre property overlooks Cavendish's surrounding mountains and includes a nice view of Mount Ascutney. Entering through the main floor side porch, the main floor layout includes a mud room/laundry, kitchen with stainless countertops and lots of storage, large living room, dining room and auxiliary rooms for office space. In the grand entry hall find the elegant stairway leading to the upper two floors and 7 bedrooms. There is a Jack and Jill set up, an en-suite and 4 other nicely sized bedrooms. Interior features include several fun built-ins; drawers in the hallway, leaded glass cupboards in some of the bedrooms, a wonderful linen closet and an original phone booth on the second floor! The lower level has space for a workshop and plenty of storage. The property also has a 3 car garage with a garden shed on the back. 17 acres of land includes trails, views, options for animals and gardens. Recent updates include paint throughout, refinished hardwood floors, electrical and plumbing upgrades, basement windows and a security system. An in-ground water system for animals was installed in the large flat field behind the house. Save on plowing! Driveway is a public road and cared for by the town. Driveway circle is the responsibility of the owner. Exceptional opportunity to own a grand home on a lovely parcel of land. In town convenience with a private rural feel. Proximity to Ludlow and Okemo is less than 10 miles and the best local shopping at Singletons store is minutes away! $885,000 Active

89 Bonts Hill Road Cavendish, Vermont

7 Beds 4 Baths 3,912 SqFt 17 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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MOVE-IN READY! Chester, VT, One-Level Living, 0.25 Acre Level Yard, Amazing Outdoor Space! Enjoy easy, comfortable one-level living on a quiet circle in charming Chester, Vermont! This inviting home features a bright living room with a large picture window, an eat-in kitchen with abundant cabinet and counter space, and a well-built front deck. The fabulous front and back decks provide wonderful spaces for outdoor entertaining, relaxing, and enjoying the sunshine! The spacious lower-level recreation area offers endless possibilities, complete with a workshop, laundry area, and abundant storage. Additional features include public water and sewer, newer oil tank, paved driveway, a sunny, level 0.25 acre yard, and TWO oversized sheds ideal for storage, hobbies, or workshop space. Conveniently located near downtown Chester's historic Stone Village, shopping, dining, and renowned antiquing. Enjoy easy access to Okemo Mountain, the Williams River, hiking trails, and picturesque Grafton. Close to Springfield, VT, and Claremont, Hanover, and Lebanon, NH. Enjoy small-town Vermont charm, outdoor recreation, and attractive property taxes in one of Southern Vermont's most beloved villages. A wonderful opportunity to move right in and enjoy all that Chester has to offer! $240,000 Active

148 Kevadus Circle Chester, Vermont

2 Beds 1 Baths 912 SqFt 0.25 Acres

Welcome to this comfortable Cape-style home in Chester, Vermont, offering a wonderful combination of classic charm, practical features, and flexible living space. Whether you’re looking for a place to call home or a property with room to make your own, this home has plenty to offer! The property features a durable standing seam metal roof, double-pane vinyl windows, and beautiful hardwood floors throughout most of the main level. The inviting layout provides comfortable everyday living, while the level lot offers usable outdoor space for gardening, relaxing, entertaining, or enjoying the seasons in Vermont. An oversized one car garage provides convenient parking along with additional room for storage, tools, or recreational equipment. Downstairs, you’ll find a finished office or bonus room with its own exterior access, creating a versatile space for working from home, pursuing hobbies, setting up a home gym, or accommodating your changing needs. Located in the charming town of Chester, this property offers an opportunity to enjoy small town Vermont living while making the most of a home with appealing features and flexible spaces. With its practical updates, hardwood flooring, usable yard, and bonus room potential, this Cape-style home is ready for its next owner to make it their own. Come see all that this property has to offer! $269,000 Active

426 Vermont Route 103 Chester, Vermont

4 Beds 1 Baths 1,324 SqFt 0.25 Acres

This cozy home presents so many opportunities-Live here, vacation here, rental property, renovate as you want and flip, ski home! Offering 2 bedrooms, 1 full bathroom, eat in kitchen/dining room, and living room. Outside is a great 1 car garage with plenty of space for all your tools, lawnmower, etc. Set right in the town of Chester in short walking distance to stores or the town green with wonderful coffee shops and other great shops! Close to ski areas, hospital, schools, and much more, whatever you are looking for this single floor home could check all your boxes! Or would make a great investment property with a little work! Call for your appointment today. $129,900 Active

473 Elm Street Chester, Vermont

2 Beds 1 Baths 756 SqFt 0.2 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. Take advantage of this significant price reduction. Rentals are blocked to make it easier to show. 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 including a small 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. 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. $739,000 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

Discover a rare mountain retreat at Okemo, beautifully remodeled from top to bottom with an elegant modern country flair. Perfectly located just off the Okemo Access Road, this exceptional home features three levels of living space along with generous front and back decks designed for seamless indoor-outdoor enjoyment. The main level welcomes you with a uniquely designed kitchen, a sun-drenched dining room perfect for entertaining, and a dramatic sunken living room anchored by a gorgeous, inviting fireplace. Upstairs, the top level serves as a private sanctuary, offering a tastefully styled primary en-suite bedroom and bath alongside a cozy loft sitting area that overlooks the scenic outdoors. The lower level provides excellent additional space for guests or recreation, complete with a cozy den, a full bath, a dedicated bedroom, and a versatile bonus room. Situated so close to the slopes that it captures the true essence of resort living, this property lets you embrace the ideal Vermont lifestyle, whether you are relaxing in the outdoor hot tub after a day on the mountain or enjoying activities in the spacious yard. $720,000 Active

100 Okemo Acres Ludlow, Vermont

2 Beds 3 Baths 2,332 SqFt 1 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

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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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.