$399,000 $186 per sq.ft. Chester VT Home »

Waterfront on River
4 Beds | 3 Baths |   Total Sq. Ft. 2148  |  Acres: 1.5
Tuesday Jan 6, 2026
Description: This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom. See MLS Property & Listing Details & 37 images.

$419,900 $212 per sq.ft. Chester VT Home »

Price Change! Reduced by $5,100 down 1% on July 31st 2026
5 Beds | 2 Baths |   Total Sq. Ft. 1982  |  Acres: 0.27
Friday Apr 10, 2026
Description: Welcome to this beautifully updated raised ranch, thoughtfully designed for both relaxed day-to-day living and effortless entertaining. Step inside to an open-concept main level bathed in natural light, anchored by rich hickory hardwood floors that flow throughout. At the heart of the home, the renovated kitchen shines with modern finishes, a classic apron-front farmhouse sink, and stainless steel appliances. Relax by the gas fireplace in the inviting living room, highlighted by soaring vaulted ceilings and rustic exposed wood beams. Accommodating family and guests with ease, the layout features 5 generous bedrooms and 2 updated baths. The primary suite acts as your own private sanctuary, complete with an ensuite bath featuring a double vanity, and a private balcony. The flexible lower-level bonus space easily adapts to your lifestyle - ideal for a home gym, media room, or private office. Outdoor living is a breeze while you're relaxing bug-free on the screened porch! Tucked away on a quiet dead-end street, this turn-key residence pairs privacy with convenience with an easy walk to the vibrant Chester Green. Additional highlights include the boiler replaced in 2021, the freshly painted interior in 2022, new windows installed throughout the house in 2021 and 2025, a new sump pump installed in 2023, and a newly paved driveway in 2024. Electrical updates and a full foundation restoration have been completed in 2026 for long-term structural integrity (inquire for more information or see under Attached Documents), providing peace of mind for years to come. Don't miss your chance to own this move-in ready gem in a prime Chester location! See MLS Property & Listing Details & 43 images.

$445,000 $115 per sq.ft. Chester VT Home »

Price Change! Reduced by $30,000 down 7% on August 23rd 2026
5 Beds | 4 Baths |   Total Sq. Ft. 3865  |  Acres: 0.44
Thursday Jun 18, 2026
Description: 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. See MLS Property & Listing Details & 58 images. Includes a Virtual Tour

$469,000 $193 per sq.ft. Chester VT Home »

Price Change! Reduced by $10,000 down 2% on July 6th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2676  |  Acres: 2
Tuesday May 5, 2026
Description: Located in the village of Chester, this 3-bedroom, 3-bath property offers a rare amount of space and flexibility for an in-town setting. You'll enter through the heated attached two-car garage into a layout that's both functional and easy to live in, with room to spread out when you need it and gather when you want to. The kitchen features warm wood cabinetry, a breakfast bar, and a flexible area that works just as well for casual dining as it does for a home office setup. The dining space flows easily into a sunken living room, where the pellet stove becomes a natural gathering spot. Two bedrooms on the main level, each with their own bath, make this a great fit for a variety of living situations. Upstairs, you'll find a spacious bedroom, a separate flex room currently used as a movie room, and an unfinished bonus area ready for whatever you have in mind. Storage is not an issue here, between the closets and full basement, there's plenty of space to keep things organized. The home is equipped with a new furnace and four heating zones, offering efficiency and control throughout. Outside, a wide back patio gives you a great place to relax, while the barn and oversized three-bay garage offer serious utility for storage, equipment, or hobbies. The detached garage is currently rented for $500 per month, and the tenant would be open to continuing that arrangement with the next owner. The property borders Lovers Lane Brook, adding to the natural setting and privacy, all just minutes to Chester's shops, dining, and village amenities. If you've been looking for an in-town property with more space and versatility than most, this one is worth a look. Furnishings are negotiable for anyone looking for a truly turn-key property! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$479,000 $295 per sq.ft. Chester VT Home »

Price Change! Reduced by $10,000 down 2% on August 14th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1626  |  Acres: 0.33
Thursday Jun 18, 2026
Description: Located in the Historic Stone Village of Chester, this thoughtfully renovated and reimagined circa 1880 home combines modern minimalist style with artisan craftsmanship. Set on .33± acres, this light-filled property features wide-pine floors, exposed beams, and a Vermont Castings woodstove anchoring an inviting open-concept living space. The kitchen/dining area showcases country cabinets with butcher block counters, attractive center island with Vermont slate/stone counter, stainless steel sink and dishwasher framed by a wall of windows with a picturesque valley view. A spacious first-floor bedroom, full bath and convenient laundry area provide easy one-level living. Upstairs, two additional bedrooms with generous closets share a stylish full bath finished with classic subway tile. Recent upgrades include energy efficient systems and a new four-bedroom leach field, offering peace of mind for full-time residents, second-home owners, or investors. Offered fully furnished, this turnkey Vermont property has a proven history as a successful seasonal rental. Experience the vibrant community of Chester, with its charming village shops and restaurants, town pool, recreation area, premier disc golf course, pickleball and tennis courts, snowmobile club, and thriving artisan culture. Ideally located near Okemo Mountain Resort and Magic Mountain ski areas. This quintessential Vermont home is equally suited as a primary residence, ski getaway, vacation home, or income-producing investment property. See MLS Property & Listing Details & 33 images. Includes a Virtual Tour

$449,000 $340 per sq.ft. Chittenden VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1320  |  Acres: 2.8
Sunday Aug 23, 2026
Description: YOUR VERMONT ADVENTURE BEGINS AT YOUR DOORSTEP! Since 2002, this charming custom-built furnished home has been the setting for countless memories, and now it is ready for its next chapter. Tucked away in a private Chittenden setting with direct access to the VAST Trail, this delightful three-bedroom, two-bath, one-level home is the perfect size for a year-round residence or Vermont getaway. Snowmobile for miles along groomed trails, explore wonderful walking and hiking paths, or spend your days kayaking and swimming at the nearby Chittenden Reservoir. After a day of adventure, relax on the deck overlooking the fire pit and Green Mountains, or unwind on the welcoming front porch. Situated on 2.88 acres among other attractive private homes, this well-maintained property offers comfort, convenience, and easy access to everything outdoor enthusiasts love about Vermont. The renowned Mountain Top Inn and Resort is just minutes away, offering fine dining on the patio overlooking the reservoir, horseback riding, and cross-country skiing. Chittenden is also home to Barstow Memorial School and offers high school choice, an attractive benefit for many families. Killington Resort, known as the Beast of the East, is within easy reach, while nearby Rutland provides farmers' markets, restaurants, shopping, and everyday conveniences. Custom-built and lovingly enjoyed by the current owners, this special home is ready for someone new to create lasting memories. Simply arrive, settle in, and start enjoying the Vermont lifestyle. See MLS Property & Listing Details & 32 images.

$485,000 $309 per sq.ft. Chittenden VT Home »

Price Change! Reduced by $10,000 down 2% on August 14th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2100  |  Acres: 3
Friday Jul 24, 2026
Description: Welcome to your ideal Vermont retreat at 224 Holden Road! Nestled on 3 private, mostly flat wooded acres in popular Chittenden, this beautifully maintained classic Cape offers the perfect blend of peaceful seclusion and convenient accessibility. Step inside to find an inviting open floor plan designed for effortless entertaining and quality time. The main level delivers the convenience of true first-floor living, featuring a bedroom, full bathroom, and laundry. Upstairs, two additional generously sized bedrooms and a second full bath provide plenty of space for everyone. The basement offers versatile bonus rooms, perfect for a home office, gym, or game room. Relax on the expansive western view back deck and take in breathtaking sunset views over a neighboring horse pasture, serene ponds, and the majestic mountains. The open yard is ideal for recreation and comes complete with its own unique, fully powered custom treehouse! A detached two-car garage provides excellent shelter and extra storage for outdoor gear. Located in a community that is served by Barstow Elementary and Middle schools, and offers coveted high school choice, this location is an outdoor enthusiast's paradise. You are just 10 minutes from the Chittenden Reservoir, 20 minutes from the Paramount Theatre in Rutland, and under 30 minutes from world-class skiing at Killington Resort. Perfect as a full-time residence or a quintessential Vermont getaway! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$279,000 $268 per sq.ft. Clarendon VT Home »

Waterfront on River
2 Beds | 2 Baths |   Total Sq. Ft. 1040  |  Acres: 0.59
Sunday Apr 19, 2026
Description: Beautiful 2-bedroom, 2-bath home in Clarendon, set on just over half an acre. This inviting property features stunning wood floors throughout and floor-to-ceiling windows in the dining area that fill the space with natural light. The spacious living area offers a pellet stove hookup, perfect for cozy evenings. Conveniently located near schools, shopping, restaurants, and skiing, this home offers the perfect blend of country living and accessibility. Don't miss this opportunity--schedule your showing today! See MLS Property & Listing Details & 42 images.

$280,000 $202 per sq.ft. Clarendon VT Home »

Price Change! Reduced by $20,000 down 7% on August 12th 2026
Waterfront on River Mill River
3 Beds | 1 Baths |   Total Sq. Ft. 1388  |  Acres: 1
Tuesday Jun 30, 2026
Description: Step into the timeless charm of this picture-perfect 1925 Vermont country cottage, where character, comfort, and a lifetime of love come together. Offering 3 bedrooms, 1 full bath, and convenient first-floor laundry, this home is as inviting as it is functional. From the moment you arrive, you'll be captivated by the large screened-in front porch - the perfect place to enjoy your morning coffee or unwind while taking in the peaceful surroundings. Situated on a spacious corner lot, the property offers endless opportunities for gardening, raising chickens, or simply enjoying the outdoors. Complete with a charming chicken coop, gardening shed, oversized 2-car garage, and bonus storage space off the back of the garage, there's room for all your hobbies and projects. The backyard is truly something special, backing up to the Mill River and the picturesque Kingsley Mill Covered Bridge, creating a quintessential Vermont setting that's hard to find. Lovingly cared for by the same owners for the past 67 years, this home radiates warmth and pride of ownership. Their hearts and souls have been poured into every corner, creating a welcoming atmosphere you can feel the moment you walk through the door. Cute as can be and ready for its next chapter, this beloved cottage is waiting for someone new to make it home. See MLS Property & Listing Details & 31 images.

$300,000 $234 per sq.ft. Clarendon VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1280  |  Acres: 1
Thursday Jul 9, 2026
Description: Wait until you see this view....Unbelievable, long distant view over meadow to hillside to mountains beyond. Every day would be different and remarkable and the sunsets can't be beat. You will appreciate the screen porch in the front. You will undoubtably spend hours there. This 16x80 foot mobile home has 3 bedrooms, 1 with a private bath. The home was built in 2007 and is in nice condition. The kitchen is handsome, and there is a private deck off the back. Steps away from the house is a 32x24 garage with 10-foot ceiling. There's a woodstove out there. If you have any handy men in the family, you know where they will be. Upstairs above the garage is an accessory dwelling unit with a private deck off the back. There is a kitchen/living room, a bedroom, a small office and a 3/4 bath. There's a pellet stove as well. The back of the property is a gently sloping lawn area. It could definitely be home to chickens or four-legged creatures or a giant garden spot. The location is super convenient. It's just a 1/2 mile off Route 7 so it's an easy commute to anyone that works in the area as well as shopping or medical. But being a part of a small town has great benefits..community, neighborhood, local school and more. It's not far from Killington or Okemo. Plenty of outdoor opportunities nearby. Don't wait. Come have a look at all that is offered here. Seller relocating, offer encouraged. Don't miss out! See MLS Property & Listing Details & 40 images.

$355,000 $205 per sq.ft. Clarendon VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1735  |  Acres: 5.5
Wednesday Jun 17, 2026
Description: Classic Vermont Farmhouse on 5.5 picturesque acres in Clarendon. Enjoy country living with a covered front porch, beautiful stone wood-burning fireplace, detached garage, and workshop. The open land has a history of agricultural use, including Christmas trees, horses, and livestock, offering excellent hobby farm potential. Conveniently located just 10 minutes to downtown Rutland and 5 minutes to Rutland Southern Vermont Regional Airport, combining rural charm with easy access to town amenities. Open House this Saturday June 20th from 10:30 to noon. See MLS Property & Listing Details & 36 images.

$425,000 $234 per sq.ft. Clarendon VT Home »

Waterfront on River Clarendon River
3 Beds | 2 Baths |   Total Sq. Ft. 1820  |  Acres: 1.6
Tuesday Jul 28, 2026
Description: Welcome to the Vermont you've been dreaming about. Tucked away in the peaceful countryside, this meticulously maintained home offers the best of both worlds - quiet country living with the convenience of town just minutes away. Designed for effortless one-level living, the thoughtfully planned layout makes everyday life easy, whether you're buying your first home, looking to downsize, or simply seeking the ease of living all on one level. Step outside to the backyard your dog has been dreaming about - plenty of room to roam, entertain, garden, or simply relax and enjoy the beautiful VT setting. While the home is move-in ready today, it also offers incredible room to grow. From abundant kitchen storage to closets with built-in shelving and ample space for seasonal decorations and everyday essentials, this home offers a place for everything.The expansive basement and unfinished attic offer exceptional potential to add significant finished living space; imagine a home office, play room, guest suite, studio, fitness room, workshop, or the ultimate recreation space; the possibilities are nearly endless as your needs evolve. What truly sets this property apart is the exceptional level of care it has received over the years. Every improvement reflects thoughtful ownership and pride of place. The love, maintenance, and attention invested in this home are evident from the moment you arrive, creating a property that has been cherished - not simply lived in. If you've been searching for a home that offers comfort, flexibility, and the best of Vermont living, this is the one you won't want to miss. See MLS Property & Listing Details & 39 images.

$450,000 $157 per sq.ft. Clarendon VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2868  |  Acres: 2.75
Wednesday Aug 12, 2026
Description: Enjoy the space, privacy, and versatility of this 4-bedroom, 2-bathroom home set on a private 2.75-acre lot. The contemporary open-concept first floor offers a comfortable layout designed for both everyday living and entertaining, featuring a spacious kitchen, living area, and a convenient primary bedroom with its own bathroom. The lower level provides plenty of additional living space, with three bedrooms, an office, a bonus room, and a laundry room. The bonus room is perfect for children, a playroom, media space, or hobbies, while the office offers a quiet place to work from home. With room for a large family, visiting guests, or use as a ski home, this property offers flexibility to fit a variety of lifestyles. Step outside and enjoy the large front deck, perfect for relaxing, dining, or entertaining while taking in the peaceful surroundings. The three-bay garage provides abundant space for vehicles, recreational equipment, tools, and storage. The spacious backyard offers plenty of room for gardening, pets, children, outdoor activities, and gatherings. A private setting with generous indoor and outdoor space, this home offers the combination of comfort, functionality, and room to enjoy everything the property has to offer. See MLS Property & Listing Details & 32 images.

$300,000 $375 per sq.ft. Corinth VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 800  |  Acres: 0.9
Wednesday Jul 15, 2026
Description: Welcome home to this beautifully maintained country gem, tucked away on a quiet gravel road just minutes from town. This move-in-ready home is spotless from top to bottom, featuring gleaming wood floors, all-new appliances, updated fixtures, including a new heating system, and a bright, welcoming interior. A newer standing seam metal roof provides lasting value and peace of mind. Whether you're enjoying the tranquility of the rural setting or the convenience of nearby amenities, this home offers the best of both worlds. If you're looking for an affordable, turnkey property with timeless charm and exceptional care, this is the one you've been waiting for! See MLS Property & Listing Details & 13 images.

$339,000 $159 per sq.ft. Corinth VT Home »

Price Change! Reduced by $11,000 down 3% on August 22nd 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2135  |  Acres: 0.5
Tuesday Jun 30, 2026
Description: Nestled away on a dead-end sleepy side street in historic East Corinth, VT you will find this spacious gem on .5 acres. With a white picket fence and distinctive features there's tons of flexible interior space for First Floor Living with even more bedrooms and living space above. An open floor plan leads you across beautiful softwood & hardwood floors to a natural lit interior, a semi open kitchen with window lit pantry, and a choice of 1st floor bedrooms. Office space/ studies/ additional rooms abound, and there is an attached one car garage & workshop, and two additional parking spots across the little road in. A large deck with covered grilling area is out back, just below the sauna hut needing a heat source. Finally, when you didn't even know it existed, there is a large field on the plateau up above the house, up above EVERYTHING! All this within walking distance of the Post Office, Library & the Health Center, and only 12 minutes to Bradford and 30 minutes to Barre. Great Hiking, Biking & Fishing in the local mountains, lakes & rivers. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour