$350,000 $227 per sq.ft. Chelsea VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1542  |  Acres: 0.33
Thursday May 15, 2025
Description: Welcome to this beautifully maintained 4-bedroom, 1.5-bath antique Cape that seamlessly blends classic New England charm with thoughtful updates. Set on a picturesque lot, this home features inviting garden spaces, mature landscaping, and a large storage barn--perfect for hobbyists, outdoor enthusiasts, or additional workspace. Inside, you'll find warm wood floors, original details, and an easy-flow layout that offers both character and functionality. The updated kitchen and baths preserve the home's vintage charm while offering contemporary comfort. One of the standout features is the custom timber-frame carport, equipped with solar panels--combining rustic craftsmanship with sustainable living. Also enjoy a Tesla battery backup that kicks on automatically if power goes out. Whether you're sipping coffee under the covered porch and listening to the river, hosting friends in the spacious yard, or enjoying the peace of rural living, this home offers the perfect blend of timeless appeal and modern efficiency. Don't miss the opportunity to own this truly unique property! See MLS Property & Listing Details & 28 images.

$395,000 $171 per sq.ft. Chester VT Home »

Price Change! Reduced by $200,000 down 51% on September 24th 2025
6 Beds | 1 Baths |   Total Sq. Ft. 2308  |  Acres: 34.9
Monday Jun 16, 2025
Description: A big price improvement! The possibilities are endless with this beautiful property that has been in the same family since 1964! You will not find a nicer piece of Vermont land than this, with approx. 34 acres of open pastureland bordered by hundreds of feet of the Williams River. This stream offers some great summertime activities such as swimming and fishing! The house and attached barns can be a showplace with some love, and this property is looking for that person who can bring it back to its former glory days. As they say, the buildings have good bones, so consider this a blank canvas to do whatever you please for renovations. Since it's very original, you can update without having to tear out former "improvements" that might have taken away the antique charm. Since it was a working farm at one time, it still has the old silo. Years ago, this was made into a 4-level living unit. You can bring this back to life and use it as a very unique vacation rental or keep it as a very cool place for your kids and grandkids - much cooler than a treehouse! The attached barns are huge and for years they were used as an antique store. You could do that again, or you could use it for animals. With the open land which supplies a big supply of hay each year, this property would be great for horses, cows, and other large animals. There is also a sugar house, plus a separate building out front that was also used for the antique business. Several apple trees, a huge rhubarb patch, and more! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$399,000 $147 per sq.ft. Chester VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2710  |  Acres: 1.79
Wednesday Jun 4, 2025
Description: Tucked away on a quiet dirt road, this spacious sunny south-facing home offers a peaceful retreat with sweeping views of the surrounding countryside. Step onto the expansive front deck and take in the stunning long-range scenery, including a picturesque pond just beyond the property--yours to enjoy without the upkeep. Inside, the home is open and inviting, with plenty of room to relax or entertain. The large finished basement provides valuable living space, ideal for a game room, media area, or accommodating guests. Recent improvements include a brand-new roof and a high-efficiency propane furnace, both installed just last year, offering modern comfort and peace of mind. Ideally located close to Okemo, plus Stratton, and Magic Mountain are just a short hop away; this property offers the perfect balance of privacy and accessibility. With Vast trails, dirt roads to roam on this is a heavenly location. Whether you're seeking a full-time residence or a weekend escape, this home welcomes you to experience the best of Vermont living. See MLS Property & Listing Details & 29 images.

$425,000 $166 per sq.ft. Chester VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2562  |  Acres: 0.75
Wednesday Aug 27, 2025
Description: 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. See MLS Property & Listing Details & 41 images. Includes a Virtual Tour

$448,888 $260 per sq.ft. Chester VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 1.12
Saturday Oct 4, 2025
Description: Looking for your dream Vermont escape? Look no further than this unique and spacious home conveniently located between the towns of Chester and Ludlow. The main floor has a master bedroom, bathroom, dining room, kitchen, and two large living rooms complete with wood burning fireplace. Upstairs are 3 more bedrooms, a bathroom, 2 large bonus rooms, 2 lofts for office, storage, or playroom space, and a book nook with a couch overlooking the main floor living room. Outside you will find a recently added stone patio with wood and propane fireplace, deck, hot tub under cover, a 20kw standby propane generator. Other great updates include a brand new roof, egress windows, newer mini splits for a/c and heat in each bedroom, paved driveway. Lots of furnishings will stay with the house, so just bring your suitcase and skis/snowboards and you are ready for the season! Magic, Okemo, Bromley, and Stratton are not far away! Don't wait, schedule your appointment today to see this beauty! See MLS Property & Listing Details & 56 images.

$599,000 $156 per sq.ft. Chester VT Home »

7 Beds | 4 Baths |   Total Sq. Ft. 3850  |  Acres: 0.75
Wednesday Jun 18, 2025
Description: Have you been waiting to buy just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal dining room for holiday dinners, 2 connecting living spaces with fireplace, a bedroom and a full bath. Upstairs are 3 more bedrooms and a full and half bath. The character and antique doors and trim make this house a home. The carriage house unit has 3 bedrooms, a kitchen and full bath and a large open great room and is perfect for guests. There are also more areas with potential - two more levels of barn space plus the attic. Outside you will find a large covered porch, a level back yard for games, and the Williams River down at the back of the property. Sold turnkey. Be the 4th family to own this home since 1868 and see why Chester has been voted one of the top 10 most beautiful towns in Vermont! Discover the tasty food options, pubs, antique shops, art galleries, yoga & pottery studios, and a country market with great sandwiches, fresh meats and produce. Experience Vermont - hiking trails, world class skiing, farms, refreshing rivers, restaurants, breweries and more. Be close to the best of Vermont's ski resorts! (Okemo, Killington, Stratton, Bromley, and Magic Mountains). See MLS Property & Listing Details & 60 images.

$599,900 $223 per sq.ft. Chester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2689  |  Acres: 6
Wednesday Sep 10, 2025
Description: You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful pastures, this home is designed to take full advantage of its breathtaking surroundings. Step inside and you're greeted by a spacious, sun-filled kitchen and dining area where large windows frame panoramic views of the countryside. The easy flow and layout blends seamlessly, perfect for entertaining friends, hosting family gatherings, or simply relaxing by the warmth of the Vermont seasons. The 1st floor primary bedroom, 3/4 bath, and laundry room offer an ideal layout for aging in place. Upstairs, you'll find a primary en suite, 2 addtl bdrms, and a full bath, giving everyone their own space and privacy. A full basement provides excellent storage, hobby, or workshop space. Every aspect of this home has been thoughtfully reimagined, from the quality craftsmanship to the modern finishes, offering a true turn-key living experience in one of Vermont's most desirable locations. Outside, enjoy six acres of serene land with plenty of room for gardens or outdoor recreation. Easy access to skiing, hiking, biking, and endless outdoor adventures, I-91, Dartmouth Hospital and more. See MLS Property & Listing Details & 39 images.

$599,999 $173 per sq.ft. Chester VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3470  |  Acres: 10
Wednesday Jun 18, 2025
Description: Chester Haven on a Quiet Dead-End Road. Tucked away in a serene neighborhood, this spacious 5-bedroom, 4-bath home offers over 3,400 sq ft of beautifully designed living space--perfect for both everyday comfort and grand entertaining. Located on a peaceful dead-end street, yet just minutes from the charm and convenience of Main Street, this property offers the best of both worlds. Inside, you'll find an open-concept kitchen, dining, and living area that flows effortlessly onto a large deck--ideal for hosting gatherings or enjoying the quiet outdoors. Two oversized primary suites with private ensuites provide luxurious comfort for guests or multigenerational living. A standout feature is the expansive bonus room, currently outfitted as a professional recording studio with soundproofing--ideal for musicians, podcasters, or anyone in need of a creative or quiet workspace. Step outside to a private, tree-lined backyard with multiple decks perfect for relaxing or entertaining. A two-car garage adds convenience, while the whole-house Tesla battery ensures seamless comfort and peace of mind year-round. Whether you're entertaining a crowd or enjoying a peaceful evening at home, this one-of-a-kind Chester retreat offers space, versatility, and thoughtful features throughout. A wonderful value as a primary home or as a vacation home 2 families could share and still have privacy. See MLS Property & Listing Details & 56 images.

$649,900 $233 per sq.ft. Chester VT Home »

Price Change! Reduced by $17,600 down 3% on September 24th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2794  |  Acres: 0.5
Monday Aug 4, 2025
Description: 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! See MLS Property & Listing Details & 52 images.

$895,000 $323 per sq.ft. Chester VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 2775  |  Acres: 6.7
Monday Sep 29, 2025
Description: Beautifully maintained 2005 Contemporary Cape nestled on 6.7 private acres with sweeping long-range Vermont views. Owned and cherished by just one family, this move-in-ready home offers the best of country living with modern updates. The completely renovated kitchen boasts a Wolf range, Sub-Zero refrigerator, Bosch dishwasher, and quartz countertops, seamlessly flowing into the dining area--perfect for entertaining. The cozy living room features a wood-burning fireplace insert and opens via sliding doors to a multi-level deck with panoramic views. Enjoy peaceful mornings on the wraparound covered porch surrounded by nature. With 4 spacious bedrooms, including a serene primary ensuite, there's room for everyone. The finished walkout basement includes a large exercise room, office with wood stove, full bath, and guest bedroom. Recent upgrades include Brazilian rosewood flooring upstairs and a whole-house Kohler generator. The extended one-car garage includes a full workshop space. Paved driveway for easy maintenance. Outside, explore walking trails, tap 14 mature maple trees, or harvest blueberries and strawberries from your own garden. Only minutes from Chester's charming town green--this is Vermont living at its finest. OPEN HOUSE SATURDAY OCT 11TH 11:00AM TO 2:00PM See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$998,000 $255 per sq.ft. Chester VT Home »

Price Change! Reduced by $177,000 down 18% on September 17th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 3920  |  Acres: 20
Thursday Jun 26, 2025
Description: With only 50 stone homes in all of Vermont, this one stands out as possibly the most beautiful; uniquely situated on 20 acres of gorgeous green lawn, fields, forest, rolling hills, extensive stone walls. A mere 2 miles to Chester. Since 2020 the house has been transformed & restored w/improvements such as interior & exterior paint, new windows & French Doors, stone steps & walkways, 50 panel Solar Array, extensive drainage & excavation work for a drier basement. Radiant floor heat in 3 bathrooms, kitchen & great room. An open, sunny, 750sf apartment w/separate entrance, new kitchen, windows, cork floor, laundry hook-ups, is ready for family, guests, renters. BA w/clawfoot tub has been added between first floor BR & serene spare room which could be easily expanded to create a larger bath, dressing room, nursery, office. Attached 2 car garage has a new metal roof, drywall ceiling, EV charger. The home has delicious well water, beautiful views from every window, and because of the thick stone wall construction, stays cool in the summer, warm in the winter, incredibly quiet and draft-free. A newer, solidly built 8-stall horse barn w/wonderful hay loft, sits surrounded by fields atop a nearby knoll dotted with daffodils in springtime. Also includes: Fiber optic internet, professional landscaping including many new trees & native perennials, new boiler, buried propane tank, new electric service & some new plumbing. COME SEE THIS AMAZING PROPERTY!!! OPEN HOUSE OCT 4TH. 11AM-2PM See MLS Property & Listing Details & 49 images. Includes a Virtual Tour

$1,125,000 $406 per sq.ft. Chester VT Home »

Price Change! Reduced by $124,000 down 11% on August 15th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2772  |  Acres: 32.97
Thursday Jun 26, 2025
Description: Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system, updated electrical wiring, windows designed to match the original style, and solar panels that make the home largely self-sufficient. Features a country kitchen with a spacious living room, and a generous dining room The first floor offers one bedroom and a half bath, while the second floor includes three additional bedrooms and a 3/4 bath. 33 stunning acres, the land includes a serene pond and river ideal for swimming or fishing, five outbuildings, and a magnificent 30x80 19thcentury barn. The property is dotted with apple trees with boundless possibilities-- a horse farm, a dairy operation, an Airbnb retreat, or simply a peaceful and charming home in the countryside. Driveway and bridge are going to be moved by the state TBD freight train runs twice a day at lower end of the property wide pine flooring square head nails post and beam barn several outbuildings solid cherry cabinets/butcher block counter 2 pond 3 porches generator Glenwood Stove See MLS Property & Listing Details & 56 images.

$715,000 $249 per sq.ft. Chesterfield NH Home »

Price Change! Reduced by $35,000 down 5% on September 30th 2025
4 Beds | 2 Baths |   Total Sq. Ft. 2875  |  Acres: 4.37
Monday Sep 1, 2025
Description: OPEN HOUSE 9/6 From 11-1pm. Versatile Property Perfect for Single or Multi-Generational Living - West Chesterfield, NH. Discover this rare opportunity to own a lovingly maintained property in sought-after West Chesterfield, NH. Owned and cared for by the same family for over 40 years, this unique offering is ideal for single or multi-generational living. The main home features four spacious bedrooms and two full bathrooms, offering comfort and flexibility. A large detached garage includes potential for expanded living or hobby space above. Three additional outbuildings provide ample storage or workshop options. Enjoy the beautifully landscaped grounds, complete with an in-ground 18x36 pool, irrigation system, and vibrant perennial plantings. The outdoor space is designed for both relaxation and entertaining. Bonus: This property includes an additional approved building lot, perfect for future expansion or extended family needs. This is more than just a home--it's an opportunity to create lasting memories for generations to come. Delayed showing until the open house on Saturday 9/6 from 11-1pm. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

$995,000 $195 per sq.ft. Chesterfield NH Home »

4 Beds | 4 Baths |   Total Sq. Ft. 5103  |  Acres: 3.61
Thursday Sep 18, 2025
Description: Custom-Built Contemporary with Sweeping Views & Resort-Style Amenities. Perched on a private knoll at the end of a cul-de-sac, this stunning custom-built contemporary home commands beautiful westerly views and offers a lifestyle of comfort, elegance, and fun. The kitchen's cook dream with a six-burner Viking cooktop, walk-in pantry and butler's door connecting seamlessly to the spacious dining room, and sun-filled enclosed porch provide warm, versatile spaces for everyday living. Upstairs, the fabulous primary suite features vaulted ceilings, a luxurious bath, and a private deck. Three additional bedrooms and two baths complete the second floor, along with a dedicated movie room or large office with its own heat pump for year-round comfort. The finished lower level offers a recreation room, gym area and game space. Step outside to enjoy your own back yard retreat - an in-ground saltwater pool. hot tub and expansive patio surrounded by gorgeous landscaping. A 3 car garage with mudroom, stand-by generator and solar panels add to the convenience and efficiency of this remarkable property. Located in desirable Chesterfield, residents enjoy access to Spofford Lake's private beach for kayaking, fishing, boating or water skiing. Just 10 minutes to Brattleboro, VT with train service to New York, minutes to I-91, and only two hours to Boston. Close to ski mountains for Winter fun. This home is the perfect blend of New England Charm, modern convenience and year-round recreation. See MLS Property & Listing Details & 60 images.

$679,000 $237 per sq.ft. Chichester NH Home »

Price Change! Reduced by $110,000 down 16% on September 10th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2863  |  Acres: 20.63
Wednesday Jun 11, 2025
Description: Value. Value. Look>>>> This 1785 beautiful, meticulously built, 240-year-old Post and Beam farmhouse with Gunstock corners showcasing solid construction, is now available. 20+ acres, 2020 Steel 4 bay drive thru garage included, 2 extra barns. 2 Adjacent farm estate lots also available. Perfect for a multi-generational living and business. Multi-zoned. Chef's dream kitchen & renovated home highlights original hand-hewn beams, King Pine walls, flooring, and hardware, all seamlessly blended with a tastefully designed kitchen featuring Hickory Cabinets, elegant granite countertops, stainless-steel appliances and induction cooktop. The kitchen opens to a loft, creating a bright, expansive vaulted space--perfect for gathering with family and friends. New double barn doors enhance the charm and functionality. The main floor includes two first-floor bedrooms, updated full and half baths, a spacious family room, a dining room, a new deck, and an extended living area that flows to an inviting outdoor covered pergola. Upstairs, the primary suite features a newly installed glass shower, a jetted tub, double sinks, a laundry loft/office, and a fourth bedroom. Climate comfort by an oil furnace, a propane Rinnai heater, and 4 mini-split systems for heating and cooling creating a central air feel. Two recently subdivided additional lots sold separately. Possibly build new, rent old. One-of-a-Kind properties. Package home w/ lots considered. See 3D tour/Video. See extensive Features List. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour