$499,000 $385 per sq.ft. Charlestown NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1297  |  Acres: 0.44
Thursday Feb 26, 2026
Description: Welcome to the Grove, a thoughtfully planned new construction community of energy-efficient homes set along the Connecticut River in scenic Charlestown. Built on land with a conservation-focused legacy, this neighborhood is designed to preserve a natural beauty while offering modern, comfortable living with a peaceful, rural feel. This brand-new 3-bedroom, 2.5-bath home features a bright, open-concept layout filled with natural light-perfect for everyday living and easy entertaining. The kitchen, dining and living areas flow seamlessly together, creating a warm and inviting main living space. Upstairs, you'll find three comfortable bedrooms, including spacious primary suite with a private bath. The home includes a full concrete basement offering excellent storage and future potential to finish for additional living space, a home gym or media room. A 1-car garage adds everyday convenience, while the level yard provides space to relax, garden or play. Enjoy the best of NH living with nearby walking trails and paths to the Connecticut River, ideal for peaceful strolls, outdoor recreation and soaking in the natural surroundings. Located in the scenic Sugar River Valley, you'll have easy access to Claremont, Keene and the Upper Valley while still enjoying a quiet country setting. Designed and built by Chinburg Builders, a trusted Energy Star builder for over 20 yers, these homes offer lower energy costs, enhanced comfort and quality construction verified by independent testing. The Grove delivers a rare opportunity to own a brand-new, energy-efficient home in a beautifully planned riverside community. See MLS Property & Listing Details & 17 images.

$499,000 $385 per sq.ft. Charlestown NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1297  |  Acres: 0.43
Thursday Feb 26, 2026
Description: Welcome to the Grove, a thoughtfully planned new construction community of energy-efficient homes set along the Connecticut River in scenic Charlestown. Built on land with a conservation-focused legacy, this neighborhood is designed to preserve a natural beauty while offering modern, comfortable living with a peaceful, rural feel. This brand-new 3-bedroom, 2.5-bath home features a bright, open-concept layout filled with natural light-perfect for everyday living and easy entertaining. The kitchen, dining and living areas flow seamlessly together, creating a warm and inviting main living space. Upstairs, you'll find three comfortable bedrooms, including spacious primary suite with a private bath. The home includes a full concrete basement offering excellent storage and future potential to finish for additional living space, a home gym or media room. A 1-car garage adds everyday convenience, while the level yard provides space to relax, garden or play. Enjoy the best of NH living with nearby walking trails and paths to the Connecticut River, ideal for peaceful strolls, outdoor recreation and soaking in the natural surroundings. Located in the scenic Sugar River Valley, you'll have easy access to Claremont, Keene and the Upper Valley while still enjoying a quiet country setting. Designed and built by Chinburg Builders, a trusted Energy Star builder for over 20 yers, these homes offer lower energy costs, enhanced comfort and quality construction verified by independent testing. The Grove delivers a rare opportunity to own a brand-new, energy-efficient home in a beautifully planned riverside community. See MLS Property & Listing Details & 27 images.

Under Contract Chelsea VT Home for sale $$219,000 $174 per sq.ft.

$219,000 $174 per sq.ft. Chelsea VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1256  |  Acres: 0.32
Monday Mar 23, 2026
Description: Step into timeless New England charm with this classic farmhouse rich in character. Beautiful wide pine floors, beam ceilings, and a cozy wood stove that creates the perfect gathering space on crisp days. Offering four bedrooms, one full and one half bath, there's plenty of room for family, guests, or flexible living arrangements. The inviting covered front porch is ideal for morning coffee or unwinding at the end of the day. Outside, the property continues with a three-stall barn complete with a hayloft--perfect for animals, hobbies, or storage. Full of warmth, charm, and opportunity, this is a property where you can truly feel at home. See MLS Property & Listing Details & 31 images.

$225,000 $170 per sq.ft. Chester VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1327  |  Acres: 0.13
Wednesday Jun 18, 2025
Description: Don't miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer, which is a great space to store the skis, poles and helmets from a great day of skiing. The main level features a generous living room anchored by a classic wood-burning fireplace ideal for cozy winter evenings. The sunny eat-in kitchen provides ample space for meals and gatherings, while the full bath with laundry adds everyday practicality. All windows were replaced in 2019, offering energy efficiency and bright natural light throughout. Upstairs, you'll find three spacious bedrooms, including a stunning turret space that creates a bright and airy nook perfect for reading or relaxing under the sun-drenched windows. The original woodwork and architectural details throughout highlight the craftsmanship of a bygone era. Outside, the covered wrap-around porch invites you to unwind and enjoy the peaceful sounds of the nearby babbling brook. Take a short stroll to the local market or explore the picturesque village with its shops, restaurants, and small-town charm. This home is more than just a place to stay it's a place to create lasting memories. All only 15 miles from Okemo Mountain! See MLS Property & Listing Details & 26 images.

Under Contract New Listing! Chester VT Home for sale $$269,000 $230 per sq.ft.

$269,000 $230 per sq.ft. Chester VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1168  |  Acres: 0.5
Monday Apr 6, 2026
Description: This cozy gambrel style home tucked away on a nice level 1/2-acre lot just on the outskirts of Chester village offers lots of yard space, lots of storage space and is an easy keeper. This cute home offers hardwood floors on the first floor, has lots of natural light, an enclosed porch that could work as a home office, dining area, mud room or just a place to hang out. 2nd floor features three bedrooms with the primary leading out to a deck overlooking the yard. Nice high ceilings on the second floor make the rooms very open and bright. There's an attached storage room allowing room for freezers, storage or a second mud/entry room. Large 2 bay garage with second floor storage, a side shed that would be perfect for a garden shed and a separate space for lawn and snow blowers. The owners have done lots of upgrades, including a full house generator. So, if you are looking, be sure to add this home to your list. See MLS Property & Listing Details & 34 images.

Under Contract Chester VT Home for sale $$340,000 $162 per sq.ft.

$340,000 $162 per sq.ft. Chester VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 2096  |  Acres: 1.69
Friday Mar 20, 2026
Description: Welcome to a charming village retreat in the heart of Chester, perfectly situated on Main Street in the historic Chester Stone Village. This inviting home blends classic Vermont character with comfortable, year-round living. Enter through a practical mudroom with ample space for all your seasonal gear--ideal for embracing Vermont's four-season lifestyle. To the right, at the front of the home, you'll find a bright and open living space featuring a spacious kitchen with a large island, seamlessly connected to the dining area and living room. A glass door leads to a covered porch, creating the perfect spot for morning coffee or relaxing evenings. The main level also offers a dedicated office, a full bathroom, and a convenient laundry room. Toward the back of the home, two bedrooms provide comfortable accommodations, and a stunning family room showcases vaulted ceilings, exposed beams, and walls of windows that fill the space with natural light. A glass slider opens to the back deck, where you'll find an above-ground pool--perfect for summer enjoyment. Experience the charm of Vermont living in this village home, just moments from local shops, dining, and all that Chester has to offer. Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 55 images.

$349,000 $235 per sq.ft. Chester VT Home »


Price Change! Reduced by $50,000 down 14% on March 19th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1488  |  Acres: 0.25
Saturday Sep 13, 2025
Description: 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! See MLS Property & Listing Details & 29 images.

Under Contract Chester VT Home for sale $$359,900 $224 per sq.ft.

$359,900 $224 per sq.ft. Chester VT Home »


Price Change! Reduced by $65,100 down 18% on March 19th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1608  |  Acres: 0.25
Wednesday Nov 26, 2025
Description: 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. See MLS Property & Listing Details & 53 images.

$399,000 $223 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1788  |  Acres: 3.3
Wednesday Jan 14, 2026
Description: Set on 3.30 acres in the hills of Chester, Vermont, this 1900-built home delivers the kind of setting people move here for--flowing water, open land, quiet roads, and easy access to the mountains. The property overlooks a gently moving brook and includes ownership on both sides of the water, giving you your own private stretch of stream and a natural buffer of woods and open space. A quiet paved road leads you home, winding past back woods and pastoral farmland before arriving at the property. The elevated deck becomes your front-row seat to the landscape below--perfect for morning coffee, summer dinners, or simply listening to the brook roll past. Inside, the home feels warm, functional, and comfortable. A large living room is anchored by a substantial woodstove that brings real Vermont heat and atmosphere through the colder months. The sunroom is a standout space, wrapped in windows and overlooking the brook, creating a peaceful place to read, work, or relax. From here, step directly onto the deck and into the outdoors. The layout offers three bedrooms and two bathrooms, including a ground-floor bedroom for easy everyday living. Storage is abundant throughout, making room for outdoor gear, tools, and seasonal equipment. The land itself adds real value. With acreage on both sides of the brook, there's room to garden, explore, build trails, or simply enjoy your own stretch of water and woods. The surrounding countryside delivers classic Vermont scenery--rolling fields, forested hills, and quiet country roads. Located just minutes from the village of Chester and close to Okemo, Stratton, and Magic Mountain, this is a true four-season basecamp for skiing, hiking, biking, fishing, and exploring Vermont's natural beauty. A property that offers privacy, water frontage, land, and mountain access--without giving up convenience. See MLS Property & Listing Details & 31 images.

New Listing! Chester VT Home for sale $$499,000 $378 per sq.ft.

$499,000 $378 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1320  |  Acres: 10.86
Thursday Apr 23, 2026
Description: Welcome to this meticulously maintained chalet in gorgeous Chester, Vermont! Private and secluded, yet close to skiing, VAST and amenities. So many updates in the past two years, modern and cozy with so much charm! Nestled on over 10 acres, you will find walking trails, a fire pit and outbuildings on premises. Vaulted ceilings, open floor plan, lots of natural light and natural woodwork, this is a true move in ready beauty. The owners are leaving this home furnished, making this a true turnkey property. The rooms are nicely sized and in close proximity to bathrooms. This has been used as a vacation property and has a history of successful Airbnb. The wood burning fireplace brings a feeling of serenity on those chilly days. Fiber internet on site for those that work remotely. Town records state two bedrooms, however, the loft area has a sleeping quarter with a bathroom! Plenty of storage, full walkout basement gives ample space. This is one of those properties you won't want to miss on your home buying adventure! Truly a stunning property with so much to offer! See MLS Property & Listing Details & 60 images.

New Listing! Chester VT Home for sale $$595,000 $201 per sq.ft.

$595,000 $201 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2966  |  Acres: 3.08
Monday Apr 20, 2026
Description: Tucked away at the end of a quiet lane on three scenic acres, this well-maintained home offers a rare blend of privacy, versatility, and proximity to town. Set against the backdrop of the Williams River, the property delivers a peaceful setting with year-round interest: mature apple trees, open lawn, and seasonal views best enjoyed from the expansive back deck. Inside, over 2,500 square feet of living space is designed to adapt to a variety of needs. The vaulted-ceiling living area is filled with natural light from custom windows and anchored by a wood-burning stove, creating a warm and inviting central gathering space. Sliding doors connect seamlessly to the outdoors, making indoor-outdoor living effortless. The spacious kitchen features a generous pantry and flexible dining area with picturesque views of the property. The main level also includes a mudroom entry, laundry, a bedroom, and a three-quarter bath, ideal for single-level living, guest space, or a private office setup. Upstairs, additional bedrooms and a full bath provide comfortable separation of space, including a large primary bedroom. The finished lower level expands the home's functionality with a rec or media room, ample storage, and a walkout room well-suited for a workspace, studio, or fitness area. A two-car garage with breezeway access adds convenience, while the partially finished upper level offers even more potential for creative or practical use. A unique opportunity to enjoy a tranquil setting with flexible spaces to live, work, and unwind, just minutes from the heart of Chester. See MLS Property & Listing Details & 53 images.

$649,000 $294 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2205  |  Acres: 1.71
Thursday Jan 15, 2026
Description: Classic New England Salt Box - This charming home is nestled in a hillside neighborhood with wonderful western views and sunsets. Indoors you'll find a tidy mudroom entry with space for all your year round gear. Tiled heated floors lead you to the kitchen featuring newer stainless steel appliances. Vaulted ceilings draw you towards the open dining/living room where you'll be bathed in end of the day sunlight. A bedroom and 3/4 bath round out the main floor. Upstairs you'll find two large bedrooms and a full bath. All good homes should have a family room and this doesn't disappoint. The lower walk out had a cozy spot with a large sectional to watch movies and is perfect for "hanging out" with friends. There is a work out area and a bonus room located on the lower level. This is definitely more than a ski home as there is plenty of outside living space. There is a shady front porch with begs for a rocking chair and a good book. Sun seekers will enjoy the rear deck which faces west and gets plenty of sunshine. Perennial gardens abound and offer color and character all summer long. There is a garage barn that can be used in a myriad of ways... park a car, use the workshop, store your toys... There is also an upstairs mostly finished room that can be your blank canvas. Visit the Okemo real estate community today. Taxes are based on current town assessment. See MLS Property & Listing Details & 60 images.

New Listing! Chesterfield NH Home for sale $$359,500 $209 per sq.ft.

$359,500 $209 per sq.ft. Chesterfield NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1718  |  Acres: 1.66
Thursday Apr 23, 2026
Description: This delightful country home offers practical and attractive interior space including such exciting features as updated kitchen and bathrooms, hardwood flooring, mini-split air conditioning and a lovely lower level renovated to include a third bedroom, office, large bath and laundry. The property is conveniently located on a rise of land above Rt. 9 and accessed by a shared driveway, within a short drive to crystal clear Spofford Lake and an easy commute to Keene, NH or Bratteboro, VT. A most desirable personal home...available at a great value price! See MLS Property & Listing Details & 23 images.

$529,000 $377 per sq.ft. Chesterfield NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1403  |  Acres: 3.37
Friday Jan 23, 2026
Description: To be built, new construction where you have the time to pick your colors, cabinets and granite counters. Three bedroom, two baths, open concept living with split bedroom plan in this one floor living home. The open living area has a cathedral ceiling and leads you out to the back covered farmers porch for great extended living. The primary has great storage and full bath. The builder has other options for home plans and the ability to make some changes to this one with alternative pricing for upgrades. This is an opportunity to have a new home where some of the decisions made come from years of professional experience and some where you can add items on your wish list to fit your needs and taste. The lot is entered off a shared driveway and tucked into the land with private well and septic. The house is built with to energy star standards. You are minutes to Brattleboro and close to Keene in an established neighborhood area. The colored photos are from a home currently being built in Swanzey NH with the same floor plan. Construction will start once the home is under contract. See MLS Property & Listing Details & 17 images.

$1,900,000 $779 per sq.ft. Village of Spofford in Town of Chesterfield NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2440  |  Acres: 57.76
Saturday Nov 15, 2025
Description: SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits--without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef's kitchen overlooking the red barn's activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lovely galley kitchen, a ¾ bath with laundry, and a big office/meeting upstairs, both levels with mini splits for heat & AC. Additional amenities include a stunning granite patio w/firepit, large outdoor arena, multiple paddocks, hay storage, equipment lean-tos, and ample trailer/staff/guest parking. Off-farm riding includes miles of dirt roads and access to nearby 13,000-acre Pisgah State Park w/62 miles of trails. Shooting Star is more than a farm--it's a lifestyle investment for those who value privacy, purpose, and the quiet satisfaction of working with horses in a setting that inspires. Just 15 mins. from Keene, NH for shopping, dining, and all services. Close to I-91, too. See MLS Property & Listing Details & 59 images. Includes a Virtual Tour

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