$475,000 $171 per sq.ft. Charlestown NH Home »

6 Beds | 2 Baths |   Total Sq. Ft. 2786  |  Acres: 0.6
Wednesday May 6, 2026
Description: Discover the perfect blend of comfort, flexibility, and investment potential with this well maintained duplex located on a quiet dead-end street in Charlestown. Whether you're looking to expand your investment portfolio, owner occupy while generating rental income, or accommodate multi-generational living, this property offers endless possibilities. Each unit features 3 bedrooms, 1 full bath, spacious living areas, and a private entrance, providing comfortable and functional living spaces. Outside, you'll find amenities rarely offered with a multifamily property, including an in-ground swimming pool, multiple garages ideal for vehicles, storage or workshop space, separate paved driveways, and a generous yard perfect for relaxing or entertaining. Conveniently located just minutes from downtown Charlestown with easy access to Claremont, Interstate 91, Springfield, VT, and the Upper Valley, you'll enjoy a peaceful setting while remaining close to shopping, dining, schools, and outdoor recreation. Whether you're searching for a smart investment or a home with built in income potential, this versatile duplex is an opportunity you won't want to miss. See MLS Property & Listing Details & 35 images.

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

Waterfront on River Connecticut River
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 & 29 images.

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

Waterfront on River Connecticut River
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 & 36 images.

Under Contract Chatham NH Home for sale $$349,900 $276 per sq.ft.

$349,900 $276 per sq.ft. Chatham NH Home »

Waterfront on Pond Lower Kimball Pond
2 Beds | 1 Baths |   Total Sq. Ft. 1268  |  Acres: 0.35
Friday Jan 30, 2026
Description: This new construction features cathedral ceilings and an open floor plan, offering a bright and spacious feel. A prime short-term rental opportunity with no town restrictions, it's ideal for investors or vacation homeowners. Full-time residents enjoy access to Fryeburg Academy, Maine's oldest high school - a private school free to Chatham residents - known for rigorous academics, diverse extracurriculars, and a unique blend of local and international boarding students. The home also offers a private backyard and exceptional outdoor recreation, including a 5-minute drive to the Baldface Trailhead and Emerald Pool, a hidden gem of the White Mountain National Forest. Skiers will appreciate Pleasant Mountain, Cranmore, Attitash, and Sunday River all being within easy reach. Enjoy quick access to North Conway outlets, as well as the renowned Fryeburg Fair each fall. Final touches, like closet hardware, are waiting to be chosen. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this home offers a rare combination of new construction, location, and lifestyle appeal. See MLS Property & Listing Details & 34 images.

Under Contract New Listing! Chatham NH Home for sale $$375,000 $231 per sq.ft.

$375,000 $231 per sq.ft. Chatham NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1625  |  Acres: 1.3
Sunday Aug 16, 2026
Description: Space, privacy, and possibility await in low-tax Chatham, NH, set in the sought-after Fryeburg Academy school district. This home sits on 1.3 acres with room for multiple gardens. A large two-plus-car garage and shop offer space for vehicles, projects, and all the gear that comes with mountain living, with additional ADU space above that could serve as a studio, guest quarters, or home office. Step inside through the mudroom, with plenty of storage to catch boots, coats, and everything the season brings, and into a main living area that feels open, airy, and nicely sized. Vinyl plank floors run throughout, paired with charming light fixtures and warm wood details, and plenty of natural light. The kitchen is the heart of the home: warm and welcoming, with generous storage, a center island for gathering, and a walk-in pantry. On cold nights, the stone hearth and pellet stove keep the space cozy while the snow falls outside. A full bathroom and a dedicated office round out the main floor, giving you a comfortable place to work from home. Upstairs, multiple rooms offer rest and retreat. The primary has its own en suite, convenient laundry, and access to a three-season porch that would make a lovely sitting room, a morning coffee spot, or a sunlit workout studio, complete with sliders to the outdoors. Two more good-sized rooms complete the second floor, leaving room for family, guests, or whatever life calls for. Ten minutes from Fryeburg, twenty-five from the shops and slopes of North Conway, and surrounded by the White Mountain National Forest, with hiking, skiing, and water in nearly every direction. See MLS Property & Listing Details & 56 images. Includes a Virtual Tour

Under Contract Chelsea VT Home for sale $$285,000 $147 per sq.ft.

$285,000 $147 per sq.ft. Chelsea VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1940  |  Acres: 1.28
Thursday Jul 23, 2026
Description: Built in 1875, this classic Vermont home offers something that's becoming increasingly difficult to find, a beautifully preserved village property with original character, generous outdoor space, and a three stall barn. Whether you envision a workshop, hobby farm, antique car storage, creative studio, or simply a place to spread out, this property offers possibilities that extend well beyond the walls of the home. Inside, you'll discover wide pine floors, original built-ins, tall ceilings, spacious rooms, classic woodwork, and an inviting enclosed front porch perfect for morning coffee or watching the seasons change. Outside, a spacious covered porch, perennial gardens bloom throughout the property while the deep backyard and barn create an ideal setting for gardening, entertaining, or pursuing your favorite hobbies. Located in the heart of Chelsea, you'll enjoy the charm of village living while owning a true piece of Vermont history. See MLS Property & Listing Details & 41 images.

Under Contract New Listing! Chelsea VT Home for sale $$365,000 $197 per sq.ft.

$365,000 $197 per sq.ft. Chelsea VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1850  |  Acres: 0.17
Friday Jul 31, 2026
Description: Chelsea is quintessential small town Vermont - Main Street is lined with century homes, a general store, a natural foods store, a dance hall, and the beautiful town green. Just up the hill on the paved road sits this immaculate country cape! Built in 2017 with great attention to detail, you won't find a home this fresh and new for miles around. The main level offers a comfortable open layout, first floor laundry, essential drop space at the door, a gleaming country kitchen with sparkling butcher block counters, tile backsplash, and an island perfect for entertaining and everyday use. A large full bathroom and a bedroom/office round out this beautiful first floor. Upstairs, you have another updated full bathroom, gigantic freshly-painted primary bedroom, and another bedroom with great built-ins and plenty of light. The full unfinished basement offers excellent storage and work space, and stays bone dry. Outside, you have a picturesque front porch to relax and entertain on, with raised garden beds on the lawn ready for next spring. The trickling stream out back is tranquil and soothing on this stunning property. Come make your home in Chelsea! See MLS Property & Listing Details & 54 images.

Under Contract Chelsea VT Home for sale $$399,000 $283 per sq.ft.

$399,000 $283 per sq.ft. Chelsea VT Home »


Price Change! Reduced by $36,000 down 9% on July 14th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1552  |  Acres: 5.04
Sunday Jun 14, 2026
Description: Somewhere between the rolling hills of Chelsea and the rest of the world, there exists a place that feels borrowed from Tolkien's imagination, a real-life Shire where the land is green, the air is clean, and time moves at the pace of a babbling brook. This five-acre oasis is the kind of property you don't find; you stumble upon it and wonder how it escaped everyone else. Mature maples stand like quiet sentinels, a working apple orchard offers its seasonal gifts, and a brook winds softly through the grounds, bucolic, unhurried, alive. The 1991-built home offers 3 bedrooms and 3 bathrooms with a vaulted, skylit living room, a main-floor primary suite, and a generous kitchen and dining area that opens to a back deck and the woods beyond. Upstairs, a large landing for reading nook/office and a bedroom. Downstairs on the lower level you'll find another bedroom, bathroom and laundry with storage. The lower level walks out to the side yard for storage and access. A large detached shed offers space for the garden implements necessary to maintain your little apple orchard and the property at large. And unlike the Shire, this Eden comes with fiber optic internet, a standing seam roof, wood/oil combo boiler, and a whole-home generator. Even hobbits need WiFi. Your home. Your escape. Your Vermont. See MLS Property & Listing Details & 47 images. Includes a Virtual Tour

New Listing! Chester VT Home for sale $$255,000 $152 per sq.ft.

$255,000 $152 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1683  |  Acres: 0.63
Friday Aug 21, 2026
Description: Welcome to 159 Lower Bartonsville Road, a charming carriage house nestled along a scenic country farm road in Rockingham, Vermont, just moments from the picturesque restored Bartonsville covered bridge. This 3 bed, 1.5 bath property features authentic 1830s architecture and timeless rustic character, offering a solid structural foundation with much of its original detail preserved. Seamlessly blending old-world appeal with boundless equity-building potential, this quintessential New England abode serves as the perfect canvas for your personal touch. It is entirely ready for cosmetic enhancements, custom modern finishes, and tailored design choices that will allow you to completely personalize the space to match your unique vision. Just 15 minutes from I-91 and Springfield VT, 35 minutes to Keene, NH and 40 minutes to Lebanon NH. Stop on by and see it for yourself! See MLS Property & Listing Details & 23 images.

Under Contract New Listing! Chester VT Home for sale $$289,000 $194 per sq.ft.

$289,000 $194 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1488  |  Acres: 0.25
Wednesday Aug 12, 2026
Description: Antique charm at its best! This vintage beauty dates back to the horse and buggy days, but you'd hardly know it once you step inside. Beautifully done hardware floors, newer windows, custom built hardwood cabinets in the kitchen with loads of storage, modern appliances, and lots of natural light gives you that warm and relaxing feeling. Large first floor living room, dining room and bedroom add to the convenience. The second floor has two more generously sized bedrooms. Additionally, there is an incredible amount of storage in the barn. All this, within walking distance to shopping, restaurants, town hall, and all of the basics you might need in the quintessential town of Chester, Vermont! This house is anxiously awaiting it's next lucky owner. See MLS Property & Listing Details & 25 images.

Under Contract New Listing! Chester VT Home for sale $$289,900 $192 per sq.ft.

$289,900 $192 per sq.ft. Chester VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1508  |  Acres: 2.6
Friday Aug 21, 2026
Description: Extremely well maintained and thoughtfully updated, this spacious three bedroom, two and a half bath home is privately nestled on 2.6 acres on a quiet dead end. Offering the convenience of single level living, the property has been meticulously cared for over the years, with numerous improvements that make it comfortable, efficient, and move in ready. Inside you'll find generously sized rooms throughout, offering plenty of space for everyday living and entertaining. The home features a primary suite with its own private full bathroom with a soaking tub, two additional good sized bedrooms, another full bath, and a convenient half bath. The functional single level layout makes the home easy to enjoy, while the main living areas offer plenty of natural light and comfortable gathering space. The home has seen an impressive list of recent updates, including new kitchen flooring in 2021, a new roof and skylights in 2022, newer kitchen appliances, and a mini-split system installed in 2023. Additionally, a new hot water heater in 2025. Set on 2.6 acres, the property offers a peaceful and private setting while still providing convenient access to Chester and the surrounding area. With its spacious rooms, primary suite, 2.5 baths, single level living, extensive recent improvements, and exceptionally well-maintained condition, this is a home that has been cared for with attention to detail and is ready for its next owners to enjoy. See MLS Property & Listing Details & 28 images.

Under Contract Chester VT Home for sale $$299,000 $167 per sq.ft.

$299,000 $167 per sq.ft. Chester VT Home »


Price Change! Reduced by $150,000 down 50% on July 29th 2026
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.

$354,000 $393 per sq.ft. Chester VT Home »


Price Change! Reduced by $5,000 down 1% on August 10th 2026
2 Beds | 1 Baths |   Total Sq. Ft. 900  |  Acres: 11
Wednesday Jul 29, 2026
Description: If you're looking for your forever home or the perfect mountain getaway, take a peek at this locally built Green Mountain Log Home. Davidson Hill Road is home to many craftsman quality homes perched above Chester, overlooking Mt. Ascutney. The open concept first floor spills out onto the generous front deck, essentially doubling the first floor area to roam. Two nearly identical wooden clad bedrooms make up the second floor. The home has a new roof, new on-demand hot water system, fresh stain on the log exterior, updated electrical, and brand new LVL carrying beam and floor joists in the basement. Many other practical upgrades and extensive landscaping has been made and this home is in mint condition. The sellers recently did a drinking water test, had the septic pumped, and did a home inspection, leaving no stone unturned. The 11 acre parcel transitions from a large sunny open yard to old stone walls and hemlock-hardwood forest and rises nearly to the humble summit of Davidson Hill (1053' elevation). The owners let a neighboring property tap most of the maple trees in exchange for maple syrup. The house is located just feet from Trail #5 of the Hawks Mountain Ridge Riders VAST trail network, and is minutes from downtown Springfield and Chester. Just 15 minutes from I-91 and Okemo. While surrounded by forest and situated for optimum privacy, this home does have seasonal views of Mt. Ascutney and there is a good possibility of spectacular views higher up on the property. The height of the property would make an awesome camping or gazebo spot. Many logging roads and four wheeler trails throughout the property. The dog on the couch does not convey. See MLS Property & Listing Details & 40 images.

Under Contract Chester VT Home for sale $$390,000 $299 per sq.ft.

$390,000 $299 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1304  |  Acres: 1
Thursday Apr 30, 2026
Description: Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that's hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clean updates. Refinished wide plank floors bring warmth throughout, while the kitchen features granite countertops and a farmhouse sink. Upstairs, a vintage Martini pedestal sink adds a distinctive, curated touch to the bathroom. Outside, the level lawn provides usable space for everything from gardening to entertaining, and the substantial post-and-beam barn opens the door to a wide range of future uses, storage, workshop space, or potential expansion. Located just minutes from Chester's Stone Village, the Grist Mill, and Smitty's Market, and within easy reach of Okemo, Bromley, Killington, Stratton, and Mount Snow, this is a strong option for both full-time living and recreational use. Currently used as a long-term rental and previously operated as a successful Airbnb and personal vacation home, the property offers flexibility for a variety of ownership goals. See MLS Property & Listing Details & 51 images.

$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.

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