Under Contract Charlestown NH Home for sale $$665,000 $394 per sq.ft.

$665,000 $394 per sq.ft. Charlestown NH Home »


Price Change! Reduced by $25,000 down 4% on July 8th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1688  |  Acres: 1.03
Saturday Jun 6, 2026
Description: Experience the perfect blend of modern comfort, thoughtful design, and scenic New Hampshire living in this beautifully crafted new construction home at Chestnut Hill Village. An expansive farmer's porch with a warm wood ceiling welcomes you home and offers picturesque mountain and community views. Inside, soaring cathedral ceilings and an open-concept layout create a bright, inviting atmosphere ideal for everyday living and entertaining. The stunning kitchen features shaker-style cabinetry, premium stone countertops, a farmhouse sink, stainless steel appliances, a gas range, and an oversized center island. Matching stone surfaces continue throughout the kitchen, bath, and laundry areas, creating a cohesive and elevated design. The adjoining living and dining areas are filled with natural light, while rich flooring, stylish fixtures, and quality finishes add warmth and character throughout. The home offers three bedrooms and a beautifully appointed bath featuring an oversized designer tile shower, double vanity, and spa-inspired finishes. A dedicated laundry room with cabinetry and folding counter adds convenience, while the partially finished heated basement provides flexible space for a home office, fitness area, hobby room, or media room. The heated two-car garage offers year-round comfort and practicality. Enjoy outdoor living from both the screened rear porch and the expansive front farmer's porch. Newly established lawns and open green spaces complete the setting. Built with quality materials and thoughtful details throughout, this exceptional home offers the peace of mind of new construction combined with the warmth, character, and craftsmanship today's buyers are seeking. See MLS Property & Listing Details & 57 images.

$689,500 $182 per sq.ft. Charlestown NH Home »


Price Change! Reduced by $10,000 down 1% on July 19th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 4848  |  Acres: 0.4
Tuesday Apr 21, 2026
Description: Professional/large family/entertainment home. If this is in your price range, look at the price per square/ft with high end features! Potentially 6 bedrooms, 4 bath, saltwater hot tub, two sheds, 4 car 25 by 25 detached garage! Game room with large screen TV, pool table, and 4 season indoor grill with commercial vent. Basement is built out with 4 rooms and bathroom! Backyard for children animals and a future swimming pool! One of the safest areas in Charlestown with police and fire less than 1 mile away! Quick access to Hanover, Keene, eastern VT and minutes to Patch Park and the Fort at Number 4. Great location , neighbors and some views. If you like wildlife, you will see a variety. Don't miss visiting this property as it's one of the best deals at price to sq/ft. Closing can be negotiated quickly. Property is occupied and owner who must be notified before showing. See MLS Property & Listing Details & 39 images.

$949,900 $200 per sq.ft. Charlestown NH Home »


Price Change! Reduced by $50,100 down 5% on July 16th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 4748  |  Acres: 1
Wednesday May 27, 2026
Description: Set in the heart of the Charlestown Main Street Historic District, this exceptional 1834 home known locally as "The Stone Cottage" and featured in the National Register of Historic Places, is a rare opportunity to own one of New Hampshire's estimated 50 surviving stone houses. Meticulously restored over an 8-year period, the home seamlessly blends historic character with thoughtful modern upgrades, and is only a stone's throw from essential amenities. Offering 5 total bedrooms and 3 full baths, the residence showcases remarkable craftsmanship throughout, including original wide pine floors, soaring 8'10" ceilings on the main level, and an extraordinary collection of 9 working fireplaces with soapstone hearths, both original and custom. A stunning 2005 library addition features custom Douglas fir timber frame construction and connects through a hidden passageway to an expansive in-law suite with a kitchenette and separate garage access. The library also includes beautifully tiled bath with seamless shower design on the first floor, making this home ideal for multigenerational living or guest accommodations. The heated oversized 2-car garage has an interior handicap-accessible ramp, while the breezeway and two-level wraparound deck create inviting transitional living and entertaining spaces. The kitchen is equally impressive with custom cherry cabinetry, tiled flooring, a large quartz breakfast island, JennAir cooktop, and Kenmore double ovens. Additional highlights include 7-zone radiant heat throughout, pellet stove, and a beehive oven and fireplace in the basement. The walkout basement also has it's own garage-door for toys and equipment storage. Major system updates include roof, plumbing, electrical, furnace, and insulation. This is not just a home, but a chance to own a truly one-of-a-kind piece of Historic New England. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour

Under Contract Chester VT Home for sale $$549,000 $223 per sq.ft.

$549,000 $223 per sq.ft. Chester VT Home »

Waterfront on Pond
4 Beds | 3 Baths |   Total Sq. Ft. 2464  |  Acres: 2.13
Wednesday Apr 29, 2026
Description: Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day's end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical. See MLS Property & Listing Details & 47 images.

New Listing! Chester VT Home for sale $$610,000 $320 per sq.ft.

$610,000 $320 per sq.ft. Chester VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1908  |  Acres: 12.86
Monday Aug 24, 2026
Description: Tucked away on a quiet country road, this well-maintained 4-bedroom Cape home offers the peaceful Vermont setting so many buyers are searching for. Set on 12.86 acres, the property has been a place where generations have gathered, and now it's ready for its next chapter. Thoughtfully updated and meticulously cared for, the home features a new roof along with numerous improvements that provide confidence and convenience for years to come. Inside, the practical floor plan includes a desirable first-floor primary bedroom and first-floor laundry, making everyday living comfortable and accessible. The remaining bedrooms offer flexibility for guests, a home office, hobbies, or creative space. Step outside to enjoy beautifully landscaped grounds, a spacious deck built around an above-ground pool, and the quiet surroundings that define rural Vermont living. Multiple barns and sheds provide exceptional versatility, whether you're looking for a workshop, tractor or recreational vehicle storage, equipment space, or even a former horse stall ready for new possibilities. Combining privacy, usable acreage, and a property that has been lovingly maintained over the years, this home offers the opportunity to enjoy country living without sacrificing comfort. Whether you're looking for room to spread out, space for projects, or simply a peaceful place to call home, this property is ready to welcome its next owners. See MLS Property & Listing Details & 47 images.

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

3 Beds | 2 Baths |   Total Sq. Ft. 2204  |  Acres: 1
Wednesday Jul 1, 2026
Description: Welcome to your private gated mini-estate...an enchanting sanctuary where every detail delights the eye. Nestled adjacent to meticulously manicured woods, this one-of-a-kind residence blends storybook charm with thoughtful, high-end finishes. A sweeping entry leads past intimate outdoor living spaces centered around a dramatic floor-to-ceiling exterior fireplace, perfect for cool evenings and quiet reflection. Step inside to discover warm, curated interiors where a matching floor-to-ceiling indoor fireplace anchors a cozy great room...an ideal focal point for gatherings and quiet nights in. The custom kitchen is a chef's and designer's showcase making meal prep effortless and stylish. Cute, artful decor and exceptional millwork accentuate every room..every little detail has been considered and executed with eye-popping precision. Natural light pours through thoughtfully placed windows, highlighting textures, finishes, and curated vignettes around nearly every corner. In addition to the four private bedrooms, the special loft above the second-floor den offers a "fun" sleeping area and great retreat for the "kids". Unique sightlines and charming nooks reveal something special at every turn.unexpected architectural details, refined accents, and cozy gathering spots create a home rich in personality and comfort. The floorplan flows intuitively while offering distinct spaces for entertaining and everyday living. Practicality meets luxury with a spacious second garage providing room for toys, workshop space, or secure storage perfect for multi-vehicle households or hobbyists. The gated setting ensures peace of mind and exclusivity, while the manicured wooded grounds offer a serene backdrop and a strong connection to nature. Come see how every corner captures your attention and inspires a sense of wonder at home. This mini-estate is only 10 miles from world-class skiing at Okemo and golf at Fox Run...then enjoy the 5 lakes of Okemo Valley and the nearby VAST trails! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

Under Contract Chester VT Home for sale $$789,000 $215 per sq.ft.

$789,000 $215 per sq.ft. Chester VT Home »


Price Change! Reduced by $60,000 down 8% on July 24th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 4388  |  Acres: 11.24
Wednesday Jul 1, 2026
Description: Exceptional design, enduring craftsmanship, and an unrivaled Vermont setting define this remarkable custom residence on 11± beautifully landscaped acres just a short stroll from the village of Chester. Offering more than 3,600 square feet of thoughtfully designed living space, the home was built to an exacting standard where quality materials, timeless architecture, and exceptional attention to detail create a residence as enduring as it is beautiful. A flexible floor plan offers five bedrooms and three baths, including an elegant first-floor primary suite with ensuite bath, complemented by additional main-level bedroom options ideal for guests, multi-generational living, or a dedicated home office. Upstairs, two spacious bedrooms each feature adjoining bonus rooms perfectly suited as executive offices, dressing rooms, studios, or generous walk-in closets, while additional unfinished space presents exciting opportunities for future expansion. Designed for effortless entertaining and comfortable everyday living, the heart of the home is an open-concept kitchen, dining, and living area filled with natural light. A handsome library offers a quiet retreat, while integrated whole-home audio enhances the experience throughout. An oversized laundry and mudroom connects seamlessly to the attached two-car garage, delivering exceptional convenience without compromising design. Outside, mature gardens, specimen trees, and thoughtfully curated outdoor living spaces create a setting of remarkable beauty and privacy. Relax beneath the covered porch, entertain with family and friends, or simply enjoy the peaceful surroundings. Ideally located just minutes from Okemo, Stratton, Magic, and endless four-season recreation, yet within walking distance of Chester's vibrant village, this exceptional property offers a rare combination of privacy, convenience, and refined Vermont living. A home of lasting quality, exceptional versatility, and unmistakable character! See MLS Property & Listing Details & 44 images.

$900,000 $321 per sq.ft. Chester VT Home »


Price Change! Reduced by $25,000 down 3% on August 13th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2800  |  Acres: 14.1
Tuesday Jul 14, 2026
Description: Escape to the charm of Vermont in this spacious 5-bedroom, 3-bath country home, perfectly set amidst open meadows with a picturesque swim pond and peaceful surroundings. Designed for both everyday living and entertaining, this inviting property offers the perfect balance of rustic character and modern comfort. Step inside through the practical mudroom, where you'll be welcomed by a dramatic family room featuring soaring vaulted ceilings, a cozy wood-burning stove, and a loft overlooking the space. The heart of the original 1860's home is the open-concept living area, complete with a well-appointed kitchen, dining area, and a warm, inviting living room centered around a classic wood-burning fireplace. The main level also features a convenient half bath and a private primary suite with a ¾ bath. From the primary bath, step directly onto the back deck and unwind in the sunken hot tub while taking in the tranquil country setting. Second level, you'll find four additional bedrooms, a full bath, and a comfortable den/loft overlooking the family room, offering flexible space for guests, a home office, or recreation. Outside, enjoy Vermont's beauty from the private covered porch, gather around the expansive yard, or relax by the stone firepit or scenic pond surrounded by open meadows. An attached garage provides ample storage, while the finished game room above creates the perfect space for entertaining, hobbies, or additional guest accommodations. The flat meadows were the perfect setting for the family's recent wedding... What event will you host in this incredible backyard? Ideally located just minutes from the charming village of Chester and within easy reach of Okemo Mountain Resort, this exceptional property offers year-round enjoyment, whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity. Visit the Okemo real estate community today. Taxes are based on town assessment. See MLS Property & Listing Details & 58 images.

Under Contract Chesterfield NH Home for sale $$595,000 $216 per sq.ft.

$595,000 $216 per sq.ft. Chesterfield NH Home »

Waterfront on Lake Spofford
3 Beds | 2 Baths |   Total Sq. Ft. 2750  |  Acres: 1.1
Thursday May 14, 2026
Description: Tucked away at the end of the road, this one-of-a-kind contemporary hexagon home offers peace, privacy, and inspiring views of Spofford Lake. Set on 1.1 acres with flowering gardens and a thriving vegetable garden, the property feels like a private sanctuary. Inside, warm pine floors lead through inviting living spaces including a sun-drenched glass sunroom, cozy den, artist studio, and living room with fireplace and wood stove. With 3 bedrooms, 2 baths, a large laundry room, and attached 2-car garage, this special home blends comfort, creativity, and nature beautifully. See MLS Property & Listing Details & 41 images.

New Listing! Chesterfield NH Home for sale $$629,000 $293 per sq.ft.

$629,000 $293 per sq.ft. Chesterfield NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2147  |  Acres: 7.5
Thursday Aug 27, 2026
Description: Open houses Sat and Sunday pm. Located conveniently between Brattleboro and Keene, this unique 4 bedroom contemporary home has been lovingly remodeled with quality upgrades while preserving its original charm. Enter through an airy enclosed porch/mudroom into a beautifully updated kitchen featuring a Wolf dual fuel professional range, large pantry, custom counters with breakfast bar, tile backsplash, and cherry hardwood floors that continue into the open dining and living areas. The dining room includes a custom built in bench with glass front storage cabinets. A cozy living room with propane stove complements the home's mini split heating and A/C system. The peaceful 3 season porch overlooks the side yard and is perfect for reading, relaxing, or enjoying a sunset. With a playful Seinfeld theme, the Elaine bedroom is located off the living room. Moving from the original home into the 1974 addition, you'll find a welcoming room with laundry and a custom full bath featuring a tiled shower and separate soaking tub. The large timber-frame family room offers a wood burning stove and access to a spacious two-level deck, complete with a vintage soapstone sink for outdoor entertaining. The peaceful primary bedroom, Jerry, is off the family room, with an adjoining storage room offering potential for a future ensuite bath. Upstairs, the George bedroom features charming nooks, a large built-in dresser, and a stained glass window. A small sewing room makes an ideal office. A vintage-inspired custom bath with porcelain pedestal sink separates George from the slightly quirky Kramer bedroom and its adjoining sitting room overlooking the living room below. Outside, stone walkways wind through beautiful gardens to a newer 2-car garage. Farther up the drive, a small barn has been transformed into a fabulous conditioned man-cave with heat and A/C, a wonderful gathering space for family and friends. Welcome Hill is especially known for its spectacular spring display of daffodils. See MLS Property & Listing Details & 60 images.

$665,000 $223 per sq.ft. Chesterfield NH Home »


Price Change! Reduced by $10,000 down 2% on July 28th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2984  |  Acres: 1.83
Thursday Jun 25, 2026
Description: Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a home, it's a place to put down roots and enjoy everything the Spofford community has to offer. See MLS Property & Listing Details & 60 images.

$689,000 $413 per sq.ft. Chesterfield NH Home »

2 Beds | 3 Baths |   Total Sq. Ft. 2532  |  Acres: 0.8
Thursday May 28, 2026
Description: Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you'll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Don't miss this opportunity to own your slice of lake life, schedule your showing today! See MLS Property & Listing Details & 40 images.

New Listing! Chesterfield NH Home for sale $$849,900 $265 per sq.ft.

$849,900 $265 per sq.ft. Chesterfield NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 3210  |  Acres: 12.19
Friday Aug 7, 2026
Description: Charming Colonial Retreat on 12+ Private Acres Welcome to your ultimate private sanctuary! This beautiful 3-bedroom, 3-bathroom Colonial offers the perfect blend of modern convenience, space, and tranquil living. Nestled on a sprawling 12.1-acre lot, this home provides exceptional privacy while remaining ideally situated near the Vermont and New Hampshire borders for easy commuting, dining, and outdoor recreation. Inside, you'll find a bright and airy open-concept layout designed for seamless everyday living and effortless entertaining. Showings will begin on August 17th 2026. See MLS Property & Listing Details & 38 images.

Under Contract Chesterfield NH Home for sale $$888,000 $324 per sq.ft.

$888,000 $324 per sq.ft. Chesterfield NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3188  |  Acres: 0.73
Tuesday Jun 2, 2026
Description: A truly exceptional home offering quality craftsmanship, generous living space, and a private setting with breathtaking mountain views. Thoughtfully designed and impeccably maintained, this stunning property combines elegance, comfort, and functionality throughout. The heart of the home is a chef's dream kitchen, featuring premium stainless-steel appliances, including a Wolf range and Sub-Zero refrigerator, abundant cabinetry, and beautiful finishes. The kitchen flows seamlessly into the sun-filled great room, where gleaming hardwood floors and a cozy fireplace create a warm and inviting atmosphere for everyday living and entertaining. Step outside to the expansive deck and take in the peaceful mountain views an ideal setting for morning coffee, outdoor dining, or simply relaxing and enjoying the tranquility of your surroundings. The home offers four generously sized bedrooms, including a luxurious primary suite complete with a spacious walk-in closet and a well-appointed en-suite bath. The walkout lower level provides additional finished living space, perfect for a home office, media room, gym, or guest accommodations, along with ample storage space. An oversized garage offers plenty of room for vehicles, recreational equipment, and all your outdoor gear. Located in one of the area's most desirable neighborhoods, just minutes from beautiful Spofford Lake, this home also provides convenient access to both Brattleboro, Vermont, and Keene, New Hampshire. Enjoy nearby shopping, restaurants, healthcare facilities, cultural attractions, theaters, museums, churches, and several colleges, all within easy reach. This remarkable property offers the perfect balance of luxury, privacy, and convenience an extraordinary place to call home. See MLS Property & Listing Details & 60 images.

$899,000 $599 per sq.ft. Chesterfield NH Home »


Price Change! Reduced by $76,000 down 8% on August 22nd 2026
32 Ft. of Waterfront on Lake Spofford
4 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.22
Tuesday Jul 28, 2026
Description: YES!!!! that's right, TWO homes on 1 Parcel. Imagine the possibilities of having 2 homes on beautiful Spofford Lake. Come see the Rustic Charm of these classic, seasonal cottages. There certainly aren't many original vacation homes left on the lake, take advantage of owning (2) of your very own. The "Lakeside Cottage" is just a few feet from the water's edge where you can walk across the sand and dip your toes in the pristine, sandy bottom, clear water. Enjoy waterfront views and easterly sunrises from your enclosed porch as you enjoy your morning coffee. The lake front cottage also offers all the necessities of a cozy kitchen, living room with stone fireplace, 3/4 bathroom and two upstairs bedrooms to re-energize for the next day's lake excitement/activities. The "Roadside Cottage" sets only a few feet behind and is equally as charming. It also has views to the lake, use it as a guest home, rental property, or extra family space. This cottage features an enclosed porch, vaulted ceilings, brick fireplace, a loft, one downstairs bedroom, 3/4 bathroom and an upstairs bedroom. Each cottage features a time capsule of history, just waiting for your family to make more memories at Spofford Lake. Brand new septic system installed 2023 servicing both homes, updated 100amp electrical services, and new retaining wall on lake front cottage. Did I mention the convenient location? Easy access from Rte91, and just minutes from major shopping, restaurants, and grocery stores and more. See you at the Lake! See MLS Property & Listing Details & 40 images.

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