Under Contract Chester VT Home for sale $750,000 $442 per sq.ft.

$750,000 $442 per sq.ft. Chester VT Home »

Waterfront on River Williams River
3 Beds | 2 Baths |   Total Sq. Ft. 1695  |  Acres: 6.03
Listed on Wednesday Jul 1, 2026
Description: Tucked away on a quiet country road in one of Chester's most coveted areas, this striking contemporary home offers the ultimate Vermont lifestyle, just miles from the Okemo Mountain base lodge. Embraced by nature and thoughtful landscape, the property seamlessly connects refined indoor living with the natural beauty of its private riverfront, complete with your own summer swimming hole. Inside, the main level centers around a commanding, floor-to-ceiling fieldstone wood-burning fireplace, beautifully complemented by rich hardwood floors and a bespoke custom kitchen. Designed for privacy, the primary suite features a spa-like ensuite bath, while two additional guest bedrooms and a 3/4 bath provide plenty of space for family or weekend visitors. Intelligently designed for flexible living, the upper-level loft serves as an inspiring home office or studio, while the bright, walk-out lower level offers incredible potential for a game room, home gym, or ski lounge. Transition effortlessly outdoors to the oversized front deck for morning coffee, or unwind in the expansive screened porch out back listening to the sound of the river. The detached, insulated, oversized, 2-bay, 2-level barn has full electrical service, electric garage doors, and a workshop with extra storage space. There is a greenhouse perfect for gardening. With direct access to nearby VAST trails for winter recreation, this is a true four-season retreat. Visit the Okemo real estate today. Taxes are based on the current town assessment. See Listing Details & 59 images.

$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
Listed on 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 Listing Details & 44 images.

$925,000 $325 per sq.ft. Chester VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2850  |  Acres: 14.1
Listed on 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 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
Listed on 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 Listing Details & 41 images.

$639,000 $204 per sq.ft. Chesterfield NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 4550  |  Acres: 5.24
Listed on Thursday Jun 25, 2026
Description: Nestled in the picturesque hills of Chesterfield, New Hampshire, this remarkable property offers an unparalleled living experience. Imagine waking up to breathtaking panoramic views that stretch for 90 miles into the mountain landscapes of Vermont, culminating in spectacular sunsets that paint the sky each evening. This home isn't just a residence; it's a front-row seat to nature's most stunning performances. Step inside and discover a thoughtfully designed interior boasting three spacious bedrooms and two and a half bathrooms. The open-concept living areas flow seamlessly, creating an inviting atmosphere perfect for both quiet evenings by the gas fireplace, a space for large family dinners, or entertaining in the open living room. The recently remodeled kitchen, complete with newer appliances, is a chef's dream, offering both functionality and style. Adjacent to the main living space, a relaxing, warm, and welcoming sunroom provides a serene retreat. Enjoy year-round access with lots of sunlight, spectacular views and direct access to the expansive deck where you can entertain guests or simply unwind while soaking in the magnificent vistas. Beyond the main living areas, this home continues to impress with a finished basement, offering additional versatile space for a home office, gym, or recreation room. Practical amenities like an on-demand generator ensure comfort and convenience, and ample storage throughout the property keeps everything organized. Outside, the custom landscaping is a true work of art, featuring over 5 acres, charming flowering trees, meticulously maintained bushes, and classic New England stonewalls, all reflecting a true testament to pride of homeownership. This property has been lovingly cared for, ready for its next chapter with you. Perfectly located between Brattleboro Vt and Keene NH, this property offers quick access to shopping, restaurants, highways, schools, and pristine Spofford Lake. Come see it today before it's gone. See Listing Details & 53 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
Listed on 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. Open house Fri 6/26 4-6 & Sat 6/27 1-3. See Listing Details & 59 images.

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

2 Beds | 3 Baths |   Total Sq. Ft. 2532  |  Acres: 0.8
Listed on 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 Listing Details & 40 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
Listed on 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 Listing Details & 60 images.

New Listing! Chesterfield NH Home for sale $975,000 $650 per sq.ft.

$975,000 $650 per sq.ft. Chesterfield NH Home »

32 Ft. of Waterfront on Lake Spofford
4 Beds | 2 Baths |   Total Sq. Ft. 1500  |  Acres: 0.22
Listed on 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 Listing Details & 40 images.

Under Contract Chichester NH Home for sale $599,000 $262 per sq.ft.

$599,000 $262 per sq.ft. Chichester NH Home »


Price Change! Reduced by $31,000 down 5% on June 27th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2287  |  Acres: 5
Listed on Wednesday May 6, 2026
Description: Welcome to this warm and inviting log home nestled on 5 open, level acres in the charming town of Chichester. Full of character and natural light, this 3-4 bedroom, 2 full bath home features soaring cathedral ceilings, beautiful wood floors, and an open concept layout that creates a comfortable and spacious feel. Large windows bring the outdoors in, while the cozy wood stove adds the perfect touch for New England living. Step outside and enjoy the wraparound farmer's porch, ideal for relaxing and taking in the peaceful surroundings. The property offers incredible versatility with a one-car garage under, an oversized two-car detached garage, plus an additional barn/garage and shed, providing ample space for storage, hobbies, or equipment. With expansive, usable land, this property is perfect for homesteading, outdoor enthusiasts, or anyone looking to enjoy motorized toys right at home. Privately set back from the road, you'll appreciate the quiet setting while still being conveniently located just a short drive to Concord and the Lakes Region. See Listing Details & 60 images. Includes a Virtual Tour

$800,000 $297 per sq.ft. Chichester NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2691  |  Acres: 2.17
Listed on Saturday Jul 18, 2026
Description: Exceptionally maintained 4 bedroom, 3 bath home located in one of Chichester's most desirable neighborhoods, built by Cherry Hill Homes and showcasing quality craftsmanship throughout. The thoughtfully designed first-floor layout offers an open concept feel while maintaining distinct spaces, including a home office and a study that can serve as a bedroom. The eat-in kitchen features natural wood cabinetry, elegant lighting, and a walk-in pantry, creating a timeless and functional space. Hardwood flooring extends throughout the main living areas, adding warmth and character. The inviting family room, complete with a cozy gas fireplace, overlooks the pergola and in-ground pool perfect for entertaining or relaxing. The primary suite includes a private bath and walk-in closet. Two additional bedrooms and a large bonus space over the garage share a full bath. Additional highlights include second-floor laundry, a fenced backyard, a spacious two-car garage, and a utility shed. Conveniently located with easy access to Concord and offering a walkable neighborhood ideal for biking, strolling, and enjoying community living. See Listing Details & 58 images.

$879,900 $135 per sq.ft. Chichester NH Home »

5 Beds | 6 Baths |   Total Sq. Ft. 6534  |  Acres: 2.1
Listed on Saturday May 2, 2026
Description: Premium 6,534 sq.ft. Luxury Colonial Smart-Designed as an Independent 2 Family Compound. Separated by a private front-to-back egress hallway, this architectural T- shape features two entirely autonomous, highly finished living Wings under a single roof. Zero shared living walls guarantees total acoustic privacy without structural compromise. Priced aggressively at just $135/sq.ft. compared to Chichester's $250/sq.ft. average, this estate offers massive instant equity. Ideal for high-end multi-generational living or a premium corporate home-office retreat with a pristine, zero-damage vacant secondary wing. Bring your best clean offer! It's 5 minutes to Concord, 30 minutes to Manchester, 20-30 min.to the Lakes Region attractions. and 68 minutes to Boston, MA. See Listing Details & 57 images.

$625,000 $247 per sq.ft. Chittenden VT Home »


Price Change! Reduced by $34,000 down 5% on July 23rd 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2532  |  Acres: 1.2
Listed on Thursday Jun 18, 2026
Description: Must see, new price! Welcome to 275 Chittenden Road, a classic Vermont Farmhouse fully refinished set on 1.2 level acres with frontage along East Creek. Offering 4 bedrooms, 2 full baths, and 2,532 finished square feet, this 1850 home blends historic charm with warm, updated living spaces and flexible options for today's lifestyle. This fully remodeled home from the studs must be seen in person to fully enjoy. Featuring exposed beams, refinished wide plank wood flooring, tiling in the kitchen and all baths no detail was missed. The additional rec room with vaulted ceilings offers the space for all of your entertaining needs. The kitchen is well appointed with marble countertops and attached dining. Step onto the screened in seasonal porch to enjoy the sound of the East Creek rolling by. Enjoy single level living with a bedroom, bath and laundry on the main floor. The property also includes a versatile accessory unit with one bedroom, its own kitchen, and a living room, offering excellent flexibility for guests, extended household needs, a private work-from-home setup, or other uses subject to local approvals. Outdoor living is just as inviting, with a covered porch, screened porch, open yard space, and the sights and sounds of the creek. Located in scenic Chittenden, Vermont, this Rutland County setting is known for its peaceful rural character and access to year-round recreation. Enjoy proximity to hiking, fishing, snowshoeing, within 30 minutes of skiing, Chittenden Reservoir, Chittenden Brook, and the broader Green Mountain region, while still having local conveniences and nearby Rutland-area amenities within reach. This home has it all, nice finishes, low maintenance with heating systems and electrical all updated, beautiful landscaping, porches and decks to enjoy, a beautiful flowing creek in the back yard and flexibility in living accommodations. The property is offered fully furnished less a few personal items. This is a must see to fully appreciate! See Listing Details & 60 images. Includes a Virtual Tour

$524,000 $338 per sq.ft. Claremont NH Home »


Price Change! Reduced by $25,000 down 5% on July 6th 2026
6 Beds | 4 Baths |   Total Sq. Ft. 3100  |  Acres: 1.21
Listed on Sunday May 10, 2026
Description: Turnkey and ready for its next owner to capitalize on multiple income streams with the peace of mind only obtainable with newer construction.Exceptional high-yield investment opportunity boasting a projected 10.3% CAP rate and a 1.72 DSCR, offering great cash flow and a distinct opportunity for investors. This versatile property features a spacious 4-bedroom main home characterized by hardwood floors and tasteful updates, that includes two additional bonus rooms with afinished walkout lower level. All complemented by a fully self-contained 2-bedroom apartment perfect for rental income or an in-law suite on the lower level. Whetheryou're looking to house-hack, manage a multi-generational setup, or expand a high-performance portfolio, this river-view gem on the Sugar River delivers both sceniccharm and serious mathematical margin. Home is situated 6 min from Sullivan County Health Care and 7 min from Valley Regional Hospital. See Listing Details & 33 images.

$525,000 $251 per sq.ft. Claremont NH Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2470  |  Acres: 0.4
Listed on Monday Jun 29, 2026
Description: Welcome to 12 Snowshoe Hill Road, a spacious single-level ranch nestled at the end of a quiet cul-de-sac in Claremont, NH. Situated on a level 0.40-acre lot, this property balances peaceful privacy with single-story convenience. Spanning 2,470 total finished square feet, the interior features classic hickory hardwood floors and tile throughout. The heart of the home centers around a bright, open kitchen and dining area complete with a functional center island, a built-in double oven, and stunning custom Crown Point Cabinetry. Easy access through a slider leads to a large private deck and screened in porch with a vaulted wood ceiling; an exceptional space for outdoor dining and seasonal relaxation. Gather easily in the dining area, which features expansive custom built-in shelving perfect for showcasing your collections. The adjoining living space flows naturally from the kitchen and showcases a cozy gas fireplace to warm cool New England evenings. The layout is thoughtfully configured for comfort, featuring a primary bedroom suite with its own private bath, complemented by two other bedrooms on the first floor that share another full bath. With 5 bedrooms and 3 bathrooms total, this flexible floor plan effortlessly accommodates family, guests, or dedicated work-from-home spaces. Head downstairs to discover two more bedrooms, a convenient laundry area, and an abundance of flexible open layout - perfect for your current storage needs or future expansion plans. Practical highlights include central AC, forced-air propane heat, an attached garage, public utilities, and a standby generator for complete peace of mind. Within minutes from downtown Claremont, Dartmouth Health's Valley Regional Hospital, the Connecticut River, & local parks - plus just 10 minutes to I-91 & approximately 30 miles to Dartmouth/Lebanon areas. This is a remarkable opportunity toown a move-in-ready home in an impeccable neighborhood! See Listing Details & 57 images.

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