Cheshire County, NH Real Estate Search

Cheshire County, NH Homes between $800,000 and $900,000 for Sale

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Newest Cheshire County, NH Homes between $800,000 and $900,000 for Sale

$850,000
2 Beds 2 Baths 5109659 MLS
OPPORTUNITY KNOCKS! LIVE, WORK, INVEST AND EXPAND! Entrepreneurs take note of this unique offering that combines an established commercial property with residential accommodations, substantial storage and surrounding acreage along Route 12A, minutes from Keene and Surry Mountain Lake. Striking red garage doors make an immediate impression, while generous parking serves customers, employees and residents. Five garage bays are designed for serious work, with a service pit, high-clearance ceilings, air compressor and water lines, abundant lighting and electrical hookups. An adjoining office benefits from large windows that bring in natural light and keep business within view, while additional utility areas provide valuable space for organization. A separate outbuilding at the rear of the property adds workshop versatility and extra storage capacity. Above the commercial operation, the property takes an unexpected turn. An executive suite creates the compelling option to live where you work or explore additional rental income potential. French doors brighten an open living and dining area warmed by a fireplace, while the well-equipped eat-in kitchen is ready to host meals with extensive wood cabinetry, a pantry and a complete suite of appliances. Two bedrooms provide restful retreats each boasting en suite bathrooms and French doors that invite fresh air and morning coffee outdoors. The expansive rear deck wraps around the building amid a backdrop of mature trees, creating a surprisingly private setting removed from the activity below. Dine or entertain outdoors or simply settle in at day’s end, perched among the treetops. The topmost attic level provides even more storage or potential for future finishing while dual balconies capture views of mountains, sky and water. Pair all of this with surrounding wooded acreage and the possibility of future subdivision, subject to approval, and the value proposition becomes clear. ONE PROPERTY WITH MULTIPLE PATHS FORWARD!

416 Rte 12a Rd, Surry

Listing courtesy of Fine Homes Group International from Keller Williams Realty-Metropolitan. ()

$820,000
5108790 MLS
A Historic Fitzwilliam Landmark with a new chapter. A unique opportunity to own a piece of Fitzwilliam history formerly known as the Whittemore & Son's General Building, this distinctive property has been transformed into an eight-unit multifamily building, offering a versatile mix of residential units while retaining the character and presence of it historic roots. The property features two one-bedroom units and six two-bedroom units, providing a desirable mix for a range of renters and creating multiple income streams within on established property. Significant improvements have been completed, offering a new owner the benefit of substantial recent capital investment. A new septic system has been installed, along with a new roof (2024) and slate roof repairs (2024). The property also features a newly installed coin-operated laundry facility, adding convenience for residents and an additional income opportunity. Unit 5 was newly remodeled in 2024, while the exterior has received considerable attention as well. The front of the building has been freshly painted, the back deck has been redone, and major improvements have been made to the grounds. A new historic sign and new cluster mailbox system further enhance the property's appearance and functionality. Set in the Monadnock Region, Fitzwilliam offers the appeal of a traditional New Hampshire community surrounded by natural beauty, small town charm, and convenient access to regional employment, recreation, and neighboring communities. For the investor, the eight-unit configuration provides diversification within a single asset. For someone looking to expand a multi-family portfolio, the recent improvements help address several major capital items. And for those who appreciate historic properties, the Whittemore & Sons identity gives the building a story and character that newer construction simply cannot duplicate.

76 Rte 119 W St, Fitzwilliam

Listing courtesy of Diane Knisley from Stoudt Realty. ()

$859,000
1 Beds 1 Baths 5108442 MLS
Properties like this rarely come available! Nestled on over 17 private acres, this beautifully built Craftsman-style home offers exceptional quality, privacy, and a lifestyle that feels worlds away from the everyday. From the moment you arrive, the inviting large front porch sets the tone for this peaceful retreat, providing the perfect spot to sit back, relax, and take in the surrounding property. Inside the main home, thoughtful craftsmanship and timeless details abound. The spacious living area features a stunning fieldstone wood-burning fireplace, while beautiful hardwood flooring flows throughout the house. A charming sunroom overlooks the outdoor dining space, where a picturesque grape arbor provides shade over a large table a great place for entertaining, family gatherings, or quiet evenings outdoors. The main level hallway leads to the comfortable primary bedroom, featuring double closets, beautiful hardwood floors, and French doors overlooking the outdoor dining area. The bath offers a wonderful tiled, step-in shower. A separate two-story guest house provides wonderful flexibility for visitors, extended family, or private accommodations. The first floor provides a sitting or sleeping space, spa like bath with step-in tiled shower. The second-floor offers abundant storage, a kitchenette, and ample space for sleeping guests. For the hobbyist, farmer, or outdoor enthusiast, the attached shop is both practical and inviting, with a wood stove for comfortable work during the colder months and plenty of room to store tools, equipment, and a tractor. Equestrian amenities are equally impressive. A separate stable features three large box stalls, generous hay storage, and individual turn-out paddocks for each stall. Approximately 6 acres of fenced pasture provide plenty of room for horses to roam and graze. And for those looking for even more recreational possibilities, there is even space for a shooting range.

562 Alstead Center Rd, Alstead

Listing courtesy of Robin N Sanctuary from Traditions Real Estate LLC. (Cell: 603-313-9165)

$835,000
3 Beds 2 Baths 5106672 MLS
*******Open House Sunday, 09/13/26 9-1pm ********This one-of-a-kind private waterfront log cabin retreat offers an exceptional waterfront lifestyle. This 1.1 acre lot nestled in a cove is shielded from main part of boat traffic and offers peaceful enjoyment as well as stunning views. Water frontage is 305' with multiple sections of floating boat docks making this an ideal spot for water enthusiasts.***** Step inside this open concept post and beam log home where warmth & character shine throughout. The spacious kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. A cozy wood stove anchors the room, while wide pine finishes & windows throughout showcase breathtaking lake views. ******* Upstairs is the primary bedroom with a private bath, plus a 2nd room & laundry area in a loft-style layout. ****** Main level has 2 additional bedrooms providing flexibility for guests, family or a home office. Also on the main level is a full bathroom. One of many standout features is the enclosed 8x22 porch perfect for relaxing and enjoying lake views.********* In addition to the porch, there's a 2 car garage with a huge bonus room area above, perfect for a fun family hangout, game room or guest area. Even better, this home has been thoughtfully updated with all major systems recently replaced, including a brand-new hot water tank, electrical panel, furnace, water softener system, and sump pump-providing peace of mind for years to come. Come check out this beautiful slice of heaven and make it your forever home or a peaceful vacation retreat. HOA fees are $825 per year for road maintenance (plowing & grading). Also included is the private boat launch for members and a pool/pool house and the use of Rossi Hall (nominal fee) Open House Sunday, 09/13/26 9-1pm

232 Tigola Trl, Stoddard

Listing courtesy of Paul Bourassa from Manning Williams Agency. ()

$885,000
2 Beds 2 Baths 5106140 MLS
From the moment you arrive, this enchanting waterfront retreat feels like a storybook oasis. Follow the stone-lined path through lovingly tended gardens - alive with butterflies and pollinators throughout the summer - to a welcoming home overlooking the serene waters of Lake Skatutakee. Inside, the open first-floor layout creates an effortless connection between the beauty surrounding the home and the lake beyond. Walls of windows fill the living room with natural light while framing ever-changing water views, and a sliding door opens to the back deck - an idyllic spot for morning coffee as the sun rises, quiet afternoons by the water, or evenings beneath a dark, star-filled sky. From the deck and backyard, the dock is only steps away, making it easy to slip a kayak into the water whenever the mood strikes. The first floor also offers a convenient half bath with laundry. Upstairs are two bedrooms, including a spacious primary with room for a king-size bed and a cedar-lined closet, along with a full bath featuring both a soaking tub and separate shower. Life here moves at a gentler pace. Listen to the beautifully haunting call of loons across the water, paddle through pickerelweed blooms along the lake’s peaceful western end, explore the winding channel while birdwatching, or simply sit back and enjoy the serenity of your own waterfront. Lake Skatutakee encompasses approximately 236 acres and is treasured locally for its natural beauty, wildlife and recreation. Just about a mile away, historic Harrisville Village offers quintessential New England charm and a beloved general store, while Keene and the greater Monadnock Region are within easy reach. This is more than a home on the lake - it’s a place where gardens, forest and water come together, and where some of the best moments may be the simplest ones.

55 Skatutakee Rd, Harrisville

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$899,000
4 Beds 2 Baths 5101977 MLS
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!

142 N Shore Rd, Chesterfield

Listing courtesy of Todd A Bassler from Greenwald Realty Group. ()

$899,000
2 Beds 3 Baths 5099295 MLS
Perched near the top of High Street, this beautifully renovated property offers the rare convenience of village living, where the church bells mark the hour and fill the air with music at noon and 5 p.m. Since purchasing the home in 2022, the current owner has completed extensive renovations and thoughtful landscaping, creating an inviting retreat that blends timeless charm with modern comfort. The stunning new kitchen opens seamlessly into the light-filled living and dining area. A cathedral ceiling, soaring windows, and a fireplace create a warm and dramatic gathering space. The first floor also includes a comfortable bedroom, a full bath, and a cozy sitting room, offering flexible living options. An open staircase leads to the loft-style primary suite, complete with a full bath and accented by a beautiful antique stained-glass window. Outside, a spacious screened porch and expansive deck, shaded by a mature maple tree, provide the perfect setting to relax, entertain, and enjoy the peaceful surroundings. The walkout lower level includes a laundry and utility room, along with generous workspace and storage. A separate private entrance leads to a charming in-law or guest suite featuring a kitchenette and bath. This versatile space also lends itself perfectly to a home office, artist's studio, or private retreat. See SPIR for list of upgrades. Showings begin Friday 7/17/26

69 High St, Walpole

Listing courtesy of Heidi Bernier from Berkley & Veller Greenwood Country. (Off: 802-254-6400)

$849,900
5 Beds 5 Baths 5098271 MLS
Welcome to 29 Rand Road! A truly breathtaking property set on 3.09 private acres, offering the perfect blend of peace, privacy, and convenience. Proudly owned by the original owners since it was built, this meticulously maintained home is truly one of a kind. Enjoy the tranquility of country living while remaining just minutes from shopping, major highways, dining, and other everyday amenities. The spacious main home offers 4 bedrooms, 4 bathrooms, and an abundance of living space throughout. The updated kitchen features newer stainless steel appliances, ample cabinet space, and an abundance of natural light, making it the perfect place to cook and gather. Beautiful natural woodwork flows throughout the home, adding warmth and timeless character. The main level also offers a sun filled living room space, dining area that's open to the kitchen, a half bathroom, and a laundry area. Step up to the 2nd floor and you will find your very own. sun-filled primary suite offers direct access to a private walkout deck, creating the perfect retreat. The 2nd floor offer 3 additional, generously sized bedrooms, and an additional full bathroom for convenience. The walk-up attic is completely finished offing the perfect space to make a play room, library, office, etc. The finished basement provides additional living space and even includes a relaxing sauna. Adding even more versatility to the property is a detached 612 sqft ADU complete with its own kitchen, full bathroom, and bedroom, deal for extended family, guests, a home office, or potential rental income. A detached shed provides storage for tools and outdoor essentials. With its exceptional living space, unique features, and picturesque setting, 29 Land Road is a rare opportunity to own a property that offers both comfort and flexibility! Please see floor plans and subdivision plans attached to MLS listing.

29 Rand Rd, Rindge

Listing courtesy of Salah Amrani from EXP Realty. (Cell: 978-457-3571)

$829,000
5 Beds 3 Baths 5097961 MLS
Set on nearly 8 private acres in Rindge, just minutes from the Massachusetts border for an easy commute, this charming country property offers the perfect blend of privacy, space, and comfort. Set back from the road on a paved driveway, the home is surrounded by a beautiful mix of wooded landscape, perennial gardens, and open lawn. The large fenced backyard features a picturesque gazebo, mature plantings, and plenty of room to relax or entertain. Inside, you'll find 4,284 square feet of living space with five bedrooms and three bathrooms, offering a flexible layout for everyday living and gatherings alike. The spacious kitchen flows into the dining area and sunroom, creating the heart of the home. Enjoy abundant counter and cabinet space, a double oven, and peaceful backyard views. A first-floor laundry room is conveniently located near a full bath and a well-maintained sauna. The first-floor primary suite provides the ease of single-level living and features hardwood floors, a dressing area, and a recently remodeled private bath. Upstairs, skylights fill the home office and bonus room with natural light, while generous closet space and a full bath with double vanities comfortably accommodate family and guests. An unfinished basement offers endless potential for future living space, a workshop, or additional storage. A durable metal roof with a lifetime warranty, automatic whole-house generator, and attached three-car heated and cooled garage with a utility sink add lasting value and peace of mind. Conveniently located near shopping, dining, and everyday amenities, the home is approximately 1 hour 15 minutes from Manchester-Boston Regional Airport and about 1½ hours from Logan International Airport. Whether you're looking for room to grow, space to entertain, or a peaceful country retreat, this exceptional Rindge property is ready to welcome you home.

185 Thomas Rd, Rindge

Listing courtesy of Sadie Halliday from EXP Realty. (Cell: 603-660-2321)

$875,000
3 Beds 3 Baths 5097882 MLS
Experience the ultimate turnkey New England Lake retreat at 20 Keene Ave, a masterfully renovated compound set on a beautifully landscaped one-acre lot with coveted deeded beach access to pristine, spring-fed Laurel Lake. Both the main home and the detached Accessory Dwelling Unit (ADU) are fully winterized and designed for comfortable year-round living. This exceptional offering blends high-end craftsmanship, flexible multi-generational living, and resort-style outdoor amenities all being sold fully furnished for immediate enjoyment. The beautiful 3-bedroom, 2-bath main home showcases impeccable craftsmanship, quality finishes, and sun-filled living spaces designed for effortless entertaining and everyday comfort. A new spacious three-season sunroom overlooking Laurel Lake provides the perfect place to enjoy morning coffee, unwind with a good book, or gather with family while taking in peaceful water views. Retreat to the sun-filled primary suite, where tranquil lake views and a spacious walk-in closet provide the perfect blend of luxury and comfort. The detached 40X28 3-car heated garage with dedicated RV parking is topped by a spectacular, fully furnished ADU featuring an open-concept living area, kitchen, bath, and a large private deck ideal as a year-round or seasonal rental, private guest suite, or luxurious space for extended family and friends. Adding even more versatility is the charming two-story carriage shed, offering a potting shed and lake gear storage on the lower level with an adorable studio or home office above perfect for artists, remote work, or a private creative retreat. Outside, the property is an entertainer's dream. Enjoy two custom granite and natural stone fire pit areas, professional horseshoe pits, and outdoor shower, and beautifully manicured grounds designed for gathering, relaxing, and making lifelong memories.

20 Keene Ave, Fitzwilliam

Listing courtesy of Laurie Mack from BHG Masiello Keene. ()

$899,000
4 Beds 3 Baths 5095654 MLS
Meander through a neighborhood of gracious contemporary homes to the very top where vistas of the Monadnock range meet you. This home, at the end of the road on a quiet cul-de-sac, is ideal as a primary residence or a country vacation home. The interior of this luxury home is one of stunning expansiveness created by vaulted 11 ft ceilings, skylights and banks of windows. The free-standing, white brick fireplace in the living room adds to the dramatic feel of the home’s striking architecture with hardwood and marble flooring throughout. A 28 foot deck invites you to step outside to savor the calm of this serene location. Maximize the mountain range views to be enjoyed from the bedroom decks. Three bedrooms have balconies offering you your own restful escape. The fourth bedroom accesses the private back deck-patio. The gourmet kitchen features Bosch appliances with a chef’s 36” oven; gas range, a granite island & stylishly sleek cabinetry. The open-floor designed main level creates a great-room combining a dining room and living room that flow as one. This main level also has a bedroom/ office, full bath and laundry. The top floor retains the feel of expansiveness with 10 foot ceilings. The primary bedroom has virtually 20 ft of his and her closets and separate dressing areas. The bath has a jacuzzi tub. There are 2 additional bedrooms and full bath. Built on the hillside, with lower and upper driveways, all 3 levels of this home have direct outside access. The ground level has a 400+ foot game room with fireplace and garage with direct entry into the home. If you are searching for a new home offering the joy of luxury, look no farther.

21 Pheasant Hill Rd, Keene

Listing courtesy of Randi Ziter from Brattleboro Area Realty. ()

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