Cheshire County, NH Homes between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for homes between $1,500,000 and $2,000,000 available in Cheshire County, NH and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Cheshire County, NH real estate market? Sign up for a Cheshire County, NH Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Cheshire County, NH Homes between $1,500,000 and $2,000,000 for Sale

$1,750,000

3 Beds ⋅ 2 Baths ⋅ 5115208 MLS

Discover year-round lakefront living in this stunning contemporary home, perched above a private, sandy beach on Lake Monomonac. This 3-bedroom residence, built in 1994, boasts soaring high ceilings and expansive walls of windows that bathe the home in natural light while offering breathtaking views of the lake. The large, open-concept living spaces are ideal for entertaining or enjoying quiet moments with family. Many thoughtful improvements have been made to the property, both inside and out. The primary bedroom is on main level and has a private balcony overlooking the lake. The sunny lower level has outdoor access, a kitchenette, and custom renovated 3/4 bath. Step outside to enjoy numerous outdoor spaces: a large deck, a stone patio, a private dock--perfect for boating and swimming--and a convenient outdoor shower. With 110 feet of sandy beach and perennial gardens, this outdoor space is a serene retreat for relaxation and rejuvenation. Located in the heart of the Monadnock Region, just 70 miles from Boston, this home is an easy commute to many Massachusetts towns. This home is not just a residence; it's a lifestyle choice for discerning buyers seeking tranquility, beauty, and luxurious amenities in a picturesque setting. Don’t miss the chance to own this extraordinary piece of paradise in Rindge. Includes 3/4 ac lot for future garage or small guesthouse. Closing must occur after start of Quarter one 2027. Contact us today to schedule your private showing.

24 Lachance Dr, Rindge

Listing courtesy of Penelope Bielagus from Four Seasons Sotheby's International Realty. ()

$1,750,000

3 Beds ⋅ 3 Baths ⋅ 5113054 MLS

THE MONADNOCK VIEW ESTATE | A CONTEMPORARY MOUNTAIN RETREAT Imagine waking to the first light of morning as Mount Monadnock comes into view, its changing colors framed by expansive walls of glass. Coffee in hand, you step onto your private second-story deck, where the mountain feels close enough to touch. As the day unfolds, the setting invites you to slow down, entertain, and experience the best of New Hampshire living. Designed to bring the outdoors in, this striking contemporary estate pairs architectural glass, clean lines, and thoughtfully designed living spaces with a breathtaking natural backdrop. The heart of the home is a stunning kitchen that flows into an oversized living area, where a dramatic stone fireplace creates a warm gathering place and panoramic windows keep the mountain in view through every season. The primary suite offers a private retreat of its own, complete with a dedicated staircase and direct access to a deck overlooking the landscape. Imagine ending the day in the saltwater hot tub, watching the last light settle over the mountain before retreating indoors to the comfort and privacy of your own sanctuary. Beyond the main residence, the experience continues outdoors. Multi-tiered retaining walls lead toward a saltwater pool, where summer afternoons can stretch into evenings of entertaining. A pool house with sauna and outdoor shower adds another layer of relaxation, while a pavilion and planned bar area offer the promise of memorable gatherings with family and friends. A separate guest residence, nearing completion, opens the door to even more possibilities. Envision welcoming extended family, creating a private space for guests, or exploring the potential for continued luxury vacation rental use. With the exterior vision already realized, the opportunity remains to personalize the interior finishes and make this additional space distinctly your own. 3BR, 3BA, office, and 1st-floor laundry. Luxury living with breathtaking views.

265 W Hill Rd, Troy

Listing courtesy of Nicole D Limoges from Keller Williams Realty Metro-Keene. ()

$1,999,999

4 Beds ⋅ 4 Baths ⋅ 5111816 MLS

A Rare Swanzey Offering, An Exceptional Craftsman Home Set on 32+ Acres! Tucked away on over 32 acres of beautiful New Hampshire countryside, this exceptional Craftsman-style home offers the perfect blend of timeless character, quality craftsmanship, modern amenities, and incredible versatility. With 4 bedrooms and 3½ baths, this property is designed to provide both comfortable everyday living and plenty of space to entertain, relax, and enjoy the privacy of your own expansive estate. The stunning kitchen features granite countertops, high-end appliances including a new wall oven and microwave, SubZero Refrigerator and Wolf gas cooktop. The first-floor primary suite provides a private retreat and the convenience of one-level living, while additional bedrooms offer plenty of room for family and guests. A finished bonus area adds tremendous flexibility and could be used as an in-law suite, guest quarters, home office, recreation space, or additional living area. There is radiant floor heat throughout the house to include 5 zones. The furnace has a lifetime transferable warranty. The outside continues to impress with the extraordinary barn providing exceptional space, power and versatility. This impressive 35x60' two story barn was designed to accomodate everything from serious workshop and storage needs to a home based business, recreational space or equipment storage. The 16' ceilings provide clearance flexibility for vehicles, machinery or any oversized projects. The second floor offers an additional 18' x 60' with 10-foot ceilings, creating valuable bonus space that can be customized to suit your needs. With 400-amp electrical, 3/4 bath and washer/dryer hookups, this barn is sure to impress. Twelve minutes to Keene, 1hr 45 minutes to Boston, 1-2 hours to ski areas. Located in picturesque Swanzey, NH, this property offers the tranquility of a private country setting while being conveniently situated in the beautiful Monadnock Region.

114 C L Ln, Swanzey

Listing courtesy of Toni L Ojala from Arris Realty. ()

$1,595,000

5 Beds ⋅ 6 Baths ⋅ 5110896 MLS

A rare opportunity: this extraordinary 1794 Colonial and its four-story barn, set on 30+ acres in the Monadnock region, form one of southern NH's most significant historic properties, a unique blend of period character, land, and privacy, with Mt. Monadnock views. Thirteen rooms across 6,200 sq feet, plus 5 bedrooms (with the option for 4 more) and 6 baths: space for family, homestead, multigenerational living, or reinvention as a venue, inn, or business. Four masonry fireplaces, granite foundation, wide-board floors, and exposed beams carry forward 18th-century craftsmanship. An expansive back deck, covered porch, and balcony extend outdoor living. The barn is the showstopper: a one-of-a-kind, 7,400 sq ft structure built in 1894 with timber from Mt. Monadnock, includes four soaring floors plus a cupola. Its granite foundation, quarried by the original owner, joins a massive granite wall enclosing the paddock. Original horse stalls, a woodworking shop, and finished studio space fill the floors, upgraded with septic and water, in a once-in-a-lifetime chance to preserve barn history. The mature maple-lined driveway leads in from a state route and a local road. 30+ acres divide between open, flat fields and mature woodland, laced with walking paths, a goldfish pond, antique silo, glass greenhouse and raised beds. Keene: 10 min | Manchester Airport: <1 hr | Boston: approx. 2 hrs | NYC: approx. 4.5 hrs 18th-century New Hampshire heritage, ready for its next chapter.

45 Thatcher Hill Rd, Marlborough

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

$2,000,000

73543849 MLS

34,212 Sq. Ft. Industrial Building For Sale!

52 Fitzgerald Dr, Jaffrey

Listing courtesy of Listing Agent: Bret O'Brien from Listing Office: Greater Boston Commercial Properties, Inc..

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 5090589 MLS

Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation. Ideally situated across from Bretwood Golf Course and within walking distance to Goose Pond Recreation Area, the setting offers an exceptional blend of privacy, recreation, and natural beauty. The classic center chimney Cape with attached ell is an extraordinary example of early American craftsmanship, showcasing original woodwork, graceful arched fireplace surrounds, and six fireplaces connected to five separate flues within the massive central chimney. Thoughtfully updated while preserving its historic integrity, the home seamlessly blends period character with modern comfort. The renovated chef’s kitchen features a large center island, cathedral ceilings, ribbon windows, premium appliances including a six-burner Wolf gas range, and abundant natural light. The kitchen opens to a warm and inviting living room with fireplace, creating ideal gathering spaces for everyday living and entertaining. A separate walk-in pantry provides excellent additional storage. The attached ell includes a private office and half bath with beautiful views overlooking pastoral setting. Outside, perennial gardens and mature landscaping frame the home, while the striking in-ground pool with custom stonework & tennis court complements the estate setting beautifully. A spacious wraparound deck provides the perfect backdrop for outdoor entertaining The impressive two-story barn offers extensive workshop space along with a well-appointed two-bedroom apartment ideal for guests or caretakers. A truly exceptional offering where history, land, and lifestyle come together in one of the Monadnock Region’s most picturesque settings.

515 E Surry Rd, Surry

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$1,500,000

5085710 MLS

Don’t miss this unique 13-unit multifamily property just a short drive to downtown Keene. Set on 1.7 acres, this property stands out in the market by offering tenants individual, standalone cabin-style homes. providing privacy and a neighborhood feel rarely found in rental properties. The property will be fully occupied as of July 2026 and will offer a strong 8.7% CAP rate, making it an attractive option for investors seeking reliable income. Several tenants have occupied their units for decades, demonstrating consistent demand and long-term stability. Significant recent improvements include the complete reconstruction of two cabins over the past two years, adding modern, high-quality units to the property. With its appealing layout, stable occupancy, and convenient location near shopping, employment, and services in Keene, this property is well-positioned for continued performance. Financials and leases available to qualified buyers upon request.

90 Monadnock Hwy, Swanzey

Listing courtesy of George Hansel from H. G. Johnson Real Estate. ()

$1,600,000

3 Beds ⋅ 2 Baths ⋅ 5069723 MLS

SHOOTING STAR FARM is a private country farm on 57± acres of dense woodlands, pasture, and turnout, in scenic SW NH. Originally designed for horse breeding, the exceptional infrastructure also supports canine sports, agricultural pursuits, events, and a variety of home-based business ventures. The 1984 chalet-style home overlooks paddocks and a pond, with a chef's kitchen offering views of the original ‘red barn’. The main level features an open living area with a woodstove, 3-season porch, 2 bedrooms, a full bath, and flex space that was the original kitchen. The loft is a comfortable primary suite with a luxurious custom bath. The walk-out lower level has 4 finished rooms, a woodstove, laundry, and a heated garage. The c.2000 'red' barn is on a full foundation and spans 108'. It offers 12 stalls of varying sizes, with sliding mesh doors that would also make great kennels. There’s H&C water, A/C at one end, and a heated feed room. The like-new arena structure's location on the land buffers you from close neighbors, a must for dog lovers. It features 14 stalls with a unique, adaptable layout, a large indoor arena for yr-round sporting, a catering kitchen, ¾ bath & laundry, and an expansive heated and A/C office and meeting rm. The house & facility have ind. septic systems, and each major building has its own well. Outside are multiple fenced paddocks with a variety of fencing, including livestock wire fencing, plus access to water year-round. Outside, find another arena, a gorgeous granite patio with a fire pit, and ample trailer and guest parking. Beyond equestrian use, the setup will appeal to dog agility, obedience, scent-work and flyball enthusiasts. This property is also adaptable to livestock and agricultural operations, workshops, clinics, recreational activities, and equipment storage. Enjoy miles of country roads from the driveway and the 13,000-acre Pisgah State Park trail network. Just 15 minutes from Keene and I-91

484 Old Swanzey Rd, Chesterfield

Listing courtesy of Shirley Sullivan from Farms & Barns Real Estate LLC. ()

Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

Cheshire County, NH Homes between $1,500,000 and $2,000,000 for Sale

Newest Cheshire County, NH Homes between $1,500,000 and $2,000,000 for Sale

How much is your home worth?

How much is your home worth?