Cheshire County NH Houses for Sale

/37
$549,900
- 2 Beds
- 2 Baths
- 1,788 Sq Ft
57 Prescott Rd, Jaffrey, NH 03452

Discover the perfect blend of classic New England charm and thoughtful modern updates in this beautifully crafted Antique Reproduction Saltbox Colonial, set on 1.76 private, landscaped acres. Built in 1979, this home features wide pine floors, custom woodwork, and period-style finishes throughout. The formal living room offers rich wood paneling, Indian shutters, and a brick fireplace. A spacious

Sharon Corr

The Corr Group, LLC

(844) 512-0428

57 Prescott Rd, Jaffrey, NH 03452
/60
$750,000
- 4 Beds
- 3 Baths
- 3,792 Sq Ft
314 Richmond Rd, Fitzwilliam, NH 03447

Discover this charming historic farmhouse nestled on 5 plus picturesque acres surrounded by beautiful maple trees and lush green fields. Built in 1820, this home is filled with authentic character, spanning over 3,500 sq ft and featuring 4 bedrooms, 3 bathrooms, a great room, a formal living room, a den, a formal dining room, and a large eat-in kitchen perfect for family gatherings. The home

Michelle Peterson

Elm Grove Realty

(877) 702-2576

314 Richmond Rd, Fitzwilliam, NH 03447
/60
$1,500,000
- 3 Beds
- 3.5 Baths
- 3,788 Sq Ft
31 Darling Ct, Keene, NH 03431

Offered for the first time, this custom-built 3-bedroom, 4-bath residence is privately sited at the end of a tree-lined drive on nearly 10 acres of manicured grounds, meadows, and woodland in a cherished location in Keene. With enduring quality and craftsmanship, the home features a light-filled layout with soaring ceilings, custom millwork, and a seamless flow between spaces. The gourmet kitchen

Peg Walsh

Four Seasons Sotheby's International Realty

(603) 803-4979

31 Darling Ct, Keene, NH 03431
/33
$425,000
- 2 Beds
- 1 Bath
- 794 Sq Ft
59 Wilson Pond Rd, Keene, NH 03431

Quaint cottage only minutes from bustling downtown Keene. This 2 bed 1 bath home features 60 ft frontage on scenic Wilson Pond with private backyard. Includes updated kitchen, some hardwood floors, and multi-car driveway. Ideal for first timers or those looking for a tranquil second home away from home.

Alejandra Patton Spruill

RE/MAX Town & Country

(844) 471-0600

59 Wilson Pond Rd, Keene, NH 03431
/49
$475,000
- 3 Beds
- 2 Baths
- 2,046 Sq Ft
200 Forest Rd, Alstead, NH 03602

Step into timeless New England charm at 200 Forest Road. This lovingly maintained 3-bedroom, 2-bath Antique Cape has been cared for by the same family for over 40 years and is ready to welcome its next steward. Set on 2.75 acres of open, usable land, the property is perfect for gardening, small livestock, or simply enjoying the peace of country living.A classic covered farmer’s porch invites

Laurie Mack

BHG Masiello Keene

(877) 414-7013

200 Forest Rd, Alstead, NH 03602
/58
$975,000
- 3 Beds
- 2 Baths
- 4,243 Sq Ft
400 Alstead Center Rd, Alstead, NH 03602

Step into a piece of New England history at The Rock Farm also known as the Hutchinson House. An extraordinary home blending the elegance of Georgian design with the balance and symmetry of Federal architectural styles. Built in 1805, this home once owned by descendants of the Delano family is listed on the National Register of Historic Places. Featuring authentic Moses Eaton Jr. stenciling, a

Laurie Mack

BHG Masiello Keene

(866) 530-5420

400 Alstead Center Rd, Alstead, NH 03602
/15
$1,125,000
- 5 Beds
- 4.5 Baths
- 5,846 Sq Ft
13 Harkness Rd, Jaffrey, NH 03452

Welcome to 13 Harkness Road, a rare opportunity to own a piece of New England history. Originally built in 1790 and once home to the beloved Rice’s Hotel, this elegant estate offers timeless charm. Set on over 3 picturesque acres in the heart of the Monadnock Region, this 5-bedroom, 5-bathroom residence is a masterclass in heritage craftsmanship and sophisticated living.From the moment

Zack LeRoy

BHG Masiello Keene

(844) 855-1450

13 Harkness Rd, Jaffrey, NH 03452
/3
$489,900 New Construction
- 3 Beds
- 2 Baths
- 1,326 Sq Ft
62 Kennedy Dr, Keene, NH 03431

Welcome to Kennedy Drive Keene NH! This New Construction Home is just getting started which makes for great timing to pick the colors and finishes and make this home your own! 3 bedroom 2 full bath home featuring large open kitchen dining and living room with cathedral ceiling and access to the back deck. Primary bedroom with dual closets and full bathroom, two additional bedrooms with common

Shane Lampinen

Broadvest Real Estate Group

(603) 371-2954

62 Kennedy Dr, Keene, NH 03431
/26
$649,900 New Construction
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
116 Old Walpole Rd, Keene, NH 03431

Beautiful Brand New Construction Ranch Style Home now complete and ready to move in! 3 bedrooms, 2 baths, large open concept kitchen, dining and living rooms with cathedral ceilings, quality cabinetry, quartz counter tops, direct slider access to the oversized back deck and south facing back yard areas. Primary bedroom with large walk in closet with slider door access, Large primary bathroom with

Shane Lampinen

Broadvest Real Estate Group

(888) 818-6356

116 Old Walpole Rd, Keene, NH 03431
/2
$524,900 New Construction
- 3 Beds
- 1.5 Baths
- 1,419 Sq Ft
64 Old Walpole Rd, Keene, NH 03431

New Construction Ranch Style Home to-be-built on this large 1.75 acre lot in a great Keene NH location. 3 bedrooms, 2 baths, nice floor plan with living space all on one level, cathedral ceilings in the kitchen, dining and living rooms with direct access to the the back deck and large back yard areas. Primary bedroom with full bathroom tub/shower and walk in closet. Two additional bedrooms on the

Shane Lampinen

Broadvest Real Estate Group

(833) 772-8013

64 Old Walpole Rd, Keene, NH 03431
/33
$799,900
- 3 Beds
- 2 Baths
- 1,310 Sq Ft
238 Fourth St, Rindge, NH 03461

Stunningly maintained Cape on the largest stretch of open water! This property boasts a gorgeous waterfront deck and a sandy beach, complete with a dock for your boat and breathtaking views. The home features a newer roof, siding, and windows, along with newly renovated stylish bathrooms. Inside, you’ll find 3 beds, 2 full baths, beautiful hardwood floors, and mini-splits for year-round comfort.

Dylan MacLean Foster-Healey Real Estate

238 Fourth St, Rindge, NH 03461
/43
$548,900 Open Sun 10AM - 12PM
- 4 Beds
- 2 Baths
- 1,972 Sq Ft
17 Leahy Rd, Keene, NH 03431

Charming Move-In Ready 4-Bedroom 2-Bath Home with Year-Round Comfort! Welcome to this inviting and well-maintained 4-bedroom, 2 full bathroom home nestled in a lovely neighborhood! Conveniently located near schools, walking trails, and shopping, this property offers the perfect blend of comfort and accessibility. The heart of the home features a bright kitchen with Corian countertops, skylights,

Jillian Exel BHG Masiello Keene

17 Leahy Rd, Keene, NH 03431
/41
$875,000
- 4 Beds
- 2.5 Baths
- 3,207 Sq Ft
158 Great Rd, Jaffrey, NH 03452

Welcome to 158 Great Road, a spacious and beautifully updated 4-bedroom, 2.5-bath Colonial set on 5 private, landscaped acres in desirable Cheshire County. With over 3,200 sq ft of finished living space, this home blends timeless design with thoughtful, high-quality updates.The heart of the home is the renovated kitchen, featuring new cabinetry, counters are quartz with a custom walnut

Sadie Halliday EXP Realty

158 Great Rd, Jaffrey, NH 03452
/60
$775,000 Open Sun 10AM - 1PM
- 3 Beds
- 2.5 Baths
- 2,910 Sq Ft
175 Hadley Rd, Jaffrey, NH 03452

SIMPLY SPECIAL! Please come see this immaculate 2,910 sf Colonial being sold by it’s original owner. Enter into a gracious center hall, which has handsome hardwood floors as does most of the first level. To the right through French doors, is the sunny living room and to the left, a good-sized formal dining room accessing the lovely kitchen complete with a center island, full appliances and plenty

Marc Tieger Tieger Realty Co. Inc.

175 Hadley Rd, Jaffrey, NH 03452
/47
$660,000
- 2 Beds
- 2 Baths
- 1,387 Sq Ft
13 Brook St, Keene, NH 03431

Northwoods New Energy star Adult community.Step inside your new home and be greeted by a bright and inviting one-floor living space, thoughtfully designed for comfort and convenience. Enjoy abundant sunshine on your private deck, thanks to the southern exposure—perfect for savoring your morning coffee or unwinding with an evening glass of wine.Entertain effortlessly in the

Heather Heigis Heigis Real Estate LLC.

13 Brook St, Keene, NH 03431
/51
$845,000 Open Sun 11AM - 1PM
- 4 Beds
- 5 Baths
- 3,489 Sq Ft
97 Ridgewood Ave, Keene, NH 03431

From the moment you arrive, you’ll be captivated by the picture-perfect curb appeal—a professionally landscaped yard bursting with vibrant flowers, lush greenery, and a fully automated sprinkler system to keep it all looking flawless year-round. This exceptional property offers a 2-car garage and a private backyard retreat, perfect for weekend BBQs, or simply unwinding in your own outdoor oasis.

Sothear Kim Realty One Group Next Level- Portsmouth

97 Ridgewood Ave, Keene, NH 03431
/60
$589,000
- 3 Beds
- 2 Baths
- 2,168 Sq Ft
358 Valley Rd, Sullivan, NH 03445

Extensively Renovated Farmhouse with 19th-Century Charm and 21st-Century Comforts in Sullivan. Just minutes from Keene, Granite and Highland Lakes, and the Otter Brook hiking trails, this gorgeous and thoughtfully restored farmhouse blends timeless charm with modern luxury. Set on a professionally landscaped lot bathed in all-day sunlight—perfect for gardening enthusiasts—this home offers

Josh Greenwald Greenwald Realty Group

358 Valley Rd, Sullivan, NH 03445
/52
$799,900
- 3 Beds
- 2.5 Baths
- 3,156 Sq Ft
178 Forest Ave, Swanzey, NH 03446

Welcome to 178 Forest Avenue, a thoughtfully designed contemporary home offering the perfect blend of style, comfort, and functionality. Nestled on a beautifully landscaped lot, this south-facing property features mature blueberry bushes, pear and tangerine trees, a fenced dog area, and a chicken coop—ideal for those seeking a self-sustaining lifestyle. Inside, the open-concept layout is both

Cindy Von Recklinghausen BHG Masiello Keene

178 Forest Ave, Swanzey, NH 03446
/60
$515,000
- 3 Beds
- 2.5 Baths
- 2,272 Sq Ft
16 Amalia Way, Rindge, NH 03461

Welcome to this beautiful, well-maintained three-bed, two-bath modern Cape, ideally situated in one of Rindge’s most attractive developments. Surrounded by serene forests, open fields, and nearby trails, this home offers the perfect balance of comfort, efficiency, and connection to nature—all just minutes from lakes and the stunning views of Mount Monadnock. Inside, you’ll find a thoughtful

David Hansen Keller Williams Realty-Metropolitan

16 Amalia Way, Rindge, NH 03461
/57
$560,000
- 2 Beds
- 2 Baths
- 1,774 Sq Ft
332 Eaton Rd, Swanzey, NH 03446

Welcome to this charming paradise in Swanzey! This home is a custom 14-sided Eagles nest. As you can see, this house has been meticulously loved and cared for over the years. This property is a true combination for your homestead and private living. 3 stall barn with pastures and additional outbuildings for all your storage needs. As you approach the home from the driveway you will notice the

Katelyn Heaney Greenwald Realty Group

332 Eaton Rd, Swanzey, NH 03446
/52
$615,000
- 5 Beds
- 2.5 Baths
- 2,906 Sq Ft
29 Dean Farm Rd, Jaffrey, NH 03452

Welcome to 29 Dean Farm Road, a beautifully maintained home set in the heart of New Hampshire’s scenic Monadnock Region. This spacious 5-bedroom, 2.5-bath residence offers a timeless blend of warmth, comfort, and functionality. Gleaming hardwood floors run throughout the home, complementing generously sized bedrooms and a flexible floor plan that includes a first-floor office or study. The sun

Dean Deschenes Arris Realty

29 Dean Farm Rd, Jaffrey, NH 03452
/40
$599,000
- 3 Beds
- 2 Baths
- 1,174 Sq Ft
336 Main St, Rindge, NH 03461

Welcome to 336 Main Street - Nestled on a serene, tree-lined lot, this beautifully updated split-entry home offers the perfect blend of comfort, function and outdoor enjoyment. From the moment you pull up, you'll notice the home's inviting curb appeal and lush front lawn. Inside, you'll find bright, open living spaces featuring large windows, central air conditioning, shiplap accent walls, brand

Andre Aho EXP Realty

336 Main St, Rindge, NH 03461
/60
$634,500 Open Sun 11:30AM - 2PM
- 3 Beds
- 2 Baths
- 1,448 Sq Ft
23 Bittersweet Ln, Chesterfield, NH 03466

Escape the day to day at this picturesque waterfront Cape! Down your private publicly-maintained deadend road, beside the hillside and quaint horse fence, awaits majestic views to envelop you at this park-like setting on the Connecticut River. Your private 3-acre property has over 500’ of riverfront and views with your own beach area and naturally-formed rock jetty. While you’re near to many

Mary M. Belle Isle EXP Realty

23 Bittersweet Ln, Chesterfield, NH 03466
/60
$579,000
- 8 Beds
- 4 Baths
- 3,806 Sq Ft
1323 Main St, Dublin, NH 03444

Welcome to this 1323 Main Street- An incredibly versatile colonial on 4 scenic acres with a small pond, peaceful views, and easy access to Keene and Peterborough. Currently configured as 3 rental units, this property offers income potential, owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit features a large screened

Jim Weidner EXP Realty

1323 Main St, Dublin, NH 03444
/40
$560,000
- 3 Beds
- 3 Baths
- 2,346 Sq Ft
286 Old New Ipswich Rd, Rindge, NH 03461

Drive up through a stand of pines to this cape style home on 2 acres! Entering the home via a farmers porch, there are tile & wood floors through out first floor. With 3 bedrooms & 3 baths it will accommodate you and yours! The brightly updated kitchen has stainless appliances, oak cabinets & stone countertops which make for a kitchen you want to be in! On a beautiful lot in a quiet

Isaac Traffie Broadvest Real Estate Group

286 Old New Ipswich Rd, Rindge, NH 03461
/23
$539,000
- 3 Beds
- 2.5 Baths
- 1,696 Sq Ft
39 Windy Fields Ln, Jaffrey, NH 03452

This 2018 3 bedroom, 3 bath Colonial is perfectly positioned on a quiet cul-de-sac in a sought-after Jaffrey neighborhood. Featuring an open layout with neutral tones throughout, this home offers great flow and abundant natural light. Enjoy the cozy electric built-in fireplace, spacious kitchen with island, soft close drawers, and a primary suite with walk-in closet and private bath. Keep chores

Jeana Jordan RE/MAX Town Square

39 Windy Fields Ln, Jaffrey, NH 03452
/52
$625,000
- 4 Beds
- 3 Baths
- 2,377 Sq Ft
81 Summit Ridge Dr, Keene, NH 03431

Exquisite 9-Room Contemporary Colonial located in desirable West Keene neighborhood. This beautiful 9-room, 4-5 bedroom, 3-bath home is ready for you to call home. Thoughtfully updated since its original construction in 2002, every detail has been carefully considered. The stunning kitchen features Vermont cabinetry, quartz countertops, LED lighting, and upgraded appliances — perfect for cooking

Carol Slocum Keller Williams Realty Metro-Keene

81 Summit Ridge Dr, Keene, NH 03431
/51
$585,000
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
45 Monadnock View Rd, Rindge, NH 03461

MOTIVATED SELLERS! Bring us an offer!Impeccably maintained 4-bedroom, 3-bath Colonial boasting 2,272 square feet of thoughtfully designed living space. Situated in a desirable cul-de-sac neighborhood with views of Mount Monadnock. The home offers a spacious, level, fully fenced yard ideal for entertaining or relaxing, a walkout basement and an expansive third-floor attic ready to be finished.

Dean Deschenes Arris Realty

45 Monadnock View Rd, Rindge, NH 03461
/46
$585,000
- 3 Beds
- 3.5 Baths
- 2,742 Sq Ft
411 Alstead Center Rd, Alstead, NH 03602

Back on the Market – Don’t Miss This Country Gem!This beautifully maintained 4-bedroom, 3.5-bath farmhouse is back and ready for its next chapter! Situated on 5 scenic acres of farmland, this property offers the perfect blend of charm, function, and opportunity. It features a large barn for storage, a 3-stall horse barn, a detached one-car garage, and a farm stand ready to go with town

Kerryann Murphy Lamacchia Realty, Inc.

411 Alstead Center Rd, Alstead, NH 03602
/36
$514,475
- 4 Beds
- 2.5 Baths
- 2,336 Sq Ft
25 Centerview Dr, Swanzey, NH 03446

Welcome to this beautifully maintained and freshly painted 4-bedroom, 2.5-bath home, located in one of the area's most desirable neighborhoods—just a short walk from local schools. From the moment you arrive, the timeless curb appeal will set the tone for a home that has been thoughtfully cared for inside and out.Step inside to rich hardwood floors that run throughout the main living spaces.

Eric Finley BHG Masiello Keene

25 Centerview Dr, Swanzey, NH 03446
/35
$595,000
- 3 Beds
- 3 Baths
- 1,310 Sq Ft
15 Mulligan Right of Way, Westmoreland, NH 03467

Tucked away on a quiet country road in picturesque Westmoreland, this move-in ready, meticulously maintained home offers the perfect blend of comfort, character, and incredible outdoor space. The main level features a the updated kitchen that has been thoughtfully updated with custom cabinetry, a spacious living room with exposed beams, built-in shelving, hardwood floors, and a cozy pellet stove,

Jillian Exel BHG Masiello Keene

15 Mulligan Right of Way, Westmoreland, NH 03467
/53
$590,000
- 4 Beds
- 3 Baths
- 2,500 Sq Ft
113 Converseville Rd, Rindge, NH 03461

Prophet Hill Farm – A Scenic Equestrian RetreatSet on 14 picturesque acres, Prophet Hill Farm blends rustic charm with endless equestrian potential. The property features a 14-stall barn, an approximately 50x80 indoor riding arena, an outdoor arena, and a cozy 1-bedroom apartment above a 2-car garage—perfect for guests, caretakers, or rental income.An antique 4-bedroom farmhouse adds

Kerry Parker Equine Homes Real Estate, LLC

113 Converseville Rd, Rindge, NH 03461
/28
$575,000
- 5 Beds
- 2 Baths
- 2,815 Sq Ft
196 South Rd, Swanzey, NH 03446

Step into timeless charm with this beautifully updated colonial farmhouse, where classic character meets modern comfort. Currently a successful smoke- and pet-free short-term rental, it’s equally ideal as a full-time residence, weekend escape, or income-generating retreat.Inside, enjoy soaring ceilings, exposed beams, pine floors, and thoughtful finishes throughout. The kitchen features

Jessie Carpenter Keller Williams Realty Metro-Keene

196 South Rd, Swanzey, NH 03446
/59
$619,900
- 5 Beds
- 2.5 Baths
- 3,564 Sq Ft
137 Prescott Rd, Jaffrey, NH 03452

Steeped in history and timeless charm, this distinguished Colonial home, built circa 1830, offers a rare glimpse into the past while providing endless possibilities for modern living. A true treasure for history enthusiasts, the home proudly showcases original murals by the renowned artist Rufus Porter (1792–1884), whose work has been celebrated in museums and historic homes throughout New

Dean Deschenes Arris Realty

137 Prescott Rd, Jaffrey, NH 03452
/56
$549,000
- 4 Beds
- 2.5 Baths
- 3,794 Sq Ft
95 Apple Hill Rd, Sullivan, NH 03445

Well priced, elegant country home, w/beautiful land, in the Keene School District & just 7 easy miles to Keene. Center Hall Colonial, w/lovely period details & thoughtfully updated amenities. Welcoming KIT/Family room combo w/pellet stove. Updated dine-in KIT w/alder cabinetry by Schrock, 12' of work area, French glides & a window seat. Open concept DR & LR, accented w/wainscotting & exposed

Connie Joyce RE/MAX Town & Country

95 Apple Hill Rd, Sullivan, NH 03445
/9
$589,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
19 Lord View Dr, Jaffrey, NH 03452

Be the first to own this beautifully designed 3-bedroom, 2.5 bath Cape Style home, offering 1,788 square feet of modern comfort and timeless charm. The clean white exterior, welcoming covered front porch, and attached 2-car garage create an inviting first impression.Step inside to a bright, open concept layout highlighted by a gorgeous kitchen featuring two-toned cabinetry, quartz countertops

Andre Aho EXP Realty

19 Lord View Dr, Jaffrey, NH 03452
/42
$365,000
- 3 Beds
- 1 Bath
- 1,248 Sq Ft
43 Crescent St, Keene, NH 03431

Welcome to 43 Crescent Street – a beautifully maintained, move-in ready home on a quiet, tree-lined street in the heart of Keene. Blending classic New England charm with modern convenience, it’s just a short walk to downtown, shopping, dining, and the popular rail trail.A full front porch welcomes you—perfect for morning coffee or evening relaxation. Inside, gleaming hardwood floors run

Bob Barnard Monadnock Realty Group LLC

43 Crescent St, Keene, NH 03431
/23
$250,000
- 3 Beds
- 1 Bath
- 1,260 Sq Ft
534 Forristall Rd, Rindge, NH 03461

This 3-bedroom, 1-bathroom raised ranch sits on an impressive 22 acres that stretches right to the Massachusetts state line. While the home is being sold in its current condition and needs some love to make it livable again, it presents an incredible opportunity for someone with vision. The real star here is the expansive lot size – 22 acres of possibilities waiting for your creative touch.

Ann Bennett EXP Realty

534 Forristall Rd, Rindge, NH 03461
/48
$1,150,000
- 4 Beds
- 2.5 Baths
- 2,770 Sq Ft
47 Old Military Rd, Rindge, NH 03461

This stunning custom contemporary home constructed in 2021 welcomes you! Upon entering the open concept living/dining/kitchen, natural light, and well-appointed kitchen featuring oversized island w/ waterfall quartz countertops, along with upgraded appliances capture your attention. Rounded out first floor with a walk-in pantry, mudroom, 1⁄2 bath, office, first floor primary suite with walk in

Amy Reisert Borderline Realty, LLC

47 Old Military Rd, Rindge, NH 03461
/24
$310,000
- 3 Beds
- 2.5 Baths
- 1,736 Sq Ft
242 Edgar Rd, Spofford, NH 03462

Presently used as a single-family home, this property has a 1-bedroom 2nd floor apartment for use as a rental or more family space. Enter thru the front enclosed porch to a foyer area leading to a den on the left and straight ahead into the living room. Connected to the living room by an open arch is additional space for a reading area or work space. The adjacent kitchen is large, has ample

Timothy Keating BHG Masiello Keene

242 Edgar Rd, Spofford, NH 03462

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Copyright 2025 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.