Cheshire County NH Homes for Sale

/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
/10
$499,000
- Land
- 40 Acres
- $12,475 per Acre
42-11 Route 9, Stoddard, NH 03464

Here is your chance to own 40 acres in Stoddard. Mostly wooded, this lot has 1383' of road frontage. Some wetlands with a permit for wetlands crossing already approved. Great location for your home, or subdivision with town approvals. Some businesses are allowed, buyer to check with town. Deed restriction for additional mini-storage units as a non-compete. But a great lot in a great location.

Linda Gray

Perfect Choice Properties, Inc.

(844) 992-2566

42-11 Route 9, Stoddard, NH 03464
/60
$1,500,000
- 3 Beds
- 3.5 Baths
- 5,423 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
/5
$34,999
- Land
- 2.70 Acres
- $12,963 per Acre
00 New Hampshire 10, Marlow, NH 03456

2.7-Acre Riverfront Parcel on the Ashuelot River – Marlow, NHEscape to your own private slice of New Hampshire with this beautiful 2.7-acre parcel nestled along the serene Ashuelot River in the charming town of Marlow. Boasting direct river frontage, this unique property offers a peaceful natural setting that's ideal for recreational use, weekend getaways, or seasonal living.While

Zack LeRoy

BHG Masiello Keene

(844) 723-6611

00 New Hampshire 10, Marlow, NH 03456
/25
$389,000
- 2 Beds
- 1 Bath
- 817 Sq Ft
37 Town Beach Rd, Winchester, NH 03470

Experience year-round lakefront living in this charming five-room, two-bedroom, one-bath bungalow on the serene shores of Forest Lake. With 49 feet of waterfront, a private sandy beach, and a dock, this retreat is perfect for relaxing or entertaining.Enjoy stunning southeast views of the 85-acre lake from one of two spacious decks. Inside, the first floor features a well-appointed kitchen

Laurie Mack

BHG Masiello Keene

(603) 865-1035

37 Town Beach Rd, Winchester, NH 03470
/33
$425,000
- 2 Beds
- 1 Bath
- 973 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
/18
$189,000
- 3 Beds
- 1 Bath
- 789 Sq Ft
142 Back Ashuelot Rd, Winchester, NH 03470

142 Back Ashuelot Road is a modest yet well-maintained manufactured home on a spacious, slightly elevated lot situated in the rural portion of Winchester, near the Ashuelot village area. Winchester offers access to outdoor recreation, including Pisgah State Park—the state's largest at ~13,300 acres—great for hiking, biking, and water activities. The property is surrounded by beautiful mature

Laurie Mack

BHG Masiello Keene

(888) 519-3078

142 Back Ashuelot Rd, Winchester, NH 03470
/41
$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
/54
$540,000
- 3 Beds
- 2.5 Baths
- 1,920 Sq Ft
116 Sullivan Center St, Gilsum, NH 03448

Welcome to this 2022 modern colonial farmhouse set on 5.53 acres. The spacious lot is bordered by mature trees and natural woodland, offering privacy and a serene backdrop. With classic lines and a clean aesthetic, this 3-bedroom, 2.5-bath home features a wide covered front porch and a back deck that overlooks the forest. Inside, large windows invite natural light and frame tranquil views. The

Peg Walsh

Four Seasons Sotheby's International Realty

(603) 769-3076

116 Sullivan Center St, Gilsum, NH 03448
/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
/27
$649,900 Open Sat 11AM - 1PM
- 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
/36
$395,000
- 3 Beds
- 2 Baths
- 1,367 Sq Ft
31 Letourneau Dr, Jaffrey, NH 03452

Welcome to this beautifully maintained 3-bedroom, 2-bath ranch—offering the perfect blend of comfort, style, and low-maintenance living. Whether you're a first-time homebuyer or looking to downsize, this charming home provides everything you need in a manageable and inviting space. Step inside to find gleaming hardwood floors, pellet stove, and an open-concept layout that enhances the sense of

Sherre Dubis Redfin Corporation

31 Letourneau Dr, Jaffrey, NH 03452
/44
$849,000
- 3 Beds
- 2 Baths
- 1,467 Sq Ft
2261 Valley Rd, Stoddard, NH 03464

Discover this exceptional waterfront property located on the widest and deepest part of the lake, nestled on a quiet dead-end road for ultimate privacy. This charming 3-bedroom, 2-bath home features an eat-in kitchen, open living room, a bonus room, and plenty of storage throughout. The full walkout basement provides additional living space or future expansion opportunities. Step outside to a

Jessica Dolan Dolan Real Estate

2261 Valley Rd, Stoddard, NH 03464
/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
/60
$900,000
- 5 Beds
- 5 Baths
- 4,200 Sq Ft
24 Base Hill Rd, Keene, NH 03431

Among the nicest homes ever built in Cheshire County, this 5-bedroom and 5-bathroom gem beside a beautiful river has everything: A gourmet kitchen, expansive yard, gym, sauna, wine cellar, high ceilings, central air, pool table, ping pong table, darts, play spaces, home offices, luxury bathrooms, walk-in closets, first-floor bedrooms, deer, rabbits, turtles, storage galore, gardening

Jason Singer KW Realty

24 Base Hill Rd, Keene, NH 03431
/60
$775,000
- 4 Beds
- 4 Baths
- 3,511 Sq Ft
24 Red Gate Rd, Jaffrey, NH 03452

There’s a kind of stillness that settles in the backyard at dusk, as the last light brushes across Gap Mountain—yours to enjoy from the deck, the brick patio, or simply the quiet privacy of your own backyard. Set on 4.2 peaceful acres with mature landscaping, hardscaping, and long views, this ~3,500 sq ft custom-built home was crafted with integrity in mind—solid wood doors, thoughtful finishes,

Samuel Abbott III Duston Leddy Real Estate

24 Red Gate Rd, Jaffrey, NH 03452
/31
$875,000
- 5 Beds
- 2 Baths
- 3,500 Sq Ft
17 Dort Rd, Surry, NH 03431

Historic 1770 five-bedroom, two-bath Colonial farmhouse on 23.33 acres in Cheshire County, just outside Keene, New Hampshire. With over 3,500 square feet of finished living space, this antique home features two central chimneys, eight fireplaces, original wide plank floors, exposed beams, and a wood cook stove. Carefully updated with modern electrical and systems while preserving period details,

Jay Farrar Four Seasons Sotheby's Int'l Realty

17 Dort Rd, Surry, NH 03431
/49
$630,000
- 3 Beds
- 2.5 Baths
- 2,369 Sq Ft
146 Anderson Rd, Stoddard, NH 03464

Lakefront Living at Its Best – Your Highland Lake Retreat Awaits! Looking for the perfect place to make lifelong memories? This charming and spacious lakefront home in low-tax Stoddard, NH might just steal your heart! Just steps from beautiful Highland Lake, this unique property offers 100 feet of pristine water frontage & 2 docks – perfect for launching your boat, paddleboard, or simply soaking

Robin Smith BHG Masiello Keene

146 Anderson Rd, Stoddard, NH 03464
/23
$549,000
- 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
/58
$499,900
- 4 Beds
- 3.5 Baths
- 2,887 Sq Ft
102 Hubbard Hill Rd, Rindge, NH 03461

This true New England cape was built circa 1789 surrounded by 5.25 acres of field area. Many of the original details still remain along with many updates to included open concept cathedral family room, office wing and kitchen. Natural light beaming through, even on a cloudy day. Formal dining room, living room with original wood flooring and built ins. First floor primary on suite along with

Amy Reisert Borderline Realty, LLC

102 Hubbard Hill Rd, Rindge, NH 03461
/45
$750,000
- 4 Beds
- 3.5 Baths
- 2,259 Sq Ft
803 Nh Route 119, Rindge, NH 03461

This stunning sprawling ranch offers custom features outside and inside, just like living in a resort year-round! Enjoy the warm summer nights out on the private back patio entertaining around the built in fireplace. Invite family and friends over for homemade pizza in your outdoor pizza oven. Galley kitchen for ease of cooking, dining space w/ wood stove hearth, living room with wood fireplace,

Amy Reisert Borderline Realty, LLC

803 Nh Route 119, Rindge, NH 03461
/51
$599,900
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
45 Monadnock View Rd, Rindge, NH 03461

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. Plenty of exceptional potential to

Dean Deschenes Arris Realty

45 Monadnock View Rd, Rindge, NH 03461
/38
$549,000
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
38 Howard Hill Rd, Jaffrey, NH 03452

Welcome to this spacious and beautifully updated 4-bedroom, 3 3/4 bath cape nestled in a prime location in Jaffrey, NH. Featuring brand new flooring on both the first and second levels, this home combines classic charm with modern convenience. The open-concept kitchen, living, and dining area creates a bright, flowing space perfect for everyday living and entertaining.Enjoy the ease of a

Stephanie Schubert Anagnost Realty & Development

38 Howard Hill Rd, Jaffrey, NH 03452
/35
$574,900
- 4 Beds
- 2.5 Baths
- 2,583 Sq Ft
139 Rice Brook Dr, Stoddard, NH 03464

Very well maintained, spacious 4 bdrm home on 3.6 private acres. Enter into an open concept entry way to access all 3 floors. The first floor has a small office or could be a study, then spills into a large formal dining room. The kitchen is off the dining room, plenty of room for the cook. The living room is very spacious for the whole family and great for entertaining. A half bath will complete

Brian Michaud Dow Hill Realty

139 Rice Brook Dr, Stoddard, NH 03464
/47
$499,850
- 4 Beds
- 3 Baths
- 2,234 Sq Ft
20 Holman Rd, Fitzwilliam, NH 03447

Tired of the same cookie-cutter listings? Welcome to this quintessential New England farmhouse nestled on 3 picturesque acres. Step inside to find a thoughtfully designed kitchen, ideal for gatherings and everyday living, with a 3/4 bath and laundry room conveniently located just off the main space. The first floor also features a bright and comfortable living room, a bedroom, and large family

Dan Petrone EXP Realty

20 Holman Rd, Fitzwilliam, NH 03447
/17
$519,900
- 3 Beds
- 2 Baths
- 4,515 Sq Ft
319 W Lake Rd, Fitzwilliam, NH 03447

This charming property offers a rare opportunity for those seeking a waterfront lifestyle without the steep price tag. Nestled on a serene 2.06 acre lot, this expansive home offers 3,691 sq. ft. of living space awaiting your personal touch. The lot boundaries were recently updated to give this property approximately 58 feet of waterfront access to Laurel Lake. The recent window replacement

Lauren Ramirez EXP Realty

319 W Lake Rd, Fitzwilliam, NH 03447
/57
$600,000
- 5 Beds
- 3.5 Baths
- 3,299 Sq Ft
86 Old Troy Rd, Fitzwilliam, NH 03447

$50,000 PRICE IMPROVEMENT! Country Living with Room to Roam! Barn • Cabin • In-Law Suite • Solar Panels • 5+ Acres.Come experience this slice of country heaven at 86 Old Troy Road in Fitzwilliam, NH—a quintessential New England farmhouse offering rustic charm, modern comforts, and unbeatable value.Tucked away on over 5 private acres, this peaceful retreat begins with an

Kelsey Malloy Keller Williams Realty Metro-Keene

86 Old Troy Rd, Fitzwilliam, NH 03447
/58
$525,000
- 4 Beds
- 2.5 Baths
- 2,552 Sq Ft
278 Great Rd, Jaffrey, NH 03452

Gorgeous post & beam antique colonial, with addition for the 1st floor primary suite with cathedral ceiling, walk-in closet and full bath and sliders facing the view of grand Mt Monadnock! Amazing location with 12 acres +/- with about half of the lot being rolling open field and pasture. Sunlight pours through and showcases the beautiful historical woodwork, floors, exposed beams and massive

Ryan Goodell EXP Realty

278 Great Rd, Jaffrey, NH 03452
/41
$514,475
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
25 Centerview Dr, Swanzey, NH 03446

This 4 bedroom, 2.5 bath home was built in 1965 although you would not know it with all the upgrades over the years, including new roof, well and exterior paint in the last 2-3 years. Enjoy a large family room on one side of the house and a formal living room on the other side. Both with wood fireplaces. There is a large kitchen and eating area as well as a formal dining room. Hardwood floors

Eric Finley BHG Masiello Keene

25 Centerview Dr, Swanzey, NH 03446
/35
$610,000
- 3 Beds
- 3 Baths
- 2,014 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
$550,000
- 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
/52
$490,000
- 3 Beds
- 2 Baths
- 2,038 Sq Ft
28 Greenbriar Rd, Keene, NH 03431

Seller is providing a Home Warranty to the Buyer for the first year! Price Improvement - Now $490,000! List price is below appraised value (appraised within last 5 months).Don't miss this opportunity to own a colonial in this highly sought-after Keene neighborhood, just minutes from downtown and close to shopping, schools, and trails. Recent exterior updates include vinyl siding, a

Cindy Von Recklinghausen BHG Masiello Keene

28 Greenbriar Rd, Keene, NH 03431
/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
/21
$512,500
- 3 Beds
- 3 Baths
- 4,020 Sq Ft
418 Old Stoddard Rd, Nelson, NH 03457

WELCOME TO A HOME YOU CAN STRETCH OUT IN. NICE SIZED ROOMS WITH PLENTY OF LIGHT. GOOD WORKING KITCHEN OPENS TO THE DINING ROOM. 3 SEASON PORCH OFF THE LIVING ROOM. LIVINGROOM FACES SOUTH, IDEAL FOR SOLAR PANELS ABOVE. LITTLE DEN TUCKED IN ON THE 1 ST FLOOR. LOWER LEVEL HAS A WORKSHOP AND FINISHED FAMILY ROOM WITH A SECOND PORCH WHICH OPENS TO THE BACK YARD. JUST DOWN THE ROAD IS THE HOLT

Hal Grant Hal Grant ReaL Estate

418 Old Stoddard Rd, Nelson, NH 03457
/7
$559,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,798 Sq Ft
4 Winch Hill Rd, Swanzey, NH 03446

New construction to be built! This is an updated floor plan for a Colonial-style home. Enter from the farmer's porch into a foyer with double closets and a center staircase. The open concept allows you enter into either the kitchen or the family room - both yielding access to the dining room of which offers a 12x14 deck for entertaining. A mud room with half-bath is handy coming in from the 2-car

Larry Alvarez Tieger Realty Co. Inc.

4 Winch Hill Rd, Swanzey, NH 03446
/49
$519,900 New Construction
- 3 Beds
- 2 Baths
- 1,422 Sq Ft
0 Richmond Rd Unit 5043095, Troy, NH 03465

MEANWHILE BACK ON THE RANCH.... and its a beauty!! This brand new 1,422sq ft home is perfectly sited on 2+/-surveyed acres on the outskirts of Troy NH, about a 20 min. ride to Keene and all that it offers. Enter into the large front to back great room with LVM floors and large ceiling fan. To the right is a beautiful kitchen featuring granite counter tops, plenty of wood tone lowers and white top

Marc Tieger Tieger Realty Co. Inc.

0 Richmond Rd Unit 5043095, Troy, NH 03465
/48
$499,900 New Construction
- 3 Beds
- 2 Baths
- 1,403 Sq Ft
0 Winch Hill Rd Unit 5022598, Swanzey, NH 03446

New Construction! $499,900 PRE CONSTUCTION PRICE ONLY To be built! Pick your colors now! This three bedroom, two bath home featuring one floor living, attached two car garage, open bright eat-in kitchen with your choice of cabinets and granite counters, cathedral great room with door to back covered farmers porch, and primary bedroom with two closets and bath. Peaceful location on a country

Larry Alvarez Tieger Realty Co. Inc.

0 Winch Hill Rd Unit 5022598, Swanzey, NH 03446
/43
$350,000
- 3 Beds
- 2 Baths
- 2,359 Sq Ft
663 Gulf Rd, West Chesterfield, NH 03466

Welcome to 663 Gulf Road — Where Nature, Privacy, and Convenience Come Together. Tucked away on one of West Chesterfield’s most scenic dirt roads, 663 Gulf Road offers a rare blend of privacy, natural beauty, and accessibility. Surrounded by peaceful woods and just steps from year-round waterfalls and walking trails, this property invites you to slow down and enjoy the outdoors every day. Just

Kelsey Malloy Keller Williams Realty Metro-Keene

663 Gulf Rd, West Chesterfield, NH 03466

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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.