Cheshire County NH Homes for Sale

/60
$1,650,000
- 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
/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 with a

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

Beautiful Brand New Custom 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
/50
$615,000 Open Sat 11AM - 2PM
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
45 Monadnock View Rd, Rindge, NH 03461

Best deal in Rindge!!! 2,272 sqft 4 bedroom 3 bathroom well cared for colonial style home is ready for new owners. Cul-de-sac neighborhood with Mt Monadnock views, large level fenced in yard, and room to grow with potential 3rd floor attic space or huge walkout basement. Do not miss your opportunity on this beautiful home!

Dean Deschenes Arris Realty

45 Monadnock View Rd, Rindge, NH 03461
/60
$750,000 Open Wed 4PM - 6PM
- 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

314 Richmond Rd, Fitzwilliam, NH 03447
/47
$520,000 Open Sun 11AM - 2PM
- 3 Beds
- 3 Baths
- 1,878 Sq Ft
156 Bryant Rd, Jaffrey, NH 03452

Hidden on 11.31 acres of serene woodland, sits an exceptional dormered cape style home which offers exceptional privacy, views of Mount Monadnock, and an unmatched connection to nature. This meticulously maintained 3 bedroom, 3 bath home features double-thick exterior walls for superior energy efficiency and year-round comfort. Inside, you'll find a warm and inviting layout that reflects pride of

Dean Deschenes Arris Realty

156 Bryant Rd, Jaffrey, NH 03452
/60
$575,000
- 4 Beds
- 3.5 Baths
- 2,631 Sq Ft
45 School St, Keene, NH 03431

Welcome to this delightful 4-bedroom, 4-bath Craftsman Cape, ideally situated on picturesque School Street—just a short stroll from Central Square. From the moment you step onto the beautifully restored front porch, you’ll feel the warmth and character this home exudes. Inside, the classic front foyer—with its nostalgic coat closet—sets the tone, offering a nod to the home's rich history. Many

Robin Smith BHG Masiello Keene

45 School St, Keene, NH 03431
/40
$649,000
- 3 Beds
- 1.5 Baths
- 2,822 Sq Ft
240 Middle Winchendon Rd, Rindge, NH 03461

Your Country Escape Awaits with Land, Charm & Possibility. Tucked away on 15.1 peaceful acres in Rindge, NH, 240 Middle Winchendon Road is a rare find for those dreaming of a life surrounded by nature, beauty, and space to breathe. This classic 3-bedroom Colonial offers warmth and simplicity, with nearly 3,000 sq ft of finished space and untapped potential throughout the home and full basement.

Sadie Halliday EXP Realty

240 Middle Winchendon Rd, Rindge, NH 03461
/36
$735,000
- 2 Beds
- 1.5 Baths
- 1,351 Sq Ft
27 Headlands Rd, Winchester, NH 03470

Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being

Vincent Dolan RE/MAX Town & Country

27 Headlands Rd, Winchester, NH 03470
/56
$649,000
- 4 Beds
- 2.5 Baths
- 3,674 Sq Ft
45 Sawyers Crossing Rd, Swanzey, NH 03446

It been over 50 years since this lovely Cape Cod home has been offered on the market. The Cape Cod style was developed in 17th century New England by early American settlers, they were designed to withstand harsh weather.This home has been updated and well taken care of over the years. Curb appeal with the stone wall, flowers, lush lawn and red front door, invites you to come on in.There are 4

Kim Curry BHG Masiello Keene

45 Sawyers Crossing Rd, Swanzey, NH 03446
/21
$695,000
- 3 Beds
- 2.5 Baths
- 2,530 Sq Ft
22 Daria Dr, Rindge, NH 03461

Welcome to this 2500 sq ft 3 bed 2.5 bath colonial situated on 2 acres on a dead end street. This spacious colonial features large living room with gas fireplace, mini split on first floor, eat in kitchen with quartz countertops, sunroom leading to 2 level deck, large bonus room above garage, walk out basement, 2 car attached garage. Located close to the MASS border, and just minutes from

Eric Aho EXP Realty

22 Daria Dr, 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 layout

Stephanie Schubert Anagnost Realty & Development

38 Howard Hill Rd, Jaffrey, NH 03452
/35
$624,900
- 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
/29
$1,250,000
- 2 Beds
- 1 Bath
- 1,070 Sq Ft
241 Skatutakee Rd, Harrisville, NH 03450

Tucked away in the picturesque town of Harrisville—centered around a uniquely preserved 19th-century industrial mill complex—this rare 2-bedroom lake house offers the perfect seasonal retreat. Set on 4.21 wooded acres with an impressive 900 feet of private lake frontage, this property provides exceptional privacy, sweeping water views, and direct lake access for the ultimate escape and

Pamela Thomas Coldwell Banker Realty Bedford NH

241 Skatutakee Rd, Harrisville, NH 03450
/46
$3,300,000
- 1 Bed
- 1 Bath
- 693 Sq Ft
138 Miller Dr, Nelson, NH 03457

Introducing The Birches — A Sanctuary on Lake Nubanusit in Nelson New Hampshire.Nestled in the heart of one of New Hampshire’s most serene, protected landscapes, The Birches offers a rare opportunity to own a piece of New England history. This timeless retreat was built with wood and stone from the surrounding land and has been lovingly preserved.Encompassing 5.5 acres with 428 feet of lake

Denise Whitney BHG Masiello Peterborough

138 Miller Dr, Nelson, NH 03457
/49
$1,395,000
- 4 Beds
- 3.5 Baths
- 4,769 Sq Ft
24 White Brook Dr, Sullivan, NH 03445

Stunning 126-Acre Private Estate in Sullivan, NHStep into timeless elegance and modern comfort with this extraordinary estate, nestled on 126 private acres in the heart of Sullivan, New Hampshire. Originally built in 1873, this historic home has been meticulously renovated, preserving its classic charm while introducing all the modern luxuries today's lifestyle demands. The highlight of this

Nancy Proctor BHG Masiello Keene

24 White Brook Dr, Sullivan, NH 03445
/60
$795,000
- 4 Beds
- 2.5 Baths
- 3,105 Sq Ft
236 Main St, Jaffrey, NH 03452

Plan to stay a while when you come to visit this stately and gracious home, there are many details to absorb. Built to last with the superior construction of yesteryear, the grand front entrance boasts a wide hallway and elegant staircase, as you would expect in a home of this vintage. Clearly built for the "upper crust" of the time, the ceilings are high and the rooms very generously sized,

Matthew Cabana EXP Realty

236 Main St, Jaffrey, NH 03452
/33
$525,000
- 5 Beds
- 2.5 Baths
- 2,739 Sq Ft
598 Fullam Hill Rd, Fitzwilliam, NH 03447

Welcome to your private piece of New England countryside at 598 Fullam Hill Road in historic Fitzwilliam. Nestled 9.5 acres of farmland, woodlands, and open sky, this farm offers the ideal setting for homesteaders, equestrians, or anyone seeking a peaceful, self-sustaining lifestyle.At the heart of the property is a classic 2003 5-bedroom, 2.5-bathroom colonial home, The spacious kitchen is ready

Denise Whitney BHG Masiello Peterborough

598 Fullam Hill Rd, Fitzwilliam, NH 03447
/58
$525,000 Open Sun 12PM - 1:30PM
- 4 Beds
- 3 Baths
- 2,156 Sq Ft
116 Collins Pond Rd, Fitzwilliam, NH 03447

Nestled on a gentle hillside is a 4 bedroom, 2.5 bath Colonial set on 5.04 acres of picturesque countryside with potential long range views of Mount Monadnock with cutting. Located in the historic town of Fitzwilliam--renowned for its rural charm, natural beauty and rich heritage--this home sits near Collins Pond, scenic walking trails, and the enchanting Rhododendron State Park. Features

Nancy Panza BHG Masiello Keene

116 Collins Pond Rd, Fitzwilliam, NH 03447
/45
$1,250,000
- 3 Beds
- 2 Baths
- 2,210 Sq Ft
61 Orchard Rd, Chesterfield, NH 03443

Continue the legacy of owning the oldest home in Chesterfield with its rich history, bucolic setting of woods, fields, a pond and former orchard. The home's historic features have been well maintained; exhibiting beamed ceilings, wide board floors and paneling from the hurricane of 1938. The chef in the family will love the updated kitchen centered around an island, its large gas range with

Timothy Keating BHG Masiello Keene

61 Orchard Rd, Chesterfield, NH 03443
/37
$720,000
- 2 Beds
- 1.5 Baths
- 2,036 Sq Ft
63 Headlands Rd, Winchester, NH 03470

Rare expansive waterfront retreat on 2 private acres! Updated with modern comforts, this charming historic chalet retains its timeless appeal. Step into the grand living room with a cozy fireplace and soak in breathtaking views of the lake, mountains, and vibrant seasonal foliage. Dine or unwind in the sun-drenched four-season sunroom. The main floor also includes two comfortable bedrooms, a

Ben Prentice Keller Williams Realty Metro-Keene

63 Headlands Rd, Winchester, NH 03470
/11
$529,900
- 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
/60
$1,950,000
- 6 Beds
- 5.5 Baths
- 3,311 Sq Ft
588 Granite Lake Rd, Nelson, NH 03457

Everything You’ve Ever Wished for in a Waterfront Property! Welcome to your dream lakefront retreat on the crystal-clear waters of Granite Lake—perfect for boating, fishing, kayaking, and swimming. This completely renovated, year-round property sits on 4 beautifully landscaped acres with 180 feet of idyllic waterfront offering breathtaking views and privacy. Brand new heating and Central Air and

Josh Greenwald Greenwald Realty Group

588 Granite Lake Rd, Nelson, NH 03457
/40
$575,000
- 3 Beds
- 3.5 Baths
- 2,742 Sq Ft
411 Alstead Center Rd, Alstead, NH 03602

Welcome to your countryside escape! This 4-bedroom, 3.5-bathroom farmhouse sits on 5 beautiful acres of farmland, complete with a large barn for storage a 3-stall horse barn, a farm stand ready to go with town approval and a detached one-car garage. The main level features gleaming hardwood floors throughout, a bright and open kitchen with stainless steel appliances, and a spacious dining room

Kerryann Murphy Lamacchia Realty, Inc.

411 Alstead Center Rd, Alstead, NH 03602
/42
$549,000
- 4 Beds
- 2.5 Baths
- 2,353 Sq Ft
778 Templeton Turnpike, Fitzwilliam, NH 03447

Charming Cape on 5.5 Private acres- A Peaceful retreat near the MA border. Tucked away on a quiet, private 5.5 acre lot, this spacious 4 bedroom, 3 bath Cape offers the perfect blend of privacy, comfort and convenience. Located just minutes from Laurel Lake, the Massachusetts border and Route 12, enjoy the tranquility of country living with easy access to local amenities. Inside, you'l find a

Kathryn Beam Galloway Real Estate LLC

778 Templeton Turnpike, Fitzwilliam, NH 03447
/49
$925,000
- 4 Beds
- 2.5 Baths
- 4,116 Sq Ft
125 Stage Rd, West Chesterfield, NH 03466

19+ acres of ultimate privacy surround this spectacular home with timeless details and stunning views, offering a perfect blend of comfort & sophistication. The contractor/owner exquisitely built and maintained the property and thought of everything, starting with the welcoming foyer adorned with Spanish marble. The chef’s kitchen features granite counters, a downdraft gas stove, mesquite

Ben Prentice Keller Williams Realty Metro-Keene

125 Stage Rd, West Chesterfield, NH 03466
/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 electric gated driveway,

Kelsey Malloy Keller Williams Realty Metro-Keene

86 Old Troy Rd, Fitzwilliam, NH 03447
/43
$579,000
- 3 Beds
- 2.5 Baths
- 2,272 Sq Ft
267 Swanzey Lake Rd, Swanzey, NH 03446

This wonderful bow roof cape style home is built to be extremely energy efficient and set on 6.32 private acres in a gorgeous country setting, yet only minutes to shopping, restaurants and outdoor activities. The first level boasts of a large chef's kitchen with granite counters, stainless appliances and abundant storage space which is open to the formal dining area as well as the light filled

Bert Inman RE/MAX Town & Country

267 Swanzey Lake Rd, Swanzey, NH 03446
/54
$349,900
- 3 Beds
- 1.5 Baths
- 1,808 Sq Ft
382 Park Ave, Keene, NH 03431

Tucked back from the road on a beautiful, level half-acre lot, this adorable Craftsman-style home in West Keene offers the perfect blend of character, charm, and functionality. Whether you're watching the kids play, letting the pets roam, enjoying a meal under the pergola, or relaxing by the fire pit, the lush yard—with established grapevines and raspberry bushes—feels like your very own English

Robin Smith BHG Masiello Keene

382 Park Ave, Keene, NH 03431
/43
$370,000
- 7 Beds
- 2 Baths
- 2,688 Sq Ft
22-24 Gurnsey St, Keene, NH 03431

Opportunity knocks - Space, flexibility, and income potential. This spacious two-family home offers over 2,600 sq ft of living space. Whether you're looking for multigenerational living, owner-occupants seeking supplemental income, or savvy investor, this property offers flexibility & potential. The property features a spacious 3-bedroom unit and a 4-bedroom unit, each with private entrances and

Isabella Luhrs BHG Masiello Keene

22-24 Gurnsey St, Keene, NH 03431
/31
$350,000
- 2 Beds
- 2 Baths
- 1,216 Sq Ft
107 Kingsbury Rd, Walpole, NH 03608

Options are yours with this home and two story garage combination in a beautiful country setting. The property card reads 2 family residential, 2 sites. The land is zoned as rural/agricultural. Located only two miles to Walpole center and eleven miles to Keene, this gem of a property sits on a hillside with with various options for enjoying a breathtaking view of distant mountains and sunsets.

Jessie Carpenter Keller Williams Realty Metro-Keene

107 Kingsbury Rd, Walpole, NH 03608
/23
$279,000
- Land
- 8 Acres
- $37,200 per Acre
0 Old Walpole Rd Unit 5046470, Keene, NH 03431

Exceptional Land Opportunity in KeeneDiscover a truly remarkable 7.5-acre parcel just over 2 miles from Keene’s Central Square. This stunning property offers the ideal setting to build your dream home—featuring privacy, open fields, gentle elevation, and picturesque views.With multiple potential building sites, the land provides endless possibilities for home placement, barns, outbuildings, and

Bert Inman RE/MAX Town & Country

0 Old Walpole Rd Unit 5046470, Keene, NH 03431
/4
$150,000
- Land
- 5 Acres
- $27,881 per Acre
00 Bryant Rd, Jaffrey, NH 03452

Exception undisturbed 5.38 acre wooded, single home building lot off a peaceful back road. Perfect location to build your private retreat. Will need well, septic, power at the street. *The lot is being offered first to the purchaser of the adjacent home at 156 Bryant Rd, MLS# 5046313. Buyer of 156 Bryant Rd shall have the right of first refusal to purchase this lot. If declined, the lot will be

Dean Deschenes Arris Realty

00 Bryant Rd, Jaffrey, NH 03452
/33
$415,000 Open Sun 12PM - 2PM
- 2 Beds
- 2 Baths
- 1,136 Sq Ft
15 Surry Park, Rindge, NH 03461

Welcome to this inviting split-level home nestled on a peaceful dead-end street in the center of Rindge Village. Set on a beautifully landscaped, level .40-acre lot, this property offers the perfect blend of privacy and convenience—just minutes from the town center and elementary school.Enjoy your morning coffee or evening gatherings on the spacious deck overlooking a lush yard, framed by a

Michele Boisvert East Key Realty

15 Surry Park, Rindge, NH 03461
/45
$279,900
- 2 Beds
- 1 Bath
- 1,048 Sq Ft
21 Vine St, Keene, NH 03431

Nestled in the heart of Keene, you’ll find this move in ready ranch style home sitting on a level and tastefully landscaped corner lot! Not only does this home offer one level living, but an open concept floor plan making it easy for everyday living as well as entertaining guests! Upon entering, you’ll be greeted by the cozy living room with a wood burning fireplace and kitchen/dining area, both

Abby Fino East Key Realty

21 Vine St, Keene, NH 03431
/45
$475,000
- 2 Beds
- 2 Baths
- 1,806 Sq Ft
649 Court St, Keene, NH 03431

Charming Cape on 2+ Acres Near Hospital – 3 Bed, 2 Bath, 2-Car GarageWelcome to your peaceful retreat just minutes from the hospital! This beautifully maintained 3-bedroom, 2-bath Cape sits on over 2 acres of nicely landscaped land, offering the perfect blend of privacy and convenience.Inside, you'll find a warm and inviting layout with mini splits to keep you comfortable year-round. The home

Robert Calkins Calkins Realty LLC

649 Court St, Keene, NH 03431
/17
$9,900
- Land
- 0.45 Acre
- $22,000 per Acre
0 N Hidden Lake Rd Unit 5046208, Stoddard, NH 03464

Nice little camping spot on a quiet Pond. This is just shy of about 1/2 lot with plenty of water views and nice and quiet. This is a recreational lot on Rice Brook Pond in Stoddard, has great bass fishing and plenty of hiking trails, snowmobiles and 4 wheeling. Great little weekend getaway. To get to this property is a short walk to this quiet little spot. HOA rules do not allow campers.

Brian Michaud Dow Hill Realty

0 N Hidden Lake Rd Unit 5046208, Stoddard, NH 03464
/34
$425,000
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
194 Paine Rd, Westmoreland, NH 03467

This warm and welcoming home offers the perfect blend of comfort, convenience and energy efficiency. Located in Westmoreland, this 3 bedroom/2 bath, full dormered cape is set on 7.7 idyllic acres that include established perennial beds, garden space, a tranquil backyard stream, fruit trees, berry bushes and wooded acres to hike and explore. The home features an energy efficient heat pump system

Gina Paight Greenwald Realty Group

194 Paine Rd, Westmoreland, NH 03467

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