Cheshire County NH Homes for Sale with Acreage

/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
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/60
$549,700
- 4 Beds
- 3 Baths
- 2,228 Sq Ft
255 Swanzey Lake Rd, Swanzey, NH 03446

Nestled in the heart of the Monadnock Region—renowned for its scenic covered bridges, hiking trails, and proximity to skiing—this beautifully renovated 1879 Victorian farmhouse offers timeless elegance with modern comforts. Situated on just over five serene acres and less than a mile from Swanzey Lake, this 4-bedroom, 3-bath home is a true New England gem. Step inside to discover original wide

Laurie Mack

BHG Masiello Keene

(603) 525-7746

255 Swanzey Lake Rd, Swanzey, NH 03446
/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
/56
$649,000 Open Sat 10AM - 12PM
- 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
/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
/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
/57
$675,000
- 4 Beds
- 4.5 Baths
- 3,942 Sq Ft
5 Forbush Rd, Dublin, NH 03444

Wow! This custom designed 4 Bedroom, 5 Bath contemporary home is located in a beautiful natural setting minutes from rt 101 in picturesque Dublin NH. The European style gourmet kitchen features granite countertops, Induction oven, Viking microwave, Miele Dishwasher and prep sink. The beautiful great room is full of natural light with cathedral ceilings and refinished hardwood floors. The dining

James Fichera Moor Realty Group, LLC

5 Forbush Rd, Dublin, NH 03444
/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
/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
/55
$690,000
- 6 Beds
- 3.5 Baths
- 4,566 Sq Ft
35 Centerview Dr, Swanzey, NH 03446

RARE FIND in Swanzey! This beautifully maintained 4-bed Colonial with a 2-bed in-law suite sits on 5.72 serene acres in a sought-after neighborhood with easy access to nearby walking trails. The main house welcomes you through a spacious breezeway into a thoughtfully designed layout—featuring a dream kitchen with center island, stainless steel appliances, and abundant natural light. Entertain in

Bob Barnard Monadnock Realty Group LLC

35 Centerview Dr, Swanzey, NH 03446
/35
$625,000
- 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
/59
$740,000
- 4 Beds
- 2.5 Baths
- 3,536 Sq Ft
669 Old Homestead Hwy, Swanzey, NH 03446

Stately 2-Story well cared for Circa 1850 Colonial situated on 4.7 level acres providing fenced in garden area, raised garden beds, apple and pear trees, in-ground pool and plenty of usable land for both entertaining and agriculture. Impressive 10 room 4 bedroom, 2.5 bath home with fabulous covered front porch, generous room sizes, hardwood flooring and period built-ins. Wonderful layout

Heidi Walton Walton Realty, LLC

669 Old Homestead Hwy, Swanzey, NH 03446
/39
$875,000
- 3 Beds
- 3.5 Baths
- 2,767 Sq Ft
22 Lakeview Terrace, Nelson, NH 03445

This Neville full-log home built by John Stanek custom builders of Peterborough, NH takes its vantage point on a hill in 10 private wooded acres with a view of one of the deepest lakes in NH. With a deeded right-of-way access to the lake, the boat launch is walking distance from the driveway which offers a private parking area for guests and toys. The dramatic architecture of massive trusses

Lara Gray East Key Realty

22 Lakeview Terrace, Nelson, NH 03445
/60
$639,900
- 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
/54
$688,800
- 4 Beds
- 4.5 Baths
- 3,760 Sq Ft
20 Amalia Way, Rindge, NH 03461

Flexibility is what you get in this expanded colonial with four bedrooms, four bath and bonus rooms. Home sits well off the road on 1.45+/-acres with privacy and modern country living. The front farmers porch leads you into a formal foyer with paneled wainscoting, corner bench, and arched entry into the hall or the oversized living room/dining room. The dark oak floors warm the space and the

Larry Alvarez Tieger Realty Co. Inc.

20 Amalia Way, Rindge, NH 03461
/51
$699,900
- 3 Beds
- 3.5 Baths
- 3,188 Sq Ft
345 E Monomonac Rd, Rindge, NH 03461

HUGE PRICE REDUCTION on your dream home! Seller willing to entertain all offers between $699,900-$749,900 on this stunning 3000+ sq ft colonial in impeccable condition! Minutes from MA border & sitting only 750 ft from Lake Monomonac & close to public boat launch. Adorned w/ a charming custom brick bump-out, this 3+ bedroom boasts a serene 2.35 acres. Pride of ownership shines thru & many updates

Team Tringali Keller Williams Gateway Realty

345 E Monomonac Rd, Rindge, NH 03461
/42
$649,900
- 3 Beds
- 2.5 Baths
- 2,608 Sq Ft
58 South St, Walpole, NH 03608

Nestled in the heart of scenic Walpole, this stunning chalet-style home offers a perfect blend of rustic charm and modern convenience. Featuring three bedrooms and three bathrooms, this property is an ideal retreat for those seeking quality living close to amenities.The spacious living room boasts a breathtaking floor-to-ceiling stone fireplace, providing warmth and a striking focal point. Large

Nathan Bisson Galloway Real Estate LLC

58 South St, Walpole, NH 03608
/24
$649,000 New Construction
- 3 Beds
- 2.5 Baths
- 2,011 Sq Ft
0 Roberts Dr Unit 24 5041429, Jaffrey, NH 03452

The "Paxton" is a 3-bedroom 3-bathroom farmhouse colonial. The combination of farmhouse style and colonial architecture offers a timeless charm, and a floorplan that versatile enough to accommodate different lifestyles, from entertaining guests to working from home. The setting at the foot of Mount Monadnock and Stony Brook meandering through the development provide a truly unique lifestyle.

Denise Whitney BHG Masiello Peterborough

0 Roberts Dr Unit 24 5041429, Jaffrey, NH 03452
/38
$695,000 New Construction
- 3 Beds
- 2.5 Baths
- 1,912 Sq Ft
11 Fitch Rd, Jaffrey, NH 03452

To Be Built is this Beautiful Craftsmen Style Colonial with 6' x 36' farmer's porch set on 3 + acres. Open concept living. Gas fire place with black granite hearth in Living Room. Ceramic floors in baths and laundry room. Engineered hardwood flooring on the first floor and oak stairway to second level. Carpet in bedrooms. Office/den on second level. Main Suite with vaulted ceilings, walk in

Karen Carnivale Karen Carnivale Real Estate Inc

11 Fitch Rd, Jaffrey, NH 03452
/13
$695,000
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
400 Old Harrisville Rd, Marlborough, NH 03455

Interior photos coming soon - HURRY now is the time to choose paint colors before construction is finalized! Nestled in a quintessential NH setting this beautifully renovated 18th century post & beam Cape captures the timeless charm of the region. As you drive down the quiet country road a sense of peace washes over you, it’s the kind of place where the stress of the world fades away. Exceptional

Anna Schierioth HKS Associates, Inc.

400 Old Harrisville Rd, Marlborough, NH 03455
/4
$425,000
- 2 Beds
- 2 Baths
- 1,812 Sq Ft
661 and 663 Hancock Rd, Harrisville, NH 03450

2 PROPERTIES 1 PRICE. 661 A 1978 2 BAY GARAGE WITH SEASONAL APARTMENT ABOVE ON A 17 ACRE LOT. APARTMENT IS APROX 1100 SQ FT.TAXES $6525. DRILLED WELL,SEPTIC AND LEACH FIELD. SUNNING DECK2 ACRES OPEN 15 WOODED WITH WALKING TRAIL 663 A 1937 CAPE REBUILT IN THE 60'S. TAX$7580 SEPERATE UTILITIES. NOW RENTED BOTH BUILDINGS NEED SOME TLC. SUBDIVISION POSSIBILITIES. PROPERTY BORDERS THE NUBANUSET

Hal Grant Hal Grant ReaL Estate

661 and 663 Hancock Rd, Harrisville, NH 03450
/19
$99,900
- Land
- 6 Acres
- $15,857 per Acre
00 Whitney Rd, Stoddard, NH 03464

Come find out what the possibilities are for these two abutting lots totaling +/- 6.30 acres! These lots are nestled in on Whitney Road/Turtle Rock Road in the low tax town of Stoddard, and are a part of Whitney Road Assocation, which provides year-round road maintenance for $300 a year. These properties have deeded beach access to Highland Lake, which is just a short distance away from the lots!

Abby Fino East Key Realty

00 Whitney Rd, Stoddard, NH 03464
/37
$313,000
- 2 Beds
- 1 Bath
- 1,368 Sq Ft
170 Brown Rd, Harrisville, NH 03450

Opportunity awaits with this single-family home in picturesque Harrisville, NH! Sited on 2.17 acres lined with stone walls and frequently visited by local wildlife, the property offers peace and proximity to outdoor recreation. Vinyl siding, a metal roof, and furnace have all been updated within the last 10 years, providing a solid starting point for your vision. An oversized detached 2-car

Jillian Exel BHG Masiello Keene

170 Brown Rd, Harrisville, NH 03450
/14
$200,000
- Land
- 65 Acres
- $3,077 per Acre
00 Mulligan Row, Westmoreland, NH 03467

Explore the possibilities with this 65-acre parcel of land nestled at the end of a private road in scenic Westmoreland, NH. Offering a true nature-lover’s retreat, the land is rich with wildlife—deer, turkey, an occasional bear, and more frequently wander the property. A small seasonal waterfall and pond area add to the natural beauty and potential of this expansive parcel. Access is currently

Jillian Exel BHG Masiello Keene

00 Mulligan Row, Westmoreland, NH 03467
/47
$407,500
- 2 Beds
- 2 Baths
- 1,234 Sq Ft
246 E Surry Rd, Keene, NH 03431

LOCATION, LOCATION! Comfortable ranch style home in a private tree lined 2.1 acre country setting just minutes to downtown Keene and a stone's throw from Bretwood Golf Course, hiking at Goose Pond/Drummer Hill trail system and Surry Mtn Recreation area. A spacious and open living living/dining combo. Eat-in Kitchen offers ample cabinet/counter space and newer appliances. 2 generous sized

Wesley St. Pierre Keller Williams Realty Metro-Keene

246 E Surry Rd, Keene, NH 03431
/25
$360,000
- 3 Beds
- 1 Bath
- 1,512 Sq Ft
353 North St, Jaffrey, NH 03452

Tucked away on a long, scenic driveway, this home's elevated location, along with underground utilities, creates an unobstructed view of the yard. The multi-level deck offers ample opportunities to enjoy the surrounding nature, including a thoughtfully designed rock garden/retaining wall, and the sounds of a stream. Inside, the living room features a large picture window and a cozy wood stove

Anna Schierioth HKS Associates, Inc.

353 North St, Jaffrey, NH 03452
/60
$1,560,000
- 6 Beds
- 7 Baths
- 3,720 Sq Ft
4 & 17 Sargent Hill Ln, Walpole, NH 03608

A Rare Country Retreat on 72 Acres in Walpole, NH – Two Homes, Stunning Views, & Equestrian AmenitiesDiscover unparalleled privacy and breathtaking Vermont views at the end of a quiet dead-end road. This exceptional estate boasts two distinct homes nestled on 72 acres of rolling fields, mature woods, and historic stone walls, offering a perfect balance of seclusion and convenience—just a short

Cynthia Westover Galloway Real Estate LLC

4 & 17 Sargent Hill Ln, Walpole, NH 03608
/10
$59,900
- Land
- 4.50 Acres
- $13,311 per Acre
0 Tiogla Trail, Stoddard, NH 03464

Located in the desirable Hidden Lake Association sits this 4.5 acre lot ready for you to build your forever home!!! With a state approved septic design available for a 3 bedroom, 2 bath home, some of the work has been done for you!!! Super private, wooded lot, yet 20 minutes to Keene. The HLA fee is $750/year and includes access to Highland Lake , the use of a playground, club house, private boat

Emily Lagerberg R.H. Thackston & Company

0 Tiogla Trail, Stoddard, NH 03464
/16
$379,900
- 3 Beds
- 2.5 Baths
- 1,248 Sq Ft
41 N Hidden Lake Rd, Stoddard, NH 03464

Charming Cape in Hidden Lake Association – Move-In Ready!Welcome to this 2010 Cape nestled on a serene one-acre wooded lot in the desirable Hidden Lake Association. This vinyl-sided home features architectural shingles and has been beautifully updated inside and out.Step inside to enjoy fresh paint throughout, new flooring upstairs, and the cozy warmth of a pellet stove. A new hot water heater

Robert Calkins Calkins Realty LLC

41 N Hidden Lake Rd, Stoddard, NH 03464
/17
$195,000
- Land
- 59 Acres
- $3,289 per Acre
496 Old Homestead Hwy, Richmond, NH 03470

Opportunity awaits! Come build your dream home in an idyllic country setting only 20 mins from downtown Keene. 882 feet of road frontage allows for possible subdivision and lots of privacy. There is a current driveway cut, with several other entrance points possible. Choose from several potential home sites, with the possibility for views higher up. The lot is nicely wooded and has some seasonal

Liz Newcombe BHG Masiello Keene

496 Old Homestead Hwy, Richmond, NH 03470
/27
$69,900
- Land
- 4.00 Acres
- $17,475 per Acre
M111 L24&25 Tigola Trail, Stoddard, NH 03464

Come find out what the possibilities are for these two abutting lots totaling +/- 4.00 acres! These lots are located within the desirable Hidden Lake Association in the low tax town of Stoddard! These properties have shared/deeded access to Highland Lake, which is just a few minutes away! Highland Lake is 7 miles long encompassing 697 acres and is well-known for its healthy population of

Abby Fino East Key Realty

M111 L24&25 Tigola Trail, 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
/47
$519,000 Open Thu 5PM - 7PM
- 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
/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
/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
- 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
/5
$145,000
- Land
- 3.01 Acres
- $48,173 per Acre
00 Old Keene Rd, Walpole, NH 03608

Peaceful 3-Acre Country Lot Discover the perfect blend of privacy, natural beauty, and small-town convenience with this 3-acre wooded lot, ideally located just a short walk from the heart of Walpole Village. Set above a quiet, paved road, the property offers western exposure for beautiful sunsets and hints of long-range views of the Vermont hills.Enjoy the peace and quiet of country living —

Robin Sanctuary Traditions Real Estate LLC

00 Old Keene Rd, Walpole, NH 03608
/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

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