Cheshire County NH Homes for Sale with Acreage

/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
/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 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
/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
/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
/2
$219,000
- Land
- 5 Acres
- $42,941 per Acre
0 Old Walpole Rd Unit 5042168, Keene, NH 03431

This exceptional 5-acre building lot offers a rare opportunity to create your dream home in a serene, country-like setting while enjoying the convenience of city living. Nestled in a tranquil oasis, the property boasts the peaceful ambiance of rural life, yet remains just minutes from vibrant urban amenities including shopping, dining and entertainment. This unique lot blends the best of both

John Coughlin John R. Coughlin Inc., Realtors

0 Old Walpole Rd Unit 5042168, Keene, NH 03431
/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
/39
$600,000
- 7 Beds
- 5 Baths
- 5,607 Sq Ft
406 Back Ashuelot Rd, Winchester, NH 03441

Become a part of history! This amazing building was the center for education for generations of local children, and retains the character they will remember. Sitting high on a knoll with a commanding view of the Ashuelot river and historic red roofed covered bridge, this brick beauty stands a historic sentinel. The Current owner is occupying the lower level with 3 bedrooms, wonderful dining room,

Christine Lewis Brattleboro Area Realty

406 Back Ashuelot Rd, Winchester, NH 03441
/4
$650,000
- Land
- 39 Acres
- $16,586 per Acre
423 Alstead Center Rd, Alstead, NH 03602

Development opportunity! 39.19 acres available on Alstead Center Road in Alstead. Multiple options for use, open field and wooded in a quite serene setting. Recently surveyed, property can also be split it into two varying sized lots. Two curb cuts and a driveway is in place. Drilled well and power at property.

Josh Greenwald Greenwald Realty Group

423 Alstead Center Rd, Alstead, NH 03602
/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
/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
/16
$249,000
- Land
- 5 Acres
- $46,717 per Acre
00 Royalston Rd, Fitzwilliam, NH 03447

Build your dream on this rare 5.3-acre waterfront lot on tranquil Sportsman Pond in Fitzwilliam. Located on a quiet paved road, this wooded parcel offers the perfect blend of privacy, natural beauty, and convenience, with key improvements already in place.The property features a drilled well, electricity run, and a driveway entrance already in and approx 600' rough road cut, giving you a head

Dan Petrone EXP Realty

00 Royalston Rd, Fitzwilliam, NH 03447
/48
$429,900
- 2 Beds
- 1 Bath
- 2,144 Sq Ft
250 Athol Rd, Richmond, NH 03470

A distinctive log home situated on a private, wooded homestead. This charming cabin enjoys convenient proximity to the Massachusetts border and is minutes from Route 2, I-91 and historic Keene NH. The property features a spacious three car garage, a private pond and walking trails. This rural community offers diverse recreational opportunities; the town beach on Cass Pond is a short drive and

Richard Thackston R.H. Thackston & Company/Bellows Falls

250 Athol Rd, Richmond, NH 03470
/58
$585,000
- 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
/53
$499,000 Open Sat 11AM - 1PM
- 3 Beds
- 2.5 Baths
- 2,410 Sq Ft
132 Poocham Rd, West Chesterfield, NH 03466

Wonderful log home in low tax, and very convenient, Chesterfield! Set in a private and pretty country setting on over 5 acres, this lovely home is just minutes from either Keene or Brattleboro. Walk onto the very well built front porch you get a sense of what awaits you inside. Step inside into the cathedral ceiling great room you will immediately feel at home. Open concept, wood floors, a large

Bert Inman RE/MAX Town & Country

132 Poocham Rd, West Chesterfield, NH 03466
/42
$379,900
- 3 Beds
- 2 Baths
- 1,705 Sq Ft
702 Marlboro St, Keene, NH 03431

Seller is offering a HOME WARRANTY for the buyers first year! Welcome to this classic New Englander nestled along the bank of the Branch River. This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of character, comfort, and versatility. Step onto the deck and take in the peaceful sights and sounds of the river—a perfect setting for morning coffee or evening relaxation.

Michelle Howe BHG Masiello Keene

702 Marlboro St, Keene, NH 03431
/2
$68,000
- Land
- 17 Acres
- $3,977 per Acre
0 Attleboro Mountain Rd Unit 5040264, Richmond, NH 03470

Are you envisioning a property for timber harvesting or a recreational camp? This lot, conveniently located just up the road from the Quint Preserve off a discontinued road, offers access to snowmobiling, hiking, and other trails. Please note, this is not a buildable lot. It has a history of timber harvesting over the past 40 years, resulting in a significant amount of timber still present!

Cassie Eaton H. G. Johnson Real Estate

0 Attleboro Mountain Rd Unit 5040264, Richmond, NH 03470
/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
/40
$1,125,000
- 7 Beds
- 3.5 Baths
- 3,714 Sq Ft
144 Parsons Rd, Dublin, NH 03444

Timeless Grandeur and Mountain Views: Historic Dublin Estate on 43 AcresWelcome to Maplecote, a storied 1814 country manor gracefully set on 43 acres of rolling hills in the heart of Dublin, NH. With sweeping views of Mount Monadnock, this property offers a rare blend of historic charm and expansive living.Rich with character, the 15-room home includes 7 bedrooms, 3 full baths, and a half bath. A

Sadie Halliday EXP Realty

144 Parsons Rd, Dublin, NH 03444
/53
$490,000
- 2 Beds
- 2 Baths
- 2,648 Sq Ft
368 Chesham Rd, Harrisville, NH 03450

Welcome to 368 Chesham Rd in Harrisville NH! This oversized 2+ bed 2 full bath 8 room cape was built in 2007 and has more than 2600sqft of finished living space, sits on an acre and is across the street from Chesham Pond. The run off from the dam feeds a nice stream that runs along the back of the property as well. The current owners have done all the heavy lifting here and done everything

Joshua Matthews Coldwell Banker Realty Gilford NH

368 Chesham Rd, Harrisville, NH 03450
/4
$219,900
- Land
- 11 Acres
- $19,991 per Acre
0 Old Walpole Rd Unit 5039440, Keene, NH 03431

11± Acres in Surry/Keene – Privacy, Views & Prime Location!Dreaming of a private escape with unbeatable convenience? This 11± acre parcel in the desirable Surry/Keene area offers the best of both worlds: serene country living just minutes from downtown Keene and local shopping.Tucked away in a fabulous location, this mostly wooded lot offers beautiful views with a little clearing, making it the

Nancy Proctor BHG Masiello Keene

0 Old Walpole Rd Unit 5039440, Keene, NH 03431
/13
$314,000
- Land
- 11 Acres
- $28,288 per Acre
00 Windmill Hill Rd, Dublin, NH 03444

Nestled in the charming town of Dublin, New Hampshire, this beautiful wooded property with views of Mt. Monadnock spans over 11 acres, offering a serene and private retreat in nature. More than four acres are high and dry, predominantly graced with majestic oaks, providing an ideal setting for a homesite. The property boasts frontage to a tranquil “beaver” pond, a natural magnet for local

Matthew Despres Keller Williams Realty-Metropolitan

00 Windmill Hill Rd, Dublin, NH 03444
/3
$59,900
- Land
- 6 Acres
- $9,677 per Acre
00 High St, Gilsum, NH 03448

Lovely 6.19-Acre Lot on High Street – Gilsum, NHDiscover the perfect blend of nature and tranquility on this beautiful 6.19-acre lot in charming Gilsum, New Hampshire. Bordered by classic stone walls, open fields, and mature woodlands, this property offers a serene setting ideal for your dream home, a weekend getaway, or a private retreat.From the top of the lot, take in sweeping views — the

Nancy Proctor BHG Masiello Keene

00 High St, Gilsum, NH 03448
/58
$1,295,000 Open Sun 2PM - 3:30PM
- 4 Beds
- 3 Baths
- 3,644 Sq Ft
161 Upper Jaffrey Rd, Dublin, NH 03444

Nestled well back from a quiet country road, this 1769 antique Cape blends timeless charm with thoughtful modern updates. A 2012 renovation added a new kitchen, bathroom, and six-foot bump out, along with Pella windows on the west and south sides-filling the home with natural light and framing breathtaking views of Mt. Monadnock and the surrounding gardens.Historic character shines through

Alexa Thayer Four Seasons Sotheby's International Realty

161 Upper Jaffrey Rd, Dublin, NH 03444
/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
/7
$62,000
- Land
- 3.77 Acres
- $16,446 per Acre
0 Connor Dr, Sullivan, NH 03445

Discover the perfect blend of peace and convenience with this beautiful piece of raw land, located in a quiet small town just 7 miles from Keene, NH. Whether you’re dreaming of a private retreat, a cozy homestead, or a weekend getaway, this property offers the ideal setting to bring your vision to life.

Linda Hitchcock BHG Masiello Keene

0 Connor Dr, Sullivan, NH 03445
/8
$147,000
- Land
- 10 Acres
- $15,155 per Acre
0 Teela Dr Unit 5037010, Sullivan, NH 03445

Investors, builders, or those looking to establish a family compound in a private but convenient location look no further! 3 lots, (3.180ac, 2.360ac, and 4.160ac) with a shared driveway on a total of 9.7 acres in low tax Sullivan NH, surrounded by conservation land and close to hiking, biking, and snowmobile trails. This a wonderful spot for year-round recreation and fun. While the property

Clark Wulff RE/MAX Town & Country

0 Teela Dr Unit 5037010, Sullivan, NH 03445
/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
/42
$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 historic

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 butcher

Jessie Carpenter Keller Williams Realty Metro-Keene

196 South Rd, Swanzey, NH 03446
/29
$285,000
- 4 Beds
- 1 Bath
- 1,466 Sq Ft
625 Plain Rd, Hinsdale, NH 03451

Welcome to 625 Plain Road, a spacious and charming 4-bedroom home set on a beautiful 1.11-acre open lot in scenic Hinsdale, New Hampshire. This property combines comfort, space, and convenience—perfect for anyone looking to enjoy a quiet country setting while staying close to town amenities. Step inside to find a warm and inviting layout with plenty of natural light. The expansive kitchen is

Bob Barnard Monadnock Realty Group LLC

625 Plain Rd, Hinsdale, NH 03451
/22
$499,000
- 1 Bed
- 1 Bath
- 1,008 Sq Ft
119 Maple Ln, Marlborough, NH 03455

Set on 81 acres is this antique 1900 New England cape! Within 10 min. to Keene and 30 min to Brattleboro VT. Over 2000 Ft of Town maintained Road frontage, more acreage available to purchase and bring this once sheep farm back to what it originally was. Current owner has made many trails through the woods for ease of access to the back of the property! Beautiful mature open fields with areas that

Amy Reisert Borderline Realty, LLC

119 Maple Ln, Marlborough, NH 03455
/13
$150,000
- Land
- 3.03 Acres
- $49,505 per Acre
7 Lake Shore Dr, Winchester, NH 03470

Discover the perfect blend of history, tranquility, and recreation with this stunning 3-acre lot in the coveted Lake Shore Pines development. Once home to a historic sawmill, this picturesque property offers a unique connection to the past while providing an ideal setting for your future home. Nestled in the peaceful southwest corner of New Hampshire, this beautiful lot boasts a babbling brook

Lisa Stone Keller Williams Realty Metro-Keene

7 Lake Shore Dr, Winchester, NH 03470
/11
$58,000
- Land
- 2.64 Acres
- $21,970 per Acre
0 Old Swanzey Rd, Winchester, NH 03470

Come build your new home!!!! 2.64 acres awaits you!!! Country setting, rural area, yet minutes from town!! Perc tested.

Emily Lagerberg R.H. Thackston & Company

0 Old Swanzey Rd, Winchester, NH 03470
/6
$59,900
- Land
- 3.60 Acres
- $16,639 per Acre
400 Manning Hill Rd, Winchester, NH 03470

Roughly a 4 acre building lot on Rt 10 in Winchester. This lot currently has a small camper on it, remnants of an outbuilding and is partially cleared. The seller would prefer to sell as is but for right offer will remove the camper.

Sara Lyman REAL Broker NH, LLC

400 Manning Hill Rd, Winchester, NH 03470
/60
$820,000
- 3 Beds
- 2 Baths
- 2,196 Sq Ft
608 Alstead Center Rd, Alstead, NH 03602

Step into the timeless elegance of this 1820 Greek Revival, nestled on 3.7 breathtaking acres of bucolic countryside.This exquisite property masterfully combines historic charm with modern sophistication, thanks to thoughtful and artistic renovations designed for 21st-century living.The once-cozy rooms have been transformed into a bespoke masterpiece, featuring a spacious living room with

Norma Couture BHG Masiello Keene

608 Alstead Center Rd, Alstead, NH 03602
/39
$950,000
- 3 Beds
- 3 Baths
- 3,436 Sq Ft
407 Mountain Rd, Jaffrey, NH 03452

Embrace the perfect blend of comfort and nature in this fully renovated ranch-style home. This stunning property overlooks the tranquil Cummings Meadow Pond, offering water ownership and serene waterfront living. Nestled on 24 acres of subdividable land, the property boasts breathtaking views of Mount Monadnock and access to scenic hiking trails. Inside, the home has been beautifully updated with

Al Beaudoin Cameron Prestige, LLC

407 Mountain Rd, Jaffrey, NH 03452

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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.