Cheshire County, NH Real Estate | Cheshire County, NH 3 Bathroom Homes for Sale

Join us for an Open House on Saturday, November 14th from 12:00PM - 2:00PM! Welcome home to beautiful Elmi Drive! Lovingly cared for by the same family for 40 years, this well-maintained and spacious single-level ranch is ready for its new owner! Equipped with a brand new furnace, a beautiful maintenance free metal roof, and a wonderfully landscaped and well-taken care of property, you will be able to enjoy stress free living for many years to come. Featuring 3 bedrooms, along with 3 other "bonus" rooms that could easily become bedrooms or an office/playroom, there is no shortage of living space. With a large open-concept kitchen appointed with beautiful appliances as well as a sauna with a shower and a pool with deck, there are endless ways to entertain or simply relax and enjoy life. Located in a quiet, country-like setting and yet just minutes from all the shopping and stores Rindge has to offer, what more could you want?!

15 Elmi Dr, Rindge

Listing courtesy of Kenny Laughters from LPT Realty. (Cell: 603-554-0010)

$798,999

4 Beds ⋅ 3 Baths ⋅ 5099505 MLS

Distinctive contemporary home on Emerson Pond offering private waterfront, exclusive access to a neighborhood sandy beach, four bedrooms, three baths, soaring cathedral ceilings, dramatic floor to ceiling windows, and approximately 900 square feet of decking, all set on over an acre of beautifully landscaped, wooded grounds. Designed to bring the outdoors in, this one of a kind timber style home is filled with warmth and character. Rich natural woodwork, expansive walls of glass, and vaulted ceilings create an inviting atmosphere where every season becomes part of the living experience. The spacious living room is anchored by a beautiful fireplace, while the walk out lower level offers additional living space with a cozy wood stove. A spacious primary suite provides a peaceful retreat, and an oversized detached two car garage offers exceptional space for vehicles, storage, and recreational equipment. One of the property's most exciting opportunities is its own private waterfront; imagine creating a welcoming waterside retreat with a sitting area, space for kayaks and water toys, or simply a peaceful place to fish and enjoy the pond. The shoreline and access are currently natural and largely undeveloped, offering a blank canvas for the next owner to explore the possibilities and make this special space their own. Set along a peaceful section of Emerson Pond, your private waterfront brings the beauty of the pond right to your property. And there’s an added bonus: homeowners also enjoy exclusive access to the neighborhood’s private sandy beach for swimming, paddleboarding, boat launching, sunbathing, and gathering with family and friends. Waterfront opportunities like this are hard to find. Bring your vision and unlock the potential of a location that simply can’t be recreated. SELLER OFFERING $15,000 TOWARD BUYER CONCESSIONS! Subject to lender approval, funds may be applied toward closing costs, an interest-rate buy-down, or updates.

20 Jay Dr, Rindge

Listing courtesy of Dean Deschenes from Arris Realty. ()

$699,900

5 Beds ⋅ 3 Baths ⋅ 5099423 MLS

Discover the ultimate blend of rural serenity and modern luxury in Southwestern NH. Perched at the crest of a hill at the end of a town-maintained road, this meticulous 3,548 sq ft home sits on 5.02 rolling acres wrapped in historic stone walls. Ideal for equestrian or hobby farm enthusiasts, the property features a well-maintained 3-stall shed row barn with electricity, water, and a tack room. Inside, wide-pine floors flow through an expansive layout. The chef’s kitchen boasts custom Shaker cabinets, quartz counters, a Kraus sink, induction cooktop, and double ovens. Relax in the sun-drenched living room or the vaulted 3-season porch overlooking established perennial gardens. The 1st floor primary suite features three closets and an updated marble ensuite. Two additional spacious main-floor bedrooms plus two massive 2nd-floor bedrooms, a family room, and office offer endless space. Unmatched privacy just minutes from amenities- a true must see!

72 Old Northfield Rd, Hinsdale

Listing courtesy of Jared R Rowland from Lamacchia Realty, Inc.. ()

$1,090,000

3 Beds ⋅ 3 Baths ⋅ 5099322 MLS

171 feet of sandy shoreline, a private dock, coveted westerly sunset views and less than two hours from Boston. This is the New Hampshire lake house people dream about. Designed for gathering family and friends, the home offers 3 bedrooms, 3 baths and a spacious bunk/bonus room for extra guests or flexible living space. Large windows capture beautiful lake views, while the screened porch, deck and private balcony provide plenty of places to relax and take in unforgettable sunsets. The level, sandy waterfront is ideal for swimming, boating, kayaking, paddleboarding and fishing, with your own dock just steps away. The easy-to-maintain property means less time on upkeep and more time enjoying the lake. Whether a year-round home or a family retreat for generations to come, 363 Woodbound Road offers something increasingly hard to find: exceptional sandy frontage, beautiful sunsets and an effortless lake lifestyle.

363 Woodbound Rd, Jaffrey

Listing courtesy of Michelle R Carter from Four Seasons Sotheby's International Realty. ()

$799,000

2 Beds ⋅ 3 Baths ⋅ 5099295 MLS

Perched near the top of High Street, this beautifully renovated property offers the rare convenience of village living, where the church bells mark the hour and fill the air with music at noon and 5 p.m. Since purchasing the home in 2022, the current owner has completed extensive renovations and thoughtful landscaping, creating an inviting retreat that blends timeless charm with modern comfort. The stunning new kitchen opens seamlessly into the light-filled living and dining area. A cathedral ceiling, soaring windows, and a fireplace create a warm and dramatic gathering space. The first floor also includes a comfortable bedroom, a full bath, and a cozy sitting room, offering flexible living options. An open staircase leads to the loft-style primary suite, complete with a full bath and accented by a beautiful antique stained-glass window. Outside, a spacious screened porch and expansive deck, shaded by a mature maple tree, provide the perfect setting to relax, entertain, and enjoy the peaceful surroundings. The walkout lower level includes a laundry and utility room, along with generous workspace and storage. A separate private entrance leads to a charming in-law or guest suite featuring a kitchenette and bath. This versatile space also lends itself perfectly to a home office, artist's studio, or private retreat. See SPIR for list of upgrades. Some furnished photos are virtually staged.

69 High St, Walpole

Listing courtesy of Heidi Bernier from Berkley & Veller Greenwood Country. (Off: 802-254-6400)

$429,000

4 Beds ⋅ 3 Baths ⋅ 5098867 MLS

Welcome to this charming Walpole home, beautifully set on approximately five acres with a peaceful pond, mature landscaping, and a picturesque country setting. Full of warmth and character, this classic Cape features inviting living spaces, rich wood details, a cozy fireplace, and a sunny country kitchen with lovely views of the surrounding property. Enjoy the space, privacy, and natural beauty of this special setting while still being just minutes from Walpole Village, Hooper Golf Course, schools, and local amenities. With timeless charm and a wonderful location, this is a great opportunity to make a truly special property your own. There will be an open house on Sunday, June 12th, from 4:00 PM to 6:00 PM.

229 Prospect Hill Rd, Walpole

Listing courtesy of Nathan P Bisson from Galloway Real Estate LLC. ()

$399,500

5 Beds ⋅ 3 Baths ⋅ 5098806 MLS

This is a charming must-see property set on a generous .71-acre lot in beautiful Swanzey NH. with the added benefit of an income producing in-law apartment! The main residence has 3 bedrooms and 2 baths along with a large living, dining area, wonderful full kitchen as well a 3-season porch and office/craft area. The attached in law suite has its own private paved driveway entry, light filled living area with French doors leading onto a trex patio deck, large kitchen, laundry area with sunroom, and 2 bedrooms on the 2nd level. (Tenant currently in place with a 12-month lease at $1,600 per month) Add in the expansive level front yard, versatile and expansive stand-alone workshop with electricity, pellet stove, and carport plus plenty of parking for all your friends and you have the total package!

112 S Winchester St, Swanzey

Listing courtesy of Joshua Benner from RE/MAX Town & Country. ()

$600,000

4 Beds ⋅ 3 Baths ⋅ 5096591 MLS

Welcome to the heart of Spofford, where small-town charm meets one of New Hampshire's most desirable lake communities. Just minutes from Spofford Lake, this classic Cape offers a lifestyle that's increasingly hard to find. Start your mornings with coffee on the balcony overlooking the lake's peaceful inlet, spend summer afternoons at the town beach, and unwind in the hot tub at day's end. A standout feature is the stunning office in the barn. Warm wood walls still carry the welcoming scent of natural timber, creating an inspiring workspace with a private balcony overlooking the lake inlet. Inside, history and modern updates blend beautifully. The eat-in kitchen features granite countertops, an island, large pantry, and access to the private deck. Enjoy a bright sunroom, curl up with a book in the library with built-in bookshelves, formal dining room with fireplace, and convenient first-floor office and half bath. Upstairs offers three bedrooms, two full baths, laundry room, walk-in attic storage, and a flexible office or fourth bedroom. The level yard is bordered by classic stone walls and includes the lot across the street with apple and pear trees plus overflow parking. Improvements include triple-pane windows, well, septic system, oil tank, mini-splits, wood stove, sunroom, updated kitchen, EV charger, and a security system. Residents enjoy access to the Spofford Lake town beach, known for its clear waters, boating, fishing, and swimming. Conveniently located just 10 minutes to Keene and 15 minutes to Brattleboro, VT, this home offers the perfect balance of peaceful lake living with easy access to shopping, dining, healthcare, and entertainment. Rich in history, full of character, and thoughtfully updated for today's lifestyle, this is more than a home, it's a place to put down roots and enjoy everything the Spofford community has to offer.

373 Rte 9a, Chesterfield

Listing courtesy of Denise Thomas from BHG Masiello Keene. ()

$700,000

3 Beds ⋅ 3 Baths ⋅ 5095058 MLS

Escape to the peace and beauty of New Hampshire's Monadnock Region with this exceptional retreat nestled in a private country setting. Tucked away among mature trees and surrounded by nature, this property offers the rare combination of seclusion, tranquility, and direct water frontage. Whether you're seeking a year-round residence, weekend getaway, or investment opportunity, you'll appreciate the sense of privacy and connection to the outdoors that defines this special property. Wake up to sparkling water views, enjoy your morning coffee overlooking the marsh, and spend your days kayaking, fishing, or simply relaxing while taking in the sights and sounds of nature. The wooded surroundings create a serene backdrop, attracting abundant wildlife and providing a true escape from the hustle and bustle of everyday life. Stoddard is known for its pristine lakes, ponds, and recreational opportunities, making this an ideal destination for outdoor enthusiasts. Whether entertaining guests, gathering around a fire pit under the stars, or enjoying the changing seasons reflected across the water, this property offers the quintessential New Hampshire lifestyle. The garden shed offers plenty of space for propagating plants with electricity for projects and storing your gardening equipment. Let's not forget to give credit to the woodshed for storing your winter supply of wood if you prefer to have a cozy fire to sit by in your living room! Private tributary water properties in Stoddard are highly sought after, and opportunities like this are increasingly rare.

216 Old Forest Rd, Stoddard

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$549,900

5 Beds ⋅ 3 Baths ⋅ 5094732 MLS

This expansive Victorian on an oversized Lot has been lovingly restored, improved and maintained. Over $140,000. in recent upgrades. Convenient to Downtown Keene, hospitals and shopping, this amazing home blends classic elegance and workmanship with modern convenience. Vinyl Harvey windows throughout, updated kitchen with Granite and nearly new appliances, and a First Floor Primary added by the current owner, with French Door entrance at grade, and a new Primary bath combined with laundry room. The original First floor full bath has been fully remodeled, and all floors professionally refinished. A unique offering with two First Floor bedrooms. All the classic Victorian features remain, with a lovely fireplace and hearth and the stunning woodwork attendant to the homes of this era. Lovely stained glass greets you as you go upstairs to three additional bedrooms, full bath, and a generous family room. This home is truly perfect for multi-generational living. In just the last three years, a new Owens-Corning roof and ridge vent, structural repairs, both first floor baths remodeled, chimney repointed, aluminum wrap on exterior windows, new fencing for pets/kids in back yard, electrical upgrades and more. Please see attached list of upgrades. The basement is full and dry for tons of storage, and there is an unfinished walk-up attic for further storage or additional future finished space. Two lovely porches, on front and on the right side entry, and a private, fenced, paver patio on the left rear is perfect for outside meals and gatherings. Truly turn-key. All the heavy lifting has been done, and this home is ready for it's next chapter and family to enjoy.

67 Park Ave, Keene

Listing courtesy of Karl Zahn from Pat Clancey Realty. ()

$689,000

2 Beds ⋅ 3 Baths ⋅ 5091566 MLS

Welcome to lake living at its finest! This beautifully maintained 2-3 bedroom, 3 bath home offers sweeping views of picturesque Spofford Lake and is just a short walk to two local beaches. Whether you're looking for a year-round residence, vacation getaway, or an investment opportunity for Airbnb/rental income, this property offers endless possibilities. Inside, you’ll find a fully applianced kitchen, dining area, spacious living room, great room, study, and a 3/4 bath on the main level. The upper floor features 2-3 spacious bedrooms and a full bath, while the lower level offers a recreation room, laundry area, workshop, and an additional 3/4 bath. Enjoy stunning lake views from both inside and outside the home, complemented by soaring 14-foot cathedral ceilings, beautiful oak hardwood floors, and a spacious deck perfect for relaxing or entertaining. The large backyard is ideal for hosting summer gatherings, and the 20x12 heated storage building provides excellent additional space for hobbies, storage, or workshop use. Lower level can be finished to add more living space already plumbed, heated and framed. Conveniently located near public 2 beaches, shopping and restaurants, and just approximately 15 minutes to Keene and Brattleboro with easy access to I-91. Winter sports, skiing at Mount Snow, Parker Mountain, Killington and Granite Gorge to mention a few. Don’t miss this opportunity to own your slice of lake life, schedule your showing today!

495 N Shore Rd, Chesterfield

Listing courtesy of Charlotte A Marrocco-Mohler from BHHS Verani Nashua. (Cell: 603-620-2668)

$269,900

4 Beds ⋅ 3 Baths ⋅ 5090802 MLS

MOTIVATED SELLER! Come enjoy year-round living just moments from Highland Lake, offering swimming, boating, fishing, and all the best of New Hampshire lake life. Located within walking distance to Whitney's Beach, this spacious four-bedroom, 2.5-bath home includes deeded beach access, with optional association membership providing access to additional amenities including a boat launch, dock area with first-come, first-served dock space (subject to availability), swim platform, canoe and kayak racks, picnic tables, and a porta-potty. Inside, you'll find a large, updated open-concept kitchen, dining, and living area designed for gathering and entertaining. A walk-in pantry provides exceptional kitchen storage, while the generously sized primary suite features its own private en suite bath. Sustainable bamboo flooring runs throughout much of the home, adding warmth and character. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property checks so many boxes with low taxes, flexible living space, and close proximity to the lake and beach. Association membership is optional; active membership is required to use the additional amenities. The current annual membership fee is $30. A minimum of 24 hours' notice is required for showing requests. GPS often routes incorrectly; the best access is via Kings Highway (next to Town Hall), then right onto Turtle Rock. Cash or Conventional financing only.

150 Turtle Rock Rd, Stoddard

Listing courtesy of Mary Johnson from BHG Masiello Keene. ()

$1,750,000

4 Beds ⋅ 3 Baths ⋅ 5090589 MLS

Steeped in history, the iconic Peter Hayward Tavern circa 1764 is a rare legacy property encompassing approximately 191 acres spanning both Surry and Keene, New Hampshire. The offering includes the historic main residence, substantial barn, and approximately 140 acres in Surry with an additional 50 acres in Keene, much of it protected in current use and conservation. Ideally situated across from Bretwood Golf Course and within walking distance to Goose Pond Recreation Area, the setting offers an exceptional blend of privacy, recreation, and natural beauty. The classic center chimney Cape with attached ell is an extraordinary example of early American craftsmanship, showcasing original woodwork, graceful arched fireplace surrounds, and six fireplaces connected to five separate flues within the massive central chimney. Thoughtfully updated while preserving its historic integrity, the home seamlessly blends period character with modern comfort. The renovated chef’s kitchen features a large center island, cathedral ceilings, ribbon windows, premium appliances including a six-burner Wolf gas range, and abundant natural light. The kitchen opens to a warm and inviting living room with fireplace, creating ideal gathering spaces for everyday living and entertaining. A separate walk-in pantry provides excellent additional storage. The attached ell includes a private office and half bath with beautiful views overlooking pastoral setting. Outside, perennial gardens and mature landscaping frame the home, while the striking in-ground pool with custom stonework & tennis court complements the estate setting beautifully. A spacious wraparound deck provides the perfect backdrop for outdoor entertaining The impressive two-story barn offers extensive workshop space along with a well-appointed two-bedroom apartment ideal for guests or caretakers. A truly exceptional offering where history, land, and lifestyle come together in one of the Monadnock Region’s most picturesque settings.

515 E Surry Rd, Surry

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$894,000

3 Beds ⋅ 3 Baths ⋅ 5087767 MLS

Welcome to the newest luxury home now ready for its new owners in Stony Brook Village! The view of Mount Monadnock from nearly every room in the home and deck are outstanding! This home has many extra and unique features such as an oversized slider with accent wall to honor the views, an upgraded kitchen with attractive fixtures and hardware (complete with a drawer microwave as well). The primary bedroom is nicely tucked away off of the main living space creating a peaceful and private retreat. Upstairs offers a great seating area center stage offering additional views of Mount Monadnock and the 2 bedrooms with oversized closet also offer views! To top things off there is a large bonus room perfect for gatherings, games, and stretching out! This home carries a personality that is welcoming and energizing. Come and visit, you won't be disappointed!

41 Roberts Dr Unit 26, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$894,000

3 Beds ⋅ 3 Baths ⋅ 5087762 MLS

Welcome to the newest luxury home now ready for its new owners in Stony Brook Village! The view of Mount Monadnock from nearly every room in the home and deck are outstanding! This home has many extra and unique features such as an oversized slider with accent wall to honor the views, an upgraded kitchen with attractive fixtures and hardware (complete with a drawer microwave as well). The primary bedroom is nicely tucked away off of the main living space creating a peaceful and private retreat. Upstairs offers a great seating area center stage offering additional views of Mount Monadnock and the 2 bedrooms with oversized closet also offer views! To top things off there is a large bonus room perfect for gatherings, games, and stretching out! This home carries a personality that is welcoming and energizing. Come and visit, you won't be disappointed!

41 Roberts Dr Unit 26, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$589,900

5 Beds ⋅ 3 Baths ⋅ 5087336 MLS

A Remarkable Property. A New Opportunity. Sellers Ready for Their Next Chapter. Nestled in the heart of New Hampshire’s beloved Monadnock Region, this remarkable circa 1830 Colonial blends rich history, timeless craftsmanship, and breathtaking natural beauty into one extraordinary offering. Set against the backdrop of iconic Mount Monadnock views and overlooking a tranquil mill pond and brook, the property captures the very essence of classic New England living. A rare treasure for antique home enthusiasts, the residence proudly features original murals attributed to renowned folk artist Rufus Porter, whose historic works are celebrated throughout New England. Inside, the expansive home offers five spacious bedrooms, oversized sun-filled rooms, and a warmth and character rarely found today. The renovated kitchen seamlessly blends period charm with modern convenience, complete with a functional antique cookstove and a cozy dining nook with serene water views. From the large screened porch, enjoy sweeping views of Mt. Monadnock while listening to the peaceful sounds of the brook below. The rear second-floor living area, featuring a sitting room, three bedrooms, full bath, and private staircase—offers outstanding flexibility for extended family, guest quarters, or potential Airbnb opportunities. Outside, a stately carriage house provides abundant space for vehicles, hobbies, equipment, or a home-based business, while the surrounding pasture and open fields create an idyllic setting for equestrian pursuits or simply enjoying the beauty of the countryside. Rich in history, impressive in scale, and set within one of New Hampshire’s most sought-after scenic regions, this is far more than a home—it is a rare opportunity to own a true piece of New England heritage. Come tour this remarkable home!

137 Prescott Rd, Jaffrey

Listing courtesy of Dean Deschenes from Arris Realty. ()

$829,000

3 Beds ⋅ 3 Baths ⋅ 5084220 MLS

Introducing the “Copley” Ranch another jewel of Stony Brook Village! The open floor plan creates a seamless flow from the Great Room anchored by a cozy gas fireplace to the beautifully appointed Kitchen and Dining area, ideal for both everyday living and entertaining. The Copley’s signature blend of farmhouse charm and colonial architecture delivers warmth and sophistication in perfect balance. The unfinished second floor offers endless possibilities add an additional bedroom, home office, or bonus space to suit your lifestyle. Nestled at the foot of Mount Monadnock, with Stony Brook meandering through the community, this setting provides a rare blend of natural beauty and neighborhood elegance. Enjoy breathtaking sunsets, peaceful mornings, and a true sense of place that this exclusive home offers.

00 Roberts Dr Unit 8, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$564,800

5 Beds ⋅ 3 Baths ⋅ 5083431 MLS

Welcome to the prettiest house in Fitzwilliam! You deserve the best. Circa 1809, your 5-Bdrm, 3-Bath, Greek Revival home awaits you. Here, you’re uniquely positioned to entertain friends, be entertained, & take-in all the best that New England has to offer. Located right across from the Fitzwilliam Village Green, take-in small concerts & farmers markets. The Town Library is right next door, Townhall is 2 doors down. Fitzwilliam Common Historic District is a part of the National Register of Historic Places! Come be a part of its history. Enter through the white picket-fenced frontyard. You can’t help but to notice the grand fluted columns & large granite slab walkway here to greet you. Come onto the covered porch or head to the side yard where your pretty patio awaits. Interior antique features include your original wood-burning hearth in the livingroom, a gracious formal diningroom, wide-planked pumpkin pine flooring, & original antique mouldings.The Walk-Up 3rd Floor Attic was known as a bell-shaped ballroom in history! Most recently, the property had been lightly lived-in as a sole residence. Previously, she'd hosted small businesses including a Christmas shop and real estate business. More than charming, your spacious home has practical means, too. Well-maintained & updated utilities, the 1st floor’s layout can easily be adapted for multigenerational living. You have an excellent furnace with many heating zones plus alternative heat with a propane stove in the huge kitchen. Tremendous amount of storage with 2 attics, 2 basements, 2 livingrooms, as well as relatively short commuting distances - 20 mins to shopping & dining amenities in Keene & Rindge, 1/2 hr to Peterbough, and 1 hr 40 mins to Boston Proper. Truly, you have found a wonderful dot-on-the-map for adventure & gracious living. Have you been dreaming of a quintessential New England classic? You’ve found it in real life! More than just gorgeous scenery, go to lakes, mountains, & all New England offers!

9 Templeton Tpke, Fitzwilliam

Listing courtesy of Mary M. Belle Isle from EXP Realty. (Cell: 603-852-0333)

$575,000

3 Beds ⋅ 3 Baths ⋅ 5083131 MLS

Don’t miss this opportunity to own a beautiful new 2-story Colonial home set on a private lot in scenic Troy, NH. This thoughtfully designed home will offer 1,800 +/- sq ft of modern living space with 3 bedrooms and 2.5 bathrooms, perfect for today’s lifestyle. The open-concept first floor will feature a spacious living area, ideal for entertaining, along with a stylish kitchen complete with granite countertops, quality cabinetry, and plenty of workspace. Durable and attractive LVP flooring will run throughout the main living areas, combining elegance with low maintenance. Upstairs, you’ll find a comfortable primary suite with a private bath, along with two additional bedrooms and a full bathroom. A convenient half bath on the first floor adds extra functionality for guests. Situated on a private lot, this home offers peace and seclusion while still being close to local amenities, outdoor recreation, and commuting routes. Still time to customize finishes and make it your own! To be built – secure your new home now and be part of the process from the ground up. Call today to start your new home!!

133 Monadnock St, Troy

Listing courtesy of Eric Aho from EXP Realty. (Phone: 603-465-1538)

$390,000

6 Beds ⋅ 3 Baths ⋅ 5079870 MLS

Located just a short walk from the town beach on Contoocook Lake, this spacious 6-bedroom, 3-bath home offers the opportunity to enjoy a relaxed lifestyle close to water, nature, and town conveniences. Set on a level 1.05-acre lot with generous yard space, there’s plenty of room for outdoor gatherings, gardening, or simply enjoying the open space. Originally a single-story home, the property was expanded into a two-story Colonial in 2013, creating a versatile layout with three bedrooms on each level - ideal for hosting guests, multi-generational living, or creating dedicated home office and hobby spaces. The main living area features a cozy wood stove with hearth, perfect for cooler seasons, and flows into a pass-through dining room and kitchen that invite connection and everyday living. Upstairs, the primary suite includes a walk-in closet and ¾ bath, along with the convenience of second-floor laundry. A walk-up attic adds additional storage or potential for future use. Enjoy easy access to downtown Jaffrey’s local shops, schools, restaurants, and community amenities, along with nearby outdoor recreation including trails and Mount Monadnock. Property is being sold as-is.

139 Squantum Rd, Jaffrey

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$549,000

3 Beds ⋅ 3 Baths ⋅ 5072547 MLS

Imagine spending the holidays in this quintessential New England farmhouse, surrounded by family, friends, and the warmth of a crackling fire. As autumn leaves blanket the rolling countryside and the first snowflakes of winter approach, there’s something truly special about finding a place that feels like home. Lovingly cared for by the same family for nearly 50 years, this 18th-century farmhouse offers 3 bedrooms, 3 bathrooms, and over 4,000± square feet of living space, with room to gather, entertain, and create lasting memories. Rich in history and timeless character, the home features spacious living areas, original architectural details, and the craftsmanship of a bygone era. A classic 30x40, 2.5-story barn offers exceptional versatility for storage, hobbies, a workshop, or animals. Ideally situated between Keene, NH, and Brattleboro, VT, this property offers peaceful country living with four-season adventure just beyond your doorstep. Enjoy nearby snowmobile trails, ski mountains approximately an hour away, Spofford Lake just five minutes down the road, and convenient access to I-91 in only 15 minutes. Whether you’re looking for a year-round residence, a winter retreat, or simply a place to bring everyone together, this is more than a historic farmhouse. It’s an opportunity to make the next chapter of memories your own

24 Hunt Rd, Westmoreland

Listing courtesy of TJ Kelly from Greenwald Realty Group. ()

$789,000

5 Beds ⋅ 3 Baths ⋅ 5070076 MLS

The Hudson is a 5-bedroom 3-bathroom home with a stunning view of Grand Monadnock! 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.

40 Roberts Dr Unit 3, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$789,000

5 Beds ⋅ 3 Baths ⋅ 5070073 MLS

The Hudson is a 5-bedroom 3-bathroom home with a stunning view of Grand Monadnock! 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.

40 Roberts Dr Unit 3, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$899,000

3 Beds ⋅ 3 Baths ⋅ 5070072 MLS

The "Barkley" is a 2500 sq ft plus 2 story 3-bedroom home with 1st floor primary suite, great room, kitchen/dining room, 2 car attached garage, open deck and covered entry way. The 2nd floor features 2 bedrooms, full bath and laundry, and loft area overlooking the great room below. This home offers a versatile floorplan that is conducive to entertaining, working from home, and getting out in nature.

56 Roberts Dr Unit 7, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$899,000

3 Beds ⋅ 3 Baths ⋅ 5070071 MLS

The "Barkley" is a 2200 sq ft plus 2 story 3-bedroom home with 1st floor primary suite, great room, kitchen/dining room, 2 car attached garage, open deck and covered entry way. The 2nd floor features 2 bedrooms, full bath and laundry, and loft area overlooking the great room below. This home offers a versatile floorplan that is conducive to entertaining, working from home, and getting out in nature.

56 Roberts Dr Unit 7, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$799,000

3 Beds ⋅ 3 Baths ⋅ 5070066 MLS

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.

60 Roberts Dr Unit 8, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$799,000

3 Beds ⋅ 3 Baths ⋅ 5070064 MLS

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.

60 Roberts Dr Unit 8, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$779,000

3 Beds ⋅ 3 Baths ⋅ 5070063 MLS

The "Tatum" a two-story 3 Bedroom 3 Bathroom Colonial. As you enter into Stony Brook Village, the view of Grand Monadnock will rise before you. Just imagine that greeting you each time you return to your new home! The open floor plan connects the Great Room (with gas fireplace) to Kitchen & Dining room. Second floor has 2 bedrooms, full bath and large unfinished bonus room and sitting area. 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.

66 Roberts Dr Unit 19, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$779,000

3 Beds ⋅ 3 Baths ⋅ 5070061 MLS

The "Tatum" a two-story 3 Bedroom 3 Bathroom Colonial. As you enter into Stony Brook Village, the view of Grand Monadnock will rise before you. Just imagine that greeting you each time you return to your new home! The open floor plan connects the Great Room (with gas fireplace) to Kitchen & Dining room. Second floor has 2 bedrooms, full bath and large unfinished bonus room and sitting area. 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.

57 Roberts Dr Unit 19, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$899,000

3 Beds ⋅ 3 Baths ⋅ 5070058 MLS

Meet the "Zara". A 3-bedroom 3-bathroom ranch. 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.

66 Roberts Dr Unit 10, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$899,000

3 Beds ⋅ 3 Baths ⋅ 5070055 MLS

Meet the "Zara". A 3-bedroom 3-bathroom ranch. 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.

66 Roberts Dr Unit 9, Jaffrey

Listing courtesy of Denise Whitney from BHG Masiello Peterborough. ()

$749,999

3 Beds ⋅ 3 Baths ⋅ 5007196 MLS

Looking for privacy, views, and water access? This hilltop retreat fits the bill. Located on top of a hill overlooking 7-mile-long Highland Lake, the 25-acre property with deeded water access to a private beach offers a peaceful year-round escape. The warm and inviting three-story open concept home features plenty of gathering areas including the large kitchen, dining, and living room centered by a double-sided fireplace, and highlighted by large windows that take in the beautiful views of the lake. The finished walkout lower level opens to a large brick patio surrounding the house on three sides, with views, plenty of seating, an outdoor shower, and small waterfall/pond with glacial boulders. A long deck connects the home to a separate workshop. The property abuts the Pierce Wildlife & Forest Reservation, 3,479 acres of permanently protected land. https://www.forestsociety.org/property/peirce-wildlife-forest-reservation). Winter outdoor enthusiasts will enjoy snowmobiling, ice fishing, and skating on Highland Lake, snowshoeing, and skiing at nearby Pats Peak Ski Area, Okemo Mountain Resort, and Mount Sunapee Resort.

906 Shedd Hill Rd, Stoddard

Listing courtesy of Sam Howard from LandVest, Inc./New Hampshire. ()

Cheshire County, NH 3 Bathroom Homes for Sale

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