Cheshire County, NH Real Estate Search

Cheshire County, NH 3 Bedroom Homes for Sale

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Newest Cheshire County, NH 3 Bedroom Homes for Sale

39 Windy Fields Ln, Jaffrey
$475,000
3 Beds ⋅ 3 Baths ⋅ 5106978 MLS
ASSUMABLE MORTGAGE BEING OFFERED @ 5.625% RATE - MAJOR PRICE IMPROVEMENT - POTENTIAL FOR $20k+ INSTANT EQUITY - Beautifully maintained 3-bedroom, 2.5-bath Colonial situated on nearly an acre at the end of a quiet cul-de-sac. Built in 2018 and still presenting in pristine, like-new condition, this home offers a wonderful combination of privacy, comfort, and convenience. The property abuts 2.38 acres of subdivision open space, providing an added sense of privacy and preserving the peaceful setting. The main level features a modern kitchen with a dedicated dining area, a welcoming family room with electric fireplace, formal living room, convenient first-floor laundry, and a comfortable layout ideal for both everyday living and entertaining. Upstairs, you'll find two additional bedrooms and a full bathroom, along with a spacious primary suite complete with walk-in closet and private en-suite bath. Recent improvements include newly installed mini-splits in the living room and primary bedroom, providing efficient cooling during the warmer months, as well as brand-new solar panels installed on the roof. A one-car garage offers added convenience during New Hampshire winters, while the basement provides a practical mudroom-style entry where coats, boots, and outdoor gear can be kept out of the main living spaces. Enjoy the tranquility of a quiet Jaffrey neighborhood while remaining close to local schools, grocery stores, restaurants, and downtown. Peterborough and Rindge are also just a short drive away for additional shopping, dining, and amenities. Outdoor enthusiasts will appreciate the home's proximity to Mount Monadnock and the area's many opportunities for hiking and recreation. A truly turnkey home in beautiful condition, offering modern updates, a peaceful setting, and an ideal location. Simply move in and enjoy!

39 Windy Fields Ln, Jaffrey

Listing courtesy of Garrett Sisson from Coldwell Banker Realty Bedford NH. (Phone: 603-856-4287)

32 Matthews Rd, Keene
$425,000
3 Beds ⋅ 3 Baths ⋅ 5106888 MLS
Tucked into a convenient Keene location just minutes from downtown shops, restaurants and everyday amenities, this charming home offers warmth, character, and a peaceful backyard setting. Set on .23 acres, the property features an incredible backyard with a covered patio including outdoor kitchen, TV, Hot Tub and gas fire pit-perfect for relaxing and entertaining. Inside, the home welcomes you with beautiful wood floors that run throughout much of the main level. A cozy eat-in kitchen offers a comfortable space for everyday meals and opens directly to the dining room which also opens up to your back porch and patio, creating an easy and natural flow for gatherings. Just beyond, the dining is the spacious living room giving the main living space an airy and inviting feel filled with natural light. Three bedrooms are located on the 2nd floor with a 3/4 bathroom conveniently located between them. The primary bedroom suite has its own 1/2 bathroom with washer and dryer. The home also includes a full unfinished concrete basement offering excellent storage or workshop potential, and second washer dryer hook ups. An oversized, two car, heated garage adds convenience and additional space. Public water and sewer, along with baseboard oil heat, and a pellet stove make for simple and efficient living. With its flexible living space, private backyard bursting with amenities and convenient location close to downtown Keene this property offers a wonderful opportunity to make a home your own.

32 Matthews Rd, Keene

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

232 Tigola Trl, Stoddard
$799,000
3 Beds ⋅ 2 Baths ⋅ 5106672 MLS
*******Open House Sunday, 09/13/26 9-1pm ********This one-of-a-kind private waterfront log cabin retreat offers an exceptional waterfront lifestyle. This 1.1 acre lot nestled in a cove is shielded from main part of boat traffic and offers peaceful enjoyment as well as stunning views. Water frontage is 305' with multiple sections of floating boat docks making this an ideal spot for water enthusiasts.***** Step inside this open concept post and beam log home where warmth & character shine throughout. The spacious kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. A cozy wood stove anchors the room, while wide pine finishes & windows throughout showcase breathtaking lake views. ******* Upstairs is the primary bedroom with a private bath, plus a 2nd room & laundry area in a loft-style layout. ****** Main level has 2 additional bedrooms providing flexibility for guests, family or a home office. Also on the main level is a full bathroom. One of many standout features is the enclosed 8x22 porch perfect for relaxing and enjoying lake views.********* In addition to the porch, there's a 2 car garage with a huge bonus room area above, perfect for a fun family hangout, game room or guest area. Even better, this home has been thoughtfully updated with all major systems recently replaced, including a brand-new hot water tank, electrical panel, furnace, water softener system, and sump pump-providing peace of mind for years to come. Come check out this beautiful slice of heaven and make it your forever home or a peaceful vacation retreat. HOA fees are $825 per year for road maintenance (plowing & grading). Also included is the private boat launch for members and a pool/pool house and the use of Rossi Hall (nominal fee) Open House Sunday, 09/13/26 9-1pm

232 Tigola Trl, Stoddard

Listing courtesy of Paul Bourassa from Manning Williams Agency. ()

37 High St, Chesterfield
$419,900
3 Beds ⋅ 2 Baths ⋅ 5105943 MLS
Storybook charm in the sweet village of Spofford! Tucked behind a welcoming picket fence and an enchanting English-style garden, this delightful 3-bedroom, 2-bath Antique Cape is filled with warmth, character and unexpected surprises. Step inside to beautiful wide pine floors and an adorable eat-in kitchen featuring granite counters, recessed lighting and even a secret pantry! Just off the kitchen is a ¾ bath with a custom tiled shower. The inviting front living room, complete with a cozy pellet stove, is the perfect place to settle in on a chilly New England evening. The spacious family room addition, added in 1992, may quickly become your favorite room in the house! With plenty of space for a large dining table and comfortable sitting area & wood stove, it was made for gathering with family and friends. Sliders open to the deck overlooking the cozy side yard—perfect for summer dinners, morning coffee and entertaining. Upstairs, the primary bedroom is simply enchanting, with a wonderful cottage-style feel that you are sure to fall in love with. You'll also find an office area, full bath with tiled floor, and an additional bedroom with charming built-ins. And then there are the extras that make this property truly special! A whimsical cottage shed with a loft and sleeping quarters creates the sweetest little escape—grab a good book, sneak away for an afternoon nap or simply enjoy your own private hideaway. Nearby, a cozy fire pit area is ready for summer nights under the stars. The large garage offers yet another bonus: a studio apartment, (currently rented), providing an opportunity for additional income or flexible space for extended guests. All of this is just minutes from beautiful Spofford Lake, the Spofford Post Office and a short drive to Keene. This isn't just a house, it's a chance to slow down, settle in and enjoy the charm of village life. Come experience a simpler way of living…the way it was meant to be.

37 High St, Chesterfield

Listing courtesy of Robin Smith from BHG Masiello Keene. ()

332 Rte 202, Rindge
$749,000
3 Beds ⋅ 3 Baths ⋅ 5105827 MLS
Waterfront living on beautiful Pool Pond! Set on 1.06 acres with approximately 500 feet of frontage, this special Rindge property offers a setting made for enjoying life on the water. Boat, kayak, paddleboard, fish or simply relax along the shoreline, with a sandy walk-in water entrance, fire pit area and waterfront walking trail. The showpiece is the fully restored boathouse; the only one on the pond. Take in lake views, distant mountain vistas and colorful sunsets from the beautifully landscaped grounds featuring a pollinator garden, large paver patio and 10x14 shed. Inside, large picture windows bring the views in and fill the home with natural light. The first-floor primary suite features an ensuite bath, while the beautiful sunroom offers flexible space. The walkout lower level provides additional living space with a kitchenette, bonus room and workshop. Extensive improvements include a new roof, Marvin windows, new appliances and garage doors, mini-split heating and cooling, heat-pump water heater, ERV, EV charger and battery backup for essential systems. A wood-burning fireplace insert adds cozy four-season appeal. With the rail trail directly across the street, everyday conveniences minutes away and the recreation and natural beauty of the Monadnock Region at your doorstep, this is a unique opportunity to embrace the New Hampshire waterfront lifestyle.

332 Rte 202, Rindge

Listing courtesy of Dan Petrone from EXP Realty. (Cell: 973-713-1582)

8 Granite St, Marlborough
$330,000
3 Beds ⋅ 2 Baths ⋅ 5105542 MLS
This 3 bedroom, 2 bath home features efficient electric heating upstairs, along with propane hot water, offering cost-efficient, year round living! Welcome home to 8 Granite Street, where classic New England charm meets the space and flexibility today's buyers are looking for. Situated on a generously sized lot in the heart of Marlborough, this property offers room to spread out, gather with friends and family, and enjoy life both indoors and out. The home features comfortable living spaces filled with character and warmth, creating an inviting atmosphere from the moment you arrive. Whether you're hosting holiday gatherings, enjoying a quiet evening at home, or creating lasting memories with loved ones, this home provides the perfect backdrop. One of the property's most unique features is the attached barn, offering exceptional versatility for a variety of uses. Whether you envision a recreation room, hobby space, workshop, home gym, studio, or simply need abundant storage, this impressive space provides the flexibility to fit your lifestyle. The barn adds both character and functionality, creating opportunities rarely found in a property of this kind. Step outside and discover a backyard designed for capturing moments. The large yard offers plenty of room for gardening, outdoor games, pets, and playtime, while evenings can be spent gathered around a campfire under the New Hampshire sky. From backyard barbecues to quiet mornings with a cup of coffee, this outdoor space is ready to be enjoyed in every season. Located just minutes from Keene and the many recreational opportunities of the Monadnock Region, 8 Granite Street offers the perfect blend of small-town living, outdoor enjoyment, and everyday convenience. Whether you're looking for your first home, additional space for hobbies and recreation, or a property with room to grow, this Marlborough gem is ready to welcome you home.

8 Granite St, Marlborough

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

6 Sugar Maple Ln, Keene
$450,000
3 Beds ⋅ 2 Baths ⋅ 5105500 MLS
Welcome to this beautifully maintained 3–4 bedroom townhouse in the sought-after Stone House Commons community. The inviting eat-in kitchen features stainless steel appliances, abundant cabinet space, and a window that fills the space with natural light. The dining area flows seamlessly into the comfortable living room, highlighted by gas fireplace that creates a warm and inviting atmosphere. A bright sunroom just off the living room provides additional natural light and offers a wonderful space to relax, read, or enjoy your morning coffee. The first floor also features a versatile bedroom or study and a full bathroom, providing flexibility for guests, an office, or one-level living. Upstairs, you'll find two spacious bedrooms along with a library or potential fourth bedroom featuring built-in bookshelves and a large skylight. A walk-in attic provides generous additional storage. This home is being offered with a HOME WARRANTY, providing added value and peace of mind to the future owner by helping protect against unexpected expenses. A FLOORING ALLOWANCE is also included to assist the new owner with selecting the flooring of their choice. Stone House Commons offers a convenient location with easy access to the YMCA, walking and biking trails, churches, golf course, and nearby medical services. Residents also enjoy access to the Meadowview Knolls Association’s pool, basketball court, and clubhouse. This well-maintained townhouse offers comfortable living, flexible space, and an array of nearby amenities providing an ideal combination of convenience and lifestyle for its next owner.

6 Sugar Maple Ln, Keene

Listing courtesy of Gerry Leo from BHG Masiello Keene. ()

3 Apple Hl, Chesterfield
$975,000
3 Beds ⋅ 3 Baths ⋅ 5103600 MLS
A home 250+ years in the making, has just been offered for the first time! A perfect representation where classic New England style meets brand new modern convenience and elegance. This 3-bedroom, 2.5-bath home features high end finishes, historic displays of craftsmanship, and an incredible vision that makes this house a home. The outside features field stone siding and harmonious landscaping all on a sprawling private parcel of 6.6 acres. Yes, you also have your very own, perfectly manicured, apple orchard, an oversized 3 car garage with ample additional storage, a gazabo, trellis, and much more. Inside you'll find a vaulted ceiling in the chef inspired kitchen featuring high end appliances, custom wood cabinets, center island, and farmhouse style sink. Just off the kitchen you'll start the day enjoying your morning coffee, reading the paper, or watching the news in the wrap-around breakfast nook. The main living space is primarily on one floor with a large ensuite bedroom boasting hand hewed beams, wide plank flooring, large windows, vaulted ceiling, ceiling fan, and 2 large walk-in closets; all finished with a perfect touch in the spa style bathroom. The warm living room offers a stone fireplace, built-in bookshelves and ample sunlight. The dedicated dining room has a secret pass-through to the kitchen sure to impress any dinner guests. Upstairs you'll be amazed with the guest bedroom and incredible lines of the adjoining bathroom. This private space offers guests a soaking tub, walk-in shower and plenty of impressive design features. The finished basement offers even more space to relax and unwind, this space could be a private office, media room, workout room, or just an extra TV room. Located perfectly between two large towns, your shopping and restaurant needs are just minutes away. Close to beautiful Spofford Lake, ski areas, hiking/walking/snowmobile trails, and easy access to highways. THIS HOME IS AN ABSOLUTE MUST SEE!

3 Apple Hl, Chesterfield

Listing courtesy of Todd A Bassler from Greenwald Realty Group. ()

37 Base Hill Rd, Keene
$380,000
3 Beds ⋅ 2 Baths ⋅ 5102031 MLS
Open house 11/11 4:30-6pm! Seller is offering $5k towards buyers closing costs! Thoughtfully updated, exceptionally well maintained, and tucked into one of Club Estates' most desirable locations, this townhouse checks all the right boxes and boasts a setting that's hard to beat. This home abuts an expansive wooded area, offering a level of privacy that's hard to find in townhouse living and creating the feeling of having a much larger backyard…without the maintenance. Step inside from the attached garage directly into the kitchen, a convenience you'll especially appreciate in winter. The kitchen features quartz countertops, a newer appliance package, new flooring, and a new sliding glass door that fills the dining area with natural light and leads to your private patio. Upstairs, you'll find three spacious bedrooms, including a primary suite with its own full bath. A convenient half bath on the first floor rounds out the layout. Thoughtful improvements throughout the home add both comfort and efficiency, including updated windows and added attic insulation to help keep the home comfortable year-round. Even the charming bay window has been upgraded with additional insulation and a redesigned bench seat, creating the perfect cozy spot to enjoy your morning coffee or snuggle up with a book by the functional fireplace. The laundry area includes a utility sink and newer hot water heater. The partially finished basement offers an office area, ample storage, and the opportunity to easily create additional living space. A concrete pad and newer bulkhead door offer added peace of mind in all seasons. Just minutes from Keene Country Club, Cheshire Medical Center, downtown shopping, restaurants, and everyday conveniences, you'll appreciate how close everything is while still enjoying the privacy and peaceful setting of one of the association's most desirable locations.

37 Base Hill Rd, Keene

Listing courtesy of Lily Gautot from Greenwald Realty Group. ()

484 Scofield Mountain Rd, Winchester
$599,000
3 Beds ⋅ 2 Baths ⋅ 5101558 MLS
Rustic charm, warm wood accents and lovely beam ceilings make this true log house feel like HOME. The outdoor space is a dream; situated on 6.32 acres, this property features a charming front porch, large back deck to relax on warm summer nights, spacious yard with fire pit for cold winter nights & smores, walking and ATV trails and your very own Christmas trees growing! Well landscaped with many perennials to enjoy throughout all of the seasons. Inside timeless log home charm meets all of the modern updates and amenities throughout. This 3 bedroom home has so much to offer; the main floor living boasts a spacious living room featuring a stunning fireplace, wide plank pine floors and wood beam ceilings; fully applianced kitchen with brand new appliances, woodburning Crawford cookstove as well as gas stove, plenty of cabinets and a breakfast bar. A first floor office or bedroom, lovely tiled full bathroom and a large sunroom displaying tiled floors and woodstove offer access to the expansive yard through the sliding glass doors. Enjoy access to the attached two car garage complete with a large bonus room; perfect for guests, a game or movie room and so much more! On the second story of the home you will find the primary bedroom presenting a walk in closet and tiled bathroom with walk in shower. Additionally there are 2 more bedrooms that complete the upstairs. Fine quality throughout and attention to detail make this home a true retreat!! Private yet minutes to amenities!

484 Scofield Mountain Rd, Winchester

Listing courtesy of Emily Lagerberg from R.H. Thackston & Company. ()

423 Old Walpole Rd, Keene
$439,000
3 Beds ⋅ 2 Baths ⋅ 5100301 MLS
Authentic Log Home Retreat on 2.75 Private Acres! Tucked away in a peaceful, wooded setting just minutes from downtown Keene, this beautifully maintained log home offers the perfect blend of rustic charm and modern updates. The heart of the home is the completely renovated 2025 kitchen, featuring custom cabinetry, quality finishes, and an oversized island that's ideal for cooking, gathering, and entertaining all while surrounded by the warmth of exposed log beams and timeless character.  The inviting living room showcases soaring exposed beams, wide-plank wood floors, and a highly efficient Carrabassett wood stove, creating the cozy atmosphere only a true log home can provide. Step outside to the expansive full-length covered front porch, the perfect place to relax with your morning coffee while overlooking the private yard and surrounding nature.  Additional highlights include vinyl replacement windows, a durable metal roof, generator hook-up for peace of mind, and a finished lower-level room that offers flexible space for a home office, family room, gym, or hobby area. Set on 2.75 private acres, this property provides the tranquility of country living while remaining conveniently close to Keene's shopping, restaurants, and amenities.  If you've been dreaming of an authentic log home with modern updates, privacy, and timeless New England appeal, this exceptional property is one you won't want to miss!

423 Old Walpole Rd, Keene

Listing courtesy of Joshua Greenwald from Greenwald Realty Group. ()

372 Hill Rd, Alstead
$975,000
3 Beds ⋅ 2 Baths ⋅ 5098988 MLS
Twenty-four private acres, timeless New England character, and room to truly settle in. Set along a quiet country road in Alstead, this remarkable property offers the kind of setting that is increasingly hard to find, mature trees, open land, historic stone walls, a peaceful stream and beautiful outdoor spaces surrounding an authentic circa-1790 Colonial. Inside, more than 3,000 square feet of living space blends centuries-old craftsmanship with thoughtful updates. Original wood floors, handcrafted doors and beautiful cherry railings preserve the home’s character, while Marvin replacement windows add modern comfort. At the heart of the home is a warm and inviting country kitchen with marble countertops, farmhouse and bar sinks, brick pantry and a traditional cookstove. Spacious dining and living areas are anchored by two working fireplaces, creating a home that feels equally suited to quiet weekends and a house full of guests. A sunroom provides a peaceful place to enjoy the changing seasons, while the generous mudroom, workshop and dedicated laundry room offer the practical spaces country living calls for. Upstairs are three bedrooms, a full bath and a charming second-floor sitting room ideal for reading, working from home or simply getting away. An unfinished third floor provides additional possibilities for future living, studio or guest space. But it is the land and lifestyle that truly set this property apart. With 24.1 acres to explore, garden, recreate or simply enjoy, there is space here for animals, outdoor pursuits and a quieter pace of life. Cool off beneath the outdoor shower after a summer afternoon outside, wander the stone walls and stream, or simply enjoy the privacy of your own piece of New Hampshire. This isn’t simply a historic home it’s an opportunity to own 24 acres of authentic New England living, with a house that has been part of the landscape for more than two centuries.

372 Hill Rd, Alstead

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

78 Colburn Ln, Rindge
$699,900
3 Beds ⋅ 2 Baths ⋅ 5096856 MLS
Experience year-round lakefront living at its finest on the pristine shores of Lake Monomonac. Offering more than 100 private feet of exceptional sandy beach frontage, this rare waterfront retreat captures breathtaking 180-degree panoramic views stretching across the lake, including a front-row view of Commodore Island, the heart of the lake's vibrant boating and social scene. Privately situated this coveted property offers an unparalleled opportunity to enjoy one of the region's most desirable lakes. Spend your days boating, fishing, kayaking, paddleboarding, or simply unwinding on one of the best sandy swimming areas on the lake. The gradual entry and expansive shoreline create an ideal setting for swimming, boating, entertaining, and making lasting memories right from your own waterfront oasis. Listen to the loons & watch eagles soar overhead and explore nearby Blueberry Island and Paradise Island for endless days of adventure. Inside, the home is thoughtfully positioned to maximize its spectacular setting, with the kitchen, dining, and living areas all oriented toward the water. Warm and inviting, the open-concept design features a wood-burning fireplace, rustic beams, and expansive lake views that bring the outdoors in. Upstairs, three bedrooms and a half bath provide comfortable accommodations, while a full bath with laundry is conveniently located on the main level. The home rests on a newer full foundation. A three-year-old 20-foot aluminum dock with composite decking offers effortless access to the water and the perfect place for your boat and watercraft. Lake Monomonac spans nearly 600 acres across New Hampshire and Massachusetts, offering outstanding recreational opportunities and an active yet relaxed lakefront lifestyle. Just minutes from local amenities and an easy drive to Massachusetts, this exceptional property combines panoramic views, rare sandy frontage, and the timeless appeal of lake living into a truly remarkable waterfront offering!

78 Colburn Ln, Rindge

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

55 Chestnut Hill Rd, Dublin
$995,000
3 Beds ⋅ 4 Baths ⋅ 5096486 MLS
Tucked away on a quiet private gravel road in Dublin, this charming Contemporary Cape offers the perfect blend of comfort, character, and charm. Set amidst impeccably landscaped grounds with a sprawling green lawn, this 3-bedroom, 3.5-bath home captures the essence of New England country living. Inside, you'll find over 3,000 square feet of brilliantly designed living space, highlighted by a grand two-story living room featuring custom built-in wooden bookshelves and abundant natural light. The fully applianced kitchen boasts granite countertops leads into a formal dining room, perfect for entertaining with family and friends. A luxurious first floor primary suite provides a private retreat, while the finished basement and rooms upstairs offer additional flexible living space. Enjoy the beauty of every season from the inviting front and rear porches or relax in the three-season room while taking in the peaceful surroundings. With stunning mountain views, exceptional landscaping, and a tranquil setting, this property offers a rare opportunity to enjoy the best of mountain living. Chestnut Hill is located just minutes from Dublin Pond and Mount Monadnock and the endless outdoor recreation opportunities of hiking, cross country skiing, and so much more on the trails. The neighborhood provides both privacy and convenience, sitting just outside of downtown with easy access to all that Dublin Village has to offer, including Dublin School, Dublin Lake, and the notable Dublin General Store. Dublin offers direct access to NH Route 101 and is an hour from Manchester Regional Airport, 2 hours from Boston Logan International Airport, and 5 hours driving from New York City. Chestnut Hill's association offers its residents common road maintenance and seasonal plowing.

55 Chestnut Hill Rd, Dublin

Listing courtesy of Sadie Halliday from EXP Realty. (Cell: 603-660-2321)

216 Old Forest Rd, Stoddard
$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. ()

166 Keene Rd, Winchester
$419,900
3 Beds ⋅ 2 Baths ⋅ 5092617 MLS
Seller contribution of $10,000 towards interest rate buydown. Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

Listing courtesy of Jamie Smith from BHG Masiello Keene. ()

72 North St, Jaffrey
$335,900
3 Beds ⋅ 2 Baths ⋅ 5091841 MLS
PRICE IMPROVED - NOW $335,900! SELLER SAYS SELL! Take advantage of this exceptional opportunity in the heart of Jaffrey. The seller is offering up to $10,000 toward the buyer's closing costs, prepaid expenses, and escrow, making homeownership more affordable than ever. Step into this beautifully reimagined 1930s Villager Cape, where timeless charm meets modern comfort. Nearly every inch of the home has been thoughtfully updated, including new flooring, renovated kitchen and baths, and convenient features such as a first-floor bedroom and first-floor laundry. The soaring cathedral-ceiling living room with loft creates an inviting gathering space, complete with a mini-split system and sliding doors leading to a private back deck, perfect for morning coffee or evening relaxation. A second side deck offers a welcoming place to enjoy the charm of village life. Outside, you'll find established perennial gardens, a fenced yard, and a separate fenced garden area supported by a gutter-fed water storage tank for easy irrigation. Solar panels provide added energy efficiency and long-term savings. New Price. Seller Incentive. Move-In Ready. This is your chance to own a beautifully updated home with character, comfort, and value in one of Jaffrey's most desirable village locations. Schedule your showing today and discover everything 72 North Street has to offer.

72 North St, Jaffrey

Listing courtesy of Larry Alvarez from Tieger Realty Co. Inc.. ()

253 Ramsay Hill Rd, Walpole
$1,475,000
3 Beds ⋅ 2 Baths ⋅ 5090130 MLS
Perched on 21 breathtaking acres with sweeping western views and unforgettable sunsets, this cherished family-owned property is being offered for the first time since 1987. Set along one of the area's most desirable country roads, this exceptional property offers the perfect blend of privacy, beauty and opportunity. Whether your dream is a hobby farm, horse property, homestead or simply room to spread out, the open fields, mature trees and rolling landscape provide an incredible canvas. Raise animals, cultivate gardens, establish orchards or simply enjoy the peaceful rhythm of country living while taking in panoramic mountain views from nearly every corner of the property. Inside, the home is filled with warmth, natural light, and timeless New England Character. Beautiful pine floors run throughout much of the home while oversized windows perfectly frame the surrounding countryside. The heart of the home is the stunning living and dining room where expansive west-facing windows showcase spectacular sunsets and distant mountain vistas. Anchored by a cozy fireplace this inviting gathering space offers the perfect setting for entertaining or quiet evenings at home. Just beyond the main living area is an additional den tucked beside the sunroom, creating an ideal reading nook, home office or cozy retreat. The efficient kitchen flows directly to the rear sun porch, making morning coffee overlooking your fields and evening sunsets part of your everyday routine. A second front sunroom further connects the home to its exceptional surroundings, offering flexible living space in every season. Every room has been thoughtfully positioned to embrace the property's incredible setting. The spacious primary suite features a custom tiled en-suite bath, while two additional upstairs bedrooms share a beautifully finished tiled three-quarter bath. An attached garage adds convenience to this meticulously maintained home. Only minutes from Hooper Golf Course and local amenities!

253 Ramsay Hill Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

24 Hunt Rd, Westmoreland
$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. ()

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logoCopyright 2026 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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

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