Cheshire County, NH Real Estate | Cheshire County, NH Homes between $500,000 and $600,000 for Sale

Nestled in the desirable town of Westmoreland, NH, this beautifully maintained 3-bedroom, 2-bath Cape offers a wonderful blend of classic New England charm, quality craftsmanship, and thoughtful modern updates. At the heart of the home is a custom kitchen crafted by renowned local cabinetmaker Terry Cox of Cox Woodworking, featuring beautiful cabinetry, a Sub-Zero refrigerator, and JennAir cooking appliances. Warm hardwood floors, an inviting living area with exposed brick accents, and a welcoming dining space create an effortless flow for everyday living and entertaining. Just beyond, a beautiful window-lined porch offers peaceful views of the surrounding woods. Currently used as a home office, this inviting space provides a wonderful setting to work, unwind, or simply enjoy the changing New England seasons. Thoughtfully cared for over the years, the home features an updated second-floor bathroom, a roof replaced approximately three years ago, and a new tankless boiler installed just one year ago. An attached two-car garage adds everyday convenience, while the surrounding grounds provide a picturesque backdrop for enjoying the natural beauty of country living. Ideally situated in sought-after Westmoreland, with convenient access to Keene, NH, Brattleboro, VT, and the surrounding Connecticut River Valley, this inviting property offers the charm and character of a traditional New England home with the comfort and convenience of meaningful modern improvements. A wonderful opportunity to enjoy country living without sacrificing accessibility. ***Open House 11/8 from 11-1***

441 Rte 63, Westmoreland

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

$579,000

4 Beds ⋅ 3 Baths ⋅ 5116265 MLS

***Open House Sunday, November 8th 12pm-2pm.*** This home offers a rare combination of space, acreage, location, features, & value, plus the potential to subdivide. Set back from the road, this immaculate 4-bedroom, 2.5-bath home welcomes you with expansive windows, warm wood tones, & clean architectural lines that create a bright, inviting feel. At the heart of the home, a beautifully renovated kitchen showcases custom cabinetry, granite countertops, stainless steel appliances, an expansive center island spanning over 10 feet, double dishwashers, and a wine cooler. Beautiful hardwood floors flow throughout the open-concept main-level living spaces, perfect for both everyday living & entertaining. The main level includes a private primary suite with a deck overlooking the backyard, custom tile shower, double vanity, and soaking tub. A second bedroom, full bath, & laundry room complete the floor. The finished lower level adds exceptional living space: two more bedrooms, a spacious family room with a fireplace, & half bath. It also offers convenient access to the heated two-car garage & additional storage. With its comprehensive updates just completed, the home has undergone a transformation incorporating modern engineering and energy-efficient features. Virtually every interior and exterior element was improved, including windows, roofing, electrical and plumbing systems, flooring, cabinetry, finishes, fixtures, appliances, & much more. A standby generator & updated in-ground pool overlooking the spacious, level backyard. Easy commute to VT or MA & all the appeal of Southern New Hampshire living, just minutes from shops, dining, schools, hospitals, & everyday essentials. The 1.35-acre parcel offers potential for subdivision or future development, subject to town approvals. Home warranty is included. The space you want. The upgrades you’ll love. Book your showing today!

16 Monument Rd, Hinsdale

Listing courtesy of Isabella S Luhrs from BHG Masiello Keene. ()

$575,000

3 Beds ⋅ 3 Baths ⋅ 5115803 MLS

Tucked away at the end of a long private driveway, this inviting 3-bedroom, 3-bath home sits on 5 acres with a wonderful sense of privacy and room to spread out. Inside, pine floors throughout the first and second levels bring warmth and character, while the spacious main gathering room, with its high pine-beamed ceiling, is a natural place to relax or entertain. A pellet stove provides efficient, comfortable heat, supplemented by electric backup. The walkout basement offers possibilities for additional living space and currently includes a workshop for projects and hobbies. Outside, an expansive, level yard provides plenty of room for gardens, outdoor games, or simply enjoying the peaceful surroundings. A garden shed and two-car garage add everyday practicality. Despite its private setting, the property is conveniently located near Rindge's shopping along Route 202, including Market Basket, Hannaford, and Walmart, as well as local restaurants and services. Enjoy nearby lakes, hiking trails, and Cathedral of the Pines, with easy access to Jaffrey, Peterborough, and the Massachusetts border. A comfortable country home with space to make it your own. Open House Saturday October 31, 11-1

54 Todd Hill Rd, Rindge

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

$520,000

3 Beds ⋅ 2 Baths ⋅ 5115685 MLS

Enjoy the ease of single-floor living in this ranch home built in 2000, set on 1.75 acres with room to spread out and enjoy the outdoors. With 2,438 square feet of total living area, this home offers three bedrooms, two full bathrooms, and a bonus room for added flexibility. The main-level layout makes everyday living convenient, with essential spaces all on one floor. Need extra room to work, relax, or entertain? The finished basement adds valuable living space, giving you more options to suit your needs. Outside, the expansive 1.75-acre property offers space to garden, play, or simply enjoy the open surroundings. A large fenced-in area provides a designated space for pets to roam and play. Whether you are looking for comfortable ranch-style living, extra room to spread out, or a property with generous outdoor space, this home offers a practical blend of indoor comfort and acreage. Enjoy the flexibility of a single-level layout with additional finished living space below. 20 minutes to Keene, 10 minutes to Peterborough and 5 minutes to downtown Jaffrey.

37 First Tavern Rd, Jaffrey

Listing courtesy of Roger Doyon from BHG Masiello Keene. ()

$549,900

4 Beds ⋅ 2 Baths ⋅ 5115628 MLS

Welcome to 447 Windmill Hill... A picturesque country setting 4 bed, 2 Bath Cape on 2.99 acres! Beautifully maintained & updated home. Sunny and bright welcoming Sunroom brings you to your updated Kitchen featuring natural red birch cabinets, newer stainless steel appliances, custom pantry shelving with tile flooring open to Dining Area with Pellet Stove. Large Living Room. First floor offers 2 Bedrooms or Office with Laundry and Full Bathroom. Second floor offers 2 generous size bedrooms and Full Bathroom. Newer windows throughout majority, Roof 1 year old, brand New hot water heater! Convenient location to grocery shopping, restaurants & more in Peterborough.. Come view your next home!

447 Windmill Hill Rd, Dublin

Listing courtesy of Laura Gamache from Keller Williams Realty-Metropolitan. ()

$520,000

3 Beds ⋅ 3 Baths ⋅ 5115463 MLS

Welcome to Woodgate Views—where beautiful surroundings, inviting spaces, and easy living come together! Tucked at the end of a cul-de-sac in this sought-after community, this beautifully maintained 3-bedroom, 3-bath contemporary showcases pride of ownership throughout. Impeccable landscaping frames the .25-acre lot, while an expansive rear deck overlooks peaceful, private wooded conservation land, the perfect setting for morning coffee or relaxing evenings. Inside, the living room makes a striking impression with dramatic vaulted ceilings, twin skylights, a gas fireplace, a window seat, and built-ins. The updated kitchen features a center island, quartz countertops, stainless steel appliances, and maple flooring. A formal dining room opens to the rear sunroom, where a cozy gas stove makes this inviting retreat a pleasure year-round. A first-floor bedroom, ¾ bath, and laundry offer everyday convenience. Upstairs, the spacious primary suite features a walk-in closet and private bath, complemented by an additional bedroom and another bath featuring a spa-like hydrotherapy tub. A partially finished basement room offers possibilities for a playroom, craft space, or workout area. Striking granite front steps and epoxy-coated garage and basement floors add to the home’s polished appeal. Enjoy association amenities and services including mowing, snow and trash removal, and maintenance of the clubhouse, pool, tennis/pickleball court, and community roads. Close to golf, the hospital, shopping, and more, this home offers a wonderful blend of comfort, convenience, and recreation!

11 Surry Hill Dr, Keene

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

$589,000

6 Beds ⋅ 4 Baths ⋅ 5114832 MLS

INCENTIVE ALERT: Seller offering a $15,000 credit at closing to fund a buyer interest rate buy-down! Slash your monthly payment by nearly $600/mo in Year 1 on this brand-new build. Brand New Townhouse duplex! Turn-key, side-by-side design featuring mirror-image 3-bedroom, 1.5-bathroom units. Ideal for a traditional investor seeking immediate cash flow or an owner-occupant looking to sharply cut their living costs. • Premium Rental Potential: Estimated market rent of $2,400–$2,500 per side ($4,800–$5,000 total gross monthly income). • Massive Overhead Savings: Fully separate electric, gas, and water meters already installed for each unit to keep landlord expenses minimal. • Zero Deferred Maintenance: Brand-new systems, roofs, and appliances mean no expensive capital repairs for years to come. • The Layouts: Bright, modern, open concepts, stunning kitchens, durable LVP floors and massive full basements. Investors: Set your own market rents on Day 1 with a completely empty, zero-headache asset. House-Hackers: Live in one side and let the second unit cut your monthly housing payment in half while you build equity in a brand-new building. High-quality new multifamily construction is a rarity for this area. Schedule your private tour today!

49 Keene Rd, Winchester

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

$510,000

4 Beds ⋅ 3 Baths ⋅ 5114566 MLS

Quintessential New England Charm in Desirable Swanzey Center! Step back in time with this charming 1850 Colonial, beautifully situated on 6.4 acres in a picturesque, park-like setting in highly desirable Swanzey Center. Rich in character and timeless appeal, this special home features beautiful hardwood floors, a spacious dining room with fireplace, perfect for entertaining, and a welcoming living room with its own fireplace for cozy evenings at home. The first floor also offers a bedroom and bath, providing flexibility for guests or one-level living. The sunny kitchen opens to a wonderful patio overlooking the lovely lawn, with surrounding woods offering privacy and a peaceful connection to nature. Upstairs, you'll find three additional bedrooms and a bath. An attached garage/barn provides excellent space for parking, storage, hobbies, or a workshop. With its classic New England character, beautiful grounds, and generous acreage, this is a rare opportunity to enjoy country living in a truly special setting! Land meets the requirements for an additional lot. Your chance to own this special property at a great price!

24 Sawyers Crossing Rd, Swanzey

Listing courtesy of Nancy Proctor from BHG Masiello Keene. ()

$589,000

5114050 MLS

INCENTIVE ALERT: Seller offering a $15,000 credit at closing to fund a buyer interest rate buy-down! Slash your monthly payment by nearly $600/mo in Year 1 on this brand-new build. Brand New Townhouse duplex! Turn-key, side-by-side design featuring mirror-image 3-bedroom, 1.5-bathroom units. Ideal for a traditional investor seeking immediate cash flow or an owner-occupant looking to sharply cut their living costs. • Premium Rental Potential: Estimated market rent of $2,400–$2,500 per side ($4,800–$5,000 total gross monthly income). • Massive Overhead Savings: Fully separate electric, gas, and water meters already installed for each unit to keep landlord expenses minimal. • Zero Deferred Maintenance: Brand-new systems, roofs, and appliances mean no expensive capital repairs for years to come. • The Layouts: Bright, modern, open concepts, stunning kitchens, durable LVP floors and massive full basements. Investors: Set your own market rents on Day 1 with a completely empty, zero-headache asset. House-Hackers: Live in one side and let the second unit cut your monthly housing payment in half while you build equity in a brand-new building. High-quality new multifamily construction is a rarity for this area. Schedule your private tour today!

49 Keene Rd, Winchester

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

$599,900

2 Beds ⋅ 3 Baths ⋅ 5113502 MLS

Built in 2021 this well-maintained 2-bedroom, 2-bath home set on 2.3 private acres with access to Highland Lake. The main home features an open-concept layout with good natural light and a comfortable year-round living design. A fully self-contained 1-bedroom, 1-bath ADU also offers an open-concept living area and includes its own garage, separate from the main house, providing added privacy and flexibility for guests, extended family, or rental income. The acreage offers a quiet country setting with room to enjoy the outdoors, while Highland Lake access provides opportunities for swimming, boating, and recreation. A versatile property with valuable additional living space in a peaceful Stoddard location.

67 Champney Rd, Stoddard

Listing courtesy of Brian Michaud from Dow Hill Realty. ()

$549,900

3 Beds ⋅ 2 Baths ⋅ 5112695 MLS

Welcome to this spacious 3 bedroom, 2 bath raised ranch set on 3+ acres in a sought after neighborhood in Fitzwilliam, NH. The main living area has been thoughtfully renovated and features a large, open living room and kitchen with a custom kitchen, granite countertops, and an impressive 6ft island, perfect for everyday living and entertaining. Step directly from the kitchen onto the large expansive deck and enjoy relaxing outdoors while overlooking the spacious yard and fire pit area, where family and friends can gather and enjoy the property. The lower level offers three bonus rooms, providing flexible space for an office, hobby rooms, recreation, storage, or other needs. A pellet stove in the basement has been used to heat the entire home, offering an additional heating option. The basement also features a workshop area conveniently located by French doors making it easy to access the outdoors with your projects and hobbies. A detached 3-bay garage with a pellet stove hookup, offers plenty of room for vehicles, equipment, and hobbies. An additional large room upstairs adds for even more possibilities. A carport attached to the garage provides additional covered parking and storage. The large, open lot provides plenty of room to spread out and enjoy the outdoors. The property is within walking distance to the town beach and beautiful Laurel Lake, offering easy access to swimming and recreation. Located close to the Massachusetts border, this property offers space, flexibility, and a convenient location. With multiple bonus rooms, a 3-bay garage, additional upstairs space, a large deck, and an inviting fire pit area, there is plenty of room for hobbies, projects, entertaining, and enjoying all that the property has to offer.

7 Westminster Dr, Fitzwilliam

Listing courtesy of Ashleigh Hutwelker from BHG Masiello Keene. ()

$525,000

3 Beds ⋅ 2 Baths ⋅ 5112632 MLS

STEP BACK IN TIME AND COME SEE THIS SPACIOUS MID-CENTURY MODERN HOME ON 10 VERY PRIVATE ACRES, being offered for the first time. About 2,000 square feet of living space with 7 rooms, 3 bedrooms and 2 baths with beautiful easterly views of Temple Mountain and Pack Monadnock over blueberry fields. There’s plenty of room in the spacious, open rear yard, tree-ringed ensuring privacy for outdoor sports and large family gatherings Come through the huge rear porch into the fully applianced eat-in kitchen next to a handsome formal dining room. Remember sunken living rooms? We’ve got a large one affording the beauty of the view. The primary bedroom is 15.5 x 15 and has its own bathroom, and there are two other good-sized bedrooms. Need some workshop space? If the oversized attached 2 car garage isn’t enough, there’s a detached garage that will fill the bill. This home has deferred maintenance and will need work to bring it back, but you can change anything about a house except the location and it has a great one! Easy for us to show and for you to see! Absolutely no drive-bys. Being sold in “as is” condition.

125 Parker Rd, Jaffrey

Listing courtesy of Marc Tieger from Tieger Realty Co. Inc.. ()

$534,900

3 Beds ⋅ 3 Baths ⋅ 73585942 MLS

Space, privacy, and room to work, just 8 minutes from Keene shopping and about 10 minutes from downtown. This well kept 2012 raised ranch sits on 5 acres with a year round brook out front, a bridge carrying the driveway, and a pasture view from the back deck. Inside, the open concept main level is bright and welcoming. Hardwood floors run through the living and dining area, and a Vermont Castings Vigilant wood stove set against a stone wall heats the living room. The kitchen offers granite counters, stainless appliances, a built in wine rack, plenty of cabinet space, and a center island with breakfast bar. Sliding barn doors open to the deck for easy entertaining. Three bedrooms and two baths include a primary suite with its own bath. The finished lower level adds a large flexible room that works as a family room, studio, home office, or media space, along with a half bath and laundry. The oversized attached garage has tall ceilings and real workshop space. A second 12x24 garage shed with a metal roof, overhead door, walk in entry door, and window conveys with the sale, and a generator hookup is already in place. The property sits in a business zone, so a home based business or trade could be a real possibility (buyer to verify with the town). The land is the real draw. Walk the trails, cross the brook, and take in the open views. Tucked into the property are the stone foundation and fireplace of a former home, a rare feature with real potential for an outdoor entertaining space, fire pit area, or future building site. Private, but not remote. Come see what a little land can do for you.

315 Route 10, Gilsum

Listing courtesy of Listing Agent: Dylan Maclean from Listing Office: Foster-Healey Real Estate.

$549,900

3 Beds ⋅ 3 Baths ⋅ 5112582 MLS

Space, privacy, and room to work, just 8 minutes from Keene shopping and about 10 minutes from downtown. This well kept 2012 raised ranch sits on 5 acres with a year round brook out front, a bridge carrying the driveway, and a pasture view from the back deck. Inside, the open concept main level is bright and welcoming. Hardwood floors run through the living and dining area, and a Vermont Castings Vigilant wood stove set against a stone wall heats the living room. The kitchen offers granite counters, stainless appliances, a built in wine rack, plenty of cabinet space, and a center island with breakfast bar. Sliding barn doors open to the deck for easy entertaining. Three bedrooms and two baths include a primary suite with its own bath. The finished lower level adds a large flexible room that works as a family room, studio, home office, or media space, along with a half bath and laundry. The oversized attached garage has tall ceilings and real workshop space. A second 12x24 garage shed with a metal roof, overhead door, walk in entry door, and window conveys with the sale, and a generator hookup is already in place. The property sits in a business zone, so a home based business or trade could be a real possibility (buyer to verify with the town). The land is the real draw. Walk the trails, cross the brook, and take in the open views. Tucked into the property are the stone foundation and fireplace of a former home, a rare feature with real potential for an outdoor entertaining space, fire pit area, or future building site. Private, but not remote. Come see what a little land can do for you.

315 Rte 10, Gilsum

Listing courtesy of Dylan MacLean from Foster-Healey R. E., Inc.. ()

$547,500

3 Beds ⋅ 3 Baths ⋅ 5112502 MLS

Experience the best of Monadnock Region living from this spacious townhouse at The Shattuck Inn Condominiums, where mountain views, natural beauty and an exceptional location come together. Offering approximately 2,970 square feet of living space across three levels, this distinctive home features 3 bedrooms, three 3/4 baths and beautifully refinished hardwood floors throughout. The designer kitchen is appointed with handsome cabinetry, granite countertops and stainless steel appliances, opening to an expansive living and dining area anchored by a wood-burning fireplace. An additional first-floor office/flex room and nearby 3/4 bath provide versatility for guests, work-from-home needs or additional living space. Upstairs, you'll find a family room and three bedrooms, including one with its own fireplace. The third floor offers even more flexibility, highlighted by a spacious media room perfect for movie nights, hobbies or entertaining. Step outside to the covered back porch and take in beautiful views of Mt. Monadnock and colorful sunsets beyond; ;a peaceful setting that feels immersed in nature. The property abuts The Shattuck Golf Course, while Dublin Road Taproom & Eatery is conveniently located next door. Outdoor recreation abounds with hiking and exploring at Mt. Monadnock just minutes away, yet shopping, dining and everyday conveniences in Jaffrey are within easy reach. A 1-car garage, additional parking and pet-friendly condominium living complete this unique property. Whether you're seeking a full-time residence or a Monadnock Region retreat, this is a wonderful opportunity to enjoy space, scenery and an incredible New Hampshire setting.

65 Dublin Rd Unit 1, Jaffrey

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

$550,000

4 Beds ⋅ 2 Baths ⋅ 5112261 MLS

A home unlike any other, 35 Quaker Lane offers a remarkable blend of history, craftsmanship and privacy on approximately 14 acres in rural Richmond. Set near the end of a quiet, town-maintained road, this distinctive post-and-beam home was thoughtfully constructed around the restored frame of a 1790s, 2½-story barn, creating nearly 2,800 square feet of living space filled with character. At the heart of the home is the magnificent great room, where soaring post-and-beam construction and a substantial center brick fireplace create a warm and memorable gathering space. The home’s personality continues throughout, including a family room featuring Rufus Porter-style murals, the unique tavern room with cage bar and laundry, a spacious carriage room offering flexible use as a dining or recreation room, and an open loft providing generous office or creative space. Since its previous sale, one of the home’s most significant transformations has been the completion of a beautiful kitchen featuring granite countertops, a soapstone sink, abundant cabinetry and pantry storage - bringing modern function to this truly one-of-a-kind property. With four bedrooms and 1½ baths, the flexible floor plan offers plenty of room to spread out. Outside, a newly added patio provides another place to relax and enjoy the peaceful surroundings. The parcel has been selectively logged to open the landscape and create opportunities for trails throughout, where classic New England stone walls, a small pond and wooded acreage add to the setting. An attached two-car garage with storage above provide additional space for vehicles, equipment and hobbies. Enjoy the privacy of country living while taking advantage of the outdoor recreation for which the Monadnock Region is known. Rich in history, character and possibilities, this is far more than a conventional home - it is a property meant to be experienced. Showings begin Saturday, 10/3 via open house from 9:30-11:00 am.

35 Quaker Ln, Richmond

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

$599,000

4 Beds ⋅ 3 Baths ⋅ 5111673 MLS

First time available in close to 35 years! Distinctive Keene contemporary offering a spacious and versatile layout designed for gathering and entertaining. Set on 2.22 acres, this 4-bedroom, 2.5-bath home offers nearly 2,500 square feet of living space with soaring wood ceilings, exposed beams and plenty of room to spread out. A wet bar and generous entertaining spaces make it easy to host family and friends, while the large primary suite features an ensuite bath with soaking tub, separate shower and private sauna. Several decks provide plenty of opportunity to enjoy the surrounding wooded setting. At the rear of the property, a private pond provides a natural habitat for wildlife and adds another special dimension to the property through the changing seasons. The two-car garage is complemented by an additional room with its own separate entrance, offering flexible space for a home office, studio, or potential business use. With its own unique connection to Keene's local history, this contemporary offers a combination of space, character and versatility that's difficult to duplicate, all in a wooded setting while still enjoying the convenience of being within Keene. HOME IS OCCUPIED. PLEASE DO NOT ENTER THE PROPERTY WITHOUT A CONFIRMED APPOINTMENT. Sellers reserve the right to accept an offer at any time and/or cancel the scheduled OPEN HOUSE on 10/03/2026 from 12PM–2PM.

260 Hurricane Rd, Keene

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

$519,000

2 Beds ⋅ 2 Baths ⋅ 5110649 MLS

Ready to move in- Some pictures digitally enhanced or staged. Enjoy low-maintenance living in this beautifully designed ranch-style condo, located just minutes from shopping, the Massachusetts border, and direct access to the rail trail. Set in a quiet community, this thoughtfully planned home offers single-level living with modern finishes and an open-concept layout perfect for both relaxing and entertaining. Step inside to find a spacious living area with cathedral ceilings and a cozy propane fireplace as the focal point. The kitchen is a standout, featuring quartz countertops, stainless steel appliances, a drawer-style microwave, and a propane cooktop- all open to the dining and living spaces for effortless flow. Just off the dining area, a sliding door leads to a private deck overlooking a spacious backyard, offering plenty of room to enjoy outdoor dining or quiet mornings. The home offers two generous bedrooms and two full bathrooms, including a primary suite with a walk-in closet and a tiled shower. Additional conveniences include an attached two-car garage and first-floor laundry. Part of a small condo community, this unit has a walkout basement and is an end unit with extra windows and light. Whether you're downsizing, looking for ease of living, or seeking a well-located home near the NH/MA border, this condo delivers comfort, style, and convenience all in one. Open House Sunday Oct. 24 from 10am- 12pm

23 Willow Ln, Rindge

Listing courtesy of Jim Weidner from EXP Realty. (Cell: 603-491-6993)

$548,000

4 Beds ⋅ 3 Baths ⋅ 5110346 MLS

Classic New England Charm with Space to Make Yourself at Home! Welcome to 53 North River Road in Walpole, NH! This inviting four-bedroom home offers a wonderful blend of character, comfortable living space, and features designed for everyday convenience. Beautiful and eco-friendly bamboo flooring through out the home, offering a durable, long-lasting surface with natural warmth and style. The large kitchen provides plenty of room to cook and gather, while the separate dining room creates a welcoming space for family meals, holidays, and entertaining. The spacious primary bedroom offers a comfortable retreat of its own, complete with a private bathroom and dual vanity for added convenience. With four bedrooms in total, there's room for guests, a home office, hobbies, or whatever best suits your needs. Step outside and enjoy the handcrafted covered front porch, perfect for morning coffee or relaxing at the end of the day. The large, level yard offers plenty of room for gardening, outdoor activities, and entertaining, while the peach and apple trees in the front yard add a touch of country charm and seasonal beauty. Enjoy being just minutes from Hooper Golf Course and Alyson's Orchard, with the shopping, dining, and amenities of nearby Keene within easy reach. Convenient access to I-91 makes commuting throughout the region and beyond a breeze. If you're looking for a home that combines versatility, luxury, modern finishes, a spacious primary suite, rooms for all your needs and a generous yard in a convenient location, 53 North River Road deserves a closer look. Come discover all the possibilities this Walpole property has to offer!

53 N River Rd, Walpole

Listing courtesy of Jonathan Griffus from BHG Masiello Keene. ()

$599,900

3 Beds ⋅ 3 Baths ⋅ 5109588 MLS

Welcome to 70 Harper Road! Nestled in on a private road, you will find this cape style home built in 2020 situated on .31 acres with 100 ft of exclusively owned water frontage on Highland Lake! Walk in, kick off your shoes & you will feel right at home, especially since this cottage comes partially furnished! This home offers plenty of natural light, tasteful amounts of knotty pine throughout, and views of the lake from every floor. On the first floor you will find the kitchen/dining area, as well as the living room, half bath, and the primary bedroom with its own full bath. Upstairs you will find a large bedroom with views of the lake, full bath with the washer/dryer hookup, &an additional bedroom with ample closet space. This fully insulated home has an open concept floor plan, which makes it the perfect place for entertaining guests! Imagine sitting out on your deck enjoying the breath-taking lake views and catching sunsets, all while sipping a cup of coffee to the sounds of loons calling. This home is conveniently located close to the Marina where you can launch your boat, gas up, and enjoy the small store. Highland Lake Is 7 miles long, +/-697 acres, & is well known for its largemouth bass fishing. Bring your motorboats and jet skis – this lake is perfect for those toys! There are two abutting lots (7&8) totaling .95 additional acres with an extra 35 ft of water frontage on Highland Lake available - not included in this listing. Schedule your private showing today!

70 Harper Rd, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$545,000

3 Beds ⋅ 3 Baths ⋅ 5108612 MLS

Join us for an OPEN HOUSE on Saturday, November 14th from 9:00AM - 11:00AM! Welcome home to Heritage Drive where EVERY detail has been carefully planned out and meticulously executed. From the moment you pull onto the property, you'll sense the labor of love that has gone into this BEAUTIFUL and truly turnkey home. Everything from top to bottom in the ENTIRE home has been thoughtfully renovated, refreshed and is ready for its new owner. Upon entering, you'll see exquisite new vinyl plank flooring throughout. The updated kitchen features brand new rose quartz countertops, along with the latest and greatest stainless steel modern appliances. Elsewhere on the main level is a living room and a BONUS room with a closet that could easily be used as a fourth bedroom, an office, a playroom, and more. With laundry on the first floor, conveniently tucked into the spacious half bath, your daily chores will become a breeze. The two car garage features brand new doors, along with some cabinets and counters that are perfect for a workshop. Upstairs has all three bedrooms and both full bathrooms, which have all been carefully updated from the floor to the ceiling and everything in between. Even the trim work is new! The master bedroom features an on suite bathroom for your privacy and convenience. Not only has the inside of the home been cared for and updated, but one step outside will continue to reveal upgrade after upgrade. Enjoy the new back deck and the luxury of a fenced in backyard. Sleep with peace of mind knowing that the roof over your head is new and includes a transferable lifetime warranty should any problems ever arise. With all the upgrades at 19 Heritage Drive, you can rest assured that you can safely enjoy this maintenance free home for many years to come. Just minutes from the Massachusetts border and convenient to 119, you can easily get to where you need to go.

19 Heritage Dr, Rindge

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

$559,900

3 Beds ⋅ 2 Baths ⋅ 5108578 MLS

Discover the privacy and beauty of this exceptional property set on 10.63 private acres! Enjoy great hiking trails right outside your doorstep and explore nearby Rhododendron State Park. Conveniently located within walking distance of historic Fitzwilliam Center, this property offers the perfect combination of peaceful country living and accessibility. The home features two generous first floor guest bedrooms, two full bathrooms, and a spacious second-floor primary suite complete with a private den area all with new fresh paint. The eat-in kitchen offers ample storage, while the inviting farmer’s porch, three-season room, and deck overlooking the private backyard provide wonderful spaces to relax and enjoy the surroundings. A walk out basement offers convenient access and additional possibilities. Solar panels help offset utility costs, and the expansive parking areas provide plenty of room for vehicles and guests. Car enthusiasts, hobbyists, and outdoor enthusiasts will appreciate the impressive 62' x 30' heated garage featuring oversized doors and an extended overhang designed to accommodate an RV. This unique property offers space, privacy, recreation, and exceptional functionality all in a beautiful Fitzwilliam setting.

47 Mathews Rd, Fitzwilliam

Listing courtesy of Amy Reisert from Borderline Realty, LLC. ()

$599,900

4 Beds ⋅ 3 Baths ⋅ 5107635 MLS

Welcome to this sprawling farmhouse at 247 Middle Winchendon Road in Rindge, NH! Offering 4 bedrooms and 3 bathrooms, this beautifully maintained home combines timeless charm with thoughtful updates throughout the years. The first floor primary suite provides convenient one level living, while the stunning cathedral gathering space creates the perfect place to relax and entertain. Enjoy cozy winter evenings by the fireplace featuring a pellet stove. Outside, the level lot offers beautifully established landscaping, natural shade trees, a patio, and a partially fenced yard ideal for enjoying the outdoors. The property also includes an outbuilding that was once used as an ADU/guest quarters by previous owner, offering additional possibilities for the future. Set among high end, well established homes, this desirable location is just minutes from shopping and dining while offering easy commuting access. A wonderful combination of space, comfort, character, and convenience!

247 Middle Winchendon Rd, Rindge

Listing courtesy of Amy Reisert from Borderline Realty, LLC. ()

$599,000

5 Beds ⋅ 4 Baths ⋅ 5107155 MLS

Step into the warmth and character of this distinctive 5-bedroom, 4-bath home, set on 5.8 acres and filled with the timeless details that make an older New England property so special. Exposed timber beams, beautiful wide-plank wood floors, classic paneled doors, built-in cabinetry, and multiple brick fireplaces create an inviting sense of history throughout the home. Generously sized rooms feature an in law suite on the main level plus a primary bedroom suite on the 2nd level offers plenty of flexibility for family, guests, entertaining, or creating dedicated spaces for work and hobbies. The fireplaces serve as striking focal points, while the abundant natural wood and traditional architectural details give the home a warmth and character that is difficult to replicate in newer construction. Updated windows, a new heating system and fuel tanks as well as many other improvements have been done. Outside, the property offers even more versatility with a detached two-car garage featuring an expansive two-level workshop. Whether you're looking for space for woodworking, hobbies, projects, equipment, storage, or a home-based venture, this substantial outbuilding provides possibilities well beyond a typical garage. Come experience the character and possibilities of this special property for yourself.

13 Old Sullivan Rd, Gilsum

Listing courtesy of Robert Inman from RE/MAX Town & Country. ()

$555,000

5104779 MLS

Exceptional 4-unit multi-family property situated a short stroll from vibrant downtown Keene. Steeped in 19th-century character, this property perfectly blends timeless historic details with reliable income generation. Investment Highlights Consistent Cash Flow: Outstanding, proven rental history supported by reliable, long-term tenants who wish to stay. Unbeatable Location: Easy walking distance to Main Street’s shops, dining, local events, and nearby parks. Historic Charm: Retains classic 1800s architectural elements, original trim work, and unique period details that provide immense character.

61 Winter St, Keene

Listing courtesy of Doreen R Soares from RE/MAX Realty One. (Cell: 603-393-7871)

$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. ()

$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. ()

$549,000

2 Beds ⋅ 2 Baths ⋅ 73538936 MLS

Perfect retirement, down-sizing or vacation home now available. This 1200 square foot ranch is surprising well-thought out and welcoming from the front porch to the rear covered patio. Two bedrooms and two baths and a kitchen living room that is spacious and welcoming. Designed and built for minimum maintenance and upkeep. Owned waterfront on Crowcroft Pond that is perfect for kayaking and canoeing. Showings are scheduled around rental calendar as it is presently a short term rental. Being offered completely furnished.

31 Crowcroft Drive, Rindge

Listing courtesy of Listing Agent: Roberta Oeser from Listing Office: Charron Real Estate & Associates.

$549,000

2 Beds ⋅ 2 Baths ⋅ 5095666 MLS

Here it is, a perfect retirement, downsizing or vacation home! Be pleasantly surprised by how spacious and welcoming this 1200 sq ft ranch is. This 2-bedroom, 2-bath home is extremely welcoming from the front porch to the open living room/kitchen. Well thought out plan with primary bedroom with bath and walk-in closet. Built for ease of maintenance and living. Added bonus of frontage on Crowcroft Pond which is great for kayaking and canoeing. Home comes completely furnished as it is presently used as a short term rental. If a vacation home is your desire, this one can subsidize ownership by continuing renting short term during the winter months. Showings scheduled around rental calendar.

31 Crowcroft Dr, Rindge

Listing courtesy of Roberta Oeser from Charron Real Estate & Assoc.. ()

$600,000

5095553 MLS

Completely flat commercial lot on very busy Route 12 in Walpole, NH. Beautiful river bottom soil which is being farmed right now. Farmer gets to complete his yearly crops to the end of the year, probably November 30th. Town water and sewer is on the other side of Route 12. New curb cut would be needed. Seller to proceed with survey and subdivision once offer is accepted. New build could start January 1, 2027.

00 Main St, Walpole

Listing courtesy of Cynthia M Westover from Galloway Real Estate LLC. ()

$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. ()

$539,000

4 Beds ⋅ 2 Baths ⋅ 5093781 MLS

Conveniently located just off of Rte 202, minutes from shopping conveniences and the Massachusetts border, down a quiet, tree-lined road sits this charming, well-cared-for raised ranch. The home features 4 bedrooms, 2 baths, a standalone two-car garage, and beautiful wood flooring throughout the main level of the home. The newly renovated, open-concept kitchen features a stunning granite countertop, stainless steel appliances, and leads into a spacious dining area to gather family and friends around the table - the perfect space for entertaining. Off the kitchen is a lovely three-season shingled porch built to spend your days relaxing with a good book. Head out onto the deck or head down to the patio to grill with friends and family in the summertime and overlook the expansive, sun-dappled green lawn and mature landscaping. With its impeccable landscaping, perfect location, privacy, and plenty of space to entertain, this home has something to offer for everyone.

407 Middle Winchendon Rd, Rindge

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

$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. ()

$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)

$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. ()

Cheshire County, NH Homes between $500,000 and $600,000 for Sale

Newest Cheshire County, NH Homes between $500,000 and $600,000 for Sale

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