$479,900 $265 per sq.ft. Winchester NH Home »


Price Change! Reduced by $20,000 down 4% on July 19th 2026
465 Ft. of Waterfront on River Ashuelot River
3 Beds | 2 Baths |   Total Sq. Ft. 1808  |  Acres: 4.3
Listed on Wednesday Jun 3, 2026
Description: ** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** 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. See Listing Details & 60 images.

Under Contract Winchester NH Home for sale $599,000 $392 per sq.ft.

$599,000 $392 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1528  |  Acres: 1.16
Listed on Monday Jun 8, 2026
Description: Brand-new construction offering the perfect blend of modern design, comfort, and future potential. Set on 1.16 acres on a town-maintained dead-end road, this thoughtfully designed 3-bedroom, 2-bath ranch provides easy one-level living with room to grow. Inside, you'll find a bright open-concept layout featuring durable flooring, recessed lighting, and abundant natural light. The spacious kitchen is the heart of the home, complete with an oversized center island, stainless steel appliances, ample cabinetry, and generous counter space. It flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. The primary suite offers a private retreat with a double vanity, step-in shower, and ample closet space. Two additional bedrooms and a second full bath provide flexibility for family, guests, or a home office. A dedicated laundry room with built-in cabinetry adds convenience and extra storage. One of the home's standout features is the expansive covered rear deck, perfect for morning coffee, outdoor dining, entertaining, or simply enjoying the peaceful hillside setting. The attached two-car garage provides direct access and additional storage. The full walkout lower level offers outstanding expansion potential. With excellent ceiling height, natural light, exterior access, and framing already in place, it presents the opportunity to nearly double the home's usable living space. Whether you envision a family room, gym, guest suite, workshop, or recreation area, the possibilities are endless. Modern mechanical systems, quality craftsmanship, and the peace of mind that comes with new construction make this a low-maintenance home for years to come. Whether you're a first-time buyer, seeking one-level living, or looking for future expansion opportunities, this move-in-ready home delivers exceptional value without the wait. See Listing Details & 38 images. Includes a Virtual Tour

New Listing! Winchester NH Home for sale $599,000 $238 per sq.ft.

$599,000 $238 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2516  |  Acres: 6.34
Listed on Wednesday Jul 22, 2026
Description: 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! See Listing Details & 52 images.

$675,000 $446 per sq.ft. Winchester NH Home »


Price Change! Reduced by $74,900 down 11% on July 2nd 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2671  |  Acres: 37
Listed on Friday May 15, 2026
Description: Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you'll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home's standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities. See Listing Details & 55 images.

$698,000 $512 per sq.ft. Winchester NH Home »

76 Ft. of Waterfront on Lake Forest
3 Beds | 2 Baths |   Total Sq. Ft. 1364  |  Acres: 0.36
Listed on Wednesday May 6, 2026
Description: Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity! See Listing Details & 33 images.

$674,000 $321 per sq.ft. Windsor NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2100  |  Acres: 5.12
Listed on Tuesday Apr 28, 2026
Description: Tucked away at the end of a quiet dead-end street, this beautifully reimagined contemporary Craftsman offers the perfect blend of privacy, nature, and modern comfort. Set on 5.12 wooded acres with a serene beaver pond and breathtaking mountain views, this one-of-a-kind property delivers peaceful living in one of New Hampshire's lowest tax rate towns. Completely renovated down to the studs, this 3-bedroom home features 1 full bath and 2 three-quarter baths, thoughtfully designed for easy single-level living. The open-concept layout is highlighted by vaulted ceilings, exposed post-and-beam character, and abundant natural light throughout. The stunning new kitchen is a true centerpiece, showcasing quartz countertops, Energy Star-rated appliances, a gas stove, and double ovens--perfect for both everyday living and entertaining. The spacious living area is anchored by a cozy gas fireplace, creating a warm and inviting atmosphere year-round. Enjoy the convenience of first-floor laundry and step outside to expansive side and rear decks--ideal for taking in the incredible sunrise and sunset views or hosting gatherings surrounded by nature. Additional features include a detached 2-car garage, proximity to lake for swimming and boating, and easy access to numerous nearby hiking trails. Don't miss this rare opportunity to own a private New Hampshire retreat with modern upgrades and timeless character. ** Recently appraised in March 2026 at $715,000, this exceptional property presents immediate value and built-in equity. A rare opportunity to own a turnkey mountain retreat that perfectly balances comfort, style, and nature. ** See Listing Details & 60 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $325,000 $343 per sq.ft.

$325,000 $343 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $50,000 down 15% on July 8th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 948  |  Acres: 0.5
Listed on Monday Apr 27, 2026
Description: Beautifully renovated and full of character, this 3-bedroom, 1 bath home has been thoughtfully updated in recent years with charming modern touches throughout. Highlights include cathedral ceilings, exposed beams, custom barn doors, gleaming wood floors, and a full daylight basement offering excellent additional potential. Set back from the road for added privacy, the property features a lovely fenced-in backyard complete with an outdoor shower, firepit, and storage shed, perfect for relaxing or entertaining. Ideally located just over a mile from Lake Wentworth's beach and close to Nick Recreation Park, Abenaki Ski Area, Pop Whalen Ice Arena, and all the shops and dining downtown has to offer. See Listing Details & 28 images.

$385,000 $139 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $40,000 down 10% on June 15th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2762  |  Acres: 1.93
Listed on Thursday Apr 9, 2026
Description: Welcome to 9 Hemlock Drive in Wolfeboro, NH...an inviting opportunity to own a spacious home in one of the Lakes Region's most desirable towns. Offering over 2,700 square feet of living space, this 3-bedroom, 2-bathroom property is set on a generous 1.93 lot, providing both privacy and room to enjoy the outdoors. The property also offers a 2 year old roof and generator hook up for peace of mind. Designed for convenient one-level living, the home features a functional layout ideal for a variety of lifestyles. The bright and airy sunroom is a standout space, perfect for relaxing with a morning coffee or enjoying the natural surroundings year-round. The living room has been updated with brand new carpeting, adding comfort and a fresh touch. This home also presents a great opportunity for a new owner to add new updates over time and truly make it their own. A large basement offers excellent storage or the potential to be finished for additional living space, home office, or recreation area. Whether you're looking to expand or simply need extra room, the possibilities are there. Located less than 2 miles from historic downtown Wolfeboro, you'll have easy access to charming shops, local restaurants, grocery stores, and the beautiful shores of Lake Winnipesaukee. Affordably priced for Wolfeboro, this property presents a fantastic opportunity for first-time homebuyers, those seeking to downsize with the ease of one-level living, or investors looking for value in a prime location. Don't miss your chance to make this versatile home your own! See Listing Details & 43 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $399,000 $334 per sq.ft.

$399,000 $334 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1586  |  Acres: 1.85
Listed on Monday Dec 15, 2025
Description: Welcome to 156 Trotting Track Road, Wolfeboro, NH, a well-maintained single-family home set on a private, wooded lot in an established residential setting. The home offers comfortable single-level living with a functional layout, warm wood accents, and a welcoming connection to the outdoors. A double-decker screened porch provides multiple spaces to enjoy the surrounding natural landscape throughout the seasons, while the detached garage adds everyday convenience and storage. Inside, the bright kitchen features breakfast bar seating and opens to an adjacent dining area, creating an easy flow for daily living and entertaining. The fully finished basement expands the living area, offering flexible space well suited for guests, recreation, or additional living needs. Just behind the "Nick," the home is conveniently located near Wolfeboro's downtown amenities, Lake Winnipesaukee, and year-round recreation, this property offers an opportunity to enjoy the Lakes Region lifestyle in a peaceful residential setting. Access to multiple town beaches including Albee Beach and Wentworth State Park. Open House: Saturday, December 20th from 10:00 AM-2:00 PM, held concurrently with an on-site estate sale. See Listing Details & 39 images.

$399,000 $314 per sq.ft. Wolfeboro NH Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1269  |  Acres: 0.18
Listed on Wednesday May 13, 2026
Description: Welcome to this inviting three-bedroom, one-bath home ideally located just minutes from downtown Wolfeboro. Combining small-town charm with everyday convenience, this property offers easy access to local shops, restaurants, beaches, and all the attractions of the Lakes Region. Abutting the scenic Bridge Falls walking path, you can step outside and enjoy peaceful strolls, biking, and outdoor recreation right from your backyard. Whether you're searching for a year-round residence, vacation retreat, or investment opportunity, this home is the perfect place to experience the beauty, charm, and lifestyle that make Wolfeboro "The Oldest Summer Resort in America." See Listing Details & 24 images.

$479,900 $278 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1968  |  Acres: 1.05
Listed on Sunday Jun 28, 2026
Description: Welcome to 5 Council Tree Lane in beautiful Wolfeboro, New Hampshire -- a wonderful opportunity to enjoy life in one of the Lakes Region's most desirable communities. Tucked away in a peaceful setting, this home offers the perfect blend of privacy, comfort, and convenience while still being close to everything Wolfeboro has to offer. Step inside and you'll find a warm and inviting layout with plenty of space for everyday living, entertaining, or simply relaxing after a day on the lake. The home offers a comfortable flow, natural light, and a setting that makes it easy to feel right at home. Whether you are looking for a year-round residence, vacation getaway, or investment opportunity, this property has plenty of potential. Outside, enjoy the quiet surroundings and the charm of a private neighborhood setting. There is room to garden, gather, play, or simply take in the fresh New Hampshire air. Located just minutes from downtown Wolfeboro, Lake Winnipesaukee, shops, restaurants, marinas, beaches, walking trails, golf, skiing, and year-round recreation, this location is hard to beat. Known as "The Oldest Summer Resort in America," Wolfeboro offers small-town charm with four-season fun. From boating and swimming in the summer to snowmobiling, skiing, and cozy local dining in the winter, there is always something to enjoy.5 Council Tree Lane is a great chance to own in a highly sought-after area with access to all the beauty and lifestyle the Lakes Region is known for. Don't miss your opportunity to make this Wolfeboro property your own! (Could potentially be converted to 4 bedroom with one wall install and movement of door entrance and necessary steps etc) See Listing Details & 60 images.

$499,000 $247 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $76,000 down 15% on July 24th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2017  |  Acres: 3.3
Listed on Friday Feb 27, 2026
Description: For those who appreciate history, craftsmanship, and the satisfaction of bringing a special home back to life, this picturesque antique brick property offers an exciting opportunity in the heart of Wolfeboro. Set on three private acres, this three-bedroom home offers three baths, bonus spaces for an office, studio, or creative pursuits, and the kind of character that simply cannot be replicated. Original architectural details including barn-board ceilings, exposed beams, exposed brick, and fireplaces reflect the timeless craftsmanship of classic New England homes. Sun-filled living spaces, cozy gathering rooms, and an updated kitchen create a welcoming foundation for everyday living, while the home's next owner has the opportunity to restore and enhance the property according to their own vision. Being sold as is and offered at new, reduced price, this is a chance to invest in a home with built-in potential--and ultimately reap the rewards of the work you put into it. Outside, the expansive grounds offer privacy, mature perennial gardens, and plenty of room to enjoy the outdoors. A tree house adds a touch of whimsy for the young at heart, while the outbuilding provides additional storage and the detached two-car garage adds convenience. Located near Routes 28 and 109 for easy travel north or south, the property is also close to Fernald Station, The Nick, Huggins Hospital, local beaches, and lake access. With its historic character, generous acreage, desirable Wolfeboro location, and opportunity to create something truly special, this is a rare chance to own a Lakes Region home where the right vision--and the work to bring it forward can pay off in a big way. See Listing Details & 51 images.

$499,000 $371 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1824  |  Acres: 1.44
Listed on Friday Jun 19, 2026
Description: Welcome to 527 North Main Street, a move-in ready home offering over 1,800 square feet of comfortable living space just minutes from downtown Wolfeboro. This charming property features 3 spacious bedrooms, 2 bathrooms, and thoughtful updates throughout, including fresh interior and exterior paint and new appliances, making it easy to settle in and enjoy from day one. The inviting floor plan provides plenty of room to spread out, highlighted by a large finished basement that offers excellent flexibility for a family room, home office, recreation space, or guest overflow. Upstairs, you'll find generously sized bedrooms and a beautifully appointed bathroom featuring a large walk-in shower. Step outside and enjoy the private deck, perfect for entertaining friends and family, summer cookouts, or simply relaxing while overlooking the yard. The property also offers great curb appeal with a nicely sized lawn and a large driveway capable of accommodating multiple vehicles with ease. Conveniently located just 5 minutes from downtown Wolfeboro, you'll enjoy easy access to shopping, restaurants, grocery stores, local amenities, and all that "The Oldest Summer Resort in America" has to offer. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property combines space, comfort, and a desirable location in one attractive package. See Listing Details & 39 images. Includes a Virtual Tour

New Listing! Wolfeboro NH Home for sale $548,000 $305 per sq.ft.

$548,000 $305 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1796  |  Acres: 1.38
Listed on Wednesday Jul 22, 2026
Description: Welcome to 506 N Main Street, Wolfeboro, NH, where the ease of single-level living meets modern comfort and timeless New England charm. This thoughtfully designed home features an open floor plan with vaulted ceilings, beautiful wood floors, a spacious kitchen, and an inviting living room centered around a wood-burning fireplace with a classic brick hearth. The bright, year-round sunporch creates the perfect space to relax in every season and opens to a private back deck, ideal for enjoying the sunshine and surrounding gardens. The attached two-car garage offers direct entry into the home, while the full basement provides abundant storage and workspace. Newer windows and a newer roof add peace of mind. There are two contiguous parcels provide additional space and privacy. Established perennial gardens offer a succession of blooms throughout the growing season. Located less than five minutes from downtown Wolfeboro and Carry Beach on Lake Winnipesaukee you'll enjoy convenient access to the public beach, boating, shopping, dining, hiking, skiing, and the many recreational opportunities the Lakes Region is known for. Whether you're looking for a primary residence or a four-season getaway, this home offers the perfect combination of comfort, convenience, and classic Wolfeboro living. See Listing Details & 30 images. Includes a Virtual Tour

Under Contract Wolfeboro NH Home for sale $549,000 $403 per sq.ft.

$549,000 $403 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2170  |  Acres: 0.94
Listed on Friday Jun 12, 2026
Description: Charming 3-bedroom, 2-bath ranch set on a spacious, level lot in a convenient neighborhood within walking distance to town. Enjoy the ease of one-floor living with a bright, functional layout and a welcoming kitchen featuring granite countertops and stainless steel appliances. The relaxing sunroom overlooks the generous, fully fenced backyard, while the deck offers a natural extension for outdoor dining, relaxing, or entertaining. A large finished basement provides excellent additional living space, perfect for a family room, home office, guest overflow, or recreation area. The oversized one-car garage offers plenty of storage, and the location is hard to beat, with schools, golf, downtown shops, restaurants, and local amenities all nearby. See Listing Details & 42 images. Includes a Virtual Tour

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