$367,500 $188 per sq.ft. Winchester NH Home »


Price Change! Reduced by $2,400 down 1% on September 10th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1956  |  Acres: 1
Listed on Wednesday Aug 19, 2026
Description: Step inside this comfortable and thoughtfully updated ranch. With 3 bedrooms, including the primary suite, and 2 baths, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even more flexible living space. The home has been modified for added accessibility, and features newer flooring throughout, along with central A/C for year-round comfort. Peace of mind comes easy with an automatic standby generator, while the vinyl siding and metal roof provide durable, low-maintenance exterior protection. The fenced-in backyard offers a great space for pets, gardening, recreation, or simply enjoying the outdoors. For those who like to tinker, create, or tackle projects, the basement workshop provides valuable dedicated workspace and storage. With its accessible features, comfortable living spaces, durable improvements, and outdoor amenities, this is low-maintenance living at its best. A home where you can spend less time on upkeep and more time enjoying life. Refresh the interior with your own paint colors. Schedule your showing now or visit at your convenience, one of our upcoming open houses 8/22/26 and 8/23/26 from 11:00 A.M. to 2:00 P.M. See Listing Details & 38 images. Includes a Virtual Tour

$445,000 $417 per sq.ft. Winchester NH Home »

100 Ft. of Waterfront on Lake Forest
3 Beds | 2 Baths |   Total Sq. Ft. 1066  |  Acres: 0.39
Listed on Friday Jun 26, 2026
Description: This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living. See Listing Details & 42 images.

$449,900 $249 per sq.ft. Winchester NH Home »


Price Change! Reduced by $50,000 down 11% on August 31st 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: 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.

New Listing! Winchester NH Home for sale $479,900 $238 per sq.ft.

$479,900 $238 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2016  |  Acres: 0.43
Listed on Tuesday Sep 8, 2026
Description: Welcome HOME and move right in to this lovely 3 year old 2 story Colonial home!!! New Englander style featuring 3 bedrooms, 2 bathrooms and room for everyone! Enter into the home from your charming farmer's porch into a spacious living room; room for entertaining, movie or game nights and so much more!!! Expansive open concept kitchen and dining boasts fully applianced kitchen, granite countertops, large kitchen island and pantry. Sliders to your 16x12 deck off the dining room lead you to your level back yard where BBQs, yard games and gardening can take place. On the second level of the home you will find your spacious primary bedroom with walk in closet and large full bathroom. 2 additional ample sized bedrooms and laundry area complete the second floor. Close to town and amenities, walk to the town beach and boat launch, easy commute to Keene, Brattleboro and I91. This home is efficient, well built and ready for you. Don't miss the opportunity to make this wonderful home yours!!! See Listing Details & 45 images.

$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.

Under Contract Windsor NH Home for sale $275,000 $212 per sq.ft.

$275,000 $212 per sq.ft. Windsor NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1296  |  Acres: 5
Listed on Friday Aug 28, 2026
Description: Property being sold as-is. Opportunity knocks with the potential this home holds with a little bit of elbow grease. This 2019 three bedroom, two full bathroom manufactured home sits on 5 acres in the low tax town of Windsor. The open floorplan offers a great flow with 2 bedrooms on one end and the primary suite on the other. The seller does not have the ability to remove much from the property so the majority of the contents will convey with the sale. The electricity is also off so it will make financing this property difficult. The seller is still residing in the home, so please DO NOT drive down the driveway without an appointment. Come see how this property can work for you! See Listing Details & 40 images.

$669,000 $319 per sq.ft. Windsor NH Home »


Price Change! Reduced by $5,000 down 1% on August 13th 2026
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 $385,000 $139 per sq.ft.

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

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

$423,000 $218 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $15,000 down 4% on September 4th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1940  |  Acres: 2.12
Listed on Monday Aug 24, 2026
Description: Only 2 miles to downtown Wolfeboro, this charming 3-bedroom, 1½-bath Cape offers classic character, beautiful woodwork, and lovely wood flooring throughout. The inviting kitchen features a sweet breakfast nook, while the dining room overlooks the private backyard. The sunny living room is sure to be a favorite gathering spot, and the first floor is rounded out by a comfortable bedroom and full bath. Upstairs, you'll find two additional bedrooms, a ½ bath with room to expand. A full basement and 1-car garage provide plenty of storage. Outside, the beautiful grounds feature a large garden shed, a vintage stone fireplace, garden space, stone walls, a level yard, and one of the property's most special features, a gorgeous, maturely treed side yard that creates a peaceful, private setting. With its charming character, beautiful grounds, convenient location, and attractive price, this Wolfeboro property is truly a home run! Open House Saturday, 10 AM-1 PM. See Listing Details & 30 images.

Under Contract Wolfeboro NH Home for sale $499,000 $371 per sq.ft.

$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

$529,900 $345 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $20,000 down 4% on September 11th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2112  |  Acres: 2.06
Listed on Wednesday Jul 15, 2026
Description: Charming 2BR and finished living area below with just 1 mile from downtown Wolfeboro and Lake Winnipesaukee. Updated kitchen with butcher block counters, modern cabinets, all new appliances, new lighting fixtures, new tiled bath, living room with hardwood and wood fireplace with hearth. Two bedrooms up with attached garage. Downstairs in expansive walkout basement is separate living space with wood stove, summer kitchen, work area and still rooms expand. Home offers town water, private septic and low cost Wolfeboro electric. Easy-care private backyard perfect for gardening or relaxing. Situated in desirable Wolfeboro with rights to public docks, boat launch and close to Lake Wentworth, Carry Beach and Lake Winnipesaukee for year round enjoyment. See Listing Details & 55 images.

Under Contract Wolfeboro NH Home for sale $540,000 $301 per sq.ft.

$540,000 $301 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $8,000 down 1% on August 5th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1796  |  Acres: 1.38
Listed on Wednesday Jul 22, 2026
Description: PLEASE CONTINUE TO SHOW.....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

$545,000 $524 per sq.ft. Wolfeboro NH Home »


Price Change! Reduced by $84,000 down 15% on September 9th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2016  |  Acres: 0.74
Listed on Thursday Jul 9, 2026
Description: This home features a to-the-studs renovation transforming a dated property into a brand-new home. This extensive process stripped the structure to its skeleton, allowing for modern infrastructure, enhanced energy efficiency, and completely customized contemporary floor plan. New electrical, plumbing, insulation, roofing, siding, wallboard, Kitchen, baths, decking, entry doors and new kitchen appliances! Walk to the Wolfeboro Boat Launch, a short drive to the Wolfeboro Beaches. Visit the many fine restaurants and shops in town! Available to show Immediately and ready for Immediate Oc See Listing Details & 14 images.

$589,000 $342 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2344  |  Acres: 0
Listed on Wednesday Jul 15, 2026
Description: Your peaceful getaway awaits! This beautiful quiet and serene renovated historical home is located in the Kehonka Hill Development. Located on the south side of town just 5 minutes from downtown Wolfeboro, this peaceful spot enjoys 24 shared and landscaped acres with just 8 other houses. Enjoy the outdoors on the covered wrap around porch overlooking the backyard and campfires! Inside we have a light and bright kitchen that leads into the dining room. A wood stove gives comfort and warmth to the living room and main downstairs areas. There is a flex space just off the living room, currently used as an overflow room, but is perfect for a home office. Upstairs there are 3 bedrooms and a full bathroom with a clawfoot shower tub. The newly renovated finished basement could be used for all sorts of purposes, either a family room, a work out space, a playroom or additional weather tight storage. The backyard is perfect for entertainment and gatherings! Outside you will also find an oversized one car garage with pull down stairs to storage above. Kehonka Hill is also located in close walking distance proximity to Knights Pond with miles of walking trails to enjoy. Come see this special property today! Open House is Saturday, July 18th from 12pm-2pm! See Listing Details & 40 images. Includes a Virtual Tour

$599,900 $336 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1786  |  Acres: 0.27
Listed on Wednesday Aug 12, 2026
Description: Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities. See Listing Details & 49 images.

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