$300,000 $273 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1100  |  Acres: 0.33
Wednesday Mar 25, 2026
Description: Want us to give you $9000 at day and time of closing to pay your closing costs? Want a brand new kitchen? Want two new bathrooms? Want all new floors and paint throughout? Want a big back yard? Want affordable, move in ready and no worries for many years? Then this is your three bedroom dream home! Come join us this weekend..you won't regret it! OPEN HOUSE SAT/SUN 6/6 & 6/7 12-2PM See MLS Property & Listing Details & 11 images.

$319,000 $177 per sq.ft. Village of Ashuelot in Town of Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1805  |  Acres: 1.3
Wednesday Apr 22, 2026
Description: Roomy, solidly built Post & Beam home awaits your tasteful touches and TLC! Enter this center-foyer cape by way of the spacious front covered porch built to enjoy many of our glorious New England seasons. Inside, the three main first-floor rooms offer options for living, dining, family room or den. A sizeable room off the kitchen can store all that seasonal gear or remain a walk-in pantry. Brand new higher-end kitchen cabinets are on site ready for you to install. Upstairs, a large second-floor primary bedroom has direct access to the bathroom including a whirlpool tub and standing shower. Two more bedrooms round out the second floor living spaces. Vinyl windows give ease to letting in that country fresh air. Outside, open grassy areas provide an ideal setting for outdoor enjoyment like listening to the babbling brook, soaking up the sun, or gardening. Nearby, find the historic Ashuelot Covered Bridge and miles of the Ashuelot River. Minutes to Hinsdale, less than 30 minutes to Keene, and 5 miles to the Massachusettes border, this country-close-to-city home welcomes you. Best suited for Conventional or Cash. See MLS Property & Listing Details & 22 images.

$350,000 $226 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1546  |  Acres: 0.52
Thursday Apr 9, 2026
Description: Offer deadline 4/24 @ 12PM. Welcome to 12 Pudding Hill Road in Winchester, NH--a home that delivers the space and flexibility today's buyers are looking for. This property offers the convenience of one-level living, paired with a substantial lower level that significantly expands your usable square footage. The partially finished basement features two large bonus rooms, ideal for a home office, gym, media room, or additional living space--giving you options to truly tailor the home to your needs. The main level offers a functional layout with comfortable living spaces, while the two-car garage provides everyday convenience and storage. Step out onto the deck, where you'll find a practical outdoor space with a large driveway and flat yard. If you've been searching for a home that offers more room to live, work, and grow--this one is worth a look. See MLS Property & Listing Details & 46 images.

$499,900 $276 per sq.ft. Winchester NH Home »

465 Ft. of Waterfront on River Ashuelot River
3 Beds | 2 Baths |   Total Sq. Ft. 1808  |  Acres: 3.3
Wednesday Jun 3, 2026
Description: ** OPEN HOUSE SATURDAY, JUNE 6 FROM 11AM-1PM** 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 MLS Property & Listing Details & 60 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
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 MLS Property & Listing Details & 33 images.

$749,900 $281 per sq.ft. Winchester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2671  |  Acres: 37
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 MLS Property & Listing Details & 55 images.

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

3 Beds | 3 Baths |   Total Sq. Ft. 2100  |  Acres: 5.12
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 MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$399,000 $252 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1586  |  Acres: 1.85
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 MLS Property & Listing Details & 39 images.

$399,000 $144 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $26,000 down 7% on May 5th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 2762  |  Acres: 1.93
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 MLS Property & Listing Details & 43 images. Includes a Virtual Tour

$525,000 $371 per sq.ft. Wolfeboro NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1417  |  Acres: 0.35
Friday May 1, 2026
Description: Welcome to 9 Old Lakeview Terrace, a delightful Cape-style home nestled in one of Wolfeboro's most charming and peaceful neighborhoods--just half a mile from town and moments from all the Lakes Region has to offer. This 3-bedroom, 2-bathroom home perfectly blends classic New England character with comfortable, functional living. Step inside through the open and airy sunroom--a bright and welcoming space that seamlessly connects the one-car garage to the open, cozy kitchen, which flows easily to a warm living and dining space, rich with the character of exposed beams and pine, and a wood burning fireplace. The classic first floor layout offers another bright and inviting living room, as well as a bedroom, laundry and full bath. Tucked upstairs are two charming bedrooms offering a cozy retreat, and an additional 3/4 bath. Outside, the front yard features a sprawling lawn and irrigation system to keep landscaping lush and vibrant, while the fully fenced backyard is designed for privacy and relaxation, complemented by a newly installed patio, shed for storage, and ample space for gardening or other enjoyment. Located in the heart of New Hampshire's Lakes Region, within an hour drive to the ocean and White Mountains, this home offers the best of both worlds--quiet neighborhood living with close proximity to downtown Wolfeboro, local shops, dining, and the shores of Lake Winnipesaukee. A true gem in an exceptional location. Open House to be held on 5/3 from 11-2pm. See MLS Property & Listing Details & 32 images.

$549,900 $275 per sq.ft. Wolfeboro NH Home »

Waterfront on Lake Winnipesaukee
3 Beds | 2 Baths |   Total Sq. Ft. 2000  |  Acres: 1.21
Monday Apr 27, 2026
Description: Move-in for summer to sought after Wolfeboro, New Hampshire. Features three bedrooms and two baths. Updated split-level nestled in the highly desirable Robin Acres neighborhood of Wolfeboro. Perfectly positioned on a double corner lot along a quiet cul-de-sac road, this property offers both privacy and a peaceful setting. Enjoy seasonal views of Lake Winnipesaukee and take advantage of the unbeatable location--close to a public boat launch on the Big Lake. Seasonal filtered water views too. Whether you're looking for a year-round residence or a vacation retreat, this home delivers the best of Lakes Region living. Inside, the split-level layout provides a functional and versatile floor plan, with comfortable living spaces ideal for everyday living and entertaining. Outside, the corner lot offers added space for outdoor enjoyment, gardening, or relaxing after a day on the water. Convenience is key, with downtown Wolfeboro just a 5-minute drive away, where you'll find local grocery stores, charming shops, and a variety of restaurants. Don't miss this opportunity to own a home in one of Wolfeboro's most sought-after locations--close to the lake, yet tucked into a quiet neighborhood setting. Dimensions are approximate. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$550,000 $273 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $25,000 down 5% on May 13th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2017  |  Acres: 3.3
Friday Feb 27, 2026
Description: Back active and ready for its new owners! Here is your second chance to see how this picturesque antique brick home blends timeless character with modern comfort. Situated on three acres in Wolfeboro, New Hampshire, this home offers three bedrooms, plus bonus areas to be used as an office, studio, or both, and three baths. This property showcases classic New England craftsmanship and charm. The move-in-ready home features preserved architectural details, including barn-board ceilings, wood beams, exposed brick, and fireplaces. There are sunlit living spaces, cozy gathering rooms, and a beautifully updated kitchen with new floors, creating an inviting ambiance. The expansive grounds provide privacy, extensive perennial gardens, a tree house for the young at heart, and room to entertain outdoors. There is extra storage in the outbuilding and a 2-car detached garage. This home is near Rt. 28, and Rt. 109 for easy travel north or south. It is also near Fernald Station, The Nick, Huggins Hospital, and local beaches/lake access for all your activities. It's a rare opportunity to own a historic gem in one of the Lakes Region's most beloved towns. Price drop and sellers are offering $10,000 in concessions to be credited at closing. See MLS Property & Listing Details & 51 images.

$699,000 $294 per sq.ft. Wolfeboro NH Home »

3 Beds | 4 Baths |   Total Sq. Ft. 2375  |  Acres: 2
Friday Apr 4, 2025
Description: Welcome to Twin Eagle Farm: an exquisite NE Cape, originally built circa 1812, featuring the very best updates and amenities sought after in 2026. Highlights include 3 BRs, each with its' own custom tiled, spa bath. Primary suite on the first floor, for ease of living at any stage of life, and 2 gracious BRs on the upper level. You will also appreciate the versatile den/library/office, and the dedicated laundry room, along with a full bath on the first floor. The well-appointed kitchen is ready for all of your culinary adventures with high-end appliances, plenty of cabinet space, beautiful French flooring, spacious dining area and direct access to both the deck for grilling & relaxing as well as the pocket garden, perfect for growing your own herbs. The striking cabinet color and beautiful counters are complimented by warm wood details and original exposed beams blending the best of old and new. The large, wood-burning fireplace in the LR will the take chill off the cooler months. Throughout the home the thoughtful upgrades include high-efficiency ANDERSON WINDOWS, new central A/C and true attention to detail. The home is offered on 2 acres, with an abutting 2 acre building lot also available, pending sub-division, for a possible total of 4 country acres. Bonus features include a small, 3 level storage barn and a pad ready to build your future shed or garage. Convenient to downtown Wolfeboro, lake activities, beaches, schools and medical ctr. Truly a one-of-a-kind opportunity to live your dream life! See MLS Property & Listing Details & 42 images. Includes a Virtual Tour

$699,000 $255 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $21,000 down 3% on May 11th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2737  |  Acres: 0.59
Wednesday Apr 29, 2026
Description: Tucked into Robin Acres, an established neighborhood off North Main Street, this gambrel is built around something genuinely hard to find. A true first-floor primary suite with double-vanity bath and ample closet space makes one-level living a real option, not an afterthought. The main level centers on a 17 by 27 living room, with a separate family room, formal dining with bay window, and a kitchen that opens directly to the attached garage. First-floor laundry and a full guest bath round out the main level. The living room features a convenient built-in mini bar, perfectly positioned steps from the 33-foot screened porch off the back. The porch connects through to the family room, which flows into the kitchen, creating a natural loop for entertaining. Ideal for three-season gatherings, lazy summer mornings, and quiet evenings with the windows open. Hardwood floors throughout the main living areas. Upstairs, two oversized bedrooms stretch close to 18 feet long with generous closet space, served by a full bath and central hall, plus a flexible bonus room that works equally well as a home office, guest space, or nursery. The full basement adds workshop space, storage, and future finishing potential. Five minutes to downtown Wolfeboro, where dining and shopping wrap around Wolfeboro Bay: Bailey's Bubble, Garwoods, Downtown Grill, Wolfe's Tavern at the Wolfeboro Inn, and free summer concerts at Cate Park. The Cotton Valley Rail Trail runs from downtown out toward Wakefield. Lake Winnipesaukee public access is right down the road, with Lake Wentworth and Crescent Lake both within town limits. Minutes from downtown, three lakes, four-season recreation, and a true year-round Lakes Region community. See MLS Property & Listing Details & 56 images.

$799,000 $333 per sq.ft. Wolfeboro NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2403  |  Acres: 8
Wednesday May 27, 2026
Description: Welcome to this beautifully maintained contemporary home set on 8 private country acres in Wolfeboro, just minutes from Lake Winnipesaukee and downtown Wolfeboro. This warm and inviting post-and-beam residence showcases natural wood throughout, both inside and out, highlighted by stunning Southern yellow pine flooring and soaring cathedral ceilings that create a bright, open, and airy feel. The main level offers a spacious eat-in kitchen, a separate dining area, and a comfortable living room with French doors leading to the front deck. A sunroom overlooks the peaceful property, while a convenient mudroom and first-floor primary bedroom with a private bath add ease and functionality. Upstairs, you'll find a versatile loft/office area. The finished basement expands your living space with an exercise room and sauna, ideal for wellness and relaxation. A walk-up unfinished attic provides excellent storage and future expansion potential. A pellet stove adds additional warmth and efficiency to the home's inviting atmosphere. Outside, the property fully embraces the New Hampshire lifestyle with a detached 3-car garage, a greenhouse for gardening enthusiasts, and a small barn-and-coop combination with a fenced area for livestock. The back portion of the land offers a truly unique retreat featuring a private, adult-sized fort with a wood stove, along with multiple firepit areas perfect for entertaining or unwinding in nature. Explore the wooded acreage by ATV or enjoy peaceful walks through your own private sanctuary. This is a rare opportunity to own a thoughtfully cared-for property offering privacy, acreage, and character in low-tax New Hampshire, just minutes from downtown Wolfeboro, shopping, dining, boating, and all the Lakes Region offers. See MLS Property & Listing Details & 60 images.