$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.

$389,999 $143 per sq.ft. Winchester NH Home »

Price Change! Reduced by $60,001 down 15% on June 1st 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2736  |  Acres: 0.19
Thursday Apr 23, 2026
Description: Beautifully renovated while still full of warmth and character, this Winchester home offers the perfect blend of modern updates and timeless charm. Completely rebuilt and thoughtfully redesigned, this property features new framing, new insulation, new plumbing, a new furnace, new roof, new siding, new windows, all new appliances, and new 200 amp electrical service with a second-floor subpanel for added convenience and future flexibility. Giving buyers peace of mind for years to come. Fully inspected and granted its Certificate of Occupancy, this home is truly move-in ready. Inside, you'll find a bright open concept first floor ideal for entertaining, filled with natural light from the many windows throughout the home. The handcrafted pine staircases add warmth and unique character, while the deep well upstairs windows create the perfect sun filled space for plant lovers. Offering 4 bedrooms and 3 bathrooms, the layout provides both comfort and functionality for everyday living. Located in a welcoming neighborhood just off the main road, this home is conveniently close to local shops, walking paths, and everyday amenities while still feeling comfortably tucked away. Motivated Sellers Agent related to seller See MLS Property & Listing Details & 41 images.

$459,900 $204 per sq.ft. Winchester NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2252  |  Acres: 0.61
Monday May 4, 2026
Description: A Beautiful and tastefully renovated home is what you will find when you view this lovely property!! This 2.5 story New Englander is situated on over half an acre with lovely landscaping throughout the yard, 2 decks for relaxing and summer BBQs, detached garage, room to garden and close to town and all amenities in a quiet and charming neighborhood. As you step inside you will take in all of the natural light throughout the home. Exceptional and fully applianced, functional kitchen boasts an abundance of cabinetry, granite countertops and lovely tiled backsplash, ceramic tile floors, double oven for those baking days, stainless steel appliances and a separate pantry. Charming breakfast room with views to the backyard, formal dining room, living room with large bay window and access to the foyer, large enclosed and heated sun porch for year round use and an attractive half bathroom complete the first floor of this home. The second floor boasts 4 spacious bedrooms with plenty of closet and storage space, an aesthetically pleasing 3/4 bathroom with tiled shower and glass enclosure, 2nd floor craft or utility room with laundry area as well as access to the 2nd floor deck and barn. The third floor of this spacious home provides room for all of your storage needs in the attic area which could easily be finished should one like to do so. This home is ready for you to move in and offers so much opportunity to live and grow in an absolutely exquisite property! Do not miss this one; it is a true gem! See MLS Property & Listing Details & 60 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.

$299,000 $415 per sq.ft. Wolfeboro NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 720  |  Acres: 0.64
Monday May 4, 2026
Description: Incredible opportunity in a sought-after location, just steps (less than 1,000 feet!) from the Lake Winnipesaukee boat launch on Winter Harbor and the Libby Museum, and less than 1,000 feet to beautiful Mirror Lake. Set on a generously sized lot perfect for expansion, this property offers endless potential to create your dream getaway. Choose to work with the existing framework or design a custom home from the ground up. This is not a project for the faint of heart. A unique advantage: the lot extends across the private gravel lane - guaranteeing privacy and ensuring that no house will ever be built directly opposite your home. Enjoy the peace and seclusion this rare setup provides. Though the structure requires extensive reconstruction due to prior water damage, a new architectural shingled roof with ice & water shield was installed just 4 years ago. The home features a full basement with a poured 8" concrete foundation, public water, and the flexibility to expand the footprint to suit your needs. The existing floor to ceiling brick fireplace, which appears to be in excellent condition, will be a spectacular focal point of the renovated/reconstructed home. Enjoy year-round recreation: boating, fishing, swimming, and the best of New Hampshire's Lakes Region at your doorstep. Don't miss your chance to create the perfect retreat in this exclusive setting! See MLS Property & Listing Details & 8 images.

$344,500 $276 per sq.ft. Wolfeboro NH Home »

Price Change! Reduced by $5,000 down 1% on May 18th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1248  |  Acres: 0
Monday Mar 30, 2026
Description: Welcome to 1 Harvey Brook! Located in the desirable Birch Hill over 55 Co-Op community, this home is on a spacious corner lot with an oversized one car garage. The home features two bedrooms and two full bathrooms. Arched doorway in the Foyer, high ceilings and large windows create a bright and airy atmosphere. It offers comfortable living for residents seeking a peaceful environment. The location provides convenient access to a variety of amenities, including dining options, shops, lakes, walking trails, and museums in Wolfeboro and the surrounding area. Residents can enjoy both natural beauty and cultural attractions just a short distance from their doorstep. This is an Estate Sale and Trustee would pefer a quick sale. Park Approval is required. See MLS Property & Listing Details & 51 images.

$368,000 $252 per sq.ft. Wolfeboro NH Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1460  |  Acres: 0
Wednesday Apr 1, 2026
Description: Birch Hill Estates is recognized as one of New Hampshires most prestigious over 55 communities. This welcoming co-op offers a unique combination of comfort, privacy, and natural beauty, making it an ideal place to call home. This well maintained home is set on a partially wooded lot, providing a sense of privacy that is hard to find. Enjoy peaceful moments on your deck, or enjoy coffee in the morning on the front porch, surrounded by serene landscaping. The home features 2 spacious bedrooms and two full bathrooms. Its open concept design seamlessly connects the dining area and the living room, which includes sliders leading directly to the deck. The layout is perfect for both relaxing and entertaining. Conveniently situated just five minutes from the heart of Wolfeboro, the home offers easy access to a variety of shops and dining establishments. Cultural attractions suchs as the Wright Museum and the Village Playhouse provide opportunites for entertainment and relaxation. Membership Approval required prior to closing. Client is building out of State and would like a quick close. See MLS Property & Listing Details & 58 images.

$371,017 $255 per sq.ft. Wolfeboro NH Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1456  |  Acres: 0
Thursday Apr 16, 2026
Description: Welcome to this inviting home in Birch Hill Estates Co-Op, one of New Hampshire's premier over 55 communities. Nestled on a peaceful corner lot, this beautifully updated 3-bedroom, 2-bath residence is move-in ready. Enjoy modern comforts in a serene setting, just minutes from local restaurants, shops, and scenic walking trails and Lakes. Embrace the vibrant lifestyle of the Lakes Region with countless recreational opportunities right at your doorstep. Move in ready, added bonus of 2 car insulated garage. Park Approval is required prior to closing. See MLS Property & Listing Details & 57 images.

$375,000 $396 per sq.ft. Wolfeboro NH Home »

3 Beds | 1 Baths |   Total Sq. Ft. 948  |  Acres: 0.5
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 MLS Property & Listing Details & 28 images.

$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

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

Price Change! Reduced by $16,000 down 4% on May 27th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1269  |  Acres: 0.18
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 MLS Property & Listing Details & 24 images.

$499,900 $340 per sq.ft. Wolfeboro NH Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1470  |  Acres: 0.21
Friday May 22, 2026
Description: Located just minutes from downtown Wolfeboro and the shores of Crescent Lake, this inviting 2-bedroom, 2-bath home offers year-round water views, direct access to outdoor recreation, and the convenience of in-town living. The open-concept first floor creates a bright and welcoming living space, perfect for entertaining or relaxing after a day on the water. Step outside onto the spacious deck featuring a street-side privacy wall, ideal for outdoor dining and gatherings. Two sets of french doors in the basement open directly to the backyard, which is adjacent to the Cotton Valley Rail Trail, offering easy walking and biking access to nearby Mast Landing Boat Launch. A fenced portion of the yard adds flexibility for pets, gardening, or outdoor enjoyment. Whether you're seeking a year-round residence, vacation getaway, or investment opportunity, this home combines location, recreation, and comfort in one desirable package! See MLS Property & Listing Details & 31 images. Includes a Virtual Tour

$449,000 $398 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1128  |  Acres: 0.23
Tuesday May 20, 2025
Description: A GREAT Opportunity to Purchase a Residential home - with many commercial possibilities. Featuring Frontage on the Kanc Scenic Highway / Route 112 within sight of the Exit 32 on-ramp to I93 South Bound. No zoning in Woodstock Allows for mixed use, business options, or alteration of the building to a new use. Currently a 3-bedroom 2 bath home with a full unfinished basement and offering Town water & Town Sewer. So close to Loon Mountain and all the other New Hampshire White Mountain attractions. Brand New Kitchen installed, New Flooring, and all new Thermo Pane windows installed, Newer Oil Base Board heating system, a Covered Porch and Fenced in Yard. See MLS Property & Listing Details & 33 images.

$449,900 $335 per sq.ft. Woodstock NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1344  |  Acres: 0.79
Monday May 18, 2026
Description: Well-maintained ranch-style home in the heart of North Woodstock offering easy one-level living with 3 bedrooms, 2 baths, and first-floor laundry. The level yard provides plenty of space for gardening, entertaining, or relaxing outdoors. Detached one-car garage offers additional storage for tools and outdoor equipment. Recent updates include a radon mitigation system and reverse osmosis water filtration add peace of mind. The full, nearly finished basement provides excellent storage and potential to nearly double the finished living space. Conveniently located near Loon Mountain Resort, hiking, snowmobiling, restaurants, and shopping, this home is ideal as a primary residence, vacation getaway, or investment property in the White Mountains. See MLS Property & Listing Details & 35 images. Includes a Virtual Tour