$649,000 $308 per sq.ft. Wolfeboro NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2110  |  Acres: 0.74
Thursday May 7, 2026
Description: Welcome to 7 Old Mill Drive, a classic 4-bedroom, 2-bathroom haven brimming with timeless character in the heart of Wolfeboro, the Oldest Summer Resort in America. Located just a mile from downtown, this charming home places you in a community where adventure, relaxation, and small-town connection come together all year long. Tucked away on a quaint side street, the property enjoys an ideal location just moments from restaurants, local schools, the town library, golf, parks, beaches, and the vibrant waterfront atmosphere that makes Wolfeboro one of New Hampshire's most beloved lakeside destinations. Inside, the bright and airy sunroom welcomes you with views of the sprawling backyard and flows seamlessly into the charming open-concept kitchen, dining area, and fireplaced family room. Wide pine floors run throughout the first floor, complemented by lovingly handcrafted cabinetry that adds warmth and authenticity to the home's character. The first floor also offers a cozy, inviting living room that could easily serve as a primary bedroom, complete with a walk-in closet and adjacent full bath for flexible living options. Upstairs, you'll find four comfortable bedrooms and a 3/4 bath, providing plenty of space for family, guests, or a home office. The two-car garage features generous overhead storage, while the backyard invites both recreation and relaxation with a fenced patio area perfect for entertaining and enjoying peaceful New Hampshire evenings. Spend summer days at nearby sandy beaches and parks, stroll Bridge Falls Path, ski at Abenaki Ski Area, or enjoy concerts, art shows, and community events at Cate Park along the shores of Lake Winnipesaukee. Just an hour from the Seacoast and the White Mountains, this property offers not only a charming place to call home, but also easy access to some of New England's most treasured destinations. No matter how you connect to the outdoors, or the welcoming lakeside community, you're going to love life here. See MLS Property & Listing Details & 36 images.

$1,650,000 $438 per sq.ft. Wolfeboro NH Home »

6 Beds | 4 Baths |   Total Sq. Ft. 3766  |  Acres: 3.22
Wednesday Apr 15, 2026
Description: Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$519,000 $197 per sq.ft. Woodstock NH Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2629  |  Acres: 1
Tuesday Jun 9, 2026
Description: Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and just 5 minutes from the Jack O'Lantern Golf Course and 10 minutes from Loon Mountain Ski Resort, the location is ideal for those who appreciate the outdoors and the four-season lifestyle of the White Mountains. For more than 50 years, this home has been treasured by the same family as a second home, where generations of children, grandchildren, and cousins have gathered to enjoy hiking, skiing, snowmobiling, kayaking, golf, and all the recreational opportunities the region has to offer. The home features 10 rooms, including 5 bedrooms, 2 bathrooms, with 2,629 square feet of living space, providing plenty of room for family and friends to gather. A standout feature is the large barn, once home to the Woodstock Canoe Company, offering exceptional space for storage, hobbies, a workshop, or future possibilities. An added bonus is the studio loft apartment, providing a private retreat for guests or potential rental income opportunities. As part of the Pine Crest Homeowners Association, owners enjoy access to a swimming pool and tennis court, adding even more opportunities for recreation and relaxation. Combining history, location, and lifestyle, this is a unique opportunity to create your own lasting family memories in the heart of New Hampshire's White Mountains. See MLS Property & Listing Details & 51 images.

$589,900 $266 per sq.ft. Woodstock NH Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2219  |  Acres: 0.49
Sunday Jun 7, 2026
Description: Charming New Englander with Income-Producing Apartment in a Prime Location Well-maintained 4-bedroom, 3-bathroom New Englander-style single-family home featuring an attached apartment that offers excellent rental income potential or can serve as a comfortable in-law suite. This home has seen numerous updates, including a new roof with a transferable lifetime warranty, new windows, new siding, blown-in insulation, and a new propane-fueled wall furnace. All appliances are included, making this property truly move-in ready. A quality Reeds Ferry shed provides additional storage and functionality. Enjoy the convenience of being close to some of New Hampshire's most popular outdoor attractions, including golf courses, Loon Mountain Resort and Cannon Mountain Ski Area, snowmobile trails, grocery shopping, and a variety of restaurants. Experience the charm of small-town living while being just a couple of miles from the town center. Whether you're looking for a primary residence, a multi-generational living arrangement, or a property with supplemental income potential, this home offers exceptional versatility and value. Highlights: 4 bedrooms, 3 bathrooms Attached apartment/in-law suite New roof with transferable lifetime warranty New windows and siding New propane wall furnace Blown-in insulation All appliances included Reeds Ferry shed Close to skiing, golf, shopping, dining, and recreation Minutes from town center This property combines classic New England character with modern updates and outstanding income potential. See MLS Property & Listing Details & 49 images.

$817,000 $567 per sq.ft. Woodstock VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2760  |  Acres: 10.1
Thursday Jul 3, 2025
Description: This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment. See MLS Property & Listing Details & 57 images.

$895,000 $566 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1580  |  Acres: 0.08
Saturday Apr 18, 2026
Description: Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns. See MLS Property & Listing Details & 38 images.

$1,495,000 $564 per sq.ft. Woodstock VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2650  |  Acres: 5
Monday May 18, 2026
Description: PROPERTY WILL CONTINUE TO BE SHOWN, UNTIL PENDING. Known affectionately as "Green Gable Farm," this beautifully renovated 1884 Vermont farmhouse sits on 5 picturesque acres in Woodstock, complete with a year-round babbling brook, just minutes from South Woodstock, the Woodstock Inn Fitness Center, golf course, cross-country ski trails, mountain biking, and the Woodstock Village Green. The current owners undertook a comprehensive renovation, thoughtfully preserving the home's historic character--including original barnboard floors and exposed beams--while updating every major system and living space. New mechanicals, upgraded insulation, all new double-pane windows, central HVAC with heating and cooling, high-speed fiber internet, new baths, and a fully redesigned kitchen bring modern comfort to this classic country home. The architecturally reimagined floor plan creates an open, inviting first floor centered around a gourmet eat-in kitchen with Viking appliances, farmhouse sink and abundant workspace. A highly functional mudroom entry, marble tile floors, new laundry room, full bath, and first-floor bedroom add everyday practicality. The kitchen flows into a cozy sitting area with fireplace and additional flexible living spaces ideal for dining, reading, or entertaining. Upstairs are 2 spacious ensuite bedrooms, including a serene primary suite with dressing area, double sinks, smart toilet, glass-enclosed shower, and freestanding soaking tub overlooking stone walls, open fields, and berry patches. Sliding doors off the kitchen open to a large rear deck featuring a heated 12' swim spa for year-round enjoyment. A charming historic shed-barn offers space for a workshop, studio, or recreation area, while unfinished space above the attached two-car garage provides expansion potential. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour