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165 Ambrose Way, Wolfeboro

Set high on 3.62 quiet acres above Wolfeboro, this custom 2007 home looks across Lake Winnipesaukee to the Belknap Range and Gunstock. Built for longevity, it lets you age in place with ease: an elevator serves all three floors, hallways run wide, and the first-floor owners’ suite opens to a den with a floor-to-ceiling stone fireplace. Southern sun pours through the kitchen and across the deck, and an indoor potting room lets you start seeds early and grow salad greens nearly year-round. Upstairs, a parlor with Palladian windows and a gas fireplace adjoins a bright studio for quilting, painting, or quiet work. A hickory staircase with oak banisters, pocket and French doors, built-in bookshelves, and crown moulding throughout. The owners’ bath offers a Jacuzzi soaking tub, and the kitchen’s Italian porcelain counters and walk-through pantry make cooking easy. An oversized garage with a third bay for the ATV, and the walkout lower level stands ready for a gym or wellness room. Minutes to Main Street cafés, the farmers market, Huggins Hospital, the Cotton Valley Rail Trail, Abenaki ski area, and the town docks. A home for slow mornings, good light, and many well-lived years.

4 Beds ⋅ 5 Baths ⋅ 5116852 MLS

Set high on 3.62 quiet acres above Wolfeboro, this custom 2007 home looks across Lake Winnipesaukee to the Belknap Range and Gunstock. Built for longevity, it lets you age in place with ease: an elevator serves all three floors, hallways run wide, and the first-floor owners’ suite opens to a den with a floor-to-ceiling stone fireplace. Southern sun pours through the kitchen and across the deck, and an indoor potting room lets you start seeds early and grow salad greens nearly year-round. Upstairs, a parlor with Palladian windows and a gas fireplace adjoins a bright studio for quilting, painting, or quiet work. A hickory staircase with oak banisters, pocket and French doors, built-in bookshelves, and crown moulding throughout. The owners’ bath offers a Jacuzzi soaking tub, and the kitchen’s Italian porcelain counters and walk-through pantry make cooking easy. An oversized garage with a third bay for the ATV, and the walkout lower level stands ready for a gym or wellness room. Minutes to Main Street cafés, the farmers market, Huggins Hospital, the Cotton Valley Rail Trail, Abenaki ski area, and the town docks. A home for slow mornings, good light, and many well-lived years.

165 Ambrose Way, Wolfeboro

25 N Main St Unit 2, Wolfeboro

An exceptional opportunity to own a piece of Wolfeboro’s storied downtown, Unit 2 at the Bay Manor offers the rare combination of historic elegance, water views, and an address that places the very best of village life just beyond your door. Overlooking Wolfeboro Bay from the center of town, this beautifully maintained 930-square-foot residence is a sophisticated retreat where timeless New England character meets effortless modern living. Inside, beautiful original woodwork, period doors, and original hardware preserve the craftsmanship and architectural detail of the building’s history. The open-concept kitchen, living, and dining spaces are filled with natural light and framed by views of the bay, while a generous bedroom and separate office provide flexibility for quiet work or guests. Thoughtfully maintained inside and out, Bay Manor retains its historic character while offering modern comforts, including a distinctive slate roof, updated windows, and improved insulation. A shared porch overlooking downtown provides an enviable vantage point for summer evenings, holiday parades, and fireworks over the bay. Step outside and Wolfeboro unfolds at your doorstep, with boutique shopping, dining, the waterfront, and the energy of downtown just moments away. With dedicated parking and an extraordinary location, Bay Manor is a rare offering for those who appreciate historic architecture, beautiful surroundings, and the privilege of living at the center of it all.

1 Beds ⋅ 1 Baths ⋅ 5110387 MLS

An exceptional opportunity to own a piece of Wolfeboro’s storied downtown, Unit 2 at the Bay Manor offers the rare combination of historic elegance, water views, and an address that places the very best of village life just beyond your door. Overlooking Wolfeboro Bay from the center of town, this beautifully maintained 930-square-foot residence is a sophisticated retreat where timeless New England character meets effortless modern living. Inside, beautiful original woodwork, period doors, and original hardware preserve the craftsmanship and architectural detail of the building’s history. The open-concept kitchen, living, and dining spaces are filled with natural light and framed by views of the bay, while a generous bedroom and separate office provide flexibility for quiet work or guests. Thoughtfully maintained inside and out, Bay Manor retains its historic character while offering modern comforts, including a distinctive slate roof, updated windows, and improved insulation. A shared porch overlooking downtown provides an enviable vantage point for summer evenings, holiday parades, and fireworks over the bay. Step outside and Wolfeboro unfolds at your doorstep, with boutique shopping, dining, the waterfront, and the energy of downtown just moments away. With dedicated parking and an extraordinary location, Bay Manor is a rare offering for those who appreciate historic architecture, beautiful surroundings, and the privilege of living at the center of it all.

25 N Main St Unit 2, Wolfeboro

6 Millwood Rd, Wolfeboro

Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a sheltered cove on Crescent Lake, away from heavier boat traffic, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the calmer waters of Crescent Lake for swimming, kayaking, and paddleboarding from your own shoreline, then venture out to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,700 square feet of finished living space across three levels, with multiple gathering areas and flexible spaces throughout. The open, light-filled main level features water views, a spacious living area with gas fireplace and built-ins, an extended dining area, and kitchen with separate pantry and coffee bar. A primary suite and additional flex rooms offer options for guests, office space, hobbies, or other uses. The finished walkout lower level includes a large family room, oak bar and kitchenette, game room, additional flexible spaces, and direct lake access. Above the attached garage, a separate bunk-style area provides additional versatile space. Waterside decks and patios extend the living outdoors, while walk-in water access makes swimming, paddling, and boating easily accessible from the property. The protected cove offers a quieter setting for waterfront enjoyment, while the connection to Lake Wentworth expands the possibilities. Within walking distance of downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, sheltered waterfront, generous living space, and access to two lakes-with the opportunity for the next owner to make the home distinctly their own. Two lakes. One waterfront lifestyle.

4 Beds ⋅ 4 Baths ⋅ 5105279 MLS

Some waterfront properties are defined by the home. Others begin with the setting. Tucked into a sheltered cove on Crescent Lake, away from heavier boat traffic, 6 Millwood Road offers a distinctive Wolfeboro waterfront experience with direct navigable access to Lake Wentworth. Enjoy the calmer waters of Crescent Lake for swimming, kayaking, and paddleboarding from your own shoreline, then venture out to explore an entirely different lake experience. Set on 2.76 acres, the property offers more than 5,700 square feet of finished living space across three levels, with multiple gathering areas and flexible spaces throughout. The open, light-filled main level features water views, a spacious living area with gas fireplace and built-ins, an extended dining area, and kitchen with separate pantry and coffee bar. A primary suite and additional flex rooms offer options for guests, office space, hobbies, or other uses. The finished walkout lower level includes a large family room, oak bar and kitchenette, game room, additional flexible spaces, and direct lake access. Above the attached garage, a separate bunk-style area provides additional versatile space. Waterside decks and patios extend the living outdoors, while walk-in water access makes swimming, paddling, and boating easily accessible from the property. The protected cove offers a quieter setting for waterfront enjoyment, while the connection to Lake Wentworth expands the possibilities. Within walking distance of downtown Wolfeboro, 6 Millwood offers a compelling combination of acreage, sheltered waterfront, generous living space, and access to two lakes-with the opportunity for the next owner to make the home distinctly their own. Two lakes. One waterfront lifestyle.

6 Millwood Rd, Wolfeboro

20 Wyman Dr, Wolfeboro

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

7 Beds ⋅ 8 Baths ⋅ 5086004 MLS

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

20 Wyman Dr, Wolfeboro

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