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Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday Oct 17th from 9am-11am.

2 Beds ⋅ 2 Baths ⋅ 5110804 MLS

Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday Oct 17th from 9am-11am.

1 Harvey Brook Rd, Wolfeboro

$305,000

Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday Oct 17th from 9am-11am.

2 Beds ⋅ 2 Baths ⋅ 5110795 MLS

Here's a great chance to own a 2 bedroom 2 bath home in the quiet neighborhood of The Birches of Wolfeboro, a 55+ community. This home comes with a dedicated 1+ car garage with enough space for your vehicle and storage or a work shop. Step inside and you will see an open floor plan, large living room that flows to a dining room and the big U-shaped kitchen with plenty of storage. Down the hall, you will find the primary bedroom suite, and a secondary bedroom and hall bathroom. This home has been lovingly cared for and landscaped. Here's a great opportunity to call Wolfeboro home and enjoy all that the lakes region has to offer at an approachable price point. Open House Saturday Oct 17th from 9am-11am.

1 Harvey Brook Rd, Wolfeboro

$595,000

Completely Remodeled Home Near Lake Winnipesaukee all the work has been done for you! This completely remodeled home is move-in ready and offers the perfect mix of comfort, style, and outdoor living. The home features 2 bedrooms plus an office and a beautiful new kitchen that opens to the living room. The open-concept layout is perfect for relaxing or entertaining. A large gas fireplace with a gorgeous stone surround creates a warm and inviting space to gather. Outside, the beautifully landscaped yard offers plenty of room to enjoy the peaceful setting. Relax in the special meditation area, store your outdoor gear in the large shed, or step right onto the nearby cross-country ski and hiking trails. The property sits on a quiet cul-de-sac and backs up to the trails, giving you easy access to nature. Parking is easy with a large garage and two driveways, providing plenty of space for cars, guests, and recreational vehicles. Location is a major plus! You are less than ¼ mile from Carry Beach on Lake Winnipesaukee and just 1.5 miles from downtown Wolfeboro, known as “America’s Oldest Summer Resort.” Enjoy quaint shops, local restaurants, beautiful lake views, and all that Wolfeboro has to offer. This is a special home in a great location. Just move in, relax, and enjoy!

2 Beds ⋅ 2 Baths ⋅ 5110601 MLS

Completely Remodeled Home Near Lake Winnipesaukee all the work has been done for you! This completely remodeled home is move-in ready and offers the perfect mix of comfort, style, and outdoor living. The home features 2 bedrooms plus an office and a beautiful new kitchen that opens to the living room. The open-concept layout is perfect for relaxing or entertaining. A large gas fireplace with a gorgeous stone surround creates a warm and inviting space to gather. Outside, the beautifully landscaped yard offers plenty of room to enjoy the peaceful setting. Relax in the special meditation area, store your outdoor gear in the large shed, or step right onto the nearby cross-country ski and hiking trails. The property sits on a quiet cul-de-sac and backs up to the trails, giving you easy access to nature. Parking is easy with a large garage and two driveways, providing plenty of space for cars, guests, and recreational vehicles. Location is a major plus! You are less than ¼ mile from Carry Beach on Lake Winnipesaukee and just 1.5 miles from downtown Wolfeboro, known as “America’s Oldest Summer Resort.” Enjoy quaint shops, local restaurants, beautiful lake views, and all that Wolfeboro has to offer. This is a special home in a great location. Just move in, relax, and enjoy!

11 Knoll Rd, Wolfeboro

$585,000

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

$895,000

Multi- level ranch home well sited on generous 1.45 acre lot abutting shared access to Lake Winnipesaukee. Access lot is 2 acres with 258' sandy beach front, docks and moorings. Access is shared by only nine owners. Built in 1976 by local contractor for his family. Home is well constructed with an interesting floor plan. As you enter there is a library, sitting room, office to your right with a full wall of bookcases...an appealing setting to read, relax or work. The hallway opens to spacious kitchen dining room. Large windows bring the sunshine in. Two walls of cabinetry with plenty of storage. Counter buffet plus island. Perfect space to entertain and host holiday dinners. There is a large wrap around deck just of the kitchen/dining extending the space to summer grilling and enjoying the private landscaped tree lined yard with a peak of the lake in winter. A few steps down is the living/family room with gas fireplace and 3/4 bath. Upper level primary suite offers cathedral ceilings, skylights and adjoining 3/4 bath with walk in tile shower. All skylights have automatic shades. There are two other bedrooms, a full bath and laundry room. Two car direct entry garage. Paved drive. Note: Dining chandelier does not stay. Opportunity knocks! Winni Lake access back on market with significant price adjustment to address delayed maintenance repairs.

3 Beds ⋅ 3 Baths ⋅ 5109241 MLS

Multi- level ranch home well sited on generous 1.45 acre lot abutting shared access to Lake Winnipesaukee. Access lot is 2 acres with 258' sandy beach front, docks and moorings. Access is shared by only nine owners. Built in 1976 by local contractor for his family. Home is well constructed with an interesting floor plan. As you enter there is a library, sitting room, office to your right with a full wall of bookcases...an appealing setting to read, relax or work. The hallway opens to spacious kitchen dining room. Large windows bring the sunshine in. Two walls of cabinetry with plenty of storage. Counter buffet plus island. Perfect space to entertain and host holiday dinners. There is a large wrap around deck just of the kitchen/dining extending the space to summer grilling and enjoying the private landscaped tree lined yard with a peak of the lake in winter. A few steps down is the living/family room with gas fireplace and 3/4 bath. Upper level primary suite offers cathedral ceilings, skylights and adjoining 3/4 bath with walk in tile shower. All skylights have automatic shades. There are two other bedrooms, a full bath and laundry room. Two car direct entry garage. Paved drive. Note: Dining chandelier does not stay. Opportunity knocks! Winni Lake access back on market with significant price adjustment to address delayed maintenance repairs.

15 Abenaukee Dr, Wolfeboro

$1,498,000

OPEN HOUSE SATURDAY 10/3/26 FROM 12-2. A rare opportunity to own a waterfront home on beautiful Crescent Lake. This home offers 150 feet of a natural sandy beach and dock which is perfect for swimming, relaxing, launching a kayak, or enjoying endless days by the water. Access to Lake Wentworth thru the Smith River provides even more opportunity to enjoy the area's beautiful lakes and recreational activities. Cherished by the same family for many years, this property is now ready for its next chapter, offering an excellent opportunity for the new buyers to bring their ideas, add personal touches, and make it truly their own. Whether looking for a peaceful escape, a place to create generations of family memories, or your own waterfront haven, this home has all the ingredients for lakeside living at its best. To top it all off, there is also an additional .42 acre lot adjacent to the home that is also available. Together, the two properties offer flexibility for creating a larger lakeside estate or securing additional privacy and space. Don't miss this opportunity to make this home your own.

2 Beds ⋅ 2 Baths ⋅ 5108772 MLS

OPEN HOUSE SATURDAY 10/3/26 FROM 12-2. A rare opportunity to own a waterfront home on beautiful Crescent Lake. This home offers 150 feet of a natural sandy beach and dock which is perfect for swimming, relaxing, launching a kayak, or enjoying endless days by the water. Access to Lake Wentworth thru the Smith River provides even more opportunity to enjoy the area's beautiful lakes and recreational activities. Cherished by the same family for many years, this property is now ready for its next chapter, offering an excellent opportunity for the new buyers to bring their ideas, add personal touches, and make it truly their own. Whether looking for a peaceful escape, a place to create generations of family memories, or your own waterfront haven, this home has all the ingredients for lakeside living at its best. To top it all off, there is also an additional .42 acre lot adjacent to the home that is also available. Together, the two properties offer flexibility for creating a larger lakeside estate or securing additional privacy and space. Don't miss this opportunity to make this home your own.

49 Kings Pine Rd, Wolfeboro

$899,900

Wake up on 5 private acres—then be downtown in minutes. This brand-new New England Colonial in Wolfeboro gives you the rare mix of seclusion and convenience in one of New Hampshire’s most livable year-round lake towns. Wolfeboro is more than a summer escape. It’s a four-season community with a walkable downtown, Thursday farmers market, restaurants, and Lake Winnipesaukee in the center of town for swimming, boating, and sunsets. Winter brings nearby skiing, snowshoeing, and a cozy small-town rhythm. You get the lake lifestyle without sacrificing everyday ease. Best of all, this is new construction that’s move-in ready. No punch lists, no waiting—just keys and a fresh start. Sun-drenched rooms and central air keep every season comfortable. Gather by the gas fireplace, work from the dedicated office, and step out to the low-maintenance Trex deck. The primary suite features a double-sink vanity and walk-in shower. First-floor laundry and a two-car garage make daily life simple. Privacy, light, and Lakes Region living—without the renovation headache. Come see why 29 Hemlock Drive is ready for its first owners.

3 Beds ⋅ 3 Baths ⋅ 5107894 MLS

Wake up on 5 private acres—then be downtown in minutes. This brand-new New England Colonial in Wolfeboro gives you the rare mix of seclusion and convenience in one of New Hampshire’s most livable year-round lake towns. Wolfeboro is more than a summer escape. It’s a four-season community with a walkable downtown, Thursday farmers market, restaurants, and Lake Winnipesaukee in the center of town for swimming, boating, and sunsets. Winter brings nearby skiing, snowshoeing, and a cozy small-town rhythm. You get the lake lifestyle without sacrificing everyday ease. Best of all, this is new construction that’s move-in ready. No punch lists, no waiting—just keys and a fresh start. Sun-drenched rooms and central air keep every season comfortable. Gather by the gas fireplace, work from the dedicated office, and step out to the low-maintenance Trex deck. The primary suite features a double-sink vanity and walk-in shower. First-floor laundry and a two-car garage make daily life simple. Privacy, light, and Lakes Region living—without the renovation headache. Come see why 29 Hemlock Drive is ready for its first owners.

29 Hemlock Dr, Wolfeboro

$538,800

NEW PRICE!! Wolfeboro Opportunity - Investment Property – Multi-Generation Living – Convert to Single Family Home. Mountain View Terrace Condominium is located on Ryefield Terrace, a short distance from downtown Wolfeboro. This townhouse consists of two condominiums, each with 2 bedrooms and two baths. The property for Ryfield Terrace has 6.1 acres with 4.29 acres dedicated as common area. The area is completely private, and the setting provides a peaceful residential environment and is only 5 minutes to the Lake Wentworth Beach. The two townhouse-style condominiums have fully appliance kitchens, dining areas, living areas and one-half baths on the first level. The second level features two bedrooms and a full bath, for a total of 1,044 square feet per unit, including an unfinished basement for storage. Both units have their own well and septic system, and driveway, along with an area out back for decking and a vegetable or flower garden. The condos have a strong rental history for those looking for investment property, or an alternative living option, i.e. multi-generational or converting to a single family resident. The location is ideal – close to town, schools, The Nick, shopping, the library and hospital. The property has great natural screening from the main road. Showings can take a few days due to tenant schedules.

5107407 MLS

NEW PRICE!! Wolfeboro Opportunity - Investment Property – Multi-Generation Living – Convert to Single Family Home. Mountain View Terrace Condominium is located on Ryefield Terrace, a short distance from downtown Wolfeboro. This townhouse consists of two condominiums, each with 2 bedrooms and two baths. The property for Ryfield Terrace has 6.1 acres with 4.29 acres dedicated as common area. The area is completely private, and the setting provides a peaceful residential environment and is only 5 minutes to the Lake Wentworth Beach. The two townhouse-style condominiums have fully appliance kitchens, dining areas, living areas and one-half baths on the first level. The second level features two bedrooms and a full bath, for a total of 1,044 square feet per unit, including an unfinished basement for storage. Both units have their own well and septic system, and driveway, along with an area out back for decking and a vegetable or flower garden. The condos have a strong rental history for those looking for investment property, or an alternative living option, i.e. multi-generational or converting to a single family resident. The location is ideal – close to town, schools, The Nick, shopping, the library and hospital. The property has great natural screening from the main road. Showings can take a few days due to tenant schedules.

3 And 5 Ryefield Ter, Wolfeboro

$2,500,000

A rare and compelling development opportunity has arrived in one of New Hampshire's most sought-after Lakes Region communities. 290 Pine Hill Road in Wolfeboro offers nearly 100 acres of dual-zoned land across three subdividable parcels, perfectly positioned for both commercial and residential development, with the infrastructure and approvals already in motion. On the commercial side, the Wickers Drive parcel presents an exceptional opportunity for a boat and toy storage facility; a high demand, yearround venture in a Lakes Region community where watercraft and recreational vehicles need a home. With proximity to Lake Winnipesaukee and the marina, the demand is built in. The residential parcels along Filter Bed Road offer equally exciting potential, ideal for a thoughtfully designed single family subdivision, workforce housing, or a phased lot buildout. A private brook runs through the property, creating natural appeal and seclusion while remaining within walking distance of downtown Wolfeboro's restaurants, businesses, hockey rink, lumberyard, and marina. The nearby ski area and Lake Winnipesaukee shores are just minutes away. Access off Pine Hill Road, Filter Bed Road, and Route 109A provides outstanding flexibility. Three phase power on the road supports a wide range of development options. This property has already been before the ZBA with some variances in place providing a significant head start for any serious developer. Scale, location, dual zoning, AND development momentum: 290 Pine Hill Road has it all.

5106950 MLS

A rare and compelling development opportunity has arrived in one of New Hampshire's most sought-after Lakes Region communities. 290 Pine Hill Road in Wolfeboro offers nearly 100 acres of dual-zoned land across three subdividable parcels, perfectly positioned for both commercial and residential development, with the infrastructure and approvals already in motion. On the commercial side, the Wickers Drive parcel presents an exceptional opportunity for a boat and toy storage facility; a high demand, yearround venture in a Lakes Region community where watercraft and recreational vehicles need a home. With proximity to Lake Winnipesaukee and the marina, the demand is built in. The residential parcels along Filter Bed Road offer equally exciting potential, ideal for a thoughtfully designed single family subdivision, workforce housing, or a phased lot buildout. A private brook runs through the property, creating natural appeal and seclusion while remaining within walking distance of downtown Wolfeboro's restaurants, businesses, hockey rink, lumberyard, and marina. The nearby ski area and Lake Winnipesaukee shores are just minutes away. Access off Pine Hill Road, Filter Bed Road, and Route 109A provides outstanding flexibility. Three phase power on the road supports a wide range of development options. This property has already been before the ZBA with some variances in place providing a significant head start for any serious developer. Scale, location, dual zoning, AND development momentum: 290 Pine Hill Road has it all.

290 Pine Hill Rd, Wolfeboro

$1,440,000

Stunning Post & Beam where distinctive architectural character meets thoughtfully curated modern updates. At the heart of the home, an 1840 Vermont barn forms the frame, surrounded by newer construction while preserving character and craftsmanship. Beautifully appointed and rich in authentic New England charm, this exceptional property combines elevated living spaces with a private natural setting and an enviable Wolfeboro location, just ~15 minutes from downtown. Open-concept layout anchored by the stunning kitchen, renovated in 2025 with quartz countertops and brick-tile backsplash. The kitchen flows seamlessly into the dining area and spacious living room, where soaring ceilings create an impressive sense of volume and provide an exceptional setting for both intimate gatherings and entertaining. Wide pine floors and exposed beams carry throughout the home. The 2025 updates extend to the entry mudroom and laundry area. The versatile layout allows you to choose your ideal primary retreat, with a spacious en-suite bedroom on the first floor, or a private second-floor primary suite with a renovated 3/4 bath and walk-in tiled shower. Upstairs, the charming mezzanine overlooks the living space below, creating an open connection between the levels. The third bedroom also enjoys its own private 3/4 bath and extends to an additional level, where a bonus room/loft provides exceptional flexibility for guests, a home office, or gym. With all three bedrooms offering private baths, the home is well suited for hosting family and guests. Outside, enjoy a peaceful and private natural setting with a brook meandering along the property. A detached two-car garage provides ample parking and storage. Standby whole house generator. Enjoy easy access to dining, shopping, waterfront amenities, and the quintessential Lakes Region lifestyle. Seller is licenced agent. Sold fully furnished, with select seller exclusions.

3 Beds ⋅ 4 Baths ⋅ 5105776 MLS

Stunning Post & Beam where distinctive architectural character meets thoughtfully curated modern updates. At the heart of the home, an 1840 Vermont barn forms the frame, surrounded by newer construction while preserving character and craftsmanship. Beautifully appointed and rich in authentic New England charm, this exceptional property combines elevated living spaces with a private natural setting and an enviable Wolfeboro location, just ~15 minutes from downtown. Open-concept layout anchored by the stunning kitchen, renovated in 2025 with quartz countertops and brick-tile backsplash. The kitchen flows seamlessly into the dining area and spacious living room, where soaring ceilings create an impressive sense of volume and provide an exceptional setting for both intimate gatherings and entertaining. Wide pine floors and exposed beams carry throughout the home. The 2025 updates extend to the entry mudroom and laundry area. The versatile layout allows you to choose your ideal primary retreat, with a spacious en-suite bedroom on the first floor, or a private second-floor primary suite with a renovated 3/4 bath and walk-in tiled shower. Upstairs, the charming mezzanine overlooks the living space below, creating an open connection between the levels. The third bedroom also enjoys its own private 3/4 bath and extends to an additional level, where a bonus room/loft provides exceptional flexibility for guests, a home office, or gym. With all three bedrooms offering private baths, the home is well suited for hosting family and guests. Outside, enjoy a peaceful and private natural setting with a brook meandering along the property. A detached two-car garage provides ample parking and storage. Standby whole house generator. Enjoy easy access to dining, shopping, waterfront amenities, and the quintessential Lakes Region lifestyle. Seller is licenced agent. Sold fully furnished, with select seller exclusions.

369 Stoddard Rd, Wolfeboro

$3,245,000

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

$549,900

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.

3 Beds ⋅ 3 Baths ⋅ 5104582 MLS

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.

270 S Main St, Wolfeboro

$549,900

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.

5104581 MLS

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.

270 S Main St, Wolfeboro

$329,000

$30,000 Price Reduction........Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage !

1 Beds ⋅ 1 Baths ⋅ 5104513 MLS

$30,000 Price Reduction........Welcome to your peaceful retreat nestled within the quiet and highly desirable Kehonka Hill Development. The cottage offers unique bead board walls and ceilings with midwest yellow pine floors throughout the home. Situated on a secluded, wooded lot, this charming cottage offers the ultimate blend of privacy and community with access to 24 shared, beautifully landscaped acres. Nature lovers will thrive here, with the property located just steps from the scenic trails of Knights Pond, offering miles of pristine walking and hiking paths right outside your door. While you will feel worlds away in your private forest sanctuary, everyday conveniences and recreation are just minutes away. The home sits a short 5-minute drive from vibrant downtown Wolfeboro, where you can enjoy local dining, shopping, nick center and the community offerings at the local Huggins Hospital/Winnipesaukee area centers. Ideal as a year-round residence or a seasonal escape, this property offers easy access to major ski areas, regional lakes, and Interstate 93 for effortless commuting. Embrace the quiet beauty of the Lakes Region in this special move in ready cottage !

6 Kehonka Hill Rd, Wolfeboro

$3,999,000

Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property’s diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living.

3 Beds ⋅ 3 Baths ⋅ 5102855 MLS

Spanning the full width of Melody Island, 2 Melody Island is a truly remarkable and one-of-a-kind Lake Winnipesaukee retreat. With approximately 315 feet of waterfront on both sides of the island, the property offers the rare opportunity to enjoy beautiful sunrises from one shoreline and spectacular long-range sunset views from the other. The property’s diverse shoreline features multiple swimming areas, including sandy beaches and a naturally formed submerged stone terrace. This distinctive in-water gathering area provides a wonderful place for swimmers to stand, sit, and relax while surrounded by the lake (an especially memorable feature for family and friends of all ages). The main residence offers three bedrooms and a spacious, open-concept living area centered around a beautiful stone fireplace. Expansive lake views bring the beauty of Winnipesaukee indoors, while comfortable gathering spaces create an inviting setting for entertaining, relaxing, and making lasting memories. A separate bunkhouse provides additional privacy and flexibility for guests, complete with its own bathroom, laundry facilities, and generous sleeping accommodations. Together, the main house and bunkhouse offer ample space to welcome extended family and friends while allowing everyone to enjoy a sense of privacy. Conveniently located just a 5 minute boat ride from Wolfeboro, Melody Island offers close proximity to shopping, dining, coffee shops, and town docks adding to the ease and enjoyment of island living. With its extraordinary shoreline, sunrise-to-sunset views, 2 Melody Island is a rare and unforgettable retreat that captures the very best of Lake Winnipesaukee island living.

2 Melody Is, Wolfeboro

$378,500

Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

3 Beds ⋅ 2 Baths ⋅ 5102271 MLS

Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook Rd, Wolfeboro

$378,500

Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

3 Beds ⋅ 2 Baths ⋅ 5102181 MLS

Located in a quiet 55+ community, this beautifully renovated home is close to a variety of fun and leisurely activities. Enjoy peace of mind knowing the home has undergone a complete renovation over the past three years. Updates include new flooring, fresh paint throughout, remodeled bathrooms, a modern kitchen, updated appliances, a standby generator, new skirting, and a newly landscaped lawn, just to name a few. No expense was spared in creating this move-in-ready home. Now is your opportunity to relax and enjoy life in America's oldest summer resort, where comfort, convenience, and recreation come together.

10 Harvey Brook Rd, Wolfeboro

$1,499,000

Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

3 Beds ⋅ 3 Baths ⋅ 5101400 MLS

Make this immaculate, luxury condo in the heart of desirable Wolfeboro your new home! Elegance and quality are evident from the secure lobby and welcoming common areas, elevator and the rare amenities offered just steps from Lake Winnipesaukee, public docks, fine dining, unique shopping, local museums, theater and music venues. Watch the fireworks from the spacious private balcony, stroll the waterside walking path, enjoy tennis or pickleball at the nearby park. Truly a gracious home for all seasons, you will be welcomed by a large foyer, 2 commodious bedrooms, 2 full baths, open concept living and dining area perfect for cozy evenings and comfortable entertaining. The beautifully appointed kitchen offers extensive custom cabinetry, stainless appliances, and space for all of your culinary adventures. There is a well-designed in-unit laundry room and the option for a gas fireplace. A one-of-a-kind feature is the additional private in-law/guest suite on the lower level with studio living area, private bath and direct entry. An over-sized 2 car garage with work-shop space, deeded storage room and additional exterior parking space round out the many attractions that grace this wonderful opportunity.

61-2 Central Ave Unit 2, Wolfeboro

$695,000

Nestled on a quiet side street in the heart of downtown Wolfeboro, 5 Brummitt Court, a beautifully renovated 2,316 square foot home offers the rare combination of Main Street convenience and exceptional privacy. Just moments from Brewster Academy, Lake Winnipesaukee, shops, restaurants, and the town docks, this property places you in the center of everything while providing a peaceful retreat to come home to. Set on a 0.22-acre lot, the home features three bedrooms and a bonus space on the second floor, one and a half bathrooms, a two-car garage, and a private garden and patio space, creating the perfect canvas for outdoor dining, gardening, or simply enjoying a quiet afternoon. Inside, thoughtful updates blend seamlessly with timeless character. The beautifully renovated kitchen, equipped with brand new plumbing and appliances, is complemented by completely redone bathrooms. There is hardwood and slate flooring throughout, and a spacious sunroom that opens into the home's inviting entertaining space. The sunny dining room, complete with built-in shelving, is ideal for hosting family and friends, while the bright living room and classic foyer create a warm and welcoming first impression. Extensive recent improvements provide peace of mind for years to come, including a new boiler with central air conditioning, water heater, oil tank, and a sewer line. 5 Brummitt Court also enjoys deeded vehicular access from Main Street through the Pickering House security gate. Whether you're looking for a primary home in the heart of the Oldest Summer Resort in America, a vacation home, or an investment property, this classic hidden gem is not to be missed!

3 Beds ⋅ 2 Baths ⋅ 5101120 MLS

Nestled on a quiet side street in the heart of downtown Wolfeboro, 5 Brummitt Court, a beautifully renovated 2,316 square foot home offers the rare combination of Main Street convenience and exceptional privacy. Just moments from Brewster Academy, Lake Winnipesaukee, shops, restaurants, and the town docks, this property places you in the center of everything while providing a peaceful retreat to come home to. Set on a 0.22-acre lot, the home features three bedrooms and a bonus space on the second floor, one and a half bathrooms, a two-car garage, and a private garden and patio space, creating the perfect canvas for outdoor dining, gardening, or simply enjoying a quiet afternoon. Inside, thoughtful updates blend seamlessly with timeless character. The beautifully renovated kitchen, equipped with brand new plumbing and appliances, is complemented by completely redone bathrooms. There is hardwood and slate flooring throughout, and a spacious sunroom that opens into the home's inviting entertaining space. The sunny dining room, complete with built-in shelving, is ideal for hosting family and friends, while the bright living room and classic foyer create a warm and welcoming first impression. Extensive recent improvements provide peace of mind for years to come, including a new boiler with central air conditioning, water heater, oil tank, and a sewer line. 5 Brummitt Court also enjoys deeded vehicular access from Main Street through the Pickering House security gate. Whether you're looking for a primary home in the heart of the Oldest Summer Resort in America, a vacation home, or an investment property, this classic hidden gem is not to be missed!

5 Brummitt Ct, Wolfeboro

$3,950,000

Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen ideal for entertaining, multi generational living, rainy day games, or seamless indoor/outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

4 Beds ⋅ 5 Baths ⋅ 5100917 MLS

Near the protected waters of Diamond Cove, nestled within Winter Harbor, one of Lake Winnipesaukee's most sheltered and sought after areas, this rare offering in the prestigious Wyanoke Harbors Association presents an exceptional opportunity to create a lasting legacy in New Hampshire's premier lakefront destination. Set on approximately 1.78 acres with nearly 200 feet of shoreline, this property combines privacy, protected waters, and an exceptional lifestyle minutes from downtown Wolfeboro, America's Oldest Summer Resort. Charming boutiques, acclaimed restaurants, marinas, Carry Beach, and a vibrant year round community have made Wolfeboro one of New England's most sought-after waterfront destinations. Designed for gathering family and friends, the home features four generously sized bedrooms (plus 2 bonus rooms), 5 baths, and a functional floor plan with an expansive recreation room with a second kitchen ideal for entertaining, multi generational living, rainy day games, or seamless indoor/outdoor summer living. Separate bedroom wings provide privacy for owners and guests, while expansive waterfront-facing living spaces offer the perfect canvas for updates tailored to your vision. An attached two-car garage with Level II electric vehicle charging and access to public water add modern convenience. Outside, a cozy sandy beach invites swimming, kayaking, or simply relaxing along the shoreline, while a substantial T shaped dock provides effortless access to New Hampshire's largest lake, with 72 square miles of crystal-clear water, hundreds of islands, and countless secluded coves. Ownership also includes access to the Wyanoke Harbors tennis pickleball, and basketball courts. Whether enjoyed as it is or thoughtfully reimagined over time, this is a rare opportunity to secure one of Wolfeboro's premier waterfront settings, where protected waters, timeless views, and an exceptional Lakes Region lifestyle come together in a property to be treasured for generations.

6 Wyanoke Gate Ln, Wolfeboro

$474,900

Amazing Opportunity! End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

2 Beds ⋅ 3 Baths ⋅ 5100784 MLS

Amazing Opportunity! End-Unit Condo Offering Privacy & Modern Luxury Near Downtown! Discover the perfect blend of comfort, style, and convenience in this meticulously maintained end-unit condo. Nestled in a prime location, this residence offers an exceptional level of privacy while remaining just moments from downtown Wolfeboro and 1 mile to the town beach. Step inside to experience an open-concept living space highlighted by stunning cathedral ceilings and warm, gleaming hardwood floors. The heart of the home features a beautiful stone fireplace, serving as the perfect focal point for cozy evenings. The primary suite has been thoughtfully renovated to include a beautiful, updated bathroom, providing a true sanctuary to unwind. Additional amenities include the convenience of a dedicated 1-car garage and access to a sparkling in-ground pool. With its seamless mix of modern updates and desirable layout, this property is ready for you to move in and enjoy a lifestyle of ease and sophistication.

4 Farmhouse Ln, Wolfeboro

$875,000

This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (1/3 Pasture & 2/3 Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

4 Beds ⋅ 2 Baths ⋅ 5099338 MLS

This c1820 4Bdrm/2Bath Ctr Chimney Federal on 14 Acres (1/3 Pasture & 2/3 Woodlot) abuts an 87-Acre Conservation lot in an area of other late 18th and early-to-mid 19th century homes. Built for Dr. Thomas J. Tebbetts (N Wolfeboro's earliest physician) this home was possibly started a few years earlier, as his grandfather Jonathan (who fought FOR the British in the "French & Indian" wars and AGAINST the Brits in the Revolution!) owned the land from 1807 (& their descendents stayed until 1914) The current owners' Grandparents purchased this home in 1928, with its attached 50x20 Woodshed. The c1985 rebuilt Ctr Chimney makes the 5 original fireplaces safer while the 24x30 2 story Barn & 24x30 2-car Garage provide multiple work & storage spaces. Hannafords, Walgreens, Tractor Supply, Dunkin, etc. at the intersection of Rtes 28 & 16, and an easy 1-hour commute N to the WHITE MOUNTAINS or S to the SEACOAST, are only 10 minutes away. Meanwhile it's <15 minutes to Wolfeboro's Historic Lakeside Downtown w/Town Beaches on Lakes Wentworth & Winnipesaukee, Shopping, Restaurants, updated Library & Public Safety complex, as well as our upgraded (& award-winning) Huggins Hospital. Families will also enjoy "The Nick" Recreation Park, the multi-use 12-mile (downtown to Wakefield) Cotton Valley Rail Trail and the 5 well-regarded K-12 Governor Wentworth/Kingswood Schools, (including the Lakes Region Tech Center). While ready for immediate occupancy, most folks will probably want to upgrade the Kitchen sooner rather than later. However both bathrooms, the 2 new rooms on the 3rd floor & the 4-Bedroom Septic System were all completed in last couple of decades. If you are looking for a quality Wolfeboro home with attached out-buildings, a large yard (including a 14x10 Sap House & a 20x12 "3-sided run-in" for the horse/s) and space for Gardening and/or family Farming with an attached Woodlot, this stonewall-bounded property may be for you. (See the 3 Floor PLANS in Documents.)

21 Trask Mountain Rd, Wolfeboro

$325,000

New state approved 4 BR septic design! Views as far as the eye can see. Perched privately atop a well-established subdivision, this rare 3.67-acre lot offers a sweeping, nearly 180-degree panorama rising above miles of rolling New Hampshire hills. A cut-in driveway leads up to a partially cleared, leveled home site, ready for the home you've always imagined, whether a full-time residence or a mountain getaway. The lot backs up to more than 260 acres of protected community open space, offering lasting privacy. The setting is as convenient as it is scenic. You're just a short drive from resident-only beaches on Lake Wentworth and Lake Winnipesaukee, with easy commuter access off Route 16 just under an hour to both the Seacoast and the White Mountains. A rare opportunity to build your future here and enjoy the relaxed pace of New Hampshire living.

5099201 MLS

New state approved 4 BR septic design! Views as far as the eye can see. Perched privately atop a well-established subdivision, this rare 3.67-acre lot offers a sweeping, nearly 180-degree panorama rising above miles of rolling New Hampshire hills. A cut-in driveway leads up to a partially cleared, leveled home site, ready for the home you've always imagined, whether a full-time residence or a mountain getaway. The lot backs up to more than 260 acres of protected community open space, offering lasting privacy. The setting is as convenient as it is scenic. You're just a short drive from resident-only beaches on Lake Wentworth and Lake Winnipesaukee, with easy commuter access off Route 16 just under an hour to both the Seacoast and the White Mountains. A rare opportunity to build your future here and enjoy the relaxed pace of New Hampshire living.

Lot 5 Village Corner, Wolfeboro

$545,000

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

3 Beds ⋅ 2 Baths ⋅ 5099090 MLS

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

5 Robin Acres Dr, Wolfeboro

$1,900,000

**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20-acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional...comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought after communities.

5095872 MLS

**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20-acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional...comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought after communities.

607 N Main St, Wolfeboro

$1,900,000

**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20 acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional...comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought after communities.

3 Beds ⋅ 1 Baths ⋅ 5095867 MLS

**606 North Main Street, Wolfeboro, NH** A rare opportunity to own one of Wolfeboro's historic treasures. This remarkable 20 acre parcel is believed to be one of the original homesteads of the seven founding settlers of Wolfeboro, offering a rich connection to the town's early heritage. The property features an antique farmhouse that is likely best suited for redevelopment, allowing the next owner to create a new vision while honoring the property's historic roots. The land itself is exceptional...comprised of open fields and gently rolling terrain that is ideal for agricultural use, equestrian pursuits, or a potential subdivision opportunity, subject to local approvals. Peaceful and private, yet just minutes from downtown Wolfeboro, Lake Winnipesaukee, shopping, dining, and all the amenities that make "America's Oldest Summer Resort" so desirable, this property presents a truly unique blend of history, natural beauty, and future potential. Whether you're seeking a legacy estate, a farm, or a development opportunity, 606 North Main Street offers endless possibilities in one of New Hampshire's most sought after communities.

607 N Main St, Wolfeboro

$9,800,000

A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

3 Beds ⋅ 1 Baths ⋅ 5095854 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 40± acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of two distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. Across the road, rolling fields and open meadows surround an antique Cape, forming a timeless pastoral landscape rich with character and possibility. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, an equestrian estate, a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, open fields, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 And 607 N Main St, Wolfeboro

$7,900,000

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

5 Beds ⋅ 1 Baths ⋅ 5095851 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

$7,900,000

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

5095838 MLS

A truly rare offering on the shores of Winter Harbor, this remarkable 20 acre property presents a once-in-a-generation opportunity to own one of the most extraordinary waterfront estates in Wolfeboro. Comprised of one distinct 20-acre parcels, the property captures the very essence of lakeside New England living. On the lake side of North Main Street, an antique seasonal cottage overlooks the sparkling waters of Lake Winnipesaukee, where breathtaking sunsets paint the sky above Winter Harbor each evening. Sandy waterfront, sweeping views, and the tranquil setting create an idyllic retreat to enjoy today while envisioning what tomorrow may bring. The existing home offers an opportunity for restoration or redevelopment, while the gently sloping terrain provides exceptional flexibility for future plans, including the potential for walkout lower levels designed to maximize both views and indoor-outdoor living. Whether your vision is a private family compound, or a multigenerational retreat, or a thoughtfully designed development opportunity, the rare combination of substantial acreage, waterfront, and lake views offers possibilities that are nearly impossible to replicate in today's market. This is a property meant to be cherished, shaped by its next steward, and enjoyed for generations to come. Adding to its appeal is the location itself. Welcome to Wolfeboro, often regarded as one of New England's most charming villages. Here, you'll find the perfect balance of peace and privacy while remaining just minutes from the vibrant downtown, with its boutique shops, restaurants, marinas, and year-round community events.

606 N Main St, Wolfeboro

$645,000

Opportunity knocks! Located at 16 Depot St in downtown Wolfeboro, this property is ready for your residential downtown living dreams! While this has most recently been used for offices, single family uses are a permissible use in the C1 zoning district, and residential conversion of this property for residential use is subject to applicable Town of Wolfeboro regulations and inspections. The seller has obtained licensed architectural renderings showing the existing conditions as well as two proposed floor plan designs. One of the options even includes a roof top viewing deck that would overlook downtown Wolfeboro. The property has 4 deeded parking spaces on the property, with potentially room for 5 vehicles. Make an appointment to view this opportunity today! Buyer and Buyer agent are encouraged to verify residential conversion of this property with the town.

3 Beds ⋅ 2 Baths ⋅ 5095502 MLS

Opportunity knocks! Located at 16 Depot St in downtown Wolfeboro, this property is ready for your residential downtown living dreams! While this has most recently been used for offices, single family uses are a permissible use in the C1 zoning district, and residential conversion of this property for residential use is subject to applicable Town of Wolfeboro regulations and inspections. The seller has obtained licensed architectural renderings showing the existing conditions as well as two proposed floor plan designs. One of the options even includes a roof top viewing deck that would overlook downtown Wolfeboro. The property has 4 deeded parking spaces on the property, with potentially room for 5 vehicles. Make an appointment to view this opportunity today! Buyer and Buyer agent are encouraged to verify residential conversion of this property with the town.

16 Depot St, Wolfeboro

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