- 3 beds
- 3 baths
- 3,808 sqft
- 10,890 sqft lot
- $196 per sqft
- 1870 build
- – on site
One of Wolfeboro’s most distinctive buildings sits proudly on South Main Street, right in the heart of town. Under the same ownership for nearly a century, this 1870 octagonal landmark—one of only five in New Hampshire—is now ready for its next chapter: a bold and beautiful residential transformation. Ideally located between Brewster Academy and Huggins Hospital and just a short stroll to Lake Winnipesaukee and downtown shops, this corner-lot gem blends walkable convenience with architectural character that can’t be replicated. Currently zoned commercial, the property allows for a variety of residential uses with appropriate approvals—single-family, duplex, multi-family, ADU, B&B, in-home daycare, dormitory, or even a private museum. With both interior and exterior access to the second floor—including a separate entrance via exterior staircase—it’s easy to envision two distinct living spaces for multigenerational use or long-/short-term rental income. The first floor was renovated in 2019 with bright, open spaces, while the upper level retains its original charm and awaits your vision. Outside, enjoy mature trees, ample parking, and endless potential. 217 South Main isn’t just a home—it’s a legacy waiting to be lived in.
Last checked:
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Last updated Jul 17, 2025
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MLS# 5052129 —
Upcoming Open Houses
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Saturday, 7/19
11am-1pm
The Building
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Year Built:1870
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Pre-Construction:No
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Construction Status:Existing
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Construction Materials:Foam Insulation, Wood Frame, Vinyl Siding
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Architectural Style:Multi-Level, Octagon
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Roof:Metal, Asphalt Shingle
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Total Stories:2
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Approx SqFt Total:5377
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Approx SqFt Total Finished:3,808 Sqft
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Approx SqFt Finished Above Grade:3,808 Sqft
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Approx SqFt Finished Below Grade:0 Sqft
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Approx SqFt Unfinished Above Grade Source:Estimated
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Approx SqFt Unfinished Below Grade:1569
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Approx SqFt Finished Building Source:Estimated
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Approx SqFt Unfinished Building Source:Estimated
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Approx SqFt Finished Above Grade Source:Estimated
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Foundation Details:Brick, Concrete, Stone
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Accessibility Features:Grab Bars in Bathroom, Low Pile Carpet, Paved Parking
Interior
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Total Rooms:17
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Basement:Yes
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Basement Description:Crawl Space, Dirt Floor, Insulated, Interior Stairs, Interior Access, Basement Stairs
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Basement Access Type:Interior
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Room 1 Level:1
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Room 2 Level:1
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Room 3 Level:1
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Room 4 Level:1
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Room 5 Level:1
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Room 6 Level:1
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Room 7 Level:1
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Room 8 Level:1
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Room 9 Level:1
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Room 10 Level:2
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Room 11 Level:2
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Room 12 Level:2
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Room 13 Level:2
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Room 14 Level:2
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Room 15 Level:2
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Room 16 Level:2
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Room 17 Level:Basement
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Room 1 Type:Foyer
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Room 2 Type:Great Room
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Room 5 Type:Other
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Room 7 Type:Library
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Room 8 Type:Office/Study
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Room 9 Type:Bathroom Half
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Room 10 Type:Great Room
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Room 4 Type:Other
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Room 3 Type:Great Room
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Room 6 Type:Bathroom Half
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Room 11 Type:Bonus Room
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Room 12 Type:Bathroom Half
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Room 14 Type:Bedroom
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Room 13 Type:Utility Room
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Room 15 Type:Bedroom
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Room 16 Type:Bedroom
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Room 17 Type:Utility Room
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Rooms Level 1:Level 1: 1/2 Bathroom, Level 1: Foyer, Level 1: Great Room, Level 1: Library, Level 1: Office/Study, Level 1: Other
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Rooms: Level 2Level 2: Bedroom, Level 2: Bonus Room, Level 2: 1/2 Bathroom, Level 2: Great Room, Level 2: Utility Room
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Rooms Level B:Level B: Utility Room
Room Dimensions
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Room 1 Dimensions:5 Sqft
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Room 2 Dimensions:20 Sqft
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Room 3 Dimensions:31 Sqft
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Room 4 Dimensions:7 Sqft
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Room 5 Dimensions:6 Sqft
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Room 7 Dimensions:21 Sqft
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Room 6 Dimensions:5 Sqft
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Room 8 Dimensions:8 Sqft
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Room 9 Dimensions:5 Sqft
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Room 10 Dimensions:27 Sqft
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Room 11 Dimensions:11 Sqft
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Room 12 Dimensions:5 Sqft
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Room 13 Dimensions:6 Sqft
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Room 14 Dimensions:10 Sqft
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Room 15 Dimensions:12 Sqft
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Room 16 Dimensions:10'11" x 15'3"
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Room 17 Dimensions:29'4" x 53'
Location
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Directions:From the center of downtown Wolfeboro, head south (towards Huggins Hospital) for about one half mile. The property is on your right on the corner of Green Street and South Main Street. Turn right onto Green Street and then left into the parking lot. The front entrance faces Green Street.
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Map:218
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Latitude:43.581663000001001
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Longitude:-71.203378999999998
The Property
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Property Type:Single Family
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Property Class:Residential
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Seasonal:No
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Lot:164
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Lot Features:Beach Access, Corner, Lake Access, Major Road Frontage, Sidewalks, Near Shopping, Near Hospital, Near School(s)
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Lot SqFt:10,890 Sqft
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Lot Acres:0 Sqft
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Zoning:Commercial/Industrial
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Driveway:Paved
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Road Frontage:Yes
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Road Frontage Length:248 Sqft
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Waterview:No
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Waterfront:No
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Water Body Name:Lake Winnipesaukee
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Water Body Type:Lake
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Water Access Details:Beach Access, Indirect, Not Adjoining, Municipal Residents Only
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Water Body Access:Yes
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Exterior Features:Partial Fence, Natural Shade, Beach Access
Listing Agent
- Contact info:
- Office phone:
- (603) 569-3128
Taxes
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Tax Year:2025
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Taxes TBD:Yes
Beds
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Total Bedrooms:3
Baths
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Total Baths:3
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Half Baths:3
The Listing
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Unbranded Tour URL:
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Price Per SqFt:196.93
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Foreclosed/Bank-Owned/REO:No
Heating & Cooling
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Heating:Oil, Baseboard, Hot Water
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Cooling:Wall AC Units, Whole House Fan
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Fuel Company:Eastern Propane & Oil
Utilities
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Utilities:Telephone at Site
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Sewer:Public
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Electric:100 Amp Service, Circuit Breaker(s)
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Water Source:Public
Schools
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Elementary School:Carpenter Elementary
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Middle Or Junior School:Kingswood Regional Middle Sch
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High School:Kingswood Regional High School
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School District:Governor Wentworth Regional
The Community
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Covenants:No
Parking
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Parking Features:Parking Spaces 11 - 20
Monthly cost estimate

Asking price
$749,900
Expense | Monthly cost |
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Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$4,015
|
Taxes | N/A |
Insurance | $206 |
Utilities | $623 See report |
Total | $4,844/mo.* |
*This is an estimate |
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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7/17/25
Jul 17, 2025
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Listed / Active | PRIME_MLS | $749,900 |