Listed by Maxfield Real Estate/Wolfeboro · Jon Parker · 603-569-3128

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Single Family Residence · Wolfeboro, NH

ActiveFor Sale

69 South Main Street, Wolfeboro, NH

$3,950,000

Est. $19,973/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)

Beds
6
Baths
3
Sq Ft
3,665
Built
1938
MLS®
#5103036

Property Description

69 South Main Street sits in Wolfeboro, New Hampshire — a single-family home offering 6 bedrooms, 3 bathrooms and 3,665 square feet of living space. The asking price is $3,950,000. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries a 0.93-acre lot, garage parking for 8 and 1938 construction. See the listing's full details below, and reach out for a private showing of 69 South Main Street. Browse more homes for sale in Wolfeboro.

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

Location Highlights

69 South Main Street is a single family residence in Wolfeboro, New Hampshire, listed at $3,950,000. That works out to about $1,078 per square foot, for a home built in 1938. It has been on the market for 3 months.

From here it is 26.5 miles to Downtown Plymouth / Main Street and 29.6 miles to Owl's Nest Resort. At this latitude, Wolfeboro averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools in the Governor Wentworth Regional: Carpenter Elementary (Elementary), Kingswood Regional Middle (Middle), KingswoodR (High). Always confirm zoning with the district office.

Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.

Property Details

Essentials & finishes

Bedrooms
6
Total Baths
3
Full Baths
2
SqFt
3,665
Price / SqFt
$1077.76
Property Type
Single Family Residence
Year Built
1938
County
NH-Carroll
Town
Wolfeboro, NH
Status
Active
Days on Market
92

Primary Features

County
NH-Carroll
Property Type
Residential
Year Built
1938
Zoning
WINNIP

Interior Features

Appliances
Dishwasher, Dryer, Refrigerator, Electric Stove, Washer
Basement
Yes
Basement Access Type
Interior
Basement Description
Unfinished, Walk-Out Access
1/4 Baths
0
3/4 Baths
1
Cooling
Mini Split
Electric
220 Volts, Circuit Breakers
Flooring
Wood
Heating
Electric, Hot Water
Rooms - Total
12
SqFt-Approximate Finished Above Grade
3,665
SqFt-Approximate Finished Below Grade
0
SqFt Approximate Total Finished
3,665
SqFt Approximate Total
5,271

Location Information

School - District
Governor Wentworth Regional
School - Elementary
Carpenter Elementary
School - High
KingswoodR
School - Middle/Jr
Kingswood Regional Middle

Financial Details

Tax - Gross Amount
$29,268
Tax Year
2025
Taxes TBD
No

Additional

Construction Status
Existing
Construction
Wood Frame, Vinyl Siding
Covenants
No
Flood Zone
Unknown
Pre-Construction
No
Property Sub Type
Single Family Residence
Seasonal
No
Total Stories
1.75
Surveyed
Yes
Timeshare/Fractional Ownership
No
Water Access Details
Deep Water Access, Directly Adjoining, Dock Access

External Features

Color
White
Driveway
Paved
Exterior Features
Boat Slip, Dry Dock, Dock
Foundation
Concrete
Garage
Yes
Garage Capacity
8
Lot Features
Sidewalks, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Near Hospital, Near School(s)
Lot - Acres
0.93
Lot - SqFt
40,511
Parking
Garage
Road Frontage Type
Paved, Public
Road Frontage
Yes
Road Frontage Length
100
Roof
Architectural Shingle
Sewer
Public
Utilities
Cable Available
Water Source
Public
Water Body Type
Lake

MLS®: PrimeMLS #5103036; Listed by Maxfield Real Estate/Wolfeboro · Jon Parker · 603-569-3128

Property History

Estimated annual taxes for this property

2024
$67,150
2023
$65,471
2022
$63,793

Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.

Market Data

Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town

Active listings in Wolfeboro
75
Average list price
$564,233
Price range
$170,000 – $1,685,000

Mortgage Calculator

Estimate your monthly payment for this home

Loan Term

Estimated Monthly Payment

$26,392/ mo

Principal & Interest
$19,973
Property Tax
$5,596
Home Insurance
$823

Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Around This Property

Schools, everyday places and nearby destinations near 69 South Main Street, Wolfeboro, NH

Assigned Schools

Elementary
Carpenter Elementary
Middle
Kingswood Regional Middle
High School
KingswoodR
District
Governor Wentworth Regional

Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.

Questions About This Listing

How big is 69 South Main Street?

69 South Main Street in Wolfeboro, NH has 6 bedrooms and 3 bathrooms (2 full and 1 three-quarter) in 3,665 square feet of finished living space.

What is the asking price of 69 South Main Street?

69 South Main Street in Wolfeboro, NH is listed for $3,950,000 on PrimeMLS.

That is about $1,078 per square foot of finished living space.

It came on the market on August 3, 2026.

Where is 69 South Main Street located?

69 South Main Street is in Wolfeboro, New Hampshire 03894, in Carroll County.

Location notes from the MLS: sidewalks, in town, near golf course, near shopping, near skiing and near snowmobile trails.

Our Lakes Region guide covers Wolfeboro and the surrounding towns.

How much land comes with 69 South Main Street?

69 South Main Street in Wolfeboro, NH sits on 0.93 acres, per the MLS.

It has 100 feet of road frontage (paved and public).

Zoning: WINNIP.

The MLS says the lot has been surveyed.

How much are the property taxes on 69 South Main Street?

Annual property taxes on 69 South Main Street in Wolfeboro, NH are $29,268 for the 2025 tax year, per the MLS.

New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Wolfeboro assessing office.

How is 69 South Main Street heated?

69 South Main Street in Wolfeboro, NH is heated by electric and hot water, per the MLS.

Cooling: mini split.

Does 69 South Main Street have town water and sewer?

69 South Main Street in Wolfeboro, NH has public water and public sewer, per the MLS.

MLS details — water: public; sewer: public.

Electric: 220 volts and circuit breakers.

Other utilities: cable available.

Is there a basement at 69 South Main Street?

Yes. 69 South Main Street in Wolfeboro, NH has a basement with interior access.

The MLS describes it as unfinished and walk-out access.

What features does 69 South Main Street have?

Outside, the MLS lists these features at 69 South Main Street in Wolfeboro, NH: boat slip, dry dock and dock.

Flooring: wood.

Listed appliances: dishwasher, dryer, refrigerator, electric stove and washer; confirm which ones convey in the purchase agreement.

Does 69 South Main Street have a garage?

69 South Main Street in Wolfeboro, NH has a 8-car garage and a paved driveway.

Parking details: garage.

Is 69 South Main Street on the water?

Yes. The MLS lists 69 South Main Street in Wolfeboro, NH as a waterfront property on a lake.

Water access: deep water access, directly adjoining and dock access.

The MLS lists a dry dock and dock.

Confirm frontage, shoreland rules and any dock or beach rights during due diligence.

What schools serve 69 South Main Street?

The MLS places 69 South Main Street in Wolfeboro, NH in the Governor Wentworth Regional school district.

Listed schools: Carpenter Elementary (elementary), Kingswood Regional Middle (middle) and KingswoodR (high).

School assignments can change; confirm with the district.

Is 69 South Main Street still available?

Yes. 69 South Main Street in Wolfeboro, NH is listed as Active on PrimeMLS (MLS #5103036).

Status can change quickly; contact us to confirm availability before you visit.

Who is the listing agent for 69 South Main Street?

69 South Main Street in Wolfeboro, NH is listed by Jon Parker of Maxfield Real Estate/Wolfeboro (603-569-3128).

Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.

What kind of property is 69 South Main Street?

69 South Main Street in Wolfeboro, NH is a single-family home built in 1938.

The MLS lists its style as Colonial, with 1.75 stories.

How does the price of 69 South Main Street compare with other Wolfeboro listings?

At $3,950,000, 69 South Main Street in Wolfeboro, NH is priced above the $879,000 median asking price of the 45 single-family homes for sale in Wolfeboro on PrimeMLS as of November 3, 2026 (this listing included).

That figure is Owl's Nest Real Estate's analysis of active listings, and asking prices are not sale prices — ask us for recent comparable sales before you make an offer.

How do I schedule a showing of 69 South Main Street?

To see 69 South Main Street in Wolfeboro, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.

We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.

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This listing data is intended for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 11/03/26.