Listed by Maxfield Real Estate/Wolfeboro · Steve Patriquin · 603-569-3128

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Single Family Residence · Wolfeboro, NH

ActiveFor SalePrice Reduced

244 North Main Street, Wolfeboro, NH

$1,695,000

$1,995,000 · changed Sep 29, 2026

Est. $8,571/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)

Beds
8
Baths
7
Sq Ft
4,723
Built
1768
MLS®
#5084817

Property Description

Here's your chance at a Wolfeboro single-family home: 244 North Main Street, priced at $1,695,000. Expect 8 bedrooms, 7 bathrooms and 4,723 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: a 4.1-acre lot, 1768 construction and roughly $359 per square foot. Scroll on for current photos, the complete spec sheet and this Wolfeboro listing's market context. Browse more homes for sale in Wolfeboro.

Historically significant 1768 Colonial with a huge 4 story Post & Beam Barn set on 4.1 +/- pastoral acres just minutes from Downtown Wolfeboro. THIS IS THE FIRST TIME OFFERED FOR SALE SINCE THE KINGS GRANT OF THE PROPERTY TO THIS FAMILY. The flexible layout of the home offers excellent opportunities for multiple uses - single family home, family compound, multi-generation living, car collector or the equestrian. The 4 story post and beam barn is an architectural site to behold with parking for up to 16 cars , the original cow stanchions are still here and even has a 2 story silo totally contained within the structure - could this be made into a climbing wall feature?? The Main portion of the home on the 1st level contains 2 Parlors with a fireplace, large Diningroom with fireplace and beehive oven, 2 Borning rooms, large fully equipped Kitchen, Familyroom with fireplace and a 1/2 bath. The second level of the main home contains 6 bedrooms and 3 bathrooms. The 3rd floor of the main home contains a bedroom, half bathroom and one of 3 attic storage areas. The 1st floor ell of the home - perfect for an in-law situation - contains a huge Livingroom with fireplace, 2 bedrooms and 2 bathrooms , one with the laundry area and 2 more attic storage areas. The grounds, with Southern exposure and distant views to the Belknap Mountains, contain a large lawn area around the home with ample area for a pool, circular driveway with a parking area for another 10 cars and approximately 3 acres of field should you desire to keep horses. Create your own utopia just minutes up the hill from Downtown Wolfeboro's restaurants, shops, marinas and Huggins Hospital. In the other direction a stroll to Carry Beach on Lake Winnipesaukee.

Location Highlights

244 North Main Street is a single family residence in Wolfeboro, New Hampshire, listed at $1,695,000. That works out to about $359 per square foot, for a home built in 1768. It has been on the market for 7 months.

From here it is 25.5 miles to Downtown Plymouth / Main Street and 28.7 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
8
Total Baths
7
Full Baths
1
SqFt
4,723
Price / SqFt
$358.88
Property Type
Single Family Residence
Year Built
1768
County
NH-Carroll
Town
Wolfeboro, NH
Status
Active
Days on Market
182

Primary Features

County
NH-Carroll
Property Type
Residential
Year Built
1768
Zoning
Residential

Interior Features

Appliances
Down Draft, Electric Cooktop, Dishwasher, Dryer, Double Oven, Refrigerator, Trash Compactor, Washer, Warming Drawer
Basement
Yes
Basement Access Type
Interior
Basement Description
Bulkhead, Concrete, Crawl Space, Full, Sump Pump, Basement Stairs
1/4 Baths
0
3/4 Baths
4
Cooling
None
Electric
Circuit Breakers
Flooring
Hardwood, Softwood, Vinyl
Heating
Baseboard, Hot Water, Steam
Interior Features
3+ Fireplaces, 1st Floor Laundry, Walkup Attic
Rooms - Total
17
SqFt-Approximate Finished Above Grade
4,723
SqFt-Approximate Finished Below Grade
0
SqFt Approximate Total Finished
4,723
SqFt Approximate Total
8,909

Location Information

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

Financial Details

Cable Company
Breezeline
Electric Company
Town of Wolfeboro
Possession
Close Of Escrow
Tax - Gross Amount
$9,658
Tax Year
2025
Taxes TBD
No

Additional

Construction Status
Existing
Construction
Post and Beam, Wood Frame, Vinyl Siding
Covenants
Unknown
Flood Zone
Unknown
Pre-Construction
No
Property Sub Type
Single Family Residence
Seasonal
No
Total Stories
2.5
Surveyed
Yes
Timeshare/Fractional Ownership
No

External Features

Color
White
Driveway
Gravel
Exterior Features
Barn, Patio, Covered Porch
Foundation
Block, Brick/Mortar, Concrete, Fieldstone
Garage
Yes
Garage Capacity
16
Lot Features
Pasture, Mountain View, Sloped, In Town
Lot - Acres
4.1
Lot - SqFt
178,596
Parking
Auto Open, Barn, Detached, Driveway, Garage, Parking Spaces 1 - 10, Storage Above, Unpaved
Road Frontage Type
Paved, Public
Road Frontage
Yes
Road Frontage Length
419
Roof
Asphalt Shingle
Sewer
Public
Utilities
Cable
Water Source
Public

MLS®: PrimeMLS #5084817; Listed by Maxfield Real Estate/Wolfeboro · Steve Patriquin · 603-569-3128

Market Data

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

Active listings in Wolfeboro
77
Average list price
$865,067
Price range
$299,000 – $2,195,000

Mortgage Calculator

Estimate your monthly payment for this home

Loan Term

Estimated Monthly Payment

$9,729/ mo

Principal & Interest
$8,571
Property Tax
$805
Home Insurance
$353

Property tax: this home’s 2025 annual tax bill of $9,658, per PrimeMLS. The rest is an Owl’s Nest Real Estate estimate: insurance at 0.25% of home value/yr and PMI below 20% down. A sale can trigger a reassessment; confirm with the town assessor and your lender.

Around This Property

Schools, everyday places and nearby destinations near 244 North 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 much does 244 North Main Street cost?

244 North Main Street in Wolfeboro, NH is listed for $1,695,000 on PrimeMLS.

That is about $359 per square foot of finished living space.

It came on the market on April 22, 2026.

How many bedrooms and bathrooms does 244 North Main Street have?

244 North Main Street in Wolfeboro, NH has 8 bedrooms and 7 bathrooms (1 full, 4 three-quarter and 2 half) in 4,723 square feet of finished living space.

Does 244 North Main Street have a basement?

Yes. 244 North Main Street in Wolfeboro, NH has a basement with interior access.

The MLS describes it as bulkhead, concrete, crawl space, full, sump pump and basement stairs.

What are the key features of 244 North Main Street?

Inside, the MLS lists these features at 244 North Main Street in Wolfeboro, NH: 3+ fireplaces, 1st floor laundry and walkup attic.

Outside: barn, patio and covered porch.

Flooring: hardwood, softwood and vinyl.

Listed appliances: down draft, electric cooktop, dishwasher, dryer, double oven, refrigerator, trash compactor, washer and warming drawer; confirm which ones convey in the purchase agreement.

What parking does 244 North Main Street have?

The MLS lists no garage at 244 North Main Street in Wolfeboro, NH; parking is off a gravel driveway.

Parking details: auto open, barn, detached, driveway, garage and parking spaces 1 - 10.

What is the view from 244 North Main Street?

Yes. The MLS lists mountain view for 244 North Main Street in Wolfeboro, NH.

What school district is 244 North Main Street in?

The MLS places 244 North 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 244 North Main Street still for sale?

Yes. 244 North Main Street in Wolfeboro, NH is listed as Active on PrimeMLS (MLS #5084817).

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

Which brokerage has 244 North Main Street listed?

244 North Main Street in Wolfeboro, NH is listed by Steve Patriquin 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 type of home is 244 North Main Street?

244 North Main Street in Wolfeboro, NH is a single-family home built in 1768.

The MLS lists its style as Antique, Colonial, with 2.5 stories.

What town is 244 North Main Street in?

244 North Main Street is in Wolfeboro, New Hampshire 03894, in Carroll County.

Location notes from the MLS: in town.

Our Lakes Region guide covers Wolfeboro and the surrounding towns.

What is the lot size of 244 North Main Street?

244 North Main Street in Wolfeboro, NH sits on 4.1 acres, per the MLS.

The lot is described as pasture and sloped.

It has 419 feet of road frontage (paved and public).

Zoning: Residential.

The MLS says the lot has been surveyed.

What are the annual property taxes for 244 North Main Street?

Annual property taxes on 244 North Main Street in Wolfeboro, NH are $9,658 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.

What heating and cooling does 244 North Main Street have?

244 North Main Street in Wolfeboro, NH is heated by baseboard, hot water and steam, per the MLS.

The MLS lists no cooling system.

What are the water and sewer systems at 244 North Main Street?

244 North Main Street in Wolfeboro, NH has public water and public sewer, per the MLS.

MLS details — water: public; sewer: public.

Electric: circuit breakers (Town of Wolfeboro).

Other utilities: cable; cable provider Breezeline.

How does the price of 244 North Main Street compare with other Wolfeboro listings?

At $1,695,000, 244 North Main Street in Wolfeboro, NH is priced above the $877,000 median asking price of the 48 single-family homes for sale in Wolfeboro on PrimeMLS as of November 7, 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 can I see 244 North Main Street in person?

To see 244 North 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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NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

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 11/07/26.