Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni · Cell: 603-454-8074
Single Family Residence · Wolfeboro, NH
375 S Main Street, Wolfeboro, NH
$1,550,000
$1,645,000 · changed Aug 10, 2026
Est. $7,838/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 6
- Baths
- 4
- Sq Ft
- 3,766
- Built
- 1840
- MLS®
- #5083547
Property Description
375 S Main Street brings a single-family home to the Wolfeboro market at $1,550,000. Inside you'll find 6 bedrooms, 4 bathrooms and 3,766 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 3.22-acre lot, garage parking for 2 and 1840 construction. The full photo gallery, live pricing and every MLS detail for 375 S Main Street follow below. Browse more homes for sale in Wolfeboro.
Grand 1840 Historic Colonial, known as "Wellsweep" in days gone by. Beautifully appointed with all contemporary conveniences yet preserved antique charm. Step inside to enjoy vintage luxury, warmth, and elegance. Private 3.2-acre setting abutting the Kingswood Golf Course. The inground pool with large pergola and private back yard porch and patio superbly complements the inviting indoor amenities. A large stately wrap-around porch is waiting for your iced tea and lemonade, so relaxing, just as the one and only Grace Kelly enjoyed right on that very porch, with a view toward the lake, hills and gorgeous sunsets! Even though situated on South Main Street, the experience once you have arrived is very private and secluded. Many substantial upgrades are listed in the Disclosure attachment, including a new 6-bedroom septic system, roof, central air, appliances, etc. totaling over $200,000. Beautiful hardwood floors throughout the first floor, formal front staircase and back servant staircase to the second floor speaks of the elegant past. Primary bedroom and ensuite with double vanity on the second floor in the rear of the house affords peace and quiet also. Detached, oversized garage with heated workshop. Beautifully maintained grounds with stately, mature trees. Minutes to private town, resident only beaches on Lake Winnipesaukee, marinas, fine dining, skiing, and all that Wolfeboro and the Lakes Region has to offer. OPEN HOUSE SAT 5/23 11:00 am to 2:00 PM
Location Highlights
375 S Main Street is a single family residence in Wolfeboro, New Hampshire, listed at $1,550,000. That works out to about $412 per square foot, for a home built in 1840. It has been on the market for 7 months.
From here it is 27.6 miles to Downtown Plymouth / Main Street and 30.8 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.
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
- 4
- Full Baths
- 1
- SqFt
- 3,766
- Price / SqFt
- $411.58
- Property Type
- Single Family Residence
- Year Built
- 1840
- County
- NH-Carroll
- Town
- Wolfeboro, NH
- Status
- Active
- Days on Market
- 197
Primary Features
- County
- NH-Carroll
- Property Type
- Residential
- Year Built
- 1840
- Zoning
- SOUTH CENTRAL IMPR
Interior Features
- Appliances
- Dishwasher, Electric Stove, Water Heater off Boiler, Washer, Dryer
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Concrete Floor, Exterior Stairs, Sump Pump
- 1/4 Baths
- 0
- 3/4 Baths
- 2
- Cooling
- Central Air
- Electric
- 200+ Amp Service
- Flooring
- Hardwood, Tile, Wood
- Heating
- Boiler, Hot Water, Baseboard
- Interior Features
- Dining Area, 2 Fireplaces, Primary BR w/ BA, Window Treatment
- Rooms - Total
- 15
- SqFt-Approximate Finished Above Grade
- 3,766
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 3,766
- SqFt Approximate Total
- 5,510
Financial Details
- Tax - Gross Amount
- $9,085
- Tax Year
- 2025
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Clapboard, Wood Frame
- Covenants
- No
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- 3
- Surveyed
- Yes
- Timeshare/Fractional Ownership
- No
External Features
- Color
- White
- Driveway
- Paved
- Exterior Features
- Partial Fence, Outbuilding, In-Ground Pool, Porch, Covered Porch
- Foundation
- Brick/Mortar, Concrete, Granite
- Garage
- Yes
- Garage Capacity
- 2
- Lot Features
- Level, Abuts Golf Course, Near Country Club, Near Hospital, Near School(s)
- Lot - Acres
- 3.22
- Lot - SqFt
- 140,263
- Parking
- Auto Open, Paved
- Road Frontage Type
- Paved, Public
- Road Frontage
- Yes
- Road Frontage Length
- 308
- Roof
- Asphalt Shingle
- Sewer
- Concrete, Leach Field, Private
- Utilities
- Cable
- Water Source
- Public
MLS®: PrimeMLS #5083547; Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Robert Casoni · Cell: 603-454-8074
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Wolfeboro
- 76
- Average list price
- $865,067
- Price range
- $299,000 – $2,195,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$8,918/ mo
- Principal & Interest
- $7,838
- Property Tax
- $757
- Home Insurance
- $323
Property tax: this home’s 2025 annual tax bill of $9,085, 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 375 S Main Street, Wolfeboro, NH
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How big is 375 S Main Street?
375 S Main Street in Wolfeboro, NH has 6 bedrooms and 4 bathrooms (1 full, 2 three-quarter and 1 half) in 3,766 square feet of finished living space.
What is the asking price of 375 S Main Street?
375 S Main Street in Wolfeboro, NH is listed for $1,550,000 on PrimeMLS.
That is about $412 per square foot of finished living space.
It came on the market on April 15, 2026.
What features does 375 S Main Street have?
Inside, the MLS lists these features at 375 S Main Street in Wolfeboro, NH: dining area, 2 fireplaces, primary BR w/ BA and window treatment.
Outside: partial fence, outbuilding, in-ground pool, porch and covered porch.
Flooring: hardwood, tile and wood.
Listed appliances: dishwasher, electric stove, water heater off boiler, washer and dryer; confirm which ones convey in the purchase agreement.
Does 375 S Main Street have a garage?
375 S Main Street in Wolfeboro, NH has a 2-car garage and a paved driveway.
Parking details: auto open and paved.
Is 375 S Main Street still available?
Yes. 375 S Main Street in Wolfeboro, NH is listed as Active on PrimeMLS (MLS #5083547).
Status can change quickly; contact us to confirm availability before you visit.
Who is the listing agent for 375 S Main Street?
375 S Main Street in Wolfeboro, NH is listed by Robert Casoni of KW Coastal and Lakes & Mountains Realty/Wolfeboro (603-610-8500).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What kind of property is 375 S Main Street?
375 S Main Street in Wolfeboro, NH is a single-family home built in 1840.
The MLS lists its style as Colonial, with three stories.
Where is 375 S Main Street located?
375 S Main Street is in Wolfeboro, New Hampshire 03894, in Carroll County.
Location notes from the MLS: abuts golf course, near country club, near hospital and near school(s).
Our Lakes Region guide covers Wolfeboro and the surrounding towns.
How much land comes with 375 S Main Street?
375 S Main Street in Wolfeboro, NH sits on 3.22 acres, per the MLS.
The lot is described as level.
It has 308 feet of road frontage (paved and public).
Zoning: SOUTH CENTRAL IMPR.
The MLS says the lot has been surveyed.
The MLS lists it as outside a flood zone.
How much are the property taxes on 375 S Main Street?
Annual property taxes on 375 S Main Street in Wolfeboro, NH are $9,085 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 375 S Main Street heated?
375 S Main Street in Wolfeboro, NH is heated by boiler, hot water and baseboard, per the MLS.
Cooling: central air.
Does 375 S Main Street have town water and sewer?
375 S Main Street in Wolfeboro, NH has public water and a private septic system, per the MLS.
MLS details — water: public; sewer: concrete, leach field and private.
Electric: 200+ amp service.
Other utilities: cable.
Plan a water test and septic inspection during your inspection period.
Is there a basement at 375 S Main Street?
Yes. 375 S Main Street in Wolfeboro, NH has a basement with interior access.
The MLS describes it as concrete floor, exterior stairs and sump pump.
How does the price of 375 S Main Street compare with other Wolfeboro listings?
At $1,550,000, 375 S Main Street in Wolfeboro, NH is priced above the $875,000 median asking price of the 47 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 do I schedule a showing of 375 S Main Street?
To see 375 S 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.