Single Family Residence at 375 S Main Street, Wolfeboro
Single Family Residence at 375 S Main Street, Wolfeboro, photo 2 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 3 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 4 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 5 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 6 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 7 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 8 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 9 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 10 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 11 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 12 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 13 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 14 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 15 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 16 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 17 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 18 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 19 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 20 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 21 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 22 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 23 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 24 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 25 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 26 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 27 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 28 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 29 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 30 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 31 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 32 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 33 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 34 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 35 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 36 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 37 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 38 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 39 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 40 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 41 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 42 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 43 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 44 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 45 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 46 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 47 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 48 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 49 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 50 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 51 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 52 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 53 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 54 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 55 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 56 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 57 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 58 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 59 of 60
Single Family Residence at 375 S Main Street, Wolfeboro, photo 60 of 60
60 photos

$1,550,000

375 S Main Street
Wolfeboro, NH 03894
Listed by Robert Casoni · KW Coastal and Lakes & Mountains Realty/Wolfeboro
Bedrooms
6
Bathrooms
1.5
Living area
N/A
Year built
1840

About this home

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

Property details

MLS #
5083547
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
119
On market date
N/A
Stories
N/A
Total bathrooms
1.5
Garage spaces
2
Parking spaces
N/A
Lot size
3.22 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Carpenter Elementary School
1.12 mi away · Grades 0-3
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
200
Student:teacher ratio
8.7:1
District
Governor Wentworth Reg School District
Middle
Kingswood Regional Middle School
0.19 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
375
Student:teacher ratio
10.4:1
District
Governor Wentworth Reg School District
High
Kingswood Regional High School
0.12 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
728
Student:teacher ratio
11.6:1
District
Governor Wentworth Reg School District

Walkability

Blended score for Wolfeboro's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

29
Car-dependent
out of 100
EPA National Walkability Index
7.5 / 20 -- Below average walkable
Google Places amenity density
15 / 100
Restaurants & cafes2
Grocery stores0
Parks1
Schools1
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Wolfeboro, from live MLS data.

On the market 119 days -- 22 more days than Wolfeboro's current average of 97 days.
For reference, the median list price across 120 active listings in Wolfeboro right now is $692,450.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$9,484/mo
$310,000 down
$1,240,000 loan
Principal & interest$8,043
Property tax (est.)$1,292
Home insurance (est.)$150

Similar homes you might like

Prime MLS logo

Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is 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 08/11/26.