375 S Main Street, Wolfeboro, NH 03894
Property image
Property image
FOR SALE
3D VIEW
3.22 ACRES
Listed by Robert Casoni, KW Coastal and Lakes & Mountains Realty/Wolfeboro, (603) 454-8074

$1,550,000

Original price: $1,645,000
  • 6 Beds
  • 3.5 Baths
  • 3,766 sqft (on 3.22 acres)

375 S Main Street, Wolfeboro, NH 03894

Est. Mortgage $9,437/mo*
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Home Highlights

Single-Family Home
Built in 1840
3.22 acre lot
$412/sqft
Garage

Local Information

  • Map ViewExplore the area around 375 S Main Street.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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

Home Details for 375 S Main Street

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Concrete Floor,Exterior Stairs,Sump Pump,Interior EntryNumber of Rooms: 15
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3766 Square Feet
Appliances & Utilities
Utilities: CableAppliances: Dishwasher, Dryer, Washer, Electric Stove, Water Heater off BoilerDishwasherDryerWasher
Heating & Cooling
Heating: Baseboard,Hot Water,BoilerHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: 2 FireplacesHas a Fireplace
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Hardwood, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: 3Floors: Hardwood, Tile, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Porch, Covered PorchFencing: PartialOther Structures: OutbuildingFoundation: Brick, Concrete, GraniteHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Paved,Auto Open
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicRoad Surface Type: Paved
Water & Sewer
Sewer: Concrete, Leach Field, Private Sewer
Farm & Range
Frontage Length: Road frontage: 308
Finished Area
Finished Area (above surface): 3766 Square Feet

Days on Market

Days on Market: 148

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction

Price & Status

Price
List Price: $1,550,000Price Per Sqft: $412

Media

Location

Direction & Address
City: Wolfeboro

Agent Information

Listing Agent
Listing ID: 5083547

Building

Building Area
Building Area: 5510 Square Feet

Lot Information

Lot Area: 3.22 Acres

Miscellaneous

BasementMls Number: 5083547Attribution Contact: Cell: 603-454-8074Above Grade Unfinished Area: 3766Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1744Below Grade Unfinished Area Source: AssessorBelow Grade Unfinished Area Units: Square Feet

Around this home

What Locals Say about Wolfeboro

At least 21 Trulia users voted on each feature.

  • 95 % Say yards are well-kept

  • 95 % Say people would walk alone at night

  • 87 % Say it's dog friendly

  • 86 % Say car is needed

  • 81 % Say there's wildlife

  • 80 % Say parking is easy

  • 77 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say there are community events

  • 68 % Say kids play outside

  • 65 % Say neighbors are friendly

  • 62 % Say it's walkable to grocery stores

  • 62 % Say it's quiet

  • 48 % Say streets are well-lit

  • 46 % Say it's walkable to restaurants

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Northern traveler
    "Plenty of town activities throughout the year! close to Lake Winnipesaukee. There are several good restaurants to choose from and welcoming hosts. Highly recommend!"
    0
    Flag
  • amriiesq
    "We built a water vacation home here 15 years ago and it is a wonderful four season home in an upscale NH community with private school, nearby colleges, shopping good but a hike, great outdoor and recreational area. Kings Pine Road a cathedral of solace and peace with interesting educated people doing interesting things"
    15
    Flag
  • W_hester
    "Fun place, many things to do. Love Albee beach"
    0
    Flag
  • Wendy M.
    "I live and work in Wolfeboro, it is designated as the "Oldest Summer Resort In America" and truly is central to maby wonderful places."
    0
    Flag

Market trends in Wolfeboro

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
65
15MoM

Home Value

Trulia Estimate
$1.49M
Since last month
Decreased$55K (-3.6%)
Since last year
Increased$531K (+55.5%)
Since last sale
Increased$932K (+168.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +220% in the last 10 years
MonthEstimated value
2026
September 2026$1.49M
August 2026$1.46M
July 2026$1.54M
June 2026$1.56M
May 2026$1.56M
April 2026$1.59M
March 2026$1.03M
February 2026$977K
January 2026$960K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Anagance Lane, Wolfeboro, NH
0.27
Single-Family Home
$552,000
08/11/26
3
1.5
2,170
7 Edgewood Terrace, Wolfeboro, NH
0.15
Single-Family Home
$665,000
11/12/25
3
2
1,820
7 Old Mill Drive, Wolfeboro, NH
0.42
Single-Family Home
$648,000
06/18/26
4
2
2,110
460 S Main Street, Wolfeboro, NH
0.38
Single-Family Home
$455,000
05/04/26
2
1.5
1,398
10 Eagle Trace, Wolfeboro, NH
0.66
Single-Family Home
$930,000
10/01/25
4
3.5
3,445
55 Pleasant Valley Road, Wolfeboro, NH
0.52
Single-Family Home
$495,000
10/31/25
2
2
1,348
21 Goodrich Road, Wolfeboro, NH
0.58
Single-Family Home
$684,500
04/01/26
3
2.5
2,548
14 Eagle Trace, Wolfeboro, NH
0.65
Single-Family Home
$865,000
10/17/25
3
2.5
2,448
38 Pleasant Valley Road, Wolfeboro, NH
0.44
Single-Family Home
$400,000
10/30/25
3
2
1,196

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
397 S. Main Street, Wolfeboro, NH 03894
0.10
$831,500
5
3.5
3,732
Off Market
7 Edgewood Terrace, Wolfeboro, NH 03894
0.15
$665,000
3
2
1,820
Recently Sold
328 South Main Street, Wolfeboro, NH 03894
0.22
$490,200
3
2
1,188
Off Market
427 S Main Street, Wolfeboro, NH 03894
0.25
$343,300
3
1
1,412
Off Market
4 Anagance Lane, Wolfeboro, NH 03894
0.27
$552,000
3
1.5
2,170
Recently Sold
92 Canopache Road, Wolfeboro, NH 03894
0.39
$1,475,000
3
2.5
1,300
Recently Sold
32 Coves End Road #9, Wolfeboro, NH 03894
0.37
$367,900
1
1
423
Off Market
460 S Main Street, Wolfeboro, NH 03894
0.38
$455,000
2
1.5
1,398
Recently Sold
14 Anagance Lane, Wolfeboro, NH 03894
0.39
$433,600
2
1
816
Off Market
10 Old Mill Drive, Wolfeboro, NH 03894
0.40
$749,900
4
2
3,557
For Sale
7 Old Mill Drive, Wolfeboro, NH 03894
0.42
$648,000
4
2
2,110
Recently Sold

Price and Tax history

DateEventPrice
Aug 11, 2026
Source: PrimeMLS #5083547
PriceChange
$1,550,000
Price decreased by 6%
Jun 23, 2026
Source: PrimeMLS #5083547
PriceChange
$1,645,000
Price decreased by 0%
Apr 15, 2026
Source: PrimeMLS #5083547
Listed For Sale
$1,650,000
May 30, 2019
Source: PrimeMLS #4732421
Sold
$554,250
Jan 17, 2019
Source: Agent Provided
PriceChange
$599,000
Price decreased by 4%

LGBTQ Local Legal Protections

Robert Casoni, KW Coastal and Lakes & Mountains Realty/Wolfeboro, Cell: 603-454-8074
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-09-10 14:13:46 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.

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Frequently asked questions about 375 S Main Street

  • What is the estimated monthly payment for 375 S Main Street?
    Based on a $1,550,000 list price with 20% down at today's rates, the estimated monthly payment for 375 S Main Street in Wolfeboro, NH is approximately $9,826 (about $8,382 principal & interest, $1,369 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Wolfeboro?
    Residents describe Wolfeboro, NH as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See homes for sale in Wolfeboro, NH.
  • What are the closest schools to 375 S Main Street?
    The closest schools to 375 S Main Street in Wolfeboro, NH are Carpenter Elementary School (rated 6/10), Crescent Lake School (Elementary, rated 6/10), Kingswood Regional High School (rated 7/10).
  • What is 375 S Main Street estimated to be worth?
    Trulia's estimated value for 375 S Main Street in Wolfeboro, NH is $1,486,700.
  • Does 375 S Main Street have air conditioning?
    Yes, 375 S Main Street in Wolfeboro, NH has air conditioning.
  • Does 375 S Main Street have a pool?
    Yes, 375 S Main Street in Wolfeboro, NH has a pool.
375 S Main Street, Wolfeboro, NH 03894 is a 6 bedroom, 4 bathroom, 3,766 sqft single-family home built in 1840. This property is currently available for sale and was listed by PrimeMLS on Apr 15, 2026. The MLS # for this home is MLS# 5083547.