2 Pleasant Street, Wolfeboro, NH 03894
Property image
Property image
OFF MARKET
Listed by Lisa Small, EXP Realty, (888) 398-7062 . Bought with KW Coastal and Lakes & Mountains Realty/Wolfeboro

$802,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,103 sqft (on 0.33 acres)

2 Pleasant Street, Wolfeboro, NH 03894

Est. Refi. Payment $5,142/mo*
Refinance Your Home
Currently Off Market - Sold Sep 5, 2025 for $773,000

Home Value

Trulia Estimate
$803K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$29K (+3.7%)
Since last sale
Increased$30K (+3.8%)
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 +246% in the last 10 years
MonthEstimated value
2026
September 2026$803K
August 2026$806K
July 2026$813K
June 2026$801K
May 2026$801K
April 2026$801K
March 2026$790K
February 2026$806K
January 2026$795K
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
0.44
Single-Family Home
$395,000
01/30/26
3
2
2,049
0.44
Single-Family Home
$525,000
06/11/26
3
2
1,417
0.24
Single-Family Home
$775,000
09/16/26
5
2.5
2,981
0.30
Single-Family Home
$874,200
07/24/26
3
2.5
2,334
0.68
Single-Family Home
$599,000
08/31/26
3
2
1,540
0.60
Single-Family Home
$475,000
10/27/25
3
1.5
1,536
0.88
Single-Family Home
$684,500
04/01/26
3
2.5
2,548
0.87
Single-Family Home
$467,000
12/05/25
3
2
1,554
0.90
Single-Family Home
$748,000
09/30/25
3
2.5
2,342

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
0.06
$390,900
1
1
720
Off Market
0.09
$636,500
2
2
936
Recently Sold
0.06
$604,800
3
2
1,300
Off Market
0.10
$954,200
3
3.5
2,816
Off Market
0.14
$3,033,100
4
2
1,900
Off Market
0.12
$899,000
4
1.5
2,931
Off Market
0.15
$569,800
1
1
713
Off Market
0.14
$492,600
2
2.5
2,682
Off Market
0.14
$1,958,000
3
4.5
4,250
Off Market
0.16
$1,415,900
6
4
4,650
Off Market
0.18
$470,400
1
1
699
Off Market

Local Information

  • Map ViewExplore the area around 2 Pleasant Street.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.33 acre lot
2,103 sqft
$382/sqft
Garage

About this House

What's unique:Hardwood floorsReplacement windowsCovered side porchOversized windowsSs appliancesTree-lined streets
New Englander located on one of the nicest, tree-lined streets in Wolfeboro. One block from North Main Street, behind the Wolfeboro Inn. Walking distance to restaurants, shopping, and all Wolfeboro has to offer. Seasonal views of Lake Winnipesaukee across the street. Lovely covered side porch replaced a few years ago. Huge 24x28 family room with oversized windows designed to take advantage of the views. Eat-in kitchen w/ granite counters and SS appliances. Formal living room and dining room, hardwood floors, 3 bedrooms, 2 full baths. Replacement windows. Original woodwork. Walk-up attic for future expansion. 2 car garage under. Some TLC and this will shine. Location, location, location.
2 Pleasant Street, Wolfeboro, NH 03894 is a 3 bedroom, 2 bathroom, 2,103 sqft single-family home built in 1900. It last sold for $773,000 on Sep 5, 2025 (14% above the $679,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $802,500, with a rent estimate of $2,852/month.

Home Details for 2 Pleasant Street

Interior Features

Interior Details
Basement: Concrete Floor,Interior Stairs,Unfinished,Walkout,Interior Access,Exterior Entry,Basement Stairs,Walk-Out AccessNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2103 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Electric Cooktop, Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Water Heater off BoilerDishwasherDryerLaundry: 1st Floor LaundryRefrigeratorWasher
Heating & Cooling
Heating: Oil,SteamHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Oil
Fireplace & Spa
Fireplace: Wood Stove Hook-up
Gas & Electric
Electric: Fuses
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: Ceramic Tile, Combination, Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 1st Floor Full Bathroom, Bathroom w/Step-in Shower, Hard Surface Flooring, Paved Parking, 1st Floor LaundryFloors: Ceramic Tile, Combination, Hardwood, Wood
View
Has a ViewView: Water, Lake, Mountain(s)

Exterior Features

Exterior Home Features
Roof: FiberglassPatio / Porch: PorchExterior: Boat LaunchFoundation: Concrete, Poured Concrete
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 5Parking: Paved,Parking Spaces 5
Frontage
Waterfront: Beach AccessRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Lake Winnipesaukee
Farm & Range
Frontage Length: Road frontage: 283
Finished Area
Finished Area (above surface): 2103 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander
Building
Construction Materials: Aluminum SidingNot a New Construction

Price & Status

Price
List Price: $679,900

Active Status

MLS Status: Closed

Location

Direction & Address
City: Wolfeboro
School Information
Elementary School: Carpenter ElementaryElementary School District: Governor Wentworth RegionalJr High / Middle School: Kingswood Regional Middle SchJr High / Middle School District: Governor Wentworth RegionalHigh School: Kingswood Regional High SchoolHigh School District: Governor Wentworth Regional

Building

Building Area
Building Area: 3495 Square Feet

Lot Information

Lot Area: 0.33 acres

Miscellaneous

BasementMls Number: 5050041Attic: Walk-upWater ViewWater View: Water, LakeAttribution Contact: Cell: 978-549-4981Above Grade Unfinished Area: 2103Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 696Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Sep 5, 2025
Source: PrimeMLS #5050041
Sold
$773,000
Jul 23, 2025
Source: PrimeMLS #5050041
Contingent
$679,900
Jul 5, 2025
Source: PrimeMLS #5050041
Listed For Sale
$679,900
Dec 17, 1999
Source: N/A
Sold
$202,500

Market trends in Wolfeboro

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
5
MoM

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!"
  • 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"
  • W_hester
    "Fun place, many things to do. Love Albee beach"
  • 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."

LGBTQ Local Legal Protections

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 2026-09-24 14:05:48 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.

Frequently asked questions about 2 Pleasant Street

  • What is 2 Pleasant Street estimated to be worth?
    Trulia's estimated value for 2 Pleasant Street in Wolfeboro, NH is $802,500.
  • What is the price history for 2 Pleasant Street?
    2 Pleasant Street in Wolfeboro, NH last sold for $773,000 in September 2025.
  • Is Wolfeboro a buyer's or seller's market?
    Wolfeboro is currently a balanced market, based on recent for-sale activity.
  • 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 recently sold homes in Wolfeboro, NH.
  • Does 2 Pleasant Street have air conditioning?
    Yes, 2 Pleasant Street in Wolfeboro, NH has air conditioning.
  • Does 2 Pleasant Street have laundry facilities?
    Yes, 2 Pleasant Street in Wolfeboro, NH has in-unit laundry.

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

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