Listed by Lisa Small, EXP Realty, (888) 398-7062 . Bought with KW Coastal and Lakes & Mountains Realty/Wolfeboro
2 Pleasant Street
Wolfeboro, NH 03894
3 Beds
2 Baths
2,103 sqft (on 0.33 acres)
$816,300
as of Aug 8, 2026
$816,300
as of Aug 8, 2026
3 Beds
2 Baths
2,103 sqft
(on 0.33 acres)
Local Information
- Map ViewExplore the area around 2 Pleasant Street.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1900
Lot Size
0.33 acres
Living Area
2,103 sqft
Price/Sqft
$388
Parking
Garage
Last check for updates: about 16 hours ago
Listed by Lisa Small
EXP Realty, (888) 398-7062
Bought with: Michelle Nai, KW Coastal and Lakes & Mountains Realty/Wolfeboro, (603) 610-8500
Source: PrimeMLS, MLS#5050041
About this House
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). It is currently off market. The Trulia Estimate is $816,300, with a rent estimate of $2,722/month.
Home Details for 2 Pleasant Street
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MLS Status: Closed |
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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) |
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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 |
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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 |
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Price List Price: $679,900 |
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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 |
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Building Area Building Area: 3495 Square Feet |
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Lot Area: 0.33 acres |
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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 History for 2 Pleasant Street
| Date | Price | Event | Source |
|---|---|---|---|
| 09/05/2025 | $773,000 | Sold | PrimeMLS #5050041 |
| 07/23/2025 | $679,900 | Contingent | PrimeMLS #5050041 |
| 07/05/2025 | $679,900 | Listed For Sale | PrimeMLS #5050041 |
| 12/17/1999 | $202,500 | Sold | N/A |
Market trends in Wolfeboro
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
7MoM
- Results are loading
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $4,131 |
| Assessment | $259,800 |
Home facts updated by county records
Comparable Sales for 2 Pleasant Street
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 | $750,000 | 08/12/25 | 5 | 2.5 | 2,981 | |
0.30 | Single-Family Home | $874,200 | 07/24/26 | 3 | 2.5 | 2,334 | |
0.60 | Single-Family Home | $475,000 | 10/27/25 | 3 | 1.5 | 1,536 | |
0.78 | Single-Family Home | $600,000 | 08/29/25 | 4 | 2 | 2,582 | |
0.41 | Single-Family Home | $888,000 | 09/12/25 | 4 | 3.5 | 3,348 | |
0.88 | Single-Family Home | $684,500 | 04/01/26 | 3 | 2.5 | 2,548 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETPrimeMLS, Closed
OFF MARKETPrimeMLS, Closed
OFF MARKETPrimeMLS, Closed
Assigned Schools
These are the assigned schools for 2 Pleasant Street.
- Carpenter Elementary School
- K-3
- Public
- 183 Students
6/10GreatSchools RatingParent Rating AverageAwesome school, great community. Highly recommended to anyone who wants to live in the area.Parent Review7y ago - Kingswood Regional High School
- 9-12
- Public
- 729 Students
7/10GreatSchools RatingParent Rating AveragePoor administration at the top end. The teachers are great, but the upper administration is horrible. They let the students run the place with limited discipline. If you want your kid to be bullied, picked on, and feel worthless, this is the school for you! Do yourself a favor and stay clear!Parent Review1y ago - Kingswood Regional Middle School
- 7-8
- Public
- 345 Students
6/10GreatSchools RatingParent Rating AverageThis school isn't a safe place to learn, I am a student in 8th grade. I was walking up to my class minding my own business when a punk came up to me and "flat tired" me. he ended up taking off my shoe. I turned around and looked at who did it. another student who I've known for many years came to me and squared up, said "Want to f-ing go?" he put his fists up and came twords me, in self defense I put my hands up. The student then tried to punch me so I defended myself. I ended up getting punched multiple times in the head / face, almost getting pushed out of a window. I only swung once to defend myself.I am not a human punching bag, and I will not stay quiet about this. this school is not safe. and the staff need more training in how to prevent things that have happened for the last 5+ years. All 3 of the students (that includes me) where suspended for 3 days.Student Review4y ago - Crescent Lake School
- 4-6
- Public
- 181 Students
6/10GreatSchools RatingParent Rating AverageOur daughter loves Crescent Lake School. (2nd year). The staff is warm & friendly and the environment is safe & encouraging.Parent Review7y ago 
Check out schools near 2 Pleasant Street.
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.
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Off Market Homes Near 2 Pleasant Street
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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 $816,300.
- 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.
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 2026-08-07 18:45:20 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.
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.