39 Winnipesaukee Drive, Wolfeboro, NH 03894
Property image
Property image
SOLD
DEC 31, 2025
Listed by Joy Messineo, Maxfield Real Estate/Wolfeboro, (603) 569-3128 . Bought with BHHS Verani Wolfeboro

$590,000

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,028 sqft (on 2.32 acres)

39 Winnipesaukee Drive, Wolfeboro, NH 03894

Est. Refi. Payment $3,598/mo*
Refinance Your Home
Currently Off Market - Sold Dec 31, 2025 for $575,000 (8% below list price)

Home Value

Trulia Estimate
$590K
Since last month
Decreased$3K (-0.5%)
Since last year
Decreased$22K (-3.5%)
Since last sale
Increased$16K (+2.8%)
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 +127% in the last 10 years
MonthEstimated value
2026
August 2026$591K
August 2026$590K
July 2026$594K
June 2026$588K
May 2026$587K
April 2026$585K
March 2026$580K
February 2026$584K
January 2026$578K
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
45 Winnipesaukee Drive, Wolfeboro, NH
0.10
Single-Family Home
$875,000
12/11/25
4
2.5
2,175
87 Middleton Road, Wolfeboro, NH
0.49
Single-Family Home
$560,000
01/16/26
3
2
2,366
1 Sleepy Hollow Road, Wolfeboro, NH
0.66
Single-Family Home
$500,000
11/25/25
3
3.5
2,700
67 Middleton Road, Wolfeboro, NH
0.64
Single-Family Home
$455,000
11/24/25
3
2
1,380
47 Stagecoach Road, Alton, NH
0.87
Single-Family Home
$575,000
06/05/26
3
2
2,076
20 Alpine Meadows Road, Wolfeboro, NH
0.64
Single-Family Home
$350,000
04/01/26
3
2.5
1,686
32 Friar Tuck Way, Wolfeboro, NH
1.15
Single-Family Home
$575,000
09/24/25
3
1.5
1,904
23 Friar Tuck Way, Wolfeboro, NH
1.03
Single-Family Home
$525,000
11/14/25
3
2.5
1,482

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
45 Winnipesaukee Drive, Wolfeboro, NH 03894
0.10
$875,000
4
2.5
2,175
Recently Sold
Lot 5 Winnipesaukee Drive, Wolfeboro, NH 03894
0.11
-
-
-
-
Off Market
51 Winnipesaukee Drive, Wolfeboro, NH 03894
0.16
$659,600
3
2
2,140
Off Market
8 Kehonka Hill Road, Wolfeboro, NH 03894
0.17
$1,205,800
7
4
5,372
Off Market
6 Kehonka Hill Road, Wolfeboro, NH 03894
0.18
$359,000
1
1
648
For Sale
2 Kehonka Hill Road, Wolfeboro, NH 03894
0.18
$589,000
3
2
2,344
For Sale
26-14 Winnipesaukee Drive town lot 26 subdivision lot 14, Wolfeboro, NH 03894
0.19
$180,000
-
-
-
Recently Sold
24-27 Winnipesaukee Drive Survey Lot 27 Town lot 24, Wolfeboro, NH 03894
0.24
-
-
-
-
Off Market
25-1 Winnipesaukee Drive, Wolfeboro, NH 03894
0.25
$125,000
-
-
-
Recently Sold
24-12 Winnipesaukee Drive Lot 12, Wolfeboro, NH 03894
0.28
$179,000
-
-
-
For Sale
8-46 Winnipesaukee Drive Survey lot 46- Town lot 8, Wolfeboro, NH 03894
0.32
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 39 Winnipesaukee Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
2.32 acres
Living Area
2,028 sqft
Price/Sqft
$284/sqft
Parking
Garage

About this House

A Classic 3 Bedroom, 3 Bath Cape in Winnipesaukee Estates offers gracious one floor living with a first floor Primary Suite as well as a large Living Room with an attractive gas log fireplace, a Kitchen, Dining Room, a large breezeway with a laundry area and a large three season porch. There are two more bedrooms and a full bath on the second floor. And, if you need additional room, the second floor has over 1,000 sq. ft. of unfinished living space awaiting your ideas. The large, dry basement can provide space for a work shop, a play room, a nice work out room or wherever your imagination takes you. This special home is adjacent to the Knights Pond Conservation Trust where a 31-acre body of clear water is surrounded by 307 acres perfect for hiking and exploring nature.
39 Winnipesaukee Drive, Wolfeboro, NH 03894 is a 3 bedroom, 3 bathroom, 2,028 sqft single-family home built in 2001. It last sold for $575,000 on Dec 31, 2025 (8% below the $625,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $590,000, with a rent estimate of $3,441/month.

Home Details for 39 Winnipesaukee Drive

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Bulkhead,Concrete,Concrete Floor,Full,Exterior Stairs,Interior Stairs,Storage Space,Interior Access,Exterior Entry,Basement Stairs,Interior EntryNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2028 Square Feet
Appliances & Utilities
Utilities: Cable Available, PropaneAppliances: Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Water Heater off BoilerDishwasherDryerLaundry: 1st Floor LaundryRefrigeratorWasher
Heating & Cooling
Heating: Oil,Baseboard,Hot AirNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Gas, 1 FireplaceHas a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Marble, Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Marble, Vinyl, Wood
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Asphalt ShingleExterior: Deck, Garden, ShedFoundation: ConcreteGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Paved,Direct Entry,Driveway,Garage,Attached
Frontage
Waterfront: Beach Access, PondRoad Surface Type: Paved
Water & Sewer
Sewer: 1250 Gallon, Septic Tank
Farm & Range
Frontage Length: Road frontage: 273
Finished Area
Finished Area (above surface): 2028 Square Feet

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: Vinyl SidingNot a New Construction

Price & Status

Price
List Price: $625,000Price Per Sqft: $284/sqft

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: 4312 Square Feet

Lot Information

Lot Area: 2.32 Acres

Miscellaneous

BasementMls Number: 5055975Above Grade Unfinished Area: 2028Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 1280Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet

Price and Tax history

DateEventPrice
Dec 31, 2025
Source: PrimeMLS #5055975
Sold
$575,000
Aug 23, 2025
Source: PrimeMLS #5055975
Contingent
$625,000
Aug 11, 2025
Source: PrimeMLS #5055975
Listed For Sale
$625,000
Jul 13, 2025
Source: PrimeMLS #5047479
ListingRemoved
$625,000
Jun 27, 2025
Source: PrimeMLS #5047479
PriceChange
$625,000
Price decreased by 11%

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

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

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 2026-09-02 11:36:49 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 39 Winnipesaukee Drive

  • What is 39 Winnipesaukee Drive estimated to be worth?
    Trulia's estimated value for 39 Winnipesaukee Drive in Wolfeboro, NH is $590,000.
  • What is the price history for 39 Winnipesaukee Drive?
    39 Winnipesaukee Drive in Wolfeboro, NH last sold for $575,000 in December 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 39 Winnipesaukee Drive have laundry facilities?
    Yes, 39 Winnipesaukee Drive in Wolfeboro, NH has in-unit laundry.
  • How big is the lot at 39 Winnipesaukee Drive?
    The lot at 39 Winnipesaukee Drive in Wolfeboro, NH is about 2.3 acres.

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