Listed by Joy Messineo, Maxfield Real Estate/Wolfeboro, (603) 569-3128 . Bought with BHHS Verani Wolfeboro
39 Winnipesaukee Drive
Wolfeboro, NH 03894
3 Beds
2.5 Baths
2,028 sqft (on 2.32 acres)
$575,000
Last Sold: Dec 31, 2025
8% below list $625K
$284/sqft
Est. Refi. Payment $3,478/mo*
$575,000
Last Sold: Dec 31, 2025
8% below list $625K
$284/sqft
Est. Refi. Payment $3,478/mo*
3 Beds
2.5 Baths
2,028 sqft
(on 2.32 acres)
Local Information
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Last check for updates: about 22 hours ago
Listed by Joy Messineo
Maxfield Real Estate/Wolfeboro, (603) 569-3128
Bought with: Jodi Hughes, BHHS Verani Wolfeboro, (603) 569-6060
Source: PrimeMLS, MLS#5055975
Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 31, 2025
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$284/sqft
Listed
180+ days ago
Home Details for 39 Winnipesaukee Drive
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MLS Status: Closed |
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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) |
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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 |
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Year Built Year Built: 2001 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape |
Building Construction Materials: Vinyl SidingNot a New Construction |
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Price List Price: $625,000Price Per Sqft: $284/sqft |
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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: 4312 Square Feet |
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Lot Area: 2.32 Acres |
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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 History for 39 Winnipesaukee Drive
| Date | Price | Event | Source |
|---|---|---|---|
| 12/31/2025 | $575,000 | Sold | PrimeMLS #5055975 |
| 08/23/2025 | $625,000 | Contingent | PrimeMLS #5055975 |
| 08/11/2025 | $625,000 | Listed For Sale | PrimeMLS #5055975 |
| 07/13/2025 | $625,000 | ListingRemoved | PrimeMLS #5047479 |
| 06/27/2025 | $625,000 | PriceChange | PrimeMLS #5047479 |
| 06/19/2025 | $699,000 | Listed For Sale | PrimeMLS #5047479 |
| 06/17/2025 | $699,000 | ListingRemoved | PrimeMLS #5008816 |
| 04/12/2025 | $699,000 | PriceChange | PrimeMLS #5008816 |
| 08/08/2024 | $725,000 | Listed For Sale | PrimeMLS #5008816 |
| 01/18/2001 | $239,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,133 |
| Assessment | $322,800 |
Home facts updated by county records
Comparable Sales for 39 Winnipesaukee Drive
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $628,000 | 07/03/25 | 3 | 2 | 2,140 | |
0.10 | Single-Family Home | $875,000 | 12/11/25 | 4 | 2.5 | 2,175 | |
0.49 | Single-Family Home | $560,000 | 01/16/26 | 3 | 2 | 2,366 | |
0.66 | Single-Family Home | $500,000 | 11/25/25 | 3 | 3.5 | 2,700 | |
0.64 | Single-Family Home | $455,000 | 11/24/25 | 3 | 2 | 1,380 | |
1.15 | Single-Family Home | $575,000 | 09/24/25 | 3 | 1.5 | 1,904 | |
1.03 | Single-Family Home | $525,000 | 11/14/25 | 3 | 2.5 | 1,482 | |
1.22 | Single-Family Home | $641,000 | 08/13/25 | 2 | 2 | 2,194 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDDEC 11, 2025PrimeMLS, Closed
OFF MARKETPrimeMLS, Closed
SOLDAPR 29, 2026PrimeMLS, Closed
Assigned Schools
These are the assigned schools for 39 Winnipesaukee Drive.
- Carpenter Elementary School
- K-3
- Public
- 180 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
- 720 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 Review11mo ago - Kingswood Regional Middle School
- 7-8
- Public
- 388 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
- 193 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 39 Winnipesaukee Drive.
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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Homes for sale near 39 Winnipesaukee Drive
NEW CONSTRUCTION2.39 ACRESPrimeMLS, Active
OPEN SAT, 10-12PM8 ACRESPrimeMLS, Active
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Off Market Homes Near 39 Winnipesaukee Drive
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 2026-05-29 10:28:17 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.
Homes for rent near 39 Winnipesaukee Drive
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39 Winnipesaukee Drive, Wolfeboro, NH 03894 is a 3 bedroom, 3 bathroom, 2,028 sqft single-family home built in 2001. This property is not currently available for sale. 39 Winnipesaukee Drive was last sold on Dec 31, 2025 for $575,000 (8% lower than the asking price of $625,000). The current Trulia Estimate for 39 Winnipesaukee Drive is $587,400.