Listed by Melanson Real Estate · Cindy Melanson · 603-569-4488
Single Family Residence · Wolfeboro, NH
74 Keewaydin Road, Wolfeboro, NH
$4,900,000
$5,400,000 · changed Aug 6, 2026
Est. $24,777/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 6
- Baths
- 6
- Sq Ft
- 3,800
- Built
- 1976
- MLS®
- #5091162
Property Description
74 Keewaydin Road brings a single-family home to the Wolfeboro market at $4,900,000. Inside you'll find 6 bedrooms, 6 bathrooms and 3,800 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: a 5.84-acre lot, 1976 construction and roughly $1,289 per square foot. The full photo gallery, live pricing and every MLS detail for 74 Keewaydin Road follow below. Browse more homes for sale in Wolfeboro.
Have you been dreaming of lakefront living? Welcome to 74 Keewaydin Road in Wolfeboro, on Lake Winnipesaukee! This property has over 5 acres of land that sit on the shores of Winter Harbor in Wolfeboro, one of the premier areas of the lake! The harbor is perfect for paddle boarding, kayaking, or rowing as well as water skiing, wake boarding or just swimming too. The southwest exposure allows for sun all day and absolutely beautiful sunsets. With a winding driveway thru the woods, there is plenty of privacy as you approach the home. The waterfront boasts a sandy beach and a U-shaped covered dock with a storage shed. The home has plenty of room for everyone plus all the friends and guests! Sitting close to the water, there are endless views from just about every room in the house plus the outdoor space! There are 6 bedrooms with 5 baths. There is a full living space on the first floor with a fireplaced living room, primary suite bedroom, second bedroom, office, kitchen and screened porch as well as an outside deck to enjoy all the waterfront activities! The full second floor has four bedrooms, three baths, second kitchen, living room with woodstove and deck. The lower level is daylight with plenty of storage space for all the toys! This is the perfect place to spend long summer days watching the loons swim. Come and see what lake living is really all about!
Location Highlights
74 Keewaydin Road is a single family residence in Wolfeboro, New Hampshire, listed at $4,900,000. That works out to about $1,289 per square foot, for a home built in 1976. It has been on the market for 5 months.
From here it is 24.1 miles to Downtown Plymouth / Main Street and 27.4 miles to Owl's Nest Resort. At this latitude, Wolfeboro averages roughly 8.4 hours of sun a day in June and 3.6 in December.
Zoned schools in the Governor Wentworth Regional: Carpenter Elementary (Elementary), Kingswood Regional Middle (Middle), KingswoodR (High). Always confirm zoning with the district office.
Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.
Property Details
Essentials & finishes
- Bedrooms
- 6
- Total Baths
- 6
- Full Baths
- 3
- SqFt
- 3,800
- Price / SqFt
- $1289.47
- Property Type
- Single Family Residence
- Year Built
- 1976
- County
- NH-Carroll
- Town
- Wolfeboro, NH
- Status
- Active
- Days on Market
- 146
Primary Features
- County
- NH-Carroll
- Property Type
- Residential
- Year Built
- 1976
- Zoning
- sfresidential
Interior Features
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Concrete, Daylight, Full, Storage Space
- 1/4 Baths
- 0
- 3/4 Baths
- 2
- Cooling
- None
- Electric
- 200+ Amp Service, Circuit Breakers
- Heating
- Forced Air
- Rooms - Total
- 18
- SqFt-Approximate Finished Above Grade
- 3,800
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 3,800
- SqFt Approximate Total
- 5,529
Location Information
- School - District
- Governor Wentworth Regional
- School - Elementary
- Carpenter Elementary
- School - High
- KingswoodR
- School - Middle/Jr
- Kingswood Regional Middle
Financial Details
- Tax - Gross Amount
- $37,600
- Tax Year
- 2026
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Wood Frame, Vinyl Siding
- Covenants
- No
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- Two
- Surveyed
- Unknown
- Timeshare/Fractional Ownership
- No
- Water Access Details
- Deep Water Access
External Features
- Driveway
- Gravel
- Foundation
- Concrete, Poured Concrete
- Garage
- No
- Lot Features
- Country Setting, Landscaped, Mountain View, Sloped, Views
- Lot - Acres
- 5.84
- Lot - SqFt
- 254,390
- Road Frontage Type
- Paved, Public
- Road Frontage
- Yes
- Road Frontage Length
- 100
- Roof
- Asphalt Shingle
- Sewer
- Private, Septic Tank
- Utilities
- Cable
- Water Source
- Drilled Well
- Water Body Type
- Lake
MLS®: PrimeMLS #5091162; Listed by Melanson Real Estate · Cindy Melanson · 603-569-4488
Property History
Estimated annual taxes for this property
- 2024
- $83,300
- 2023
- $81,218
- 2022
- $79,135
Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Wolfeboro
- 75
- Average list price
- $564,400
- Price range
- $170,000 – $1,685,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$32,740/ mo
- Principal & Interest
- $24,777
- Property Tax
- $6,942
- Home Insurance
- $1,021
Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.
Around This Property
Schools, everyday places and nearby destinations near 74 Keewaydin Road, Wolfeboro, NH
Assigned Schools
- Elementary
- Carpenter Elementary
- Middle
- Kingswood Regional Middle
- High School
- KingswoodR
- District
- Governor Wentworth Regional
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How big is 74 Keewaydin Road?
74 Keewaydin Road in Wolfeboro, NH has 6 bedrooms and 6 bathrooms (3 full, 2 three-quarter and 1 half) in 3,800 square feet of finished living space.
What is the asking price of 74 Keewaydin Road?
74 Keewaydin Road in Wolfeboro, NH is listed for $4,900,000 on PrimeMLS.
That is about $1,289 per square foot of finished living space.
It came on the market on May 27, 2026.
Where is 74 Keewaydin Road located?
74 Keewaydin Road is in Wolfeboro, New Hampshire 03894, in Carroll County.
Our Lakes Region guide covers Wolfeboro and the surrounding towns.
How much land comes with 74 Keewaydin Road?
74 Keewaydin Road in Wolfeboro, NH sits on 5.84 acres, per the MLS.
The lot is described as country setting, landscaped and sloped.
It has 100 feet of road frontage (paved and public).
Zoning: sfresidential.
The MLS lists it as outside a flood zone.
How much are the property taxes on 74 Keewaydin Road?
Annual property taxes on 74 Keewaydin Road in Wolfeboro, NH are $37,600 for the 2026 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Wolfeboro assessing office.
How is 74 Keewaydin Road heated?
74 Keewaydin Road in Wolfeboro, NH is heated by forced air, per the MLS.
The MLS lists no cooling system.
Does 74 Keewaydin Road have town water and sewer?
74 Keewaydin Road in Wolfeboro, NH has a private drilled well and a private septic system, per the MLS.
MLS details — water: drilled well; sewer: private and septic tank.
Electric: 200+ amp service and circuit breakers.
Other utilities: cable.
Plan a water test and septic inspection during your inspection period.
Is there a basement at 74 Keewaydin Road?
Yes. 74 Keewaydin Road in Wolfeboro, NH has a basement with interior access.
The MLS describes it as concrete, daylight, full and storage space.
Does 74 Keewaydin Road have a garage?
The MLS lists no garage at 74 Keewaydin Road in Wolfeboro, NH; parking is off a gravel driveway.
Is 74 Keewaydin Road on the water?
Yes. The MLS lists 74 Keewaydin Road in Wolfeboro, NH as a waterfront property on a lake.
Water access: deep water access.
The MLS also notes mountain view.
Confirm frontage, shoreland rules and any dock or beach rights during due diligence.
What schools serve 74 Keewaydin Road?
The MLS places 74 Keewaydin Road in Wolfeboro, NH in the Governor Wentworth Regional school district.
Listed schools: Carpenter Elementary (elementary), Kingswood Regional Middle (middle) and KingswoodR (high).
School assignments can change; confirm with the district.
Is 74 Keewaydin Road still available?
Yes. 74 Keewaydin Road in Wolfeboro, NH is listed as Active on PrimeMLS (MLS #5091162).
Status can change quickly; contact us to confirm availability before you visit.
Who is the listing agent for 74 Keewaydin Road?
74 Keewaydin Road in Wolfeboro, NH is listed by Cindy Melanson of Melanson Real Estate (603-569-4488).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What kind of property is 74 Keewaydin Road?
74 Keewaydin Road in Wolfeboro, NH is a single-family home built in 1976.
The MLS lists its style as Other, with two stories.
How does the price of 74 Keewaydin Road compare with other Wolfeboro listings?
At $4,900,000, 74 Keewaydin Road in Wolfeboro, NH is priced above the $879,000 median asking price of the 45 single-family homes for sale in Wolfeboro on PrimeMLS as of November 3, 2026 (this listing included).
That figure is Owl's Nest Real Estate's analysis of active listings, and asking prices are not sale prices — ask us for recent comparable sales before you make an offer.
How do I schedule a showing of 74 Keewaydin Road?
To see 74 Keewaydin Road in Wolfeboro, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.
We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.
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NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.
This listing data is intended 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 11/03/26.