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20 WYMAN Drive, Wolfeboro, NH

Single Family Residence

For SaleActive
7 Beds|8 Baths|14,778 ft²|Built 2005|Wolfeboro

Listed by Duston Leddy Real Estate · Jamieson Duston

Property Description

A single-family home with New Hampshire roots, 20 WYMAN Drive in Wolfeboro dates to 2005 and lists at $10,950,000. The home provides 7 bedrooms, 8 bathrooms and 14,778 square feet of living space. Single-family ownership here means your own land, your own walls and room to make the property yours. The numbers worth knowing: garage parking for 2 and roughly $741 per square foot. The full photo gallery, live pricing and every MLS detail for 20 WYMAN Drive follow below. Browse more homes for sale in Wolfeboro.

Commanding a rare and remarkably private 6.2-acre site along the sun-drenched edge of Lake Winnipesaukee, this Wolfeboro Neck estate occupies one of the most coveted stretches in all of New Hampshire's lakes region. With an extraordinary 430 feet of frontage and uninterrupted south-to-southwest exposure, the property captures sweeping, cinematic views across the Broads, without a neighboring home in sight. It is a setting of uncommon seclusion within one of the region’s most prestigious enclaves. The residence itself, spanning nearly 15,000 square feet, was conceived on a grand architectural scale, offering 7 bedrooms and 8 baths across a layout designed for both entertaining and retreat. The home presents a compelling opportunity for a discerning owner to curate and elevate the interiors to their own high standards, transforming it into a truly bespoke lakeside compound. Outdoor living is equally ambitious, with more than 5,000 square feet of terraces, decks, and balconies that unfold toward the water, creating an effortless flow between interior and exterior spaces. A two-slip boathouse with protective breakwater anchors the waterfront experience, while the acreage affords exceptional flexibility for the addition of a guest residence, caretaker’s cottage, or recreational barn. Inside, a soaring great room wrapped in glass frames the lake as living art, flooding the home with natural light. The layout balances grand entertaining spaces with intimate retreats, including a private media room and a chef’s kitchen. Wellness amenities include a fully equipped gym, spa, and sauna, all oriented toward the tranquil lakefront. Defined by its irreplaceable combination of scale, privacy, and premier Wolfeboro Neck location, this offering represents a singular opportunity to craft a generational estate on one of New Hampshire’s most storied lakes. By appointment.

Location Highlights

20 WYMAN Drive is a single family residence in Wolfeboro, New Hampshire, listed at $10,950,000. That works out to about $741 per square foot, for a home built in 2005. It has been on the market for 5 months.

From here it is 25 miles to Downtown Plymouth / Main Street and 28.6 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.

Property Details

Essentials & finishes

  • Bedrooms:7
  • Total Baths:8
  • Full Baths:1
  • SqFt:14,778
  • Price / SqFt:$740.97
  • Property Type:Single Family Residence
  • Year Built:2005
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:135

Primary Features

CountyNH-Carroll
Property TypeResidential
Year Built2005
ZoningWINNIPESAUKEE

Interior Features

AppliancesWater Heater off Boiler
BasementYes
Basement Access TypeInterior
Basement DescriptionClimate Controlled, Concrete, Concrete Floor, Full, Interior Stairs, Unfinished
1/4 Baths0
3/4 Baths6
CoolingCentral Air
ElectricCircuit Breakers, Generator
HeatingOil, Forced Air, Radiator
Interior FeaturesBlinds, Cathedral Ceiling(s), Dining Area, Passenger Elevator, Wood Fireplace, 2 Fireplaces, Kitchen Island, Responsive Lite Contrl(s), Sauna, Soaking Tub, Vaulted Ceiling(s), Walk-In Closet(s), Walk-in Pantry, 1st Floor Laundry
Rooms - Total14
SqFt-Approximate Finished Above Grade14,778
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished14,778
SqFt Approximate Total16,778

Location Information

School - DistrictGovernor Wentworth Regional
School - ElementaryCarpenter Elementary
School - HighKingswoodR
School - Middle/JrKingswood Regional Middle

Financial Details

Tax - Gross Amount$84,308
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionSteel Frame, Wood Frame
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total StoriesTwo
SurveyedYes
Timeshare/Fractional OwnershipNo
Water Access DetailsDeep Water Access, Directly Adjoining

External Features

ColorBARK
DrivewayGravel
Exterior FeaturesBoat Mooring, Boat Slip, Balcony, Boat House, Covered Slip, Deck, Garden, Hot Tub, Natural Shade, Patio, Private Dock, Handicap Modified
FoundationPoured Concrete
GarageYes
Garage Capacity2
Lot FeaturesWalking Trails, Wooded
Lot - Acres6.2
Lot - SqFt270,072
ParkingAttached
Road Frontage TypeDead End, Private Road
Road FrontageYes
Road Frontage Length86
RoofWood Shingle
SewerPrivate, Septic Tank
UtilitiesUnderground Utilities
Water SourceDrilled Well, Private
Water Body TypeLake
MLS®: PrimeMLS #5086004; Listed by Duston Leddy Real Estate · Jamieson Duston

Property History

Annual taxes for this property

YearAssessed Tax
2024$186,150
2023$181,496
2022$176,843

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Wolfeboro84
  • Average list price$1,077,242
  • Price range$359,000 – $3,495,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$73,163 / mo
  • Principal & Interest$55,369
  • Property Tax$15,513
  • Home Insurance$2,281

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 20 WYMAN Drive, Wolfeboro, NH

ElementaryCarpenter Elementary
MiddleKingswood Regional Middle
High SchoolKingswoodR
DistrictGovernor Wentworth Regional
$10,950,000/ Asking Price
For SaleActive
Est. $55,369 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

What type of home is 20 WYMAN Drive?

Single-family home in Wolfeboro, New Hampshire, built in 2005.

How many bedrooms and bathrooms does 20 WYMAN Drive have?

The home has 7 bedrooms and 8 bathrooms.

It offers 14,778 square feet of living space.

What area is 20 WYMAN Drive in?

The property is in Wolfeboro, New Hampshire (03894).

How much does 20 WYMAN Drive cost?

20 WYMAN Drive in Wolfeboro, NH is listed at $10,950,000.

That works out to about $741 per square foot.

PrimeMLS

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.