Keith Wade
eXp Realty
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$13,900,000

14 and 20 Gateway Rd, Wolfeboro, NH 03894  Wolfeboro

SFR
9Beds
9.5Baths
9,295Sq Ft
3.20Acres
2022Year Built
45DOMi

Home Highlights

WaterfrontBoat dock
Guest House
Private Elevator
Backup Generator
3‑Car Garage
Finished BasementWalk-out access
Fireplace
$1,495 per Sq Ft300% above the Wolfeboro median ($374)

About This Home

There is nothing like this on Lake Winnipesaukee. Offered together as a private Winter Harbor compound, 14 & 20 Gateway Road encompass approximately 3 acres +/- with approximately 370' +/- of combined waterfront, two residences, extensive docking, and a sandy walk-in beach. The centerpiece, completed in 2023, is an approximately 8,600-square-foot contemporary residence was engineered by Thornton Tomasetti. Brazilian black slate and engineered rift oak floors, solid rift oak interior doors, hand-selected natural quartzite, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking define the build. A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio. An 800-amp electrical service is supported by 45 kW generator backup. Six bedrooms, six full baths, three half baths, generous gathering spaces, and multiple professional-grade kitchen and prep stations support serious entertaining. At 20 Gateway, a cantilevered steel boathouse with rooftop entertaining deck is paired with a no-profile boat lift, 50-foot aluminum Lift-A-Dock, and sandy walk-in beach. At 14 Gateway, 195 feet of Winter Harbor frontage includes expansive U-shaped covered docking with room for multiple boats and watercraft. The classic 1958 Winnipesaukee cabin at 14 Gateway sits on approximately two additional acres and offers three bedrooms, one full bath, warm wood interiors, and a broad lakeside deck. More time capsule than guest house, it provides a distinct counterpoint to the contemporary residence. This is a finished, move-in-ready Winter Harbor compound that brings together contemporary architecture, a preserved vintage lake cabin, approximately 370' +/- of waterfront, extensive boating infrastructure, and approximately 3 acres +/- in one exceptional offering. Please note all acreage, waterfrontage, sq footage, bedrooms and baths have been combined to reflect the whole compound.
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Key Details

MLS #5108354
Monthly HOA$50
Price / Sq Ft$1,495
Listed09-04-2026
Property TypeSingle Family
Subdivision

How This Home Compares

vs. the 90 homes for sale in Wolfeboro
Price$13,900,000
1820% above the median Wolfeboro home ($724,000).
Price per Sq Ft$1,495
300% above the median Wolfeboro home ($374).
Home Size9,295 sq ft
319% larger than the median Wolfeboro home (2,218 sq ft).
Lot Size3.20 acres
53% larger than the median Wolfeboro home (2.08 acres).
Days on Market45 days
Newer to the market than most homes here (88 days median).

14 and 20 Gateway Rd at a Glance

MLS# 5108354

Offered at $13,900,000, this 9 bed, 9.5 bath home has 9,295 square feet of living space and was built in 2022. It sits in Wolfeboro, zoned for Carpenter Elementary School.

Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.

Location

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Property Details

Interior Features

  • Blinds
  • Cathedral Ceiling
  • Ceiling Fan
  • Elevator
  • Passenger Elevator
  • 1 Fireplace
  • Kitchen Island
  • Kitchen/Dining
  • Kitchen/Family
  • Led Lighting
  • Primary Br W/ Ba
  • Natural Light
  • Security
  • Walk-in Closet
  • Walk-in Pantry
  • Smart Thermostat
  • FlooringHardwood, Slate/Stone, Tile, Wood

Kitchen and Appliances

  • Dishwasher
  • Dryer
  • Range Hood
  • Freezer
  • Electric Range
  • Gas Range
  • Refrigerator
  • Washer

Exterior and Lot

  • Docks
  • Covered Slip
  • Deck
  • Guest House
  • Covered Porch
  • Road Frontage TypeAssociation, Paved
  • Porch
  • Deck

Garage and Parking

  • DrivewayPaved
  • Garage Spaces3
  • Parking FeaturesAuto Open, Direct Entry, Heated Garage, Paved, Attached

Building and Construction

  • Total Square Feet Living9,295
  • Year Built2022
  • Above Grade Finished Area6,366
  • Above Grade Unfinished Area1,148
  • BelowGradeFinishedArea2,929
  • Below Grade Unfinished Area246
  • Construction MaterialsCedar Exterior
  • Foundation DetailsSlab W/ Frost Wall
  • Property Age4
  • RoofMetal, Architectural Shingle
  • Levels or Stories2
  • Total Area Sqft10,689
  • Year Built DetailsExisting
  • Vaulted Ceiling
  • Architectural StyleContemporary, Cottage/Camp

Bedrooms and Bathrooms

  • Bedrooms9
  • Total Bathrooms11
  • Full Bathrooms8
  • 1/2 Bathrooms3

Other Rooms

  • Total Rooms16
  • Basement DescriptionFinished,Full,Insulated,Slab,Interior Stairs,Walkout,Interior Access

Heating and Cooling

  • Cooling FeaturesCentral AC, Multi Zone
  • Heating FeaturesElectric, Multi Zone, Radiant Floor
  • Number of Fireplaces1

Waterfront and Water Access

  • Water Body NameLake Winnipesaukee
  • Water FeaturesDirectly Adjoining
  • Waterfront Feet370

Land Info

  • Lot DescriptionLandscaped
  • Lot Size Acres3.2
  • Lot Size Square Feet139,392

Homeowners Association

  • Association
  • Association Fee600
  • Association Fee FrequencyAnnually
  • Association Fee IncludesPlowing
  • Calculated Total Monthly Association Fees50

School Information

  • Elementary SchoolCarpenter Elementary
  • High SchoolKingswood Regional High School
  • Middle SchoolKingswood Regional Middle
  • School DistrictGovernor Wentworth Regional

Other Property Info

  • Annual Tax Amount74,382
  • Source Listing StatusActive
  • CountyNh-Carroll County
  • DirectionsFrom Nh Route 109/Main Street Follow to Nary Shore Road. Follow Nary Shores Road to the End Where Road Forks. Bear Right. Follow to the End at 14 & 20 Gateway Road.
  • Tax Year2025
  • Source Property TypeResidential
  • ZoningWINNIP
  • Property SubtypeSingle Family

Utilities

  • Electric200+ Amp Service, Generator
  • SewerLeach Field, Private, Septic
  • Cable
  • Water SourceDrilled Well

Accessibility Features

  • Accessibility FeaturesPaved Parking

Home Features

  • Other EquipmentIrrigation System, Standby Generator

Schools Zoned for This Home

Governor Wentworth Reg School District
Carpenter Elementary Schoolelementary · K-3Photo: Google Maps
Carpenter Elementary School
1.9 mi away183 studentsPublic

Mortgage Calculator

For 14 and 20 Gateway Rd, Wolfeboro, NH 03894
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Price History

Listed For
$13,900,000on 09-04-2026
DateEventPriceChange
09-04-2026MLSListedListed$13,900,000—

Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.

14 and 20 Gateway Rd FAQ

At $13,900,000, the asking price of 14 and 20 Gateway Rd is about 19.2 times the median asking price of $724,000 for homes for sale in Wolfeboro.

  • Its price per square foot is $1,495, about 4.0 times the median of $374 for homes for sale in Wolfeboro.
  • That is the 5th highest price per square foot of the 69 homes for sale in Wolfeboro that list their size.

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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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing Information Last Updated 10-19-2026

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