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Ellen McKee
REALTOR®
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14 & 20 Gateway Road, Wolfeboro, NH 03894

$13,900,000
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New to the Market Active
BEDS9 BATHS8 full 3 partial SQUARE FEET9,295 MLS#5108354
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLGovernor Wentworth Regional

Listing Courtesy of: Compass New England, LLC
Agency Phone: 603-319-4660
Associate Name: Margot Skelley
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Property Description

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.

14 & 20 Gateway Road | MLS# 5108354

This single family home located at 14 & 20 Gateway Road, Wolfeboro, NH 03894 is currently listed for sale with an asking price of $13,900,000. This property was built in 2022 and has 9 bedrooms and 8 full and 3 partial baths with 9295 sq. ft. & 20 Gateway Road is located within the Governor Wentworth Regional school district. Search Wolfeboro real estate on ellenmckee.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Finished, Full, Insulated, Slab, Interior Stairs, Walkout, Interior Access
Basement: Yes
Cooling: Central AC, Multi Zone
Garage: 3 car attached
Heating: Electric, Multi Zone, Radiant Floor
Home Style: Contemporary, Cottage/Camp
Lot Size: 3.20 Acres
Roof Type: Metal, Architectural Shingle
Stories: 2.0
Taxes: $74,382
Year Built: 2022

Amenities

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
Docks
Covered Slip
Deck
Guest House
Covered Porch

Feature Descriptions

Accessibility: Paved Parking
Appliances: Dishwasher, Dryer, Range Hood, Freezer, Electric Range, Gas Range, Refrigerator, Washer
Baths 1/2: 3
Baths Full: 8
Color: Brown
Construction: Cedar Exterior
Days on Site: 5
Driveway: Paved
Electric: 200+ Amp Service, Generator
Equipment: Irrigation System, Standby Generator
Exterior: Cedar Exterior
Fee: $600/Yearly
Fee Includes: Plowing
Flood Zone: No
Flooring: Hardwood, Slate/Stone, Tile, Wood
Foundation: Slab w/ Frost Wall
Lot: Landscaped
Nearby Bodies of Water: Lake Winnipesaukee
Number of Rooms: 16
Parking: Auto Open, Direct Entry, Heated Garage, Paved, Attached
Roads: Association, Paved
Sewer: Leach Field, Private, Septic
Sq. Ft. Above Grade Finished: 6366
Sq. Ft. Below Grade Finished: 2929
Sq. Ft. Total Finished: 9295
Total Stories: 2
Water: Drilled Well
Water Access: Yes
Water Body Type: Lake
Water Frontage: 370
Water Rights: Exclusively Owned
Water View: Yes
Zoning: WINNIP

Local Schools

High School: Kingswood Regional High School
Middle School: Kingswood Regional Middle
Elementary School: Carpenter Elementary
School District: Governor Wentworth Regional

Listed By / Shown By

Listed By

Agency Name: Compass New England, LLC
Agent Name: Margot Skelley
Agency Phone: 603-319-4660

Shown By

Agent Name: Ellen McKee
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 41,188.04 per month $30,935.37 Principal & Interest $6,198.50 Property Tax $4,054.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 09/10/2026. The listing information on this page last changed on 09/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 09/10/2026 12:00:34 AM EST) or MLSPIN MLS (last updated Wed 09/09/2026 11:38:34 PM EST) or Prime MLS (last updated Wed 09/09/2026 11:33:05 PM EST) or MREIS (last updated Wed 09/09/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-09-09 23:33:05

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