14 & 20 Gateway Road, Wolfeboro, NH, 03894

$ 13,900,000 14 & 20 Gateway Road Wolfeboro, NH

MLS: 5108354 Type: Single Family County: Carroll City: Wolfeboro Area: Carroll Neighborhood: Lake Winnipesaukee Zip: 03894 Style: Contemporary,Cottage/Camp

Beds	Baths	Half Baths	Sqr Footage	Acres	Built
9	8	3	9,295	3.2	2022

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.

Elementary School	Middle School	High School
Carpenter Elementary Distance: N/A Miles	Kingswood Regional Middle Distance: N/A Miles	Kingswood Regional Distance: N/A Miles

Price History

9/4/2026	Listed $13,900,000

Road Frontage	No
Sewer	Leach Field,Private,Septic
Heating	Electric,Multi Zone,Radiant Floor
Cooling	Central AC,Multi Zone
Utilities	Cable
Roof	Architectural Shingle,Metal
Appliances	Dishwasher,Dryer,Range Hood,Freezer,Electric Range,Gas Range,Refrigerator,Washer
Garage	Yes
Flood Zone	No
Zoning	WINNIP
HOA Fee	600
3/4 Baths	0
Full Baths	8
Half Baths	3
Bathrooms	11
Year Built	2022
Electric	200+ Amp Service,Generator
Style	Contemporary,Cottage/Camp
Stories Count	2
Type	Single Family
Block	0
Property Condition	Existing
Accessibility Features	Paved Parking
Tax Year	2025
Assoc Fee Paid Per	Yearly
Status Detail	0
Covenants	Unknown
Fee Includes	Plowing
Construction Materials	Cedar Exterior
Directions	From 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.
High School	Kingswood Regional High School
City	Wolfeboro
Property Class	Residential
Other Equipment	Irrigation System,Standby Generator
School District	Governor Wentworth Regional
Seasonal	No
Elementary School	Carpenter Elementary
Middle School	Kingswood Regional Middle
DOM	9
Price Per Sq Ft Total AG	2183.47
Last Updated	09/09/2026 09:57:49

Interior Features

Basement Description	Finished,Full,Insulated,Interior Access,Interior Stairs,Slab,Walkout
Interior 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 P
Basement	Yes
Flooring	Hardwood,Slate/Stone,Tile,Wood
Beds	9
Total Rooms	16
Internet	High Speed Intrnt at Site
Total Finished Area	9295
Basement Access Type	Interior

Exterior Features

Lot Features	Landscaped
Exterior Amenities	Docks,Covered Slip,Deck,Guest House,Covered Porch
Driveway	Paved
Water View	Yes
Lot Size Area	3.2
Water Source	Drilled Well
Parking Features	Auto Open,Direct Entry,Heated Garage,Paved,Attached
Garage Capacity	3
Water Body Name	Lake Winnipesaukee
Foundation	Slab w/ Frost Wall
Lot	36,37,39
Color	Brown
Waterfront Property	Yes
Road Frontage Type	Association,Paved
Surveyed	Yes
Water Body Type	Lake
Lot Size Square Feet	139392
Water Frontage Length	370
Water Body Access	Yes
Water Access Details	Directly Adjoining