14 & 20 Gateway Road, Wolfeboro, NH 03894

bedrooms 9
bathrooms 11
|Other
AUD $19,976,371
USD $13,900,000
Published on: 05 Sep 2026
Last updated on: 22 Sep 2026
14 & 20 Gateway Road, Wolfeboro, NH 03894
14 & 20 Gateway Road, Wolfeboro, NH 03894
14 & 20 Gateway Road, Wolfeboro, NH 03894
+60
14 & 20 Gateway Road, Wolfeboro, NH 03894
  • 60
Property ID: 110110013947
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Residential, Wolfeboro, NH

14 & 20 Gateway Road, Wolfeboro, NH 03894
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.

Property Details

Basic Info

Property Type
Other
Listing Status
Active
Land Size
12,949.95 m2
Building Size
863.53 m2
Year Built
2022
Rooms
9 bedroom(s), 11 bathroom(s)
Architecture Style
Cottage
Num Floors
2
County
NH-Carroll
Provider
PrimeMLS
Brokerage Office Name
Compass New England, LLC
Brokerage Office Phone
(603) 540-5661
Address
14 & 20 Gateway Road, Wolfeboro, NH 03894

Nearby Schools

TypeSchool nameDistrict name
HighKingswood Regional High SchoolNot available
Not availableNot availableNot available
ElementaryCarpenter ElementaryNot available
Not availableNot availableNot available
MiddleKingswood Regional MiddleNot available
Not availableNot availableNot available
JuniorhighKingswood Regional MiddleNot available
Not availableNot availableNot available

Tax History

YearTax amount
2025USD $74382AUD $106,898*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Margot Skelley
Compass New England, LLC
125 Brewery Lane, Ste 105., Portsmouth, NH 03801
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125 Brewery Lane, Ste 105., Portsmouth, NH 03801
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      Property ID: 110110013947

      Original Property ID: 3yd-NNERENNH-5108354
      Data provided by PrimeMLS, MLS #: 5108354
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