14 & 20 Gateway Road, Wolfeboro, NH
Single Family Residence
Listed by Compass New England, LLC · Margot Skelley
Property Description
14 & 20 Gateway Road sits in Wolfeboro, New Hampshire — a single-family home offering 9 bedrooms, 11 bathrooms and 6,366 square feet of living space. The asking price is $13,900,000. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries garage parking for 3, 2022 construction and roughly $2,183 per square foot. See the listing's full details below, and reach out for a private showing of 14 & 20 Gateway Road. Browse more homes for sale in Wolfeboro.
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.
Location Highlights
14 & 20 Gateway Road is a single family residence in Wolfeboro, New Hampshire, listed at $13,900,000. That works out to about $2,183 per square foot, for a home built in 2022. It has been on the market for 6 days.
From here it is 24.7 miles to Downtown Plymouth / Main Street and 28 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:9
- Total Baths:11
- Full Baths:8
- SqFt:6,366
- Price / SqFt:$2183.47
- Property Type:Single Family Residence
- Year Built:2022
- County:NH-Carroll
- Town:Wolfeboro, NH
- Status:Active
- Days on Market:2
Primary Features
Interior Features
Location Information
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $236,300 |
| 2023 | $230,393 |
| 2022 | $224,485 |
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$991,408
- Price range$359,000 – $3,495,000
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- Principal & Interest$70,286
- Property Tax$19,692
- Home Insurance$2,896
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 14 & 20 Gateway Road, Wolfeboro, NH
Questions About This Listing
Where is 14 & 20 Gateway Road located?
The property is in Wolfeboro, New Hampshire (03894).
What is the asking price of 14 & 20 Gateway Road?
14 & 20 Gateway Road in Wolfeboro, NH is listed at $13,900,000.
That works out to about $2,183 per square foot.
How big is 14 & 20 Gateway Road?
The home has 9 bedrooms and 11 bathrooms.
It offers 6,366 square feet of living space.
Can I still buy 14 & 20 Gateway Road?
The listing's current MLS status is Active. Reach out and we can confirm availability and arrange a showing.
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