14 & 20 Gateway Road
Wolfeboro, NH, 03894 $ 13,900,000
Bedrooms9 Baths8.3 Sq 9,295 Monthly Estimate*
$ 87,766
Listed by Margot Skelley, Compass New England, LLC, 603-828-4669, margot.skelley@compass.com
for $13,900,000 with 9 bedrooms and 8 full baths, 3 half baths. This 9,295 square foot home was built in 2022 on a lot size of 3.2.
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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Single Family ActiveContemporary,Cottage/Camp
FeaturesInteriorBasement Description Finished Full Insulated Slab Interior Stairs Walkout Interior Access
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
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GeneralRoad Frontage No
Sewer Leach Field Private Septic
Heating Electric Multi Zone Radiant Floor
Cooling Central AC Multi Zone
Utilities Cable
Roof Metal Architectural Shingle
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 1
Covenants Unknown
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
Other Equipment Irrigation System Standby Generator
School District Governor Wentworth Regional
Seasonal No
Elementary School Carpenter Elementary
Middle School Kingswood Regional Middle
DOM 0
Price Per Sq Ft Total AG 2183.47
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ExteriorLot 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
Waterfront Property Yes
Water Body Type Lake
Water Body Access Yes
Water Access Details Directly Adjoining
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* Excluded FeaturesList ByMargot SkelleyListing Agent
Compass New England, LlcBroker
margot.skelley@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $87,766
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Wolfeboro, NH
Average List Price $2,156,061
Percent of Sale Price 84%
About Wolfeboro, NH 6,519 Population
7% Since 2002
$ 56,259 Median Income
54.75 Median Age
15% Households with Children
Trends Information provided by ATTOM Data Solutions.
1783954 Elementary School
449070 Middle School
Kingswood Regional High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/4/2026 | $13,900,000 | | Listed Price |