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Listed by: Margot Skelley | Compass New England, LLC (603) 319-4660
$13,900,000
Monthly Est:$69,185
9 Beds
- 11 Baths
8 full baths + 3 half baths
6,366sqft
14 & 20 Gateway Rd, Wolfeboro, NH 03894
$13,900,000
$69,185/moEst:
Get Pre-Approved
Single Family Residence
Built in 2022
$-- HOA
3.2 acres lot
$2,183/sq.ft
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.
- Houzeo last checked: 9 minutes ago
- Listing updated: September 9, 2026 at 9:57 am
- Source: NEREN/Prime MLS-NH | MLS#: 5108354

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
2022
HOA Fees
-
Finished Area
6,366 sqft
Lot Size
3.2 acres lot
Basement Area
- sqft
MLS Name
NEREN/Prime MLS
MLS Number
5108354
MLS Status
(10) Active - Active
Days on Market
54

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 9
Bathrooms: 11
Interior
Flooring
Hardwood, Slate/stone, Tile, Wood
Exterior Features
Dock, Covered Slip, Deck, Guest House, Covered Porch
Heating
Electric, Zoned, Radiant Floor
Interior Features
Blinds, Cathedral Ceiling(s), Ceiling Fan(s), Elevator, Passenger Elevator, 1 Fireplace, Kitchen Island, Kitchen/dining, Kitchen/family, Led Lighting, Primary Br W/ Ba, Natural Light, Security, Walk In Closet(s), Walk In Pantry, Smart Thermostat
Sewer
Leach Field, Private, Septic Tank
Cooling
Central Air, Zoned
Appliances
Dishwasher, Dryer, Range Hood, Freezer, Electric Range, Gas Range, Refrigerator, Washer
Construction
Year Built
Year Built: 2022
Home type
Single Family Residence
Architectural Style
Contemporary, Cottage/camp
Property Condition
Existing
Construction Materials
Cedar
Roof
Metal, Architectural Shingle
Foundation Details
Slab W/ Frost Wall
Utilities & Energy
Basement
Finished, Full, Insulated, Slab, Interior Stairs, Walk Out Access, Interior Entry
Water Source
Drilled Well
Utilities
Cable
Electric
200+ Amp Service, Generator
Parking Features
Auto Open, Direct Access, Heated Garage, Paved, Attached
Other Features
Lot Features
Landscaped
Price History
| Date | Event | Price |
|---|---|---|
09/09/2026 Source: | Listed for Sale | $13,900,000 +546.51% $2,183/sqft |
11/21/2020 Source: | Sold | $2,150,000 $338/sqft |
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Based on information from PrimeMLS Inc. through Oct 29, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Oct 29, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.
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