About This Home

This 9-bedroom, 11-bathroom single family at 14 & 20 Gateway Road in Wolfeboro, NH is listed for $13,900,000 ($1,495 per sqft). Built in 2022, the home offers 9,295 sqft of living space on a 3.20 acres lot.

Key Features

  • Built in 2022
  • 3.20 acre lot
  • 2 stories
  • Fireplace
  • Waterfront

Property Details

2 stories
8 full, 3 half
2022

Amenities

FireplaceWaterfrontHardwoodA/C
Listing 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.

Monthly Cost Estimate

$74,940/mo

20% down · 6.5% · 30 years

Principal$10,053
Interest$60,233
Insurance$4,054
HOA$600

Estimates only. Actual payments may vary.

Location

14 & 20 Gateway Road

Wolfeboro, NH 03894

Features & Amenities

Interior Features

BlindsCathedral CeilingCeiling FanElevatorPassenger Elevator1 FireplaceKitchen IslandKitchen/DiningKitchen/FamilyLED LightingPrimary BR w/ BANatural LightSecurityWalk-in ClosetWalk-in PantrySmart Thermostat

Exterior Features

DocksCovered SlipDeckGuest HouseCovered Porch

Property Details

Flooring

TileHardwoodSlateWood

Construction

Cedar Exterior

Outdoor Features

DeckPorch

Parking

OpenGarage

Heating

Radiant FloorRadiantElectric (Heating)

Cooling

Central AirMulti Units

Appliances

DishwasherDryerRange HoodFreezerElectric RangeGas RangeRefrigeratorWasher

Questions & Answers

This 9-bedroom, 11-bathroom single family at 14 & 20 Gateway Road is listed at $13,900,000 ($1,495/sqft). The estimated monthly payment is $74,940 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $600/month.

Key features include: Built in 2022, 3.20 acre lot, 2 stories, Fireplace, Waterfront. Interior Features: Blinds, Cathedral Ceiling, Ceiling Fan. Exterior Features: Docks, Covered Slip, Deck.

This property is listed by Margot Skelley and can be reached at (603) 540-5661.

MS

Margot Skelley

Agent at Compass New England, LLC

(603) 540-5661
Agent website

Listed by Compass New England, LLC · Broker phone: (603) 540-5661 · View on Broker Site · Broker website

MLS# 5108354· Source: PrimeMLS· 21 days on PropertySimple

Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

14 & 20 Gateway Road, Wolfeboro, NH 03894

Open this listing in: