approx. +/- combined sq ft

Winter Harbor · Wolfeboro, New Hampshire
Intelligent DesignRising Above Winter Harbor
The Winter Harbor compound
There is nothing like this on Lake Winnipesaukee.
Suspended among the trees above Winter Harbor, one of Lake Winnipesaukee's most distinguished shorelines, 14 & 20 Gateway Road bring together intelligent contemporary design, exceptional waterfront infrastructure, privacy, and a remarkable sense of place.
The centerpiece is an approximately 8,600-square-foot contemporary residence that was engineered by Thornton Tomasetti. Floor-to-ceiling Marvin window walls draw the lake into the interior and frame expansive views across Winter Harbor, including the nightly choreography of New Hampshire sunsets.

combined acres
combined waterfront
Bedrooms
11Bathrooms
20 Gateway · Main residence
Contemporary architecture at the water's edge.
14 Gateway · The cabin
14 Gateway Road
The Cabin: A Different Kind of Luxury.
The classic 1958 Winnipesaukee cabin at 14 Gateway offers three bedrooms, one full bath, and approximately two acres with 195 feet of Winter Harbor frontage. Warm wood interiors and a broad lakeside deck preserve its vintage character, while expansive U-shaped covered docking provides substantial room for multiple boats and watercraft. Additional rear acreage offers potential for a barn, garage, workshop, or boat storage, subject to approvals.
20 Gateway · Full engineering spectrum
Intelligent Design Rising Above Winter Harbor
Modern Living ~
Timeless Design
Technical specifications and dimensions are provided in the floor plans below.

Engineered for Legacy
Brazilian black slate, engineered rift oak flooring, solid rift oak interior doors, custom millwork, stained red cedar siding, Douglas fir porch ceilings, and IPE decking create a consistent, refined material palette throughout the home. Natural quartzite in the living areas and quartz in the baths were hand-selected at Stone Gallery in Massachusetts. Radiant and hydronic heat, open-cell spray foam insulation, and a Viessmann boiler system with an 80-gallon Rinnai hot water reserve provide year-round comfort and efficiency.
Entertaining infrastructure
Culinary Infrastructure for the Discerning
The main chef's kitchen anchors the entertaining level with professional-grade appliances and an adjoining walk-in pantry. What sets this home apart is a thoughtfully designed network of secondary kitchenettes and beverage stations distributed throughout the residence, each with its own sink, refrigeration, and counter space. This layered culinary infrastructure accommodates sophisticated entertaining and extended stays without compromising the primary living spaces. Natural quartzite surfaces throughout the public areas ensure both beauty and performance.

20 Gateway · Spatial journey
Built to Gather
The main residence is designed for both everyday living and larger gatherings. Expansive living rooms, multiple outdoor areas, a media room, guest quarters, and flexible gathering spaces create room to spread out without losing connection to the lake. As a counterpoint, the separate three bedroom, one bath vintage cottage offers its own quieter sense of place along 195 feet of Winter Harbor frontage.
Level 03
Main living
The social center, shaped for gathering without compromise.20 Gateway · Built intelligence
The technology
matches the build.
A carefully integrated systems package supports the scale of the residence while keeping everyday operation quiet, intuitive, and dependable.
A fully integrated Control4 system governs lighting, climate, Lutron power shades, and distributed audio.
Power shades support privacy and solar control across the home's expansive areas of glazing.
Built-in distributed audio carries sound through the primary living and entertaining spaces.
Substantial electrical service supports the home's residential, mechanical, and waterfront infrastructure.
A whole-house generator maintains essential systems and day-to-day continuity during an outage.
A three-stop residential elevator simplifies movement through the vertically organized residence.
A Viessmann boiler and an 80-gallon Rinnai hot-water reserve support even, dependable comfort.
Floor-to-ceiling Marvin window walls pair expansive lake views with open-cell spray-foam insulation.
The compound · Winter Harbor
Waterfront Presence
At 20 Gateway, the rare grandfathered cantilevered steel boathouse, complete with rooftop entertaining deck, is a statement piece. A no-profile boat lift with a solid floor transforms the space when the boat is raised, while a 50-foot aluminum Lift-A-Dock provides additional flexibility. A sandy walk-in beach offers direct, easy access to the lake. At 14 Gateway, 195 feet of Winter Harbor frontage is complemented by expansive U-shaped covered docking already in place, providing substantial capacity for multiple boats and watercraft. Across the compound, approximately 370'+/- of combined frontage brings together a sandy walk-in beach, extensive covered docking, and substantial existing boating infrastructure.

Private view
Presented by Margot Skelley
Experience Winter Harbor with Margot.
For a private showing, full property materials, or a personal introduction to 14 & 20 Gateway Road, contact Margot Skelley directly. She will personally coordinate your visit to this exceptional waterfront compound.