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Single family home for sale at 14 & 20 Gateway Rd, Wolfeboro, NH 03894 | MLS# 5108354 | Listing updated on 2026-09-09
Photo 1 of Single family home for sale at 14 & 20 Gateway Rd, Wolfeboro, NH 03894 | MLS# 5108354 | Listing updated on 2026-09-09
Photo 2 of Single family home for sale at 14 & 20 Gateway Rd, Wolfeboro, NH 03894 | MLS# 5108354 | Listing updated on 2026-09-09
Photo 3 of Single family home for sale at 14 & 20 Gateway Rd, Wolfeboro, NH 03894 | MLS# 5108354 | Listing updated on 2026-09-09
Photo 4 of Single family home for sale at 14 & 20 Gateway Rd, Wolfeboro, NH 03894 | MLS# 5108354 | Listing updated on 2026-09-09
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Listed by: Margot Skelley | Compass New England, LLC (603) 319-4660

$13,900,000

Monthly Est:$69,185

  • Beds Icon9 Beds
  • Beds Icon
    11 Baths
  • Beds Icon6,366sqft

14 & 20 Gateway Rd, Wolfeboro, NH 03894

$69,185/moEst:

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  • 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 ligh
ting, 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 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Nh Carroll County

  • City

    Wolfeboro

  • 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

DateEventPrice

09/09/2026

Source: mls_logoNEREN/Prime MLS-NH #5108354

Listed for Sale

$13,900,000 +546.51%

$2,183/sqft

11/21/2020

Source: mls_logoNEREN/Prime MLS-NH #4743948

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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