Listed by Margot Skelley • Compass New England, LLC.
COMING SOON ON SEP 11
$13,900,000
Est. $80,689/mo —
9
bd
•
9.5 ba
•
9,295
sq ft
14 & 20 Gateway Rd, Wolfeboro, NH 03894
About this home
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 designed by Sumsion SS Studio and 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.
Single-familyProperty Type
2022Year Built
3.2 acresLot Size
$1,495Price/Sq.Ft.
$50/moHOA Dues
3 car garageParking
Listed by Margot Skelley• Compass New England, LLC
It's hard to find this much privacy on Lake Winnipesaukee that is so close to downtown Wolfeboro. This 2 acre double lot with 200 feet of pristine water frontage on Winter Harbor offers fabulous sunsets and preferred southwest exposure, mountain views, lakeside decking and a covered U-dock with boat lift. Amidst the secluded and wooded setting is a vintage 3 bedroom, 1 bath log house, solidly constructed and nicely maintained. Enjoy "as is" or consider the possibilities as there is significant potential with this expansive property which is well worth seeing!
PrimeMLS #123078
Oct 22, 2004
Sold
$874,000
$94/sq ft
Oct 27, 2003
Listed
$899,000
$97/sq ft
200` OF GREAT WATERFRONT ON WINTER HARBOR WITH BEAUTIFUL LAKE AND MOUNTAIN VIEWS, SOUTHWEST EXPOSURE, 3 BEDROOM LOG HOME WITH CRIB DOCK. PRIVATE AND STILL CONVENIENT TO ALL OF WOLFEBORO.
Year
Property tax
Land + Additions
Assessment*
2024
$19,888 (+8.2%)
$1,129,600 + $121,200
$1,250,800
2023
$18,374 (+11.1%)
$1,129,600 + $121,200
$1,250,800
2022
$16,536 (−3.3%)
$1,129,600 + $121,200
$1,250,800
2021
$17,098 (+5.1%)
$1,129,600 + $121,200
$1,250,800
2020
$16,273 (+2.1%)
$1,129,600 + $121,200
$1,250,800
2019
$15,941 (+0.3%)
$909,600 + $96,800
$1,006,400
2018
$15,901 (+5.5%)
$909,600 + $96,800
$1,006,400
2017
$15,076 (+2.3%)
$909,600 + $96,800
$1,006,400
2016
$14,731 (+4.9%)
$909,600 + $97,300
$1,006,900
2015
$14,046 (+30.4%)
$909,600 + $97,300
$1,006,900
2014
$10,774 (+1.4%)
$720,600 + $107,500
$828,100
2013
$10,625
$720,600 + $107,500
$828,100
Public record
Beds
3
Baths
1
Stories
1
Lot width
—
Lot depth
—
Lot size
1.03 Acres
Year renovated
—
Finished Sq. Ft.
1,157
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,157
Year built
1958
Style
Single Family Residential
County
Carroll County
APN
813901
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 10, 2025.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
3/10 Heat Factor
7 days above 94° expected this year, 16 days in 30 years
4/10 Wind Factor
12% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Wolfeboro, NH • 03894
Average low and high temperatures (°F)
28
14
31
12
45
26
55
36
65
47
77
57
82
63
80
57
74
52
61
42
47
33
33
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.6 hours in
June and 3.9 hours in December, placing it below the
U.S. average for solar exposure.
8.6 hrs
3.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 14 & 20 Gateway Rd
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Rental earnings
Est. $2,488 per month, based on comparable rentals
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