14-20 Gateway Road

Compass Coming Soon

Coming Soon

$13,900,000

9 beds11 baths9,295 sqft$1,495/sqft

14-20 Gateway Rd, Wolfeboro, NH 03894

Est: $76,901/moGet pre-approved

Single FamilyProperty Type

3.2 acresLot Size

2022Year Built

$1,495/sq ftPrice per sq ft

$600/yrHOA Fees

3 carsParking Spaces

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...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.

Listing Agent

Margot Skelley
Listing Agent
Compass
P: (603) 828-4669
M: (603) 828-4669
Call Text

Last updated: 09/05/2026 01:34 PM • Source: New England Real Estate Network, MLS#: 5108354

Location

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$76,901 per month

30 year fixed, 6.55% Interest

Principal and Interest

$70,652

Property Taxes

$6,199

HOA Dues

$50

The Payment Calculator is for illustrative purposes only.

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Property Information for 14-20 Gateway Road

Property Details

Taxes: $74,382 / year
MLS Type: Residential / Single Family
County: Carroll County
Buyer's Agent Compensation: 2%
Compensation Remarks: Inquire with listing agent.
Water Body Type: Lake
Water View: Yes
Waterfront Property: Yes
Zoning: WINNIP

Building Information

Stories: 2
Year Built: 2022
Lot Size: 3.20 AC / 139,392 SF

Summary

Location and General Information

City: Wolfeboro
County: NH-Carroll

Directions: From NH Route 109/Main Street follow to Nary Shore Road. Follow Nary Shores Road to the end where road forks. Bear right. Follow to the end at 14 & 20 Gateway Road.
Latitude: 43.589444312656944
Longitude: -71.247370898147580
Road Frontage: No
Seasonal: No
State: NH
Street Designation: Road
Map: 21
Zip Code: 03894

Taxes and HOA Information

Fee: $600.00
Fee Frequency: Yearly

Fee Includes: Plowing
Tax Year: 2025
Taxes TBD: No

Parking

Garage: Yes
Garage Capacity: 3.00

Driveway: Paved

Property

Lot Information

Block: 0
Lot: 36,37,39

Lot Features: Landscaped
Lot Size Acres: 3.2
Water Frontage Length: 370.0
Water Body Access: Yes
Water Body Name: Lake Winnipesaukee
Waterfront Property Rights: Exclusively Owned
Total Finished Area: 9295.0
Above Grade Finished Area: 6366.0
Above Grade Finished Area Source: Public Records
Above Grade Unfinished Area: 1148.0
AboveGradeUnfinishedAreaSource: Public Records
Below Grade Finished Area: 2929.0
Below Grade Finished Area Source: Public Records
Below Grade Unfinished Area: 246.0
BelowGradeUnfinishedAreaSource: Public Records
Lot Size Square Feet: 139392.0
Total Area: 10689.0

Property and Assessments

Property Class: Residential
Property Type: Single Family

Property Condition: Existing
Flood Zone: No
PreConstruction: No
Surveyed: Yes
Water Body Restrictions: No
Year Built: 2022
School District: Governor Wentworth Regional
High School: Kingswood Regional High School
Middle/Jr School: Kingswood Regional Middle
Elementary School: Carpenter Elementary

Utilities

Electric: 200+ Amp Service, Generator
Sewer: Leach Field, Private, Septic

Water Source: Drilled Well
Utilities: Cable
Water Access Details: Directly Adjoining
Internet: High Speed Intrnt at Site

Interior and Exterior Features

Exterior Features

Color: Brown
Construction Materials: Cedar Exterior

Roof: Metal, Architectural Shingle

Interior Features

Appliances: Dishwasher, Dryer, Range Hood, Freezer, Electric Range, Gas Range, Refrigerator, Washer
Basement: Yes

Basement Access Type: Interior
Basement Description: Finished, Full, Insulated, Slab, Interior Stairs, Walkout, Interior Access
Flooring: Hardwood, Slate/Stone, Tile, Wood
Heating: Electric, Multi Zone, Radiant Floor
Cooling: Central AC, Multi Zone
Total Stories: 2
Rooms Total: 16
Bathrooms Full: 8
Bathrooms Half: 3
Bathrooms One Quarter: 0
Bathrooms Three Quarter: 0
Bedrooms Total: 9
Bathrooms Total: 11

Property History for 14-20 Gateway Road

Date	Event & Source	Price	Appreciation
Apr 5, 2019	Sold New England Real Estate Network #4743948	$2,150,000	—
Apr 5, 2019	Pending New England Real Estate Network #4743948		—
Apr 5, 2019	Listed (Active) New England Real Estate Network #4743948	$2,150,000	—

Date	Event & Source	Price
04/05/2019	Sold New England Real Estate Network #4743948	$2,150,000
04/05/2019	Pending New England Real Estate Network #4743948	—
04/05/2019	Listed (Active) New England Real Estate Network #4743948	$2,150,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 14-20 Gateway Road

This home is within Governor Wentworth Reg School District.


Rating	School	Type	Grades	Distance
6/10	Carpenter Elementary School	Public - Serves this home	K to 3	1.9 mi
6/10	Crescent Lake School	Public - Serves this home	4 to 6	3.3 mi
6/10	Kingswood Regional Middle School	Public - Serves this home	7 to 8	3.1 mi
7/10	Kingswood Regional High School	Public - Serves this home	9 to 12	3.0 mi


Rating	School	Distance
6/10	Carpenter Elementary School PublicK to 3 Serves this home	1.9 mi
6/10	Crescent Lake School Public4 to 6 Serves this home	3.3 mi
6/10	Kingswood Regional Middle School Public7 to 8 Serves this home	3.1 mi
7/10	Kingswood Regional High School Public9 to 12 Serves this home	3.0 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 14-20 Gateway Road, Wolfeboro, NH 03894

14-20 Gateway Road is a single family home Coming Soon in Wolfeboro, NH 03894. This property is currently priced at $13,900,000. This listing's school district is Governor Wentworth Reg School District. Nearby schools include Carpenter Elementary School, Crescent Lake School and Kingswood Regional Middle School. 14-20 Gateway Road is a 9-bed, 11-bath, 9,295 sqft single family home built in 2022.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/06/2026 09:29 AM

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More information about 14-20 Gateway Road, Wolfeboro, NH 03894