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396 Governor Wentworth Highway, Tuftonboro, NH

Single Family Residence

For SaleActive
4 Beds|5 Baths|3,113 ft²|Built 1815|Tuftonboro

Listed by Maxfield Real Estate/Wolfeboro · Randall Parker

Property Description

Here's your chance at a Tuftonboro single-family home: 396 Governor Wentworth Highway, priced at $799,900. Expect 4 bedrooms, 5 bathrooms and 3,113 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: garage parking for 2, 1815 construction and roughly $257 per square foot. Scroll on for current photos, the complete spec sheet and this Tuftonboro listing's market context. Browse more homes for sale in Tuftonboro.

Tucked away on 2 peaceful acres in the heart of Melvin Village, Brookside Cottage Circa 1854 has been beautifully brought back to life through a thoughtful renovation and redesign that blends historic charm with modern upgrades. Conveniently located on the main road into town, the property boasts 500 feet of waterfront along scenic Wingate Brook, which flows directly into Lake Winnipesaukee. This tranquil, retreat-like setting is framed by a gently meandering waterway, peaceful wooded views, and the soothing sounds of flowing water. An oversized boulder rock firepit, surrounded by rustic cut-tree benches, creates a warm and inviting gathering space that blends naturally into the landscape. Currently operating as a thriving Airbnb, this unique property was updated to offers exceptional versatility and a flexible floor plan that rents as 2, 4, or 6-bedroom homes each with separate private entries kitchen living dining and abundant separate off street parking configurations. Great option to live in one side and rent out the other for rental income. Zoned for both residential and commercial use, Brookside Cottage has successfully served as a private residence, as prior business boutique shop out of the barn, prior bed & breakfast, and now income-producing getaway. The attached 31’ x 33’ barn expands the possibilities even further with a garage, workshop, possible wedding venue, storage space, and an impressive loft entertaining room ideal for gatherings, recreation, stylish glamping barn or creative space. Ample parking in two separate areas makes hosting guests easy and convenient. Enjoy the best of the Lakes Region lifestyle just minutes from town beaches, two marinas, and a public boat launch, while being only 15 minutes to Wolfeboro for shopping, dining, and year-round activities. Whether you are looking for a charming waterfront retreat, investment opportunity, or flexible live/work property, Brookside Cottage is truly one of a kind. Schedule your showing today!

Location Highlights

396 Governor Wentworth Highway is a single family residence in Tuftonboro, New Hampshire, listed at $799,900. That works out to about $257 per square foot, for a home built in 1815. It has been on the market for 4 months.

From here it is 20.4 miles to Downtown Plymouth / Main Street and 22.3 miles to Owl's Nest Resort. At this latitude, Tuftonboro averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools in the Governor Wentworth Regional: Tuftonboro Central School (Elementary), Kingswood Regional Middle Sch (Middle), KingswoodR (High). Always confirm zoning with the district office.

Property Details

Essentials & finishes

  • Bedrooms:4
  • Total Baths:5
  • Full Baths:4
  • SqFt:3,113
  • Price / SqFt:$256.95
  • Property Type:Single Family Residence
  • Year Built:1815
  • County:NH-Carroll
  • Town:Tuftonboro, NH
  • Status:Active
  • Days on Market:106

Primary Features

CountyNH-Carroll
Property TypeResidential
Year Built1815
ZoningNHB-NE

Interior Features

AppliancesDishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Stove, Electric Water Heater, Oil Water Heater
BasementYes
Basement Access TypeInterior
Basement DescriptionCrawl Space, Full, Interior Stairs, Unfinished
1/4 Baths0
3/4 Baths0
CoolingNone
Electric200+ Amp Service, Circuit Breakers, Generator
FlooringCarpet, Hardwood, Laminate, Manufactured
HeatingOil, Electric, Hot Water
Interior FeaturesBlinds, Ceiling Fan(s), Dining Area, Wood Fireplace, 1 Fireplace, Furnished, Primary BR w/ BA, Natural Light, Indoor Storage, 1st Floor Laundry
Rooms - Total12
SqFt-Approximate Finished Above Grade3,113
SqFt-Approximate Finished Below Grade246
SqFt Approximate Total Finished3,359
SqFt Approximate Total5,639

Location Information

School - DistrictGovernor Wentworth Regional
School - ElementaryTuftonboro Central School
School - HighKingswoodR
School - Middle/JrKingswood Regional Middle Sch

Financial Details

Tax - Gross Amount$3,917
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Wood Siding
CovenantsNo
EasementsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total StoriesTwo
SurveyedUnknown
Timeshare/Fractional OwnershipNo
Water Access DetailsDirectly Adjoining

External Features

ColorRed
DrivewayPaved
Exterior FeaturesBarn, Garden, Natural Shade, Porch, Covered Porch, ROW to Water, Storage, Window Screens
FoundationBlock, Concrete, Fieldstone
GarageYes
Garage Capacity2
Lot FeaturesCountry Setting, Landscaped, Level, Major Road Frontage, Neighbor Business, Rental Complex, Wooded, Near Country Club, Near Shopping, Near Snowmobile Trails, Rural, Near Hospital
Lot - Acres2
Lot - SqFt87,120
ParkingBarn, Driveway, On Site, Parking Spaces 5 - 10
Road Frontage TypePaved, Public
Road FrontageYes
Road Frontage Length710
RoofArchitectural Shingle
Sewer1500+ Gallon, Concrete, Existing Leach Field, Private, Septic Tank
UtilitiesCable at Site
Water SourceDrilled Well, Private
Water Body TypeRiver
MLS®: PrimeMLS #5091524; Listed by Maxfield Real Estate/Wolfeboro · Randall Parker

Property History

Annual taxes for this property

YearAssessed Tax
2024$13,598
2023$13,258
2022$12,918

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Tuftonboro43
  • Average list price$992,983
  • Price range$30,000 – $3,195,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$5,345 / mo
  • Principal & Interest$4,045
  • Property Tax$1,133
  • Home Insurance$167

Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Around This Property

Schools, everyday places and nearby destinations near 396 Governor Wentworth Highway, Tuftonboro, NH

ElementaryTuftonboro Central School
MiddleKingswood Regional Middle Sch
High SchoolKingswoodR
DistrictGovernor Wentworth Regional
$799,900/ Asking Price
For SaleActive
Est. $4,045 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

How much does 396 Governor Wentworth Highway cost?

396 Governor Wentworth Highway in Tuftonboro, NH is listed at $799,900.

That works out to about $257 per square foot.

How many bedrooms and bathrooms does 396 Governor Wentworth Highway have?

The home has 4 bedrooms and 5 bathrooms.

It offers 3,113 square feet of living space.

What type of home is 396 Governor Wentworth Highway?

Single-family home in Tuftonboro, New Hampshire, built in 1815.

What area is 396 Governor Wentworth Highway in?

The property is in Tuftonboro, New Hampshire (03816).

How do I find 396 Governor Wentworth Highway on the MLS?

The MLS number is #5091524 (PrimeMLS), listed on May 28, 2026.

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended 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.