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Tuftonboro, NH

239 Middle Road

$949,000Listed today

MLS# 5114928 · Single Family Residence

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The Listing

A 5-bedroom 1880s home in Tuftonboro on 2.7 acres.

5
Bedrooms
4
Baths
3,800
Sq Ft
2.7
Acres

Description

A property full of possibilities! Welcome to 239 Middle Road in Tuftonboro, where historic New England charm meets modern living and exceptional investment potential. Originally built in the 1800s, this classic Cape has been beautifully renovated throughout, offering modern updates while preserving timeless character, including exposed wood beams that pay homage to its history. The main home features 2 bedrooms and 2 full bathrooms on the first floor, plus additional versatile living space upstairs with another bathroom. Whether you envision a guest retreat, additional sleeping space, a home office, or a recreation room, there's plenty of flexibility to make it your own. Adding to the appeal is a **two-bedroom accessory dwelling unit (ADU) located above the attached heated garage**, complete with its own separate entrance. Ideal for rental income, multigenerational living, or extended guests, this additional living space creates even more opportunity. But what truly sets this property apart is the **included, separately subdivided lot!** This level 1.47 acre parcel offers a unique opportunity to explore future development or potentially sell it separately. Prefer to keep the extra land? Imagine a beautiful barn, animals, expansive gardens, or simply more space to enjoy the peaceful surroundings. With extensive renovations already complete, a separate living unit, and an additional subdivided parcel, this property offers a rare combination of character, versatility, and long-term value. Live in it, invest in it, or create your own little homestead. The possibilities are endless! Open house 10/24 10am-12pm

Features

Interior

Blinds
Dining Area
In-Law/ADU
Kitchen Island
Kitchen/Dining
Living/Dining
Primary BR w/ BA
Natural Woodwork
Skylight
Indoor Storage

Exterior

Deck
Guest House
Other - See Remarks
Covered Porch

Heating

Oil
Electric

Cooling

Other

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Financial

Annual Taxes
$3,939

Sale History

DateSale Price
Oct 11, 2022$355,000
Residential · NH-Carroll County · Listed Oct 20, 2026

About Tuftonboro, NH

Tuftonboro is a quiet, upscale residential town on the northeast shore of Lake Winnipesaukee. With no commercial center of its own, it offers maximum privacy and some of the lake's most prestigious waterfront estates. Residents enjoy low tax rates and proximity to Wolfeboro for shopping and dining.

✓Prestigious waterfront estates
✓One of NH's lowest property tax rates
✓Castle in the Clouds (hilltop estate & attraction)
✓Copple Crown Mountain hiking
✓Mirror Lake swimming area
✓Minutes to Wolfeboro village
County: Carroll
Population: ~2,500
Schools: Governor Wentworth Regional (SAU 49)

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Active listings within 25% of this price. Browse all for-sale.

Recently Sold in Tuftonboro

AddressSold PriceSold
228 Mountain Road$550,000Oct 9, 2026
21 Mountain Shadows Road$1,150,000Oct 2, 2026
Lot 53 Senter Cove Road$260,000Oct 2, 2026
138 Cow Island$1,600,000Oct 1, 2026
19 Wawbeek Road$730,000Oct 1, 2026
17 Federal Corner Road$829,000Sep 30, 2026

Closed sales in the past 12 months. Data from PrimeMLS.

$949,000

Active Listing

Bedrooms5
Bathrooms4
Sq Ft3,800
$/Sq Ft$250
Listing courtesy of Compass New England, LLC · Cole Hebert · 978-248-8081
PrimeMLS

IDX display courtesy of Yankee Pedlar Realtors, Wolfeboro NH.

PrimeMLS Listing Information displayed herein is deemed reliable but is not guaranteed accurate by PrimeMLS. 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. © PrimeMLS, Inc.

Listing brokers may report inaccurate data to michelle@yankeepedlarrealtors.com or call (603) 569-1000.