Wolfeboro, NH

338 Middleton Road

$799,000

MLS# 5091043 · Single Family Residence

1 day on market
The Listing

A 3-bedroom home in Wolfeboro on 8 acres.

3
Bedrooms
3
Baths
2,403
Sq Ft
8
Acres

Description

Welcome to this beautifully maintained contemporary home set on 8 private country acres in Wolfeboro, just minutes from Lake Winnipesaukee and downtown Wolfeboro. This warm and inviting post-and-beam residence showcases natural wood throughout, both inside and out, highlighted by stunning Southern yellow pine flooring and soaring cathedral ceilings that create a bright, open, and airy feel. The main level offers a spacious eat-in kitchen, a separate dining area, and a comfortable living room with French doors leading to the front deck. A sunroom overlooks the peaceful property, while a convenient mudroom and first-floor primary bedroom with a private bath add ease and functionality. Upstairs, you’ll find a versatile loft/office area. The finished basement expands your living space with an exercise room and sauna, ideal for wellness and relaxation. A walk-up unfinished attic provides excellent storage and future expansion potential. A pellet stove adds additional warmth and efficiency to the home’s inviting atmosphere. Outside, the property fully embraces the New Hampshire lifestyle with a detached 3-car garage, a greenhouse for gardening enthusiasts, and a small barn-and-coop combination with a fenced area for livestock. The back portion of the land offers a truly unique retreat featuring a private, adult-sized fort with a wood stove, along with multiple firepit areas perfect for entertaining or unwinding in nature. Explore the wooded acreage by ATV or enjoy peaceful walks through your own private sanctuary. This is a rare opportunity to own a thoughtfully cared-for property offering privacy, acreage, and character in low-tax New Hampshire, just minutes from downtown Wolfeboro, shopping, dining, boating, and all the Lakes Region offers. OPEN HOUSE: May 30th, 10AM–12PM.

Features

Interior

Cathedral Ceiling(s)
Kitchen/Dining
Living/Dining
Walk-In Closet(s)
1st Floor Laundry

Exterior

Shed

Heating

Oil
Pellet Stove
Hot Water

Cooling

None

Parking

Detached

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Financial

Annual Taxes
$5,282

Location

Sale History

DateSale Price
May 29, 2018$300,000
Residential · NH-Carroll County · Listed May 27, 2026

About Wolfeboro, NH

Known as "The Oldest Summer Resort in America," Wolfeboro sits at the eastern shore of Lake Winnipesaukee. Its walkable downtown features independent shops, restaurants, and the New Hampshire Boat Museum. Year-round residents enjoy excellent schools, a vibrant arts scene, and easy access to multiple lakes.

Walkable downtown with shops & dining
New Hampshire Boat Museum
Cotton Valley Trail (12-mile rail trail)
Brewster Academy (private school)
Access to Winnipesaukee, Wentworth & Crescent lakes
Wright Museum of WWII
County: Carroll
Population: ~6,300
Schools: Governor Wentworth Regional (SAU 49)

Distances are approximate. Click any destination for driving directions. NH has no state income tax or sales tax.

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

Recently Sold in Wolfeboro

AddressSold PriceSold
19 Cotton Mountain Road$803,500May 20, 2026
26 Orchards Road$625,000May 15, 2026
31 Pine Street$395,000May 12, 2026
274-19 Middleton Road$220,000May 5, 2026
460 S Main Street$455,000May 4, 2026
4 Olsen Lane$420,000May 1, 2026

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

$799,000

Active Listing

Bedrooms3
Bathrooms3
Sq Ft2,403
$/Sq Ft$333
Vacation Rentals

Experience the Area First

Rent a lakefront property nearby for a week or more

Listing courtesy of Duston Leddy Real Estate · Tom Gorski · 603-610-8285 · Cell: 603-498-2857
PrimeMLS

Listing information provided by PrimeMLS for personal, non-commercial use. Data deemed reliable but not guaranteed. © PrimeMLS, Inc.