Two Tastefully Updated Homes for Sale in Wolfeboro, NH
A Great Time to Buy in "The Oldest Summer Resort in America"
Wolfeboro has a way of getting under your skin. The walkable downtown, the classic New England architecture, the easy access to Lake Winnipesaukee, and the genuine small-town warmth make it one of the most coveted addresses in the Lakes Region. Right now, two standout properties are on the market, and both are the kind of homes that don't come around very often. They're tastefully updated, move-in ready, and positioned perfectly for year-round living or a serious four-season retreat.
Let's take a closer look.
Two Wolfeboro Homes Worth Your Attention
5 Brummitt CourtActive
- Price: $695,000
- Beds: 3 | Baths: 2
- Square feet: 2,316
- Acreage: 0.22 acres
- Year built: 1904
The home itself was built in 1904 and carries all the character you'd hope for from that era, but it has been beautifully renovated so there's nothing here that needs your attention before you move in. At 2,316 square feet across three bedrooms and two baths, there's plenty of room for family, guests, or simply spreading out. This is the rare combination of historic charm and modern ease, and at this price point in downtown Wolfeboro, it represents real value.
506 N Main StreetActive
- Price: $548,000
- Beds: 3 | Baths: 2
- Square feet: 1,796
- Acreage: 1.38 acres
- Year built: 1951
The thoughtful updates here shine through in the details. This is the kind of home where everything has been done right, and you can feel it the moment you walk in. At $548,000, it's also the more accessible entry point of these two listings, making it an excellent opportunity for buyers who want quality, location, and value all in one package.
What Makes These Two Homes Special as a Pair
It's worth noting that both of these listings share a few qualities that set them apart in the current Wolfeboro market:
- Tasteful, complete renovations that respect the character of the homes
- Proximity to downtown without the drawbacks of being on a busy main road
- Move-in ready condition so you can focus on enjoying Wolfeboro, not managing contractors
- Listed by BHHS Verani Wolfeboro, a team with deep roots and real expertise in this specific market
Why Wolfeboro?
Wolfeboro calls itself the oldest summer resort in America, and the town earns that title every single season. Summers mean boating on Lake Winnipesaukee, fresh lobster rolls at dockside restaurants, and evenings on the town green. Fall brings stunning foliage and apple orchards. Winter is surprisingly lively, with skating, snowshoeing, and cozy dining. Spring shakes everything awake again. Living here or owning a property here means you're plugged into all of it, year after year.
Frequently Asked Questions
How close are these homes to Lake Winnipesaukee?
Both homes are located in downtown Wolfeboro, which sits directly on the shores of Lake Winnipesaukee. The waterfront, public docks, and lakeside parks are just a short walk from either property.
Is Brummitt Court really as quiet as it sounds for being downtown?
Yes. Brummitt Court is a tucked-away side street off the main downtown corridor, which gives it a surprisingly private feel despite being steps from shops, restaurants, and the waterfront. It offers the best of both worlds for buyers who want walkability without the noise.
Are these homes suitable for year-round living?
Absolutely. Both homes have been thoughtfully updated for modern comfort and are well-suited to year-round occupancy. Wolfeboro is a vibrant community in every season, with strong local amenities and easy access to winter recreation.
How do these prices compare to the broader Wolfeboro market?
For updated, move-in ready homes this close to downtown Wolfeboro, both listings represent competitive pricing. Non-waterfront properties in desirable Wolfeboro locations typically range widely depending on condition and size, and these two stand out for the quality of their updates relative to asking price.
Can I visit both homes on the same day?
Given how close together they are in downtown Wolfeboro, absolutely. Scheduling back-to-back showings would be very easy, and you could even walk between the two properties to get a feel for the neighborhood at the same time.
Ready to explore what Wolfeboro real estate has to offer? View all homes for sale in the Lakes Region →
Listing data provided by PrimeMLS for personal, non-commercial use. Data deemed reliable but not guaranteed. © 2026 PrimeMLS, Inc.
- 506 N Main Street, Wolfeboro · Listed by BHHS Verani Wolfeboro · Jodi Hughes
- 5 Brummitt Court, Wolfeboro · Listed by BHHS Verani Wolfeboro · Emily R Hastings
Listings Mentioned
506 N Main Street
Wolfeboro
3 bd / 2 ba
Listing by BHHS Verani Wolfeboro · Jodi Hughes
5 Brummitt Court
Wolfeboro
3 bd / 2 ba
Listing by BHHS Verani Wolfeboro · Emily R Hastings
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.
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Listing by KW Coastal and Lakes & Mountains Realty/Wolfeboro · Adam Dow
180 Sewall Road
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Listing by Wolfeboro Bay Real Estate, LLC · Lisa Williams
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.