Interior Features
- FlooringCarpet, Hardwood, Vinyl
‹ Back to Wolfeboro
Questions about this home? Call or text ![]()
Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 49 photos
▶ Video Tour
For Sale · 68 days↗ Share♡ Favorite
$549,900↓ $50K price cut 09-23-2026
270 S Main St, Wolfeboro, NH 03894 Wolfeboro
SFR
Home Highlights
7% Under Estimated ValueCollateral Analytics estimate: $594,000
18% Below Area $/Sq Ft$308 vs $374, the Wolfeboro median
Lower Property Taxes$2,894/yr, 23% below the typical Wolfeboro rate
Zoned SchoolRated up to 6/10
About This Home
Opportunity awaits in the heart of downtown Wolfeboro! Looking for an updated primary home, multi-family or a vacation rental? This location is walkable to shops, restaurants and the town docks where you can launch your boat. This reimagined home has been transformed into a two family with a stunning first floor remodel. The first floor has been custom designed into a beautifully renovated 2-bedroom apartment featuring a stunning new kitchen with granite/stainless, 2 bedrooms and 2 baths. Upstairs, the existing one-bedroom apartment provides an excellent opportunity for rental income, making this property ideal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey multi-unit opportunity. Newer windows, heating system, roof and public water/sewer make this a low maintenance home. Situated near Huggins Hospital and walkable to downtown Wolfeboro, this a perfect location for short or long term rentals for hospital staff. The beautiful entry and staircase also allows for a spacious single family home, with 3 rooms on the second floor. Outside, enjoy a generous yard, ample off-street parking, and a full basement offering exceptional storage. Zoned for multiple uses, the property also presents future possibilities for mixed-use or commercial ventures, subject to any necessary town approvals. Whether you're searching for an investment property, a downtown home with supplemental rental income, or a flexible property with future potential, this prime Wolfeboro location delivers endless possibilities. Just steps from Lake Winnipesaukee, the town docks, Brewster Academy, and all that "The Oldest Summer Resort in America" has to offer, this is a rare opportunity to own a move-in ready property in one of New Hampshire's most sought-after communities.
Read moreKey Details
MLS #5104582
Monthly HOA
Price / Sq Ft$308
Listed08-12-2026
Property TypeSingle Family
Subdivision
Tax (2025)$2,894
Assessed Value$346,200
How This Home Compares
vs. the 90 homes for sale in WolfeboroPrice$549,900
Median $724,000
$75,000
$13,900,000
24% below the median Wolfeboro home ($724,000).
Price per Sq Ft$308
Median $374
$139
$7,000
18% below the median Wolfeboro home ($374).
Home Size1,786 sq ft
Median 2,218 sq ft
648 sq ft
14,778 sq ft
19% smaller than the median Wolfeboro home (2,218 sq ft).
Lot Size0.27 acres
Median 2.08 acres
0.09 acres
604.05 acres
87% smaller than the median Wolfeboro home (2.08 acres).
Days on Market68 days
Median 88 days
2 days
437 days
Newer to the market than most homes here (88 days median).
270 S Main St at a Glance
MLS# 5104582
Offered at $549,900, this 3 bed, 3 bath home has 1,786 square feet of living space and was built in 1920. It sits in Wolfeboro, zoned for Carpenter Elementary School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Kitchen and Appliances
- Dishwasher
- Dryer
- Microwave
- Refrigerator
- Washer
- Electric Stove
Exterior and Lot
- Frontage Length83
- Road Frontage TypePaved, Public
Garage and Parking
- DrivewayDirt
- Parking FeaturesDriveway, Off Street, Parking Spaces 5 - 10
Building and Construction
- Total Square Feet Living1,786
- Year Built1920
- Above Grade Finished Area1,786
- Below Grade Unfinished Area1,050
- Construction MaterialsWood Frame, Wood Siding
- Foundation DetailsPoured Concrete, Stone
- Property Age106
- RoofAsphalt Shingle
- Levels or Stories2
- Total Area Sqft2,836
- Year Built DetailsExisting
- Architectural StyleNew Englander
Bedrooms and Bathrooms
- Bedrooms3
- Total Bathrooms3
- Full Bathrooms2
- 3/4 Bathrooms1
Other Rooms
- Total Rooms10
- Basement DescriptionConcrete Floor,Full,Insulated,Interior Access,Unfinished
Heating and Cooling
- Heating FeaturesOil, Electric, Hot Water
Land Info
- Lot DescriptionLevel, Sidewalks
- Lot Size Acres0.27
- Lot Size Square Feet11,761
Other Property Info
- Annual Tax Amount2,894
- Source Listing StatusActive Under Contract
- CountyNh-Carroll County
- Tax Year2026
- Source Property TypeResidential
- ZoningSouth Central Impr.
- Property SubtypeSingle Family
Utilities
- ElectricCircuit Breaker(s)
- SewerPublic
- Cable Available
- Water SourcePublic
Schools Zoned for This Home
Governor Wentworth Reg School District
elementary · K-3Photo: Google MapsCarpenter Elementary School
6/10
Mortgage Calculator
For 270 S Main St, Wolfeboro, NH 03894Estimated Monthly Payment
/ month
Loan Amount
Down Payment
Down PaymentLoan Amount
$
%
%
Today's national average$
$
Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$549,900on 09-23-2026
Last Sold $245,000 on 12-26-2006
First Recorded Sale $195,000 in 2006
SoldListed
| Date | Event | Price | Change |
|---|---|---|---|
| 09-23-2026MLSPrice Changed | Price Changed | $549,900 | +$0+0.0% |
| 09-23-2026MLSPrice Changed | Price Changed | $549,900 | −$50,000−8.3% |
| 08-12-2026MLSListed | Listed | $599,900 | +$0+0.0% |
| 08-12-2026MLSListed | Listed | $599,900 | +$50,000+9.1% |
| 08-02-2022MLSListing Removed | Listing Removed | — | — |
| 08-02-2022MLSListing Removed | Listing Removed | — | — |
| 06-08-2022MLSPrice Changed | Price Changed | $549,900 | +$0+0.0% |
| 06-08-2022MLSPrice Changed | Price Changed | $549,900 | −$45,100−7.6% |
| 05-06-2022MLSListed | Listed | $595,000 | +$0+0.0% |
| 04-27-2022MLSListed | Listed | $595,000 | +$350,000+142.9% |
| 12-26-2006Public RecordSold | Sold | $245,000 | +$50,000+25.6% |
| 07-21-2006Public RecordSold | Sold | $195,000 | — |
2025 Property Tax
$2,894per year
Assessed Value $346,200
Tax records back to 2006
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2025 | $2,894 | $346,200 |
| 2023 | $3,697 | $251,700 |
| 2022 | $2,980 | $225,400 |
| 2021 | $3,081 | $225,400 |
| 2020 | $2,932 | $225,400 |
| 2019 | $2,743 | $173,200 |
| 2018 | $2,735 | $173,100 |
| 2017 | $2,593 | $173,100 |
| 2016 | $2,532 | $173,100 |
| 2015 | $2,415 | $173,100 |
| 2014 | $2,113 | $162,400 |
| 2012 | $2,054 | $162,500 |
| 2011 | $1,983 | $162,500 |
| 2009 | $2,912 | $182,900 |
| 2006 | $1,297 | $109,400 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
270 S Main St FAQ
At $549,900, the asking price of 270 S Main St is 24.0% below the median asking price of $724,000 for homes for sale in Wolfeboro.
- Its price per square foot is $308, 17.7% below the median of $374 for homes for sale in Wolfeboro.
- That is the 20th lowest price per square foot of the 69 homes for sale in Wolfeboro that list their size.
More Homes in Wolfeboro
≈Waterfront▶Video Tour
$13,900,000
SFR
1 of 60
14 and 20 Gateway Rd
Wolfeboro, NH 03894
9Beds
9.5Baths
9,295Sq Ft
45DOMi
Listed by Margot Skelley of Compass New England, LLC↻Back on Market≈Waterfront
$10,950,000
SFR
1 of 55
20 Wyman Dr
Wolfeboro, NH 03894
7Beds
7.5Baths
14,778Sq Ft
173DOMi
Listed by Jamieson Duston of Duston Leddy Real Estate≈Golf▶3D Tour
$9,800,000
SFR
1 of 58
606 and 607 N Main St
Wolfeboro, NH 03894
3Beds
1Baths
1,400Sq Ft
121DOMi
Listed by Lobin Frizzell of Keller Williams Coastal and Lakes & Mountains Realty | Meredith≈Golf▶3D Tour
$9,800,000
LAND
1 of 60
606 and 607 N Main St
Wolfeboro, NH 03894
129DOMi
Listed by Lobin Frizzell of Keller Williams Coastal and Lakes & Mountains Realty | Meredith≈Golf▶3D Tour
$7,900,000
SFR
1 of 60
606 N Main St
Wolfeboro, NH 03894
5Beds
1Baths
1,400Sq Ft
121DOMi
Listed by Lobin Frizzell of Keller Williams Coastal and Lakes & Mountains Realty | Meredith▶Video Tour■604.0 Acres
$5,500,000
LAND
1 of 25
N Wakefield Rd
Wolfeboro, NH 03894
26DOMi
Listed by Jake Froehlich of Maxfield Real EstateListed by Shirley Freeman of Berkshire Hathaway HomeServices Verani Realty
Copyright 2026, PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing Information Last Updated 10-19-2026