Welcome to 1 Sleepy Hollow Road, a charming 1920 colonial home, brimming with character and potential. Nestled on just over an acre of privacy, this home offers a blend of original details and modern opportunity. Inside, the kitchen offers updated appliances and the spacious living room welcomes you with warm wide pine floors, exposed beams, and a fireplace that serves as the heart of the home. The flexible floor plan includes a convenient first-floor primary bedroom suite with laundry and a delightful four-season sunroom overlooking the gardens and patio—perfect for morning coffee or peaceful afternoons. Upstairs, you’ll find a spacious bedroom with an ensuite bath, generous closet space, an additional bedroom and full bath, and a bonus room ideal for an office, studio, or guest space. Outside, the expansive yard features a private patio for entertaining, and plenty of open space to enjoy. Located just minutes from Route 28, schools, and everyday conveniences, this property offers the best of both worlds—classic New England charm with modern accessibility.
Closed
Listed by:
Jodi Hughes,
BHHS Verani Wolfeboro Cell:603-455-9533,
Emily R Hastings,
BHHS Verani Wolfeboro
Bought with: KW Coastal and Lakes & Mountains Realty
$500,000
1 Sleepy Hollow Road, Wolfeboro, NH 03894
3beds
2,700sqft
Single Family Residence
Built in 1920
1.22 Acres Lot
$502,700 Zestimate®
$185/sqft
$3,466 Estimated rent
Home value
$502,700
$457,000 - $553,000
$3,466/mo
Zestimate® history
Loading...
Owner options
Explore your selling options
What's special
Zillow last checked: 8 hours ago
Listing updated: November 25, 2025 at 09:59am
Listed by:
Jodi Hughes,
BHHS Verani Wolfeboro Cell:603-455-9533,
Emily R Hastings,
BHHS Verani Wolfeboro
Bought with:
Norma Joy
KW Coastal and Lakes & Mountains Realty
Source: PrimeMLS,MLS#: 5067348
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 1
- 3/4 bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Oil, Forced Air
Cooling
- None
Appliances
- Included: Dishwasher, Gas Range, Refrigerator
Features
- Flooring: Carpet, Softwood
- Basement: Concrete,Interior Entry
- Number of fireplaces: 1
- Fireplace features: Wood Burning, 1 Fireplace
Interior area
- Total structure area: 4,082
- Total interior livable area: 2,700 sqft
- Finished area above ground: 2,700
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Paved
- Garage spaces: 2
Accessibility
- Accessibility features: 1st Floor Bedroom, Paved Parking, 1st Floor Laundry
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Exterior features: Garden
- Frontage length: Road frontage: 459
Lot
- Size: 1.22 Acres
- Features: Country Setting, Neighborhood, Near School(s)
Details
- Parcel number: WOLFM00260B000079L000000
- Zoning description: SOUTH
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Frame, Shingle Siding
- Foundation: Concrete
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1920
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Private Sewer, Septic Tank
- Utilities for property: Cable Available
Community & neighborhood
Location
- Region: Wolfeboro
Price history
| Date | Event | Price |
|---|---|---|
| 11/25/2025 | Sold | $500,000$185/sqft |
Source:  PrimeMLS #5067348 | ||
| 10/26/2025 | Listed for sale | $500,000+75.4%$185/sqft |
Source: PrimeMLS #5067348 | ||
| 10/21/2013 | Sold | $285,000-1.7%$106/sqft |
Source: Public Record | ||
| 2/15/2013 | Price change | $289,900-3.3%$107/sqft |
Source: Henry S. Maxfield Real Estate, Inc. #4216620 | ||
| 4/8/2012 | Listed for sale | $299,900$111/sqft |
Source: Maxfield Real Estate #4146397 | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,401 +8% | $339,700 -0.3% |
| 2023 | $5,003 +11.1% | $340,600 |
| 2022 | $4,503 +1.6% | $340,600 |
Find assessor info on the county website
Neighborhood: 03894
Nearby schools
GreatSchools rating
- 6/10Crescent Lake SchoolGrades: 4-6Distance: 1.2 mi
- 6/10Kingswood Regional Middle SchoolGrades: 7-8Distance: 1.3 mi
- 7/10Kingswood Regional High SchoolGrades: 9-12Distance: 1.4 mi
Schools provided by the listing agent
- Elementary: Carpenter Elementary
- Middle: Kingswood Regional Middle
- High: Kingswood Regional High School
- District: Governor Wentworth Regional
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$502,700
2% more+ $10,054
With Zillow Showcase(estimated)
$512,754