1 Sleepy Hollow Road, Wolfeboro, NH 03894 - Photo 1

1/1

$500,000

Sold
Closed
Single Family
3 Beds
1 Full Bath
3 Partial Baths
2,700 Sq. Ft.
1.22 Acres
2 Car Garage

1/1

Property Description

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.

Full Property Details

Full Property Details for 1 Sleepy Holw Rd

General

Sold For: $500,000
Taxes: $5,401 (2024)
Status: Closed
Type: Single Family
Source: PrimeMLS
MLS ID: 5067348
Added to Site: 82 day(s) ago

Interior

Number of Rooms: 7
Interior Features: Wood Fireplace, 1 Fireplace
Fireplace: Yes
Appliances: Dishwasher, Gas Range, Refrigerator
Flooring: Carpet, Softwood

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 1
3/4 Bathrooms: 2
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 3
Primary Suite: Level 1
Bedroom 1: Level 2

Other Rooms

Kitchen: Kitchen, Level 1
Porch: Level 1

Exterior

Exterior Features: Garden Space, Patio
Color: Blue

Parking

Garage: Yes
Garage Spaces: 2

Location

County: Carroll
Driving Directions: Take Middleton Rd from Route 28, take a right on Sleepy Hollow Rd, and it is the first driveway on the right.

School Information

School District: Governor Wentworth Regional
Elementary School: Carpenter Elementary
Middle School: Kingswood Regional Middle
High School: Kingswood Regional High School

Heating & Cooling

Cooling Type: None
Heating Type: Oil, Forced Air

Utilities

Sewer: Private, Septic

Structural Information

Construction Status: Existing
Basement Entrance: Interior
Basement Desc.: Concrete
Roof: Asphalt Shingles
Stories/Levels: 2
Square Feet: 2,700
Finished Total: 2,700 Sq. Ft.
Finished Above Grnd: 2,700 Sq. Ft.
Year Built: 1920

Lot Features

Lot Size (Acres): 1.22
Lot Size (Sq. Ft.): 53,143
Frontage: Yes Road Frontage
Frontage Feet: 459
Driveway/Sidewalk: Paved
Zoning: SOUTH

Financial Considerations

Price Per Sq. Ft.: $185.19
Assessment Year: 2024
Assessment Amount: $339,700
Tax Amount: $5,401
Tax Year: 2024

Disclosures and Reports

Lot Number: 79

Listed by BHHS Verani Wolfeboro, Jodi Hughes and Emily R Hastings
Sold by KW Coastal and Lakes & Mountains Realty, Norma. Joy

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Listed by BHHS Verani Wolfeboro, Jodi Hughes and Emily R Hastings
Sold by KW Coastal and Lakes & Mountains Realty, Norma. Joy

Listing agents

— 1 Sleepy Holw Rd —

Jodi Hughes

BHHS Verani Wolfeboro
Emily R Hastings

Cell: 603-455-9533

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NMLS#: 1598647

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Schools

Schools serving 1 Sleepy Holw Rd

School District:Governor Wentworth Regional School District

Name	Grades	Distance
Crescent Lake School 75 McManus Road, Wolfeboro, NH 03894	4-6	1.2 mi
Carpenter Elementary School 102 South Main Street, Wolfeboro, NH 03894	K-3	2.5 mi
Kingswood Regional Middle School 404 South Main Street, Wolfeboro, NH 03894	7-8	1.3 mi
Kingswood Regional High School 396 South Main Street, Wolfeboro, NH 03894	9-12	1.4 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1 Sleepy Holw Rd

Date

Details

Price

Change

Source

11/25/2025

Sold

$500,000

—

MLS

10/26/2025

Listed

$500,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

829 Route 16, Ossipee, NH 03896 - Photo 1

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$299,900

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Lots/Land
Active
Updated 12 hours ago

4
Acres

Listed by REAL Broker NH, LLC

Just Listed

$239,000

70 Osprey Rd Alton, NH 03809

Single Family
Active
Updated 2 hours ago

3
Beds
3
Total Baths
1,652
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty

26 Hilltop Dr, Wakefield, NH 03872 - Photo 1

Just Listed

$629,900

26 Hilltop Dr Wakefield, NH 03872

Single Family
Active
Updated 19 hours ago

4
Beds
2
Total Baths
3,176
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro

99 Village Valley Dr, Wakefield, NH 03830 - Photo 1

Just Listed

$529,900

99 Village Valley Dr Wakefield, NH 03830

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
2,980
Sq. Ft.

Listed by Alex & Associates Realty

557 Wentworth Rd, Brookfield, NH 03872 - Photo 1

557 Wentworth Rd Brookfield, NH 03872

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,292
Sq. Ft.

Listed by Nikki Seavey (603) 370-7290 and Doreen Berendes (603) 205-2320

123 Mountain Rd, Tuftonboro, NH 03816 - Photo 1

123 Mountain Rd Tuftonboro, NH 03816

Single Family
Active
Updated 4 days ago

3
Beds
1
Total Bath
1,208
Sq. Ft.

Listed by Legacy Group/ Real Broker NH, LLC

532 Frank C Gilman Hwy, Alton, NH 03809 - Photo 1

Price Reduced

-$10,000 (-1.55%)

$635,000

532 Frank C Gilman Hwy Alton, NH 03809

Single Family
Active
Updated 1 day ago

4
Beds
3
Total Baths
3,140
Sq. Ft.

Listed by RE/MAX Innovative Bayside

266 Access Rd, Wakefield, NH 03872 - Photo 1

266 Access Rd Wakefield, NH 03872

Single Family
Active
Updated 2 days ago

3
Beds
3
Total Baths
2,745
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro

67 Middleton Rd, Wolfeboro, NH 03894 - Photo 1

Sold

$455,000

67 Middleton Rd Wolfeboro, NH 03894

Single Family
Closed

3
Beds
2
Total Baths
1,380
Sq. Ft.

Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro
Sold by EXP Realty

668 S Main St, Wolfeboro, NH 03894 - Photo 1

Sold

$550,000

668 S Main St Wolfeboro, NH 03894

Multi-Family
Closed

3
Units
0.22
Acres

Listed by Maxfield Real Estate/Wolfeboro
Sold by BHHS Verani Londonderry

87 Middleton Rd, Wolfeboro, NH 03894 - Photo 1

Sold

$560,000

87 Middleton Rd Wolfeboro, NH 03894

Single Family
Closed
Updated 17 hours ago

3
Beds
2
Total Baths
2,366
Sq. Ft.

Listed by Maxfield Real Estate/Wolfeboro
Sold by KW Coastal and Lakes & Mountains Realty/Wolfeboro

39 Winnipesaukee Dr, Wolfeboro, NH 03894 - Photo 1

Sold

$575,000

39 Winnipesaukee Dr Wolfeboro, NH 03894

Single Family
Closed

3
Beds
3
Total Baths
2,028
Sq. Ft.

Listed by Maxfield Real Estate/Wolfeboro
Sold by BHHS Verani Wolfeboro

1 Sleepy Hollow Road, Wolfeboro, NH 03894 (MLS# 5067348) is a Single Family property that was sold at $500,000 on November 25, 2025. Want to learn more about 1 Sleepy Hollow Road? Do you have questions about finding other Single Family real estate for sale in Wolfeboro? You can browse all Wolfeboro real estate or contact a Coldwell Banker agent to request more information.

1 Sleepy Holw Rd Wolfeboro, NH 03894