Date
Details
Price
Change
Source
8/27/2026
Listed
$499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$499,900 Just Listed
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Property Description
Ultimate Waterfront Escape in Wakefield! Wake up to shimmering Pond views and dive straight into the good life! This elevated waterside retreat is what you have been looking for! Imagine starting your mornings sipping coffee on the sprawling, elevated deck surrounded by a serene canopy of trees, and spending your afternoons launching kayaks or jumping off your very own private dock. Inside, the home flows effortlessly for hosting and relaxation. The kitchen is fully loaded with sleek s/s appliances, rich cabinetry, and ample prep space, opening seamlessly to the dining and living areas. Glass doors flood the space with natural light and lead directly out to your outdoor entertainment paradise, perfect for weekend BBQs and sunset cocktails. The primary suite serves as your own private sanctuary, complete with an en-suite bath. Downstairs, the massive walk-out lower level offers endless potential, think workshop, game room, or ultimate lake-gear storage! Wrapped in warm wood siding, anchored by an attached garage, and complete with built-in landscape irrigation, this isn't just a home, it's your private oasis!
Full Property Details
Full Property Details for 149 Sleepy Hollow Rd
General
- Price: $499,900
- Taxes: $4,260 (2025)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5106898
- Updated: 8/27/2026
- Added to Site: Today
Interior
- Number of Rooms: 3
- Interior Features: Dining Area, Kitchen/Dining, Kitchen/Family, Living/Dining, Primary BR w/ BA, Basement Laundry
- Appliances: Gas Water Heater, Water Heater
- Flooring: Carpet, Concrete, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Bathroom 1: Bathroom Full, 5 x 10, Level 1
Bedrooms
- Total Bedrooms: 1
Other Rooms
- Living Room: 7 x 24, Level 1
- Kitchen: Kitchen, 11 x 9, Level 1
- Laundry: Basement
Additional Information
- Equipment: Irrigation System
Exterior
- Exterior Features: Docks, Deck, Private Dock
- Color: Brown
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Driveway, Unpaved
Location
- County: Carroll
Heating & Cooling
- Cooling Type: Mini Split
- Heating Type: Electric, Other
Utilities
- Sewer: Private
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Concrete, Concrete Floor, Interior Stairs, Partial
- Roof: Shingle
- Stories/Levels: 1
- Square Feet: 1,168
- Finished Total: 1,168 Sq. Ft.
- Finished Above Grnd: 1,168 Sq. Ft.
- Year Built: 2018
Lot Features
- Lot Size (Acres): 0.91
- Lot Size (Sq. Ft.): 39,640
- Frontage: TBD
- Driveway/Sidewalk: Concrete
- Zoning: R2PPP
Water Features
- Water View: Yes
- Water Access: Yes
- Water Front Type: Pond
- Water Front Name: Pine River Pond
Financial Considerations
- Price Per Sq. Ft.: $428
- Assessment Year: 2025
- Assessment Amount: $489,100
- Tax Amount: $4,260
- Tax Year: 2025
Disclosures and Reports
- Lot Number: 22
Listed by Lamacchia Realty, Inc., Rosalee DiScipio
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listed by Lamacchia Realty, Inc., Rosalee DiScipio
Listing agent
— 149 Sleepy Hollow Rd —
Rosalee DiScipio
Lamacchia Realty, Inc.
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 149 Sleepy Hollow Rd
School District:Wakefield School District, Wakefield, NH
| Name | Grades | Distance |
|---|---|---|
Paul Elementary School 60 Taylor Way, Wakefield, NH 03872 | PK-8 | 4.8 mi |
Spaulding High School 130 Wakefield Street, Rochester, NH 03867 | 9-12 | 21 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 149 Sleepy Hollow Rd
Tax History
Tax History for 149 Sleepy Hollow Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,260
16%
$489,100
—
2024
$3,678
10%
$489,100
—
2023
$3,350
13%
$489,100
102%
2022
$2,965
-1%
$242,000
—
2021
$2,986
—
$242,000
—
2020
$2,996
15%
$242,000
16%
2019
$2,598
106%
$208,300
86%
2018
$1,262
1%
$112,100
14%
2017
$1,247
-2%
$98,600
—
2016
$1,276
-1%
$98,600
—
2015
$1,288
3%
$98,600
—
2014
$1,256
4%
$98,600
—
2013
$1,211
—
$98,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 149 Sleepy Hollow Rd
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- Single Family
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- 1,800Sq. Ft.
Listed by Assets Realty Group
Sold by Assets Realty Group
Sold by Assets Realty Group
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Sold by Jason Mitchell Group
Sold by Jason Mitchell Group
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Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro
Sold by KW Coastal and Lakes & Mountains Realty/Wolfeboro
Sold by KW Coastal and Lakes & Mountains Realty/Wolfeboro
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,836Sq. Ft.
Listed by KW Coastal and Lakes & Mountains Realty/Wolfeboro
Sold by BHHS Verani Seacoast
Sold by BHHS Verani Seacoast
149 Sleepy Hollow Road, Wakefield, NH 03830 (MLS# 5106898) is a Single Family property with 1 bedroom and 1 full bathroom. 149 Sleepy Hollow Road is currently listed for $499,900 and was received on August 27, 2026. Want to learn more about 149 Sleepy Hollow Road? Do you have questions about finding other Single Family real estate for sale in Wakefield? You can browse all Wakefield real estate or contact a Coldwell Banker agent to request more information.