Listed by Lamacchia Realty, Inc. · Rosalee DiScipio · 603-791-4992
Single Family Residence · Wakefield, NH
149 Sleepy Hollow Road, Wakefield, NH
$499,900
Est. $2,528/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 1
- Baths
- 1
- Sq Ft
- 1,168
- Built
- 2018
- MLS®
- #5106898
Property Description
Offered at $499,900, this Wakefield single-family home at 149 Sleepy Hollow Road pairs New Hampshire living with everyday convenience. It counts 1 bedroom, 1 bathroom and 1,168 square feet of living space. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries a 0.91-acre lot, garage parking for 2 and 2018 construction. Everything below — photos, details, schools and market data — updates live from the MLS.
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!
Location Highlights
149 Sleepy Hollow Road is a single family residence in Wakefield, New Hampshire, listed at $499,900. That works out to about $428 per square foot, for a home built in 2018. It has been on the market for 2 months.
From here it is 35.7 miles to Downtown Plymouth / Main Street and 35.8 miles to Waterville Valley Resort. At this latitude, Wakefield averages roughly 8.4 hours of sun a day in June and 3.6 in December.
Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.
Property Details
Essentials & finishes
- Bedrooms
- 1
- Total Baths
- 1
- Full Baths
- 1
- SqFt
- 1,168
- Price / SqFt
- $428.00
- Property Type
- Single Family Residence
- Year Built
- 2018
- County
- NH-Carroll
- Town
- Wakefield, NH
- Status
- Active
- Days on Market
- 54
Primary Features
- County
- NH-Carroll
- Property Type
- Residential
- Year Built
- 2018
- Zoning
- R2PPP
Interior Features
- Appliances
- Gas Water Heater, Water Heater
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Concrete, Concrete Floor, Partial, Interior Stairs
- 1/4 Baths
- 0
- 3/4 Baths
- 0
- Cooling
- Mini Split
- Electric
- 200+ Amp Service
- Flooring
- Concrete, Carpet, Vinyl
- Heating
- Electric, Other
- Interior Features
- Dining Area, Kitchen/Dining, Kitchen/Family, Living/Dining, Primary BR w/ BA, Basement Laundry
- Rooms - Total
- 3
- SqFt-Approximate Finished Above Grade
- 1,168
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 1,168
- SqFt Approximate Total
- 1,168
Financial Details
- Tax - Gross Amount
- $4,260
- Tax Year
- 2025
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Wood Siding
- Covenants
- No
- Easements
- No
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- One
- Surveyed
- Unknown
- Timeshare/Fractional Ownership
- No
- Water Access Details
- Beach Access
External Features
- Color
- Brown
- Driveway
- Concrete
- Exterior Features
- Deck, Dock, Private Dock
- Foundation
- Concrete
- Garage
- Yes
- Garage Capacity
- 2
- Lot Features
- Views
- Lot - Acres
- 0.91
- Lot - SqFt
- 39,640
- Parking
- Driveway, Unpaved
- Road Frontage Type
- Dirt, Other
- Road Frontage
- TBD
- Roof
- Shingle
- Sewer
- Private
- Utilities
- Cable Available
- Water Source
- Private
- Water Body Type
- Pond
MLS®: PrimeMLS #5106898; Listed by Lamacchia Realty, Inc. · Rosalee DiScipio · 603-791-4992
Property History
Estimated annual taxes for this property
- 2024
- $8,498
- 2023
- $8,286
- 2022
- $8,073
Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Wakefield
- 58
- Average list price
- $553,083
- Price range
- $159,800 – $995,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$3,340/ mo
- Principal & Interest
- $2,528
- Property Tax
- $708
- Home Insurance
- $104
Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.
Around This Property
Schools, everyday places and nearby destinations near 149 Sleepy Hollow Road, Wakefield, NH
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How much does 149 Sleepy Hollow Road cost?
149 Sleepy Hollow Road in Wakefield, NH is listed for $499,900 on PrimeMLS.
That is about $428 per square foot of finished living space.
It came on the market on August 27, 2026.
How many bedrooms and bathrooms does 149 Sleepy Hollow Road have?
149 Sleepy Hollow Road in Wakefield, NH has 1 bedroom and 1 bathroom in 1,168 square feet of finished living space.
What type of home is 149 Sleepy Hollow Road?
149 Sleepy Hollow Road in Wakefield, NH is a single-family home built in 2018.
The MLS lists its style as Raised Ranch, with one story.
What town is 149 Sleepy Hollow Road in?
149 Sleepy Hollow Road is in Wakefield, New Hampshire 03830, in Carroll County.
What is the lot size of 149 Sleepy Hollow Road?
149 Sleepy Hollow Road in Wakefield, NH sits on 0.91 acres, per the MLS.
Zoning: R2PPP.
The MLS lists it as outside a flood zone.
What are the annual property taxes for 149 Sleepy Hollow Road?
Annual property taxes on 149 Sleepy Hollow Road in Wakefield, NH are $4,260 for the 2025 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Wakefield assessing office.
What heating and cooling does 149 Sleepy Hollow Road have?
149 Sleepy Hollow Road in Wakefield, NH is heated by electric, per the MLS.
Cooling: mini split.
What are the water and sewer systems at 149 Sleepy Hollow Road?
149 Sleepy Hollow Road in Wakefield, NH has a private septic system, per the MLS.
MLS details — water: private; sewer: private.
Electric: 200+ amp service.
Other utilities: cable available.
Plan a water test and septic inspection during your inspection period.
Does 149 Sleepy Hollow Road have a basement?
Yes. 149 Sleepy Hollow Road in Wakefield, NH has a basement with interior access.
The MLS describes it as concrete, concrete floor, partial and interior stairs.
What are the key features of 149 Sleepy Hollow Road?
Inside, the MLS lists these features at 149 Sleepy Hollow Road in Wakefield, NH: dining area, kitchen/dining, kitchen/family, living/dining, primary BR w/ BA and basement laundry.
Outside: deck, dock and private dock.
Flooring: concrete, carpet and vinyl.
Listed appliances: gas water heater and water heater; confirm which ones convey in the purchase agreement.
What parking does 149 Sleepy Hollow Road have?
149 Sleepy Hollow Road in Wakefield, NH has a 2-car garage and a concrete driveway.
Parking details: driveway and unpaved.
Is 149 Sleepy Hollow Road a waterfront property?
The MLS does not list 149 Sleepy Hollow Road in Wakefield, NH as waterfront, but it notes water access on a pond.
Water access: beach access.
The MLS lists a dock and private dock.
The MLS also notes views.
Confirm frontage, shoreland rules and any dock or beach rights during due diligence.
Is 149 Sleepy Hollow Road still for sale?
Yes. 149 Sleepy Hollow Road in Wakefield, NH is listed as Active on PrimeMLS (MLS #5106898).
Status can change quickly; contact us to confirm availability before you visit.
Which brokerage has 149 Sleepy Hollow Road listed?
149 Sleepy Hollow Road in Wakefield, NH is listed by Rosalee DiScipio of Lamacchia Realty, Inc. (603-791-4992).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
How does the price of 149 Sleepy Hollow Road compare with other Wakefield listings?
At $499,900, 149 Sleepy Hollow Road in Wakefield, NH is priced below the $549,999 median asking price of the 39 single-family homes for sale in Wakefield on PrimeMLS as of November 3, 2026 (this listing included).
That figure is Owl's Nest Real Estate's analysis of active listings, and asking prices are not sale prices — ask us for recent comparable sales before you make an offer.
How can I see 149 Sleepy Hollow Road in person?
To see 149 Sleepy Hollow Road in Wakefield, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.
We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.
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NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.
This listing data is intended for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 11/03/26.