Listed by The Gove Group Real Estate, LLC · Marissa Drew · 603-778-6400
Single Family Residence · Greenland, NH
49 Sleepy Hollow Drive, Greenland, NH
$2,195,000
$2,250,000 · changed Sep 7, 2026
Est. $11,099/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 5
- Baths
- 5
- Sq Ft
- 4,719
- Built
- 2005
- MLS®
- #5094477
Property Description
From its address at 49 Sleepy Hollow Drive, this single-family home puts you in Greenland, New Hampshire. On offer: 5 bedrooms, 5 bathrooms and 4,719 square feet of living space, at a list price of $2,195,000. 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 2.89-acre lot, garage parking for 3 and 2005 construction. Browse the gallery and specs below; if it fits, we can have you through the door quickly.
Tucked away in a beautifully established Greenland neighborhood, this exceptional custom Colonial offers over 4,700 sq ft of above-grade living space, + a finished lower level designed for entertaining, recreation, & relaxation. The home features a gourmet kitchen with granite counters, large center island, wine cooler, professional-grade gas range, & commercial-style vent hood, opening to spaces ideal for both everyday living & entertaining. Hardwood floors, custom millwork, central air, Control4 smart home technology, security system, & heated 3-car garage further elevate the home's appeal. The 2nd level offers 4 spacious bedrooms, including a luxurious primary suite, plus a substantial bonus room over the garage offering flexibility for a media room, playroom, home office, or guest retreat. The finished 3rd floor adds 2 additional rooms, creating exceptional space for guests, hobbies, fitness, or remote work. The finished lower level is equally impressive, featuring a dedicated theater room with Dolby Atmos surround sound, enhanced sound insulation, & sauna. Outside, the property transforms into a private backyard resort with gunite pool, swim spa, outdoor kitchen with custom granite bar, expansive patio, landscape lighting, irrigation system, & brand-new composite decking. The covered porch features removable screens for seasonal enjoyment, while mature landscaping creates a truly special setting. Recent improvements include a new roof, all-new composite decks, new whole-house generator engine, freshly sealed driveway, hydroseeded front lawn, & professionally refreshed pool deck. Additional upgrades include a whole-house soft water treatment system, spray foam insulation/weatherization, & professional ductwork/air handler cleaning. Completing the offering are a whole-house standby generator, barn with loft, motorhome pad with electric service, & an ideal Seacoast location near Portsmouth, beaches, dining, shopping, commuter routes, & Breakfast Hill Golf Club.
Location Highlights
49 Sleepy Hollow Drive is a single family residence in Greenland, New Hampshire, listed at $2,195,000. That works out to about $465 per square foot, for a home built in 2005. It has been on the market for 5 months.
At this latitude, Greenland averages roughly 8.4 hours of sun a day in June and 3.6 in December.
Zoned schools in the Greenland Sch District SAU #50: Greenland Central School (Elementary), Greenland Central School (Middle), Portsmouth (High). Always confirm zoning with the district office.
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
- 5
- Total Baths
- 5
- Full Baths
- 3
- SqFt
- 4,719
- Price / SqFt
- $465.14
- Property Type
- Single Family Residence
- Year Built
- 2005
- County
- NH-Rockingham
- Town
- Greenland, NH
- Status
- Active
- Days on Market
- 130
Primary Features
- County
- NH-Rockingham
- Property Type
- Residential
- Year Built
- 2005
- Zoning
- RES
Interior Features
- Appliances
- Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Water Heater off Boiler, Washer, Wine Cooler
- Basement
- Yes
- Basement Access Type
- Walk-up
- Basement Description
- Bulkhead, Finished, Full, Insulated, Interior Entry, Exterior Entry, Interior Stairs, Storage Space, Basement Stairs
- 1/4 Baths
- 0
- 3/4 Baths
- 0
- Cooling
- Central Air
- Electric
- Circuit Breakers
- Flooring
- Carpet, Ceramic Tile, Hardwood
- Heating
- Oil
- Interior Features
- Blinds, Dining Area, Fireplace Screens/Equip, Wood Fireplace, 1 Fireplace, Home Theater Wiring, Kitchen Island, Laundry Hook-ups, Primary BR w/ BA, Natural Light, Sauna, Security, Indoor Storage, Walk-In Closet(s), Programmable Thermostat, Walkup Attic
- Rooms - Total
- 10
- SqFt-Approximate Finished Above Grade
- 4,719
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 4,719
- SqFt Approximate Total
- 5,296
Location Information
- School - District
- Greenland Sch District SAU #50
- School - Elementary
- Greenland Central School
- School - High
- Portsmouth
- School - Middle/Jr
- Greenland Central School
Financial Details
- Electric Company
- Eversource
- Fuel Company
- Palmer Gas & Oil
- Possession
- Close Of Escrow
- Tax - Gross Amount
- $17,223
- Tax Year
- 2024
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Wood Frame, Vinyl Exterior
- Covenants
- No
- Flood Zone
- Unknown
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- Two
- Surveyed
- Unknown
- Timeshare/Fractional Ownership
- No
External Features
- Driveway
- Paved
- Exterior Features
- Barn, Built in Gas Grill, Hot Tub, Patio, In-Ground Pool, Covered Porch
- Foundation
- Concrete
- Garage
- Yes
- Garage Capacity
- 3
- Lot Features
- Landscaped, Wooded, Near Golf Course, Neighborhood, Near School(s)
- Lot - Acres
- 2.89
- Lot - SqFt
- 125,888
- Parking
- Attached, Auto Open, Driveway, Heated Garage, Garage, Paved
- Road Frontage Type
- Cul-de-Sac
- Road Frontage
- Yes
- Road Frontage Length
- 183
- Roof
- Architectural Shingle
- Sewer
- Private, Septic Tank
- Utilities
- Underground Utilities
- Water Source
- Drilled Well, Private
MLS®: PrimeMLS #5094477; Listed by The Gove Group Real Estate, LLC · Marissa Drew · 603-778-6400
Property History
Estimated annual taxes for this property
- 2024
- $37,315
- 2023
- $36,382
- 2022
- $35,449
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 Greenland
- 26
- Average list price
- $1,434,775
- Price range
- $399,000 – $2,395,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$14,666/ mo
- Principal & Interest
- $11,099
- Property Tax
- $3,110
- Home Insurance
- $457
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 49 Sleepy Hollow Drive, Greenland, NH
Assigned Schools
- Elementary
- Greenland Central School
- Middle
- Greenland Central School
- High School
- Portsmouth
- District
- Greenland Sch District SAU #50
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How much does 49 Sleepy Hollow Drive cost?
49 Sleepy Hollow Drive in Greenland, NH is listed for $2,195,000 on PrimeMLS.
That is about $465 per square foot of finished living space.
It came on the market on June 12, 2026.
How many bedrooms and bathrooms does 49 Sleepy Hollow Drive have?
49 Sleepy Hollow Drive in Greenland, NH has 5 bedrooms and 5 bathrooms (3 full and 2 half) in 4,719 square feet of finished living space.
What type of home is 49 Sleepy Hollow Drive?
49 Sleepy Hollow Drive in Greenland, NH is a single-family home built in 2005.
The MLS lists its style as Colonial, with two stories.
What town is 49 Sleepy Hollow Drive in?
49 Sleepy Hollow Drive is in Greenland, New Hampshire 03840, in Rockingham County.
Location notes from the MLS: near golf course and near school(s).
What is the lot size of 49 Sleepy Hollow Drive?
49 Sleepy Hollow Drive in Greenland, NH sits on 2.89 acres, per the MLS.
The lot is described as landscaped and wooded.
It has 183 feet of road frontage (cul-de-sac).
Zoning: RES.
What are the annual property taxes for 49 Sleepy Hollow Drive?
Annual property taxes on 49 Sleepy Hollow Drive in Greenland, NH are $17,223 for the 2024 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Greenland assessing office.
What heating and cooling does 49 Sleepy Hollow Drive have?
49 Sleepy Hollow Drive in Greenland, NH is heated by oil, per the MLS.
Cooling: central air.
What are the water and sewer systems at 49 Sleepy Hollow Drive?
49 Sleepy Hollow Drive in Greenland, NH has a private drilled well and a private septic system, per the MLS.
MLS details — water: drilled well and private; sewer: private and septic tank.
Electric: circuit breakers (Eversource).
Other utilities: underground utilities.
Plan a water test and septic inspection during your inspection period.
Does 49 Sleepy Hollow Drive have a basement?
Yes. 49 Sleepy Hollow Drive in Greenland, NH has a basement with walk-up access.
The MLS describes it as bulkhead, finished, full, insulated, interior entry, exterior entry, interior stairs and storage space.
What are the key features of 49 Sleepy Hollow Drive?
Inside, the MLS lists these features at 49 Sleepy Hollow Drive in Greenland, NH: blinds, dining area, fireplace screens/equip, wood fireplace, 1 fireplace, home theater wiring, kitchen island and laundry hook-ups.
Outside: barn, built in gas grill, hot tub, patio, in-ground pool and covered porch.
Flooring: carpet, ceramic tile and hardwood.
Listed appliances: dishwasher, dryer, range hood, microwave, gas range, refrigerator, water heater off boiler, washer and wine cooler; confirm which ones convey in the purchase agreement.
What parking does 49 Sleepy Hollow Drive have?
49 Sleepy Hollow Drive in Greenland, NH has a 3-car garage and a paved driveway.
Parking details: attached, auto open, driveway, heated garage, garage and paved.
What school district is 49 Sleepy Hollow Drive in?
The MLS places 49 Sleepy Hollow Drive in Greenland, NH in the Greenland Sch District SAU #50.
Listed schools: Greenland Central School (elementary), Greenland Central School (middle) and Portsmouth (high).
School assignments can change; confirm with the district.
Is 49 Sleepy Hollow Drive still for sale?
Yes. 49 Sleepy Hollow Drive in Greenland, NH is listed as Active on PrimeMLS (MLS #5094477).
Status can change quickly; contact us to confirm availability before you visit.
Which brokerage has 49 Sleepy Hollow Drive listed?
49 Sleepy Hollow Drive in Greenland, NH is listed by Marissa Drew of The Gove Group Real Estate, LLC (603-778-6400).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
How does the price of 49 Sleepy Hollow Drive compare with other Greenland listings?
At $2,195,000, 49 Sleepy Hollow Drive in Greenland, NH is priced above the $1,474,950 median asking price of the 20 single-family homes for sale in Greenland 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 49 Sleepy Hollow Drive in person?
To see 49 Sleepy Hollow Drive in Greenland, 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.