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49 Sleepy Hollow Drive, Greenland, NH

Single Family Residence

For SaleActive
5 Beds|5 Baths|4,719 ft²|Built 2005|Greenland

Listed by The Gove Group Real Estate, LLC · Marissa Drew

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 garage parking for 3, 2005 construction and roughly $465 per square foot. 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 3 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.

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:91

Primary Features

CountyNH-Rockingham
Property TypeResidential
Year Built2005
ZoningRES

Interior Features

AppliancesDishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Water Heater off Boiler, Wine Cooler
BasementYes
Basement Access TypeWalk-up
Basement DescriptionBulkhead, Finished, Full, Insulated, Interior Entry, Exterior Entry, Interior Stairs, Storage Space, Basement Stairs
1/4 Baths0
3/4 Baths0
CoolingCentral Air
ElectricCircuit Breakers
FlooringCarpet, Ceramic Tile, Hardwood
HeatingOil
Interior FeaturesBlinds, 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 - Total10
SqFt-Approximate Finished Above Grade4,719
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished4,719
SqFt Approximate Total5,296

Location Information

School - DistrictGreenland Sch District SAU #50
School - ElementaryGreenland Central School
School - HighPortsmouth
School - Middle/JrGreenland Central School

Financial Details

Electric CompanyEversource
Fuel CompanyPalmer Gas & Oil
PossessionClose Of Escrow
Tax - Gross Amount$17,223
Tax Year2024
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Vinyl Exterior
CovenantsNo
Flood ZoneUnknown
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total StoriesTwo
SurveyedUnknown
Timeshare/Fractional OwnershipNo

External Features

DrivewayPaved
Exterior FeaturesBarn, Hot Tub, Patio, In-Ground Pool, Covered Porch, Built in Gas Grill
FoundationConcrete
GarageYes
Garage Capacity3
Lot FeaturesLandscaped, Wooded, Near Golf Course, Neighborhood, Near School(s)
Lot - Acres2.89
Lot - SqFt125,888
ParkingAttached, Auto Open, Driveway, Heated Garage, Garage, Paved
Road Frontage TypeCul-de-Sac
Road FrontageYes
Road Frontage Length183
RoofArchitectural Shingle
SewerPrivate, Septic Tank
UtilitiesUnderground Utilities
Water SourceDrilled Well, Private
MLS®: PrimeMLS #5094477; Listed by The Gove Group Real Estate, LLC · Marissa Drew

Property History

Annual taxes for this property

YearAssessed Tax
2024$37,315
2023$36,382
2022$35,449

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Greenland27
  • Average list price$1,437,464
  • Price range$799,999 – $2,295,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$14,666 / mo
  • Principal & Interest$11,099
  • Property Tax$3,110
  • Home Insurance$457

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

ElementaryGreenland Central School
MiddleGreenland Central School
High SchoolPortsmouth
DistrictGreenland Sch District SAU #50
$2,195,000/ Asking Price
For SaleActive
Est. $11,099 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

How much does 49 Sleepy Hollow Drive cost?

49 Sleepy Hollow Drive in Greenland, NH is listed at $2,195,000.

That works out to about $465 per square foot.

How many bedrooms and bathrooms does 49 Sleepy Hollow Drive have?

The home has 5 bedrooms and 5 bathrooms.

It offers 4,719 square feet of living space.

What type of home is 49 Sleepy Hollow Drive?

Single-family home in Greenland, New Hampshire, built in 2005.

What area is 49 Sleepy Hollow Drive in?

The property is in Greenland, New Hampshire (03840).

How do I find 49 Sleepy Hollow Drive on the MLS?

The MLS number is #5094477 (PrimeMLS), listed on June 12, 2026.

PrimeMLS

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.