Single Family Residence at 49 Sleepy Hollow Drive, Greenland
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$2,250,000

49 Sleepy Hollow Drive
Greenland, NH 03840
Listed by Marissa Drew · The Gove Group Real Estate, LLC
Bedrooms
5
Bathrooms
4
Living area
N/A
Year built
2005

About this home

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.

Property details

MLS
Prime MLS
MLS #
5094477
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
61
On market date
N/A
Stories
N/A
Total bathrooms
4
Garage spaces
3
Parking spaces
N/A
Lot size
2.89 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Greenland Central School
1.04 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
390
Student:teacher ratio
9.8:1
District
Greenland School District
Middle
Rye Junior High School
3.47 mi away · Grades 5-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
181
Student:teacher ratio
9.5:1
District
Rye School District
High
Portsmouth High School
4.65 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,049
Student:teacher ratio
11.7:1
District
Portsmouth School District

Walkability

Blended score for Greenland's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

36
Car-dependent
out of 100
EPA National Walkability Index
8.0 / 20 -- Below average walkable
Google Places amenity density
30 / 100
Restaurants & cafes0
Grocery stores0
Parks3
Schools3
Transit stops0
Pharmacies0

Mortgage calculator

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Est. monthly payment
$13,700/mo
$450,000 down
$1,800,000 loan
Principal & interest$11,675
Property tax (est.)$1,875
Home insurance (est.)$150

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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is 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 07/24/26.