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Kathleen Pierce
REALTOR®
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49 Sleepy Hollow Drive, Greenland, NH 03840

$2,350,000
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New to the Market Active
BEDS5 BATHS3 full 2 partial SQUARE FEET4,719 MLS#5094477
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLGreenland Sch District SAU #50

Listing Courtesy of: The Gove Group Real Estate, LLC
Agency Phone: 603-778-6400
Associate Name: Marissa Drew
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Property Description

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.

49 Sleepy Hollow Drive | MLS# 5094477

This single family home located at 49 Sleepy Hollow Drive, Greenland, NH 03840 is currently listed for sale with an asking price of $2,350,000. This property was built in 2005 and has 5 bedrooms and 3 full and 2 partial baths with 4719 sq. ft. Sleepy Hollow Drive is located within the Greenland Sch District SAU #50 school district. Search Greenland real estate on kathleenpierce.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bulkhead, Finished, Full, Insulated, Interior Stairs, Storage Space, Interior Access, Exterior Access, Basement Stairs
Basement: Yes
Cooling: Central AC
Garage: 3 car attached
Heating: Oil
Home Style: Colonial
Lot Size: 2.89 Acres
Roof Type: Architectural Shingle
Stories: 2.0
Taxes: $17,223
Year Built: 2005

Amenities

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
Programmable Thermostat
Walkup Attic
Barn
Hot Tub
Patio
In-Ground Pool
Covered Porch
Built in Gas Grill

Feature Descriptions

Accessibility: Access to Parking, Access to Restroom(s), Accessibility Features, Bathroom w/Step-in Shower, Bathroom w/Tub, Paved Parking
Appliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Water Heater off Boiler, Wine Cooler
Baths 1/2: 2
Baths Full: 3
Construction: Wood Frame, Vinyl Exterior
Construction Status: Existing
Days on Site: 3
Driveway: Paved
Electric: Circuit Breaker(s)
Equipment: Irrigation System, Security System, Standby Generator
Exterior: Wood Frame, Vinyl Exterior
Flood Zone: Unknown
Flooring: Carpet, Ceramic Tile, Hardwood
Foundation: Concrete
Hot Tub: Yes
Lot: Landscaped, Wooded, Near Golf Course, Neighborhood, Near School(s)
Number of Rooms: 10
Parking: Auto Open, Heated Garage, Driveway, Garage, Paved, Attached
Road Frontage: 183
Roads: Cul-de-Sac
Sewer: Private, Septic
Sq. Ft. Above Grade Finished: 4719
Sq. Ft. Total Finished: 4719
Total Stories: 2
Water: Drilled Well, Private
Zoning: RES

Local Schools

High School: Portsmouth High School
Middle School: Greenland Central School
Elementary School: Greenland Central School
School District: Greenland Sch District SAU #50

Listed By / Shown By

Listed By

Agency Name: The Gove Group Real Estate, LLC
Agent Name: Marissa Drew
Agency Phone: 603-778-6400

Shown By

Agent Name: Kathleen Pierce
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 7,350.75 per month $5,230.08 Principal & Interest $1,435.25 Property Tax $685.42 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/15/2026. The listing information on this page last changed on 06/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 06/15/2026 12:00:59 AM EST) or MLSPIN MLS (last updated Sun 06/14/2026 11:38:26 PM EST) or Prime MLS (last updated Sun 06/14/2026 11:32:52 PM EST) or MREIS (last updated Sun 06/14/2026 11:55:13 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-06-14 23:32:52

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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