Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$2,350,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 4,719 Sq. Ft.
  • 2.89 Acres
  • 3 Car Garage
  • Updated 5 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 6/13 11:00 AM - 1:00 PM

49 Sleepy Hollow Drive,Greenland, NH 03840

49 Sleepy Hollow DriveGreenlandNH03840

Get directions

View more dates

Join us at 49 Sleepy Hollow Drive on:

  • Open House: 2:00 PM - 4:00 PM

    Sunday 6/14 2:00 PM - 4:00 PM

    49 Sleepy Hollow Drive,Greenland, NH 03840
    49 Sleepy Hollow DriveGreenlandNH03840
See This Home
Save This Home
See This Home
Save 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.

Full Property Details for 49 Sleepy Hollow Dr

General

  • Price: $2,350,000
  • Taxes: $17,223 (2024)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5094477
  • Updated: Today (6/12/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Interior Features: Blinds, Dining Area, Fireplace Screens/Equip, Wood Fireplace, 1 Fireplace, Home Theater Wiring, Kitchen Island, Laundry Hookups, Primary BR w/ BA, Natural Light, Sauna, Security, Indoor Storage, Walk-In Closet, Programmable Thermostat, Walkup Attic
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Range Hood, Microwave, Gas Range, Refrigerator, Washer, Water Heater off Boiler, Wine Cooler
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Pool: Yes
  • Equipment: Irrigation System, Security System, Standby Generator

Exterior

  • Exterior Features: Barn, Hot Tub, Patio, In-Ground Pool, Covered Porch, Built in Gas Grill

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Auto Open, Heated Garage, Driveway, Garage, Paved, Attached

Location

  • County: Rockingham
  • Driving Directions: I-95 Exit 3 to NH-33 West. Left onto Portsmouth Avenue, right onto Breakfast Hill Road, left onto Post Road, then left onto Sleepy Hollow Drive. Property is at the end of the cul-de-sac.

School Information

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

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Oil

Utilities

  • Sewer: Private, Septic

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Walk-up
  • Basement Desc.: Bulkhead, Finished, Full, Insulated, Interior Stairs, Storage Space, Interior Access, Exterior Access, Basement Stairs
  • Roof: Architectural Shingle
  • Stories/Levels: 2
  • Square Feet: 4,719
  • Finished Total: 4,719 Sq. Ft.
  • Finished Above Grnd: 4,719 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 2.89
  • Lot Size (Sq. Ft.): 125,888
  • Frontage: Yes Road Frontage
  • Frontage Feet: 183
  • Driveway/Sidewalk: Paved
  • Zoning: RES

Financial Considerations

  • Price Per Sq. Ft.: $497.99
  • Tax Amount: $17,223
  • Tax Year: 2024

Disclosures and Reports

  • Documents Avail.: Deed, Property Disclosure, Tax Map
  • Block: 6
  • Lot Number: 26-A

Listed by The Gove Group Real Estate, LLC, Marissa Drew and Stuart Gerome

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listed by The Gove Group Real Estate, LLC, Marissa Drew and Stuart Gerome

Listing agents

— 49 Sleepy Hollow Dr —

  • Marissa Drew

    The Gove Group Real Estate, LLC

  • Stuart Gerome

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 49 Sleepy Hollow Dr

School District:Greenland School District
NameGradesDistance
Greenland Central School
70 Post Road, Greenland, NH 03840
K-80.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 49 Sleepy Hollow Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/12/2026
Listed
$2,350,000
193.75%
MLS
7/16/2010
Sold
$800,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 49 Sleepy Hollow Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$17,223
6%
$1,325,900
—
2023
$16,269
6%
$1,325,900
56%
2022
$15,339
2%
$847,900
6%
2021
$15,034
13%
$803,100
—
2020
$13,315
1%
$803,100
—
2019
$13,171
4%
$803,100
—
2018
$12,681
—
$803,100
5%
2017
$12,738
3%
$765,500
3%
2016
$12,373
-2%
$743,100
—
2015
$12,566
6%
$743,100
—
2014
$11,830
3%
$743,100
—
2013
$11,518
—
$743,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 49 Sleepy Hollow Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Gove Group Real Estate, LLC, Marissa Drew and Stuart Gerome

Similar Properties near 49 Sleepy Hollow Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4 Whitehorse Dr, Rye, NH 03870 - Photo 1 Just Listed
$2,399,000

4 Whitehorse Dr  Rye, NH 03870

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 4,202
    Sq. Ft.
Listed by Gibson Sotheby's International Realty
45 Cable Rd, Rye, NH 03870 - Photo 1
$2,100,000

45 Cable Rd  Rye, NH 03870

  • Single Family
  • Active
  • 5
    Beds
  • 3
    Total Baths
  • 3,007
    Sq. Ft.
Listed by KW Coastal and Lakes & Mountains Realty/Exeter
3 Swan Ter, Greenland, NH 03840 - Photo 1
$2,430,000

3 Swan Ter  Greenland, NH 03840

  • Single Family
  • Active
  • Updated 11 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,735
    Sq. Ft.
Listed by The Aland Realty Group
335 Central Rd, Rye, NH 03870 - Photo 1
$2,500,000

335 Central Rd  Rye, NH 03870

  • Single Family
  • Active
  • 3
    Beds
  • 4
    Total Baths
  • 3,030
    Sq. Ft.
Listed by Gibson Sotheby's International Realty

Just Listed near 49 Sleepy Hollow Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4 Whitehorse Dr, Rye, NH 03870 - Photo 1 Just Listed
$2,399,000

4 Whitehorse Dr  Rye, NH 03870

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 4,202
    Sq. Ft.
Listed by Gibson Sotheby's International Realty
4 Highland Park Ave, Rye, NH 03870 - Photo 1 Just Listed
$1,675,000

4 Highland Park Ave  Rye, NH 03870

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,954
    Sq. Ft.
Listed by Tate & Foss Sotheby's International Rlty
170 Wentworth Rd, Rye, NH 03870 - Photo 1 Just Listed
$4,700,000

170 Wentworth Rd  Rye, NH 03870

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 5,211
    Sq. Ft.
Listed by Great Island Realty LLC
495 South Rd, Rye, NH 03870 - Photo 1 Just Listed
$1,800,000

495 South Rd  #19-1  Rye, NH 03870

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 2.7
    Acres
Listed by The Aland Realty Group

Price Reduced near 49 Sleepy Hollow Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

32 Porpoise Dr, Rye, NH 03870 - Photo 1 Price Reduced
-$100,000 (-8.34%)
$1,099,000
Open House

32 Porpoise Dr  Rye, NH 03870

  • Single Family
  • Active
  • Updated 15 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,058
    Sq. Ft.
Listed by Nelson Real Estate NH, LLC
1116 Ocean Blvd, Rye, NH 03870 - Photo 1 Price Reduced
-$505,000 (-11.22%)
$3,995,000
Open House

1116 Ocean Blvd  Rye, NH 03870

  • Single Family
  • Active
  • Updated 15 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,136
    Sq. Ft.
Listed by Carey Giampa, LLC/Rye
1000 Greenland Rd, Portsmouth, NH 03801 - Photo 1 Price Reduced
-$19,901 (-3.49%)
$549,999
Open House

1000 Greenland Rd  Portsmouth, NH 03801

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,368
    Sq. Ft.
Listed by Jordan Grillo (978) 500-7885
36 State Street, Portsmouth, NH 03801 - Photo 1 Price Reduced
-$100,000 (-4.45%)
$2,149,000

36 State Street  Portsmouth, NH 03801

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,982
    Sq. Ft.
Listed by Carey Giampa, LLC/Seabrook Beach

Recent Sales near 49 Sleepy Hollow Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4 Tilton Dr, Stratham, NH 03885 - Photo 1 Sold
$2,000,000

4 Tilton Dr  Stratham, NH 03885

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 3,728
    Sq. Ft.
Listed by The Gove Group Real Estate, LLC
Sold by The Gove Group Real Estate, LLC
6 Spruce Ave, Rye, NH 03870 - Photo 1 Sold
$2,000,000

6 Spruce Ave  Rye, NH 03870

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,525
    Sq. Ft.
Listed by Tate & Foss Sotheby's International Rlty
Sold by Tate & Foss Sotheby's International Rlty
10 Shipwright Wy, Newington, NH 03801 - Photo 1 Sold
$2,670,000

10 Shipwright Wy  Newington, NH 03801

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 4,199
    Sq. Ft.
Listed by Duston Leddy Real Estate
Sold by Duston Leddy Real Estate
49 Jenness Ave, Rye, NH 03870 - Photo 1 Sold
$2,035,000

49 Jenness Ave  Rye, NH 03870

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,000
    Sq. Ft.
Listed by William Raveis R.E. & Home Services
Sold by Red Post Realty

49 Sleepy Hollow Drive, Greenland, NH 03840 (MLS# 5094477) is a Single Family property with 5 bedrooms, 3 full bathrooms and 2 partial bathrooms. 49 Sleepy Hollow Drive is currently listed for $2,350,000 and was received on June 12, 2026. Want to learn more about 49 Sleepy Hollow Drive? Do you have questions about finding other Single Family real estate for sale in Greenland? You can browse all Greenland real estate or contact a Coldwell Banker agent to request more information.

Tour this property