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$1,550,000 -$25,000 (-1.59%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,860 Sq. Ft.
  • 1 Car Garage
  • Updated 4 days ago
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Convenient to the Hamptons, and the North Fork. Located in Flanders, this very private, refreshed contemporary boasts two beautifully landscaped acres, new roof, new hot water heater, a spa, a heated pool with new pool liner and new pool mechanicals. Plenty of decking to entertain. The open concept main level features refinished hardwood flooring, two guest bedrooms, two full bathrooms, kitchen, living room with fireplace and den with fireplace. The second level features the primary en-suite with walk-in closets, refinished hardwood flooring, balcony and skylight. The lower level features a media lounge. Located in Southampton Town with access to Town Beaches. Be in for Spring!

Full Property Details for 220 Pleasure Dr

General

  • Price: $1,550,000
  • Taxes: $12,187
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 917432
  • Updated: 1/12/2026
  • Added to Site: 114 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Open Floorplan, Open Kitchen, Primary Bathroom, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room, Living Room
  • Appliances: Dishwasher, Dryer, Gas Oven, Microwave, Oven, Range, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Spa: Yes
  • Security/Safety: Security System

Exterior

  • Exterior Features: Balcony, Fire Pit, Garden, Gas Grill, Mailbox
  • Porch/Patio/Deck: Porch

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Driveway, Garage

Location

  • County: Suffolk County
  • Driving Directions: Route 24 or Route 104 to Pleasure Drive

School Information

  • High School District: Riverhead
  • Elementary School: Pulaski Street Elementary School
  • Middle School: Riverhead Middle School
  • High School: Riverhead Senior High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Water Connected

Structural Information

  • Architectural Style: Contemporary
  • Detached/Attached: Attached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Partially Finished
  • Building Size: 2860
  • Square Feet: 2,860
  • Sq. Ft. Source: Public Records
  • Year Built: 1987

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Lot Size (Acres): 2.2
  • Lot Size (Sq. Ft.): 95,832
  • Fence: Yes
  • Lot Features: Back Yard, Landscaped, Private
  • Fencing (Description): Back Yard, Chain Link

Financial Considerations

  • Tax Amount: $12,187

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0900-170-00-02-00-001-009

Listed by Hampton Properties

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Listing agents

— 220 Pleasure Dr —

  • Hampton Properties

  • Hampton Properties

631-288-6100

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 220 Pleasure Dr

School District:Riverhead Central School District
NameGradesDistance
Pulaski Street Elementary School
300 Pulaski Street, Riverhead, NY 11901
5-63.3 mi
Riverhead Middle School
600 Harrison Avenue, Riverhead, NY 11901
7-83.6 mi
Riverhead Senior High School
700 Harrison Avenue, Riverhead, NY 11901
9-123.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 220 Pleasure Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/12/2026
Price Reduced
$1,550,000
-1.59%
MLS
11/03/2025
Price Reduced
$1,575,000
-1.56%
MLS
9/25/2025
Listed
$1,600,000
77.78%
MLS
3/28/2025
Sold
$900,000
—
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 220 Pleasure Dr

Year
Property Taxes
Change
Tax Assessment
Change
2020
100%
$675,400
—
2022
-100%
$675,400
3%
2016
$10,807
—
$655,100
—
2020
$10,768
-1%
$655,100
6%
2018
$10,826
6%
$618,700
8%
2017
$10,232
-1%
$573,100
—
2016
$10,381
-4%
$573,100
—
2015
$10,763
-8%
$573,100
—
2015
$11,652
8%
$573,100
—
2014
$10,769
43%
$573,100
32%
2013
$7,551
—
$433,700
—
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 220 Pleasure Dr

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

Listed by Hampton Properties

220 Pleasure Drive, Riverhead, NY 11901 (MLS# 917432) is a Single Family property with 3 bedrooms and 3 full bathrooms. 220 Pleasure Drive is currently listed for $1,550,000 and was received on September 25, 2025. Want to learn more about 220 Pleasure Drive? Do you have questions about finding other Single Family real estate for sale in Riverhead? You can browse all Riverhead real estate or contact a Coldwell Banker agent to request more information.

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