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$11,000

  • For Rent
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,500 Sq. Ft.
  • Pets Allowed (Yes)
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See This Home
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Hamptons Getaway in Bay Point Escape to this beautifully updated 4-bedroom, 3-bath residence in the coveted Bay Point waterfront community of Sag Harbor. Offered at $132,000 year-round, $95,000 MD-LD, $27,500 for June, $40,000 for July, and $45,000 for August 2027. Just moments from Foster Memorial Beach and only 1.5 miles from Sag Harbor Village, this stylish retreat blends modern comfort with classic Hamptons charm. Enjoy a private, beautifully landscaped setting complete with a heated in-ground pool, outdoor shower, and multiple spaces for outdoor dining and entertaining. Inside, the sun-filled open-concept living area features cathedral ceilings, skylights, and abundant natural light. The chef's kitchen is appointed with a Bertazzoni range, white quartz countertops, farmhouse sink, and premium stainless-steel appliances. The main-level primary suite offers privacy with its own entrance and barn-door enclosure, while two guest bedrooms upstairs share a beautifully finished bath. The lower level is designed for entertaining, featuring a spacious media lounge, wet bar, fourth bedroom, and additional full bath with designer finishes. Whether enjoying nearby beaches, west-facing sunsets at Long Beach, or evenings by the pool, this Bay Point retreat offers an exceptional Sag Harbor lifestyle in one of the Hamptons' most sought-after locations.

Full Property Details for 28 Windermere Dr

General

  • Rent: $11,000
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1000970
  • Updated: 6/1/2026
  • Added to Site: 57 day(s) ago

Interior

  • Number of Rooms: 16
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Open Floorplan, Open Kitchen, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters
  • Fireplace: Yes
  • Appliances: Dishwasher, Microwave, Oven, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Parking

  • Parking Features: Driveway

Location

  • County: Suffolk County

School Information

  • High School District: Sag Harbor
  • Elementary School: Sag Harbor Elementary School
  • Middle School: Pierson Middle/High School
  • High School: Pierson Middle/High School

Community

  • Pets Allowed: Yes
  • Pet Restrictions: Call

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: See Remarks

Structural Information

  • Architectural Style: Traditional
  • Detached/Attached: Attached
  • Basement: Yes
  • Basement Desc.: Finished
  • Common Walls: No Common Walls
  • Entry Floor Number: 1
  • Building Size: 2500
  • Square Feet: 2,500
  • Sq. Ft. Source: Plans
  • Year Built: 2006

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,068

Financial Considerations

  • Security Deposit: 25%

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0900-009-00-02-00-052-000

Listed by Douglas Elliman Real Estate

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Listing agent

— 28 Windermere Dr —

  • Douglas Elliman Real Estate

631-725-0200

Schools serving 28 Windermere Dr

School District:Sag Harbor Union Free School District
NameGradesDistance
Pierson Middle High School
200 Jermain Avenue, Sag Harbor, NY 11963
6-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 28 Windermere Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/01/2026
Price Reduced
$11,000
-8.97%
MLS
5/27/2026
Price Reduced
$12,084
-61.84%
MLS
5/17/2026
Listed
$31,670
—
MLS
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.

Listed by Douglas Elliman Real Estate

28 Windermere Drive, Sag Harbor, NY 11963 (MLS# 1000970) is a Single Family property with 4 bedrooms and 3 full bathrooms. 28 Windermere Drive is currently listed for rent at $11,000 and was received on May 17, 2026. Want to learn more about 28 Windermere Drive? Do you have questions about finding other real estate for sale or rent in Sag Harbor? You can browse all Sag Harbor rentals or contact a Coldwell Banker agent to request more information.

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