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2300 Glenn RoadSouthold, NY 11971

For Sale

$2,180,000

Smart Buyer Rebate $21,800

Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.
The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining.
Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.

Listed by Kristy B. Naddell

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Douglas Elliman Real Estate

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631-354-8100

Listed by Thomas J. Uhlinger

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Douglas Elliman Real Estate

Last updated August 19, 2025

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Source: OneKey #861882

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthold
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu115
  • Taxes$12,135/year
  • Size2,500 sqft
  • Price per sqft$872

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

08/04/2025
Price Decreased
$2,180,000
06/09/2025
Status changed to Active
$2,295,000
05/22/2025
Status changed to Temporarily Off Market
$2,295,000
05/14/2025
Listed by Douglas Elliman Real Estate
$2,295,000

Property Details for 2300 Glenn Road

Exterior

Construction

  • Year Built: 1968
  • Architectural Style: Ranch
  • Construction Materials: Cedar

Features

  • Patio And Porch Features: Patio, Porch
  • View: Water
  • Waterfront Features: Creek, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Front Yard, Garden, Landscaped, Sprinklers In Front, Sprinklers In Rear, Views, Waterfront
  • Lot Size Acres: 0.58
  • Lot Size Square Feet: 25,265

Financial

Taxes

  • Parcel Number: 1000-078-00-02-00-040-000
  • Tax Annual Amount: $12,135.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Dryer, Refrigerator, Washer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Master Downstairs

Measurements

  • Living Area: 2,500
  • Living Area Source: Other

Rooms

  • Basement: Partially Finished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached, Private

Schools

Elementary School

  • Elementary School: Southold Elementary School
  • Elementary School District: Southold

High School

  • High School: Southold Junior-Senior High School
  • High School District: Southold

Middle or Junior School

  • Middle Or Junior School: Southold Junior-Senior High School
  • Middle Or Junior School District: Southold

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water, Oil
  • Sewer: Cesspool
  • Utilities: See Remarks
  • Water Source: Public

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.