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$2,250,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
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1665 Glenn Road, Southold, NYVideo Tour of 1665 Glenn Road, Southold, NY.
Newly built and beautifully enhanced with many expensive upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom and three second-floor ensuite guest rooms. The interior is designed for both comfort and entertaining, with a two-sided gas fireplace, quartz kitchen countertops, Bosch and XO appliances, dimmer lighting throughout, electric shades in key living areas, ceiling fans in all bedrooms, and a first-floor laundry room. Home includes 7 built-in TVs, a 98-inch Sony screen and home theater with blackout shades, creating an impressive entertainment space. Since purchasing, the owner has elevated the property, including full front and rear landscaping, new lawns, extensive plantings, 73 trees, a new front walkway and steps, a rear sprinkler system, outdoor accent lighting, and a limestone patio surrounding the pool. The exterior is anchored by an 18x36 gated heated saltwater pool with a 500-gallon inground propane tank for the pool heater, a rear porch, dog run, retaining wall, and roof deck with water views. Additional features include a Sonos music system inside and out, alarm system, 2-car attached garage with shelving, additional refrigerator, and electric car hookup. Ideally located in Southold, this move-in-ready home combines new construction ease with substantial post-purchase improvements already completed.

Full Property Details for 1665 Glenn Rd

General

  • Price: $2,250,000
  • Taxes: $19,012
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 990099
  • Updated: 9/21/2026
  • Added to Site: 169 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Built-in Features, Ceiling Fan(s), Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), Entertainment Cabinets, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Master Downstairs, Quartz/Quartzite Counters, Smart Thermostat, Soaking Tub, Sound System, Speakers, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas
  • Appliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Exhaust Fan, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater, Wine Refrigerator
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground, Salt Water
  • Security/Safety: Security System

Exterior

  • Exterior Features: Balcony, Garden
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Driveway, Garage, Garage Door Opener, Private

Location

  • County: Suffolk County
  • Cross Streets: Main Bayview

School Information

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

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Propane, See Remarks

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: See Remarks

Structural Information

  • Architectural Style: Traditional
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Full Basement, Unfinished
  • Sq. Ft. Source: Plans
  • Year Built: 2024

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.52
  • Lot Size (Sq. Ft.): 22,651
  • Fence: Yes
  • Fencing (Description): Back Yard

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $19,012

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 1000-078-00-01-00-025-000
  • Block: 1
  • Lot Number: 25

Listed by Douglas Elliman Real Estate

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Listing agent

— 1665 Glenn Rd —

  • Douglas Elliman Real Estate

631-354-8100

Get Pre-Approved Today

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NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1665 Glenn Rd

School District:Southold Union Free School District
NameGradesDistance
Southold Elementary School
420 Oaklawn Avenue, Southold, NY 11971
K-60.9 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 1665 Glenn Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/24/2026
Price Reduced
$2,250,000
-4.26%
MLS
5/06/2026
Listed
$2,350,000
3.87%
MLS
10/25/2024
Sold
$2,262,500
—
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 1665 Glenn Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$1,176
100%
$12,100
1412%
2020
-100%
$800
—
2022
$1,149
3%
$800
—
2021
$1,112
1%
$800
—
2020
$1,100
2%
$800
—
2018
$1,077
2%
$800
—
2017
$1,060
1%
$800
—
2016
$1,052
3%
$800
—
2015
$1,019
1%
$800
—
2015
$1,009
4%
$800
—
2014
$972
2%
$800
—
2013
$950
—
$800
—
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 1665 Glenn Rd

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

Listed by Douglas Elliman Real Estate

1665 Glenn Road, Southold, NY 11971 (MLS# 990099) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 1665 Glenn Road is currently listed for $2,250,000 and was received on May 06, 2026. Want to learn more about 1665 Glenn Road? Do you have questions about finding other Single Family real estate for sale in Southold? You can browse all Southold real estate or contact a Coldwell Banker agent to request more information.

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