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1665 Glenn RoadSouthold, NY 11971

For Sale

$2,350,000

Smart Buyer Rebate $23,500

Newly built and beautifully enhanced with approx. $300K in 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.

Listed by Kristy B. Naddell

·

Douglas Elliman Real Estate

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631-354-8100

Last updated May 31, 2026

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Source: OneKey #990099

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthold
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu41
  • Taxes$19,012/year
  • Size3,248 sqft
  • Price per sqft$724

Amenities

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

Location

Mortgage Calculator

Listing History

05/06/2026
Listed by Douglas Elliman Real Estate
$2,350,000

Property Details for 1665 Glenn Road

Exterior

Construction

  • Year Built: 2024
  • Architectural Style: Traditional
  • Construction Materials: Frame
  • Exterior Features: Balcony, Garden

Features

  • Fencing: Back Yard
  • Patio And Porch Features: Covered, Patio, Porch
  • Pool Features: In Ground, Salt Water
  • Pool Private: Yes
  • View: Water

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 0.52
  • Lot Size Square Feet: 22,651

Financial

Taxes

  • Parcel Number: 1000-078-00-01-00-025-000
  • Tax Annual Amount: $19,012.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Exhaust Fan, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater, Wine Refrigerator
  • Fireplace Features: Gas
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • 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)

Measurements

  • Living Area: 3,248
  • Living Area Source: Plans

Rooms

  • Basement: Full, Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 9

Other

Location

  • Tax Block: 1
  • Tax Lot: 25

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached, Driveway, Garage, Garage Door Opener, 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: Forced Air, Propane, See Remarks
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: See Remarks
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 1665 Glenn Road.

What schools are nearby to 1665 Glenn Road?

Nearby schools include the Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 1665 Glenn Road.

What are the annual taxes for 1665 Glenn Road?

Annual taxes for this single-family home are estimated at $19,012.

How does 1665 Glenn Road compare to other single-family homes in Southold?

This single-family home is listed 44% above the average price for single-family homes in Southold and has been on the market for 79 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,248 sqft.

1665 Glenn Road is a 4-bedroom, 5-bath single-family home for sale in Southold NY 11971. On Prevu for 41 days at $2,350,000. This home features 3,248 square feet of living space, located in Southold. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other single-family home listings in Suffolk County.

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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.