Skip to main content

MLS ID KEY972084Last updated Sep 18, 2026

Single Family

445 Glen Court

Active · Southold · Suffolk County, NY 11935

Bedrooms
4 Beds
Bathrooms
5 Baths
Year built
2018
Est. monthly taxes
$2,358.07
Property gallery0 / 50
Loading photo…Photo unavailable

About this home

Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pedigree and an unrepeatable setting. Designed by Barnes Coy Architects, the award-winning firm known for some of the East End’s most distinctive modern residences, this 4,200 SF jewel box estate is set within a private neighborhood with its own park and private stairs to the beach. Filled with natural light and premium finishes, the home features polished limestone floors with radiant heat, two primary ensuite bedrooms with ample closet space, smart home technology controlling lights, blinds, temperature, and front gate; solar panels for energy efficiency, and a full-house generator. The lower level with full bath offers flexible space for a media room, gym, office, or guest overflow. An attached two-car garage is also included. Outside, a heated saltwater gunite pool, hot tub, 1000 sf rooftop deck, firepit, and back lawn create an exceptional waterfront setting for entertaining or quiet enjoyment. Enjoy breathtaking sunsets from the rooftop deck or pool, practice yoga with wide water views, or watch seals gather on the rocks below. An outdoor shower with interior and exterior access adds ease after the beach or pool, and there is room to create an outdoor dining and kitchen area. A truly architecturally significant North Fork offering with exceptional water views, spectacular sunsets, privacy, and a setting that simply cannot be recreated.

Listing snapshot

Days on site
59 days
Listed on MLS
Apr 7, 2026
Full baths
4
Half baths
1
Annual property tax (MLS)
$28,296.83
Tax year
2026
Association / maintenance fees (MLS)
$750 / Annually
Fees include (MLS)
Common Area Maintenance
Area source (MLS)
Other
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY972084
Last updated
Sep 18, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2018
Garage
Yes
Garage spaces
2
Parking
Driveway, Garage
Water source
Public
Sewer
Septic Tank
Utilities
Propane

Interior features

Basement
Finished, Full
Heating
Propane, Radiant Floor
Cooling
Central Air
Interior
Cathedral Ceiling(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, ENERGY STAR Qualified Door(s), High Ceilings, Kitchen Island, Primary Bathroom, Open Floorplan, Open Kitchen, Pantry, Recessed Lighting, Smart Thermostat, Sound System, Speakers, Storage, Walk-In Closet(s)
Appliances
Convection Oven
Flooring
Other
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Modern
Construction materials
Advanced Framing Technique
Exterior
Balcony, Fire Pit, Other
Private pool
Yes

Schools (MLS)

Elementary school
Mattituck-Cutchogue Elementary Sch
Elementary school district
Mattituck-Cutchogue
Middle school
Mattituck Junior-Senior High School
Middle school district
Mattituck-Cutchogue
High school
Mattituck Junior-Senior High School
High school district
Mattituck-Cutchogue

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11935Show interactive map
445 Glen Court

Southold · Suffolk County, NY 11935

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.