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32 Contessa Court, Port Jefferson, NY 11777

Suffolk County

Key Facts

5Beds
4Baths
4,200Sq Ft
1985Year Built
0.53Lot (acres)
2Garage

Description

Experience the essence of a Hampton-Style Classic Contemporary offering spectacular water views and an extraordinary outdoor lifestyle. This exceptional property features a beautifully designed backyard with expansive bluestone patio, spa, inground gunite heated pool, perfect for entertaining or peaceful relaxation. Enjoy a true country club lifestyle just minutes from private resident-only beaches, kayaking, sailing, harbor-front park, charming cafes, live theater, LIRR, Ferry service and nearby hospitals and university. A rare opportunity to embrace resort-like amenities and the best of the North Shore's coastal lifestyle. All in the renowned Port Jefferson School District! Property Details: - History: Meticulously maintained by the original owners since 1985. - Exterior: Situated on .53 acres featuring four multi-level mahogany decks, landscape lighting, Andersen windows, and fire/burglar alarms. - Recent Upgrades: Roof is under 15 years old; includes a new boiler and a new central air conditioning system. - Pool & Spa: Equipped with separate hot water heaters, filtration systems, and propane heaters. Recent updates include new tiles, marble dusting, and new jets, with a backwash system into a dry well. - Backup Power: Generac 22K propane generator with transfer switch. Interior Features: - Main Level: Open floor plan with cathedral ceilings and five skylights. Includes an entrance foyer, formal dining room, and an expansive living room. The primary bedroom features cathedral ceilings, built-in closets, and a full marble en-suite bath with a massaging jet bathtub. The chef’s Pedini-designed kitchen includes an island and Sub-Zero, Miele, Bosch, and GE Monogram appliances. This level also includes a washer/dryer closet, two additional bedrooms with cathedral ceilings, and a second full bathroom. - Lower Level: Large family room with Brazilian cherry floors, an additional large bedroom with an en-suite bathroom, a fifth bedroom, a play area, recessed lighting, and ample storage. Exterior Features: - Gardens: Multi-level gardens - Views: LI Sound, Mount Sinai Harbor, and Cedar Beach - Patio: Bluestone patio

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Contemporary

Year Built

1985

Living Area

4,200 sq ft

Lot Size

0.53 acres

Garage Spaces

2

Days on Market

32

MLS® Listing#

1014504

Property Features

Interior

Built-in FeaturesCathedral Ceiling(s)ChandelierDouble VanityEat-in KitchenEntrance FoyerHigh CeilingsKitchen IslandOpen FloorplanPantryMaster DownstairsRecessed LightingSoaking TubStorage

Exterior

Garden

Appliances

CooktopDishwasherDryerElectric Water HeaterMicrowaveRefrigeratorStainless Steel Appliance(s)Washer

Cooling

Central Air

Heating

Oil

Flooring

Hardwood

Fireplace

Wood Burning

Basement

FinishedWalk-Out Access

Pool

FencedIn GroundPrivate

Parking

DrivewayGarage

Laundry

In Hall

Fencing

FencedBack Yard

Construction

Wood Siding

Utilities

Cable AvailableElectricity ConnectedPropaneWater Connected

Sewer

Cesspool

Water Source

Public

Schools

Elementary:
Port Jefferson Elementary School
Middle:
Port Jefferson Middle School
High:
Earl L Vandermeulen High School

Financial Details

Annual Taxes

$22,965

Assessed Value

$6,930

Parcel Number

0206-010-00-04-00-001-045

Directions

Old Post Rd E to Nadia Ct to Contessa Ct

Affordability Calculator

$319,800

Estimated monthly payment

$8,511/mo

Principal $1,279,200 · Est. interest $1,784,598 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Port Jefferson, NY

$611,538
Median Listing Price
42
Median Days on Market
1,800
Median Sq Ft
$333
Median Price / Sq Ft
232
Active Listings
  • This home’s price is 161% above the area median.
  • Its price per sq ft is 14% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Port Jefferson, NY.

Location

Map showing the location of 32 Contessa Court, Port Jefferson, NY 11777

Points of Interest in Port Jefferson, NY

Showing the Port Jefferson area map.

Nearby Schools

  • Port Jefferson School District

    School · 0.6 mi away

  • Port Jefferson Elementary School

    Elementary · 0.6 mi away

  • Maryhaven Center of Hope

    School · 0.8 mi away

  • Mount Sinai High School

    Secondary · 1.1 mi away

  • Mount Sinai Middle School

    Secondary · 1.1 mi away

  • Mount Sinai Elementary School

    Elementary · 1.1 mi away

  • Mount Sinai School District

    School · 1.1 mi away

  • Harbor View Nursery School

    School · 1.2 mi away

  • Primarily 2's and 3's

    School · 1.3 mi away

  • Port Jefferson Middle School

    Secondary · 1.5 mi away

  • Earl L. Vandermeulen High School

    Secondary · 1.5 mi away

  • John F Kennedy Middle School

    Secondary · 2.2 mi away

  • Kids of Miller Place

    School · 2.3 mi away

  • Play Groups School

    School · 2.5 mi away

  • Norwood Avenue School

    Elementary · 2.5 mi away

  • Sound Beach School

    Elementary · 2.7 mi away

  • Ward Melville High School

    Secondary · 2.7 mi away

  • Three Village Central School District

    School · 2.7 mi away

  • Terryville Road Elementary School

    Elementary · 2.7 mi away

  • North Country Road School

    Secondary · 2.7 mi away

Commute Calculator

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Moving Cost Estimate

EXIT Agents in Port Jefferson

Listing Courtesy: Jolie Powell Realty Inc - 6314730420

Presented by: Jolie Powell CBR E-PRO

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by LIBOR. MLS® Listing#1014504. © 2026EXIT Realty®. All rights reserved.