About This Home

This 5-bedroom, 4-bathroom single family at 32 Contessa Court in Port Jefferson, NY is listed for $1,599,000 ($381 per sqft). Built in 1985, the home offers 4,200 sqft of living space on a 0.53 acres lot.

Key Features

  • Built in 1985
  • 0.53 acre lot
  • Private pool
  • Fireplace

Property Details

3 full, 1 half
2-car garage
1985

Amenities

PoolFireplaceViewSpaHardwoodA/C
Listing 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

Monthly Cost Estimate

$8,552/mo

20% down · 6.5% · 30 years

Principal$1,156
Interest$6,929
Insurance$466

Estimates only. Actual payments may vary.

Location

32 Contessa Court

Port Jefferson, NY 11777

Features & Amenities

Interior Features

First Floor BedroomFirst Floor Full BathBuilt-in FeaturesCathedral Ceiling(s)ChandelierChefs KitchenDouble VanityEat-in KitchenEntrance FoyerFormal DiningHigh CeilingsKitchen IslandOpen FloorplanOpen KitchenPantryPrimary BathroomMaster DownstairsRecessed LightingSoaking TubStorage

Exterior Features

Garden

Property Details

Flooring

Hardwood

Construction

Wood Siding

Views

Water

Pool Features

Pool

Parking

DrivewayGarage

Heating

Oil

Cooling

Central Air

Appliances

CooktopDishwasherDryerElectric Water HeaterMicrowaveRefrigeratorStainless Steel Appliance(s)Washer

Questions & Answers

This 5-bedroom, 4-bathroom single family at 32 Contessa Court is listed at $1,599,000 ($381/sqft). The estimated monthly payment is $8,551 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1985, 0.53 acre lot, Private pool, Fireplace. Interior Features: First Floor Bedroom, First Floor Full Bath, Built-in Features. Exterior Features: Garden.

This property is listed by Jolie Powell CBR E-PRO.

JE

Jolie Powell CBR E-PRO

Agent at Jolie Powell Realty

Listed by Jolie Powell Realty · Broker phone: (631) 473-0420 · View on Broker Site · Broker website

MLS# 1014504· Source: OneKey MLS· 139 days on PropertySimple

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

32 Contessa Court, Port Jefferson, NY 11777

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