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
For sale
Price cut: $151K (6/29)
$1,599,000
32 Contessa Court, Port Jefferson, NY 11777
5beds
4,200sqft
Single Family Residence, Residential
Built in 1985
0.53 Acres Lot
$-- Zestimate®
$381/sqft
$-- HOA
What's special
Inground gunite heated poolLandscape lightingFifth bedroomSpectacular water viewsMulti-level gardensRecessed lightingExpansive bluestone patio
- 78 days
- 1,467
- 101
Zillow last checked:
Listing updated:
Listed by:
Jolie Powell Realty Inc 631-473-0420,
Jolie Powell CBR E-PRO
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1014504
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: In Hall
Features
- First Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Recessed Lighting, Soaking Tub, Storage
- Flooring: Hardwood
- Basement: Finished,Walk-Out Access
- Attic: Partial
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total structure area: 4,200
- Total interior livable area: 4,200 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Exterior features: Garden
- Has private pool: Yes
- Pool features: Fenced, In Ground
- Has spa: Yes
- Fencing: Back Yard,Fenced
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.53 Acres
Details
- Parcel number: 0206010000400001045
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
Condition
- Actual
- Year built: 1985
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Propane, Trash Collection Private, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Port Jefferson
Financial & listing details
- Price per square foot: $381/sqft
- Tax assessed value: $6,930
- Annual tax amount: $22,965
- Date on market: 6/16/2026
- Cumulative days on market: 79 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $1,599,000-8.6%$381/sqft |
Source: | ||
| 6/16/2026 | Listed for sale | $1,750,000$417/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $6,930 |
| 2024 | -- | $6,930 |
| 2023 | -- | $6,930 |
| 2022 | -- | $6,930 |
| 2021 | -- | $6,930 |
| 2020 | -- | $6,930 |
| 2019 | -- | $6,930 |
| 2018 | -- | $6,930 |
| 2017 | $15,892 | $6,930 |
| 2016 | -- | $6,930 |
| 2015 | -- | $6,930 |
| 2014 | -- | $6,930 |
| 2013 | -- | $6,930 |
| 2012 | -- | $6,930 |
| 2011 | -- | $6,930 |
| 2010 | -- | $6,930 |
| 2009 | -- | $6,930 |
| 2008 | -- | $6,930 |
| 2007 | $11,593 +11.2% | $6,930 |
| 2005 | $10,429 +5.1% | $6,930 |
| 2004 | $9,925 +4.7% | $6,930 |
| 2003 | $9,479 +4.3% | $6,930 |
| 2002 | $9,088 +6.8% | $6,930 |
| 2001 | $8,507 +0.9% | $6,930 |
| 2000 | $8,433 | $6,930 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 11777
Nearby schools
Schools provided by the listing agent
- Elementary: Port Jefferson Elementary School
- Middle: Port Jefferson Middle School
- High: Earl L Vandermeulen High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




