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- Description
- Property Details
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$1,450,000
Monthly Est:$7,217
5 Beds
- 4 Baths
3 full baths + 1 half bath
4,200sqft
32 Contessa Ct, Port Jefferson, NY 11777
$1,450,000
$7,217/moEst:
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Single Family Residence
Built in 1985
$-- HOA
23,087 sqft lot
$345/sq.ft
Description
An exceptional contemporary home offering breathtaking water views, a spectacular pool, and a seamless blend of indoor and outdoor living. This stunning property delivers the ultimate lifestyle of luxury, privacy, and tranquility. Everyday feels like a getaway!
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
- Houzeo last checked: 23 minutes ago
- Listing updated: November 5, 2026 at 12:45 pm
- Listing Provided by: Jolie Powell CBR E-PRO | Jolie Powell Realty Inc (631) 473-0420
- Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1014504

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1985
HOA Fees
-
Finished Area
4,200 sqft
Lot Size
23,087 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1014504
MLS Status
Active
Days on Market
141
Cumulative Days on Market
142

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Flooring
Hardwood
Exterior Features
Garden
Interior 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
Heating
Oil
Cooling
Central Air
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Sewer
Cesspool
Construction
Year Built
Year Built: 1985
Home type
Single Family Residence
Construction Materials
Wood Siding
Architectural Style
Contemporary
Property Condition
Actual
Utilities & Energy
Pool Features
Fenced, In Ground
Laundry Features
In Hall
Fireplace Features
Wood Burning
Basement
Finished, Walk Out Access
Parking Features
Driveway, Garage
Water Source
Public
Utilities
Cable Available, Electricity Connected, Propane, Trash Collection Private, Water Connected
Price History
| Date | Event | Price |
|---|---|---|
06/29/2026 Source: | Price Decreased | $1,599,000 -8.63% $381/sqft |
06/16/2026 Source: | Price Increased | $1,750,000 +20.69% $417/sqft |
06/16/2026 Source: | Price Decreased | $1,450,000 -9.32% $345/sqft |
06/16/2026 Source: | Listed for Sale | $1,599,000 $381/sqft |
Nearby Homes
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Based on information from OneKey MLS® through Nov 05, 2026, 12:46PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.
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