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$1,599,000

32 Contessa Ct

Port Jefferson, NY
Active
5
Bedrooms
3.5
Bathrooms
4,200
Square Feet
0.53
Lot Size (acres)
1985
Year Built
124
Days On Market

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

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Listing Information

Listing Updated
7 days ago
Listed By
Jolie Powell CBR E-PRO · Jolie Powell Realty Inc, 6314730420
MLS#
1014504
Source
OneKey MLS
Status
Active

Facts & Features

Location

Community Information

Address
32 Contessa Ct, Port Jefferson, NY 11777
City
Port Jefferson
County
Suffolk
Zip Code
11777

Architecture

Bedrooms
5
Bathrooms
3.5
Year Built
1985
Style
Contemporary
Construction Materials
Wood Siding
Building Area
4,200 sq. ft.
Garage
Yes
Garage Spaces
2
Parking Features
Driveway, Garage

Features & Amenities

Interior Features
Cathedral Ceiling(s), Eat-in Kitchen, Pantry, Kitchen Island, Storage, Master Downstairs, Double Vanity, Recessed Lighting, High Ceilings, Open Floorplan, Entrance Foyer, Built-in Features, Soaking Tub, Chandelier
Appliances
Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Cooktop, Stainless Steel Appliance(s)
Flooring
Hardwood
Exterior Features
Garden
Cooling
Central Air
Heating
Oil

Property Features

Lot Size
0.53 Acres
View
Water
Water
Public
Sewer
Cesspool
Utilities
Cable Available, Electricity Connected, Water Connected, Propane

Square Footage

Total
4,200 sq. ft.

Tax & Financial Information

List Price
$1,599,000
Annual Taxes
$22,965

Schools

53/100
Port Jefferson Elementary School
Elementary · Grades PK–05 · 0.6 mi
Assigned school for this home
City
Port Jefferson
Students
368
Student body
73% White · 16% Hispanic / Latino · 7% Asian
Free/reduced lunch
15%
Phone
(631) 791-4321
53/100
Port Jefferson Middle School
Middle · Grades 06–08 · 1.5 mi
Assigned school for this home
City
Port Jefferson
Students
247
Student body
78% White · 9% Hispanic / Latino · 6% Asian
Free/reduced lunch
10%
Phone
(631) 791-4431
76/100
Earl L Vandermeulen High School
High · Grades 09–12 · 1.5 mi
Assigned school for this home
City
Port Jefferson
Students
357
Parent reviews
5.0★ avg · 2 reviews
Student body
81% White · 8% Asian · 7% Hispanic / Latino
Free/reduced lunch
6%
Phone
(631) 791-4421
76/100
Arrowhead Elementary School
Elementary · Grades PK–06 · 3 mi
City
East Setauket
Students
574
Parent reviews
5.0★ avg · 2 reviews
Student body
68% White · 14% Asian · 11% Hispanic / Latino
Free/reduced lunch
17%
Phone
(631) 730-4100
74/100
Mount Sinai Elementary School
Elementary · Grades KG–04 · 1.4 mi
City
Mount Sinai
Students
763
Parent reviews
5.0★ avg · 2 reviews
Student body
82% White · 11% Hispanic / Latino · 5% Asian
Free/reduced lunch
6%
Phone
(631) 870-2600
65/100
Comsewogue High School
High · Grades 09–12 · 2.8 mi
City
Port Jefferson Station
Students
1,153
Parent reviews
3.5★ avg · 4 reviews
Student body
57% White · 34% Hispanic / Latino · 4% Black
Free/reduced lunch
30%
Phone
(631) 474-8182
56/100
John F Kennedy Middle School
Middle · Grades 06–08 · 2.2 mi
City
Port Jefferson Station
Students
840
Student body
52% White · 39% Hispanic / Latino · 4% Black
Free/reduced lunch
29%
Phone
(631) 474-8160
56/100
Clinton Avenue School
Elementary · Grades KG–02 · 3 mi
City
Port Jefferson Station
Students
441
Student body
47% White · 38% Hispanic / Latino · 6% Black
Free/reduced lunch
43%
Phone
(631) 474-8150

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
06/29/2026Price change$1,599,000
06/16/2026Listed for sale$1,750,000

Listed by Jolie Powell CBR E-PRO · Jolie Powell Realty Inc · 6314730420

Listing information 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 by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: October 10, 2026 at 6:14 PM | Source: OneKey MLS | MLS#: 1014504

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