Port Jefferson, NY Homes

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  $929,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  5 Princess Tree Ct, Port Jefferson, NY 11777

  This Well Maintained 4 Bedroom 3 and a Half Bath, Spacious and Beautiful Townhouse Has Soaring Cathedral Ceilings, New Trex Deck, New 2 zone Cac, Abundant Closets, Huge Two Car Garage, 2 Fireplaces, Skylights, Double Door Bedroom Suite, Dressing Area, Closets Galore and More .. All Inclusive Luxury Living.

  Anthony Rubino Leading Edge R E Services

  5 Princess Tree Ct, Port Jefferson, NY 11777
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  /22

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  145 Oakwood Rd Unit 1 FL, Port Jefferson, NY 11777

  For rent by owner, 1 bedroom apartment $2,300/month, available October 15Looking for lease of at least 9 months - 1 year.Located on a beautiful hill in a single family home, with separate entrance and parking available.Large living room and bedroom; outdoor space for grill and enjoying summer evenings. Utilities included in rent ($300 value), central a/c and high speed

  145 Oakwood Rd Unit 1 FL, Port Jefferson, NY 11777
• 

  $1,350,000 Sold Sep 19, 2025

  • 3,262 Sq Ft
  • $414/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  38 Fairway Dr, Port Jefferson, NY 11777

  Welcome to this expanded ranch in the Harbor Hills Neighborhood of Port Jefferson Village. This home is situated on a 1 acre lot, backing up to the Port Jefferson Country Club and directly across from West Beach, a private beach for village residents. You get access to ALL THE AMENITIES that Harbor Hills and the Village has to offer just minutes from your front door. The home itself is set back

  Anthony Vitta Real Broker NY LLC

  38 Fairway Dr, Port Jefferson, NY 11777
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  Est $494,165 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  75 N Columbia St, Port Jefferson, NY 11777

  75 N Columbia St, Port Jefferson, NY 11777
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  $2,395,000

  • 5 Beds
  • 4.5 Baths
  • 6,184 Sq Ft

  83 Cliff Rd, Port Jefferson, NY 11777

  Stately Contemporary House in the beautiful Village of Belle Terre. Large living area w/ soaring 18’ ceiling, walls of glass and dual fireplace. New Kitchen w/ Quartz countertops, Ruvati 45” workstation sink w/ built-in Insinkerator, filtered instant hot/cold water dispenser, GE Cafe appliances, built-in Bosch espresso/coffee machine, Miele dishwasher, Zephyr beverage center, garbage compactor.

  Brian Hickey Hickey & Smith REALTORS

  83 Cliff Rd, Port Jefferson, NY 11777
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  /2

  $3,100 per month

  • 1 Bed
  • 2 Baths
  • 1,182 Sq Ft
  • Apartment for Rent

  11 Pinnacle Dr Unit 11, Port Jefferson, NY 11777

  Ask About Our Amazing Specials*: Private Entry 1 Bedroom Duplex Style Apartment Townhomes. Kitchens Featuring Whirlpool Appliances. Designer Bathrooms With Ceramic Tile Flooring. Sliding Glass Door To Private Terrace Or Patio. Intrusion Alarms On All Doors & Windows. Professionally Landscaped Grounds. Pet Friendly!. Prices/polices subject to change without notice. Restrictions apply*

  Michelle Holmes Fairfield Properties

  11 Pinnacle Dr Unit 11, Port Jefferson, NY 11777
• 

  $722,500 Sold Sep 17, 2025

  • 2,100 Sq Ft
  • $344/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1974

  202 Lincoln Ave, Port Jefferson, NY 11777

  Embrace the charm of this 4 bedroom, 2.5-bath traditional cedar shake colonial tucked away in the esteemed Port Jefferson Village, a mere 50 miles east of vibrant New York City. This delightful residence offers a peaceful escape surrounded by lush landscapes and a maritime legacy that defines the essence of coastal living. A kitchen featuring maple cabinets and granite countertops, hardwood

  Laura Cochran BERKSHIRE HATHAWAY

  202 Lincoln Ave, Port Jefferson, NY 11777
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  Est $747,645 Not Listed For Sale

  • 3 Beds
  • 1 Bath

  21 Overton Ave, Port Jefferson, NY 11777

  21 Overton Ave, Port Jefferson, NY 11777
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  $679,000

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  2 Puritan Path, Port Jefferson, NY 11777

  Welcome to this delightful 3-bedroom, 2.5-bathroom colonial home situated in the coveted Harbor Hills Estates neighborhood of Port Jefferson. This residence combines comfort and convenience with modern amenities, making it the perfect place to call home.Step inside to discover an updated kitchen featuring stainless steel appliances, including a microwave and wine fridge—ideal for both

  Michael Ambrozy Howard Hanna Coach

  2 Puritan Path, Port Jefferson, NY 11777
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  /31

  $7,500 per month

  • 6 Beds
  • 3 Baths
  • 4,565 Sq Ft
  • House for Rent

  26 Park Ave, Port Jefferson Station, NY 11777

  Ten bedroom house not a sixThis is a ten bedroom house for rent in Port Jefferson Station is located on a private dead end block. It features four bedrooms on main floor and six bedrooms on second floor. The house has three full bathrooms, a washer dryer upstairs, living room and kitchen with stainless steel appliances. Tile and carpet throughout. 6 minutes away from Mather Hospital.

  26 Park Ave, Port Jefferson Station, NY 11777
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  $800,000 Sold Sep 16, 2025

  • 2,422 Sq Ft
  • $330/SF
  • 12 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1950

  1 Willis Ave, Port Jefferson, NY 11777

  Privately located minutes from the Village. This Victorian Colonial blends timeless architecture with refined finishes. A grand circular driveway leads to a classic covered front porch, offering a welcoming entrance to this one-of-a-kind property.Inside, a formal entry foyer that leads you to an oversized kitchen, expansive living and dining areas, and wide hallways that create an open,

  Julie Vitrano Patriot Real Properties Gr LLC

  1 Willis Ave, Port Jefferson, NY 11777
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  Est $835,954 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  34 Midland Ave, Port Jefferson, NY 11777

  34 Midland Ave, Port Jefferson, NY 11777
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  /6

  $450,000

  • Land
  • 0.64 Acre
  • $703,125 per Acre

  0 Dark Hollow Rd, Port Jeff Sta, NY 11777

  Build the Home of Your Dreams in Port Jefferson Village!Rare opportunity to own a spacious .64-acre parcel in the heart of highly sought-after Port Jefferson Village. Nestled within Port Jefferson School District, this prime piece of residential land offers the perfect canvas for your custom dream home. Enjoy the convenience of being just moments from vibrant shops, charming restaurants, the

  Toni Romano Coldwell Banker American Homes

  0 Dark Hollow Rd, Port Jeff Sta, NY 11777
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  /2

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft
  • Apartment for Rent

  62 Pinnacle Dr, Port Jefferson, NY 11777

  Ask About Our Amazing Specials*: Private Entry 1 Bedroom Duplex Style Apartment Townhomes. Kitchens Featuring Whirlpool Appliances. Designer Bathrooms With Ceramic Tile Flooring. Sliding Glass Door To Private Terrace Or Patio. Intrusion Alarms On All Doors & Windows. Professionally Landscaped Grounds. Pet Friendly!. Prices/polices subject to change without notice. Restrictions apply*

  Michelle Holmes Fairfield Properties

  62 Pinnacle Dr, Port Jefferson, NY 11777
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  $999,999 Sold Sep 15, 2025

  • 3,918 Sq Ft
  • $255/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  712 Brewster Dr, Port Jefferson, NY 11777

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial located in the heart of Port Jefferson Village and within the highly sought-after Port Jefferson School District. Situated on over half an acre of landscaped grounds, this 3,900 sq. ft. residence blends timeless charm with modern luxury. A picturesque covered front porch invites you in, while the attached two-car garage and

  Margaret Turner Aliano Real Estate

  712 Brewster Dr, Port Jefferson, NY 11777
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  Est $700,772 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  114 Rustic Rd, Port Jefferson, NY 11777

  114 Rustic Rd, Port Jefferson, NY 11777
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  $749,000

  • 5 Beds
  • 3 Baths
  • 3,685 Sq Ft

  216 Glenwood Ln, Port Jefferson, NY 11777

  Sprawling light filled 5 BR, 3 Bath home - two floors with room for all! 2 BRs on main floor, 3 BRs up. Ideal for multi-generational living (Extra Kitchen cabinets in the basement).Originally built as a 3 BR ranch with a huge 2nd story addition which has more than doubled the size of the original home. Full basement with OSE, 1 car garage, private backyard. Many updates, New roof (2023) CAC,

  Meng Hua Island Advantage Realty LLC

  216 Glenwood Ln, Port Jefferson, NY 11777
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  /10

  $3,095 per month

  • 1 Bed
  • 2 Baths
  • 1,096 Sq Ft
  • Apartment for Rent

  51 Pinnacle Dr, Port Jefferson, NY 11777

  Ask About Our Amazing Specials*: Private Entry 1 Bedroom Duplex Style Apartment Townhomes. Kitchens Featuring Whirlpool Appliances. Designer Bathrooms With Ceramic Tile Flooring. Sliding Glass Door To Private Terrace Or Patio. Intrusion Alarms On All Doors & Windows. Professionally Landscaped Grounds. Pet Friendly!. Prices/polices subject to change without notice. Restrictions apply*

  Michelle Holmes Fairfield Properties

  51 Pinnacle Dr, Port Jefferson, NY 11777
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  $680,000 Sold Sep 12, 2025

  • 2,400 Sq Ft
  • $283/SF
  • 62 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1930

  331 Thompson St, Port Jefferson, NY 11777

  "One of a kind" unique home renovated from sea captain's oldie . This home was designed by a Japanese artist with cathedral ceilings and exposed beams. wide plank floors, barn doors, renovated baths and kitchen and handmade Italian tile. Wonderful touches both inside and out for low maintenance. No mowing necessary as Japanese gardens surround the home. There is a three bedroom portion with two

  Linda Hickey Hickey & Smith REALTORS

  331 Thompson St, Port Jefferson, NY 11777
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  Est $680,258 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths

  109 N Lincoln Ct, Port Jefferson, NY 11777

  109 N Lincoln Ct, Port Jefferson, NY 11777
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  /28

  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft

  11 Gladysz Way, Port Jefferson, NY 11777

  Welcome to 11 Gladysz Way, a beautifully cared-for 4-bedroom, 2.5-bath colonial nestled on a quiet cul-de-sac in the heart of Port Jefferson. This inviting home offers the perfect blend of comfort, space, and convenience—all within the sought-after Comsewogue School District. Step inside to a warm and spacious first floor featuring a formal living room with a wood-burning fireplace, a bright

  Justin Loguercio Next Level Homes Group Ltd

  11 Gladysz Way, Port Jefferson, NY 11777
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  /6

  $1,950 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • Apartment for Rent

  507 Main St, Port Jefferson, NY 11777

  Recently Redone 1 Bedroom Apartment. Freshly Painted, new kitchen and Bath. Heat, Water and Electric all included.

  Nicholas Aliano Aliano Real Estate

  507 Main St, Port Jefferson, NY 11777
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  $820,000 Sold Sep 09, 2025

  • 2,200 Sq Ft
  • $373/SF
  • 11 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1958

  213 Glenwood Ln, Port Jefferson, NY 11777

  This home provides a unique opportunity to enjoy beautiful open-concept living in an incredible location (1 mile to Main Street in Port Jefferson and in the award winning Three Village School District). Hardwood floors run throughout the main living, dining area, and kitchen of the main floor. The living room features a vaulted ceiling, propane fireplace, and large windows. The stunning kitchen

  Willard Hough H & G Realty New York

  213 Glenwood Ln, Port Jefferson, NY 11777
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  Est $742,960 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  208 Lincoln Ave Unit 22, Port Jefferson, NY 11777

  208 Lincoln Ave Unit 22, Port Jefferson, NY 11777
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  /4

  $498,500

  • Land
  • 0.75 Acre
  • $664,667 per Acre

  416A.2 Oakwood Rd, Port Jefferson, NY 11777

  Desirable Vacant Lot for SaleReady for ConstructionNestled on a cleared hillside, over looking a natural easement buffer, this .75 acre lot offers a prime opportunity for building a dream home. Fully permitted for a 3800+/- square foot residence, this property comes with an active building permit and Suffolk County Board of Health-approved I/A system.Property Features• Size: .75

  Melissa Petsco Jolie Powell Realty Inc

  416A.2 Oakwood Rd, Port Jefferson, NY 11777
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  /5

  $2,650 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  225 Main St, Port Jefferson, NY 11777

  Experience the vibrant charm of Port Jefferson Village with this stunning second-floor apartment! This beautifully renovated one bedroom, one-bath home boasts an Step inside to discover a modern kitchen featuring sleek stainless steel appliances and elegant quartz countertops, along with a stylish new bathroom. Enjoy the convenience of a washer/dryer and dishwasher. Best of all, utilities are

  Maria Palmar Maria S Palmar

  225 Main St, Port Jefferson, NY 11777
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  $550,000 Sold Sep 05, 2025

  • Land
  • 1.45 Acres
  • $379,310 per Acre

  • 13 Days On Market

  340 E Broadway, Port Jefferson, NY 11777

  This is your chance to own a rare and private 1.45-acre tree-lined oasis in one of the most sought-after locations on Long Island. Nestled in the heart of Port Jefferson, this secluded parcel offers the perfect canvas to build your dream home, surrounded by nature yet just moments away from the vibrant village, beautiful beaches, premier shopping, and top-tier medical facilities.Boasting

  Thomas Nails Coldwell Banker American Homes

  340 E Broadway, Port Jefferson, NY 11777
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  Est $618,747 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  106 Roosevelt Ave, Port Jefferson, NY 11777

  106 Roosevelt Ave, Port Jefferson, NY 11777
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  $2,199,000

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  18 Bell Cir, Port Jefferson, NY 11777

  Incorporated Vill. of Belle Terre , New Construction on flat 1 acre , 5 bedrooms 4.5 baths, 5000 sqft , winter water views, Grand 2 Story Entry, 9' ft First floor 8' 2nd floor with 10'6" tray ceilings, 9' basement w/ outside entrance, Cedar Impressions shingles,Limited Lifetime year Architectural Shingle & Standing Seam Roof, All Electrical Appliances, 6-7" Oak Flooring Throughout, UpGraded

  Brian Hickey Hickey & Smith REALTORS

  18 Bell Cir, Port Jefferson, NY 11777
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  /12

  $3,095 per month

  • 1 Bed
  • 2 Baths
  • 1,096 Sq Ft
  • Apartment for Rent

  34 Pinnacle Dr Unit 34, Port Jefferson, NY 11777

  Ask About Our Amazing Specials*: Private Entry 1 Bedroom Duplex Style Apartment Townhomes. Kitchens Featuring Whirlpool Appliances. Designer Bathrooms With Ceramic Tile Flooring. Sliding Glass Door To Private Terrace Or Patio. Intrusion Alarms On All Doors & Windows. Professionally Landscaped Grounds. Pet Friendly!. Prices/polices subject to change without notice. Restrictions apply*

  Michelle Holmes Fairfield Properties

  34 Pinnacle Dr Unit 34, Port Jefferson, NY 11777
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  $775,000 Sold Aug 26, 2025

  • 1,650 Sq Ft
  • $470/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1880

  603 High St, Port Jefferson, NY 11777

  Welcome to 603 High Street – a beautifully restored Victorian gem just steps from the heart of Port Jefferson Village. This timeless home offers the perfect blend of historic charm and modern updates, all in a walkable location that puts dining, shopping, and the harbor just moments away.Wrapped in new cedar siding with a classic front porch, the home welcomes you with character and

  Jeffrey Sweeney Garrett Realty Group

  603 High St, Port Jefferson, NY 11777
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  Est $767,174 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths

  23 Hillcrest Ave, Port Jefferson, NY 11777

  23 Hillcrest Ave, Port Jefferson, NY 11777
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  /47

  $4,490,000

  • 8 Beds
  • 4.5 Baths
  • 5,804 Sq Ft

  10 Pine Path, Port Jefferson, NY 11777

  Nestled along the pristine shores of Port Jefferson Harbor, “The Cottage” a 5,800 square foot English Country Estate set on 3.85 lush waterfront acres with 530 feet of private beachfront is now for sale. Built circa 1906 as the private residence of Ralph Peters, former President of the Long Island Rail Road, the Estate has been preserved and restored as a master class in timeless early American

  Michael Omedes Michael Alexander Properties

  10 Pine Path, Port Jefferson, NY 11777
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  $4,500 per month

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  307 W Broadway, Port Jefferson, NY 11777

  Now Available in Port Jefferson Village! ?Wake up to breathtaking harbor views in this spacious 4-bedroom, 2.5-bath home just minutes from the LIRR, Port Jefferson Ferry, and top hospitals. Enjoy bright, open living spaces, private outdoor areas, and the vibrant shops & dining of the Village at your doorstep. Immediate occupancy – don’t miss this rare rental opportunity

  Maria Palmar Maria S Palmar

  307 W Broadway, Port Jefferson, NY 11777
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  $700,000 Sold Aug 21, 2025

  • 1,876 Sq Ft
  • $373/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  26 Sea Court Ln, Port Jefferson, NY 11777

  Port Jefferson Village – Town and Country CommunityPride of original ownership shines in this beautifully updated 3-bedroom, 2.5-bath townhome built in 1991. Located in the desirable Town and Country community, this home offers a bright, open floor plan with gleaming wood floors throughout. The custom kitchen is a chef’s delight, featuring stainless steel appliances, a center island,

  Julie Poidomani Realty Connect USA L I Inc

  26 Sea Court Ln, Port Jefferson, NY 11777
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  Est $779,996 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  78 Pine Hill Rd, Port Jefferson, NY 11777

  78 Pine Hill Rd, Port Jefferson, NY 11777
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  /23

  $1,850,000

  • 6 Beds
  • 4 Baths
  • 3,400 Sq Ft

  4 Arbutus Path, Port Jefferson, NY 11777

  New Construction, to be Built and with a Winter Waterview! Work with an expert builder to bring your vision to life. Choose your layout, finishes and features, to create a truly unique home. Or choose this stunning Craftsman style home (as pictured) with attention to every detail imaginable including custom mouldings, 3 fireplaces, Garage, front porch, vaulted ceilings, and so much more. Nestled

  Julie Malsky RE/MAX Signature Real Estate

  4 Arbutus Path, Port Jefferson, NY 11777
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  /9

  $2,895 per month

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft
  • Apartment for Rent

  1 Dark Hollow Rd Unit 1-2A, Port Jefferson, NY 11777

  Ask about our Outstanding Move-In Specials! Located Upon A Hilltop W/A Waterfall Entrance This Serene Location Is In Perfect Reach To The Port Jefferson Harbor Village. Spacious Apartments With Dining Area & Large Terraces.Conv to Suny Stonybrook, Local Hospitals, Lirr, Shopping! Prices/policies subject to change without notice

  Michelle Holmes Fairfield Properties

  1 Dark Hollow Rd Unit 1-2A, Port Jefferson, NY 11777
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  $610,000 Sold Aug 15, 2025

  • 1,727 Sq Ft
  • $353/SF
  • 22 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1997

  167 Windward Ct S, Port Jefferson, NY 11777

  Welcome Home to This Absolutely Stunning Corner Condo in the Highlands of Port JeffersonStep into luxury with this meticulously renovated 2-bedroom, 2.5-bathroom located in one of the most sought-after communities in Port Jefferson — The Highlands. This truly turn-key home offers modern elegance, thoughtful design, and resort-style living.Key Features:Engineered hardwood

  Eliot Lonardo Signature Premier Properties

  167 Windward Ct S, Port Jefferson, NY 11777
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  Est $775,099 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  38 Hillcrest Ave, Port Jefferson, NY 11777

  38 Hillcrest Ave, Port Jefferson, NY 11777

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