Port Jefferson, NY Homes

• 

  $720,000

  Sold May 12, 2026

  115 Red Oak Ct, Port Jefferson, NY 11777

  • 3 Beds
  • 3 Baths
  • 1,347 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $535/SF
  • 17 Days On Market

  Current Estimated Value $742,983

  Last Listing Agent Tracy Boucher Signature Premier Properties

  115 Red Oak Ct, Port Jefferson, NY 11777
• 

  Est $859,690

  Not Listed For Sale

  106 Rustic Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • Built 1968

  106 Rustic Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Randy Stander Summit Realty Group of NY
• 

  

  

  /45

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 2,520 Sq Ft

  7 Holly Ln, Port Jefferson, NY 11777

  Welcome home to a beautifully updated 4BR/3.5Bth Colonial tucked away on a peaceful cul-de-sac, conveniently located to all! Truly in move-in ready condition. Flooring and painting completed this year!Unwind in the private backyard oasis with a gorgeous saltwater 18x36 in-ground pool.. Walk-out basement to pool w/full bathroom, and finished rooms for entertaining or office space. Energy

  Jolie Powell Jolie Powell Realty Inc

  7 Holly Ln, Port Jefferson, NY 11777
• 

  $440,000

  Sold Mar 27, 2026

  249 Windward Dr, Port Jefferson, NY 11777

  • 2 Beds
  • 2.5 Baths
  • 1,179 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Above List Price
  • $373/SF
  • 15 Days On Market

  Current Estimated Value $450,753

  Last Listing Agent Jonathan Guercio Signature Premier Properties

  249 Windward Dr, Port Jefferson, NY 11777
• 

  Est $774,087

  Not Listed For Sale

  109 N Lincoln Ct, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  109 N Lincoln Ct, Port Jefferson, NY 11777

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Azim Abdabhai Douglas Elliman Real Estate
• 

  

  /36

  $649,999

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  56 Leeward Ct, Port Jefferson, NY 11777

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a

  Andrew Fraczak OverSouth LLC

  56 Leeward Ct, Port Jefferson, NY 11777
• 

  $880,000

  Sold Nov 21, 2025

  22 Vantage Ct, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $352/SF
  • 7 Days On Market

  Current Estimated Value $932,632

  Last Listing Agent Gregory Berkowitz BERKSHIRE HATHAWAY

  22 Vantage Ct, Port Jefferson, NY 11777
• 

  Est $820,512

  Not Listed For Sale

  202 Lincoln Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1974

  202 Lincoln Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Laura Cochran BERKSHIRE HATHAWAY
• 

  

  /19

  $749,000

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

  250 N Country Rd Unit Single Family, Port Jefferson, NY 11777

  Welcome to 250 N Country Road, Port Jefferson, NY—a spacious ranch-style home situated on an impressive 20,000-square-foot lot. This inviting residence offers approximately 1,400 square feet of living space, featuring three bedrooms, two full bathrooms, seven rooms, and convenient single-level living.The home includes beautiful wood flooring, central air conditioning, Oil heating, a

  MD Hoque Wagner & Kelly Inc

  250 N Country Rd Unit Single Family, Port Jefferson, NY 11777
• 

  $937,000

  Sold Sep 03, 2026

  105 Nadia Ct, Port Jefferson, NY 11777

  • 3 Beds
  • 3.5 Baths
  • 3,910 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $240/SF
  • 18 Days On Market

  Current Estimated Value $912,562

  Last Listing Agent Dina Powers Signature Premier Properties

  105 Nadia Ct, Port Jefferson, NY 11777
• 

  Est $886,455

  Not Listed For Sale

  23 Hillcrest Ave, Port Jefferson, NY 11777

  • 5 Beds
  • 4.5 Baths
  • Built 1989

  23 Hillcrest Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent German Nielsen Newman Realty Inc
• 

  /2

  $649,000

  Coming Soon

  • 3 Beds
  • 2 Baths

  504 W Broadway, Port Jefferson, NY 11777

  Charming Craftsman home in the heart of Port Jefferson Village! Enjoy village living with shops, restaurants, and waterfront attractions nearby. Welcoming front porch and foyer lead to a warm interior featuring 3 bedrooms, 2 full baths, classic moldings, and built-in bookshelves. Mature perennial gardens add to the home's curb appeal, while the full unfinished basement offers ample storage.

  Virginia Regan Daniel Gale Sothebys Intl Rlty

  504 W Broadway, Port Jefferson, NY 11777
• 

  $739,000

  Sold May 02, 2026

  604 High St, Port Jefferson, NY 11777

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft
  • Built 1961

  Last Sold Summary

  • $448/SF
  • 7 Days On Market

  Current Estimated Value $751,380

  Last Listing Agent Maria Palmar Maria S Palmar

  604 High St, Port Jefferson, NY 11777
• 

  Est $778,488

  Not Listed For Sale

  5 Laurita Gate, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,074 Sq Ft
  • Built 1978

  5 Laurita Gate, Port Jefferson, NY 11777

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Anthony Vitta Real Broker NY LLC
• 

  

  /26

  $1,199,000

  Open Tue 5PM - 7PM $96K PRICE DROP

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

  56 Old Homestead Rd, Port Jefferson, NY 11777

  ****Private showings available - seller is motivated****Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch

  Frank Prinzevalli BH&G R E Realty Connect

  56 Old Homestead Rd, Port Jefferson, NY 11777
• 

  $734,000

  Sold Feb 26, 2026

  11 Gladysz Way, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $353/SF
  • 149 Days On Market

  Current Estimated Value $664,660

  Last Listing Agent Justin Loguercio Next Level Homes Group Ltd

  11 Gladysz Way, Port Jefferson, NY 11777
• 

  Est $678,541

  Not Listed For Sale

  29 Laurel Ave, Port Jefferson, NY 11777

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1978

  29 Laurel Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Jolie Powell Jolie Powell Realty Inc
• 

  

  /50

  $2,165,000

  • 6 Beds
  • 5 Baths
  • 5,752 Sq Ft

  6 Davids Way, Port Jefferson, NY 11777

  A distinguished luxury residence in the heart of the Village of Port Jefferson, this fully renovated 5,752-square-foot home delivers an exceptional level of quality, privacy, and versatility on a beautifully landscaped 1-acre property with water views. Ideally positioned on a quiet cul-de-sac just moments from private resident beaches and Port Jefferson Country Club, this is a rare opportunity to

  Beth Hayde Real Broker NY LLC

  6 Davids Way, Port Jefferson, NY 11777
• 

  $1,185,000

  Sold Oct 22, 2025

  22 Saints Orchard Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $395/SF
  • 401 Days On Market

  Last Listing Agent Alexia Poulos Douglas Elliman Real Estate

  22 Saints Orchard Rd, Port Jefferson, NY 11777
• 

  Est $592,407

  Not Listed For Sale

  185 N Country Rd, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • Built 1949

  185 N Country Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Donna McKeown Signature Premier Properties
• 

  

  /30

  $679,000

  $21K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  302 E Broadway, Port Jefferson, NY 11777

  Own a Piece of Port Jefferson History! Charming historic home in the heart of Port Jefferson Village! This beautifully maintained residence blends timeless character with thoughtful updates, featuring freshly painted interiors and exterior, refinished hardwood floors, a semi-updated primary bath, and newly painted decks perfect for outdoor enjoyment. The spacious floor plan offers comfortable

  Maria Palmar Maria S Palmar

  302 E Broadway, Port Jefferson, NY 11777
• 

  $835,000

  Sold Jul 27, 2026

  103 Birch Dr, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1966

  Last Sold Summary

  • 11% Above List Price
  • $418/SF
  • 15 Days On Market

  Current Estimated Value $767,352

  Last Listing Agent Jolie Powell Jolie Powell Realty Inc

  103 Birch Dr, Port Jefferson, NY 11777
• 

  Not Listed For Sale

  163 N Country Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 2 Baths
  • Built 1947

  163 N Country Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Nicholas Pappas Coldwell Banker American Homes
• 

  

  /25

  $799,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  7 Upper Devon Rd, Port Jefferson, NY 11777

  Here’s your chance to live in Belle Terre! This 4 bedroom 2.5 bath home allows you to make it just the way you dreamed! Design the kitchen and bathrooms of your dreams! Select your favorite colors to paint! Check out the bonus space above the garage! The property is serene and private! A circular driveway with fresh gravel that reminds you of the elegant Estates of the North Shore. The in ground

  David Guzzetta American Way Real Estate Inc

  7 Upper Devon Rd, Port Jefferson, NY 11777
• 

  $499,000

  Sold Aug 31, 2026

  23 Woodside Ave, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $312/SF
  • 65 Days On Market

  Current Estimated Value $547,673

  Last Listing Agent Kristin Bodkin Howard Hanna Coach

  23 Woodside Ave, Port Jefferson, NY 11777
• 

  Est $876,356

  Not Listed For Sale

  48 Pine Hill Rd, Port Jefferson, NY 11777

  • 5 Beds
  • 3 Baths
  • 3,132 Sq Ft
  • Built 1986

  48 Pine Hill Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Linda Stowell Howard Hanna Coach
• 

  

  /36

  $625,000

  Open Sun 2PM - 3:30PM $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,727 Sq Ft

  203 Windward Ct N, Port Jefferson, NY 11777

  Desirable 3-Bedroom Schooner Model in the sought-after Highlands community, ideally situated in the Village of Port Jefferson! Enjoy an incredible location within walking distance to the train station and just a quick stroll to Main Street’s popular restaurants, shopping, nightlife, and all that Port Jefferson Village has to offer. Move-in ready and beautifully updated throughout, this home

  Jonathan Kaiser Fortune Realty of LI Inc

  203 Windward Ct N, Port Jefferson, NY 11777
• 

  $838,000

  Sold Oct 08, 2025

  201 Liberty Ave, Port Jefferson, NY 11777

  • 6 Beds
  • 4 Baths
  • 3,264 Sq Ft
  • Built 1882

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 30 Days On Market

  Current Estimated Value $902,560

  Last Listing Agent Adam Frank Stonegate Real Estate

  201 Liberty Ave, Port Jefferson, NY 11777
• 

  Est $863,901

  Not Listed For Sale

  95 Pine Hill Rd, Port Jefferson, NY 11777

  • 5 Beds
  • 3 Baths
  • Built 1985

  95 Pine Hill Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Ruben Yosopov Unique Home Sales of L I Inc
• 

  

  /40

  $799,999

  Pending

  • 4 Beds
  • 4 Baths
  • 2,679 Sq Ft

  45 Hillcrest Ave, Port Jefferson, NY 11777

  Welcome to 45 Hillcrest Avenue, where space, privacy, and the Port Jefferson lifestyle come together. Set on a quiet block on just over half an acre, this beautiful 4-bedroom, 4-bath home offers hardwood floors throughout, generous living space, a full basement, and a 2-car garage. The updated kitchen, Andersen windows, central air installed in 2025, newer roof and siding, and brand-new oil tank

  Shaughnessy Dusling Real Broker NY LLC

  45 Hillcrest Ave, Port Jefferson, NY 11777
• 

  $800,000

  Sold Nov 07, 2025

  95 Sheep Pasture Rd, Port Jefferson, NY 11777

  • 5 Beds
  • 2 Baths
  • 3,200 Sq Ft
  • Built 1985

  Last Sold Summary

  • $250/SF
  • 45 Days On Market

  Current Estimated Value $708,500

  Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate

  95 Sheep Pasture Rd, Port Jefferson, NY 11777
• 

  Est $799,330

  Not Listed For Sale

  10 Ellen Dr, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 2,885 Sq Ft
  • Built 1972

  10 Ellen Dr, Port Jefferson, NY 11777

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Pauline M. Spiller The Agency Northshore NY
• 

  

  /41

  $799,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  51 Rockledge Path, Port Jefferson, NY 11777

  Enjoy Panoramic Views Of Mt. Sinai Harbor, Cedar Beach & The Long Island Sound! Wake Up To Magnificent Sunrises Surrounded By Mature Woodlands From This 3 Bedroom, 2.5 Bath Monte Carlo Unit In The Sought-After Riviera Community, Boasting Spectacular Water Views From Nearly Every Room. Brimming With Potential And Ready For Your Personal Vision, This Home Offers An Incredible Opportunity To Update,

  Lisa Godt Signature Premier Properties

  51 Rockledge Path, Port Jefferson, NY 11777
• 

  $2,650,000

  Sold Oct 31, 2025

  21 Waterview Dr, Port Jefferson, NY 11777

  • 5 Beds
  • 5 Baths
  • 4,200 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $631/SF
  • 16 Days On Market

  Current Estimated Value $1,555,054

  Last Listing Agent Jolie Powell Jolie Powell Realty Inc

  21 Waterview Dr, Port Jefferson, NY 11777
• 

  Est $776,050

  Not Listed For Sale

  18 Princess Tree Ct, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 2,350 Sq Ft
  • Built 1999

  18 Princess Tree Ct, Port Jefferson, NY 11777

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Natalie Carey Exit Realty Achieve
• 

  

  /47

  $1,499,999

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

  11 Buena Vista Rd, Port Jefferson, NY 11777

  This 1920's Tudor is in the Private Community of Belle Terre, and Recently Updated. Large Panoramic Windows Throughout Overlook Nature & Water Views of Port Jefferson Harbor. The House Welcomes Warm Rays of Light through the Oversized Panoramic Windows throughout the Home and is Located on a Quiet Cul-De-Sac. This Home Boasts 3 1/2 Stories. 4 Beds. 2.5 Baths, and a Separate 3 car Garage. Brand

  Deborah Martinez Americana Realty Group LLC

  11 Buena Vista Rd, Port Jefferson, NY 11777
• 

  $810,000

  Sold Feb 13, 2026

  7 Hill Dr, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Above List Price
  • $300/SF
  • 29 Days On Market

  Current Estimated Value $876,977

  Last Listing Agent Pauline M. Spiller The Agency Northshore NY

  7 Hill Dr, Port Jefferson, NY 11777
• 

  Est $1,133,510

  Not Listed For Sale

  205 1st Ave, Port Jefferson, NY 11777

  • 3 Beds
  • 3.5 Baths
  • 2,818 Sq Ft
  • Built 1915

  205 1st Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent t johnson Daniel Gale Sothebys Intl Rlty
• 

  

  /40

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  105 Laurel Ln, Port Jefferson, NY 11777

  One-of-a-Kind Opportunity to Own a Private, Secluded Home on 2.2 Acres in Port Jefferson. Your Tranquil Escape is at the End of a Cul-de-Sac with a Private Driveway. Close Walk to Historic Village; In-ground Pool w Solar Heating & Loop Lock Cover; Pool With Views of the Harbor. Full Basement with a Bonus Room; 2 Car Attached Garage; Village Amenities Include: Famed School District; Private

  Lisa Perry Jolie Powell Realty Inc

  105 Laurel Ln, Port Jefferson, NY 11777
• 

  $1,200,000

  Sold Jan 27, 2026

  66 Cliff Rd, Port Jefferson, NY 11777

  • 5 Beds
  • 4 Baths
  • 5,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • 14% Below List Price
  • $240/SF
  • 57 Days On Market

  Current Estimated Value $1,799,489

  Last Listing Agent Ruben Salazar Coldwell Banker American Homes

  66 Cliff Rd, Port Jefferson, NY 11777

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