Port Jefferson, NY Homes

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  /6

  $399,000

  $51K PRICE DROP

  • Land
  • 27,878 Sq Ft
  • $623,438 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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  /10

  $1,950 Per Month

  • 1 Bath
  • 450 Sq Ft
  • Apartment for Rent

  201 Franklin St, Port Jefferson, NY 11777

  Sweet studio w/loft, completed renovated. Brand new kitchen, ss appliances, gas stove! All wood flooring, cathedral ceilings. Roof, siding and pavers will be cleaned. Utility fee amount is estimated.Walk to village. All village amenities include free parking down port, private resident only beaches. Resident only golf course rate, code enforcement.

  Jolie Powell Jolie Powell Realty Inc

  201 Franklin St, Port Jefferson, NY 11777
• 

  $600,000

  Sold Aug 06, 2025

  217 Bayview Terrace, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $429/SF
  • 53 Days On Market

  Current Estimated Value $632,781

  Last Listing Agent Derek Greene Greene Realty Group

  217 Bayview Terrace, Port Jefferson, NY 11777
• 

  Est $831,166

  Not Listed For Sale

  15 Hillcrest Ave, Port Jefferson, NY 11777

  • 5 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 1959

  15 Hillcrest Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 215 Days On Market
• 

  

  

  /46

  $999,999

  Open Sat 1PM - 2:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,173 Sq Ft

  406 Brook Rd, Port Jefferson, NY 11777

  Welcome to 406 Brook Road, a gorgeous, turn-key colonial nestled in the heart of Port Jefferson village. Perfectly positioned to capture stunning winter water views, this meticulously maintained residence offers the ideal blend of timeless elegance and modern comfort. Step inside to discover an inviting entryway, leading to your open concept living space with gleaming hardwood floors, coffered

  Kristen Toffales Serhant East End LLC

  406 Brook Rd, Port Jefferson, NY 11777
• 

  $2,250,000

  Sold Dec 22, 2025

  1 Uva Way, Port Jefferson, NY 11777

  • 6 Beds
  • 9 Baths
  • 9,000 Sq Ft
  • Built 2004

  Last Sold Summary

  • 18% Below List Price
  • $250/SF
  • 152 Days On Market

  Current Estimated Value $2,247,333

  Last Listing Agent Blondie Lee Ramos Howard Hanna Coach

  1 Uva Way, Port Jefferson, NY 11777
• 

  Est $674,000

  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
• 

  

  /27

  $779,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  600 Scraggy Hill Rd, Port Jefferson, NY 11777

  Updated and impeccably maintained 4BR/2.5Bth Colonial offering the perfect blend of comfort, quality and location. Enjoy a low-maintenance private backyard ideal for relaxing or entertaining without too much upkeep. Nestled near playgrounds, parks, elementary school, and fields! Wood burning fireplace and hardwood flooring. Media room has projector, screen, speakers or can be the DR. Primary

  Jolie Powell Jolie Powell Realty Inc

  600 Scraggy Hill Rd, Port Jefferson, NY 11777
• 

  $950,000

  Sold Jun 15, 2026

  107A Scraggy Hill Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 2,646 Sq Ft
  • Built 1995

  Last Sold Summary

  • $359/SF
  • 27 Days On Market

  Last Listing Agent Maria Palmar Maria S Palmar

  107A Scraggy Hill Rd, Port Jefferson, NY 11777
• 

  Est $791,191

  Not Listed For Sale

  27 2nd Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1941

  27 2nd Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 60 Days On Market
• 

  

  /39

  $750,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft

  101 Red Oak Ct, Port Jefferson, NY 11777

  Welcome to 101 Red Oak Court, a beautifully updated 3-bedroom, 2-full-bath home tucked away on a quiet cul-de-sac in the desirable Harbor Hills Estates section of Port Jefferson Village. Set among mature trees, flowering landscape, stone walls, and a charming cedar-shake exterior, this home offers warmth, privacy, and the sought-after North Shore lifestyle. Inside, a welcoming foyer opens to

  Barry Paley Keller Williams Points North

  101 Red Oak Ct, Port Jefferson, NY 11777
• 

  $723,000

  Sold Jul 14, 2025

  104 E Gate Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $268/SF
  • 222 Days On Market

  Current Estimated Value $851,376

  Last Listing Agent Julie Malsky RE/MAX Signature Real Estate

  104 E Gate Rd, Port Jefferson, NY 11777
• 

  Est $838,049

  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
• 

  

  /49

  $675,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  123 Foxdale Ln, Port Jefferson, NY 11777

  Welcome to 123 Foxdale Lane, a beautifully maintained residence nestled in Port Jefferson, and Three Village School District, offering privacy, space, and enduring character just moments from the charm of the Village and its waterfront amenities. Set on a serene property surrounded by mature landscaping, this home reflects true pride of ownership and presents an exceptional opportunity to enjoy

  Maria Palmar Maria S Palmar

  123 Foxdale Ln, Port Jefferson, NY 11777
• 

  $749,990

  Sold Oct 23, 2025

  24 Midland Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $311/SF
  • 60 Days On Market

  Current Estimated Value $760,640

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

  24 Midland Ave, Port Jefferson, NY 11777
• 

  Est $793,648

  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
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  /21

  $699,999

  Open Sun 12PM - 2PM $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  107 Red Oak Ct, Port Jefferson, NY 11777

  LOCATION is key here! This colonial with in ground pool is located on a DOUBLE cul de sac in the highly sought-after community of Harbor Hills in Port Jefferson Village. NOTE: Expected tax reduction of $3,400 annually. Close proximity to Stony Brook University, Stony Brook Hospital and Research center, Northwell Mather hospital, Saint Charles Hospital, and the picturesque harbor-front village

  Anthony Vitta Real Broker NY LLC

  107 Red Oak Ct, Port Jefferson, NY 11777
• 

  $552,000

  Sold Aug 08, 2025

  20 Sea Court Ln, Port Jefferson, NY 11777

  • 2 Beds
  • 2.5 Baths
  • 1,572 Sq Ft
  • Built 1991

  Last Sold Summary

  • $351/SF
  • 27 Days On Market

  Current Estimated Value $604,771

  Last Listing Agent Jill Kaplan Signature Premier Properties

  20 Sea Court Ln, Port Jefferson, NY 11777
• 

  Est $817,102

  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
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  /33

  $699,998

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,768 Sq Ft

  108 High St, Port Jefferson, NY 11777

  BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port Jefferson Village, offering historic charm with thoughtful modern updates. Designed by architect Geysea Sarkkany, this residence features a chef’s kitchen equipped with a 6-burner Viking stove, cabinetry, and a center island, oversized walk-in pantry. Just off the kitchen is a large formal dining room, two

  Lisa Jaeger Douglas Elliman Real Estate

  108 High St, Port Jefferson, NY 11777
• 

  $949,000

  Sold Jul 30, 2025

  27 Harbor Hills Dr, Port Jefferson, NY 11777

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1960

  Last Sold Summary

  • $452/SF
  • 9 Days On Market

  Current Estimated Value $969,741

  Last Listing Agent Edward Schmidt Douglas Elliman Real Estate

  27 Harbor Hills Dr, Port Jefferson, NY 11777
• 

  Est $512,528

  Not Listed For Sale

  1211 Main St, Port Jefferson, NY 11777

  • 2 Beds
  • 1 Bath
  • Built 1935

  1211 Main St, Port Jefferson, NY 11777

  Last Sold Summary

  • 96 Days On Market
• 

  

  /50

  $1,750,000

  Open Sat 1:30PM - 2:30PM

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

  32 Contessa Ct, Port Jefferson, NY 11777

  Experience the Hamptons LifestyleLocated in the prestigious Harbor Hills community on a quiet cul-de-sac, this stunning contemporary home offers beautiful year-round water views and sunrise and sunset vistas. The private backyard oasis features magnificent two-level gardens, a heated Gunite pool, a jacuzzi spa, and expansive bluestone hardscaping, creating a resort-like retreat perfect for

  Jolie Powell Jolie Powell Realty Inc

  32 Contessa Ct, Port Jefferson, NY 11777
• 

  $500,000

  Sold Jul 30, 2025

  160 Windward Ct S, Port Jefferson, NY 11777

  • 2 Beds
  • 2.5 Baths
  • 1,385 Sq Ft
  • Built 1997

  Last Sold Summary

  • 2% Above List Price
  • $361/SF
  • 14 Days On Market

  Last Listing Agent Anthony Vitta Real Broker NY LLC

  160 Windward Ct S, Port Jefferson, NY 11777
• 

  Est $574,303

  Not Listed For Sale

  1207 Main St, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1930

  1207 Main St, Port Jefferson, NY 11777

  Last Sold Summary

  • 20 Days On Market
• 

  

  /22

  $705,000

  $15K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  1 Princess Tree Ct, Port Jefferson, NY 11777

  Welcome to 1 Princess Tree Court — a rare end-unit townhome in the sought-after private community of The Terraces in Port Jefferson Village. This expansive ~2,500 sq ft residence offers 3 large bedrooms, 2.5 bathrooms, and an open-concept layout bathed in natural light, featuring soaring vaulted ceilings, a fireplace, an updated kitchen with quartz countertops, and a luxurious primary suite with

  Seepaul Paray Realty Connect USA LI Inc

  1 Princess Tree Ct, Port Jefferson, NY 11777
• 

  $660,000

  Sold Oct 03, 2025

  508 W Broadway, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1929

  Last Sold Summary

  • 8% Below List Price
  • $367/SF
  • 111 Days On Market

  Current Estimated Value $763,745

  Last Listing Agent Jolie Powell Jolie Powell Realty Inc

  508 W Broadway, Port Jefferson, NY 11777
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  Est $977,206

  Not Listed For Sale

  708 Main St, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • 2,330 Sq Ft
  • Built 1890

  708 Main St, Port Jefferson, NY 11777

  Last Sold Summary

  • 175 Days On Market
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  $1,299,000

  $26K PRICE DROP

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

  11 Theresa Ln, Port Jefferson, NY 11777

  ALL REASONABLE OFFERS WELCOME! SELLER EXTREMELY MOTIVATED! Welcome to this exclusive three-level, townhouse-style condominium in Vista Views, a premier 55+ community offering EXTREMELY LOW TAXES and an ideal layout for multigenerational living. This elegant end unit showcases added privacy and an abundance of natural light, offering over 3,000 square feet of thoughtfully designed living space.

  Paul Musso Realty Connect USA L I Inc

  11 Theresa Ln, Port Jefferson, NY 11777
• 

  $945,000

  Sold Aug 11, 2025

  112 Wilson Dr, Port Jefferson, NY 11777

  • 6 Beds
  • 3 Baths
  • 3,216 Sq Ft
  • Built 1972

  Last Sold Summary

  • 10% Below List Price
  • $294/SF
  • 68 Days On Market

  Current Estimated Value $1,029,007

  Last Listing Agent Kate Works Compass Greater NY LLC

  112 Wilson Dr, Port Jefferson, NY 11777
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  Est $699,784

  Not Listed For Sale

  660 Main St, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1890

  660 Main St, Port Jefferson, NY 11777

  Last Sold Summary

  • 17 Days On Market
• 

  

  /23

  $699,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  3 Settlers Path, Port Jefferson, NY 11777

  Charming ranch nestled on a quiet country-like street offering peace, privacy, and easy one-floor living. Well maintained with newly finished wood flooring throughout and freshly painted walls. Bright and inviting layout with spacious living areas, wood burning fireplace, offering a private bedroom with ensuite bathroom and separate entrance. Great opportunity to enjoy the lifestyle of Port

  Jolie Powell Jolie Powell Realty Inc

  3 Settlers Path, Port Jefferson, NY 11777
• 

  $875,000

  Sold Jun 09, 2026

  117 Liberty Ave, Port Jefferson, NY 11777

  • 3 Beds
  • 1 Bath
  • 2,000 Sq Ft
  • Built 1902

  Last Sold Summary

  • 5% Below List Price
  • $438/SF
  • 28 Days On Market

  Current Estimated Value $714,109

  Last Listing Agent Alexia Poulos Douglas Elliman Real Estate

  117 Liberty Ave, Port Jefferson, NY 11777
• 

  Est $690,445

  Not Listed For Sale

  608 Belle Terre Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1936

  608 Belle Terre Rd, Port Jefferson, NY 11777

  Last Sold Summary

  • 171 Days On Market
• 

  

  /49

  $3,950,000

  $540K PRICE DROP

  • 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
• 

  $900,000

  Sold Nov 03, 2025

  22 Druid Hill Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1961

  Last Sold Summary

  • 25% Below List Price
  • $346/SF
  • 155 Days On Market

  Current Estimated Value $1,059,408

  Last Listing Agent Donna Wissman Douglas Elliman Real Estate

  22 Druid Hill Rd, Port Jefferson, NY 11777
• 

  Est $737,076

  Not Listed For Sale

  808 High St, Port Jefferson, NY 11777

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft
  • Built 1931

  808 High St, Port Jefferson, NY 11777

  Last Sold Summary

  • 13 Days On Market
• 

  

  /48

  $9,995,000

  • 11 Beds
  • 16 Baths
  • 20,000 Sq Ft

  1 Osprey Ct, Port Jefferson, NY 11777

  A Waterfront Legacy Estate on Long Island's North Shore: Set atop more than eight acres of elevated waterfront grounds within the prestigious village of Belle Terre, this extraordinary estate represents one of the most significant offerings on Long Island's North Shore. Properties of this caliber: combining substantial acreage, private shoreline, and exceptional privacy are exceedingly rare. A

  Maida Srdanovic Compass Greater NY LLC

  1 Osprey Ct, Port Jefferson, NY 11777
• 

  $820,000

  Sold Jul 28, 2025

  714 Brewster Dr, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 1,884 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Below List Price
  • $435/SF
  • 44 Days On Market

  Current Estimated Value $898,457

  Last Listing Agent Sean Manning OverSouth LLC

  714 Brewster Dr, Port Jefferson, NY 11777
• 

  Est $756,972

  Not Listed For Sale

  127 Liberty Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 2 Baths
  • Built 1940

  127 Liberty Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 48 Days On Market

Showing Results 121 - 160, Page 4 of 18