3,876

Port Jefferson, NY Homes

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  • 1 Osprey Ct, Port Jefferson, NY 11777
    1 Osprey Ct, Port Jefferson, NY 11777
    1 Osprey Ct, Port Jefferson, NY 11777
    /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
  • 115 Red Oak Ct, Port Jefferson, NY 11777

    $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 $723,936

    Last Listing Agent Tracy Boucher Signature Premier Properties

    115 Red Oak Ct, Port Jefferson, NY 11777
  • 18 Bell Cir, Port Jefferson, NY 11777
    18 Bell Cir, Port Jefferson, NY 11777
    18 Bell Cir, Port Jefferson, NY 11777
    /20

    $2,399,000

    New Construction
    • 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
  • 87 Leeward Ct, Port Jefferson, NY 11777

    $415,000

    Sold Sep 24, 2025

    87 Leeward Ct, Port Jefferson, NY 11777

    • 2 Beds
    • 2 Baths
    • Built 1991

    Last Sold Summary

    • 3% Below List Price
    • 18 Days On Market

    Current Estimated Value $428,372

    Last Listing Agent Lina Lopes Douglas Elliman Real Estate

    87 Leeward Ct, Port Jefferson, NY 11777
  • 105 Rustic Rd, Port Jefferson, NY 11777
    105 Rustic Rd, Port Jefferson, NY 11777
    105 Rustic Rd, Port Jefferson, NY 11777
    /30

    $599,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    105 Rustic Rd, Port Jefferson, NY 11777

    This is a unique opportunity to purchase this spacious 9-room, 4-bedroom, 2.5-bath colonial home in Port Jefferson Village at an incredible price. The home features hardwood floors throughout, an in-ground pool with a loop loc cover, and a home office with a fireplace and an outside entrance, making it ideal for anyone who sees clients or works from home. This home is located just 1 mile from the

    Kristin Bodkin Howard Hanna Coach

    105 Rustic Rd, Port Jefferson, NY 11777
  • 12 Bridle Path Ln, Port Jefferson, NY 11777

    $745,000

    Sold Sep 19, 2025

    12 Bridle Path Ln, Port Jefferson, NY 11777

    • 3 Beds
    • 2 Baths
    • 2,127 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $350/SF
    • 13 Days On Market

    Current Estimated Value $782,238

    Last Listing Agent Devang Patel Douglas Elliman Real Estate

    12 Bridle Path Ln, Port Jefferson, NY 11777
  • 101 Longfellow Ln, Port Jefferson, NY 11777
    101 Longfellow Ln, Port Jefferson, NY 11777
    101 Longfellow Ln, Port Jefferson, NY 11777
    /32

    $779,000

    • 4 Beds
    • 3 Baths
    • 1,881 Sq Ft

    101 Longfellow Ln, Port Jefferson, NY 11777

    Welcome to 101 Longfellow Lane, A Unique and Charming 4 Bedroom, 3 Bath, Double A-Frame Home Set in The Tree Tops of Port Jefferson with a Winter Waterview of Port Jefferson Harbor. Nature and Serenity Abounds Looking Out of the Floor to Ceiling Windows In this Creatively Designed Home. The Living/Dining Room is Accented by a Wood & Coal Burning Stove. Enjoy the Sights and Sounds of Nature from

    Michael Voelker Mazzella Realty Services

    101 Longfellow Ln, Port Jefferson, NY 11777
  • 340 E Broadway, Port Jefferson, NY 11777

    $550,000

    Sold Sep 05, 2025

    340 E Broadway, Port Jefferson, NY 11777

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

    Last Sold Summary

    • 38% Above List Price
    • 13 Days On Market

    Last Listing Agent Thomas Nails Coldwell Banker American Homes

    340 E Broadway, Port Jefferson, NY 11777
  • 12 Deer Path, Port Jefferson, NY 11777
    12 Deer Path, Port Jefferson, NY 11777
    12 Deer Path, Port Jefferson, NY 11777
    /50

    $1,185,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    12 Deer Path, Port Jefferson, NY 11777

    Spacious & Gracious Colonial—set on 1.15 acres of beautifully maintained property, this classic residence offers the perfect blend of timeless design and modern comfort. With 5 spacious bedrooms and 3 full baths, this home is designed for both relaxed living and effortless entertaining.Thoughtfully renovated kitchen and bathrooms, gleaming oak floors, and recessed lighting create a warm,

    Francine Saer Howard Hanna Coach

    12 Deer Path, Port Jefferson, NY 11777
  • 249 Windward Dr, 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 $439,247

    Last Listing Agent Jonathan Guercio Signature Premier Properties

    249 Windward Dr, Port Jefferson, NY 11777
  • 12 Lost Meadow Ln, Port Jefferson, NY 11777
    12 Lost Meadow Ln, Port Jefferson, NY 11777
    12 Lost Meadow Ln, Port Jefferson, NY 11777
    /40

    $1,375,000

    Open Sun 10AM - 12PM
    • 4 Beds
    • 2.5 Baths
    • 4,000 Sq Ft

    12 Lost Meadow Ln, Port Jefferson, NY 11777

    Tucked away on an elite 1.14-acre cul-de-sac off Cliff Road, this commanding 4,000-square-foot contemporary estate offers an unparalleled blend of North Shore privacy, refined coastal living, and flawless modern luxury. Fully updated and completely unlived-in since completion, this beautiful home delivers a rare, brand-new living experience. This house is breathtaking and it’s architectural

    Mathew Klein Developing Dreams Realty USA

    12 Lost Meadow Ln, Port Jefferson, NY 11777
  • 61 Crooked Oak Rd, Port Jefferson, NY 11777

    $1,350,000

    Sold Sep 19, 2025

    61 Crooked Oak Rd, Port Jefferson, NY 11777

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • Built 1973

    Last Sold Summary

    • 10% Above List Price
    • $519/SF
    • 13 Days On Market

    Current Estimated Value $1,358,005

    Last Listing Agent Francine Saer Howard Hanna Coach

    61 Crooked Oak Rd, Port Jefferson, NY 11777
  • 98 Cliff Rd, Port Jefferson, NY 11777
    98 Cliff Rd, Port Jefferson, NY 11777
    98 Cliff Rd, Port Jefferson, NY 11777
    /48

    $3,199,000

    • 5 Beds
    • 7.5 Baths
    • 10,122 Sq Ft

    98 Cliff Rd, Port Jefferson, NY 11777

    Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-square-foot estate where exceptional craftsmanship and resort-style amenities converge. Privately set behind a gated entrance with a circular driveway, this magnificent residence situated on 1.8 acres offers 5 bedrooms, 8 bathrooms, a 4-car garage, and an impressive array of indoor and outdoor living spaces

    Christine Hermanowski Signature Premier Properties

    98 Cliff Rd, Port Jefferson, NY 11777
  • 22 Vantage 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 $918,499

    Last Listing Agent Gregory Berkowitz BERKSHIRE HATHAWAY

    22 Vantage Ct, Port Jefferson, NY 11777
  • 39 Cliff Rd, Port Jefferson, NY 11777
    39 Cliff Rd, Port Jefferson, NY 11777
    39 Cliff Rd, Port Jefferson, NY 11777
    /23

    $899,000

    $201K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,950 Sq Ft

    39 Cliff Rd, Port Jefferson, NY 11777

    Beautiful colonial style home in Belle Terre community with close proximity to private North Shore LI Beach. Village of Belle Terre taxes are $2,500.00 annually, in addition to the Town of Brookhaven property taxes.

    Frank Gargano Covenant Realty Group LLC

    39 Cliff Rd, Port Jefferson, NY 11777
  • 604 High St, 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 $732,972

    Last Listing Agent Maria Palmar Maria S Palmar

    604 High St, Port Jefferson, NY 11777
  • 306 Liberty Ave, Port Jefferson, NY 11777
    306 Liberty Ave, Port Jefferson, NY 11777
    306 Liberty Ave, Port Jefferson, NY 11777
    /38

    $680,000

    $60K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,700 Sq Ft

    306 Liberty Ave, Port Jefferson, NY 11777

    Welcome to this spacious, well-designed bi-level home with 4 bedrooms and 3.5 bathrooms, complete with a basement, possible in home office, ample parking, and a private backyard — perfect for living or entertaining. Situated in Port Jefferson Village, you’ll enjoy the best of small-town coastal living while still being minutes from a vibrant downtown filled with boutiques, restaurants, and

    Ryan Holmes MYNY Residential

    306 Liberty Ave, Port Jefferson, NY 11777
  • 11 Gladysz Way, 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 $739,587

    Last Listing Agent Justin Loguercio Next Level Homes Group Ltd

    11 Gladysz Way, Port Jefferson, NY 11777
  • 104 California Ave, Port Jefferson, NY 11777
    104 California Ave, Port Jefferson, NY 11777
    104 California Ave, Port Jefferson, NY 11777
    /50

    $945,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    104 California Ave, Port Jefferson, NY 11777

    Step into true elegance with this stunning circa 1940 gem, beautifully nestled on meticulously manicured grounds that invite you to relax and unwind. Surrounded by specimen plantings and enchanting foutains, this property offers a perfect blend of classic charm and modern luxury. Enjoy entertaning on your custom porch and generous paver patio complete with built-in BBQ and kitchen. Picture

    Julie Malsky RE/MAX Signature Real Estate

    104 California Ave, Port Jefferson, NY 11777
  • 22 Saints Orchard Rd, 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
  • 201 Liberty Ave, 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 $918,036

    Last Listing Agent Adam Frank Stonegate Real Estate

    201 Liberty Ave, Port Jefferson, NY 11777
  • 712 Brewster Dr, Port Jefferson, NY 11777

    $999,999

    Sold Sep 15, 2025

    712 Brewster Dr, Port Jefferson, NY 11777

    • 4 Beds
    • 2.5 Baths
    • 3,918 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Above List Price
    • $255/SF
    • 33 Days On Market

    Current Estimated Value $980,666

    Last Listing Agent Margaret Turner Aliano Real Estate

    712 Brewster Dr, Port Jefferson, NY 11777
  • 213 Glenwood Ln, Port Jefferson, NY 11777

    $820,000

    Sold Sep 09, 2025

    213 Glenwood Ln, Port Jefferson, NY 11777

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 1958

    Last Sold Summary

    • 11% Above List Price
    • $373/SF
    • 11 Days On Market

    Current Estimated Value $805,602

    Last Listing Agent Willard Hough H & G Realty New York

    213 Glenwood Ln, Port Jefferson, NY 11777
  • 95 Sheep Pasture Rd, 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 $849,664

    Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate

    95 Sheep Pasture Rd, Port Jefferson, NY 11777
  • 21 Waterview Dr, 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 $1,456,000

    Last Listing Agent Jolie Powell Jolie Powell Realty Inc

    21 Waterview Dr, Port Jefferson, NY 11777

Showing Results 161 - 200, Page 5 of 18

New York Suffolk County Port Jefferson

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