Port Jefferson, NY Homes

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  $2,685,000

  • 4 Beds
  • 6 Baths

  15 Stephans Path, Port Jefferson, NY 11777

  Coastal Retreat in Port Jefferson, NYWaterfront prominence with endless coastal views of Long Island Sound and the Connecticut coastline with miles of beautiful sandy beaches. Whether enjoying the Golf Club or the beaches Port Jefferson Village delivers on many levels, this stunning 4-bedroom, 3-bathroom home offers an unparalleled blend of elegance, comfort, and breathtaking natural beauty.

  t johnson Daniel Gale Sothebys Intl Rlty

  15 Stephans Path, Port Jefferson, NY 11777
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  $3,750 per month

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Condo for Rent

  110 N Country Rd Unit B, Port Jefferson, NY 11777

  This newly renovated three-bedroom rental (spanning two floors) offers modern comforts and stylish finishes throughout. Highlights include hardwood floors on every level, vaulted ceilings with ceiling fans in all rooms for an airy feel, sleek granite countertops, a dishwasher, and a brand-new natural gas burner system for both heating and cooking. The bathrooms feature a brand-new shower plus a

  110 N Country Rd Unit B, Port Jefferson, NY 11777
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  $835,000 Sold Jun 13, 2025

  708 Main St, Port Jefferson, NY 11777

  • 3 Beds
  • 2 Baths
  • Built 1890

  Last Sold Summary

  • 30% Below List Price
  • 175 Days On Market

  Current Estimated Value $926,012

  Last Listing Agent Sandra Burner Signature Premier Properties

  708 Main St, Port Jefferson, NY 11777
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  Est $650,989 Not Listed For Sale

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

  10 Woodside Ave, Port Jefferson, NY 11777

  10 Woodside Ave, Port Jefferson, NY 11777
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  $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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  $3,070 per month

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

  655 Belle Terre Rd Unit 53, Port Jefferson Station, NY 11777

  Ask about our Outstanding Move-In Specials*! White Shaker kitchen Cabs, SS Appls. French Door Fridge. Vinyl Plank Kitchen and Foyer Flooring. Custom Closets. Bath with Basketweave Marble floor, Subway Tile Bath, Quartz Vanity, Frameless Glass Shwr Drs.Woodgrain Style Window Trmts. Wall air-conditioners. H-H Ceiling fans. Crown Molding. Gas Heat/Hot Water Included. Fitness Ctr. Laundry Ctr. Cats

  Michelle Holmes Fairfield Properties

  655 Belle Terre Rd Unit 53, Port Jefferson Station, NY 11777
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  $1,350,000 Sold Sep 19, 2025

  38 Fairway Dr, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 3,262 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $414/SF
  • 3 Days On Market

  Current Estimated Value $1,256,946

  Last Listing Agent Anthony Vitta Real Broker NY LLC

  38 Fairway Dr, Port Jefferson, NY 11777
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  Est $537,967 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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  $749,000 Pending

  • 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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  $1,950 per month

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

  133 N Country Rd Unit PJ rental, Port Jefferson, NY 11777

  133 N Country Rd Unit PJ rental, Port Jefferson, NY 11777
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  $1,150,000 Sold Feb 04, 2026

  4 Old Homestead Rd, Port Jefferson, NY 11777

  • 3 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $348/SF
  • 219 Days On Market

  Last Listing Agent Yaffa Stegemann Douglas Elliman Real Estate

  4 Old Homestead Rd, Port Jefferson, NY 11777
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  Est $901,124 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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  $599,999 Open Sun 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  22 Midland Ave, Port Jefferson, NY 11777

  Welcome to this centrally located high ranch in the heart of Port Jefferson, set on a quiet dead-end street just moments from village amenities, dining, shopping, and waterfront attractions.This thoughtfully updated home features a renovated kitchen, modernized bathrooms, and an open, functional layout designed for flexible living. The upper level offers two spacious bedrooms and one full

  Maria Palmar Maria S Palmar

  22 Midland Ave, Port Jefferson, NY 11777
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  $3,045 per month

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

  655 Belle Terre Rd Unit 47, Port Jefferson Station, NY 11777

  Ask about our Outstanding Move-In Specials*! White Shaker kitchen Cabs, SS Appls. French Door Fridge. Vinyl Plank Kitchen and Foyer Flooring. Custom Closets. Bath with Basketweave Marble floor, Subway Tile Bath, Quartz Vanity, Frameless Glass Shwr Drs.Woodgrain Style Window Trmts. Wall air-conditioners. H-H Ceiling fans. Crown Molding. Gas Heat/Hot Water Included. Fitness Ctr. Laundry Ctr. Cats

  Michelle Holmes Fairfield Properties

  655 Belle Terre Rd Unit 47, Port Jefferson Station, NY 11777
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  $780,000 Sold Jun 13, 2025

  102 Cliff Rd, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Below List Price
  • $418/SF
  • 129 Days On Market

  Current Estimated Value $811,509

  Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

  102 Cliff Rd, Port Jefferson, NY 11777
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  Est $864,527 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths

  106 Rustic Rd, Port Jefferson, NY 11777

  106 Rustic Rd, Port Jefferson, NY 11777
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  $2,299,000

  • 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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  $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
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  $700,000 Sold Aug 21, 2025

  26 Sea Court Ln, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft
  • Built 1991

  Last Sold Summary

  • 8% Above List Price
  • $373/SF
  • 16 Days On Market

  Current Estimated Value $684,519

  Last Listing Agent Julie Poidomani Realty Connect USA L I Inc

  26 Sea Court Ln, Port Jefferson, NY 11777
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  Est $818,213 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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  $9,995,000

  • 11 Beds
  • 16 Baths
  • 18,665 Sq Ft

  1 Osprey Ct, Port Jefferson, NY 11777

  A Waterfront Legacy Estate on the North Shore of Long Island: Set on over eight acres of elevated waterfront land in the coveted enclave of Belle Terre, this extraordinary estate represents one of the rarest offerings on the North Shore of Long Island, where properties of this scale, privacy, and acreage are exceptionally limited. With approximately 300 feet of private shoreline and sweeping

  Maida Srdanovic Compass Greater NY LLC

  1 Osprey Ct, Port Jefferson, NY 11777
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  $2,500 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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  $469,000 Sold Jun 23, 2025

  112 Leeward Ln, Port Jefferson, NY 11777

  • 2 Beds
  • 4 Baths
  • 1,550 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Above List Price
  • $303/SF
  • 13 Days On Market

  Current Estimated Value $542,720

  Last Listing Agent Kathy Pagano Daniel Gale Sothebys Intl Rlty

  112 Leeward Ln, Port Jefferson, NY 11777
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  Est $755,497 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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  $1,325,000

  • 2 Beds
  • 4 Baths
  • 2,020 Sq Ft

  Unlisted Address

  Exceptional three-level townhouse-style condominium offering over 2,000 sq ft of well-designed living space in the desirable Village Vistas community. The main level features a bright open-concept layout with a spacious living room with gas fireplace, formal dining area, and eat-in kitchen with balcony access. The primary bedroom is conveniently located on the main floor and includes a walk-in

  Paul Musso Realty Connect USA L I Inc

  Unlisted Address
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  $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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  $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 $604,510

  Last Listing Agent Derek Greene Greene Realty Group

  217 Bayview Terrace, Port Jefferson, NY 11777
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  Est $711,195 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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  $1,999,999

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

  83 Cliff Rd, Port Jefferson, NY 11777

  Step into luxury with this stunning Contemporary residence nestled in the picturesque Village of Belle Terre. This magnificent home features a grand living area adorned with soaring 18' ceilings and walls of glass, creating an inviting and airy atmosphere perfect for entertaining or relaxation. Discover a culinary haven with a brand-new kitchen, showcasing exquisite quartz countertops,

  Bonnie Liotine Coldwell Banker M&D Good Life

  83 Cliff Rd, Port Jefferson, NY 11777
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  $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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  $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

  Last Listing Agent Blondie Lee Ramos Howard Hanna Coach

  1 Uva Way, Port Jefferson, NY 11777
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  Est $903,278 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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  $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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  $3,095 per month

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

  42 Pinnacle Dr Unit 42, 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

  42 Pinnacle Dr Unit 42, Port Jefferson, NY 11777
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  $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 $842,638

  Last Listing Agent Julie Malsky RE/MAX Signature Real Estate

  104 E Gate Rd, Port Jefferson, NY 11777
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  Est $819,540 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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  $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
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  /2

  $3,095 per month

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

  29 Pinnacle Dr Unit 29, 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

  29 Pinnacle Dr Unit 29, Port Jefferson, NY 11777
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  $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 $761,908

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

  24 Midland Ave, Port Jefferson, NY 11777
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  Est $833,680 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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