Port Jefferson, NY Homes

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  /19

  $589,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  110 E Broadway, Port Jefferson, NY 11777

  A true historic, Village gem, circa 1830. Art is in the eye of the beholder, and this home is a masterpiece waiting for its next curator. Don't miss this opportunity. Three working fireplaces, wood flooring, front rocking chair porch. Water views from bedroom and front porch. The home needs some TLC and repairs, but it is worth the investment. Across from Harbor front Park and Village Center,

  Margot Garant Jolie Powell Realty Inc

  110 E Broadway, Port Jefferson, NY 11777
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  /8

  $2,200 per month

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

  23 Pilgrim Dr Unit 1, Port Jefferson, NY 11777

  Charming one bedroom apartment for rent in Port Jeff. All new kitchen, flooring, carpets, and bathroom. Includes all utilities even wifi. Driveway parking is offered. Wall unit AC. Close to Mather Hospital & Saint Charles hospital as well as nearby amenities. First month rent, one month security, one month broker fee upon lease signingListed with Potter Real EstateJoe

  23 Pilgrim Dr Unit 1, Port Jefferson, 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 $1,241,694

  Last Listing Agent Anthony Vitta Real Broker NY LLC

  38 Fairway Dr, Port Jefferson, NY 11777
• 

  Est $579,537 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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  /22

  $699,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,041 Sq Ft

  101 Wilson Dr, Port Jefferson, NY 11777

  Welcome to this beautifully maintained 3-bedroom, 2-newly renovated bathroom ranch located on a quiet street in the heart of charming Port Jefferson Village. Step inside to find a spacious layout featuring a cozy den with a wood-burning fireplace, laminate flooring throughout, and an eat-in kitchen complete with a brand new refrigerator, electric range, microwave, dishwasher, oversized sink, and

  Jaime Tokofsky Century 21 Icon

  101 Wilson Dr, Port Jefferson, NY 11777
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  /25

  $5,500 per month

  • 3 Beds
  • 3.5 Baths
  • 2,826 Sq Ft
  • House for Rent

  20 Seaside Dr, Port Jefferson, NY 11777

  Stunning Ranch Rental in Belle Terre, NYDiscover your dream home in the renowned village of Belle Terre! This beautiful and spacious ranch-style house is now available for rent, featuring: 3 Large Bedrooms: The master suite boasts two impressive walk-in closets and a luxurious ensuite full bath. The second bedroom also includes its own ensuite full bath and three additional walk-in closets,

  Michael Ambrozy Howard Hanna Coach

  20 Seaside Dr, Port Jefferson, 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 $793,286

  Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

  102 Cliff Rd, Port Jefferson, NY 11777
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  Est $480,164 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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  /50

  $2,395,000

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

  83 Cliff Rd, Port Jefferson, NY 11777

  **Motivated seller** 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,

  Brian Hickey Hickey & Smith REALTORS

  83 Cliff Rd, Port Jefferson, NY 11777
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  /10

  $2,100 per month

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

  406 Main St Unit A, Port Jefferson, NY 11777

  Second Floor Village STUDIO Apartment, Completely Refurbished, Ceramic Tile Floors Throughout, New Windows, New Bathroom. Bus Stop Across the Street, Walk into Town, 3 miles to Stony Brook, .5 Mile to Train - Open and Bright, Freshly Painted - Plenty of Natural Light comes Through- Close to LIRR, St. Charles, Northwell, Ferry - Live Theater Next door, Park, Basketball Court, Tennis and Pickle

  Maria Palmar Maria S Palmar

  406 Main St Unit A, 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 $677,033

  Last Listing Agent Julie Poidomani Realty Connect USA L I Inc

  26 Sea Court Ln, Port Jefferson, NY 11777
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  Est $747,277 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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  /2

  $765,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,021 Sq Ft

  42 Sands Ln, Port Jefferson, NY 11777

  Welcome to this charming 3-bedroom ranch home featuring 3 full baths, a formal dining room, spacious living room, cozy family room, and an oversized front porch perfect for relaxing. The rear deck overlooks a beautiful in-ground pool, while a three-car detached garage provides ample storage for storage and parking. Located in sought-after Harbor Hills within Port Jefferson Village. Residents

  Kelly Redican Coldwell Banker American Homes

  42 Sands Ln, Port Jefferson, NY 11777
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  /9

  $2,895 per month

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

  3 Presidents Dr Unit 3-2A, 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

  3 Presidents Dr Unit 3-2A, 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 $469,155

  Last Listing Agent Kathy Pagano Daniel Gale Sothebys Intl Rlty

  112 Leeward Ln, Port Jefferson, NY 11777
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  Est $789,145 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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  /26

  $679,000 Pending

  • 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 everyday

  Michael Ambrozy Howard Hanna Coach

  2 Puritan Path, Port Jefferson, NY 11777
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  /2

  $2,535 per month

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

  655 Belle Terre Rd Unit 20, 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 20, Port Jefferson Station, 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 $617,970

  Last Listing Agent Derek Greene Greene Realty Group

  217 Bayview Terrace, Port Jefferson, NY 11777
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  Est $681,791 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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  /8

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,595 Sq Ft

  1 Oakwood Rd, Port Jefferson, NY 11777

  Custom Designed Built to Suit New Construction By Long Island Creative Contracting, Inc. Build the home of your dreamsSecluded 3/4 acre Overlooking natural wooded bufferPort Jefferson Village Amenities Room for Optional Pool3 Levels of spacious LivingEntry Level finished 316 SFWalk Out Unfinished Basement1213 SF2 Car Garage 520 SF Main Floor Level 2095Entry Powder

  Melissa Petsco Jolie Powell Realty Inc

  1 Oakwood Rd, Port Jefferson, NY 11777
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  /2

  $2,535 per month

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

  655 Belle Terre Rd Unit 23, 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 23, Port Jefferson Station, 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 $817,276

  Last Listing Agent Julie Malsky RE/MAX Signature Real Estate

  104 E Gate Rd, Port Jefferson, NY 11777
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  Est $750,567 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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  /32

  $1,125,000 Pending

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

  125 Bleeker St, Port Jefferson, NY 11777

  Hamilton Tooker Bayles House. Elegant, Architectural Historic Home That Transends Gentle Grace. Bluffs of Port Jeff With Winter Waterview; This is One of Few Stick Style Homes in Village; Wraparound Porch; Grand Entry with Bookcase; Original Linerusta; Deeply Embossed Wall Coverings; Newer 50 Year Roof; Full House Generator; Kitchen Has Double Ovens and Dishwashers; Stained Glass Throughout;

  Lisa Perry Jolie Powell Realty Inc

  125 Bleeker St, Port Jefferson, NY 11777
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  /3

  $3,010 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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  $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

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

  24 Midland Ave, Port Jefferson, NY 11777
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  Est $706,699 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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  /36

  $2,950,000

  • 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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  /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
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  $720,000 Sold Jan 28, 2025

  4 Settlers Path, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft
  • Built 1968

  Last Sold Summary

  • $335/SF
  • 20 Days On Market

  Current Estimated Value $726,508

  Last Listing Agent Donna McKeown Signature Premier Properties

  4 Settlers Path, Port Jefferson, NY 11777
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  Est $761,549 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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  /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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  /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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  $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 $564,012

  Last Listing Agent Jill Kaplan Signature Premier Properties

  20 Sea Court Ln, Port Jefferson, NY 11777
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  Est $777,910 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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  /42

  $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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  /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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  $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 $866,999

  Last Listing Agent Edward Schmidt Douglas Elliman Real Estate

  27 Harbor Hills Dr, Port Jefferson, NY 11777
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  Est $731,919 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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