Port Jefferson, NY Homes

• 

  

  

  /32

  $599,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 1,892 Sq Ft

  21 Woodside Ave, Port Jefferson, NY 11777

  Welcome to this beautifully updated 4 bedroom, 3.5 bath Colonial filled with natural light and modern comforts. This home is nestled on a dead end block in the Village of Port Jefferson. The heart of the home is the updated kitchen, boasting stainless steel appliances, a farmhouse sink, and quartz countertops, flowing effortlessly into the open floor plan. Some of the other key updates include

  Jessica Gulino Realty Connect USA L I Inc

  21 Woodside Ave, Port Jefferson, NY 11777
• 

  

  

  /18

  $2,800 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  79 Leeward Ct, Port Jefferson, NY 11777

  Beautiful Main Floor Unit in the Desirable Highlands Community. Master Bedroom w/Walk-in-Closet. Eat-in-Kitchen, Open Living Room/Dining Room Combo. Additional 1/2 Bath. Washer/Dryer in Unit. Cul-de-Sac. Lovely Pond View. Amenities include Gym, Tennis Court, Basketball Court and Community Pool. Water, Cable and Internet included. Convenient to All! LIRR, Port Jeff Ferry, Hospitals, Stony Brook

  Bridget Cook EXIT Realty Premier

  79 Leeward Ct, Port Jefferson, NY 11777
• 

  $650,000 Sold Jul 31, 2025

  103 Scraggy Hill Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 3 Baths
  • 2,278 Sq Ft
  • Built 1950

  Last Sold Summary

  • 13% Below List Price
  • $285/SF
  • 9 Days On Market

  Current Estimated Value $753,682

  Last Listing Agent Russell Ficken Coldwell Banker American Homes

  103 Scraggy Hill Rd, Port Jefferson, NY 11777
• 

  Est $835,493 Not Listed For Sale

  34 Midland Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 2016

  34 Midland Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 11% Above List Price
  • $228/SF
  • 19 Days On Market

  • Last Sold Price $754,000
  • Sep 19, 2024

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc
• 

  

  

  /28

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  515 High St Unit 18, Port Jefferson, NY 11777

  Stunning, sun-filled 3 bedroom end unit condo in the most private location and ideal proximity to detached garage. Offering an updated kitchen, flowing hardwood floors, ample storage, private deck and balcony. The primary suite has large closet and en-suite bath. The full finished basement, with high ceilings, offers generous sized room, lots of storage, a laundry room and egress window.

  Alexia Poulos Douglas Elliman Real Estate

  515 High St Unit 18, Port Jefferson, NY 11777
• 

  

  /10

  $3,900 Per Month

  • 3 Beds
  • 1 Bath
  • 18,295 Sq Ft
  • House for Rent

  35 2nd Ave, Port Jefferson, NY 11777

  This charming 3-bedroom Cape Cod located in desirable Port Jefferson not only has great curb appeal but boasts an open living concept and is in move-in ready condition. This beautifully maintained, fully fenced property is situated on .42 landscaped acre in a prime location of Port Jefferson. Step outside with your morning coffee and watch the sunrise from the new Trex deck. Enjoy sun drenched

  Lisa Wilder Alexander Madison Realty Inc

  35 2nd Ave, Port Jefferson, NY 11777
• 

  $2,260,000 Sold Apr 17, 2026

  0 Saints Orchard Rd, Port Jefferson, NY 11777

  • 10 Beds
  • 3.5 Baths
  • 4,000 Sq Ft
  • Built 1910

  Last Sold Summary

  • 22% Below List Price
  • $565/SF
  • 106 Days On Market

  Last Listing Agent Kristen Toffales Serhant East End LLC

  0 Saints Orchard Rd, Port Jefferson, NY 11777
• 

  Est $819,949 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

  • 15% Above List Price
  • 35 Days On Market

  • Last Sold Price $715,000
  • Dec 23, 2024

  Last Listing Agent Randy Stander Summit Realty Group of NY
• 

  

  /23

  $1,850,000

  • 6 Beds
  • 4 Baths
  • 3,400 Sq Ft

  4 Arbutus Path, Port Jefferson, NY 11777

  New Construction, to be Built and with a Winter Waterview! Work with an expert builder to bring your vision to life. Choose your finishes and fixtures to create a truly unique style all your own in this Craftsman style home (as pictured) with attention to every detail imaginable including custom mouldings, 3 fireplaces, Garage, front porch, vaulted ceilings, and so much more. Nestled on an acre

  Julie Malsky RE/MAX Signature Real Estate

  4 Arbutus Path, Port Jefferson, NY 11777
• 

  /2

  $2,620 Per Month

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

  655 Belle Terre Rd Unit 19, 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 19, Port Jefferson Station, NY 11777
• 

  $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

  Last Listing Agent Sandra Burner Signature Premier Properties

  708 Main St, Port Jefferson, NY 11777
• 

  Est $694,850 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

  • 16% Above List Price
  • 62 Days On Market

  • Last Sold Price $600,000
  • Jul 18, 2024

  Last Listing Agent Azim Abdabhai Douglas Elliman Real Estate
• 

  

  /37

  $749,000 Pending

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

  103 Birch Dr, Port Jefferson, NY 11777

  Step into effortless living in this beautifully maintained turnkey colonial, set on a peaceful street with minimal traffic. From the moment you enter, you're greeted by hardwood floors throughout, living room with gas fireplace, den, Andersen windows, partially finished bsmt, stunning EIK, spacious trex deck; all conveniently located to school, hospitals, university, golf, private beach, farmers

  Jolie Powell Jolie Powell Realty Inc

  103 Birch Dr, Port Jefferson, NY 11777
• 

  /2

  $3,105 Per Month

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

  655 Belle Terre Rd Unit 49, 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 49, Port Jefferson Station, NY 11777
• 

  $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 $1,404,375

  Last Listing Agent Anthony Vitta Real Broker NY LLC

  38 Fairway Dr, Port Jefferson, NY 11777
• 

  Est $711,444 Not Listed For Sale

  106 Roosevelt Ave, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1960

  106 Roosevelt Ave, Port Jefferson, NY 11777

  Last Sold Summary

  • 11% Above List Price
  • $320/SF
  • 17 Days On Market

  • Last Sold Price $640,000
  • Jul 28, 2023

  Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate
• 

  

  /28

  $549,000

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

  23 Woodside Ave, Port Jefferson, NY 11777

  This home is nestled on a dead-end block in the Village of Port Jefferson. It is in the Comsewogue school district and includes all Port Jeff Village amenities: a year-round village parking permit, recreation programs for all ages, discounted Club golf and tennis memberships at the PJ Country Club, private resident beaches with seasonal lifeguards, and LIRR private parking. This home's main

  Kristin Bodkin Howard Hanna Coach

  23 Woodside Ave, Port Jefferson, NY 11777
• 

  

  /9

  $3,000 Per Month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  304 Main St, Port Jefferson, NY 11777

  New 3 bedroom 1 bath second floor apartment available to rent in downtown Port Jeff village. Eligible for Village resident parking and resident access to Port Jeff beaches.

  Dawn Madigan Realty Connect USA L I Inc

  304 Main St, Port Jefferson, NY 11777
• 

  $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

  Current Estimated Value $1,165,765

  Last Listing Agent Yaffa Stegemann Douglas Elliman Real Estate

  4 Old Homestead Rd, Port Jefferson, NY 11777
• 

  Est $840,293 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

  • 20% Above List Price
  • 32 Days On Market

  • Last Sold Price $698,000
  • Apr 04, 2024

  Last Listing Agent German Nielsen Newman Realty Inc
• 

  

  /33

  $690,000 Pending

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

  127 Barnum Ave, Port Jefferson, NY 11777

  Circa1890's rectory and original Barnum House now for sale!Possible 2 family home with proper permits. Needs TLC but some new mechanicals. Almost 4000 s/f of living space. 7/8 bedrooms, 4 fbths, 200 amp service, original white oak beams , coal chute in bsmt, spacious living areas, endless possibilities, walk to all in village. Perfect for those seeking a piece of history. Brookhaven Town

  Jolie Powell Jolie Powell Realty Inc

  127 Barnum Ave, Port Jefferson, NY 11777
• 

  /2

  $2,280 Per Month

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

  655 Belle Terre Rd Unit 44, 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 44, Port Jefferson Station, NY 11777
• 

  $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 $821,096

  Last Listing Agent Oakar Reinstein Realty Connect USA L I Inc

  102 Cliff Rd, Port Jefferson, NY 11777
• 

  Est $729,000 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

  • 17% Above List Price
  • $301/SF
  • 41 Days On Market

  • Last Sold Price $624,999
  • Sep 25, 2023

  Last Listing Agent Anthony Vitta Real Broker NY LLC
• 

  

  /11

  $649,888

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  35 Sheep Pasture Rd, Port Jefferson, NY 11777

  Welcome home to this oversized wonderful 4-bedroom, 2.5-bath Colonial offering over 2,000 square feet of comfortable living space, perfectly set on a half-acre property in desirable Port Jefferson. This home features a classic and functional layout with a open space, kitchen, inviting living room, and a cozy den—ideal for both everyday living and entertaining. Hardwood floors flow throughout,

  Jason Frangoulis Coldwell Banker American Homes

  35 Sheep Pasture Rd, Port Jefferson, NY 11777
• 

  

  /19

  $2,900 Per Month

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft
  • Apartment for Rent

  1500 Main St, Port Jefferson, NY 11777

  Huge Second Story Private Apartment Boasting Private Off Street Parking. Bright Living room & Dining Room combination. Large Updated eat in kitchen W/Granite counters & full appliances, Two Huge Bedrooms with tons of closets & large windows, 2 Full Baths- one located in one of the bedrooms, private In Unit Laundry, Village Amenities Including, Tennis, Private Beach, Permit For Village Parking And

  Danielle Morgenbesser Coldwell Banker American Homes

  1500 Main St, Port Jefferson, NY 11777
• 

  $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 $715,010

  Last Listing Agent Julie Poidomani Realty Connect USA L I Inc

  26 Sea Court Ln, Port Jefferson, NY 11777
• 

  Est $623,437 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

  • 10% Above List Price
  • $377/SF
  • 24 Days On Market

  • Last Sold Price $565,000
  • Dec 05, 2024

  Last Listing Agent Jolie Powell Jolie Powell Realty Inc
• 

  

  /43

  $1,079,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  31 Meroke Trail, Port Jefferson, NY 11777

  Welcome to this pristine, 4 bedroom/3.5bth Colonial on quiet end-of-street location in the Harbor Hills Estates community. This home showcases 2 primary suites each complete with its own private ensuite bath, one of which has radiant heated floors! Efficient cast iron insert fireplace in spacious den with sliders to impeccably maintained backyard, and a basement retreat featuring an infrared

  Jolie Powell Jolie Powell Realty Inc

  31 Meroke Trail, Port Jefferson, NY 11777
• 

  

  /15

  $2,100 Per Month

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

  410 Main St, Port Jefferson, NY 11777

  City Vibes studio apartment in the heart of PJ Village! 2 stairway entrances newly refinished hardwood flooring, high hat lighting. Open Kitchen, dining, living room & sleeping area. tenant pays utilities.

  Lisa Jaeger Douglas Elliman Real Estate

  410 Main St, Port Jefferson, NY 11777
• 

  $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 $541,094

  Last Listing Agent Kathy Pagano Daniel Gale Sothebys Intl Rlty

  112 Leeward Ln, Port Jefferson, NY 11777
• 

  Est $559,035 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

  • 4% Above List Price
  • 38 Days On Market

  • Last Sold Price $540,000
  • Nov 15, 2024

  Last Listing Agent Donna McKeown Signature Premier Properties
• 

  

  /45

  $1,490,000 Pending

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

  120 Peninsula Dr, Port Jefferson, NY 11777

  You will love the modern elegance of this brand new redesigned hilltop beauty perfectly situated on Harbor Hills cul-de-sac. A striking entrance welcomes you with handsome wrought iron doors, setting the tone for this expansive home filled with light, space and style! Open floor concept, hardwood floors throughout, wood-burning fplc, grand scale rooms! The primary suite with tray ceiling design

  Jolie Powell Jolie Powell Realty Inc

  120 Peninsula Dr, Port Jefferson, NY 11777
• 

  /2

  $3,320 Per Month

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Apartment for Rent

  12 Pinnacle Dr Unit 12A, Port Jefferson, NY 11777

  *Ask About Our Rent Specials*. Restrictions Apply* Private Entry 1 & 2 Bedroom Duplex Or Ranch-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.,

  Michelle Holmes Fairfield Properties

  12 Pinnacle Dr Unit 12A, 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 $642,919

  Last Listing Agent Derek Greene Greene Realty Group

  217 Bayview Terrace, Port Jefferson, NY 11777
• 

  Est $791,127 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

  • 10% Above List Price
  • $288/SF
  • 215 Days On Market

  • Last Sold Price $720,000
  • Mar 04, 2024

  Last Listing Agent Lisa Perry Jolie Powell Realty Inc
• 

  

  /48

  $1,500,000

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

  12 Lost Meadow Ln, Port Jefferson, NY 11777

  Discover this elegant 4-bedroom, 2.5-bathroom residence situated in the coastal Incorporated Village of Belle Terre. This home offers a sophisticated interior featuring custom lit stairs with integrated under tread lighting and luxurious bathrooms equipped with remote controlled heated seating for ultimate comfort. The open and inviting floor plan is designed for modern living and seamless

  Ayse Ergun Signature Premier Properties

  12 Lost Meadow Ln, Port Jefferson, NY 11777
• 

  

  /8

  $2,100 Per Month

  • 1 Bath
  • 700 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
• 

  $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 $2,272,333

  Last Listing Agent Blondie Lee Ramos Howard Hanna Coach

  1 Uva Way, Port Jefferson, NY 11777
• 

  Est $638,000 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

  • 6% Above List Price
  • 17 Days On Market

  • Last Sold Price $600,000
  • Jun 06, 2024

  Last Listing Agent Nicholas Pappas Coldwell Banker American Homes

Showing Results 81 - 120, Page 3 of 18