Port Jefferson, NY Homes

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  $739,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft

  11 Gladysz Way, Port Jefferson, NY 11777

  Welcome to 11 Gladysz Way, a beautifully cared-for 4-bedroom, 2.5-bath colonial nestled on a quiet cul-de-sac in the heart of Port Jefferson. This inviting home offers the perfect blend of comfort, space, and convenience—all within the sought-after Comsewogue School District. Step inside to a warm and spacious first floor featuring a formal living room with a wood-burning fireplace, a bright

  Justin Loguercio Next Level Homes Group Ltd

  11 Gladysz Way, Port Jefferson, NY 11777
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  /31

  $2,120 - $3,480 per month

  Fairfield At Port Jefferson

  Studio - 3 Beds

  655 Belle Terre Rd, Port Jefferson Station, NY 11777

  Lease a Two Bedroom Get Free Rent For February-2026 With Move-In By 2/15/26 And 12-, 15-, 18- Or 24-Month Lease With No Increase* $99 Security* *Restrictions Apply. Fairfield At Port Jefferson offers spacious living in a country like atmosphere minutes from beautiful, historic Port Jefferson Village harbor village on Long Island's famed North Shore. Studio, One and Two bedroom apartment

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

  $600,000 Sold Oct 10, 2025

  201 E Broadway, Port Jefferson, NY 11777

  • 4 Beds
  • 2 Baths
  • 2,265 Sq Ft
  • Built 1812

  Last Sold Summary

  • $265/SF
  • 42 Days On Market

  Current Estimated Value $618,270

  Last Listing Agent Kerri Passamenti Realty Connect USA L I Inc

  201 E Broadway, Port Jefferson, NY 11777
• 

  Est $654,573 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft

  203 Glenwood Ln, Port Jefferson, NY 11777

  203 Glenwood Ln, Port Jefferson, NY 11777
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  /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
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  /7

  $2,600 per month

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

  116 E Main St Unit 4, Port Jefferson, NY 11777

  Prime location in the Hear of Port Jefferson Village on Beautiful Historic East Main Street!! Spacious and Updated, This first floor studio is ready to Move-Right In! Enjoy preparing meals in the stylish Kitchen. The bedroom/living room area has a closet and custom built-in shelving for extra storage or to display your favorite items. The large windows bring in all the natural light to this

  David Guzzetta American Way Real Estate Inc

  116 E Main St Unit 4, Port Jefferson, NY 11777
• 

  $710,000 Sold Mar 31, 2025

  43 Cliff Rd, Port Jefferson, NY 11777

  • 3 Beds
  • 3 Baths
  • 3,189 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Above List Price
  • $223/SF
  • 20 Days On Market

  Current Estimated Value $786,122

  Last Listing Agent Lisa Godt Signature Premier Properties

  43 Cliff Rd, Port Jefferson, NY 11777
• 

  Est $944,679 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,658 Sq Ft

  105 Dogwood Ln, Port Jefferson, NY 11777

  105 Dogwood Ln, Port Jefferson, NY 11777
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  $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
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  $2,800 - $4,500 per month

  The Brookport

  1 - 2 Beds

  52 Barnum Ave, Port Jefferson, NY 11777

  Located just fifty-six miles east of New York City, Port Jefferson Village is a wonderful destination offering a wide variety of activities. Museums, art galleries, a local theater house, and seasonal festivals create a vacation right in your own backyard. The village is nestled around some of Long island’s most beautiful and private North Shore beaches. The downtown area creates a lovely

  52 Barnum Ave, Port Jefferson, NY 11777
• 

  $760,000 Sold Jun 26, 2025

  401 Myrtle Ave, Port Jefferson, NY 11777

  • 3 Beds
  • 2.5 Baths
  • 2,413 Sq Ft
  • Built 1860

  Last Sold Summary

  • 1% Below List Price
  • $315/SF
  • 20 Days On Market

  Current Estimated Value $785,987

  Last Listing Agent David Guzzetta American Way Real Estate Inc

  401 Myrtle Ave, Port Jefferson, NY 11777
• 

  Est $694,435 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  602 Old Post Rd, Port Jefferson, NY 11777

  602 Old Post Rd, Port Jefferson, NY 11777
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  /45

  $795,000 Pending

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

  7 Hill Dr, Port Jefferson, NY 11777

  Welcome to this beautifully updated Expanded Cape in the heart of Port Jefferson Village. This 4 bedroom, 3.5 bath home combines warmth, function, and timeless style. Three bedrooms are located on the main level, with a fourth bedroom and walk-in attic upstairs, perfect for storage or future expansion. The home features hardwood floors, a new roof, updated HVAC system including an electric heat

  Pauline Negron Spiller The Agency Northshore NY

  7 Hill Dr, Port Jefferson, NY 11777
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  /19

  $4,600 per month

  • 4 Beds
  • 2.5 Baths
  • 1,972 Sq Ft
  • House for Rent

  33 Pilgrim Dr, Port Jefferson, NY 11777

  Charming Colonial in Port Jefferson Village Located just minutes from golf, tennis, and a private residents-only beach with free parking, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers classic charm and modern comfort. Featuring a primary suite, oak hardwood floors, a granite kitchen with stainless steel appliances, and a cozy den with a fireplace, the home also includes a 2-car

  Rong Chen Island Advantage Realty LLC

  33 Pilgrim Dr, Port Jefferson, NY 11777
• 

  $810,000 Sold Oct 14, 2025

  118 Brook Rd, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $292/SF
  • 34 Days On Market

  Current Estimated Value $810,000

  Last Listing Agent Yuanyuan Zhang Realty Connect USA L I Inc

  118 Brook Rd, Port Jefferson, NY 11777
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  Est $742,310 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  205 Foxdale Ln, Port Jefferson, NY 11777

  205 Foxdale Ln, Port Jefferson, NY 11777
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  $889,000

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

  41 Landing Ln, Port Jefferson, NY 11777

  Significant upgrades and quality craftsmanship define 41 Landing — a move-in ready opportunity in Port Jefferson Village’s coveted Harbor Hills neighborhood. Just three minutes from the the Village’s downtown waterfront district and under five to the PJ Country Club and Village beaches, this deceptively spacious ranch impresses from the moment you enter. An open layout connects the oversized

  Edward Schmidt Douglas Elliman Real Estate

  41 Landing Ln, Port Jefferson, NY 11777
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  $2,275 - $2,400 per month

  Maple Crest Apartments at Port Jefferson

  1 Bed

  645 Belle Terre Rd, Port Jefferson, NY 11777

  NEW RENOVATED APARTMENTS! New Renovations have white cabinets, new appliances, Eat in kitchens! Dishwashers! Large apartments with hardwood floors, on-site laundry, and on-site maintenance! Great location down port! Walk to the Port Jefferson Ferry, restaurants and shops! Located right behind Mather and St. Charles Hospitals. Right off Main Street (Route 112). Give us a call to view an

  645 Belle Terre Rd, Port Jefferson, NY 11777
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  $815,000 Sold Feb 04, 2026

  101 Bleeker St, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1835

  Last Sold Summary

  • 4% Above List Price
  • $408/SF
  • 19 Days On Market

  Last Listing Agent Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  101 Bleeker St, Port Jefferson, NY 11777
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  Est $837,298 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,809 Sq Ft

  10 Stirrup Ln, Port Jefferson, NY 11777

  10 Stirrup Ln, Port Jefferson, NY 11777
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  /34

  $745,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  50 Hillcrest Ave, Port Jefferson, NY 11777

  Quiet cul-de-sac location overlooking wooded hillside offering privacy and peacefulness is this meticulously maintained, expanded ranch in charming Port Jefferson neighborhood. Everything updated or replaced within the last 12 years, from roof to utilities. Flowing hardwood floors, trey ceilings, extensive trim work, updated kitchen and baths. Updated heat pump, central air conditioning, 200 amp

  Alexia Poulos Douglas Elliman Real Estate

  50 Hillcrest Ave, Port Jefferson, NY 11777
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  /9

  $1,750 per month

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

  206 W Broadway Unit W, Port Jefferson, NY 11777

  Charming 1-bedroom, 1-bath apartment located right by the water. Enjoy peaceful water view living with the convenience of being just steps from local shops, cafés, ferry, docks.Requires rental application

  Barbara Bellas Vantage Realty Partners

  206 W Broadway Unit W, Port Jefferson, NY 11777
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  $750,000 Sold Oct 17, 2025

  204 Chestnut St, Port Jefferson, NY 11777

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 1824

  Last Sold Summary

  • 5% Above List Price
  • $287/SF
  • 27 Days On Market

  Current Estimated Value $750,250

  Last Listing Agent Todd Yovino Island Advantage Realty LLC

  204 Chestnut St, Port Jefferson, NY 11777
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  Est $792,583 Not Listed For Sale

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

  453 W Broadway, Port Jefferson, NY 11777

  453 W Broadway, Port Jefferson, NY 11777
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  $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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  /35

  $3,095 - $3,720 per month

  Fairfield Landmark At Port Jefferson Village

  1 - 2 Beds

  1-66 Pinnacle Dr, Port Jefferson, NY 11777

  Free Rent For February-2026 With Move-In By 2/15/26 And 12-, 15-, 18- Or 24-Month Lease With No Increase* AND Lease 1BR+Loft -$125 Off Monthly* $99 Security* *Restrictions Apply. Private entry rental townhouse community featuring ranch and duplex style apartment homes. Some with den or loft and washer and dryer in every apartment. All just steps away from the renowned Port Jefferson Village

  1-66 Pinnacle Dr, Port Jefferson, NY 11777
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  $590,000 Sold Jul 01, 2025

  54 Leeward Ct, Port Jefferson, NY 11777

  • 2 Beds
  • 2.5 Baths
  • 1,347 Sq Ft
  • Built 1997

  Last Sold Summary

  • 4% Above List Price
  • $438/SF
  • 19 Days On Market

  Current Estimated Value $573,112

  Last Listing Agent Michael Omedes Michael Alexander Properties

  54 Leeward Ct, Port Jefferson, NY 11777
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  Est $663,896 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  3 Hill Dr, Port Jefferson, NY 11777

  3 Hill Dr, Port Jefferson, NY 11777
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  /42

  $899,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,854 Sq Ft

  204 Myrtle Ave, Port Jefferson, NY 11777

  Don’t miss this rare opportunity to own a distinguished piece of Port Jefferson history. Originally built in 1890 for renowned sea captain Llewellyn Tuthill, this exceptional residence has been thoughtfully maintained and tastefully updated while honoring the craftsmanship and architectural character of its era. Set back and elevated above the roadway, the home commands attention with its stately

  Eric Peskin Signature Premier Properties

  204 Myrtle Ave, Port Jefferson, NY 11777
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  /14

  $3,545 per month

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft
  • Apartment for Rent

  83 Village Green Dr Unit 83, Port Jefferson Station, NY 11776

  Ask About Our Outstanding Specials*: Beautiful Gated Luxury 55+ Townhouse Community w/waterfall entry. 2 Bedroom,2 Bath Ranch, Duplex, Villa Style. Residences. Nesconset Hwy, Adjacent to 18 Hole Golf Course. Near Mall. Spacious Rooms, Eat In kitchens, Two Baths, Terraces. FREE Clubhouse. Pool. Gym. Tennis. Jitney. Activities Director. Pet Friendly! Prices/Policies Subject To Change Without

  Michelle Holmes Fairfield Properties

  83 Village Green Dr Unit 83, Port Jefferson Station, NY 11776
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  $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 $698,313

  Last Listing Agent Russell Ficken Coldwell Banker American Homes

  103 Scraggy Hill Rd, Port Jefferson, NY 11777
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  Est $864,311 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,234 Sq Ft

  8 Hill Dr, Port Jefferson, NY 11777

  8 Hill Dr, Port Jefferson, NY 11777
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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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  /20

  Call for Price

  Jefferson Woods Apartments

  1 Bed

  84 N Country Rd, Port Jefferson, NY 11777

  84 N Country Rd, Port Jefferson, 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

  Current Estimated Value $922,692

  Last Listing Agent Sandra Burner Signature Premier Properties

  708 Main St, Port Jefferson, NY 11777
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  Est $683,043 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  88 Crystal Brook Hollow Rd, Port Jefferson, NY 11777

  88 Crystal Brook Hollow Rd, 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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  $4,700 per month

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • House for Rent

  509 E Broadway, Port Jefferson, NY 11777

  Beautifully remodeled and pristine ranch steps from the beaches in the heart of Port Jefferson Village. Set on a spacious half-acre with endless potential, this home offers hardwood floors throughout, a stunning granite-and-cherry kitchen with raised hardwood cabinetry, and designer bathrooms featuring Kohler fixtures and elegant Carrara countertops. The full basement includes an exterior

  Maria Palmar Maria S Palmar

  509 E Broadway, Port Jefferson, 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 $1,241,694

  Last Listing Agent Anthony Vitta Real Broker NY LLC

  38 Fairway Dr, Port Jefferson, NY 11777
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  Est $596,101 Not Listed For Sale

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

  33 Sea Court Ln, Port Jefferson, NY 11777

  33 Sea Court Ln, Port Jefferson, NY 11777

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