Middle Island, NY Homes

• 

  $455,000

  Sold Mar 13, 2026

  1 Philip Ln, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $303/SF
  • 62 Days On Market

  Current Estimated Value $468,823

  Last Listing Agent Thomas Roden Coldwell Banker American Homes

  1 Philip Ln, Middle Island, NY 11953
• 

  Est $491,671

  Not Listed For Sale

  45 N Swezeytown Rd, Middle Island, NY 11953

  • 3 Beds
  • 1 Bath
  • 1,094 Sq Ft
  • Built 1955

  45 N Swezeytown Rd, Middle Island, NY 11953

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Michael Foley Frontline Realty Group LLC
• 

  

  

  /21

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,209 Sq Ft

  4 Country View Ln, Middle Island, NY 11953

  Welcome home to this charming 2-bedroom, 1-bath upper-level condo located in Middle Island, NY! This well-maintained upstairs unit has been freshly painted and features newly replaced windows, washer and dryer, and carpeting, offering a fresh and move-in-ready feel. The comfortable and functional layout includes a spacious living area and two generously sized bedrooms. Enjoy the ease of

  Krystal Williams Fave Realty Inc

  4 Country View Ln, Middle Island, NY 11953
• 

  $580,000

  Sold Apr 21, 2026

  108 Middle Island Blvd, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • Built 1985

  Last Sold Summary

  • $458/SF
  • 28 Days On Market

  Current Estimated Value $576,147

  Last Listing Agent Nicholas Aliano Aliano Real Estate

  108 Middle Island Blvd, Middle Island, NY 11953
• 

  Not Listed For Sale

  815 Spring Lake Dr Unit 815, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1998

  815 Spring Lake Dr Unit 815, Middle Island, NY 11953

  Last Sold Summary

  • 121 Days On Market

  Last Listing Agent Thomas Annunziato Howard Hanna Coach
• 

  

  /50

  $549,990

  Pending

  • 3 Beds
  • 1 Bath
  • 1,686 Sq Ft

  21 Elkin Dr, Middle Island, NY 11953

  Welcome to this beautifully maintained ranch nestled in a quiet and friendly neighborhood — offering the kind of peaceful backyard setting that's hard to find. The open layout features soaring cathedral ceilings, a wood-burning fireplace, and a bright eat-in kitchen refreshed with updated stainless steel appliances. Updated bathroom and home has been freshly painted throughout! The striking stone

  Kate Works Compass Greater NY LLC

  21 Elkin Dr, Middle Island, NY 11953
• 

  $389,000

  Sold Feb 04, 2026

  804 Birchwood Park Dr Unit 7, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1990

  Last Sold Summary

  • $259/SF
  • 14 Days On Market

  Current Estimated Value $425,321

  Last Listing Agent Susan Owen Coldwell Banker M&D Good Life

  804 Birchwood Park Dr Unit 7, Middle Island, NY 11953
• 

  Not Listed For Sale

  14 Bailey Ct Unit 14, Middle Island, NY 11953

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1970

  14 Bailey Ct Unit 14, Middle Island, NY 11953

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent Cathy Holownia Meridian Commercial Mgmt Inc
• 

  

  /50

  $219,990

  $15K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  66 Bailey Ct Unit 66, Middle Island, NY 11953

  Prize Property! Units of this caliber may only become available once in a generation! A Corner End Unit is a Rare Gem having Views of Tennis/Pickle Ball Courts, and Community IG Pool Directly from your Own Windows! This is One of the Best Locations in the Welcoming Community of Hidden Meadows! #66 is also a treasure, actually having a Window in the Kitchen, offering views and Great

  Margaret Moran Charles Rutenberg Realty Inc

  66 Bailey Ct Unit 66, Middle Island, NY 11953
• 

  $470,000

  Sold Jul 15, 2026

  4 White Oak St, Middle Island, NY 11953

  • 3 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $534/SF
  • 43 Days On Market

  Current Estimated Value $474,309

  Last Listing Agent Michele Feliciano Jolie Powell Realty Inc

  4 White Oak St, Middle Island, NY 11953
• 

  Est $606,943

  Not Listed For Sale

  21 Ariel Dr, Middle Island, NY 11953

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1995

  21 Ariel Dr, Middle Island, NY 11953

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Roseann Prussen Signature Premier Properties
• 

  

  /19

  $249,000

  Pending

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  97 Artist Lake Dr, Middle Island, NY 11953

  Welcome to 97 Artist Lake Drive, a beautifully updated first-floor condominium located in the desirable Artist Lake community. This spacious 1-bedroom, 1-bath unit features an open and inviting layout with abundant natural light, updated flooring, recessed lighting, and a renovated kitchen complete with modern cabinetry, stone countertops, and stainless steel appliances. The generously sized

  Louis Reyes Keller Williams Realty Elite

  97 Artist Lake Dr, Middle Island, NY 11953
• 

  $480,000

  Sold Sep 03, 2025

  12 Barberry Ln, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $369/SF
  • 51 Days On Market

  Current Estimated Value $496,999

  Last Listing Agent German Nielsen Newman Realty Inc

  12 Barberry Ln, Middle Island, NY 11953
• 

  Est $504,877

  Not Listed For Sale

  10 Tracie Ln Unit 1, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 2001

  10 Tracie Ln Unit 1, Middle Island, NY 11953

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Rainer Jessen Coldwell Banker American Homes
• 

  

  /34

  $539,000

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

  84 Kate Cir, Middle Island, NY 11953

  Enjoy Country Club Living! Welcome to Birchwood at Spring Lake, a premier, gated golf community offering resort-style living in the heart of Middle Island. This beautifully updated and spacious 2-bedroom, 2-bathroom townhouse has a private location with a view of the wooded preserve. It features an extended loft, a main-floor primary bedroom, and a second-level office/bedroom. Step inside to find

  Thomas Annunziato Howard Hanna Coach

  84 Kate Cir, Middle Island, NY 11953
• 

  $455,000

  Sold May 18, 2026

  2 Greenbriar Ct, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Above List Price
  • $383/SF
  • 17 Days On Market

  Current Estimated Value $445,315

  Last Listing Agent Jessica Santomauro Realty Connect USA LI

  2 Greenbriar Ct, Middle Island, NY 11953
• 

  Not Listed For Sale

  49 Fairview Cir Unit 49, Middle Island, NY 11953

  • 1 Bed
  • 1.5 Baths
  • 954 Sq Ft
  • Built 1987

  49 Fairview Cir Unit 49, Middle Island, NY 11953

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Donna Neyland Coldwell Banker M&D Good Life
• 

  

  /19

  $349,999

  Pending

  • 2 Beds
  • 2 Baths
  • 947 Sq Ft

  80 Fairview Cir, Middle Island, NY 11953

  Discover comfortable, low-maintenance living in this beautifully appointed 2-bedroom, 2-bathroom condo nestled in the sought-after Artist Lake community. Whether you're a first-time buyer, downsizer, or savvy investor, this home checks every box. Enter into 920 square feet of open-concept living - the generously sized living space flows effortlessly into the dining area, directly abutting the

  Stephen Zappalla Keller Williams Realty Elite

  80 Fairview Cir, Middle Island, NY 11953
• 

  $393,900

  Sold Oct 16, 2025

  880 Birchwood Park Dr, Middle Island, NY 11953

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Above List Price
  • $416/SF
  • 16 Days On Market

  Current Estimated Value $403,899

  Last Listing Agent Allyson Bruetsch Long Island Home Prop LLC

  880 Birchwood Park Dr, Middle Island, NY 11953
• 

  Est $547,433

  Not Listed For Sale

  17 Park Ln, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 1993

  17 Park Ln, Middle Island, NY 11953

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate
• 

  

  /44

  $645,000

  • 3 Beds
  • 2.5 Baths
  • 2,396 Sq Ft

  8 Jennifer Ln, Middle Island, NY 11953

  Nestled in the Highly Desired Gated Community of Birchwood at Spring Lake Middle Island, NY | 3 Bedrooms | 2.5 Bathrooms | 2-Car Garage Welcome to 8 Jennifer Lane, where everyday life feels like a luxury vacation! This stunning, sun-drenched Colonial offers the perfect blend of elegant architectural design and modern updates, all situated within a premier, secure gated community. With top-tier

  Mike Costa Coldwell Banker American Homes

  8 Jennifer Ln, Middle Island, NY 11953
• 

  $505,000

  Sold Sep 29, 2025

  75 Madison Cir, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2002

  Last Sold Summary

  • 1% Above List Price
  • $337/SF
  • 39 Days On Market

  Current Estimated Value $522,477

  Last Listing Agent Thomas Annunziato Howard Hanna Coach

  75 Madison Cir, Middle Island, NY 11953
• 

  Not Listed For Sale

  48 Bailey Ct Unit 1, Middle Island, NY 11953

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1971

  48 Bailey Ct Unit 1, Middle Island, NY 11953

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Maryann Arceri Signature Premier Properties
• 

  

  /28

  $199,000

  $6K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  58 Bailey Ct Unit 58, Middle Island, NY 11953

  Why rent when you can own ??? Fully renovated and spacious, this upper-end 1-bedroom unit boasts a brand-new kitchen with modern appliances, an oversized living room, and a large dining area. The large primary bedroom offers a generous walk-in closet and a fresh new bath. Bright and inviting, the home features a beautiful deck overlooking a park-like setting—perfect for grilling or simply

  Kristin Bodkin Howard Hanna Coach

  58 Bailey Ct Unit 58, Middle Island, NY 11953
• 

  $315,000

  Sold Oct 15, 2025

  45 Briar Hill Ct, Middle Island, NY 11953

  • 3 Beds
  • 1.5 Baths
  • 1,431 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Above List Price
  • $220/SF
  • 8 Days On Market

  Current Estimated Value $430,871

  Last Listing Agent Lisa Godt Signature Premier Properties

  45 Briar Hill Ct, Middle Island, NY 11953
• 

  Not Listed For Sale

  166 Artist Lake Dr Unit A, Middle Island, NY 11953

  • 2 Beds
  • 1 Bath
  • Built 1974

  166 Artist Lake Dr Unit A, Middle Island, NY 11953

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Kim Furia I P E Realty L L C
• 

  

  /26

  $599,990

  • 3 Beds
  • 1.5 Baths
  • 1,708 Sq Ft

  18 Elkin Dr, Middle Island, NY 11953

  Welcome to this beautifully maintained Colonial offering the perfect blend of comfort, character, and outdoor living. This spacious 3-bedroom, 1.5-bath home features a sun-filled living room, formal dining room, eat-in kitchen with granite countertops, and a den highlighted by a beautiful wood-burning fireplace. Rich oak hardwood floors, extensive crown molding, decorative millwork, and an

  Frank Profeta Homeside Realty

  18 Elkin Dr, Middle Island, NY 11953
• 

  $338,000

  Sold May 11, 2026

  305 Fairview Cir, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 947 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $357/SF
  • 5 Days On Market

  Current Estimated Value $335,430

  Last Listing Agent Rick Hovanec Coldwell Banker Easton Prop

  305 Fairview Cir, Middle Island, NY 11953
• 

  Est $612,098

  Not Listed For Sale

  50 Church Ln, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1959

  50 Church Ln, Middle Island, NY 11953

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Ray Manzoni Manzoni Real Estate
• 

  

  /17

  $179,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  28 Bailey Ct Unit 28, Middle Island, NY 11953

  Beautifully maintained first floor unit private location. Ceramic tile flooring, spacious bedroom ample closet space. Newly renovated Full Bath. Private patio area perfect for entertaining. This complex features a Clubhouse, community pool, tennis and 2 laundry rooms. There is assigned parking and plenty of additional parking for guests.The location is convenient for easy commute to LIE and

  Sandi Bellucci Realty Connect USA L I Inc

  28 Bailey Ct Unit 28, Middle Island, NY 11953
• 

  $620,000

  Sold Mar 18, 2026

  1 Casey Ln Unit 255, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Below List Price
  • $330/SF
  • 74 Days On Market

  Current Estimated Value $603,933

  Last Listing Agent Joyce Roe Signature Premier Properties

  1 Casey Ln Unit 255, Middle Island, NY 11953
• 

  Est $516,956

  Not Listed For Sale

  60 S Swezeytown Rd, Middle Island, NY 11953

  • 3 Beds
  • 1 Bath
  • 1,029 Sq Ft
  • Built 1945

  60 S Swezeytown Rd, Middle Island, NY 11953

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Thomas Locascio Realty Connect USA L I Inc
• 

  

  /18

  $249,990

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  231 Artist Lake Dr, Middle Island, NY 11953

  welcome to 231 artist lake drive. this stunning upper unit literally has it all. completely renovated in 2022 down to the studs. the following features were done since 2022: kitchen has stone counter tops/stainless steel appliances/white cabinets and new hardware/ washer and dryer in convenient location/terrace door/refinished wood flooring throughout/smart lighting and smart fans/upgraded

  Jason Sorli Coldwell Banker American Homes

  231 Artist Lake Dr, Middle Island, NY 11953
• 

  $412,500

  Sold Jan 28, 2026

  75 Eric Dr, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $344/SF
  • 45 Days On Market

  Current Estimated Value $414,425

  Last Listing Agent Stephen Zappalla Keller Williams Realty Elite

  75 Eric Dr, Middle Island, NY 11953
• 

  Est $509,807

  Not Listed For Sale

  3 Ashton Rd, Medford, NY 11763

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1950

  3 Ashton Rd, Medford, NY 11763

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Kerrin Moshfeghi Signature Premier Properties
• 

  

  /3

  $445,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,414 Sq Ft

  856 Birchwood Park Dr, Middle Island, NY 11953

  ALL ON ONE FLOOR Floridian model. EIK as well as a dining room, living room, and newly painted den with fireplace. Private outdoor space with sliders in den. Large Master bedroom with master bath. New roof and gutters. END UNIT! Sold with beautifully hand-made stained-glass inserts. Come and enjoy living a resort style life in a welcoming community with TWO clubhouses, TWO indoor heated pools,

  Patricia Scholl Aliano Real Estate

  856 Birchwood Park Dr, Middle Island, NY 11953
• 

  $590,000

  Sold Aug 13, 2025

  40 Ethan Cir, Middle Island, NY 11953

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1996

  Last Sold Summary

  • 4% Below List Price
  • $268/SF
  • 36 Days On Market

  Current Estimated Value $611,020

  Last Listing Agent Thomas Annunziato Howard Hanna Coach

  40 Ethan Cir, Middle Island, NY 11953
• 

  Est $600,369

  Not Listed For Sale

  3 Wagner Rd, Medford, NY 11763

  • 3 Beds
  • 2 Baths
  • 2,422 Sq Ft
  • Built 1998

  3 Wagner Rd, Medford, NY 11763

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Lina Lopes Douglas Elliman Real Estate
• 

  

  /5

  $654,980

  $20K PRICE DROP

  • Land
  • 1.77 Acres
  • $370,045 per Acre

  217 Middle Country Rd, Middle Island, NY 11953

  Vacant Commercial Land with all permits and drawings, approvals, and ready to go. Medical or any type of commercial use.

  Kalliope Gemelas Coldwell Banker American Homes

  217 Middle Country Rd, Middle Island, NY 11953
• 

  $332,000

  Sold Sep 04, 2025

  120 Fairview Cir, Middle Island, NY 11953

  • 2 Beds
  • 1.5 Baths
  • 871 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $381/SF
  • 29 Days On Market

  Current Estimated Value $327,903

  Last Listing Agent Janniely Santiago OverSouth LLC

  120 Fairview Cir, Middle Island, NY 11953

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