Middle Island, NY Homes

• 

  Est $583,811 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  31 Cloister Ln, Middle Island, NY 11953

  31 Cloister Ln, Middle Island, NY 11953
• 

  

  

  /23

  $544,999

  • 4 Beds
  • 1 Bath
  • 1,255 Sq Ft

  21 Lakeview Dr, Middle Island, NY 11953

  Beautiful 4 Bedroom 1 Bath Cape situated on Private .65 Acre! Den with Stone Fireplace & Wood Flooring, Kitchen with Wood Cabinetry & Dining Area. Master Bedroom on First Floor along with Second Bedroom. Updated Full Bathroom. Second Floor: 2 Large Bedrooms, Area for possible 2nd Full Bathroom ( plumbing in place). Full Unfinished Basement with outside entrance. 1 Car Garage. .65 Private Fenced

  Anthony Guidice RE/MAX Signature Real Estate

  21 Lakeview Dr, Middle Island, NY 11953
• 

  $498,000 Sold Sep 30, 2025

  12 Pine Cone St, Middle Island, NY 11953

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1970

  Last Sold Summary

  • 6% Above List Price
  • $453/SF
  • 16 Days On Market

  Current Estimated Value $490,925

  Last Listing Agent David & Donna Oakley Realty Connect USA L I Inc

  12 Pine Cone St, Middle Island, NY 11953
• 

  Est $557,561 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  46 Strathmore On Green Dr, Middle Island, NY 11953

  46 Strathmore On Green Dr, Middle Island, NY 11953
• 

  

  

  /30

  $648,000

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

  12 Jennifer Ln, Middle Island, NY 11953

  Welcome to this beautifully appointed three-bedroom, seven room, two-and-a-half bath townhouse nestled within a highly desirable gated golf community featuring a 24-hour security guard. Designed for comfort and convenience, this home offers a first-floor primary en-suite, ideal for effortless main-level living. The main floor showcases a spacious living room and formal dining room highlighted by

  Robert Korber Signature Premier Properties

  12 Jennifer Ln, Middle Island, NY 11953
• 

  $310,000 Sold May 06, 2025

  141 Fairview Cir, Middle Island, NY 11953

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $310/SF
  • 26 Days On Market

  Current Estimated Value $322,057

  Last Listing Agent Michael Omedes Michael Alexander Properties

  141 Fairview Cir, Middle Island, NY 11953
• 

  Est $928,442 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,369 Sq Ft

  14 Cathedral Ct, Middle Island, NY 11953

  14 Cathedral Ct, Middle Island, NY 11953
• 

  

  /4

  $235,000

  • Land
  • 100 Acres
  • $2,350 per Acre

  0 Daniel Ln Unit KEY944644, Middle Island, NY 11953

  Amazing 1 acre lot on a dead end road. Calling ALL builders and investors looking to build at an exclusive location. The lot across is also for sale.

  Charbel Cerda-Hidalgo Coldwell Banker M&D Good Life

  0 Daniel Ln Unit KEY944644, Middle Island, NY 11953
• 

  $405,000 Sold Oct 27, 2025

  2 Balmoral Ct, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Above List Price
  • $362/SF
  • 36 Days On Market

  Current Estimated Value $405,952

  Last Listing Agent Angelina Fucci OverSouth LLC

  2 Balmoral Ct, Middle Island, NY 11953
• 

  Est $767,589 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  6 Greenway Dr, Middle Island, NY 11953

  6 Greenway Dr, Middle Island, NY 11953
• 

  

  /5

  $848,000

  • 3 Beds
  • 2 Baths
  • 1,551 Sq Ft

  4 Bunker Ln, Middle Island, NY 11953

  To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Amenities included are hardwood floors on the first floor with carpet in the bedrooms, granite kitchen countertops, 3 choices of cabinets with dove-tail draws and soft touch close, central air conditioning, colonial base moldings & choice of tile for bathrooms. Some optional features include venting out for

  Lynn Anne Daly Douglas Elliman Real Estate

  4 Bunker Ln, Middle Island, NY 11953
• 

  $430,000 Sold Oct 02, 2025

  11 Westchester Ct, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Built 1994

  Last Sold Summary

  • $374/SF
  • 24 Days On Market

  Current Estimated Value $429,381

  Last Listing Agent Lina Lopes Douglas Elliman Real Estate

  11 Westchester Ct, Middle Island, NY 11953
• 

  Est $505,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,868 Sq Ft

  35 E Bartlett Rd, Middle Island, NY 11953

  35 E Bartlett Rd, Middle Island, NY 11953
• 

  

  /18

  $204,900 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  128 Bailey Ct Unit 128, Middle Island, NY 11953

  Discover this stunning, fully redesigned end-unit co-op that combines modern luxury with thoughtful craftsmanship. Updated just four years ago, this one-of-a-kind home has been completely reimagined — an entertainer’s dream! The open-concept kitchen features rich cherry wood cabinetry, granite countertops, stainless steel appliances, bar sink and wine refrigerator, ideal for hosting or casual

  Cathy Holownia Meridian Commercial Mgmt Inc

  128 Bailey Ct Unit 128, Middle Island, NY 11953
• 

  $180,000 Sold Jul 21, 2025

  127 Bailey Ct Unit 127, Middle Island, NY 11953

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

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 312 Days On Market

  Last Listing Agent Ryan Candurra Cardinal Realty Group LLC

  127 Bailey Ct Unit 127, Middle Island, NY 11953
• 

  Est $860,979 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 2,366 Sq Ft

  1 Cathedral Ct Unit 33, Middle Island, NY 11953

  1 Cathedral Ct Unit 33, Middle Island, NY 11953
• 

  

  /15

  $195,000 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  94 Bailey Ct, Middle Island, NY 11953

  Welcome to this bright and inviting one-bedroom co-op in the Hidden Meadows Community. Thoughtfully updated and meticulously maintained, this charming unit offers a comfortable and move-in ready living space. The layout features a spacious living room with lots of natural light, a modernized kitchen with stainless steel appliances and granite countertops, and a king-size bedroom with walk-in

  Cathy Holownia Meridian Commercial Mgmt Inc

  94 Bailey Ct, Middle Island, NY 11953
• 

  $665,000 Sold Nov 25, 2025

  28 Cedar Branch St, Middle Island, NY 11953

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $332/SF
  • 43 Days On Market

  Last Listing Agent Angela Mandarino Listing Pro Realty Services

  28 Cedar Branch St, Middle Island, NY 11953
• 

  Est $834,169 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,695 Sq Ft

  6 Cathedral Ct, Middle Island, NY 11953

  6 Cathedral Ct, Middle Island, NY 11953
• 

  

  /40

  $249,999 Open Sun 3:15PM - 5:15PM

  • 1 Bed
  • 1 Bath
  • 836 Sq Ft

  96 Artist Lake Dr, Middle Island, NY 11953

  Experience luxury and convenience in this stunningly renovated 1 bedroom, 1 bathroom garden style apartment located in the desirable Artist Lake community of Middle Island. This first floor unit features a designer kitchen; a true centerpiece with custom white shaker cabinets, elegant quart countertops and a chic tiled backsplash. Fully equipped with premium stainless steel appliances and a gas

  Gerald Wood New Door Properties LLC

  96 Artist Lake Dr, Middle Island, NY 11953
• 

  $194,900 Sold May 27, 2025

  102 Whistler Ct Unit 102, Middle Island, NY 11953

  • 1 Bed
  • 1 Bath
  • Built 1972

  Last Sold Summary

  • 12 Days On Market

  Last Listing Agent Maria Zaffarese Compass Greater NY LLC

  102 Whistler Ct Unit 102, Middle Island, NY 11953
• 

  Est $712,658 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,967 Sq Ft

  27 W Bartlett Rd, Middle Island, NY 11953

  27 W Bartlett Rd, Middle Island, NY 11953
• 

  

  /12

  $260,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  617 Lake Ct Unit 617, Middle Island, NY 11953

  Welcome home to this bright and sunny two bedroom - two bath co-op offering a well designed layout and abundant natural light throughout This inviting home features spacious rooms, generous storage, and comfortable living space even including a dining area. Perfect for everyday comfort living and entertaining.

  Nicole Commisso Vantage Realty Partners

  617 Lake Ct Unit 617, Middle Island, NY 11953
• 

  $223,000 Sold Feb 11, 2025

  107 Artist Lake Dr, Middle Island, NY 11953

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Above List Price
  • $262/SF
  • 18 Days On Market

  Current Estimated Value $228,257

  Last Listing Agent Anthony Pollio New Door Properties LLC

  107 Artist Lake Dr, Middle Island, NY 11953
• 

  Est $514,890 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  209 Dorado Ct N, Middle Island, NY 11953

  209 Dorado Ct N, Middle Island, NY 11953
• 

  

  /16

  $269,900 Pending

  • 2 Beds
  • 1 Bath

  227 Lake Pointe Cir, Middle Island, NY 11953

  STOP RENTING AND START BUILDING WEALTH! Welcome home to this 2 bedroom co-op located in The Shores in Middle Island! This ground level unit has beautiful lake views. Laminate wood floors in the main bedroom area and wall to wall carpet in the living area, carpets just replaced July 2023. Updated galley kitchen with soft close cabinets, granite countertops and stainless steel appliances.

  Magdala Presimont HomeSmart Dynamic Realty

  227 Lake Pointe Cir, Middle Island, NY 11953
• 

  $720,000 Sold Aug 08, 2025

  59 Middle Island Blvd, Middle Island, NY 11953

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Above List Price
  • $300/SF
  • 21 Days On Market

  Current Estimated Value $727,051

  Last Listing Agent Jeffrey Jimenez EXP Realty

  59 Middle Island Blvd, Middle Island, NY 11953
• 

  Est $478,755 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft

  10 Flores Ln, Middle Island, NY 11953

  10 Flores Ln, Middle Island, NY 11953
• 

  

  /22

  $579,999 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 1,104 Sq Ft

  7 Poinsetta Ave, Middle Island, NY 11953

  Welcome to this beautifully maintained 1996 ranch tucked into a quiet Middle Island neighborhood in the Longwood Central School District. Step inside to an inviting open-concept layout with vaulted ceilings, perfect for everyday living and entertaining. The eat-in kitchen, updated in 2016 with quality cabinetry, features a convenient peninsula and great flow into the main living space. The main

  David Friedman Howard Hanna Coach

  7 Poinsetta Ave, Middle Island, NY 11953
• 

  $375,000 Sold Nov 06, 2025

  882 Birchwood Park Dr, Middle Island, NY 11953

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1990

  Last Sold Summary

  • 4% Below List Price
  • $341/SF
  • 28 Days On Market

  Last Listing Agent David Lunenfeld Coldwell Banker American Homes

  882 Birchwood Park Dr, Middle Island, NY 11953
• 

  Est $628,438 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 1,246 Sq Ft

  11 Adams Ln, Middle Island, NY 11953

  11 Adams Ln, Middle Island, NY 11953
• 

  

  /27

  $749,990 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,856 Sq Ft

  49 Nottingham Dr, Middle Island, NY 11953

  ONE OF A KIND HOME WITH LEGAL ACC APARTMENT. EVERY INCH HAS SPARED NO EXPENSE TO DETAIL. LOCATED IN A UNIQUE CULDESAC AND VERY PRIVATE. EVERYTHING IS OVERSIZED, BASEMENT USED AS A WINE CELLAR. CUSTOM 1 YEAR OLD EIK WITH THE BELLS AND WHISTLES. LAVISH PRIMARY BATH THAT WILL AMAZE YOU. STUNNING FLOORING, CAC, FIREPLACE ENCLOSED WITH BUILT INS, OVERSIZED DRIVEWAY, EXTREMELY CARED FOR BY THE OWNER

  Jason Sorli Coldwell Banker American Homes

  49 Nottingham Dr, Middle Island, NY 11953
• 

  $685,000 Sold Jul 31, 2025

  27 Devon Ln, Middle Island, NY 11953

  • 4 Beds
  • 3 Baths
  • 2,102 Sq Ft
  • Built 2007

  Last Sold Summary

  • 1% Above List Price
  • $326/SF
  • 59 Days On Market

  Current Estimated Value $684,159

  Last Listing Agent Meriame Lamothe Coldwell Banker M&D Good Life

  27 Devon Ln, Middle Island, NY 11953
• 

  Est $521,441 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,103 Sq Ft

  27 Wilson Ave, Middle Island, NY 11953

  27 Wilson Ave, Middle Island, NY 11953
• 

  

  /9

  $925,000

  • 6 Beds
  • 3 Baths
  • 3,700 Sq Ft

  0 Daniel Ln Unit 11432454, Middle Island, NY 11953

  Calling all Car/Sports/Hobby or Toy Enthusiasts- This home features a Custom Built Detached 3-car garage! New Construction to be built upon 1 acre of land on a quiet dead-end street. Perfect for Generational Living with a total of 6 Generously Sized Bedrooms and 3 Full Bathrooms. There is still time to customize and choose finishes. Amazing Opportunity!

  Katheryn Correa Realty Connect USA L I Inc

  0 Daniel Ln Unit 11432454, Middle Island, NY 11953
• 

  $445,000 Sold Jun 03, 2025

  9 Philip Ln, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $371/SF
  • 99 Days On Market

  Current Estimated Value $470,331

  Last Listing Agent John Ammirati Coldwell Banker American Homes

  9 Philip Ln, Middle Island, NY 11953
• 

  Est $637,299 Not Listed For Sale

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

  22 Fairway Dr, Middle Island, NY 11953

  22 Fairway Dr, Middle Island, NY 11953
• 

  

  /36

  $450,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,087 Sq Ft

  10 West St, Middle Island, NY 11953

  Opportunity Knocks in Middle Island – Renovation Ready Colonial on Half Acre Lot! Whether you're an investor seeking your next project or a first-time buyer ready to build sweat equity, this property offers serious potential. Set back from the road on over half an acre, this 4-bedroom, 2-bath colonial is ready for transformation. The home needs a full renovation— but the bones are there. With a

  Nicole Petersen Century 21 Icon

  10 West St, Middle Island, NY 11953
• 

  $367,000 Sold Sep 26, 2025

  229 Fairview Cir, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,102 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $333/SF
  • 11 Days On Market

  Current Estimated Value $362,628

  Last Listing Agent Dina Powers Signature Premier Properties

  229 Fairview Cir, Middle Island, NY 11953
• 

  Est $682,297 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  4 Fairway Dr, Middle Island, NY 11953

  4 Fairway Dr, Middle Island, NY 11953

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