Middle Island, NY Homes

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  /20

  $339,000 Pending

  • 2 Beds
  • 2 Baths
  • 947 Sq Ft

  5 Fairview Cir, Middle Island, NY 11953

  Look no further than this totally transformed 2-bedroom, 2-bath unit that comes packed with incredible community amenities that'll make you feel like you're living in a mini-resort. Enjoy the swimming pool, fitness center, clubhouse, and so much more. Inside the unit, walk into 2 large bedrooms & bathrooms that offer plenty of space and privacy for all occupants. Ground floor walk-in access to

  

  Michael Watts

  Michael J Watts & Assoc Inc

  (631) 634-6678

  5 Fairview Cir, Middle Island, NY 11953
• 

  

  

  /11

  $2,995 Per Month

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Condo for Rent

  825 Spring Lake Dr, Middle Island, NY 11953

  Lovely 2 Bedroom, 2 Full Bath Unit located in a Country Club Gated Community with Patio Area. First Floor. This community includes Indoor and Outdoor Pools, Playground, Clubhouse, Gym, Tennis courts and Pickleball, Racquetball Courts, 9 Hole Golf Course.

  Marie Bilello Howard Hanna Coach

  825 Spring Lake Dr, Middle Island, NY 11953
• 

  $305,000 Sold Nov 05, 2025

  372 Artist Lake Dr, Middle Island, NY 11953

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

  Last Sold Summary

  • 2% Above List Price
  • $339/SF
  • 29 Days On Market

  Last Listing Agent Kent Markgraf Compass Greater NY LLC

  372 Artist Lake Dr, Middle Island, NY 11953
• 

  Est $346,444 Not Listed For Sale

  26 Country View Ln, Middle Island, NY 11953

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1995

  26 Country View Ln, Middle Island, NY 11953

  Last Sold Summary

  • 2% Above List Price
  • $296/SF
  • 35 Days On Market

  • Last Sold Price $340,000
  • Sep 27, 2024

  Last Listing Agent Michele Mullady Exit Realty Island Elite
• 

  

  

  /43

  $749,999 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  37 Lakeview Dr, Middle Island, NY 11953

  Welcome to 37 Lakeview Drive! This brand-new 2025 Colonial has been crafted with modern luxury and timeless design. The door opens to a grand foyer with an open-concept and a ton of natural sun light. The built-in electric fireplace, recessed lighting, and seamless flow set the tone for both intimate evenings and vibrant gatherings. At the heart of the home, the chef’s kitchen shines with an

  Kevin Iglesias Signature Premier Properties

  37 Lakeview Dr, Middle Island, NY 11953
• 

  

  /23

  $2,450 Per Month

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

  238 Artist Lake Dr, Middle Island, NY 11953

  upper-level condo features club house pool gas heat water included sect 8 welcome close to stores buses Amenities include Outdoor swimming pool, Clubhouse, Tennis courts, dog park and walking path

  Rainer Jessen Coldwell Banker American Homes

  238 Artist Lake Dr, Middle Island, NY 11953
• 

  $600,000 Sold Jul 16, 2025

  4 Lakeside Dr, Middle Island, NY 11953

  • 3 Beds
  • 2 Baths
  • 1,573 Sq Ft
  • Built 1953

  Last Sold Summary

  • 9% Above List Price
  • $381/SF
  • 14 Days On Market

  Current Estimated Value $607,693

  Last Listing Agent Peter Grosso RE/MAX Integrity Leaders

  4 Lakeside Dr, Middle Island, NY 11953
• 

  Est $314,229 Not Listed For Sale

  44 Fairview Cir, Middle Island, NY 11953

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

  44 Fairview Cir, Middle Island, NY 11953

  Last Sold Summary

  • 3% Above List Price
  • $322/SF
  • 93 Days On Market

  • Last Sold Price $305,000
  • Nov 07, 2023

  Last Listing Agent John Ciervo Aliano Real Estate
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  /27

  $469,999

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  735 Spring Lake Dr, Middle Island, NY 11953

  Beautifully maintained Floridian model townhouse on 9 hole professionally landscaped golf course with views of the 6th hole. ALL ON ONE FLOOR, 2bd, 2 full bath with open floor concept living room and dining room. EIK, granite countertops, stainless steel appliances, all updated in the last couple of years. Brand new roof and gutters, custom outdoor patio with great sunsets. Walk-in custom closet

  Patricia Scholl Aliano Real Estate

  735 Spring Lake Dr, Middle Island, NY 11953
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  /12

  $2,780 Per Month

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

  301 Tudor Ln Unit 301, Middle Island, NY 11953

  Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond

  Michelle Holmes Fairfield Properties

  301 Tudor Ln Unit 301, Middle Island, NY 11953
• 

  $300,000 Sold Mar 19, 2026

  623 Lake Ct Unit 623, Middle Island, NY 11953

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Built 1979

  Last Sold Summary

  • $333/SF
  • 288 Days On Market

  Last Listing Agent Maria Pascaretti Realty Connect USA L I Inc

  623 Lake Ct Unit 623, Middle Island, NY 11953
• 

  Not Listed For Sale

  219 Fairview Cir, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft
  • Built 1988

  219 Fairview Cir, Middle Island, NY 11953

  Last Sold Summary

  • $262/SF
  • 18 Days On Market

  • Last Sold Price $285,000
  • Apr 23, 2025

  Last Listing Agent Lisa Estrada Daniel Gale Sothebys Intl Rlty
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  /27

  $699,999

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  5 Fox Rd, Middle Island, NY 11953

  This beautifully updated home features a thoughtfully designed main level with a luxurious eat-in kitchen, complete with white shaker cabinets, quartz countertops, stainless steel appliances, vaulted ceiling, and designer light fixtures. Enjoy elegant meals in the formal dining room and unwind in the expansive family room with a wood-burning fireplace. A bright and functional laundry room

  Elaine Kelly Signature Premier Properties

  5 Fox Rd, Middle Island, NY 11953
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  /10

  $2,780 Per Month

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

  524 Tudor Ln Unit 524, Middle Island, NY 11953

  Ask About Our Amazing Rent Specials*. Granite Kitchen Floor & Countertops, Granite & Marble Bath Stainless Steel Appliances & In Unit Washer/Dryer, Sliders To Covered Terrace, Central-Air Conditioning & More! *Restrictions Apply., Additional information: Appearance:Diamond

  Michelle Holmes Fairfield Properties

  524 Tudor Ln Unit 524, Middle Island, NY 11953
• 

  $305,000 Sold Mar 20, 2026

  35 Adams Ln, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $215/SF
  • 30 Days On Market

  Current Estimated Value $307,853

  Last Listing Agent Derek Greene Greene Realty Group

  35 Adams Ln, Middle Island, NY 11953
• 

  Est $451,731 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

  • 11% Below List Price
  • $462/SF
  • 36 Days On Market

  • Last Sold Price $505,000
  • Mar 31, 2025

  Last Listing Agent Michael Foley Frontline Realty Group LLC
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  /12

  $329,900 Pending

  • 2 Beds
  • 2 Baths
  • 947 Sq Ft

  305 Fairview Cir, Middle Island, NY 11953

  Updated 2 Bedroom 2 Bath Ground Level Condo In Desirable Artist Lake. All New Kitchen, Baths, Floors, Doors, Trim, Paint & More. Gas Heat, Central Air, Covered Patio. The Community Features a Pool, Clubhouse & Gym. Private End Unit Priced To Sell!

  Rick Hovanec Coldwell Banker Easton Prop

  305 Fairview Cir, Middle Island, NY 11953
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  /10

  $2,435 Per Month

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

  444 Lake Pointe Dr Unit 444, Middle Island, NY 11953

  *Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.,

  Michelle Holmes Fairfield Properties

  444 Lake Pointe Dr Unit 444, Middle Island, NY 11953
• 

  $790,000 Sold Aug 11, 2025

  2 Cathedral Ct, Middle Island, NY 11953

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Below List Price
  • $293/SF
  • 42 Days On Market

  Current Estimated Value $812,883

  Last Listing Agent Jan Josephson-Lynch Cornerstone Properties of LI

  2 Cathedral Ct, Middle Island, NY 11953
• 

  Est $585,271 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

  • 7% Above List Price
  • $218/SF
  • 56 Days On Market

  • Last Sold Price $544,999
  • Mar 29, 2024

  Last Listing Agent Roseann Prussen 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
• 

  /2

  $2,435 Per Month

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

  130 Lake Pointe Ct Unit 130, Middle Island, NY 11953

  *Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.,

  Michelle Holmes Fairfield Properties

  130 Lake Pointe Ct Unit 130, Middle Island, NY 11953
• 

  $315,000 Sold Jun 20, 2025

  274 Artist Lake Dr Unit 274, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 343 Days On Market

  Current Estimated Value $319,036

  Last Listing Agent Michael Welsh Douglas Elliman Real Estate

  274 Artist Lake Dr Unit 274, Middle Island, NY 11953
• 

  Est $495,973 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

  • 2% Above List Price
  • $283/SF
  • 18 Days On Market

  • Last Sold Price $485,000
  • Feb 28, 2025

  Last Listing Agent Rainer Jessen Coldwell Banker American Homes
• 

  

  /40

  $698,999 Pending

  • 5 Beds
  • 2 Baths
  • 2,139 Sq Ft

  37 Cedar Branch St, Middle Island, NY 11953

  Welcome to 37 Cedar Branch, Middle Island!Discover this beautifully renovated Hi-Ranch located in the heart of Middle Island — where modern upgrades meet comfort and functionality.This stunning home offers 5 spacious bedrooms, including a primary suite with a Jack & Jill bathroom, and an open-concept living area with soaring high ceilings that fill the space with natural light. The modern

  Jovanni Rodriguez Real Broker NY LLC

  37 Cedar Branch St, Middle Island, NY 11953
• 

  

  /11

  $2,435 Per Month

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

  462 Lake Pointe Dr Unit 462, Middle Island, NY 11953

  *Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply* Luxury living w/Spacious Bedrooms Featuring Designer Baths.Private Entry!Tuscan Cabs/Granite Ctrtops/Gas Heat & Cooking Gas Incl!Clubhouse W/Fitness Center,Laundry Rm & Pool! Pet Friendly! Conv. To Middle Country Rd,Rte 112 & Rte 83.Nr Shopping! Prices/policies subject to change without notice. *Restrictions Apply.,

  Michelle Holmes Fairfield Properties

  462 Lake Pointe Dr Unit 462, Middle Island, NY 11953
• 

  $700,000 Sold May 07, 2026

  9 Lake Dr, Middle Island, NY 11953

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft
  • Built 1950

  Last Sold Summary

  • $322/SF
  • 116 Days On Market

  Current Estimated Value $699,645

  Last Listing Agent Keith Dawson Signature Premier Properties

  9 Lake Dr, 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

  • $257/SF
  • 31 Days On Market

  • Last Sold Price $245,000
  • Feb 19, 2025

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

  

  /23

  $670,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,150 Sq Ft

  23 Southfield Rd, Middle Island, NY 11953

  The perfect remodeled Hi Ranch with a 40x22 IG vinyl pool with Cambridge pavers and a very spacious level backyard for summer entertainment! Most of the private, just shy 1 acre property has IG sprinklers. Light and bright 6 year old kitchen with SS appliances, quartz counters and quartz center isle. Cathedral ceilings and 3 skylights allow for bountiful natural light. Glass 3 sided wood burning

  Ken Bianco Douglas Elliman Real Estate

  23 Southfield Rd, Middle Island, NY 11953
• 

  $215,000 Sold Oct 07, 2025

  262 Artist Lake Dr, Middle Island, NY 11953

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

  Last Sold Summary

  • $257/SF
  • 11 Days On Market

  Current Estimated Value $219,065

  Last Listing Agent Kandice Morales Signature Premier Properties

  262 Artist Lake Dr, Middle Island, NY 11953
• 

  Est $517,823 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

  • 4% Above List Price
  • $324/SF
  • 14 Days On Market

  • Last Sold Price $500,000
  • Apr 02, 2025

  Last Listing Agent Lisa Jaeger Douglas Elliman Real Estate
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  /36

  $459,000 Pending

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

  566 Birchwood Park Dr, Middle Island, NY 11953

  Most popular ALL ON ONE FLOOR ranch style, Floridian Model. As you enter the home, there is a beautiful full glass door entryway showcasing the large dining room/living room layout. Situated right on the 5th hole of a professionally landscaped 9-hole golf course is a full patio where you can watch the golfers get their hole in one! New laminated flooring throughout, with updated sliders and

  Patricia Scholl Aliano Real Estate

  566 Birchwood Park Dr, Middle Island, NY 11953
• 

  $650,000 Sold Nov 17, 2025

  125 W Bartlett Rd, Middle Island, NY 11953

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1994

  Last Sold Summary

  • $274/SF
  • 33 Days On Market

  Current Estimated Value $853,863

  Last Listing Agent Karen Roth RE/MAX Integrity Leaders

  125 W Bartlett Rd, 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

  • $245/SF
  • 97 Days On Market

  • Last Sold Price $171,792
  • May 08, 2025

  Last Listing Agent Maryann Arceri Signature Premier Properties
• 

  

  /20

  $669,999 Pending

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

  1 Daylilly Ct, Middle Island, NY 11953

  Opportunity is knocking! Perfect for buyers looking to add their personal touch, this home is full of potential and just waiting for a little TLC to shine. 4-bedroom, 2.5-bath Victorian Colonial located in the Pine Ridge section of The Preserves. Built in 2000 with an open kitchen/living room floor plan, primary suite with private bath, and three additional bedrooms on the second floor. Full

  Amanda Eckart Real Broker NY LLC

  1 Daylilly Ct, Middle Island, NY 11953
• 

  $305,000 Sold Jul 28, 2025

  106 Fairview Cir Unit 106, Middle Island, NY 11953

  • 2 Beds
  • 2 Baths
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • 280 Days On Market

  Last Listing Agent Daniel Randazzo HomeSmart Premier Living Rlty

  106 Fairview Cir Unit 106, 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 Sold Price $245,000
  • Nov 29, 2024

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

  

  /20

  $669,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  4 Rainbow Ct, Middle Island, NY 11953

  Welcome to 4 Rainbow Court! This charming and beautifully renovated Contemporary home offers a perfect blend of comfort and style. This mint-condition home features 3 bedrooms, possibly 4, and 2 full baths, thoughtfully designed with bright, light-filled spaces that create a warm and inviting atmosphere. Originally built in 1996 and beautifully renovated in 2026, the home blends modern updates

  David Jaramillo Realty Connect USA L I Inc

  4 Rainbow Ct, Middle Island, NY 11953
• 

  $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 $457,250

  Last Listing Agent Thomas Roden Coldwell Banker American Homes

  1 Philip Ln, Middle Island, NY 11953
• 

  Est $585,975 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

  • 7% Above List Price
  • $271/SF
  • 72 Days On Market

  • Last Sold Price $550,000
  • Feb 21, 2025

  Last Listing Agent Ray Manzoni Manzoni Real Estate

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