5,081

Middle Island, NY Homes

Section Image Section Image
  • /28

    $599,990 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,391 Sq Ft

    8 Shelley Ct, Middle Island, NY 11953

    This 4 bedroom home has So much to offer! It is set on a CUL DE SAC and is .40 Fenced Property ! The Driveway has been Expanded & has a Block Border. There is a Cambridge Stone front Patio & 2 Front Lantern Posts on Timers! You get a BRAND NEW ROOF & Gutter Guards! The Fenced Yard has Outdoor Flood Lights & 9 Outdoor Outlets. The Shed has Power and a Dedicated electric Line for future projects.

    Agent Photo

    Rosemarie Costa

    Coldwell Banker American Homes

    (631) 616-8204

    8 Shelley Ct, Middle Island, NY 11953
  • /26

    $3,650 per month

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • House for Rent

    12 Nord Park Blvd, Middle Island, NY 11953

    3 Bedrooms, 1.5 BathroomsHuge Dining Room and Family RoomIncredible BackyardHuge DrivewayLaundry RoomPets AllowedWater, Heat, and Electricity Included

    Agent Photo

    Edwin Murillo

    Best Solutions Realty Inc

    (631) 825-9353

    12 Nord Park Blvd, Middle Island, NY 11953
  • 27 Huntingdale Way, Middle Island, NY 11953

    $535,302 Sold Feb 04, 2026

    27 Huntingdale Way, Middle Island, NY 11953

    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $339/SF
    • 14 Days On Market

    Current Estimated Value $551,827

    Last Listing Agent Kerri McDonald Cornerstone Properties of LI

    27 Huntingdale Way, Middle Island, NY 11953
    • 279 Lake Pointe Cir, Middle Island, NY 11953

      Not Listed For Sale

      279 Lake Pointe Cir, Middle Island, NY 11953

      • 2 Beds
      • 1 Bath
      • 750 Sq Ft
      • Built 1973
      279 Lake Pointe Cir, Middle Island, NY 11953

      Last Sold Summary

      • $373/SF
      • 20 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Melissa King Compass Greater NY LLC

  • /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

    Agent Photo

    Michael Watts

    Michael J Watts & Assoc Inc

    (631) 634-6678

    5 Fairview Cir, Middle Island, NY 11953
  • /11

    $3,725 per month

    The Villas at Oak Run

    2 Beds

    599 Middle Country Rd, Middle Island, NY 11953

    Welcome to The Villas at Oak Run, the newest luxury rental community from The Crest Group.Discover the perfect balance of comfort, style, and convenience in our thoughtfully designed 2-bedroom, 2-bathroom homes. Each residence features a modern stainless steel kitchen package—including a side-by-side refrigerator with water and ice, dishwasher, range oven, and over-the-range microwave

    599 Middle Country Rd, Middle Island, NY 11953
  • 311 Fairview Cir, Middle Island, NY 11953

    $250,000 Sold Apr 08, 2025

    311 Fairview Cir, Middle Island, NY 11953

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

    Last Sold Summary

    • 14% Below List Price
    • $287/SF
    • 115 Days On Market

    Current Estimated Value $303,713

    Last Listing Agent John McConnell Douglas Elliman Real Estate

    311 Fairview Cir, Middle Island, NY 11953
    • 12 Country View Ln, Middle Island, NY 11953

      Not Listed For Sale

      12 Country View Ln, Middle Island, NY 11953

      • 2 Beds
      • 1 Bath
      • Built 1995
      12 Country View Ln, Middle Island, NY 11953

      Last Sold Summary

      • 40 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Bryan Elsesser Exit Realty Island Elite

  • /22

    $599,000

    • 3 Beds
    • 3 Baths
    • 1,002 Sq Ft

    17 Arnold Dr, Middle Island, NY 11953

    Turn the key and start living — this updated ranch delivers space, style, and a backyard built for making memories. Featuring 3 bedrooms and 3 full baths, this move-in ready home offers the layout with modern upgrades already done. The renovated eat-in kitchen showcases quartz countertops, stainless steel appliances, and gas cooking — perfect for busy mornings and weekend gatherings alike.

    Agent Photo

    Hector Rodriguez

    HomeSmart Premier Living Rlty

    (631) 646-1954

    17 Arnold Dr, Middle Island, NY 11953
  • /26

    $2,600 per month

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft
    • Condo for Rent

    171 Fairview Cir, Middle Island, NY 11953

    Attractively updated upper Arden corner unit featuring oak stairs leading you to the second floor with a remodeled kitchen with pretty wood cabinets, granite countertops, and a subway tile backsplash, bright and spacious living room and dining area, a large primary bedroom with double closets, one beautifully redone full bathroom, and a powder room, crown moldings, updated interior doors, new

    Kim Filardi Signature Premier Properties

    171 Fairview Cir, Middle Island, NY 11953
  • 172 Fairview Cir, Middle Island, NY 11953

    $257,000 Sold Nov 05, 2025

    172 Fairview Cir, Middle Island, NY 11953

    • 1 Bed
    • 1.5 Baths
    • 947 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $271/SF
    • 26 Days On Market

    Current Estimated Value $262,635

    Last Listing Agent Amy Prego Shine Realty Group

    172 Fairview Cir, Middle Island, NY 11953
    • 47 Fairview Cir, Middle Island, NY 11953

      Est $311,520 Not Listed For Sale

      47 Fairview Cir, Middle Island, NY 11953

      • 2 Beds
      • 1.5 Baths
      • 947 Sq Ft
      • Built 1988
      47 Fairview Cir, Middle Island, NY 11953

      Last Sold Summary

      • 4% Above List Price
      • $317/SF
      • 18 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Krista DeLuca Herrick Real Estate LLC

  • /15

    $219,900 Pending

    • 1 Bed
    • 1 Bath
    • 830 Sq Ft

    43 Artist Lake Dr, Middle Island, NY 11953

    Welcome to 43 Artist Lake Dr! This second floor, 1-Bed 1-Bath condo features hardwood floors, central air and heat, gas cooking, in-unit laundry and a balcony overlooking the courtyard. The community features a community pool, a dog park, a basketball court, a tennis court and a playground! Enjoy everything the clubhouse has to offer; featuring a gym, a pool table and ping pong! There are plenty

    Agent Photo

    Mario Arias

    Oversouth LLC

    (631) 658-4045

    43 Artist Lake Dr, Middle Island, NY 11953
  • /55

    $2,579 - $3,836 per month

    Stonegate

    1 - 3 Beds

    100 Stonegate Way, Middle Island, NY 11953

    Call for more information!

    100 Stonegate Way, Middle Island, NY 11953
  • 31 Park Ln, Middle Island, NY 11953

    $610,000 Sold May 12, 2025

    31 Park Ln, Middle Island, NY 11953

    • 4 Beds
    • 2 Baths
    • Built 2005

    Last Sold Summary

    • 5% Above List Price
    • 170 Days On Market

    Current Estimated Value $631,803

    Last Listing Agent Nakishia Dail Fave Realty Inc

    31 Park Ln, Middle Island, NY 11953
    • 140 Fairview Cir, Middle Island, NY 11953

      Est $317,936 Not Listed For Sale

      140 Fairview Cir, Middle Island, NY 11953

      • 2 Beds
      • 2 Baths
      • 947 Sq Ft
      • Built 1987
      140 Fairview Cir, Middle Island, NY 11953

      Last Sold Summary

      • 1% Above List Price
      • $333/SF
      • 17 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Kenneth Kroncke Realty Connect USA L I Inc

  • /33

    $395,000 Pending

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

    825 Spring Lake Dr, Middle Island, NY 11953

    Welcome to Birchwood at Spring Lake! This non-age restricted gated community boasts a host of amenities including both indoor and outdoor pools, playground, tennis, Pickleball, clubhouse, gym and 9 hole golf course - Enjoy a true country club lifestyle every day. This two bedroom, two full bath Galaxy model has an open floor plan, and is perfect to personalize your way. Snow removal, landscaping

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 443-4275

    825 Spring Lake Dr, Middle Island, NY 11953
  • /10

    $2,360 per month

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

    102 Tudor Ln Unit 102, 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

    102 Tudor Ln Unit 102, Middle Island, NY 11953
  • 301 Artist Lake Dr, Middle Island, NY 11953

    $241,500 Sold Mar 09, 2026

    301 Artist Lake Dr, Middle Island, NY 11953

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

    Last Sold Summary

    • 1% Above List Price
    • $289/SF
    • 51 Days On Market

    Current Estimated Value $234,376

    Last Listing Agent Raymond Matthews H & G Realty New York

    301 Artist Lake Dr, Middle Island, NY 11953
    • 19 Bailey Ct Unit 19, Middle Island, NY 11953

      Not Listed For Sale

      19 Bailey Ct Unit 19, Middle Island, NY 11953

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1970
      19 Bailey Ct Unit 19, Middle Island, NY 11953

      Last Sold Summary

      • $268/SF
      • 71 Days On Market

      Last Sold Price $187,500

      Last Listing Agent Cathy Holownia Meridian Commercial Mgmt Inc

  • /39

    $949,500 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    20 Bunker Ln, Middle Island, NY 11953

    A NEW HOME FOR THE HOLIDAYS! This is a 2850 sq foot DIAMOND New Construction on an ACRE ! Truly a Dream Home with Every Nuance you can Dream of! 2 Story Foyer , First level Master Suite or Room for Mom! CUSTOM Kitchen w/ 51 inch Cabinets, Quartz Counters & Backsplash, Farmhouse Sink and an 8 foot Island ! Included is all Stainless Steel Fisher Paykel Appliances ! Number 1 Oak Hardwood flooring !

    Agent Photo

    Rosemarie Costa

    Coldwell Banker American Homes

    (631) 446-6080

    20 Bunker Ln, Middle Island, NY 11953
  • /97

    $2,470 - $2,850 per month

    Pinewood Estates A Vibrant 55 + Community

    2 Beds

    203 Pinewoods Crescent, Middle Island, NY 11953

    Suffolk County's premiere, 55 and up rental community has been carefully designed to fit your active lifestyle. Nestled among beautiful trees, Pinewood Estates provides the amenities and conveniences you want. Pinewood Estates apartment homes are beautifully appointed, with spacious floor plans and special features which rival those of many private luxury residences. At Pinewood Estates, the

    203 Pinewoods Crescent, Middle Island, NY 11953
  • 245 Fairview Cir, Middle Island, NY 11953

    $322,500 Sold Mar 18, 2025

    245 Fairview Cir, Middle Island, NY 11953

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

    Last Sold Summary

    • 1% Above List Price
    • $341/SF
    • 12 Days On Market

    Current Estimated Value $319,382

    Last Listing Agent Josue Sandoval Realty Connect USA L I Inc

    245 Fairview Cir, Middle Island, NY 11953
    • 131 Bailey Ct, Middle Island, NY 11953

      Not Listed For Sale

      131 Bailey Ct, Middle Island, NY 11953

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1971
      131 Bailey Ct, Middle Island, NY 11953

      Last Sold Summary

      • $257/SF
      • 22 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Michael Hejmej Signature Premier Properties

  • /13

    $299,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft

    623 Lake Ct Unit 623, Middle Island, NY 11953

    Welcome Home to this immaculate, spacious, sun drenched, and nicely updated 2BR/1.5 bath coop in desirable Lake Pointe Owners community. White & Gray EIK features plenty of counter top space, beautiful grey laminate floors & room for a 4/5 person table. Open out to the expansive 21.7X11.5 LR with wood floors, allowing for ease of entertaining. Primary BR is 14/11.5 and features a 1/2 bath. Second

    Agent Photo

    Maria Pascaretti

    Realty Connect USA L I Inc

    (631) 527-3599

    623 Lake Ct Unit 623, Middle Island, NY 11953
  • /11

    $2,750 per month

    • 2 Beds
    • 2 Baths
    • 871 Sq Ft
    • Condo for Rent

    208 Fairview Cir, Middle Island, NY 11953

    This corner condo has 2 bedroom and 2 full bathrooms with a Water View of the lake in Artist Lake Community. It is a first floor condo with Nest Thermostat, energy efficient/SS appliances and Smart Washer & Dryer making it an energy efficient home. The condo features living room/dining room with sliding door leading to the patio. The Eat in Kitchen has plenty of storage and prep space. This condo

    Sarah Abbas Realty Connect USA LI Inc

    208 Fairview Cir, Middle Island, NY 11953
  • 10 Cedar Branch St, Middle Island, NY 11953

    $670,000 Sold Aug 12, 2025

    10 Cedar Branch St, Middle Island, NY 11953

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Above List Price
    • $353/SF
    • 21 Days On Market

    Last Listing Agent Angela Mandarino Listing Pro Realty Services

    10 Cedar Branch St, Middle Island, NY 11953
    • 20 Park Ln, Middle Island, NY 11953

      Not Listed For Sale

      20 Park Ln, Middle Island, NY 11953

      • 4 Beds
      • 3 Baths
      • Built 1959
      20 Park Ln, Middle Island, NY 11953

      Last Sold Summary

      • 19 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Lucille DiLorenzo Realty Connect USA L I Inc

  • /48

    $699,950 Pending

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

    9 Lake Dr, Middle Island, NY 11953

    Experience rare lakefront living on Long Island! Set along the shores of Artist Lake in Middle Island, this spacious home offers over 2,000 sq. ft. of light-filled living space and a layout designed for comfort, flexibility, and breathtaking views. The open-concept kitchen and dining area are the heart of the home, featuring white cabinetry, warm wood floors, rich countertops, and panoramic lake

    Agent Photo

    Keith Dawson

    Signature Premier Properties

    (631) 250-5960

    9 Lake Dr, Middle Island, NY 11953
  • /91

    $2,405 - $2,855 per month

    Fairfield Village At Middle Island

    1 - 2 Beds

    248 Lake Pointe Cir, Middle Island, NY 11953

    FREE RENT MARCH-2026 Move-In By 3/15/26 And 12-, 15-, 16- Or 24-Month Lease With No Increase* Rent Special 1BR+Den $2650* $99 Security* *Restrictions Apply.   Modern and spacious apartments with granite kitchen countertops and bath vanity top, stainless steel appliances and Tuscany kitchen cabinetry with brushed nickel hardware. Some with vinyl plank, granite, ceramic tile

    248 Lake Pointe Cir, Middle Island, NY 11953
  • 136 Bailey Ct Unit 136, Middle Island, NY 11953

    $172,000 Sold Mar 03, 2026

    136 Bailey Ct Unit 136, Middle Island, NY 11953

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

    Last Sold Summary

    • 2% Below List Price
    • $246/SF
    • 51 Days On Market

    Last Listing Agent Janniely Santiago OverSouth LLC

    136 Bailey Ct Unit 136, Middle Island, NY 11953
    • 100 Artist Lake Dr, Middle Island, NY 11953

      Est $227,497 Not Listed For Sale

      100 Artist Lake Dr, Middle Island, NY 11953

      • 1 Bed
      • 1 Bath
      • 900 Sq Ft
      • Built 1974
      100 Artist Lake Dr, Middle Island, NY 11953

      Last Sold Summary

      • 30% Above List Price
      • $194/SF
      • 20 Days On Market

      Last Sold Price $174,999

      Last Listing Agent Shaughnessy Dusling Real Broker NY LLC

  • /35

    $630,000 Pending

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

    1 Casey Ln Unit 255, Middle Island, NY 11953

    Welcome to Birchwood at Spring Lake, a premier gated community offering resort-style living in the heart of Middle Island. This beautifully updated corner 2-bedroom, 2-bathroom townhouse spans approximately 1,800 sqft (one of the largest townhouses in complex) and features an extended loft and office on second level. Step inside to find an open and airy layout with hi-hat lighting throughout, a

    Agent Photo

    Joyce Roe

    Signature Premier Properties

    (631) 353-6011

    1 Casey Ln Unit 255, Middle Island, NY 11953
  • /31

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft
    • Condo for Rent

    745 Spring Lake Dr, Middle Island, NY 11953

    Birchwood at spring lake condominium

    Michael Padden Keystone Realty USA Corp

    745 Spring Lake Dr, Middle Island, NY 11953
  • 1 Kate Cir, Middle Island, NY 11953

    $489,900 Sold Feb 27, 2026

    1 Kate Cir, Middle Island, NY 11953

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $327/SF
    • 199 Days On Market

    Current Estimated Value $495,337

    Last Listing Agent Thomas Annunziato Howard Hanna Coach

    1 Kate Cir, Middle Island, NY 11953
    • 15 Raymond Ave, Middle Island, NY 11953

      Est $553,490 Not Listed For Sale

      15 Raymond Ave, Middle Island, NY 11953

      • 5 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 1970
      15 Raymond Ave, Middle Island, NY 11953

      Last Sold Summary

      • 9% Above List Price
      • $294/SF
      • 15 Days On Market

      Last Sold Price $509,700

      Last Listing Agent Bryn Elliott Signature Premier Properties

  • /43

    $749,999

    • 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
  • /35

    $2,340 - $2,780 per month

    Fairfield Courtyard At Middle Island

    1 - 2 Beds

    101 Tudor Ln, Middle Island, NY 11953

    FREE RENT MARCH-2026 With Move-In By 3/15/26 And 12-, 15-, 16- Or 24-Month Lease With No Increase* Extra Special On APT 301 Receive -$100 OFF Monthly* $99 Security* *Restrictions. Property FeaturesLedgestone and Vinyl ExteriorProfessionally Landscaped Grounds And PlantingsEntry from Middle Country RoadPaver and Bluestone Walkways ThroughoutLeasing CenterResidence Features~selected

    101 Tudor Ln, Middle Island, NY 11953
  • 99 Whistler Ct Unit 99, Middle Island, NY 11953

    $203,000 Sold Aug 19, 2025

    99 Whistler Ct Unit 99, Middle Island, NY 11953

    • 1 Bed
    • 1 Bath
    • 675 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Above List Price
    • $301/SF
    • 44 Days On Market

    Last Listing Agent Rita Tsoukaris Realty Connect USA LI

    99 Whistler Ct Unit 99, Middle Island, NY 11953
    • 239 Fairview Cir, Middle Island, NY 11953

      Est $366,058 Not Listed For Sale

      239 Fairview Cir, Middle Island, NY 11953

      • 2 Beds
      • 2 Baths
      • 1,086 Sq Ft
      • Built 1987
      239 Fairview Cir, Middle Island, NY 11953

      Last Sold Summary

      • 5% Above List Price
      • $322/SF
      • 19 Days On Market

      Last Sold Price $350,000

      Last Listing Agent John McSherry Douglas Elliman Real Estate

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middle Island, NY

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$495,000
Median Townhouse Sale Price
$234,250
Median 2 Bedroom Sale Price
$330,000
Median 1 Bedroom Sale Price
$215,900
Average Price Per Sq Ft
$317
Number of Homes for Sale
34
Last 12 months Home Sales
207
Months of Supply
2.00
Median List Price
$434,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home