5,175

Homes in ZIP Code 11953

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
  • /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
  • 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 $544,895

    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

  • /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
  • /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
  • 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 $278,242

    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

  • /12

    $768,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,227 Sq Ft

    63 Gray Ave, Medford, NY 11763

    First-time Homebuyers Dream! All credit qualities considered. Bilingual loan officers available. 3 percent down mortgages available to qualified buyers. As little as $10,000 on contract. Brand New Construction Home Featuring a First Floor Primary Bedroom Suite! 4 Bedrooms and 2.5 Bathrooms With Amazing Finishes Already Included: Beautiful Sodded Lawns, Stunning Oak Flooring, a Large Basement with

    Agent Photo

    Jack Yao

    RealMart Realty LLC

    (631) 380-4051

    63 Gray Ave, Medford, NY 11763
  • /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
  • 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 $260,227

    Last Listing Agent Amy Prego Shine Realty Group

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

      Est $300,732 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

      • $317/SF
      • 18 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Krista DeLuca Herrick Real Estate LLC

  • /33

    $395,000

    • 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

    $2,435 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
  • 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 $627,209

    Last Listing Agent Nakishia Dail Fave Realty Inc

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

      Est $317,769 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

  • /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 $319,091

    Last Listing Agent Josue Sandoval Realty Connect USA L I Inc

    245 Fairview Cir, 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

    $420,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    205 Haddon Hollow Ct, Middle Island, NY 11953

    Rare Corner Unit in Coventry Manor!Welcome to 205 Haddon Hollow Ct, a beautifully maintained and uniquely designed condo in one of Middle Island’s most desirable communities. This sun-filled corner unit offers exceptional privacy, an ideal location within the neighborhood, and a flexible layout that stands out from the rest. Originally a 3-bedroom model, this home has been thoughtfully

    Agent Photo

    Michael Ragosta

    Coldwell Banker M&D Good Life

    (631) 318-7864

    205 Haddon Hollow Ct, Middle Island, NY 11953
  • /9

    $2,650 per month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Apartment for Rent

    449 Lake Pointe Dr Unit 449, 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

    449 Lake Pointe Dr Unit 449, 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
    • 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

    $175,000 Pending

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    136 Bailey Ct Unit 136, Middle Island, NY 11953

    Welcome to 136 Bailey Court, where homeownership meets affordability!Why keep renting when you can own this cozy and inviting one-bedroom, one-bath co-op? Perfect for first-time buyers or anyone looking to downsize, this home offers a spacious living room with plenty of natural light and wall-to-wall carpeting. The kitchen comes equipped with a refrigerator, dishwasher, and oven—everything

    Agent Photo

    Janniely Santiago

    OverSouth LLC

    (631) 528-1918

    136 Bailey Ct Unit 136, Middle Island, NY 11953
  • /81

    $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
  • 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
    • 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

  • /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
  • /17

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Property for Rent

    10 Bailey Ct, Middle Island, NY 11953

    Welcome home to this bright and inviting one-bedroom rental located in the desirable Hidden Meadows community of Middle Island. This well-maintained upper unit features beautiful vinyl flooring throughout and an abundance of natural light. The spacious living area flows seamlessly from the living room/dining into the kitchen, which offers a convenient cut-out overlooking the living room—perfect

    Cathy Holownia Meridian Commercial Mgmt Inc

    10 Bailey Ct, 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
    • 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

  • /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
  • /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
  • 38 Huntingdale Way, Middle Island, NY 11953

    $455,000 Sold Feb 18, 2026

    38 Huntingdale Way, Middle Island, NY 11953

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $345/SF
    • 24 Days On Market

    Current Estimated Value $460,381

    Last Listing Agent Cheryl Figueroa Coldwell Banker American Homes

    38 Huntingdale Way, Middle Island, NY 11953
    • 15 Raymond Ave, Middle Island, NY 11953

      Est $558,477 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

      • 10% Above List Price
      • $294/SF
      • 15 Days On Market

      Last Sold Price $509,700

      Last Listing Agent Bryn Elliott Signature Premier Properties

  • /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
  • /10

    $2,425 per month

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

    311 Lake Pointe Ct Unit 311, 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

    311 Lake Pointe Ct Unit 311, Middle Island, NY 11953
  • 20 Church Ln, Middle Island, NY 11953

    $565,000 Sold Mar 20, 2025

    20 Church Ln, Middle Island, NY 11953

    • 2 Beds
    • 1 Bath
    • 1,379 Sq Ft
    • Built 1945

    Last Sold Summary

    • 7% Above List Price
    • $410/SF
    • 24 Days On Market

    Current Estimated Value $595,101

    Last Listing Agent Laura Kraker Exit Realty Achieve

    20 Church Ln, Middle Island, NY 11953
    • 26 Country View Ln, Middle Island, NY 11953

      Est $351,682 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

      • 3% Above List Price
      • $296/SF
      • 35 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Michele Mullady Exit Realty Island Elite

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home