4,985

Middle Island, NY Homes

Section Image
    • 712 Birchwood Park Dr, Middle Island, NY 11953

      Est $385,801

      Not Listed For Sale

      712 Birchwood Park Dr, Middle Island, NY 11953

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1992
      712 Birchwood Park Dr, Middle Island, NY 11953

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Thomas Annunziato Howard Hanna Coach

  • /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
  • 108 Middle Island Blvd, 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
    • 219 Fairview Cir, Middle Island, NY 11953

      Est $328,146

      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

      • 18 Days On Market

      Last Listing Agent Lisa Estrada Daniel Gale Sothebys Intl Rlty

  • /42

    $389,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    874 Birchwood Park Dr, Middle Island, NY 11953

    Enjoy True Resort Style/Country Club Living At It's Finest In This Light & Bright Beautiful Upper "Regency" Model Condominium In The Spectacular 24 Hour Guard Gated "Birchwood At Spring Lake" Community Offering The Most Community Amenities Available In This Price Range Including A Pristine, Magnificently Manicured Executive Nine Hole Private Golf Course, Two Spectacular Clubhouses Both With

    David Lunenfeld Coldwell Banker American Homes

    874 Birchwood Park Dr, Middle Island, NY 11953
  • 804 Birchwood Park Dr Unit 7, 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
  • /44

    $635,900

    Open Sat 2PM - 4PM $9K PRICE DROP
    • 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 LakeMiddle Island, NY | 3 Bedrooms | 2.5 Bathrooms | 2-Car GarageWelcome 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

    Mike Costa Coldwell Banker American Homes

    8 Jennifer Ln, Middle Island, NY 11953
  • 21 Elkin Dr, Middle Island, NY 11953

    $610,000

    Sold Aug 31, 2026

    21 Elkin Dr, Middle Island, NY 11953

    • 3 Beds
    • 1 Bath
    • 1,686 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Above List Price
    • $362/SF
    • 12 Days On Market

    Current Estimated Value $556,153

    Last Listing Agent Kate Works Compass Greater NY LLC

    21 Elkin Dr, Middle Island, NY 11953
    • 81 Artist Lake Dr, Middle Island, NY 11953

      Est $232,325

      Not Listed For Sale

      81 Artist Lake Dr, Middle Island, NY 11953

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

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Jennifer Lenzo Island Advantage Realty LLC

  • /28

    $189,900

    $15K 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
  • 4 White Oak St, 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
    • 45 N Swezeytown Rd, 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

  • /19

    $239,000

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft

    203 Lake Pointe Cir, Middle Island, NY 11953

    SHOW & SELL! Buyers haven't signed, please bring offers! Welcome to **The Shores**, a desirable owner-occupied co-op community in Middle Island. This great ground-level, two-bedroom apartment features sliders leading to a private deck, an updated kitchen with granite countertops, gas cooking, and ample cabinet space, plus a spacious living room and dining area. The full bathroom includes a second

    Claire Vegliante Kerrigan Country Realty

    203 Lake Pointe Cir, Middle Island, NY 11953
  • 66 Bailey Ct Unit 66, Middle Island, NY 11953

    $225,000

    Sold Sep 03, 2026

    66 Bailey Ct Unit 66, Middle Island, NY 11953

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

    Last Sold Summary

    • 4% Below List Price
    • $290/SF
    • 57 Days On Market

    Last Listing Agent Margaret Moran Charles Rutenberg Realty Inc

    66 Bailey Ct Unit 66, Middle Island, NY 11953
  • /26

    $599,990

    Pending
    • 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
  • 2 Greenbriar Ct, 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 BH&G R E Realty Connect

    2 Greenbriar Ct, Middle Island, NY 11953
    • 14 Bailey Ct Unit 14, 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

  • /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 BH&G R E Realty Connect

    28 Bailey Ct Unit 28, Middle Island, NY 11953
  • 97 Artist Lake Dr, Middle Island, NY 11953

    $243,000

    Sold Aug 10, 2026

    97 Artist Lake Dr, Middle Island, NY 11953

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

    Last Sold Summary

    • 2% Below List Price
    • $291/SF
    • 21 Days On Market

    Last Listing Agent Louis Reyes Keller Williams Realty Elite

    97 Artist Lake Dr, Middle Island, NY 11953
    • 21 Ariel Dr, 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

  • /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
  • 880 Birchwood Park Dr, 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
    • 10 Tracie Ln Unit 1, 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

  • /14

    $535,000

    Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft

    41 Madison Cir, Middle Island, NY 11953

    Welcome to Birchwood at Spring Lake — Where Every Day Feels Like a Vacation.A premier gated community offering resort-style living in the heart of Middle Island.This beautifully updated 2 Bedroom ,detached ranch delivers the best of living in one of Long Island's most sought-after gate guarded communities. Bright, spacious, and immaculately maintained, every detail of this home has been

    Sandra Bianco Compass Greater NY LLC

    41 Madison Cir, Middle Island, NY 11953
  • 75 Madison Cir, 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
    • 93 Bailey Ct Unit 93, Middle Island, NY 11953

      Not Listed For Sale

      93 Bailey Ct Unit 93, Middle Island, NY 11953

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1971
      93 Bailey Ct Unit 93, Middle Island, NY 11953

      Last Sold Summary

      • 192 Days On Market

      Last Listing Agent Courtney James 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
  • 45 Briar Hill Ct, 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
    • 49 Fairview Cir Unit 49, 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

  • /28

    $499,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    843 Spring Lake Dr, Middle Island, NY 11953

    (THE OPEN HOUSE SCHEDULED FOR SEPTEMBER 13 HAS BEEN CANCELLED. WE SINCERELY APOLOGIZE FOR ANY INCONVINIENCE AND APPRECIATE UNDERSTANDING.) Desirable Malibu Model with Golf Course Views! This stunning 2,500sq ft, 3-bedroom, 2.5-bath condo is located in the highly sought-after guard-gated Birchwood at Spring Lake community. Fully updated, it boasts soaring ceilings, detailed moldings, plantation

    Jose Martinez Power Team Realty Corp

    843 Spring Lake Dr, Middle Island, NY 11953
  • 305 Fairview Cir, 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
    • 17 Park Ln, 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

  • /7

    $299,990

    $10K PRICE INCREASE
    • Land
    • 1.46 Acres
    • $205,473 per Acre

    0 Middle Country Rd Unit KEYL3539072, Middle Island, NY 11953

    1.46 Acres, with Suffolk County Board Health & Town of Brookhaven Planning Board approval.!!, Additional information: from corner: 461Ft. east of the intersection Wadding River Hollow Rd. and Middle Country Rd. property is located on the south Side

    Christopher Armstrong Century 21 Princeton Prop

    0 Middle Country Rd Unit KEYL3539072, Middle Island, NY 11953
  • 1 Casey Ln Unit 255, 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
    • 48 Bailey Ct Unit 1, 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

  • /16

    $239,000

    $36K PRICE DROP Pending
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    524 Picasso Way Unit 524, Middle Island, NY 11953

    This is a Fannie Mae Homepath Property! Totally renovated 1 bedroom 1 bath co-op. New kitchen, bath, paint, carpet and appliances. Move in ready. CAC, side fenced patio. Community offers pool, clubhouse, recreation facilities and tennis. Close to restaurants and shopping.

    Susan Belzak Belzak & Bodkin Realty Corp

    524 Picasso Way Unit 524, Middle Island, NY 11953
  • 75 Eric 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

Showing Results 81 - 120, Page 3 of 18

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