19

Middle Island, NY Homes for Sale with Pool

Section Image Section Image
  • /16

    $199,900

    Open Sat 11:30AM - 1PM
    • 1 Bed
    • 1 Bath
    • 775 Sq Ft

    86 Bailey Ct, Middle Island, NY 11953

    Welcome to 86 Bailey, a beautifully maintained and move-in ready home nestled in the quiet, sought-after Hidden Meadows Co-Op in Middle Island. Perfectly positioned for both privacy and convenience, this inviting unit offers a designated parking spot directly in front of your door, along with ample guest parking for visitors. Step inside to discover a spacious and sun-filled one-bedroom,

    Agent Photo

    Rita Tsoukaris

    Realty Connect USA LI

    (631) 502-3899

    86 Bailey Ct, Middle Island, NY 11953
  • /50

    $899,950

    Open Sun 11:30AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,955 Sq Ft

    1 Lake Dr, Middle Island, NY 11953

    Welcome to a rare lakefront opportunity set on 1.28 acres along the shores of Artist Lake in Middle Island—uniquely positioned on a peninsula with water views throughout the home. Offering nearly 4,000 square feet, this 5-bedroom, 3.5-bath colonial provides a combination of space, setting, and potential that’s hard to find on Long Island. The home is filled with natural light and scenic views,

    Agent Photo

    Keith Dawson

    Signature Premier Properties

    (631) 557-5583

    1 Lake Dr, Middle Island, NY 11953
  • /18

    $197,500

    Open Sat 11:30AM - 1PM
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    129 Bailey Ct, Middle Island, NY 11953

    Spacious 1 Bedroom upper end unit featuring a new kitchen with window, oversized living room and dining area with wood floors. Generously sized primary bedroom with a large walk-in closet. This light and bright end unit offers added privacy and natural light along with newer appliances, new carpeting and wood floors. Beautiful deck for grilling or just sitting and relaxing. Conveniently located

    Agent Photo

    Rita Tsoukaris

    Realty Connect USA LI

    (631) 731-5336

    129 Bailey Ct, Middle Island, NY 11953
  • /31

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    15 Sophia Dr, Middle Island, NY 11953

    Welcome to 15 Sophia Drive, Middle Island, NY 11953, a beautiful detached Fairfax model in the highly desirable Birchwood at Spring Lake gated golf community. This spacious 4-bedroom, 2.5-bath home offers the ideal blend of comfort, style, and resort-style living in one of Middle Island's best-known private residential communities. A new 30-year roof was installed in 2025 and includes a

    Ray Pearson Cobbleridge Realty Corp.

    15 Sophia Dr, Middle Island, NY 11953
  • /16

    $275,000

    • 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
  • /17

    $250,000

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft

    280 Artist Lake Dr, Middle Island, NY 11953

    Condo with 1 Bedroom and Bath, Heat and Hot Water Included in HOA, Tenant Lease Expires Dec 2026

    Robert Scarito Douglas Elliman Real Estate

    280 Artist Lake Dr, Middle Island, NY 11953
  • /30

    $534,900

    Open Sun 12PM - 1:30PM $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,716 Sq Ft

    10 Tracie Ln Unit 313, Middle Island, NY 11953

    Enjoy Country Club Living! Perfectly Maintained2 Bedroom 2 Bath Springfield Model With Updates That Include: New Vinyl Flooring, New LG Stainless Wi-Fi Appliances, Gas Fireplace, Newer LG Washer Dryer and HI Hat Lighting! Amenities Include: Private 9 Hole Golf,2Clubhouses,4 Pools Tennis, Pickleball, Racquetball,2 Gyms, and Many Social Activities All In A 24 Hr Gated Community!

    Thomas Annunziato Howard Hanna Coach

    10 Tracie Ln Unit 313, Middle Island, NY 11953
  • /24

    $269,000

    Open Fri 5:30PM - 7:30PM $41K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,133 Sq Ft

    88 Drexelgate Ct, Middle Island, NY 11953

    Spacious middle-unit townhouse offering 2 bedrooms, 1.5 baths, and a versatile loft for added living or work-from-home space. Features include in-unit laundry, a cozy wood-burning stove, private patio, and full attic providing ample storage. Enjoy a well-maintained community with basketball and tennis courts, in-ground pool, clubhouse, snow removal, and grounds maintenance. Ideally located just

    Martin Hammer H & G Realty New York

    88 Drexelgate Ct, Middle Island, NY 11953
  • /11

    $349,000

    $26K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,332 Sq Ft

    135 Fieldstone Ct, Middle Island, NY 11953

    Welcome to Coventry Manor in Middle Island, where space, light, and opportunity come together in this desirable 3-bedroom, 1-bath corner unit. With only one neighboring wall, this home offers added privacy and a peaceful setting within a well-maintained community. Step inside to find soaring ceilings and an open, airy layout that fills the living and dining areas with natural light. The unique

    Camden Orologio Vantage Realty Partners

    135 Fieldstone Ct, Middle Island, NY 11953
  • /34

    $469,900

    Open Sun 1:30PM - 3PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    728 Birchwood Park Dr, Middle Island, NY 11953

    Enjoy Country Club Living! Golf Views! Perfectly Maintained 3 Bedroom 2.5 Bath Malibu Model With Updates That Include: Tile Flooring , New Quartz Kitchen With Shaker Cabinets , New Stainless Appliances, Newer Washer Dryer, New Primary Bath, Updated Second Bath, Fresh Paint ,New Windows And Newer Heat And Cac, Extended Rear Patio Amenities Include: Private 9 Hole Golf,2Clubhouses,4 Pools Tennis,

    Thomas Annunziato Howard Hanna Coach

    728 Birchwood Park Dr, Middle Island, NY 11953
  • /37

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 2,253 Sq Ft

    206 Dorado Ct N, Middle Island, NY 11953

    Spacious and freshly updated 4-bedroom, 2.5-bath detached two-story home located in a desirable gated community. This well-maintained property features a 2-car garage, gas cooking and heating, and a bright, functional layout perfect for everyday living and entertaining. Enjoy access to community amenities including a pool and playground. A fantastic opportunity for comfortable, low-maintenance

    Christine Jansson Realty Maintained LLC

    206 Dorado Ct N, Middle Island, NY 11953
  • /43

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,322 Sq Ft

    14 Julia Cir, Middle Island, NY 11953

    Welcome to 14 Julia Circle! This is the Fairfax 4 model, which is a Single Family Detached 4 Bedroom Home in the Birchwood at Spring Lake community! It’s offering 2,322 sq ft. of living space and features a comfortable layout with cathedral ceilings and plenty of natural light. You’ll enjoy a spacious living room with a heat producing gas fireplace.  The kitchen offers plenty of cabinets and

    Desiree Jessop Howard Hanna Coach

    14 Julia Cir, Middle Island, NY 11953
  • /2

    $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 Realty Connect USA L I Inc

    28 Bailey Ct Unit 28, Middle Island, NY 11953
  • /17

    $399,000

    Open Sat 12:30PM - 2:30PM $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,156 Sq Ft

    235 Ivy Meadow Ct, Middle Island, NY 11953

    This Lovely 3 bedroom unit in beautiful Coventry Manor is very secluded and backs to the woods. This home features updated Eat in Kitchen with granite counters and island, dining room and updated baths. Enjoy peace and tranquility on the private back deck and there is also a 1 car attached garage. Located close to the clubhouse , this community features an inground pool, tennis, basketball court

    Chris Sosik H & G Realty New York

    235 Ivy Meadow Ct, Middle Island, NY 11953
  • /35

    $519,000

    Open Sun 12PM - 1:30PM
    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    10 Casey Ln Unit 250, Middle Island, NY 11953

    Welcome to this beautifully maintained townhouse in the desirable Birchwood at Spring Lake, a gated community with resort-style amenities.This 2-bedroom, 2-full-bath Springfield model is ideally situated toward the rear of the community, offering a peaceful and private setting. Major updates include less than 1-year-old HVAC system and hot water heater. and 2 yr roof. The main level features

    Sandra Tesoriero Homes of Distinction

    10 Casey Ln Unit 250, Middle Island, NY 11953
  • /23

    $289,990

    Open House 5/24
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    50 Gauguin Ct, Middle Island, NY 11953

    Dogs allowed up to 100lb limit. Great and Private End Unit with a lot of outdoor green space. Update bathroom, enclosed deck area for privacy.

    Shawn Hough H & G Realty New York

    50 Gauguin Ct, Middle Island, NY 11953
  • /21

    $249,999

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft

    68 Artist Lake Dr, Middle Island, NY 11953

    Welcome to this fully renovated condo in the sought-after Artist Lake community of Middle Island. Completely updated from top to bottom, this move-in ready home features brand new finishes throughout with no detail overlooked. The stunning new kitchen showcases quartz countertops, custom cabinetry, and modern finishes perfect for everyday living and entertaining. Newly finished hardwood floors

    Edward Bellacera Potter Properties LLC

    68 Artist Lake Dr, Middle Island, NY 11953
  • /28

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    6 Amesworth Ct, Middle Island, NY 11953

    Welcome to this beautifully updated end-unit condominium in Coventry Manor! Offering 3 spacious bedrooms and 1.5 baths, this home combines comfort, style, and convenience. The eat-in kitchen features elegant quartz countertops and brand-new appliances, perfect for everyday living and entertaining. New washer and dryer. Enjoy the warmth and ambiance of hi-hats throughout, along with a stunning

    Paul Perrone Realty Connect USA LI Inc

    6 Amesworth Ct, Middle Island, NY 11953
  • /24

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    71 Crystal Rock Ct, Middle Island, NY 11953

    Welcome to this well-kept end-unit townhome located on a quiet cul-de-sac in the desirable Coventry Manor community of Middle Island. Inside, you’ll find a bright, open layout with a vaulted entry leading into a spacious living and dining area. The updated kitchen features stainless steel appliances and sliding doors to a private patio. Major updates include a roof, gutters, and oil tank

    Peter Grosso RE/MAX Integrity Leaders

    71 Crystal Rock Ct, Middle Island, NY 11953

Home Trends in Middle Island, NY

Housing Trends

Median Sale Price
$432,500
Median Single Family Sale Price
$515,000
Median Townhouse Sale Price
$228,500
Median 2 Bedroom Sale Price
$339,000
Median 1 Bedroom Sale Price
$207,600
Average Price Per Sq Ft
$316
Number of Homes for Sale
38
Last 12 months Home Sales
218
Months of Supply
2.10
Median List Price
$449,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
How to Buy a Home How to Finance a Home How to Sell a Home