25

Middle Island Houses for Sale

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  • /40

    $695,990

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    21 W Bartlett Rd, Middle Island, NY 11953

    Welcome to your private waterfront retreat where serenity meets modern living. Tucked away on 1.45 landscaped acres, this one-of-a-kind 2-bedroom, 2-bath home offers a rare combination of peaceful seclusion, upgraded comfort, and natural beauty. If you're searching for a home that feels like a getaway—but with everyday convenience—this is the one you've been waiting for.Initially built in

    Agent Photo

    Gina Marie Bettenhauser

    Coldwell Banker Reliable R E

    (631) 562-6238

    21 W Bartlett Rd, Middle Island, NY 11953
  • /41

    $629,999

    • 3 Beds
    • 2.5 Baths
    • 2,398 Sq Ft

    1 Sophia Dr, Middle Island, NY 11953

    Welcome to 1 Sophia Drive, a charming and thoughtfully renovated home offering 2,398 sqft of comfortable living space. Built in 1999 and beautifully renovated in 2025, this bright and delightful residence features high ceilings, 3 spacious bedrooms, and 2.5 baths, blending modern updates with timeless appeal. Step inside to discover a sweet layout filled with natural light, perfect for both

    Agent Photo

    David Jaramillo

    Realty Connect USA L I Inc

    (631) 502-3101

    1 Sophia Dr, Middle Island, NY 11953
  • /12

    $229,000

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    44 Bailey Unit 44, Middle Island, NY 11953

    Spectacular Ground Level unit in Hidden Meadows. This spacious 1 Bedroom was completely redone and sports Stainless appliances, granite counter tops, luxury vinyl flooring and a few more bells & whistles. Bedroom features a walk in closet and also sliders to your private backyard oasis. These tend to go very quickly so don't wait.

    Agent Photo

    Maria Pascaretti

    Realty Connect USA L I Inc

    (631) 502-3309

    44 Bailey Unit 44, Middle Island, NY 11953
  • /42

    $625,000

    • 5 Beds
    • 3.5 Baths
    • 2,832 Sq Ft

    32 Artist Lake Blvd, Middle Island, NY 11953

    This 5 Bedroom, 3.5 Bath Colonial offers the perfect blend of space and comfort. The main level features a large eat-in kitchen ideal for gatherings and a welcoming living room with a fireplace. Upstairs, the primary suite includes a walk-in closet and private full bath, while additional bedrooms provide plenty of room for family or guests. With proper permits, there is potential for a

    Peter Grosso RE/MAX Integrity Leaders

    32 Artist Lake Blvd, Middle Island, NY 11953
  • /16

    $769,999

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

    39 Lakeview Dr, Middle Island, NY 11953

    Welcome to 39 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

    39 Lakeview Dr, Middle Island, NY 11953
  • /16

    $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
  • /28

    $649,999

    • 3 Beds
    • 3 Baths
    • 1,524 Sq Ft

    8 Heather Ct, Middle Island, NY 11953

    Welcome to 8 Heather Court Middle Island! A Pristine high ranch fully remodeled in 2017. Includes 3 bedrooms, 3 full baths, updated kitchen with stainless steel appliances, oak hardwood floors, LED lighting throughout, oversized 2-car garage with 50 amp plug for EV charging, 200 amp electric service, high - efficiency gas heat, central ac, TimberTech back deck, with fully fenced backyard, 5-zone

    Stephanie Zahn HomeSmart Dynamic Realty

    8 Heather Ct, Middle Island, NY 11953
  • /33

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,387 Sq Ft

    17 Beach Plum Ln, Middle Island, NY 11953

    Welcome to 17 Beach Plum Ln. in the charming community of Middle Island! This truly stunning colonial home is beautifully situated on a landscaped half-acre lot, nestled within a tranquil and serene neighborhood that offers peace and quiet. As you approach the property, you’ll notice the expansive seven-car driveway, elegantly adorned with Belgian block pavers, providing ample parking space—new

    Stephanie Giordano Giordano Realty Corp of LI

    17 Beach Plum Ln, Middle Island, NY 11953
  • /28

    $674,900

    • 4 Beds
    • 1.5 Baths
    • 1,950 Sq Ft

    8 Mill Lot Rd, Middle Island, NY 11953

    Discover this beautifully updated Center Hall Colonial, located in the sought-after Swezeytown area of Middle Island. Set on a full acre of land, this 4-bedroom, 1.5-bath home blends timeless charm with modern upgrades. The brand-new kitchen is a dream for any home chef, featuring custom cabinetry, sleek stone countertops, and all-new stainless steel appliances.Entertain in the sunken

    Carmela Dragonetti Douglas Elliman Real Estate

    8 Mill Lot Rd, Middle Island, NY 11953
  • /32

    $650,000

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

    125 W Bartlett Rd, Middle Island, NY 11953

    Welcome to this charming and spacious 3-bedroom, 2.5-bath home that combines comfort, style, and functionality in every corner. Rich redwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The bright living room is highlighted by a large bay window that fills the space with natural light, while the formal dining room is ideal for hosting dinner parties or

    Karen Roth RE/MAX Integrity Leaders

    125 W Bartlett Rd, Middle Island, NY 11953
  • /49

    $640,000

    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    112 Middle Island Blvd, Middle Island, NY 11953

    Calling all investors, multi-generational buyers, and outdoor enthusiasts! Located in a quiet, wooded neighborhood within walking distance to Pine Lake and just minutes from shopping and golf, this updated 5-bed, 3-bath horse-friendly hi-ranch set on 1.2 acres offers the perfect balance of flexibility and comfort. The open-concept upper level contains 3 bedrooms, a full bath, laundry,

    Tina Liu Premier Agent Network

    112 Middle Island Blvd, Middle Island, NY 11953
  • /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
  • /27

    $749,990

    • 5 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    49 Nottingham Dr, Middle Island, NY 11953

    ONE OF A KIND HOME WITH LEGAL ACC APARTMENT. EVERY INCH HAS SPARED NO EXPENSE TO DETAIL. LOCATED IN A UNIQUE CULDESAC AND VERY PRIVATE. EVERYTHING IS OVERSIZED, BASEMENT USED AS A WINE CELLAR. CUSTOM 1 YEAR OLD EIK WITH THE BELLS AND WHISTLES. LAVISH PRIMARY BATH THAT WILL AMAZE YOU. STUNNING FLOORING, CAC, FIREPLACE ENCLOSED WITH BUILT INS, OVERSIZED DRIVEWAY, EXTREMELY CARED FOR BY THE OWNER

    Jason Sorli Coldwell Banker American Homes

    49 Nottingham Dr, Middle Island, NY 11953
  • /15

    $824,990

    • 5 Beds
    • 3 Baths
    • 2,500 Sq Ft

    117 Currans Rd, Middle Island, NY 11953

    CONSTRUCTION UNDER WAY!! HOME ALMOST COMPLETED!!! BUILDER OFFERING $5,000.00 TOWARDS BUILDER FEES IF OFFER ACCEPTED BY SEPTEMBER 15TH/ 4 FLAG LOTS AT THE LOCATION!!!!! THIS LOT IS THE LARGEST LOT IN THIS LOCATION!! OVER AN ACRE!! THIS NEW BUILT 5 BEDROOM COLONIAL OFFERS //2 FULL BATHROOMS UPSTAIRS/ ONE FULL BATHROOM ON FIRST FLOOR/ BEDROOM ON 1ST FLOOR/ISLAND IN KITCHEN/CAC/200 AMP SERVICE/ HIGH

    Debbie Raimo Douglas Elliman Real Estate

    117 Currans Rd, Middle Island, NY 11953
  • /18

    $824,990

    • 5 Beds
    • 3 Baths
    • 2,500 Sq Ft

    113 Currans Rd, Middle Island, NY 11953

    NEW CONSTRUCTION HOME...... CONSTRUCTION UNDER WAY!! THIS LOT IS ALMOST AN ACRE IN SIZE!!! STILL TIME TO CUSTOMIZE AND MAKE IT YOUR DREAM HOME!! 4 FLAG LOTS AT THE LOCATION!!!!! THIS TO BE BUILT 5 BEDROOM COLONIAL/2 FULL BATHROOMS UPSTAIRS/ FULL BATHROOM ON MAIN LEVEL/ BEDROOM ON 1ST FLOOR, OFFERS CHOICE OF CABINETS, CHOICE OF GRANITE, S/S APPLIANCES, ( ALL FROM BUILDER'S SELECTION) ISLAND IN

    Debbie Raimo Douglas Elliman Real Estate

    113 Currans Rd, Middle Island, NY 11953
  • /38

    $599,900

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    9 Casey Ln Unit 253, Middle Island, NY 11953

    Enjoy Country Club Living! Updated And Perfectly Maintained 2 Bedroom 2 Bath Springfield Model With Updates That Include: Hardwood And Tile Flooring ,Kitchen With Quartzite Countertops And Stainless Appliances ,Newer Heat And Cac, Newer Roof, New PVC Fencing, HI Hat Lighting. Amenities Include: Private 9 Hole Golf,2Clubhouses,4 Pools Tennis, Pickleball, Racquetball,2 Gyms, and Many Social

    Thomas Annunziato Howard Hanna Coach

    9 Casey Ln Unit 253, Middle Island, NY 11953
  • /21

    $534,900

    • 4 Beds
    • 2 Baths
    • 1,476 Sq Ft

    12 Lakeview Dr, Middle Island, NY 11953

    Welcome to 12 Lakeview Dr in Middle Island! This beautifully maintained Colonial home features 4 bedrooms and 2 full bathrooms. The updated eat-in kitchen offers modern appliances and plenty of space for family meals. The full basement with Bilco doors provides ample storage and potential for additional living space. Situated mid-block on a spacious 0.34-acre lot, the property boasts a generous

    Yoan Velazquez Douglas Elliman Real Estate

    12 Lakeview Dr, Middle Island, NY 11953
  • /18

    $499,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    7 Artist Dr, Middle Island, NY 11953

    Welcome home! Beautifully renovated 3-bedroom, 1-bath Ranch offers modern updates. Open floor plan featuring a bright eat-in kitchen with a large island that easily seats six—perfect for gathering and entertaining.All-new systems including appliances, updated 200 amp electric, heating, central air, and an on-demand hot water tank. As well as fresh vinyl flooring flows throughout.

    Holly Brainard Daniel Gale Sothebys Intl Rlty

    7 Artist Dr, Middle Island, NY 11953
  • /24

    $549,950

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    31 Ashton Rd, Medford, NY 11763

    ***Charming Cape Cod home with covered front porch sits on half of an acre of land with park like settings. Rear of property is connected to County land never to be built on. Enjoy your evenings sitting by the fire pit, (yes it is included),or having a BBQ on your patio. Eat in kitchen, all newer stainless steel appliances with "Life Proof" laminate flooring, bay window and French doors

    Susan Belonzi Realty Connect USA L I Inc

    31 Ashton Rd, Medford, NY 11763
  • /29

    $525,000

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

    1 Kate Cir, Middle Island, NY 11953

    Enjoy Country Club Living! Corner Lot! Perfectly Maintained 2 Bedroom 2 Bath Devon 2 Model with Updates That Include: Tile Entry, Newer Flooring, Newer Dishwasher, Updated Baths And Hi Hat Lighting!Amenities Include: Private 9 Hole Golf Course, 2 Clubhouses, 4 Pools, Tennis, Pickleball, Racquetball, 2 Gyms, and Many Social Activities All In A 24 Hr Gated Community!

    Thomas Annunziato Howard Hanna Coach

    1 Kate Cir, Middle Island, NY 11953
  • /34

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,421 Sq Ft

    29 Madison Cir, Middle Island, NY 11953

    Birchwood at Spring Lake – Essex Model2 Bedrooms | 2 Bathrooms | 1,504 Sq Ft | Golf Course LocationWelcome to this beautifully maintained Essex Model located in the highly sought-after Birchwood at Spring Lake, a private, gated community offering resort-style living. Custom built by the original owner in 1999, this charming 2-bedroom, 2-bathroom home offers 1,504 sq ft of thoughtfully designed

    Julie Poidomani Realty Connect USA L I Inc

    29 Madison Cir, Middle Island, NY 11953
  • /21

    $525,000

    • 3 Beds
    • 1 Bath
    • 888 Sq Ft

    1 Pine Rd, Middle Island, NY 11953

    This newly three-bedroom Ranch fully renovated on a corner lot property fully fenced. Driveway re-done all cement. All wood flooring throughout the house, Waser/Dryer hook up. New electrical system. Great starter home or looking to downsize. Low taxes close to all shopping and hospitals nearby. Don't let this opportunity pass you by.

    Eman Prestyly H & G Realty New York

    1 Pine Rd, Middle Island, NY 11953
  • /49

    $995,000

    • 5 Beds
    • 3 Baths
    • 3,434 Sq Ft

    1 Lake Dr, Middle Island, NY 11953

    Welcome to your private retreat — a 5-bedroom, 3-bathroom colonial that perfectly blends timeless charm with modern convenience. Nestled in one of Long Island’s most unique and peaceful settings, this home offers unparalleled privacy with gorgeous water views, all while being just moments from everyday essentials.Step inside to discover spacious living areas with gleaming hardwood floors, a

    Marco Gomez EXP Realty

    1 Lake Dr, Middle Island, NY 11953
  • /5

    $848,000

    • 3 Beds
    • 2 Baths
    • 1,551 Sq Ft

    4 Bunker Ln, Middle Island, NY 11953

    To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Amenities included are hardwood floors on the first floor with carpet in the bedrooms, granite kitchen countertops, 3 choices of cabinets with dove-tail draws and soft touch close, central air conditioning, colonial base moldings & choice of tile for bathrooms. Some optional features include venting out for

    Lynn Anne Daly Douglas Elliman Real Estate

    4 Bunker Ln, Middle Island, NY 11953
  • /5

    $848,000

    • 3 Beds
    • 2 Baths
    • 1,551 Sq Ft

    2 Bunker Ln, Middle Island, NY 11953

    To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Amenities included are hardwood floors on the first floor with carpet in the bedrooms, granite kitchen countertops, 3 choices of cabinets with dove-tail draws and soft touch close, central air conditioning, colonial base moldings & choice of tile for bathrooms. Some optional features include venting out for

    Lynn Anne Daly Douglas Elliman Real Estate

    2 Bunker Ln, Middle Island, NY 11953

Why Live in Middle Island

Middle Island, centrally located on Long Island, offers a balanced lifestyle with convenient access to both the Long Island Sound and the Atlantic Ocean. The neighborhood features quiet, tree-lined streets with colonial, Cape Cod, ranch-style, and hi-ranch homes on spacious lots. Although many streets lack sidewalks, they provide a safe environment for walking and biking. The Longwood Central School District serves the area, with Longwood Middle School, Longwood Junior High School, and Longwood High School all receiving high ratings. For things to do, residents enjoy the Prosser Pines Nature Preserve, home to the oldest concentration of white pines on the East Coast, and the adjacent Cathedral Pines County Park, popular for hiking, mountain biking, and camping. Middle Island Dog Park requires a "Pooch Pass" for entry, ensuring all dogs are vaccinated and spayed or neutered. Golf enthusiasts can play at Spring Lake Golf Club or Middle Island Country Club. Nearby, the Rocky Point State Pine Barrens Preserve offers extensive trails for hiking, biking, horseback riding, and hunting. Dining options in Middle Island include local favorites like Bagels 101, Mac’s Countryside Deli & Catering, and Lombardi’s Italian restaurant. For groceries, residents have access to Walmart and King Kullen. Middle Country Road (State Route 25) runs through the neighborhood, with an onramp to Interstate 495 about 5 miles south, making commutes manageable. The Long Island Rail Road stations in Yaphank, Medford, and Ronkonkoma provide additional commuting options, with the Ronkonkoma station offering a 90-minute ride to Midtown Manhattan. Middle Island also hosts an annual Fireman’s Carnival & Parade in July, featuring a parade, carnival rides, games, food, and fireworks.

Home Trends in Middle Island, NY

Housing Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$519,000
Median Townhouse Sale Price
$312,500
Median 2 Bedroom Sale Price
$340,000
Median 1 Bedroom Sale Price
$207,000
Average Price Per Sq Ft
$315
Number of Homes for Sale
56
Last 12 months Home Sales
176
Months of Supply
3.80
Median List Price
$449,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
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