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Explore Similar Condos Within 2 Miles of Shirley, NY

  • /32

    $610,000

    • 2 Beds
    • 2 Baths
    • 1,839 Sq Ft

    521 Highland Ct Unit 521, Moriches, NY 11955

    Welcome to The Waterways! This newly renovated home boasts a sunny open floor plan, vaulted ceilings and neutral finishes throughout. Situated in a luxury waterfront Guard Gated 55+ community, residents enjoy a wide range of amenities and activities. Newly renovated clubhouse and gym, in-ground heated pool, private marina, tennis, pickleball, bocce and more! HOA fees also include basic cable

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 526-7713

    521 Highland Ct Unit 521, Moriches, NY 11955
  • /25

    $499,907

    • 2 Beds
    • 2 Baths
    • 2,141 Sq Ft

    107 E Midland Pond Ct, Moriches, NY 11955

    Welcome to The Waterways! This unique Driftwood Model boasts TWO Bonus Rooms - perfect for a home office, den, or guest space. Situated in a luxury waterfront Guard Gated 55+ community, residents enjoy a wide range of amenities and activities. Newly renovated Clubhouse and Gym, In-Ground Heated Pool, Private Marina, Tennis, Pickleball, Bocce and more! HOA fees also include basic cable and

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 502-3732

    107 E Midland Pond Ct, Moriches, NY 11955
  • /33

    $579,000

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    493 Woodscreek Ct, Moriches, NY 11955

    Welcome to The Waterways! This meticulously updated EDGEWATER model boasts two bedrooms and two full baths. All appliances replaced in 2023, A/C & Heating January 2025. New blinds and shades, Master suite freshly painted (1 yr). Beautiful updates throughout with gleaming wood floors & updated primary bath. This gated community of residents 55+ boasts a private marina, fully renovated (2025)

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 810-4479

    493 Woodscreek Ct, Moriches, NY 11955
  • /41

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,839 Sq Ft

    537 Highland Ct, Moriches, NY 11955

    Welcome to The Waterways! This Gated community of residents 55+ boasts a private marina, heated pool, tennis, pickleball, bocce, newly renovated clubhouse and gym, billiards, activities, clubs trip and more! This Dover model with its open floor plan is spacious and inviting - bonus room can be used for a den, study, home office, guest room and more! HOA fee INCLUDES basic Cable and Internet! Low

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 250-6473

    537 Highland Ct, Moriches, NY 11955
  • /48

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    575 Mirror Pond Ct, Moriches, NY 11955

    Welcome to The Waterways! Spacious and unique Flagship Model with additional space can be den/study/home office/third bedroom. Open concept floor plan with Dining/Living room with fireplace and Serene Pond views from the patio. True Master suite with ensuite bath and dual closets. Guard Gated Community of Residents 55+ boasts a private marina, heated pool, tennis, pickleball, bocce, Newly

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 430-6918

    575 Mirror Pond Ct, Moriches, NY 11955
  • /30

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft

    279 Dockside Ct, Moriches, NY 11955

    Welcome to The Waterways! This rare Admiral style unit boasts open floor plan living with vaulted ceiling living/dining room with dual patios, gas fireplace, Two walk in closets and oversized garage. Basic cable and Internet INCLUDED in HOA Fees! Guard Gated Community highlights: private marina, heated pool, tennis, pickleball, gym newly renovated (2025) clubhouse, bocce, activities, clubs,

    Agent Photo

    Jo Ann Boettcher

    Douglas Elliman Real Estate

    (631) 956-8841

    279 Dockside Ct, Moriches, NY 11955
  • /36

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,982 Sq Ft

    106 E Midland Pond Ct Unit First Floor, Moriches, NY 11955

    Welcome to 106 Midland Pond Ct, Moriches, a place where comfort meets style in the desirable Waterways gated community. This expansive First Floor Sandpiper unit offers a unique blend of charm and modern elegance, perfect for those who value a serene and secure living environment. Step inside to find a gourmet kitchen, equipped with new stainless steel appliances. The kitchen gracefully flows

    Agent Photo

    Loukia Christodoulakis

    Douglas Elliman Real Estate

    (631) 529-4922

    106 E Midland Pond Ct Unit First Floor, Moriches, NY 11955
  • /31

    $529,999

    • 2 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    497 Oak Bluff Ct, Moriches, NY 11955

    Welcome To The Waterways, An Active 55Yr+ Guarded & Gated Waterfront Community! The Community Offers A Private Shoreline Along The Forge River With Easy Access To Moriches Bay. Private Marina For The Boaters & Landscaped Waterfront Walkways Are Within A Short Stroll From Your Home. This Large Detached Clearwater Unit is a great Investment. Similar models have closed at $650000 and up that have

    Dorrie Hammill - Capizzi Signature Premier Properties

    497 Oak Bluff Ct, Moriches, NY 11955
  • /31

    $549,000

    • 2 Beds
    • 2 Baths
    • 2,141 Sq Ft

    414 Lindsay Ln, Moriches, NY 11955

    Welcome to The Beautiful Waterways!Located in one of the most sought-after premier 55+ gated communities, this exceptional residence offers the perfect blend of luxury, comfort, and active adult living.Enjoy a wealth of resort-style amenities including a private marina, tennis & pickleball courts, bocce ball, a fully-equipped gym, billiards room, heated pool, vibrant clubhouse, exciting

    Roseann Bisconti Realty Connect USA LLC

    414 Lindsay Ln, Moriches, NY 11955
  • /11

    $289,000

    • 2 Beds
    • 2.5 Baths
    • 900 Sq Ft

    105 Artist Lake Dr, Middle Island, NY 11953

    Welcome to this impeccably maintained 2-bedroom, 2-bath lower-level condo in the highly desirable Artist Lake community. Flooded with natural light, this spacious unit boasts an open-concept layout, a stylish kitchen, in-unit laundry, and central air for year-round comfort.Enjoy a maintenance-free lifestyle with an HOA that covers water, landscaping, snow removal, and more! Relax and

    Rachel Tabibov Douglas Elliman Real Estate

    105 Artist Lake Dr, Middle Island, NY 11953
  • /29

    $249,500 Open Sat 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 836 Sq Ft

    193 Artist Lake Dr, Middle Island, NY 11953

    Why Rent When You Can Own? Welcome to Artist Lake! Step into this beautifully fully renovated ~ May 2025 ~ Astor-style 1-bedroom, 1-bath condo. Located on the first floor for easy access and convenience. Whether you’re a first-time buyer or looking to downsize, this home is your perfect match. Enjoy a bright, modern interior with fresh finishes such as LED high hats and pendant lighting and a

    Jan Josephson-Lynch Cornerstone Properties of LI

    193 Artist Lake Dr, Middle Island, NY 11953
  • /9

    $225,000

    • 1 Bed
    • 1 Bath

    201 Artist Lake Dr, Middle Island, NY 11953

    Welcome to 201 Artist Lake, centrally located in the heart of Middle Island. This charming, ground-level One Bedroom, One Bathroom home offers spacious, open-concept living with an inviting L-shaped living and dining area thats deal for both relaxation and entertaining. The well-appointed galley-style kitchen boasts ample storage and counter space, perfect for all your culinary needs. Enjoy the

    Tyler Brown RE MAX SPARROW REALTY

    201 Artist Lake Dr, Middle Island, NY 11953

Why Live in Shirley

Shirley, NY, located on Long Island's South Shore, is a hamlet known for its waterfront charm and historical significance. Once a retreat for New York City elites, it now offers a mix of original bungalows, ranch-style homes, and newer Colonials, reflecting its evolution from a vacation spot to a full-time residential area. The community is recognized for its affordability compared to the broader Long Island region, with median home prices significantly lower than the area's average. Residents enjoy a variety of attractions, including fishing, boating, and swimming in Bellport Bay and Fire Island. Shirley Beach and Smith Point County Park provide sandy shores and recreational activities, while the Wertheim National Wildlife Refuge offers hiking and wildlife watching. The Long Island Skydiving Center adds a unique thrill to the area. Shirley's crime rate is lower than the national average, contributing to its appeal. Educational opportunities are robust, with the William Floyd Union Free School District and Longwood Central School District both highly rated. Higher education is accessible with Suffolk County Community College and Stony Brook University nearby. The hamlet's commercial hubs along William Floyd Parkway and Sunrise Highway feature diverse dining options, including the notable Southpaw brewery. For commuters, the Long Island Expressway and the Mastic-Shirley LIRR station provide routes to New York City, while Long Island MacArthur Airport and JFK International Airport offer convenient air travel options.

Home Trends in Shirley, NY

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$535,000
Median 2 Bedroom Sale Price
$490,000
Average Price Per Sq Ft
$361
Number of Homes for Sale
80
Last 12 months Home Sales
321
Months of Supply
3.00
Median List Price
$525,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
11%
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