Shirley Real Estate

Welcome to Shirley, New York – a hidden gem nestled in the heart of Suffolk County. This charming hamlet offers a perfect blend of suburban tranquility and easy access to the vibrancy of Long Island living. With its picturesque landscapes, friendly community, and a rich tapestry of recreational activities, Shirley is an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Shirley's prime location places residents just a stone's throw away from the stunning beaches of the South Shore, allowing for sun-soaked weekends and leisurely strolls along the shore. Nature enthusiasts will appreciate the nearby Wertheim National Wildlife Refuge, where you can explore scenic trails, birdwatch, and immerse yourself in the beauty of the great outdoors.

The community is known for its strong sense of camaraderie, with local events and farmers' markets fostering connections among neighbors. Families will find a range of educational options, with well-regarded schools that prioritize student development and community involvement.

Shopping and dining options are abundant, from quaint local eateries to larger retail centers, ensuring that you have everything you need within reach. Plus, with easy access to major highways and public transportation, commuting to nearby urban centers is a breeze, making Shirley a perfect blend of rural charm and urban convenience.

Whether you’re looking for a cozy starter home or a spacious family residence, Shirley offers a variety of real estate options to suit your needs. Come discover the warmth and welcoming spirit of Shirley, where your dream home awaits!

Newest Listings in Shirley

$469,000

3 Beds ⋅ 2 Baths ⋅ 1033028 MLS

Siding, roof, windows, patio, peak and columns updated in 2011. Boiler and water heater (2010). Cesspool is 10 yrs old (2016). This property is one block from the Bellport Bay and Shirley Beach with a Splash Park and playground. Close to the marina, shopping, highways and Smith's Point Beach.

13 Manor Drive, Shirley

$699,000

3 Beds ⋅ 2 Baths ⋅ 1031632 MLS

Welcome to 46 Margin Drive West in Woodland & Smith Point Estates, a custom-built home offering approximately 2,500 square feet of living space on a shy 3/4-acre property, complete with an attached 3-car garage—perfect for buyers looking for a one-of-a-kind property rather than a cookie-cutter home. Step into the impressive vaulted foyer that opens to a spacious living room featuring a wood-burning fireplace and engineered wood floors throughout. The heart of the home is the beautifully designed eat-in kitchen, created for those who love to cook and entertain. It features granite countertops, an abundance of cherry cabinetry, and top-of-the-line appliances, including a built-in refrigerator, double oven, warming drawer, cooktop, and dishwasher. Cathedral ceilings, recessed lighting, a skylight, and sliding glass doors leading to the backyard fill the space with natural light. A generous butler's pantry provides even more cabinetry and storage. The home also offers a formal dining room, a dedicated office, and a convenient first-floor laundry room. The primary suite is a true retreat, featuring vaulted ceilings, sliding glass doors to the backyard, a large walk-in closet, and a spacious ensuite bath with a jacuzzi tub, separate shower, and skylight. Two additional bedrooms are located on the main level, along with a beautifully renovated full bathroom. A loft provides flexible space for guests, a fourth bedroom, home office, or recreation room. Andersen windows and additional skylights create a bright and inviting atmosphere throughout the home. The huge unfinished basement with high ceilings offers endless possibilities for future living space, a home gym, workshop, or abundant storage. Additional features include central air conditioning with two zones, oil heat, a new electric hot water heater, and 200-amp electric service with a subpanel in the basement. Outside, the expansive backyard is designed for entertaining with a large deck, pergola, paver patio, electric awning, in-ground sprinklers, and a hot tub currently in working order. The oversized property provides plenty of room to relax, entertain, and enjoy the outdoors. The attached 3-car garage is a standout feature, offering electric in all three bays, an EV charging station, and pull-down attic storage—ideal for car enthusiasts, hobbyists, or anyone in need of exceptional storage and workspace. This exceptional move-in-ready home combines custom craftsmanship, generous living space, and outstanding amenities in one remarkable package.

46 Margin Drive W, Shirley

$569,999

3 Beds ⋅ 2 Baths ⋅ 1033659 MLS

This Home has EVERYTHING you have been Looking for! Set in the Tangiers area, This 3 Bedroom Home with Level Fenced Yard has a NEW 50 Year Roof ! Central Air Conditioning! Hardwood Flooring thruout! This Home Has a Living Room & a Den with Masonary Fireplace ! A Large Country Kitchen with Bay Window, New Stainless Refrigerator, Dishwasher . The Home has been Freshly Painted Inside and Out! There is a Finished Basement with Private Entry & Private Yard. There are 3 Rooms and a full Bath, Plenty of Extra Storage too. New 200 Amp Electric Service. The Property is a Large Lot of 150x100 , All Level and Fenced! Off the Kitchen is a Large Updated and Freshly Painted Deck with Solar Lighting. The Home has a Blink Security System that Stays ! And Low Taxes! * Cieling Fans * Hi Hats * All Outlets have been replaced* Newer Oil Tank with New Line & Fuel Gauge* Solar Lighting on Deck* Garge with Garge Door Opener.

20 Musket Drive, Shirley

$599,000

4 Beds ⋅ 2 Baths ⋅ 1033653 MLS

Welcome to 282 W End Avenue! A 4-bedroom colonial ideally located 10 minutes from the beach and close to major highways for easy commuting. This home features spacious living areas, a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy a bright kitchen with new cabinetry, quartz countertops, a spacious living room, and a cozy family room. The backyard offers 1 acre, a pool, and a patio, perfect for relaxing or for hosting. This beautifully maintained home is ready for you to make it your own today!

282 W End Avenue, Shirley

$679,999

4 Beds ⋅ 2 Baths ⋅ 1033583 MLS

Welcome home to this beautifully maintained 4-bedroom, move-in-ready Colonial, perfectly situated on a spacious half-acre. Offering the ideal blend of classic charm and modern comfort, this home is ready for its next owners to simply unpack and settle in. Step inside to a bright, welcoming layout featuring generously sized living spaces, perfect for both everyday living and entertaining. The eat-in kitchen offers plenty of cabinet and counter space, flowing seamlessly into the beautiful dining and living areas. Upstairs, you'll find four well-proportioned bedrooms, including a comfortable primary suite, along with ample closet space throughout. Full basement, A/C units. Oil Heat, 200 Amp. Outside, the expansive half-acre lot provides endless possibilities — room to garden, play, entertain, or simply enjoy quiet outdoor evenings in your own private retreat with paver patio. With a one car garage, oversized driveway and great curb appeal, this property offers space, privacy, and convenience all in one package. Ideally located near local schools, shopping, parks, and easy access to major roadways like William Floyd Pkwy and the LIE, this home combines suburban tranquility with everyday convenience. Don't miss your chance to own this turnkey Colonial — schedule your private showing today!

357 Avondale Drive, Shirley

$649,998

4 Beds ⋅ 2 Baths ⋅ 1032586 MLS

Updated 4-Bed Ranch w/ Extended Family Space & Relaxing Outdoor Sanctuary! Your Bluestone walkway leads you to your front door surrounded by year round specimen plants, enter into Turn-key perfection on a private, fully fenced .5 acre! This 4-bed, 2-bath Ranch features a bright living room w/ wood floors and a modern quartz kitchen with a new tile backsplash. Step out onto a huge, freshly redone deck overlooking a large, soothing feeling yard—complete with ambient light scaping, automated sprinklers, garden, and a tranquil rock fire pit area. The expanded walkout lower level is ideal for extended family, featuring a huge secondary family room, redone full bath, laundry room, 4th bed, and potential 2nd kitchen area. Large driveway, whole-house generator hookup, and a truly calming outdoor oasis. A must-see!

615 Sleepy Hollow Drive, Shirley

$599,000

6 Beds ⋅ 2 Baths ⋅ 995480 MLS

Spacious 6-bedroom, 2-bath Colonial set on a beautiful half-acre property in East Yaphank, offering endless potential for the right buyer. This generously sized home features a flexible layout with plenty of room for extended family, guests, or work-from-home needs. A full basement provides additional storage. Situated on a large lot with ample outdoor space for entertaining, gardening, or expansion, this property is perfect for those looking to customize and make it their own. With some TLC, this home can truly shine. A rare opportunity to own a large property with incredible potential in a convenient location close to major roadways, shopping, and more.

485 Lockwood Drive, Shirley

$449,000

3 Beds ⋅ 2 Baths ⋅ 1020948 MLS

Great space, great layout, and an awesome location - just 1.5 miles from Smith Point ocean beach, and less than a half mile from "Shirley Beach" and splash park, which overlooks Bellport Bay and faces directly west with some of the most breathtaking sunsets on Long Island. This home features central AC, vaulted ceilings and hardwood floors throughout entire first floor. If you enjoy entertaining, you'll love the spacious formal dining room with large bay window, open kitchen with stainless steel appliances, and a living room which flows into the separate den/sitting area with sliding glass doors to first floor deck, plus a cozy wood-burning fireplace at the center of it all. Half bath/powder room on lower floor and a large full bathroom on upper level with Jack & Jill entrance from primary bedroom. Samsung washer and dryer just 2 years young. Giant driveway with plenty of room for a boat, and an oversized 1-car garage with attic above, plus crawl space with concrete floors and approx 3 feet of head room for lots of storage and access to insulated oil tank. Roof is approx 10 years. Just under a quarter acre, fully fenced with newer PVC. Decking needs some love but large decks both from first floor and on upper level with sliding glass doors from primary bedroom. Property has significant elevation making flood insurance affordable. Ask me about the brand new bridge to Smith Point beach set to begin construction soon, or Brookhaven Town's planned and approved Downtown Revitalization Project, also set to begin construction soon just 2 miles away.

62 Lombardy Drive, Shirley

$928,888

1032063 MLS

Welcome to 1 Grandview Drive, Shirley — a rare legal two-family home offering incredible versatility and beautiful Great South Bay water views directly across the street. This unique property features two oil tanks, two oil burners, and two electric meters, making it ideal for both homeowners and investors. The first-floor unit offers 2 bedrooms, 1 and a half baths, and two sunrooms, while the second-floor unit features 2 bedrooms and 2 full baths. Enjoy the peace of mind knowing this home does not require flood insurance while still providing the coastal lifestyle you've been looking for. Located just minutes from Smith Point Beach, shopping, dining, and the train station, and only steps away from a community beach area featuring a seasonal spray park, playground, picnic areas, restrooms, and breathtaking Bellport Bay views. Live in one unit while enjoying rental income from the other — or make this your own waterfront-view retreat. Wake up every day feeling like you're on vacation. Come see for yourself!

1 Grandview Drive, Shirley

$760,000

4 Beds ⋅ 2 Baths ⋅ 1031018 MLS

Picture waking up to the sound of water lapping just beyond your bedroom balcony, coffee in hand, watching the sun rise over the horizon, this is everyday life in this one-of-a-kind waterfront Cape Cod, nestled right on the border of Brookhaven in the sought-after William Floyd school district. This 4-bedroom, 2-bathroom home welcomes you with a bright, open floor plan filled with natural light, offering the perfect canvas for your next chapter, while outside, a spacious backyard and screened-in porch set the stage for unforgettable summer gatherings, quiet evenings, and front-row sunsets over the water. Hop on your bike or take a short stroll to the beach, where the charm of Shirley — proudly known as "Long Island's Best Kept Secret" — comes alive with fishing, boating, and swimming just steps from your door. Cross the Smith Point Bridge and you're on Fire Island, where Smith Point County Park delivers Atlantic Ocean beach days and live music echoing through the park all summer long. Waterfront homes like this, in this condition and at this price, simply don't come around often and they don't last. This isn't just a house, it's the lifestyle you've been waiting for.

62 Grandview Drive, Shirley

$499,000

3 Beds ⋅ 1 Baths ⋅ 1031060 MLS

Welcome home to this charming three bedroom, one bath ranch in Shirley, set on an oversized property that gives you room to breathe, play, and grow. Step inside to a bright, comfortable layout with easy single level living. The converted garage adds flexible bonus space perfect for a den, home office, gym, or extra living area while the basement provides valuable storage or future potential. Outside, the expansive yard invites entertaining, gardening, and outdoor fun in every season. Conveniently located near local shops, dining, parks, and major roadways. This home blends suburban comfort with everyday convenience. Ready for your next chapter? Come see the possibilities.

61 W End Avenue, Shirley

$659,000

3 Beds ⋅ 2 Baths ⋅ 1030459 MLS

COMING SOON!!! Professional pictures to come!! This charming single-family home is set on a spacious half-acre property in the heart of Shirley. Offering approximately 1,440 square feet of living space, this 3-bedroom, 1.5 bath residence provides a comfortable layout with plenty of room for everyday living and entertaining. The expansive backyard offers endless possibilities for outdoor enjoyment with an above-ground, a large yard that can accomodate gardening, recreation, and future enhancements. Whether you're a first-time homebuyer, looking to rightsize, or searching for an investment opportunity, this property combines space, privacy, and potential. Conveniently located near shopping, restaurants, schools, parks, beach with bridge access to the Fire Island National Seashore, train station and major roadways, this home provides easy access to everything the area has to offer while maintaining the tranquility of a residential neighborhood. Don't miss the opportunity to make this property your own.

565 Starlight Drive, Shirley

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.