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$749,990
5 Beds 4 Baths 1034356 MLS
Welcome to 188 West End Ave, an extraordinary, fully renovated residence where luxury, scale, and modern design come together effortlessly. Boasting an impressive 2,888 square feet of above-grade living space, this expansive 5-bedroom, 4-bathroom home offers the ideal blend of elegance, comfort, and functionality for today's lifestyle. The centerpiece of the home is a beautifully appointed designer kitchen featuring contemporary finishes, seamlessly flowing into generously sized living and entertaining areas designed for both everyday enjoyment and memorable gatherings. Set on an oversized 25,000+ square foot property, the outdoor space provides endless possibilities for recreation, entertaining, future enhancements, or simply enjoying the privacy and serenity of your own backyard retreat. Adding even more versatility is an additional 1,000+ square feet of beautifully finished basement space—not included in the home's already impressive 2,888 square feet of living area. Whether you're envisioning a home theater, fitness studio, recreation room, guest suite, home office, or multi-purpose entertainment space, the possibilities are virtually endless. Thoughtfully renovated with stylish finishes throughout and truly move-in ready, this exceptional Shirley residence offers a rare combination of luxury, generous living space, and an expansive property that is seldom available. A remarkable opportunity to own a home that delivers both sophistication and room to grow.

188 West End Avenue, Shirley

$657,000
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

$659,998
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

$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

$599,000
5 Beds 3 Baths 1030193 MLS
If space is what you’ve been looking for, 38 Appel Drive delivers! This spacious Shirley Colonial offers 5 bedrooms, 2.5 bathrooms, a 2-car garage, and a recently sealed double-wide driveway with plenty of parking. Step inside to a large living room and formal dining room, both newly carpeted and freshly painted, along with a spacious eat-in kitchen featuring granite countertops, stainless steel appliances, and fresh paint. An enclosed back patio provides additional space to relax, entertain, or enjoy the backyard. Upstairs, hardwood floors run throughout the second level. The primary bedroom features a recently updated private bathroom with double sinks and three closets, including a walk-in closet. Generously sized rooms and a functional layout provide plenty of space for everyday living and entertaining. Conveniently located close to schools, shopping, dining, parks, transportation, and local beaches. The sellers are ready to make a move and open to working with serious buyers. Come see all that 38 Appel Drive has to offer!

38 Appel Drive E, Shirley

$849,000
5 Beds 4 Baths 988791 MLS
Located in the desirable Woodland Estates section of Shirley, this beautifully updated 5-bedroom, 3½-bath corner property is situated on an expansive 0.8-acre lot and offers an open floor plan with cathedral ceilings, hardwood and ceramic tile flooring, recessed lighting, a wood-burning fireplace, and central air conditioning. The eat-in kitchen features designer cabinetry, granite countertops, stainless steel appliances, and opens seamlessly to the main living areas, while a formal dining room adds to the home's functional layout. A full finished basement with an outside entrance provides a large recreation area and ample storage. Outside, enjoy a beautifully maintained backyard with a spacious deck, BBQ area, and large in-ground pool. Additional features include a fully insulated two-car garage currently being used as a game room with an electric vehicle charging hookup, a newly expanded driveway, and quality updates throughout, making this exceptional home move-in ready.

12 Deer Path, Shirley

$510,000
2 Beds 2 Baths 1022293 MLS
Welcome to 33 Greentree Court, a beautifully appointed second-floor condominium in a desirable gated 55+ community offering the perfect blend of comfort, convenience, and low-maintenance living. This recently constructed home features 2 spacious bedrooms, 2 full bathrooms, a versatile bonus room, cathedral height ceilings, and an eat-in kitchen overlooking the covered terrace, perfect for enjoying your morning coffee or unwinding at the end of the day. Enjoy the convenience of an attached garage, private in-unit elevator, and in-unit laundry. Whether you’re looking to embrace a more leisurely lifestyle or need a home that accommodates an active work schedule, this residence offers modern amenities designed for ease and comfort. Residents enjoy a vibrant clubhouse with social events, a swimming pool, hot tub, bocce courts, and scenic walking trails. Ideally located near major roadways, transportation, shopping, the East End, Patriots Preserve, and Smith Point County Park, this is an exceptional opportunity to enjoy the best of Long Island living.

33 Greentree Court, Shirley

$399,999
2 Beds 2 Baths 1018240 MLS
Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-full-bath condominium located in a sought-after 55+ retreat-style community. Designed for comfort and convenience, this spacious home features a granite eat-in kitchen with sliders leading to a private balcony, perfect for enjoying your morning coffee or relaxing outdoors. The thoughtfully designed floor plan offers a spacious living room, separate den, and formal dining room, providing plenty of space for entertaining and everyday living. The generous primary suite serves as a private retreat, complete with a full en-suite bathroom and two walk-in closets. A well-appointed second bedroom and full guest bath provide comfort and privacy for family and guests. The convenience of in-unit laundry adds to the ease of everyday living. Beyond your front door, enjoy an exceptional lifestyle with outstanding community amenities. The stunning clubhouse features a state-of-the-art fitness center, library, business office, and an elegant banquet room complete with a private kitchen and bar, perfect for social gatherings and community events. Outdoors, residents can relax by the heated pool, enjoy scenic views of the lake, take advantage of paddle boating, or participate in the wide variety of activities and social events offered throughout the year. This is more than a home—it's a lifestyle. Don't miss the opportunity to enjoy luxury, convenience, and an active community in one exceptional package.

22 Cricket Court, Shirley

$619,999
3 Beds 2 Baths 1017197 MLS
Welcome to 138 River Road, Shirley – a beautifully maintained stucco ranch offering the perfect blend of comfort, style, and entertainment. This thoughtfully designed home features 3 spacious bedrooms and 2 full bathrooms, with every room showcasing its own unique character through custom accent walls and generous closet space. Inside opens to an inviting open-concept floor plan highlighted by a cozy gas fireplace, creating the perfect atmosphere for relaxing or entertaining guests. The heart of the home is the chef-inspired kitchen, complete with a large center island, granite countertops, built-in gas cooktop with overhead vent, stainless steel appliances, stylish backsplash, and soft-close cabinetry. Ceramic tile flooring flows throughout the main living areas, while the bedrooms feature attractive vinyl flooring. Crown molding adds an elegant touch throughout the home. The first-floor bathroom boasts soaring ceilings and a skylight, filling the space with natural light. Convenient interior access leads to the expansive finished basement, offering endless possibilities with a spacious open layout, built-in bar, and second full bathroom—perfect for entertaining, a recreation room, home office, or guest space. Additional features include central air conditioning, gas heat, and numerous updates throughout. Outside you’ll enjoy your private backyard retreat. Relax on the Trex deck or spend your summers enjoying the saltwater in-ground pool featuring a brand-new liner and timer system. The front porch provides the perfect place to enjoy your morning coffee while taking in the peaceful surroundings. Conveniently located just minutes from Smith Point Beach, one of Long Island’s premier oceanfront destinations, where you can enjoy sandy beaches, fishing, boating, surfing, camping, and breathtaking sunrises over the Atlantic Ocean. Commuters will appreciate easy access to Sunrise Highway, William Floyd Parkway, and the Long Island Expressway, making travel throughout Long Island simple and convenient. The nearby Long Island Rail Road station provides access to New York City, with Times Square reachable in approximately 90 minutes. Shirley offers an exceptional lifestyle with nearby parks, marinas, golf courses, nature preserves, waterfront dining, local shopping centers, fitness facilities, and year-round recreational activities. Outdoor enthusiasts will appreciate proximity to Wertheim National Wildlife Refuge, Smith Point County Park, Forge River boating opportunities, and the Great South Bay. Whether you’re looking for a year-round residence or the perfect place to entertain family and friends, this home offers an incredible combination of location, amenities, and lifestyle. Don’t miss the opportunity to make this beautiful Shirley home your own.

138 River Road, Shirley

$190,000
1006388 MLS
Rare opportunity to own a spectacular bayfront property featuring 90 feet of direct waterfront frontage and private water access. Enjoy breathtaking panoramic views, stunning sunsets, and the tranquility of waterfront living. Whether you're looking to build your dream home, create a vacation retreat, or invest in a premier waterfront location, this property offers endless possibilities. With direct access to the bay, boating, kayaking, paddleboarding, fishing, and other water activities are just steps from your door. The generous waterfront frontage provides ample space to maximize views and take full advantage of the property's exceptional setting. Experience the beauty of coastal living with easy access to nearby beaches, marinas, dining, and local amenities.

VL Johns Neck Road, Shirley

$530,000
2 Beds 2 Baths 1004153 MLS
THIS PARTICULAR UNIT BOASTS SUPERIOR CUSTOM LAY OUT AND UPGRADES BABY!!!! UPGRADES!! Welcome to The BEDFORD a desirable GROUND FLOOR model Located in The Manors at Colony Preserve! Your Ultimate Haven in the Heart of a coveted 55 and Over Community! Luxury living, meticulously crafted two-bedroom unit, Beautifully Upgraded, Including granite Counter tops, Kitchen Recessed lighting, two full bathrooms, Updated Appliances, Sliders to your Private EXPANDED CUSTOM PATIO, Beautiful tile floors and full garage with custom epoxy flooring! Enjoy upgrades such as custom cabinetry and attention to detail with crown molding, upgraded appliance package. Take note of the "two" water spickets for convenience! ! One water source in the garage and one on the patio as well! Instant hot water heater and custom closets! "This particular Bedford unit" offers the epitome of upgraded layouts LIKE NO OTHER FEATURING DESIRABLE OPEN CONCEPT! Indulge in top-of-the-line amenities including a shimmering pool, relaxing Jacuzzis! Enjoy a lifestyle of unparalleled ease, every need is met effortlessly. TIME TO DITCH THOSE SHOVELS, RAKES AND LAWN MOWERS! Those days are now over! Experience the relaxation with well-manicured bocce courts, serene walking trails around a picturesque lake, and charming gazebos scattered throughout the community. The immaculate clubhouse beckons with its state-of-the-art gym, life fitness center, game rooms, library, and inviting social events calendar! You'll be "feet in the sand" in minutes as your only 2 miles from Smith Point Beach, Tiki Joe's and the breathtaking Atlantic Ocean! Take a breath of fresh air on your private patio and soak in the tranquil surroundings. Isn't it time to experience a hassle-free lifestyle? Simply turn the key and let The Manors take care of the rest. As a dedicated realtor for 28 years, I wholeheartedly stand behind the exceptional value and lifestyle offered by this 55 and over community. In fact, I am so confident in its merits that I proudly facilitated the purchase of a home for my own parents within this esteemed Community! With top-tier amenities, a vibrant social atmosphere, and a commitment to providing residents with the utmost comfort and convenience, this community embodies everything one could desire in their golden years. I invite you to explore the countless benefits. The BEDFORD at Colony Preserve, your new home sweet home. You've been around long enough to know opportunity is not a lengthy visitor!

40 Greentree Court, Shirley

$750,000
8 Beds 3 Baths 1001013 MLS
Expanded and versatile 8-bedroom, 3-bath home offering endless possibilities for extended family living or investment potential! Designed with a layout similar to a duplex this unique property features spacious living areas, beautiful wood floors, and gas cooking. This home was built with truss construction, giving you incredible flexibility to reimagine the layout and customize the floor plan to fit your needs. Whether you want open-concept living, expanded bedrooms, or a completely new flow, the possibilities are endless. The oversized primary bedroom offers a full-size hot tub, brand new updated bathroom creating a private retreat right at home. A full basement 12ft ceilings with 2 separate entrance provides exceptional storage and future potential. Generous room sizes, flexible floor plan, and ample space throughout make this property truly one of a kind. Conveniently located near shopping, transportation, parks, and major roadways. A 3 car detached garage ample storage and work space.Property being sold as-is Incredible opportunity with unlimited potential!

46 Brushwood Drive, Shirley

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.