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1 Grandview 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

38 Appel Drive E, 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

12 Deer Path, 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

33 Greentree Court, 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

22 Cricket 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

138 River Road, 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

40 Greentree Court, 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

46 Brushwood Drive, 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

55 William Floyd Parkway, Shirley
$499,999
4 Beds ⋅ 2 Baths ⋅ 998830 MLS
Welcome to this lovely 4 bedroom, 2 full bathroom home in Shirley, ideally located within walking distance to the beautiful and renowned Smith Point Beach. Originally enhanced in 1996 with a second story addition, the home also received a new roof and new siding at that time, and all Certificates of Occupancy are in place, providing peace of mind for the next owner. Step inside to a warm and inviting layout featuring a comfortable living room that flows seamlessly into the eat-in kitchen, complete with sliding glass doors leading to the backyard. The first floor also offers two bedrooms and a full bathroom, providing convenient one-level living options. Upstairs, you'll find a generously sized primary bedroom with a spacious sitting area that can easily serve as a private retreat, reading nook, home office, or relaxation space. An additional bedroom, oversized dedicated laundry room, and full bathroom featuring both a tub and separate shower complete the second level. Outside, a storage shed provides additional space for tools, beach gear, bicycles, and seasonal items. Just a short stroll from Smith Point Beach on the Fire Island barrier beach, this location is a true haven for beach lovers and outdoor enthusiasts, offering white sandy beaches, rolling Atlantic waves, camping, fishing, scuba diving, swimming, food concessions, and the nationally recognized Smith Point lifeguard headquarters. Conveniently located near shopping, dining, and everyday amenities, with the Long Island Rail Road approximately 4 miles away, this home offers an ideal blend of relaxed coastal living and everyday convenience. Whether you're searching for a year-round residence, weekend getaway, or peaceful retreat near the shore, this home offers the opportunity to enjoy the laid-back beach lifestyle you've been dreaming of.

55 William Floyd Parkway, Shirley

17 Greentree Court, Shirley
$549,000
2 Beds ⋅ 2 Baths ⋅ 996250 MLS
Welcome to resort-style living at The Manors at Colony Preserve — an exceptional 55+ community where luxury, comfort, and lifestyle come together beautifully. This stunning builder’s model is spacious and elegantly appointed, featuring 2 bedrooms, 2 full baths, a versatile bonus room perfect for a home office or den, an inviting living room, formal dining area, and an eat-in kitchen ideal for everyday living and entertaining. The private guest quarters provide the perfect retreat for visiting friends, while the in-unit washer and dryer and private elevator offer everyday convenience and comfort. Beautiful designer touches throughout include crown molding, classic wainscoting, stunning coffered ceilings, and recessed lighting, creating a sophisticated and welcoming atmosphere in every room. Enjoy breathtaking views and peaceful surroundings with beautifully maintained walking trails and scenic outdoor spaces right outside your door. Residents of this vibrant community enjoy an unmatched lifestyle with outstanding amenities including a heated pool, whirlpool spa, bocce courts, picturesque lake with row and paddle boats, charming gazebo, and tranquil walking paths throughout the grounds. The stunning clubhouse offers everything you could want and more — featuring a state-of-the-art Life Fitness Center, game rooms, elegant great room, bar and kitchen facilities, and a cozy gas fireplace perfect for gathering with neighbors and friends. Experience the feeling of being on vacation in a luxury resort all year long at The Manors at Colony Preserve — where every day feels like a getaway.

17 Greentree Court, Shirley

15 Maplewood Drive, Shirley
$525,000
3 Beds ⋅ 2 Baths ⋅ 990536 MLS
Welcome to this beautifully expanded Cape, offering comfort, space, and convenience in a desirable location. This well-maintained home features gleaming hardwood floors throughout and a spacious first-floor primary bedroom complete with a walk-in closet for ample storage. The full bathroom is designed for relaxation, showcasing a luxurious whirlpool tub—perfect for unwinding after a long day. The home’s thoughtful layout provides both functionality and charm, ideal for a variety of lifestyles. Brand new stainless steel appliances and open floor plan. Step outside to enjoy a fully fenced yard, offering privacy and plenty of space for outdoor entertaining, gardening, or pets. Yard equipped with your own dog run. With low taxes under $7,000, this property presents an excellent opportunity for affordable homeownership. Conveniently located close to public transportation, shopping, dining, and just a short drive to Smith Point Beach, this home combines suburban tranquility with easy access to everyday essentials and recreation. Don’t miss your chance to make this inviting home your own!

15 Maplewood Drive, Shirley

15 Cricket Court, Shirley
$479,000
2 Beds ⋅ 2 Baths ⋅ 983473 MLS
NEW PRICE! - $479,000! MOTIVATED SELLER! Now is the time to see this beautiful Bedford model in the desirable 55+ gated community of The Manors at The Colony Preserve. This is an exceptional opportunity for buyers seeking comfortable, low-maintenance living in a wonderful community setting — 1,322 square feet of comfortable, thoughtfully designed living space with 2 bedrooms and 2 full bathrooms. 15 Cricket Ct offers the opportunity to simplify your lifestyle without sacrificing comfort, space or amenities. Buyers can enjoy a beautiful, move-in-ready home with first-floor living, a garage and private outdoor space—while also having access to the social and recreational benefits of a gated 55+ community. Seller is motivated and ready to make a deal! Schedule your private showing today and see why 15 Cricket Court deserves a second look.

15 Cricket Court, Shirley

528 Lockwood Drive, Shirley
$750,000
5 Beds ⋅ 3 Baths ⋅ 979189 MLS
Welcome to this spacious and versatile home set on an oversized .44 acre lot just minutes from the Long Island Expressway for easy commuting. This 5 bedroom, 3 full bath home offers the perfect blend of space, comfort, and functionality. Step inside to a bright and airy living room featuring soaring ceilings, exposed beams, and skylights that fill the space with natural light. The home offers an eat-in kitchen with a center island, stainless steel appliances, and ample cabinet space perfect for everyday living and entertaining. A formal dining room provides the ideal setting for gatherings and special occasions. The home features generously sized bedrooms, including multiple large living areas that offer flexibility for extended family, guests, or a home office setup. Updated bathrooms include modern vanities and a beautifully tiled walk-in shower. Additional highlights include central air, forced hot air heating, and a RainSoft water filtration system throughout the entire home. The layout offers a unique and open feel with great natural light in every room. Step outside to your expansive backyard featuring an in-ground pool, patio space, and plenty of room for entertaining, relaxing, or creating your own outdoor oasis. The large driveway and attached garage provide ample parking. This home offers space, character, and convenience all in one. Don’t miss this opportunity to own a unique property with endless potential.

528 Lockwood Drive, Shirley

127 Johns Neck Road, Shirley
$475,000
3 Beds ⋅ 2 Baths ⋅ 973453 MLS
Waterfront Living with Private Dock – Rare Opportunity! Welcome to a unique waterfront property offering the perfect blend of lifestyle, investment potential, and future expansion. Situated on an oversized 0.43-acre lot, this home features direct water access with a private dock—ideal for boating, fishing, kayaking, or simply enjoying peaceful waterfront views right from your backyard. The existing residence offers approximately 1,200+ square feet of living space with 3 bedrooms and 2 full bathrooms. Whether you’re looking to renovate, expand, or rebuild, this property presents endless possibilities to create your dream waterfront home. The expansive lot provides ample space for outdoor entertaining, storage, or future development, making it a standout opportunity for both end-users and investors alike. Located in the desirable Shirley area within the Town of Brookhaven, this home offers convenient access to beaches, marinas, parks, shopping, and major roadways while maintaining a quiet, coastal neighborhood feel. Property Highlights: • Waterfront property with private dock • Oversized 0.43-acre lot • 3 bedrooms / 2 full bathrooms • Approx. 1,284 square feet of living space • Endless renovation, expansion, or rebuild potential • Ideal for boating and outdoor lifestyle • Low taxes. Perfect for: End-users, investors, builders, or anyone seeking a waterfront lifestyle opportunity. Don’t miss this rare chance to own a waterfront property with incredible upside potential in a prime Long Island location.

127 Johns Neck Road, Shirley

487 NEIGHBORHOOD ROAD, Shirley
$569,990
3 Beds ⋅ 2 Baths ⋅ 854010 MLS
New Construction Home Will Be Completed In The Fall...Kitchen is now being installed. To Be Built 3 Bedroom Cape/ There is a first floor bedroom and the Second floor has 2 bedrooms/There is 2 full bathrooms... One on the first floor...One on the second floor/You have a choice of cabinets/choice of tiles for the bathrooms/choice of granite for the Kitchen/choice of carpet for the bedrooms ( All from Builder's Selection) Stainless Steel Appliance Package( From Builder's Selection)/Heat Pump/Central Air Conditioning/Full Unfinished Basement with 8ft ceilings with One Egress Window plus 3 additional windows.Photos of a previously built home! You can be in by the fall.! Some photos have been digitally enhanced.

487 NEIGHBORHOOD ROAD, 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.