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36 Schenk Drive, Shirley
$499,000
4 Beds ⋅ 2 Baths ⋅ 1037858 MLS
FOR SALE: Spacious Ranch with lots of potential on Schenk Drive! Unlock Your Dream Home in the Heart of Shirley! Welcome to 36 Schenk Drive—an exceptional opportunity to secure an over-sized ranch that is truly ready for its next chapter. Situated on a beautiful, quiet street, this home is the perfect canvas for someone looking to infuse their own personal style and make it their own. Key Highlights: Expansive Living: This over-sized ranch features a fantastic, modern open floor plan that creates a seamless flow between living areas, making it ideal for both entertaining and daily relaxation. Versatile Space: With 4 spacious bedrooms, there is plenty of room for family, guests, or a dedicated home office. Endless Possibilities: Benefit from a huge, full basement—providing incredible storage or the perfect foundation for a future finished recreational space, gym, or workshop. Value Like No Other: Priced with an uber-aggressive asking price, this home offers an unbeatable entry point into a desirable community. Prime Location: Enjoy the perfect balance of suburban tranquility and ultimate convenience. You are just moments away from everything you need: Retail & Shopping: Located near a massive selection of shopping destinations, including a Super Walmart and the popular Tanger Outlet Center for all your shopping needs. Commuter Friendly: Easy access to local mass transit makes getting around simpler than ever. Lifestyle: Experience the best of the area with proximity to local dining, parks, and all the essential amenities that make a location "worth while." Don’t miss out on this incredible opportunity to build equity and create the home of your dreams. This property is priced to move and won't last long!

36 Schenk Drive, Shirley

188 West End Avenue, Shirley
$729,900
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

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

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

146 Moriches Middle Island Road, Shirley
$599,000
4 Beds ⋅ 4 Baths ⋅ 1020523 MLS
Beautiful Colonial house with stunning landscaping fully renovated, a lot of space windows light with a huge back yard, parking for 6 cars plus garage, this beautiful house is 4 bedrooms and 3 full bathrooms plus a full fished basement with walk out access. This house is under Long-wood School District one of the best schools. Very close to transportation and shopping plaza. Additional highlights include a fully finished basement with walk-out access a garage, and an impressive driveway with parking for up to 6 vehicles located within the Longwood school district, this home offers convenient access to public transportation, shopping centers and everyday amenities. With its beautiful renovations spacious layout and desirable location this colonial as a wonderful place to call home.

146 Moriches Middle Island Road, 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

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 spacious 4 bedroom, 2 full bathroom home in Shirley, ideally located within walking distance to the beautiful and renowned Smith Point Beach. Discover the exciting potential of Shirley, a community benefiting from ongoing revitalization initiatives! With plans focused on beautification, infrastructure improvements, business development, and economic growth, Shirley is embracing a promising new chapter on Long Island's South Shore. 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

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

72 Grandview Drive, Shirley
$1,439,900
3 Beds ⋅ 3 Baths ⋅ 975912 MLS
Welcome To Shirley NY. Come Live in Paradise... A Wonderful Beach Community .. Just 2 Minutes Away From The Famous Smiths Point Beach And Park offering Spectacular Sunrises with Spectacular Westerly Sunsets in your Back Yard... This is a Rehab that has been Completed better than New Construction... Seller welcomes Any Home Inspections... New 300 Amp Electric.. 4 Zone Air Conditioning and 4 Zone Heating... Home has been Converted to Propane... All new walls and floors which include Most floor joists and framing Studs being replaced. Most of the house is Spray in insulation... Garage is Extra Large with a little more with and depth with insulated Garage door... Crawl Space is poured Concrete with French drain. Off the Beautiful Front Porch you enter A Spacious Entry Hall with large Closet and Large 1/2 Bath... Expansive Kitchen comes with a Coffee Bar, 4 foot 7 Burner Gas Cook with Pot Filler. entertainers 19 Island with Wine Cooler, Trash Compactor and seating Area ... Spacious Master Bath is a Steam Shower Soaking Tub and Dual Vanities .... Home Has All CO's In Place. Everything was do with town Permits There is Wayyyyy to many upgrades to List. The Home is A Must See. .. Seller Will Hold A 1st Mortgage with 50% Down (at Market Rates) ....

72 Grandview 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

501 William Floyd Parkway, Shirley
$1,100,000
945326 MLS
Calling All Investors, Developers & End-Users!!! Free Standing Building With A1 Zoning On A Huge 30,300+ Sqft. Lot On William Floyd Pkwy. For Sale!!! The Property Features Excellent Signage, Great Exposure, 26 Parking Spaces, High 10’ Ceilings, A1 Zoning, J Business District, Kitchen, Sprinklers, Skylights, Ramp, Conference Room, Multiple Offices, Accessible Parking, 200 Amp Power, All New LED Lighting, CAC, +++!!! The Property Is Located In The Heart Of Shirley On Busy William Floyd Pkwy. Just Minutes From Sunrise Hwy.!!! Neighbors Include Starbucks, The Home Depot, USPS, UPS, Stop & Shop, Ulta Beauty, Kohl’s, Marshalls, Dunkin’, Kay Jewelers, CVS, McDonald’s, King Kullen, McDonald’s, Taco Bell, Wendy’s, Sonic, Enterprise Rent-A-Car, Aldi, Lidl, Dollar Tree, STS Tire, Jersey Mike’s Subs, Carvel, KFC, +++!!! The Property Has 151’ Of Frontage On William Floyd Parkway!!! This Property Offers HUGE Upside Potential!!! This Could Be Your Next Development Site Or The Next Home For Your Business!!! Income: County Office (1,700 Sqft.): $42,000 Ann.; Lease Exp.: 9/1/26. Taxi Co. (800 Sqft. LL): $18,000 Ann.; 3% Ann. Inc.; Lease Exp.: 12/1/30. Finished LL (2,200 Sqft.): $36,000 Ann. (Available) 1st Floor (900 Sqft.): $24,000 Ann. (Available) 1st Floor (1,110 Sqft.) $28,800 Ann. (Available) Pro Forma Gross Income: $148,800 Ann. Expenses: Oil: $2,350 Ann. Electric: $2,139 Ann. Water: $178 Ann. Maintenance & Repairs: $250 Ann. Insurance: $3,862 Ann. Taxes: $15,037 Ann. Total Expenses: $23,816 Ann. Pro Forma Net Operating Income (NOI): $124,984 Ann. (11.36% Cap!!!) Reply, Reply All or Forward

501 William Floyd Parkway, Shirley

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