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$399,999
3 Beds ⋅ 1 Baths ⋅ 1035186 MLS
Welcome to this Cape Cod home that features 3 bedrooms and 1 bath on an ample sized lot of .25 of an acre. Home is set back to provide a large circular driveway for plenty of parking. Mature landscaping provides the feeling of privacy. Owners made improvements to Kitchen Bath and Windows that are about 4 years old. Home also utilized PSEG and an energy efficiency program to minimize utility cost. There is some TLC needed. Great Value!

59 Probst Drive, Shirley
$499,000
3 Beds ⋅ 1 Baths ⋅ 1035203 MLS
Welcome to 4 Beechwood Drive! This Charming 3 Bedroom Hi-Ranch Home Is A Fantastic Opportunity For Those Seeking Space, Flexibility, & LOW TAXES. Situated On A Desirable Double Lot, The Property Offers Ample Room For Outdoor Entertaining, & Potential Extended Family Or M/D with Proper Permits. Inside, Enjoy An Updated Kitchen Along With Newer Roof And Newer Siding. Ideally Located Near Shopping, Brookhaven National Lab, Smith Point Beach, Parks, Camping, Fishing, & Recreation With Convenient Access To Major Highways & The Long Island Railroad. Enjoy All That The South Shore Has To Offer While Making This Home Your Own!

4 Beechwood Drive, Shirley
$550,000
5 Beds ⋅ 3 Baths ⋅ 1038100 MLS
Welcome to 413 Glen Dr, Shirley, an exciting opportunity to own a spacious and beautifully updated single-family ranch! This inviting home features 5 bedrooms and 3 full bathrooms, offering plenty of room for comfortable living, entertaining, and making lasting memories. Step inside to discover a renovated eat-in kitchen and beautiful hardwood flooring that adds warmth and character throughout the home. The full finished basement with outside entrance provides valuable additional space with endless possibilities. Additional highlights include oil heating, convenient in-unit laundry, and a deck/patio overlooking the fully fenced yard, creating the perfect setting for outdoor gatherings, relaxing, or enjoying your own private space. Conveniently located near shopping and public transportation, making everyday errands and commuting easy. With its spacious layout, renovated kitchen, finished basement, and fantastic outdoor space, 413 Glen Dr is ready to welcome its next proud owner. This is a wonderful opportunity to make this beautiful Shirley ranch your new home!

413 Glen Drive, Shirley
$549,999
4 Beds ⋅ 2 Baths ⋅ 1038498 MLS
Welcome to this spacious and inviting 4-bedroom, 2-bath Cape located in the Longwood School District. Freshly painted and move-in ready, this home features hardwood floors, updated bathrooms and a huge eat-in kitchen with plenty of room for everyday living and entertaining. The primary bedroom is conveniently located on the first floor, offering flexibility for a variety of living arrangements. A brand-new roof adds peace of mind, while the large basement offers endless possibilities for additional living space, storage, a home gym, or recreation area. Enjoy your morning coffee or unwind on the charming front porch, and out back, a deck overlooks the huge backyard—perfect for entertaining, relaxing, or creating your own outdoor retreat. With ample parking and plenty of space both inside and out, this home is a must-see! Please note: Some photos have been virtually staged to showcase the home's potential.

265 Forrest Avenue, Shirley
$539,000
4 Beds ⋅ 2 Baths ⋅ 1036276 MLS
Beautifully maintained ranch nestled in a desirable Shirley neighborhood! This inviting property features a spacious layout with four comfortable bedrooms, including a generous second floor primary suite complete with private full bathroom and two large closets. The main floor offers a living area perfect for entertaining, paired with a bright eat-in kitchen and a dedicated laundry room, plus three bedrooms and a full bathroom. Step outside to enjoy a fully fenced yard with beautiful landscaping and a newly installed deck. Centrally located with easy access to local parks, beaches, and shopping. Don't miss the chance to make this move-in ready gem your own!

9 Robinson 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
$389,000
3 Beds ⋅ 1 Baths ⋅ 1037450 MLS
Are You a First Time Home Buyer, Looking to Downsize or an Investor? Don’t Miss Out on this 3 Bedroom, 1 Bathroom Ranch – Priced Well with Low Taxes and with Some TLC and Updating, this Could Be the Perfect Home to Start Your Next Chapter In. Additional Home Features and Updates Include: Living Room, Dining Room, Eat-in Kitchen, Three Season Room, Brand New 100 Amp Electrical Service, New Oil Tank, Fenced Backyard and Multi-Car Driveway. Desirably Located - Just Minutes from Local Beaches, Marina, Parks, Preserves, Shopping, Restaurants and Roughly 20 Minutes from the Hamptons and 60 Minutes to New York City. Award Winning William Floyd School District. Call Today to Schedule Your Private Showing. Located in a Flood Zone - No Damage from Sandy.

92 Lombardy Drive, Shirley
$649,000
3 Beds ⋅ 3 Baths ⋅ 1020783 MLS
Welcome to this beautifully renovated and expanded 3-bedroom, 2 1/2 bath ranch, thoughtfully updated with exceptional features inside and out. The open-concept layout offers a spacious living room with soaring vaulted ceilings, a dining area, and a stunning updated kitchen, designed for both everyday living and entertaining. A family room was added featuring a cozy wood-burning stove, creating the perfect gathering space. The fully finished basement expands your living area with a custom wet bar and a wine and beer cellar, ideal for showcasing your collection. Throughout the home, you'll find cedar-lined closets, ductless air conditioning units for personalized comfort, an updated oil-fired heating system, and a new oil tank, providing peace of mind for years to come. Situated on a beautifully landscaped half-acre property, the outdoor amenities are equally impressive. Enjoy your morning coffee on the welcoming wood front porch with PVC railing or entertain on the expansive composite rear deck with a covered all-season sitting area, perfect for relaxing rain or shine. There's an outdoor shower which is a great place to bathe your pets, raised planting beds, and abundant gardening space create a private backyard retreat. The detached garage offers electric, heat, and a window air conditioning unit, making it an excellent workshop, hobby space, or additional storage. Additional improvements include two cesspools with a 3 ring overflow and two drywells with a pump. This exceptional move-in-ready home combines quality craftsmanship, thoughtful updates, and outstanding indoor and outdoor living spaces—all set on a generous half-acre property. A rare opportunity you won't want to miss!

148 Oak Avenue, Shirley
$699,900
3 Beds ⋅ 2 Baths ⋅ 1037301 MLS
New Construction Raised-Ranch construction has started with a completion date of November2026. There’s a model available to preview. Very few new homes that you will find with that quality and craftsmanship of this new home. Hardwood floors throughout, living room with fireplace. Soft closed kitchen cabinets with island. Primary suite, Finished room over garage, full basement with outside entrance and more!

1063 William Floyd parkway, Shirley
$589,888
3 Beds ⋅ 2 Baths ⋅ 1036975 MLS
Welcome to 26 Probst Drive, a well-maintained Colonial tucked into the desirable Tangiers section of Shirley, offering a warm and functional layout with plenty of space to make your own. The main level features beautiful wood floors, a bright and spacious living room, a comfortable dining area, an inviting kitchen, additional living space, and a conveniently located half bathroom. Upstairs, you’ll find three well-proportioned bedrooms along with one full bathroom. The home also offers a full basement that is partially finished, providing additional flexibility for a recreation area, home office, gym, storage, or bonus space. Set on a spacious property, there is plenty of room to enjoy the outdoors, entertain, garden, or create your own backyard retreat. With its classic Colonial layout, wood floors, generous living space, and evident pride of ownership throughout, 26 Probst Drive is ready for its next chapter.

26 Probst Drive, Shirley
$539,990
3 Beds ⋅ 1 Baths ⋅ 1036230 MLS
Welcome to this beautifully maintained, turn-key three bedroom, one bathroom ranch offering comfort, convenience, and exceptional outdoor living. Pride of ownership is evident throughout with numerous updates including a renovated kitchen, updated bathroom, roof (2013), driveway and patio (2021), kitchen flooring (2020), bedroom flooring (2022), pool liner and saltwater conversion (2023), new stove (2024), microwave (2023), deck (2024), and new fence and sheds (2024). Additional highlights include original hardwood floors, security system, and six-zone electric heat. The spacious backyard is an entertainer’s dream featuring a saltwater in-ground pool, expansive deck, patio, and multiple storage sheds offering plenty of room for lawn equipment, tools, and seasonal storage. The transferable pool maintenance contract offers added convenience for the next owner. Truly move-in ready, this home is the perfect opportunity to simply unpack and enjoy.

117 Broadway, Shirley
$569,998
3 Beds ⋅ 2 Baths ⋅ 1036116 MLS
Bring your vision to this charming 3-bedroom, 2-full-bath Cape, beautifully positioned on a double lot with captivating water views and unforgettable sunsets. There is something special about a home with a setting like this—and the possibilities are truly exciting. Transform this property into something uniquely your own. The double lot offers wonderful potential for future expansion, subject to proper permits and approvals. Enjoy the beauty of the water, spectacular sunsets, a fantastic location, and the added benefit of low annual taxes of approximately $6,500. A wonderful opportunity to create the home you've been envisioning in a setting that's hard to duplicate. *The home was originally configured as a 4-bedroom, 1-bath residence and is reflected as such in the Town of Brookhaven property records. The current layout offers the potential to reconfigure the space and restore the additional bedroom, subject to buyer verification and any required permits or approvals. The double lot also provides wonderful potential for future expansion, subject to proper permits and approvals. Home is being sold as-is. *Roof, windows & electric were all updated in 2019. Water views and sunsets for eternity!!!

21 Grandview Drive, Shirley
$499,900
4 Beds ⋅ 2 Baths ⋅ 1034963 MLS
Welcome to this well-maintained four-bedroom, two-bathroom ranch situated on a corner property with a convenient location and numerous updates throughout. Offering a versatile floor plan, this home provides comfortable living with functional spaces for a variety of needs. The updated kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The living room is highlighted by vaulted ceilings, a wood-burning stove, and sliding glass doors that provide access to the backyard, creating a seamless connection between indoor and outdoor living. Down the hall are four bedrooms, including a spacious primary bedroom with an en-suite bathroom. A second full bathroom serves the additional bedrooms. Other highlights include an attached garage, a large driveway offering ample parking, and a corner lot with outdoor space to enjoy. Conveniently located near shopping, dining, transportation, parks, and other local amenities, this home is ready for its next owner.

2 Pinetop Drive, Shirley
$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
$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
$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, close to shops, 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 a half acre, a pool, and a patio, perfect for relaxing or for hosting. The roof is 7 years old and windows are under 10 years old. This beautifully maintained home is ready for you to make it your own today!

282 W 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
$549,900
3 Beds ⋅ 2 Baths ⋅ 1029794 MLS
Gorgeous colonial style home with contemporary flare, updated with amazing craftsmanship and magnificent attention to detail. This beauty boasts a full basement with OSE, a large and beautiful backyard and plenty of windows for the warmth and comfort of exceptional sunlight. This property has close proximity to parks, schools, transportation, shopping, eateries, and other neighborhood conveniences.

65 Westminster Drive, Shirley
$169,900
1028758 MLS
Fully cleared lot with both Board of Health and ZBA Variance approvals in hand for a 1,500 sq. ft. residence + 1 car garage. Water, electric, and cable are all in the street and ready to hook up. Offered strictly with current approvals in place—perfect for a builder or investor looking for a hassle-free project!

37 Seymour Drive, 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
$489,000
5 Beds ⋅ 4 Baths ⋅ 1024282 MLS
INVESTOR SPECIAL! SOLD AS IS! LARGE COLONIAL WITH 2 CARS GARAGE FOR THE PRICE OF A SMALL RANCH. CALLING ALL HANDY BUYERS OR INVESTORS WHO ARE LOOKING FOR THEIR NEXT DEAL! ALSO PERFECT FOR ANYONE WHO IS HANDY AND LOOKING FOR A SMART BUY!

8 Windus Drive, Shirley
$474,000
3 Beds ⋅ 2 Baths ⋅ 991406 MLS
Welcome to 66 Corbin Avenue in Shirley's West Tangier section. This is a versatile property featuring a primary two bedroom home with a full bath, living room, dining room, and an eat-in-kitchen. This house conveniently has a dedicated 1 bedroom legal accessory apartment with it's own PSEG meter. The fenced yard offers plenty of space for outdoor use. A few photos were enhanced for additional ideas...Near shopping, schools, parks, camping and transportation. Let's not forget the bridge access to the Fire Island National Seashore...

66 Corbin Avenue, 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
$155,000
1022018 MLS
Residential vacant land. Size 0.14 AC. Variance approved.

Trafalgar Drive, Shirley
$580,000
3 Beds ⋅ 2 Baths ⋅ 1019996 MLS
This beautiful Laurelton Cape Cod Style is 6 years young including the roof & HVAC. This meticulously maintained home features 3 large bedrooms with 1 being on the first floor. Two full bathrooms, Separate Mud Laundry Room, Open concept Kitchen and Living Room. Fully Vinyl Fenced backyard, great for entertaining or tranquility! Located a few minutes away from Smiths Point Beach, shopping centers and is centrally convenient to all. Don't miss this one!

5 The Green Unit #B, 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.

146 Moriches Middle Island Road, Shirley
$450,000
3 Beds ⋅ 1 Baths ⋅ 1019612 MLS
Beautifully maintained 3BR, 1BA home with cathedral ceilings in the living room and kitchen, creating a spacious light filled interior. The primary bedroom features a tray ceiling for added character. Move in ready with pride of ownership evident throughout. All appliances are (5yrs old ), New front door and storm door (4yrs old), 9 windows (4yrs old), new roof with new gutters with leaf guards (3 years old), Central air. Sprinkler system is present but not represented as it has not been used. Don't miss this wonderful opportunity !!!!

89 Rugby 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.