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$665,000
5 Beds 3 Baths 945875 MLS
Welcome to this expansive, fully renovated Cape in the heart of Shirley! This beautifully updated home offers 5 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. The chef’s kitchen features stainless steel appliances, granite countertops, and ample cabinetry, flowing seamlessly into a generously sized living room and dining room—perfect for entertaining. Enjoy gleaming hardwood floors, Andersen windows, and hi-hats throughout. The main level includes three spacious bedrooms, a full bath, powder room, and a convenient laundry room. The second floor offers two oversized bedrooms and an additional full bath. A full unfinished basement provides abundant storage or future potential. Additional highlights include gas heating, 200-amp electric service, a one-car garage, brand-new black-top driveway, brand-new siding, roof, and gutters. A must-see home offering space, style, and modern updates in a prime location.

321 Smith Road, Shirley

$665,000
5 Beds 2 Baths L3588014 MLS
Why settle for one home when you can have two? This unique property offers two distinct living spaces, perfect for multi-generational living or rental income. The ground floor features a spacious great room that flows seamlessly into an updated kitchen, with an adjacent den warmed by a charming wood-burning fireplace. Down the hall, you’ll find three comfortable bedrooms and a full bath, all designed for convenient, ranch-style living. Upstairs, a separate Accessory Apartment—complete with its own private entrance—provides additional income potential. This bright and airy space includes a living room, 2 bedrooms, full bathroom, and an eat-in kitchen with lots of cabinets. A two-car garage ensures ample storage especially with the attic space for additional storage space, while the serene backyard, complete with a large gazebo, offers a peaceful and private retreat, it is fully enclosed with electric lights for use at night. The gazebo also has electric fans for cooling in the warmer months & has the potential for heat for the cooler months. It truly represents additional year round living space outdoors in nature. The home is in excellent condition and features guest quarters, a separate hot water heater, and the added benefit of solar power. With energy efficiency in mind, the average electric cost for the home is just $46 per month on average over the course of the year. The 2 Banks of Solar Panels are Owned. Located in a desirable neighborhood, this home offers the perfect balance of privacy and convenience. Enjoy easy access to shopping, dining, and local amenities, all while coming home to a quiet and serene setting. Whether you're looking for a spacious primary residence, a rental opportunity, or a multi-generational living solution, this property offers endless possibilities. Don’t miss out on this rare opportunity—schedule a showing today!

20 Stratler Drive, Shirley

$660,000
3 Beds 2 Baths 984969 MLS
Welcome to 19 Probst St, Shirley — a beautifully appointed, like-new ranch built in 2016, ideally positioned just outside the renowned William Floyd Estates and tucked closely to the serene expanse of the Wertheim National Wildlife Refuge. Giving easy access to this natural backdrop with its scenic trails and preserved land, all while being just moments from Smith Point Beach — one of Long Island’s most celebrated coastal destinations, known for its pristine shoreline, camping, and on-beach driving. This meticulously maintained residence showcases a grand open-concept layout designed to seamlessly blend everyday comfort with refined entertaining. Featuring a stunning, modern kitchen equipped with stone countertops, an expansive center island with full seating, and effortless flow between living and dining areas — creating a bright, cohesive space ideal for both intimate gatherings and larger-scale entertaining. Offering 3 spacious bedrooms and 2 full bathrooms, the home includes a luxurious primary suite complete with a recently renovated, top-to-bottom primary bathroom less than 6 months old, and a walk-in closet! Every element of the home reflects a high level of care and attention, with the entire home being less than 10 years young! Additional highlights include rich hardwood flooring, central air conditioning, forced hot air, a 200-amp electric panel, and solar panels delivering meaningful energy efficiency and long-term savings. A full basement provides substantial additional space, offering versatility for storage, recreation, or future customization. Set on a fully cleared and thoughtfully landscaped property, the exterior is equally impressive. A brand-new stone patio creates a refined outdoor lounge setting, complemented by a level backyard and an expansive driveway with ample room for multiple vehicles, as well as space to accommodate a boat or camper. Combining a premier natural setting, modern construction, and impeccable condition, this home represents a rare and compelling opportunity - Truly move-in ready and designed for both comfort and lifestyle, this is a standout offering that is unmatched in today’s market. You will not find a better bang for the buck in this price range!

19 Probst Drive, Shirley

$660,000
4 Beds 2 Baths 924499 MLS
Step into timeless charm with modern flair in this beautifully renovated Colonial nestled in the heart of Shirley. Boasting 4 spacious bedrooms and 2 updated bathrooms, this home offers the perfect blend of comfort and functionality for today’s lifestyle. The main level features a sunlit living room, a stylish kitchen with contemporary finishes, and seamless flow to the dining area—ideal for entertaining. Downstairs, a partial basement provides flexible space for storage, a home gym, or creative projects. Step outside to your private oasis: a generous deck perfect for summer gatherings, overlooking a sparkling inground pool surrounded by lush landscaping. Whether you're hosting or unwinding, this backyard delivers year-round enjoyment. Located in a quiet Shirley neighborhood close to parks, beaches, and local conveniences, this colonial gem is move-in ready and waiting to welcome you home.

561 Birch Hollow Drive, Shirley

$655,000
3 Beds 2 Baths 980460 MLS
VACATION YEAR-ROUND! Affordable Waterfront opportunity at end of a wide canal at the opening of the bay. This private quiet cul-de-sac is the last block before Smiths Point Beach!!! This beautifully renovated property features an impressive 120 x 125 total lot size, including an additional 40 x 125 separate and buildable parcel—perfect for added privacy or future possibilities. Boater’s dream location with a deep, wide-water canal, updated bulkhead, 8x20 floating dock and whip lines, ideal for immediate enjoyment this boating season. The home offers 3 bedrooms and 2 full baths, thoughtfully updated stunning chefs' kitchen, featuring Jenn-Air stainless steel appliances (including a 41" refrigerator), white ceramic sink with gold Kohler faucets, Pot Filler, quartz countertops, custom 8'x5' center island with wet bar and a custom slate floor. Interior highlights include 2 new baths tastefully designed with porcelain, quartz, and granite, color changing hi-hat lighting, rich hardwood flooring, Anderson windows, new architectural roof, upgraded thermostat powered by Google, Nighthawk security cameras. Custom Landscape with 8' spruce and PVC fencing. A 16'x24' 3 enclosed 3 season room with hub space lighting, 8' barn door and custom gazebo add months of outdoor enjoyment and makes for a true waterfront oasis combining location, lifestyle, and value.

31 Roneck Court, Shirley

$650,000
3 Beds 1 Baths 1017446 MLS
Welcome to The Swan House! Indulge in the serenity of being serenaded by the crashing waves onto Fire Island shores, where the rhythm of the sea meets the warmth of glowing embers. This dwelling becomes a canvas of sound and light, where each room echoes with the hush of tides and the whisper of wind through open spaces. Sunlight spills across wide-plank floors like golden reflections on water, while the structure itself stands steady, like a lighthouse guiding moments of quiet reflection. Within these walls, there is space to gather, to retreat, to dream—rooms that shift with your needs like the tide reshaping the shore. The air carries a sense of possibility, as if each corner holds a story waiting to be told. Here, life unfolds gently, in harmony with the elements, offering a sanctuary where firelight dances and the ocean sings endlessly beyond.

90 Grandview Drive, Shirley

$650,000
4 Beds 3 Baths 962064 MLS
This move-in-ready 4-bedroom, 2.5-bath home welcomes you into an amazing sun-drenched living room featuring a stunning shiplap accent wall and gorgeous wood flooring throughout. The renovated kitchen is a true showstopper, complete with quartz countertops, stainless steel appliances, and abundant cabinetry offering exceptional storage space. Both bathrooms have been tastefully updated with sleek quartz countertops for a modern, cohesive look. The full basement with outside separate entrance (OSE) and egress window offers incredible versatility — perfect for extended family, guest space, home office, or recreation area. You’ll also find a dedicated laundry room and a HUGE bonus space ready to suit your needs. Closets galore throughout the home provide outstanding storage. Additional highlights include oil baseboard heat, 200-amp electric service, attic fan vent, and a one-car garage. Step outside through elegant French doors to your private deck overlooking an amazing, fully fenced backyard — ideal for entertaining, relaxing, and enjoying outdoor living. The expanded driveway easily accommodates multiple vehicles, boats, RVs, and all your recreational toys. A perfect blend of charm, upgrades, and space — this one won’t last! Close to all public transportation, major highways and shops!

126 Floyd Road, Shirley

$648,000
4 Beds 2 Baths 966472 MLS
Welcome to this updated Hi-Ranch located in the desirable Longwood School District. This well-maintained home features beautiful hardwood floors, a brand-new heating system, and a new roof — offering peace of mind with major updates already completed. The main level offers a bright and comfortable layout, while the fully finished lower level provides flexible additional living space perfect for a den, home office, guest area, or extended living potential. Enjoy great curb appeal with a composite front deck and stairs featuring new railings — low maintenance and built to last. With big-ticket items already done, this move-in-ready home is ready for its next owner. Conveniently located near shopping, transportation, and local amenities — a great opportunity you won’t want to miss!

606 Birch Hollow Drive, Shirley

$645,000
3 Beds 2 Baths 970737 MLS
Welcome to Country Woods, a beautiful gated community where this newly built ranch offers the perfect blend of luxury and comfort. This 3-bedroom, 2-bath home features an open floor plan, gorgeous hardwood floors, a spacious primary suite with walk-in closets, and energy-efficient windows and doors throughout. With 2,000 sq ft of living space, a full basement, convenient laundry room, and a detached 2-car garage, this home has everything you need. Step outside to a private fenced backyard with patio and porch, perfect for relaxing while enjoying peaceful views. Located in the highly desirable Country Woods development, this home offers privacy, space, and beautiful surroundings. Backed by an unbuildable nature preserve.

191 Flower Road, Shirley

$643,500
3 Beds 2 Baths 1013191 MLS
Brand-New Construction Raised Ranch – Customize Your Dream Home! Don't miss this exceptional opportunity to own a brand-new, custom-built raised ranch offering the perfect blend of modern design, quality craftsmanship, and future potential. This stunning home features 3 spacious bedrooms and 2 full bathrooms, highlighted by beautiful hardwood flooring, designer tile baths, quartz countertops, and matching soft-close cabinetry throughout. The open-concept layout showcases a dramatic vaulted-ceiling living room with a cozy fireplace, creating an inviting space for everyday living and entertaining. Additional features include central air conditioning, forced hot air heating, and a convenient outside walk-down entrance leading to a fully insulated, unfinished lower level. This expansive space offers endless possibilities for future customization, including a home office, gaming room, guest quarters, fitness studio, recreation room, or additional living area. Ideally located in an area rich with local amenities, residents will enjoy easy access to shopping, dining, parks, recreational activities, the local library, quality schools, and the beautiful Smith Point Beach. Convenient proximity to major roadways makes commuting a breeze. Taxes are to be assessed. Customary new construction fees apply. Now is the time to personalize finishes and make this home truly your own, so don't delay. Secure your place in this exciting new development and enjoy the benefits of brand-new construction tailored to your lifestyle. Love this home design? We are currently showing this popular model and offering larger floor plans on other properties throughout the local area. Schedule your private consultation, and discover the possibilities of your future dream home!

5 A Stuart Road, Shirley

$640,000
3 Beds 2 Baths 1007319 MLS
Immaculate, Move-In Ready Ranch in Shirley – A Rare Find! LOW TAXES... LOW Electric, SOLAR PANELS paid for! Welcome to this beautifully updated and meticulously maintained 3-bedroom ranch that truly stands out from the rest. From the moment you arrive, you'll be impressed by the manicured front and rear lawns, oversized driveway accommodating up to 5 vehicles, and attached 1-car garage. Step inside to discover a spotless, turnkey home featuring an inviting living room, spacious eat-in kitchen, custom moldings, quality finishes, and thoughtful upgrades throughout. Pride of ownership is evident in every detail. The home offers an exceptional amount of living space with a full finished basement spanning the entire length of the house. The lower level includes a media/family room, office area, additional bathroom, walk-out entrance, and egress window—providing tremendous flexibility for extended living arrangements. With proper permits, the basement has the potential to become a legal accessory apartment. Major updates include a newer roof, updated electric service with separate zones, cesspool system, and a backup dry well for laundry. Every improvement has been carefully maintained, making this home truly move-in ready. Whether you're looking for extra living space, room to entertain, or future income potential, this immaculate property offers it all. A must-see home that combines comfort, functionality, and exceptional care—don't miss this opportunity!

147 Hounslow Road, Shirley

$630,000
3 Beds 2 Baths 1005920 MLS
Welcome to this beautifully maintained Cape-style home featuring 3 bedrooms, 2 full baths, and a full finished basement with outside entrance. The layout offers two bedrooms and one full bath upstairs, plus one bedroom and one full bath on the first floor, along with a large living room for comfortable everyday living. Set on a fenced .34-acre lot, this home offers great indoor and outdoor space, including a large backyard, covered patio, and an attached 2-car garage. Major updates include a roof completed in 2019, boiler system, oil tank, and hot water heater updated in 2023, new upstairs windows in 2023, new gutters in 2023, 200-amp electric service, French drain, and new sump pump. Additional features include three heating zones, two mini splits, Corian countertops, stainless steel appliances, a washer and dryer,updated toilets and vanities, ceramic tile floors, redone floors, recessed lighting, central alarm, and a dishwasher under warranty until February 2027. Conveniently located approximately 1.5 miles from Smith Point Beach, this charming home offers comfort, updates, and functionality.

147 Baybright Drive E, Shirley

$630,000
3 Beds 4 Baths 1005395 MLS
Welcome home to 20 Essex Circle, a pristine and beautifully appointed 3 bedroom, 3.5 bathroom Colonial nestled on a 0.37 acre parcel in Shirley. The entry gives way to a sun filled interior defined by natural woodwork, gleaming hardwood floors, and a living room accented by soaring cathedral ceilings. The seamless main level flow is designed for entertaining and effortless daily living, featuring a formal dining room, a powder room, and a magnificent, open concept eat-in kitchen. A designer’s dream, the kitchen boasts a premium quartz island, stunning backsplash, beautiful countertops, and a full suite of stainless steel appliances. Ascend to your private luxurious primary bedroom elevated by its own dramatic cathedral ceilings, a lavish en-suite bath, and a double vanity. Two additional spacious bedrooms and a pristine full bath ensure comfort for family and guests alike. The lower level expands your living space exponentially with a fully finished basement. This footprint is perfectly curated to include a cozy den, an office, a convenient laundry room, a full bathroom, and a finished storage room space. Outdoors, your private, expansive 16,117 square-foot backyard awaits. Offering many possibilities for summer gatherings. Complete with central air conditioning, an attached 2 car garage, and a private driveway, this turnkey residence perfectly balances classic architectural charm with contemporary feel;Just minutes from Smith Point Beach, easy access to shopping the Hamptons and Wineries.

20 Essex Circle, Shirley

$630,000
3 Beds 2 Baths 979748 MLS
Welcome to 41 Lama Drive, Shirley – A move-In ready colonial with space to grow! This beautifully updated 3-bedroom, 2 full bath Colonial offers a perfect blend of modern updates and comfortable living. From the moment you arrive, you’ll notice the well-maintained exterior, spacious driveway, and attached 2-car garage. Inside, you’re welcomed by a bright and open layout featuring updated flooring and plenty of natural light throughout. The main level offers a spacious living area that flows seamlessly into the dining space and renovated kitchen, complete with stylish cabinetry, stainless steel appliances, and ample counter space—ideal for everyday living and entertaining. The large den which can be closed off and used as a bedroom, also has an attached full bath. Upstairs, you’ll find three generously sized bedrooms with great closet space and a full bathroom, all thoughtfully updated. The home also features a full basement, offering endless potential for storage, a home gym, or future finished space. Step outside to your fully fenced backyard, perfect for entertaining, pets, or relaxing, complete with an above-ground pool and deck area for summer enjoyment. Conveniently located near shopping, dining, and major roadways, this home offers both comfort and convenience. Don’t miss the opportunity to make 41 Lama Drive your next home!

41 Lama Drive, Shirley

$630,000
4 Beds 3 Baths 837770 MLS
Built in 2023, this stunning 4-bedroom, 2.5-bath home offers modern design and exceptional craftsmanship throughout. Featuring beautiful flooring and a bright, airy layout, the home is both inviting and stylish. The custom eat-in kitchen boasts stainless steel appliances, granite countertops, and ample space for cooking and entertaining. The spacious primary ensuite is a true retreat, complete with a vaulted ceiling and a walk-in closet. The full basement with 8’ ceilings and an outside entrance provides endless possibilities for additional living space. Oversized/Energy Efficient Double Hung Windows. Outside, the fully fenced yard offers privacy and a perfect setting for outdoor enjoyment. Corner Lot! Sun Drenched South Exposure! Don't miss this incredible opportunity to own a move-in-ready home with top-tier finishes.

23 Tipton Drive W, Shirley

$630,000
3 Beds 2 Baths 837028 MLS
*** NO HIDDEN COSTS*** *NEWLY BUILT***READY***HOME IS BUILT AND READY TO LIVE IN . BNew Construction, Beautiful, Spacious, *** Energy Star rated home*** Open Floor Plan with Vaulted Ceilings. Solid Wood Shaker style Kitchen/Bath Cabinetry with Self-Closing Hinges/Drawer Glides. GE Stainless Steel Appliances- Oven/Range, Refrigerator, Dishwasher, Convection/Microwave. Large Farmhouse Sink with Integrated Cutting Board. Quartz Countertops with Porcelain Tile Kitchen Backsplash. Bathrooms Feature Porcelain Floors and Wall Tile. Vanity Medicine/Mirrored Cabinets with Integrated Adjustable Light, Temperature, and De-Fog Settings. Master Bedroom has Vaulted Ceiling/ Paddle Fan and LED lighting. Large 2nd and 3rd Bedrooms with Ceiling Lights. Generous LED downlighting throughout the home with prewired phone/cable. Solid White Oak Hardwood Flooring on the Main Level. Plush Carpeting on the Bedroom Floors. Vaulted Spacious Ceilings on the main level with Huge 72" Hunter Fan, Oversized garage with inside/outside door entry, Pull down Storage Attic Ladder with Plywood Deck and a Second Attic storage on Raised Lfvel. Two 4' Wid Basement outside Entrances with Concrete steps/Door Entry. Basement has Egress Windows and 8' Ceilings. Located in a prominent South Shore Community, Features all the Comforts of Home. Quick Access to transportation (Bus, Railroad & Highway), Shopping and close to Smith Point beach. 5 ENTRANCES.

68 Ostend Circle, Shirley

$628,000
3 Beds 2 Baths 1017655 MLS
Welcome to 19 Golden Gate Drive, Shirley — a beautifully maintained 3-bedroom, 2-bath home tucked away in a peaceful, secluded setting and backing directly to a nature preserve for exceptional privacy and tranquil views. This move-in-ready home features a brand-new 30-year architectural roof, an updated kitchen with a center island, and a bright sunroom that provides the perfect space for relaxing, entertaining, or working from home. A full basement offers plenty of storage and endless potential for additional living space. Step outside to a fully fenced backyard where you can sit on your patio or deck and enjoy the sights and sounds of nature right from your own backyard. Backing directly to a nature preserve, this property offers a rare sense of privacy and serenity. As an added bonus, private beach access is located at the end of the street, providing the perfect blend of nature and coastal living. Don’t miss this unique opportunity to own a home that combines modern updates, outdoor enjoyment, and an unbeatable location

19 Golden Gate Drive, Shirley

$628,000
4 Beds 3 Baths 953805 MLS
Welcome to this timeless 4-bedroom, 3-bathroom Traditional Colonial. Designed for both entertaining and cozy daily living, this home offers a seamless flow between its spacious formal and informal spaces. The heart of the home features a welcoming den centered around a rustic wood-burning stove—perfect for chilly evenings—while the formal dining and living rooms provide the ideal backdrop for holiday gatherings. Upstairs, you’ll find four generously sized bedrooms, including a sprawling primary bedroom complete with a massive walk-in closet. Stay cool this summer with Central Air Conditioning updated in 2023. You will have Space to Grow with the Full basement featuring outside entrance—perfect for a home gym, workshop or just ample storage. Make an appointment to view this home today

70 Breston Drive E, Shirley

$625,000
3 Beds 2 Baths 973540 MLS
Beautifully maintained Colonial located in the desirable Tangiers section of Shirley, offering 3 bedrooms and 1.5 baths with a clean, functional layout and tasteful updates throughout. The main level features a comfortable living area, formal dining space, and an updated kitchen with quartz countertops, stainless steel appliances, and a tile backsplash. Sliding glass doors off the kitchen lead directly to the backyard. Upstairs includes three bedrooms and a full bath with modern finishes. A full basement provides additional space for storage, recreation, or future use, along with an attached 1-car garage and wide driveway. The backyard is fully fenced and well maintained, featuring a spacious patio with plenty of room for outdoor dining and everyday use, while a front porch adds to the home’s overall appeal. Clean, well cared for, and move-in ready. Conveniently located near parks, beaches, dining, and shopping.

15 Loughlin 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.