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444 Avondale Drive, Shirley
$549,000
3 Beds ⋅ 1 Baths ⋅ 1051903 MLS
LIVING LUXURY In The Heart Of Shirley! Completely Renovated Cape Style Home Is Situated On A Lush .50 Acre Property. Step Inside To A Bright, Airy Living Room With Updated Finishes Throughout. Tastefully Crafted Kitchen Features Contemporary Cabinetry, Quartz Countertops And Stainless Steel Appliances. Three Bedrooms Provide Flexible Living Space, Including A First-Floor Primary And Additional Bedroom Upstairs. Updated Full Bath Features Sleek Fixtures And Large Format Tiles. Convenient First-Floor Laundry Adds Everyday Functionality. Private Deck Overlooks The Property And Extends The Living Space Outdoors. Thoughtfully Renovated For Comfort And Everyday Living. Where Warm Coastal Vibes Meet Timeless Beauty.. The Next Move Is Yours!

444 Avondale Drive, 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

39 Seymour Drive, Shirley
$539,999
3 Beds ⋅ 2 Baths ⋅ 1039597 MLS
Well-maintained Victorian-style home offering 3 bedrooms and 2 full bathrooms in a convenient Shirley location. Updated in 2024, the home features a spacious kitchen with quartz countertops, shaker cabinetry, and stainless steel appliances. The main level offers comfortable living and dining spaces, including a family room with a stone fireplace and decorative molding details. Upstairs, the primary bedroom includes vaulted ceilings and generous closet space. Washer/dryer in the second floor. Additional features include central air conditioning, updated bathrooms, hardwood flooring on the first level, attached garage, in-ground sprinklers, and a fully fenced backyard with plenty of room for outdoor enjoyment. Built in 2005 and thoughtfully updated, this home is located near local shopping, dining, parks, beaches, and major roadways, offering both comfort and convenience. Move right in and make it your own.

39 Seymour Drive, 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

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

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

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. 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

35 Lombardy Drive, Shirley
$499,900
3 Beds ⋅ 2 Baths ⋅ 1051751 MLS
Welcome Home to This Beautifully Renovated Retreat, Move-In Ready and Waiting for You to Make It Your Own. This Home Has Been Extensively Renovated from Top to Bottom, Starting with a Stunning New Eat-In Kitchen Featuring Quartz Countertops, New Stainless Steel Appliances, and a Breakfast Bar Perfect for Casual Mornings or Entertaining Guests. Both Bathrooms Have Been Tastefully Updated, Offering One Full Bath and One Half Bath for Everyday Convenience. New Flooring and Carpet Flow Throughout, Complementing the Open, Light-Filled Entry That Welcomes You the Moment You Walk In. New Windows and a New Sliding Door Bring in Even More Natural Light While Adding Energy Efficiency, and a New Garage Door Rounds Out the List of Fresh, Turnkey Updates. Ideally Located Close to the Ocean Beaches, This Home Offers the Best of Low-Maintenance Coastal Living. Every Major Update Has Already Been Done. Just Bring Your Furniture and Relax.

35 Lombardy Drive, Shirley

58 Appel Drive E, Shirley
$499,000
4 Beds ⋅ 2 Baths ⋅ 1049711 MLS
Welcome to Your Turnkey Coastal Masterpiece in Shirley! Nestled in the heart of Shirley, this fully renovated, 1,500 sq. ft. ranch seamlessly blends modern elegance with effortless everyday living. Step inside to a sun-drenched, open-concept floor plan accented by gorgeous new flooring and premium finishes throughout. The stunning chef’s kitchen serves as the heart of the home, showcasing sophisticated shaker-style cabinetry, luxurious quartz countertops with a matching slab backsplash, and high-efficiency stainless steel appliances. Whether you’re preparing a meal or entertaining guests, this kitchen is designed to impress. The versatile layout features 4 bedrooms, 2 full bathrooms, and a spacious 5th bonus room with endless possibilities. Use it as an additional bedroom, home office, or create a second kitchen for the potential of a mother-daughter-style setup, with proper permits. The bonus room also offers a separate entrance, providing added flexibility and convenience. Enjoy exceptional peace of mind with an extensive list of brand-new upgrades, including a new roof, siding, gutters, plumbing throughout, electric water heater, 200-amp electrical panel, renovated bathrooms, washer and dryer, and a spacious 4-car driveway. Step outside into your private backyard oasis, complete with an expansive patio perfect for summer barbecues, outdoor entertaining, relaxing , or enjoying peaceful evenings under the stars. Conveniently located just minutes from beautiful beaches, the marina, parks, and schools, with easy access to shopping and major roadways, this home combines modern comfort with Shirley’s desirable coastal charm. Additional highlights include low property taxes and no flood insurance requirement. This exceptional turnkey home is ready to welcome its next owners. Schedule your private showing today and experience coastal living at its finest!

58 Appel Drive E, Shirley

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

567 Boxwood Drive, Shirley
$489,999
3 Beds ⋅ 1 Baths ⋅ 1059350 MLS
Explore this charming home, set on an expansive property with plenty of space to enjoy the outdoors and endless potential to make it your own. Inside, a beautifully refreshed interior feels bright and welcoming, with natural light filling each room. Three bedrooms and one bathroom offer just the right amount of space, while the nicely appointed kitchen features stainless steel appliances, granite countertops, and plenty of storage in the wood cabinets. TOTAL SQUARE FOOTAGE IS 1,950, sitting on a 0.25 acre lot, with a lot of the backyard being wooded, providing a truly private oasis. Recent updates include luxury laminate flooring, granite counters, stainless steel appliances, bathroom vanity, faucets, fresh paint throughout, freshly sealed blacktop driveway, updated electric panel, boiler, and more. The home also boasts a full, unfinished basement with private, outside entrance, via the side door. This NORTH SHIRLEY Ranch is part of the LONGWOOD SCHOOL DISTRICT, and close to major highways and the Long Island Expressway, offering comfort and conveniece. Come discover 567 Boxwood Drive, a beautifully updated and move-in ready home!

567 Boxwood 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

96 Trafalgar Drive, Shirley
$450,000
3 Beds ⋅ 1 Baths ⋅ 1050091 MLS
Charming Shirley Beach Cape. Welcome to this beautifully maintained Cape Cod-style home in Shirley, ideally located close to Smith Point County Park and beach. This inviting home offers timeless character and thoughtful updates throughout, including newer 200 amp electric panel with whole house surge protection, updated, plumbing, 2025 water heater, 2024 above ground oil tank and more. The living area features a wood-burning steel lined fireplace perfect for cozy evenings and beautiful wood floors, The oversized garage offers plenty of space for parking, storage, or hobbies. The beautifully landscaped grounds with wonderful curb appeal are fantastic for outdoor enjoyment! Move-in ready! This special property has never been offered for sale before! The original family has owned it since the 1940's and the pride of ownership shows throughout this lovely home. No Sandy Damage to House or Garage. Come see all that this Shirley gem has to offer!

96 Trafalgar Drive, Shirley

75 Westminster Drive, Shirley
$425,000
3 Beds ⋅ 1 Baths ⋅ 1046585 MLS
If you are looking for a home less than half a mile away from the beach, this wonderful 3-bedroom ranch is the home for you. Low taxes and modern features make for a great starter home with potential to add more living space. There are many features, including a front porch, vinyl siding, and a roof less than 10 years old. The gutters, windows, and doors have been updated. The eat-in kitchen and open floor plan will let you entertain and enjoy your home without feeling claustrophobic. Shirley Beach is .4 miles away, and a short drive will get you to a favorite area, Smith Point County Park, Beach, and Campground. If you prefer to hangout in your new home the dining area has a sliding door to a composite deck and a private yard.

75 Westminster Drive, Shirley

82 Rugby Drive, Shirley
$400,000
2 Beds ⋅ 1 Baths ⋅ 1055838 MLS
This inviting Ranch brings together warmth, comfort and easy access to the outdoors. The kitchen is the heart of the home, with beautiful butcher block countertops. stainless steel appliances, and a breakfast bar that invites you to linger. A separate dining area offers space to gather, while ductless splits cooling keeps things comfortable. Glass sliding doors opening to the deck, extending the living space toward a newly added patio and fenced backyard-an inviting setting for slow mornings and summer evening. Shirley beach and its Splash Park are a short walk away with Smith Point Beach and the Mastic-Shirley LIRR station a short drive. The whole home truly carries the relaxed, breezy feel of coastal living!

82 Rugby Drive, Shirley

Lot #35 Westminster Drive, Shirley
$250,000
1063568 MLS
Build Your Dream Home! Discover the possibilities with Lot 35 on Westminster Drive in Shirley. This level, wooded parcel offers a great opportunity to create your own private retreat moments from Shirley Beach, with a waterfront park and parking area. Available individually or as a combined purchase with adjacent Lot 36, this property is conveniently located just over the bridge from Smith Point Beach, local vineyards, farms, restaurants, shopping, and all that Long Island's South Shore has to offer. Bring your vision and make it your own! Property is being sold subject to clear title. Purchaser is responsible, at their sole expense, for obtaining all necessary permits, approvals, and satisfying any applicable requirements for development and construction. Lot 36 available for sale under MLS #1063569

Lot #35 Westminster Drive, Shirley

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