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$639,999
4 Beds ⋅ 4 Baths ⋅ 1050863 MLS
Welcome home to 277 Smith Road, a light-filled contemporary retreat offering exceptional living space South of the Highway in Shirley's desirable Tangiers section. Perfectly situated across from the vast natural beauty of the Wertheim National Wildlife Refuge, this location pairs scenic tranquility with complete coastal convenience-just minutes from Smith Point Beach, local bay waters, full-service marinas, and nearby shopping. Designed to maximize space at every turn, this 9-room residence boasts over 2,000 square feet of primary living area anchored by an open kitchen with granite counters and stainless steel appliances. The expansive floor plan flows seamlessly into a formal living room and a cozy den with a fireplace, complimented by an airy high vaulted ceiling, dedicated office space, 3 full bathrooms, and 1 half bath. Expanding the home's footprint even further, the fully finished 950-square-foot basement includes its own dedicated interior stairwell entrance inside the house, creating incredible flexibility for a sprawling recreation room, extended living quarters, or a private home gym. Outdoors, the living space continues with an expansive wrap-around deck that spans the side and rear of the home, offering an ideal setting for entertaining overlooking the fully fenced 0.25-acre yard. Complete with an attached 2-car garage and an irrigation system, this home brings together unmatched room to spread out with an unbeatable coastal setting.

277 Smith Road, Shirley
$475,000
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
$479,000
3 Beds ⋅ 1 Baths ⋅ 1047995 MLS
Are You a First-Time Home Buyer or Are You Looking to Downsize? This Beautifully Maintained 3 Bedrooms, 1 Bathroom Ranch, Located in North Shirley, May Be Perfect for You. Boasting a Bright and Airy, Open Floor Plan, this Home is Waiting for the Right Buyer to Begin Their Next Chapter. Additional Features Include: Living Room, Dining Area Combo with Cathedral Ceilings and Wood-burning Stove, Eat-in Kitchen, Laundry Area, Newer Burner and Central Air, Freshly Painted Throughout, Attached 1-Car Garage, Multi-Car, Concrete Driveway, Beautiful Composite Deck All Situated on .27 Acre Fenced Property. Leased Solar Panels Provides Reduced Electrical Cost. Amazing Location Offers Quick Access to Major Roads, such as, the Long Island Expressway and Sunrise Highway, Shopping, Parks and Beaches.

469 Carnation Drive, Shirley
$465,000
3 Beds ⋅ 2 Baths ⋅ 955296 MLS
Welcome home to this diamond-condition 3-bedroom, 2-full-bath ranch featuring a seamless open floor plan designed for modern living. Completely move-in ready with high-end updates throughout. Brand-new kitchen featuring sleek stainless steel appliances, paired with new flooring, baseboards, raised-panel interior doors, and modern hardware. A stylish new main bath with double sinks, plus a private primary suite boasting its own newly finished full bath. Fully insulated spray-foam attic with pull-down stairs for maximum energy savings and easy extra storage, alongside central air conditioning. Fully fenced, private backyard with sliding glass doors opening to a spacious patio—perfect for entertaining. Complete with in-ground sprinklers for effortless lawn care. Exceptionally low annual taxes of just $7,875 (before STAR reduction).

31 Brushwood Drive, Shirley
$485,000
2 Beds ⋅ 1 Baths ⋅ 1045707 MLS
Move right into this Ranch style home, with partial basement, updated designer kitchen w/ quartz counters and stainless-steel appliance, updated bathroom, updated flooring, new carpeting, fresh paint, etc. Mid-block location. Close to shopping, transportation, local amenities, and ocean beaches. Don’t miss out on this opportunity

386 Tallwood Drive, Shirley
$849,000
3 Beds ⋅ 4 Baths ⋅ 1042321 MLS
Live, Work And Thrive In One Exceptional Property!! This One Of A Kind Versatile Property Offers A Unique Opportunity For Those Seeking The Perfect Combination Of Comfortable Residential Living And Dedicated Professional Office Space. The Thoughtfully Designed Layout Provides The Convenience Of Having A Professional Workspace Right On The Property-Ideal For An Entrepreneur, Business Owner, Professional, Or Anyone Looking To Eliminate The Commute While Maintaining A Clear Separation Between Home And Work. The Professional Office Area Offers An Impressive And Functional Setting For Meeting Clients, Conducting Business, Or Operating A Home-Based Professional Practice, While The Residential Portion Provides The Comfort And Privacy Of Home. Situated On William Floyd Pkwy. WIth Convenient Access To Major Roadways, Shopping, Dining, Ocean Beaches, Marinas And Everyday Amenities, This Property Offers Exceptional Flexibility And Potential. Professional Office Includes Two Exam Rooms/Offices, Receptionist/Office/Waiting Room, Full Bathroom, A Separate Dedicated Entrance And Plenty Of Parking. Don't Have A Business-Easily Convert This Space To Additional Bedrooms Or Living Space!! Expanded Home Features Full Formal Dining Room, Updated Eat In Kitchen With Island, Custom Cabinetry, Granite Counters, KitchenAid Stainless Steel Appliances, Gas Cooking, 2 Ovens, Formal Living Room With Vaulted Ceilings, Skylights And Gas Fireplace, Oversized 1st Floor Primary Bedroom With Ensuite Bathroom And Walk In Closet, 2 Large Additional Bedrooms On 2nd Level, Updated Roof, Siding, Andersen 400 Series Windows, Buderis Boiler, Ductless CAC, In Addition This Home's Backyard Is An Entertainers Paradise!!! Lovely Bright And Airy Mahogany & Bamboo Screened In Porch Provides The Entryway To A Huge Paver Patio With Inground Pool, Custom Outside Bar, Outside Bathroom, Tiki Bar, Custom Ipe Decking With Seating, Gas Fire Pit And Gas Tiki Torches, Custom Covered Pavilion, Large Shed, Fully Landscaped Property, Huge 3 Car Attached Garage WIth 2nd Story Loft That Has Endless Possibilities, Full Finished Basement, 2 Driveways, This Immaculate, Custom Home Can Be Yours!!!

283 William Floyd Parkway, Shirley
$555,000
3 Beds ⋅ 2 Baths ⋅ 1042747 MLS
This Ranch Style Home Features 3 Bedrooms, 2 Full Baths, Eat In Kitchen & Driveway. The information provided is estimated to the best of our abilities at this time.

448 Revilo 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
$529,900
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
$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
$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
$589,990
3 Beds ⋅ 2 Baths ⋅ 1014731 MLS
New Construction Completed and Ready for move in!! Beautiful 2000 SF Raised Ranch features 3 Bedrooms, 2 full bathrooms and a 2nd story Open Concept Great Room with 9 ft ceilings ready to adapt to your lifestyle! Maybe a gym? Maybe a playroom for the kids? Maybe the Ultimate Media Lounge! Or All 3! Don't miss this one if you're looking for spacious, bright and airy, brand new, and beautiful! New Driveway and new walkway! Brand New Super Efficient Daikin 24 Seer Heating and Cooling Unit with 12 year warranty, Brand new Stainless Steel appliances, hot water heater, beautiful hardwood floors, quartz countertops, and more! and just 5 minutes to Smith Point Beach! Wont last! Be the 1st!

15 Robinson Drive, Shirley
$480,000
3 Beds ⋅ 3 Baths ⋅ 998135 MLS
Welcome to this charming home offering the perfect blend of comfort and convenience! Featuring 3 spacious bedrooms and 3 full bathrooms, this home boasts an open eat-in chef’s kitchen complete with a gas cooktop and in-wall double oven—perfect for entertaining and everyday living. Enjoy the flexibility of a side entrance and bright, open living spaces throughout. Step outside to a huge fenced-in backyard ideal for gatherings, pets, or relaxing outdoors. Conveniently located near the marina and beautiful Smith Point County Park, this home offers easy access to beaches, boating, dining, and more. A fantastic opportunity for the savvy buyer.

158 William Floyd Parkway, 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
$485,000
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

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.