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$499,000
3 Beds ⋅ 2 Baths ⋅ 990819 MLS
Welcome to this well maintained ranch style home located at 162 Parkwood Dr in Shirley, offering comfort, convenience, and a functional layout. This home features 3 bedrooms and 2 full bathrooms, a bright eat-in kitchen, and laminate flooring throughout the main living areas. Enjoy the warmth of a cozy fireplace and the convenience of an in unit washer and dryer. The property also includes a unfinished partial basement for storage or future potential, oil baseboard heating, and an attached garage. Step outside to a patio and a fully fenced yard, perfect for relaxing or entertaining. Conveniently located near shopping, schools, and the train station, making commuting and everyday living easy. A great opportunity to own a comfortable home in a desirable Shirley location, don’t miss it!

162 Parkwood 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
$524,000
3 Beds ⋅ 1 Baths ⋅ 981901 MLS
Back On Market! Don't Miss This One A Second time!! Save $$$$ when buy this updated well maintained 3 bedroom home that features low electric bills due to seller owned solar panels! Upgraded kitchen, living room/dining area with cathedral ceiling and hi hats ,newer bath, full basement with tons of storage plus heat/ac unit also, 2 car detached garage and dual driveway to enable parking for 4+ cars, new Trex front porch and back porch off 3rd bedroom/sitting room with sliders to backyard!!

159 Parkwood Drive, Shirley
$150,000
984078 MLS
Vacant Lot Located in residential neighborhood As per town building department property would qualify for 1500 sqft structure home . 1000ft first floor 500 on 2nd floor With basement

46a Brushwood Drive, Shirley
$479,000
2 Beds ⋅ 2 Baths ⋅ 983473 MLS
NEW PRICE! - $479,000! MOTIVATED SELLER! Now is the time to see this beautiful Bedford model in the desirable 55+ gated community of The Manors at The Colony Preserve. This is an exceptional opportunity for buyers seeking comfortable, low-maintenance living in a wonderful community setting — 1,322 square feet of comfortable, thoughtfully designed living space with 2 bedrooms and 2 full bathrooms. 15 Cricket Ct offers the opportunity to simplify your lifestyle without sacrificing comfort, space or amenities. Buyers can enjoy a beautiful, move-in-ready home with first-floor living, a garage and private outdoor space—while also having access to the social and recreational benefits of a gated 55+ community. Seller is motivated and ready to make a deal! Schedule your private showing today and see why 15 Cricket Court deserves a second look.

15 Cricket Court, Shirley
$590,000
3 Beds ⋅ 1 Baths ⋅ 978553 MLS
Charming 3-bedroom Cape featuring an open floor plan filled with abundant natural light. Perfect for entertaining, the home boasts a spacious three-season room with a built-in bar, ideal for gatherings year-round. Cozy up by the beautiful stone fireplace during the winter months or enjoy evenings outdoors by the backyard firepit. The serene backyard offers a peaceful retreat with a koi pond and soothing waterfall sounds, all within a fully fenced yard equipped with convenient key fob–operated mechanical gates. Ideally located just minutes from the ocean, with easy access to local wineries and the Hamptons. A nearby splash park adds to the appeal of this delightful home.

33 Manor 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
$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
$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
$399,990
3 Beds ⋅ 1 Baths ⋅ 973025 MLS
Calling All Investors! 3 bedroom home with over 15 year tenant in place that would love to stay! Low taxes and all rental permits in place.. Be the 1st!

123 St George Drive E, Shirley
$649,000
4 Beds ⋅ 3 Baths ⋅ 967458 MLS
New Construction still time to pick colors and upgrades. Close to beach - shopping and much more. Property tax is vac land full assessment TBD

37-39 Harrison Road, Shirley
$6,500,000
951218 MLS
Income: Walgreens: $505,000 NNN Ann.; Flat Rent; Lease Exp.: 2036. Gross Income: $505,000 Ann. Expenses: Oil: $0 (NNN Lease) Electric: $0 (NNN Lease) Water: $0 (NNN Lease) Maintenance & Repairs: $0 (NNN Lease) Insurance: $0 (NNN Lease) Taxes: $0 (NNN Lease) Total Expenses: $0 (NNN Lease) Net Operating Income (NOI): $505,000 Ann. (7.77 % Cap!!!)

863 Montauk Highway, 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
$89,999
942458 MLS
Residential vacant land.

Commack Road, Shirley
$550,000
927318 MLS
Prime corner lot opportunity on a busy road with an average of 10,000 cars passing by each day! This .18-acre parcel offers excellent visibility and accessibility, making it ideal for a wide range of development possibilities. Whether you’re looking to build a retail space, office, or service-based business, this property provides strong exposure in a high-traffic area. Don’t miss out on this rare chance to develop in a thriving location — contact today for questions or to schedule a showing!

574 Montauk Highway, Shirley
$2,500,000
892060 MLS
Located in a high-demand, easily accessible area, this versatile mixed-use property offers a rare opportunity for both business and residential income. The building features: • Commercial Space: A well-maintained auto mechanic office spanning across 3 large bays, 2 attached and 1 detached. Office space in a separate building and ample parking & storage space on lot. Ideal for continued automotive services or adaptable for a multitude of uses under J2 zoning. • Residential Rental: Separate, fully leased residential unit provides consistent monthly income with room for expansion. • Prime Location: Situated in a high-visibility area with strong foot and vehicle traffic, excellent exposure, and close proximity to major roads, public transportation, retail, and dining. Whether you’re an investor looking for dual income streams or an owner-user this property is a perfect fit. Zoned for mixed use with potential for future expansion or redevelopment. Don’t miss this unique chance to own a flexible and income-generating property in a prime location.

18 Havenwood Drive, Shirley
$569,990
3 Beds ⋅ 2 Baths ⋅ 854011 MLS
New Construction Home To Be Built!! Permit In Place And Ready To Start!!!!... This Home Is To Be Built 3 Bedroom Colonial/ There is 2 Full Bathrooms/ There is One Full Bathroom On The Second Floor... One Full Bathroom on the First Floor...One Bedroom On The First Floor/ 2 Bedrooms On The Second Floor/You have a choice of Cabinets/choice of Tiles for the Bathrooms/choice of Granite for the Kitchen/choice of Carpet for the Bedrooms ( All from Builder's Selection) Stainless Steel Appliance Package( From Builder's Selection)/Heat Pump/Central Air Conditioning/ Front Porch/ Oak Flooring Through Out The First Floor ( Except The Bathroom )/ 200 AMP Service/ 2x6 Construction/ Photos of a previously built home!!!

N/C ROBINSON Drive, Shirley
$569,990
3 Beds ⋅ 2 Baths ⋅ 854010 MLS
Construction Started!!New Construction Home Will Be Completed In The Fall...Kitchen is being installed.To Be Built 3 Bedroom Cape/ There is a first floor bedroom and the Second floor has 2 bedrooms/There is 2 full bathrooms... One on the first floor...One on the second floor/You have a choice of cabinets/choice of tiles for the bathrooms/choice of granite for the Kitchen/choice of carpet for the bedrooms ( All from Builder's Selection) Stainless Steel Appliance Package( From Builder's Selection)/Heat Pump/Central Air Conditioning/Full Unfinished Basement with 8ft ceilings with One Egress Window plus 3 additional windows.Photos of a previously built home! You can be in by the fall.!

487 NEIGHBORHOOD ROAD, Shirley
$569,990
3 Beds ⋅ 2 Baths ⋅ 854005 MLS
New Construction Home!!!....To Be Built.. Permit Is In Place And Ready To Start!!!! Can Customize!! 3 Bedroom Cape/ The first floor has one bedroom and the Second floor has 2 bedrooms/There is 2 full bathrooms... One on the first floor...One on the second floor/You have a choice of cabinets/choice of tiles for the bathrooms/choice of granite for the Kitchen/choice of carpet for the bedrooms ( All from Builder's Selection) Stainless Steel Appliance Package( From Builder's Selection)/Heat Pump/Central Air Conditioning/Full Unfinished Basement with 8ft ceilings with One Egress Window/ 200 AMP service/ Photos of a previously built home!

N/C FAIRVIEW Drive, Shirley
$579,990
3 Beds ⋅ 2 Baths ⋅ 853845 MLS
New Construction Home Construction Started!!....Be In By The Fall!! Kitchen Is Being Installed!!! This to be built 3 Bedroom Cape/ The first floor has one bedroom and the Second floor has 2 bedrooms/There is 2 full bathrooms... One Full Bathroom on the first floor...One Bathroom on the second floor/You have a choice of cabinets/choice of tiles for the bathrooms/choice of granite for the Kitchen/choice of carpet for the bedrooms ( All from Builder's Selection) Stainless Steel Appliance Package( From Builder's Selection)/Heat Pump/Central Air Conditioning/Full Unfinished Basement with 8ft ceilings with One Egress Window/ Photos of a previously built home! You can be in by the fall !!!

305 COMMACK Road, Shirley
$229,900
828502 MLS
Discover Your Dream Home Site Near Fire Island National Seashore. This 0.51-acre residential lot offers a rare opportunity to build your dream home near one of the few pedestrian bridges to Fire Island National Seashore and ocean beaches. Enjoy a nature preserve right behind your property, ensuring privacy and access to a creek for kayaking or canoeing. Located on a corner lot with just one neighbor, this property provides a perfect blend of seclusion and convenience. Nearby marinas make boating easy, while historical landmarks like the William Estates and St. George Manor offer a glimpse into early America. In the summer, enjoy live music, surfing and community events at Smith Point Park. Plus, with the LIRR station just a short distance away, commuting across Long Island is effortless. Whether you're a builder or a dreamer, this lot is your canvas for a coastal lifestyle rich in nature, history, and recreation. Contact us today to learn more!

181 William Floyd Parkway, Shirley
$89,999
L3579231 MLS
Design your dream home on this cleared 50x100 lot in a prime neighborhood! Enjoy the convenience of being just minutes from beaches, parks, shopping centers, and major highways. The property is sold as-is, without contingencies or building permits. Located next to 8 Maplewood Drive, Shirley, this is your chance to build in a sought-after location! All personal items will be removed upon closing.

Maplewood 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.