Shirley Real Estate

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Newest Listings in Shirley

$699,990

3 Beds ⋅ 2 Baths ⋅ 1066422 MLS

Boaters and Nature Lovers Paradise! Wildlife abounds at this spectacular 3 bedroom , 2 bath waterfront ranch, perfectly situated on a private 3/4 acre double lot on a protected creek adjoining Narrow Bay. Located just 1.1 miles from Smith Point Park, this rare property offers incomparable privacy and unobstructed, bayfront wildlife views with protected wetlands directly across the way where building is prohibited. The pristine 8 room interior boasts an open floor plan with soaring cathedral ceilings throughout, 9 skylights, a dedicated wing with a separate entrance perfect for guests or mom, and a beautiful kitchen with slate countertops and new windows. Relax in the 19 x 12 year round sunroom featuring split unit climate control and cozy hydronic floor heating, or step through the new dining room sliders to enjoy Long Islands beauty from your upper and lower decks. A true maritime haven, this property allows you to launch your boat, canoe, or kayak right from your backyard, offering effortless water access to Moriches and Great South Bays. The waterfront features a catwalk and boat slip, with allowances permitted for a floating dock. Complete with an attached tool/boat shed, an oversized 2 car+ garage, with a spacious storage attic, owned solar panels ($111 per month) for eco friendly efficiency, and a 4 ft floor elevation, this home serves as your own private nature observatory! Watch deer, fish, egrets, herons, ducks, swans, ospreys, and even eagles pass by as you enjoy your morning coffee. Opportunities on this coveted waterfront are few and far between. Schedule your tour today to experience this unmatched coastal lifestyle! Be the 1st!

123 Johns Neck Road, Shirley

$549,999

4 Beds ⋅ 2 Baths ⋅ 1064544 MLS

Charming Cape Cod-style home featuring four bedrooms and two full baths. The living room has a cozy wood-burning fireplace and hardwood floors, with new windows throughout and new carpeting upstairs. The spacious backyard offers plenty of possibilities and is ready for someone to create their own outdoor oasis. A great opportunity to add your own personal touches and make this home your own. Roof is 5 years old.

52 Linden Lane, Shirley

$465,000

3 Beds ⋅ 2 Baths ⋅ 1065765 MLS

Discover the charm of this Young Victorian-style home at 9 Lombardy Drive in Shirley, NY! Built in 2001, this bright and inviting home features three bedrooms, two full bathrooms, and approximately 1,432 sq. ft. of living space. The interior offers cathedral ceilings, beautiful flooring, and an eat-in kitchen equipped with appliances. A flexible floor plan provides options for a den or third bedroom on the main level. Additional highlights include skylights, a private driveway, a deck, and professionally landscaped grounds. Conveniently located near local schools, shopping, and everyday amenities, this home offers comfort, character, and versatility.

9 Lombardy Drive, Shirley

$580,000

3 Beds ⋅ 3 Baths ⋅ 1042202 MLS

This beautiful 3-bedroom, 2.5-bath ranch combines effortless indoor flow with incredible outdoor space. The living room features impressive high ceilings, creating a light-filled atmosphere ideal for both daily living and entertaining. Flowing seamlessly into a generous eat-in kitchen - fully equipped with rich granite countertops, an abundance of cabinet storage, and a roomy pantry. The basement provides extra living space, or ample amount of storage room with walk-out access. Step outside where the possibilities are endless on this prime half-acre property. The expansive backyard is a blank canvas ready to be transformed into your ultimate private oasis —whether you envision an outdoor kitchen, lush gardens, or the perfect entertaining patio. This property offers space, style, and a place of comfort.

26 Dawn Drive, Shirley

$690,000

4 Beds ⋅ 2 Baths ⋅ 1065501 MLS

Welcome to 38 Monty Drive, located in the desirable Northern Shirley area! This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect combination of comfort, functionality, and exceptional indoor and outdoor entertaining space. Step inside to a spacious formal living room featuring cathedral ceilings, recessed lighting, and a stunning wood-burning stove accented by beautiful stonework. The home features an inviting eat-in kitchen, waterproof flooring throughout, and a primary suite with a private full bathroom. The fully finished basement provides additional space, perfect for entertaining, a home office, or guest accommodations. Additional interior features include central air conditioning, an alarm system, indoor/outdoor speakers, and plenty of storage throughout. Step outside into your very own backyard oasis, featuring an impressive 18' x 36' energy-efficient saltwater in-ground pool installed in 2019, beautiful Nicolock pavers, brand-new fencing, and a 6-zone in-ground sprinkler system. The property also offers a 1-car garage, an oversized driveway providing ample parking, and a convenient portable generator hookup. Ideally situated in Northern Shirley, with easy access to the Long Island Expressway (I-495) and Sunrise Highway (Route 27), this home offers both convenience and an exceptional lifestyle. Don't miss the opportunity to make this beautiful property your next home!

38 Monty Drive, Shirley

$429,900

3 Beds ⋅ 3 Baths ⋅ 1065183 MLS

Beautiful 2-Story detached exceptional dwelling with incredible updating and meticulous attention to detail, made ready to please the fussiest customers. Amazing location with and opportunity.

8 Robinson Drive, Shirley

$659,000

3 Beds ⋅ 2 Baths ⋅ 1064115 MLS

Welcome to this beautifully maintained 3-bedroom, 2-bath Colonial offering a wonderful blend of comfort, style, and functionality! Featuring ample storage, New central air unit and a Naven 2025 on-demand hot water, laminate flooring, ceramics, carpet and elegant oak stairs, this home is sure to impress both inside and out. The inviting living room features a large bay window that fills the space with natural light, creating a warm and welcoming atmosphere. The spacious eat-in kitchen offers ceramic tile flooring, high-hat lighting, and convenient access to the deck, making it perfect for everyday living and entertaining. The first floor also includes a formal dining room with a closet, currently being used as a fourth bedroom, along with one full bathroom featuring ceramic tile walls and floors, heated exhaust fans, and additional closet space. Upstairs, you'll find three bedrooms, each offering wall-to-wall carpeting and generous closet space. The primary bedroom is a true retreat, complete with a walk-in closet and beautiful cathedral ceilings. An additional full bathroom is conveniently located near all three bedrooms. Throughout the home, abundant windows and ceiling fans create a bright, airy feel. The fully finished basement provides valuable additional living space and includes a dedicated laundry area with washer and dryer, as well as the home's utilities. Step outside to your own backyard oasis, perfect for relaxing, entertaining, and enjoying the warmer months! Outdoor amenities include an 18-foot round above-ground pool, a spacious Trex deck with an electric awning, a large playground, and a paver patio and walkway. A double-wide driveway and single detached car garage with attic storage provide convenient parking and additional storage space.

17 Victory Avenue, 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

$250,000

1063569 MLS

Build Your Dream Home! Discover the possibilities with Lot 36 on Westminster Drive in Shirley. These level, wooded parcels offer 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 35, 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 35 available for sale under MLS #1063568

Lot #36 Westminster Drive, Shirley

$639,000

3 Beds ⋅ 2 Baths ⋅ 1063893 MLS

Enjoy Long Island Living In This Beautiful 3 Bedroom, 1.5-Bath Colonial, Custom Built By Jenna Homes In 1999 & Still Cherished By Its Original Owners Today! Nestled On A Generous Half Acre Lot, This Home Showcases A Brand-New Roof & Central Air Conditioning For Added Peace Of Mind. Inside, The Main Floor Features A Sun Drenched Dining Room Open To The Living Room With Cathedral Ceilings, A Cozy Eat-In-Kitchen, A Convenient Half Bath, & An Inviting Den With A Sliding Glass Door Leading Out To The Rear Deck & Spacious Yard. Upstairs, You Will Find 3 Well Sized Bedrooms & A Centrally Located Full Bathroom. Additional Features Include A Fully Finished Basement w/ A Laundry Area & A 2 Car Attached Garage, All Conveniently Situated Between Sunrise Hwy & The Long Island Expy. This Well Cared For Gem Truly Has It All!

345 Auborn Avenue, Shirley

$599,999

5 Beds ⋅ 3 Baths ⋅ 1063141 MLS

Welcome to 79 Grandview Drive in Shirley, a beautifully maintained 5-bedroom, 3-bath expanded Cape offering stunning water views, versatile living space, and a legal 1-bedroom, 1-bath studio accessory apartment! This unique property combines coastal charm with modern updates and an incredible backyard designed for entertaining. Step inside to discover a bright and spacious interior featuring hardwood floors, an open-concept layout, and an updated kitchen complete with white cabinetry, butcher block countertops, stainless steel appliances, a large center island, and exposed wood beam accents. The adjoining dining area flows seamlessly into a sun-filled living space featuring vaulted ceilings, oversized windows, and sliding glass doors leading to the backyard. The home offers generously sized bedrooms, beautifully updated bathrooms, and flexible living arrangements to suit a variety of needs. The legal accessory apartment features its own kitchen, living area, and full bathroom, providing an excellent opportunity for extended living arrangements or potential rental income, subject to applicable requirements. Outside, your private backyard oasis awaits, complete with a beautiful pool surrounded by custom decking, an expansive paver patio, lush landscaping, and plenty of space for relaxing or entertaining. Enjoy the coastal lifestyle with beautiful water views and close proximity to Smith Point Beach and waterfront recreation. With its spacious layout, legal accessory apartment, and resort-style outdoor space, 79 Grandview Drive is a rare opportunity you won't want to miss!

79 Grandview Drive, Shirley

$749,000

1062653 MLS

PRIME COMMERCIAL DEVELOPMENT OPPORTUNITY-J-6 MAIN STREET BUISNESS DISTRICT! Approximately 0.76-acre (33,024 sq. ft) parcel ideally situated just off Montauk Highway in Shirley's established commercial corridor. Zoned J-6 (Main Street Business District), a designation intended to encourage commercial and mixed-use development, offering potential development opportunities for builders, developers, and investors, subject to Town approvals. Approximately 165 feet of frontage along Versa Place and 200 feet of depth. Connected to the Mastic-Shirley public sewer system, a valuable feature for prospective development. Buyer to verify connection capacity and requirements for intended development. With public water and electric on site, this property is located in Flood Zone X per available mapping. Mature trees, an open rear area, and existing driveway access enhance the property's appeal. Convenient to William Floyd Parkway, Sunrise Highway, and the Mastic-Shirley LIRR station. Existing 1950 cottage is being sold as-is, for land value, with removal the responsibility of the buyer. An opportunity to establish a presence near one of Shirley's principal commercial corridors. Buyer to independently verify zoning, permitted uses, utilities, parcel dimensions, and development requirements.

10 Versa Place, Shirley

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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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Shirley Real Estate

Newest Listings in Shirley

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