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$399,990
3 Beds ⋅ 1 Baths ⋅ 1059794 MLS
Welcome to 24 Trafalgar Drive! This inviting 3-bedroom, 1-bath home offers an updated kitchen and several valuable improvements, including the roof and siding updated approximately two years ago, a re-insulated attic, new back sliding door and leased solar panels designed to help reduce electric costs. Step outside onto the beautiful back deck-an ideal space for relaxing, barbecuing, and outdoor entertaining. The basement features a French drain system, providing additional space and peace of mind. Enjoy a convenient coastal lifestyle just a short walk or bike ride from Shirley Beach and its splash pad. Smith Point County Park is also only a quick drive or bike ride away, offering ocean swimming, music, fishing, camping, four-wheel-drive beach access, and more. With construction recently underway on the beautiful new Smith Point Bridge, this is a wonderful opportunity to own a home near some of Long Island's best outdoor recreation!

24 trafalgar 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.

567 Boxwood 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

38 Heston Road, Shirley
$499,990
2 Beds ⋅ 3 Baths ⋅ 1053750 MLS
Welcome to 38 Heston Road, a beautifully reimagined contemporary Ranch where iconic Mid-Century Modern architectural soul seamlessly meets an Eclectic Retro and Modern Bohemian vibe. Set on a generous 0.36-acre property, this residence offers a warm, character-rich sanctuary designed for creative living, elevated comfort, and effortless entertaining. The main floor features an airy, light-flooded layout anchored by a formal dining room with a striking statement chandelier. The adjacent walk-through kitchen balances organic elegance and sleek functionality, complete with quartz countertops, an electric cooktop, a wall oven/microwave, and quality stainless steel appliances. The main level offers two spacious bedrooms—including a peaceful primary suite with its own full en-suite bath—plus a second full bathroom, providing comfortable single-level living options. The expansive lower level expands your options with a full, partially finished basement that includes a third full bathroom, dedicated laundry space, and private exterior access. Every major component of the home has been thoughtfully modernized between 2019 and 2021, combining retro aesthetics with true peace of mind. Key system upgrades include a new roof, Marvin fiberglass windows, blown-in attic insulation, a new water heater, upgraded 200-amp electrical service with a 100-amp subpanel in the garage, and a complete HVAC system with central air conditioning. Outdoor living is equally refined, featuring a fully vinyl-fenced yard, an 11-zone sprinkler system, a custom patio for alfresco gatherings, a new storage shed, and new garage doors complementing the attached two-car garage. This property offers a vibrant fusion of vintage architectural charm, artistic modern style, and everyday comfort.

38 Heston Road, Shirley

499 Revilo Avenue, Shirley
$398,000
2 Beds ⋅ 1 Baths ⋅ 1053867 MLS
Welcome to your private oasis! Tucked away in a serene setting on a quiet dead-end street, this delightful 2-bedroom, 1-bathroom ranch/cottage-style home offers 845 square feet of cozy, low-maintenance living space. The inviting living room features an open-concept layout that flows seamlessly into the eat-in kitchen. The home boasts durable, neutral laminate flooring throughout the main living areas, with carpeting in one bedroom. The functional eat-in kitchen features brand-new appliances. An oversized semi-circle driveway provides excellent curb appeal and plenty of parking space for guests; the one-car detached garage with electric can be used as a workshop! Move in with peace of mind knowing the property includes a brand-new cesspool. This intimate, easy-to-maintain home is ideal for first-time buyers, downsizers, or anyone seeking a peaceful retreat.

499 Revilo Avenue, Shirley

154 W End Avenue, Shirley
$469,999
2 Beds ⋅ 1 Baths ⋅ 1053238 MLS
Welcome to this beautifully updated Shirley home, set on a double lot in Flood Zone X with taxes under $3,500 and an incredible amount of usable outdoor space. Major exterior updates include a new roof with all plywood replaced (March 2022), new siding and gutters (2022), front and side windows (February 2022), new front porch rafters (2022), and solar panels (2022). The interior offers a comfortable open layout with a spacious living room and dining area, abundant natural light, recessed lighting, and updated LVP flooring completed in October 2025. The kitchen features abundant cabinetry, stainless steel appliances, a center island, and a layout that opens directly into the main living space. A 4-zone mini-split system was installed in 2023/2024, with two zones currently connected and two additional zones available for future use. The basement was remodeled in April 2024, creating additional finished space for a home office, recreation area, gym, or storage. Outside, the property truly shines with a paver patio and dedicated hot tub pad completed in June 2024, hot tub added in August 2024, 12x20 shed added in 2024, full underground irrigation installed in June 2025 with seven zones plus a front-bed mister, new driveway with paver border and retaining wall completed in July 2025, and new sod installed in August 2025. The expansive backyard has been further enhanced with 2026 landscaping, vinyl fencing installed in phases throughout 2025 and 2026, multiple entertaining areas, a fire-pit area, outdoor dining space, and plenty of open lawn, providing an ideal setting for entertaining or enjoying the property year-round. Additional updates include a 2021 hot water heater, 2021 Frigidaire dishwasher, and September 2025 Samsung Bespoke refrigerator. With its oversized lot, extensive updates, finished basement, impressive outdoor setup, and low taxes, this home offers a rare opportunity in Shirley.

154 W End Avenue, 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

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

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

2 Pinetop Drive, Shirley
$499,900
4 Beds ⋅ 2 Baths ⋅ 1034963 MLS
Welcome to this well-maintained four-bedroom, two-bathroom ranch situated on a corner property with a convenient location and numerous updates throughout. Offering a versatile floor plan, this home provides comfortable living with functional spaces for a variety of needs. The updated kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The living room is highlighted by vaulted ceilings, a wood-burning stove, and sliding glass doors that provide access to the backyard, creating a seamless connection between indoor and outdoor living. Down the hall are four bedrooms, including a spacious primary bedroom with an en-suite bathroom. A second full bathroom serves the additional bedrooms. Other highlights include an attached garage, a large driveway offering ample parking, and a corner lot with outdoor space to enjoy. Conveniently located near shopping, dining, transportation, parks, and other local amenities, this home is ready for its next owner.

2 Pinetop Drive, Shirley

22 Cricket Court, Shirley
$399,999
2 Beds ⋅ 2 Baths ⋅ 1018240 MLS
Enjoy resort-style living in this beautifully maintained 2-bedroom, 2-full-bath condominium located in a sought-after 55+ retreat-style community. Designed for comfort and convenience, this spacious home features a granite eat-in kitchen with sliders leading to a private balcony, perfect for enjoying your morning coffee or relaxing outdoors. The thoughtfully designed floor plan offers a spacious living room, separate den, and formal dining room, providing plenty of space for entertaining and everyday living. The generous primary suite serves as a private retreat, complete with a full en-suite bathroom and two walk-in closets. A well-appointed second bedroom and full guest bath provide comfort and privacy for family and guests. The convenience of in-unit laundry adds to the ease of everyday living. Beyond your front door, enjoy an exceptional lifestyle with outstanding community amenities. The stunning clubhouse features a state-of-the-art fitness center, library, business office, and an elegant banquet room complete with a private kitchen and bar, perfect for social gatherings and community events. Outdoors, residents can relax by the heated pool, enjoy scenic views of the lake, take advantage of paddle boating, or participate in the wide variety of activities and social events offered throughout the year. This is more than a home—it's a lifestyle. Don't miss the opportunity to enjoy luxury, convenience, and an active community in one exceptional package.

22 Cricket Court, Shirley

55 William Floyd Parkway, Shirley
$499,999
4 Beds ⋅ 2 Baths ⋅ 998830 MLS
Welcome to this lovely 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

15 Cricket Court, 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

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

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