Shirley Homes under $500,000

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Newest Shirley Homes under $500,000

$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

$429,000

2 Beds ⋅ 2 Baths ⋅ 1057350 MLS

Beautifully redone ranch featuring a spacious living room, formal dining area, and eat-in kitchen.Updated electical 200 amp service. Enjoy the convenience of an in-home washer and dryer, plus a full security system for peace of mind. This cozy and comfy home is truly move-in ready — just drop your bags and start living!

32 Pine Tree 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

$369,900

3 Beds ⋅ 1 Baths ⋅ 1056211 MLS

This Ranch Style Home Features 3 Bedrooms, Full Baths, Formal Dining Room, Eat In Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

30 Oakwood Drive, 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

$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

$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

$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

$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

$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

$499,999

5 Beds ⋅ 2 Baths ⋅ 1048953 MLS

FULLY RENOVATED !! 5 BEDROOM and 2 FULL MODERN BATHS !! ALL MODERN FINISHED WITH OPEN LAYOUT ON 1st FLOOR !! ALL NEW MECHANICALS , ELECTRIC AND STAINLESSS STEEL APPLIANCES !! OVERSIZED LOT IDEAL FOR LANSCAPERS , CONTRACTORS , BOAT LOVERS TO FIT LOTS OF TRUCKS OR BOATS !! SUPER LOW TAXES !! MUST SEE FULL POTENTIAL !!

10 harrison Drive, Shirley

$444,000

4 Beds ⋅ 2 Baths ⋅ 1032083 MLS

AUCTION/OCCUPIED. 4-bedroom, 2 bath 2,082 square foot home sitting on a 12,632 square foot lot. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.

16 Astor Drive, Shirley

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