Shirley Homes under $600,000

Welcome to Shirley, New York – a charming hamlet nestled in the heart of Suffolk County that beautifully combines suburban tranquility with convenient access to urban amenities. Located on Long Island’s South Shore, Shirley offers residents a picturesque setting with a rich history and a vibrant community spirit. With its close proximity to the stunning beaches of Fire Island and the lush landscapes of nearby parks, outdoor enthusiasts will find plenty of opportunities for recreation and relaxation.

Shirley is known for its friendly neighborhoods, excellent schools, and a strong sense of community. The area boasts a variety of shopping, dining, and entertainment options, making it an ideal place for families and individuals alike. Whether you’re strolling through the local parks or enjoying a day at the beach, Shirley provides a welcoming atmosphere that makes you feel right at home.

For those looking to invest in their dream home without breaking the bank, Shirley offers a fantastic selection of properties priced under $600,000. From charming single-family homes with spacious yards to cozy townhouses perfect for first-time buyers, there’s something for everyone in this affordable housing market. Many homes feature modern amenities and are situated in family-friendly neighborhoods, ensuring a comfortable lifestyle for residents.

Discover the warmth and charm of Shirley, NY, where you can find your perfect home at an accessible price point. Explore the listings today and see why so many people are choosing to call this delightful hamlet their home!

Newest Shirley Homes under $600,000

$599,000

6 Beds ⋅ 2 Baths ⋅ 1058269 MLS

You Will Fall In Love With This Beautifully Renovated Expanded Cape Cod-Style Home Located In The Desirable Neighborhood Of Shirley! This Spacious Home Features 6 Bedrooms, 2 Full Bathrooms And A Full Unfinished Basement With Great Potential. Updates Include New Roof, New Furnace, New Hot Water Heater, Vinyl Flooring, Recessed Lighting, Stainless Steel Appliances And Updated Bathrooms. Enjoy A Spacious Eat-In Kitchen With Access To A Beautifully Fenced-In Backyard, Perfect For Outdoor Entertaining And Relaxing. Private Driveway And Plenty Of Space For Everyone! Conveniently Located Near Beaches, Parks, Schools, Shopping, Transportation & Much More. Incredible Opportunity With Low Taxes Of Only $8,756 With STAR! Move-In Ready And Priced To Sell — This One Won’t Last Long! Call Today!

45A Brushwood Drive, Shirley

$539,999

4 Beds ⋅ 1 Baths ⋅ 1057449 MLS

Come Fall in love with this fully renovated 4-bedroom, 1-bath expanded Cape. This home offers the feel of new construction with all-new flooring, a beautifully updated kitchen with new appliances, a renovated full bath, upgraded electrical, and fresh modern finishes throughout. The extended living space provides a flexible layout with plenty of room to spread out, entertain, or create additional work-from-home or recreational space. Conveniently located near local beaches, shopping, dining, and the train station for an easy commute. A fantastic turnkey opportunity for first-time buyers, downsizers, or anyone looking for a beautifully updated home without the work. ***Photos have been enhanced ***

102 Pinewood 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

$589,999

5 Beds ⋅ 3 Baths ⋅ 1057042 MLS

Welcome to 75 Lexington Road. Great curb appeal greets you with a paver walkway, brick and stone front steps, and a beautiful Japanese maple. The entry leads up to a bright, open main level with soaring vaulted wood-plank ceilings, gleaming hardwood floors, and a wall of oversized windows that fills the space with natural light. The living room flows into the open dining area, perfect for everyday life and hosting. The white kitchen offers stainless steel appliances, a tiled backsplash, a sunny window nook, and a pass-through to the dining room. Three bedrooms and an updated full bath complete the main level. The finished lower level adds remarkable flexibility, with a second kitchen, open living space, additional finished rooms, and a laundry room with its own door to the yard. Outside, the private, fully fenced backyard is made for entertaining. It features stamped concrete patios, a covered gazebo dining area, a fire pit, a raised garden bed, and a lush lawn. A long gated side drive leads to a detached garage, and there's a storage shed for extra room. Energy-conscious features include natural gas heat (a rare find in the area), solar panels, and low taxes of approximately $8,000. Sold as-is.

75 Lexington Road, 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

$599,999

4 Beds ⋅ 2 Baths ⋅ 1056392 MLS

Don’t miss this incredible expanded ranch featuring an open, spacious layout and skylights that fill the home with natural light. The home offers a large formal dining room with an electric fireplace, a substantial eat-in kitchen, and a cozy living area—perfect for entertaining and bringing out your inner chef. And that’s just the beginning! The home features four bedrooms, including a primary bedroom suite with an updated full bathroom, plus an additional full bath. A versatile mudroom with a separate entrance provides additional space that can also be used as a home office. Now for the EXTRAS: updated roof (within the last 5 years), central air conditioning (within the last 2 years), in-ground sprinklers, patio, double driveway, walk-in closet, carport, and so much more. This move-in-ready gem must be seen to be truly appreciated!

34 Floyd Road, 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

$550,000

5 Beds ⋅ 2 Baths ⋅ 1052879 MLS

Located less than 2 miles from beautiful Smith Point Beach, this spacious Hight ranch offers plenty of room for a large family. Prime Corner Property, Mother - daughter potential with proper permits.

83 Pine Tree Drive, Shirley

$550,000

3 Beds ⋅ 2 Baths ⋅ 1055121 MLS

SAT 9/26 OPEN CANCELLED Open Sunday 12-2 Welcome to 21 Lisa Court. Set at the end of a dead-end street in North Shirley, this 3-bedroom, 2-full-bath raised ranch sits on a generous three-quarter acre and offers a private, tucked-away setting with easy access to major roadways for commuting. Curb appeal shines with a long private driveway, a manicured front lawn, colorful landscaped garden beds, and a backdrop of mature trees. Step inside to a bright, sun-filled living room with soaring vaulted ceilings, two skylights, gleaming hardwood floors, and a wide bay window with a built-in window seat. A pass-through opening connects the living room to the eat-in kitchen, keeping the main living space open and connected. The kitchen offers ample oak cabinetry, a gas range, a stainless French-door refrigerator, a pantry closet, and wood-look flooring. The dining area has sliding glass doors that open to a deck overlooking the backyard. The primary bedroom has its own full bath with a stall shower. Two more bedrooms share a full hall bath with a tub and shower, and a mix of hardwood and wood-look flooring runs throughout the main level. Ceiling fans throughout keep the main level comfortable year-round. A separate laundry room off the kitchen includes cabinet storage and its own exterior door to the deck, making it a convenient mudroom entry. The full finished lower level with outside entrance adds a generous amount of additional living space, with several flexible rooms for a home office, gym, recreation space, or hobbies. Outside, the expansive, level backyard is a true retreat, with a lush lawn, a deck, a large patio, and a beautiful wooded border for privacy. Two storage sheds and a 1-car garage with an automatic opener, shelving, and a workbench provide plenty of room for tools, equipment, and seasonal storage. With its private setting, spacious lot, and room to add your own personal touches, 21 Lisa Court is a wonderful opportunity in North Shirley.

21 Lisa Court, 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

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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.