Oakdale Homes for Sale

Welcome to Oakdale, New York—a hidden gem nestled in the heart of Suffolk County. This charming village, situated along the picturesque banks of the Great South Bay, offers a unique blend of suburban tranquility and vibrant community spirit. With its rich history, scenic waterfront, and proximity to major metropolitan areas, Oakdale is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Oakdale is its stunning natural beauty. Residents can enjoy leisurely walks along the bay, explore the lush parks, or take advantage of the numerous recreational activities available, including boating and fishing. The village is also home to several local shops, cafes, and restaurants, providing a warm, community-oriented atmosphere that makes it easy to connect with neighbors and friends.

As for homes for sale, Oakdale showcases a diverse array of properties that cater to various tastes and lifestyles. From charming single-family homes with spacious yards to modern townhouses with contemporary amenities, there’s something for everyone. Many of these homes feature beautiful architectural details, updated interiors, and lush landscaping, making them perfect for creating lasting memories.

With its excellent schools, convenient access to public transportation, and a strong sense of community, Oakdale is not just a place to live; it’s a place to thrive. Whether you’re looking to buy your first home or seeking a peaceful retreat, Oakdale offers an inviting atmosphere that makes it easy to feel at home. Explore the available homes for sale today, and discover the perfect residence in this enchanting village!

Newest Oakdale Homes for Sale

$699,000

1 Beds ⋅ 2 Baths ⋅ 1062127 MLS

Welcome to 70 Featherbed Lane, a truly special waterfront retreat nestled in the enchanting Idle Hour Artist Colony of Oakdale! Built in 1948 and brimming with timeless charm and character, this unique home is situated within a protected historic district and offers an extraordinary lifestyle surrounded by beauty and history. Featuring one bedroom and one and a half baths, the home also boasts a formal living room that was originally a second bedroom and can easily be converted back to suit your needs. With an impressive 150 feet of bulkhead and gorgeous water views, this property offers a rare opportunity to embrace the tranquility and beauty of waterfront living. Additional features include natural gas hot water heating and a wonderful location just minutes from some of the area’s finest restaurants and the Long Island Rail Road. Rich in history, charm, and endless possibilities, this is more than just a home, it’s a lifestyle! A truly special property in one of Oakdale’s most treasured communities! True Taxes $13,312.43 before basic star rebate.

70 Featherbed Lane, Oakdale

$549,000

3 Beds ⋅ 1 Baths ⋅ 1056863 MLS

Investment opportunity in Oakdale with substantial potential to update and personalize. Bring your vision and explore the possibilities for creating lasting value. A property with potential for its next chapter.

6 Bridle Way, Oakdale

$699,999

4 Beds ⋅ 2 Baths ⋅ 1056810 MLS

Welcome to 3 Gale Road in Oakdale. This well-maintained 4-bedroom, 2-full-bath home offers the perfect blend of comfort, convenience, and outdoor living. Inside, you'll find a warm and inviting layout with thoughtful updates throughout, while the finished lower level with a full bathroom provides valuable additional living space and flexibility. Outside, the backyard is set up for enjoying the warmer months, with a new above-ground pool and front-yard sprinklers. Enjoy peace of mind with updates including central air conditioning (2026), windows (2020), and improvements to the heating system and water heater, along with a new cesspool. Additional features include leased solar panels and front-yard irrigation. Thoughtfully updated and well cared for, 3 Gale Road offers the space, comfort, and outdoor amenities that make a house feel like home. Located in the heart of Oakdale, this is a wonderful opportunity to put down roots and make it your own.

3 Gale Road, Oakdale

$875,000

5 Beds ⋅ 3 Baths ⋅ 1054172 MLS

MOTIVATED SELLER- THIS WILL NOT LAST- AGENTS BRING ALL OF YOUR QUALIFIED BUYERS- minutes to marina and bay, this home has a spacious interior floor plan that is different than all homes located in its development. Beautiful all wood walls and ceiling with sky lights master bedroom with private full bath. One of a kind custom built bar in spacious family room with brick fireplace. All stainless appliance spacious kitchen overlooking large newly stained multi-level deck with outdoor fireplace- perfect for entertaining. Beautiful hardwood floors throughout. Elegant Living room and Dining room. Professionally landscaped. Must see to fully appreciate.

42 Ludlow Way, Oakdale

$825,000

6 Beds ⋅ 3 Baths ⋅ 1053595 MLS

Rare over sized Hi Ranch! Six bedrooms and three full baths spread across 2,741 square feet of living space, 175 Stuyvesant Road has been expanded to accommodate even the largest households. Two full kitchens and a private outside entrance addition make this one especially well suited to multi-generational living, an in-law setup, or added income potential with proper permits. Inside you will find recent updates in every room of the home from hardwood floors, vaulted ceilings, fresh paint, and updated kitchens and bathrooms. The main level has two full baths, one of them being inside a main level primary suite. Outside, a flat fenced yard and Trex-railed deck are ready for entertaining, and the attached two-car garage adds everyday convenience. The roof, electrical, mechanical systems/central air, and cosmetics have all been updated within recent years, so the big-ticket items are already handled. Set in Oakdale with easy access to Montauk Highway's restaurants and shops, a quick connection to Sunrise Highway, and a short drive to Heckscher State Park and South Shore beaches like Robert Moses. All this on a quiet dead end street! True taxes before exemptions 15917.45. Connetquot school district.

175 Stuyvesant Road

$949,999

4 Beds ⋅ 3 Baths ⋅ 1052985 MLS

Golden Opportunity Located South of Montauk on the Water!! This Super Spacious Home has an Eat-In Kitchen w/ Custom Cabinetry & Granite Countertops, Den w/ Gas Fireplace, Primary Bedroom w/ Full Bath, Wood Floors, Natural Gas Heating System, and Also Enjoy a Beautiful, Bright & Airy Sunroom Year Round! New Roof Three Years Young, Whole House Generator, In-Ground Sprinklers and Spectacular, Stone Driveway and So Much More! Don't Miss!!

75 Bayview Drive, Oakdale

$1,125,000

8 Beds ⋅ 6 Baths ⋅ 1048517 MLS

Welcome to 82 Yale Avenue, Oakdale. A Rare Multigenerational Opportunity. This expansive 7-bedroom, 5-bath Oakdale residence sits on approximately 0.70 acres. Designed for flexibility and extended-family living, the home features three separate entrances, three kitchens, and multiple living spaces—offering excellent potential for a mother-daughter setup or a large multigenerational household. A finished lower level, 2-car attached garage, spacious private driveway, and generous backyard provide the space, privacy, and versatility today's buyers are looking for. A truly unique opportunity in a desirable Oakdale location.

82 Yale Avenue, Oakdale

$1,199,990

5 Beds ⋅ 4 Baths ⋅ 1048277 MLS

Welcome to 124 Bayview Drive, a spacious and versatile Colonial nestled in desirable south Oakdale within highly regarded Connetquot School District. Set on over half an acre, street-to-street property, this 5-bedroom, 3.5-bath home offers approximately 3,000 square feet of living space, exceptional amenities, and room for extended family or separate office space. The home features a thoughtfully designed extension with an additional bedroom, full bathroom, living space, additional room, and separate exterior entrance—ideal for guests, extended family, a home office or more. Throughout the home, you'll find beautiful 3/4" oak flooring, stainless steel appliances, Andersen windows, vinyl siding, upgraded 200-amp electric, oil heat, wood burning fireplace, jetted tub in the upstairs bathroom and central air conditioning. The spacious primary suite includes an en-suite bathroom. Car enthusiasts and hobbyists will appreciate the incredible garage space, including a 16' x 20' attached two-car garage and an impressive 20' x 23' detached two-car garage. The detached garage offers endless possibilities for a workshop, studio or recreation space, with abundant storage above both garages. Step outside and discover your own private retreat. The rear of the home features a screened porch and deck overlooking the 16' x 32' inground pool surrounded by a spacious paver patio. Mature landscaping and inground sprinklers create a lush, private setting perfect for entertaining, relaxing, and enjoying summer days at home. This street-to-street lot also provides access to a dead-end block behind the property, adding privacy and versatility. Partial waterviews can be enjoyed during the winter months. Located in Flood Zone X, this property does not require flood insurance. Just steps from Byron Lake and minutes from Oakdale's renowned marinas and waterfront restaurants, the Oakdale LIRR station, and the shopping and dining of nearby Sayville, this home combines space, flexibility, and an enviable South Shore lifestyle. With its generous living space, unique extension, resort-style backyard, four-car garage capacity, and prime location, 124 Bayview Drive is a rare opportunity to create the home you've been looking for!

124 Bayview Drive, Oakdale

$1,095,000

4 Beds ⋅ 4 Baths ⋅ 1044054 MLS

Stunning Idle Hour Colonial with breathtaking views of Connetquot River! Updated 3 story colonial with hardwood floors, quartz countertops, 4 bedrooms, includes full house alarm system, built in stereo system and on a huge property fully fenced backyard which provides endless possibilities for outdoor enjoyment!

406 Vanderbilt Boulevard, Oakdale

$749,000

3 Beds ⋅ 3 Baths ⋅ 1037713 MLS

Presenting a Rare Opportunity to own a Fully Renovated 2,705sqft Colonial with a Detached One-Bedroom Cottage and Additional Bonus Structure, situated on a 16,117sqft lot in Highly Desirable Oakdale. This property is Move-In Ready with Extensive Interior and Exterior Renovations Completed between 2023 and 2026. The Main Residence Features 3 bedrooms, 2.5 bathrooms, and a Spacious Layout. The First Floor Primary Bedroom offers a Private En-Suite Bathroom, Generous Closet Space, and Access to a Versatile Attic that can be Converted Back into a Loft. Additional Highlights include a 6 Car Driveway and an Unfinished Basement for Storage and Utility Access. The Detached Cottage consists of 1 Bedroom, 1 Full Bathroom, Kitchen, Living Room, and its own Separate Utilities. The Cottage Offers potential for Extended Family, Guests, or Rental Income (subject to proper permits). A Separate Bonus Structure adds even more flexibility, Complete with Connected Electricity and its own Patio Area. Both the Front and Backyard have been Completely Transformed with Landscaped Lawns, New Rock Pathways, Thoughtfully Designed Garden Areas, and New Plantings. Conveniently Located near Schools, Shopping, Dining, Parks, Transportation, and Major Roadways. Whether you're seeking a Flexible Primary Residence, Multigenerational Living Arrangement, or Rental Income Potential, this property is an Exceptional Opportunity.

1116 Montauk Highway, Oakdale

$899,000

5 Beds ⋅ 3 Baths ⋅ 1039743 MLS

New Listing in South Oakdale’s Vanderbilt Section! Welcome to this beautifully updated and upgraded Colonial, perfectly situated in one of South Oakdale’s most beautiful neighborhoods. Thoughtfully improved and meticulously maintained, this home is truly ready for its new owners to move right in and start enjoying everything it has to offer. From the moment you step inside, gorgeous hardwood floors and elegant crown molding set the tone throughout the home. The spacious chef’s eat-in kitchen offers plenty of room for cooking, gathering, and entertaining and flows beautifully into the inviting den with a fireplace. A formal living room with soaring ceilings adds another impressive space for entertaining. Upstairs, the primary bedroom ensuite is your own private retreat, featuring a full bath and walk-in closet. Four additional generously sized guest bedrooms and a second full bath provide plenty of space for guests or a home office. The home also features a partial basement and two-car garage, offering additional storage and convenience. But wait until you step outside! This backyard was made for the staycation lifestyle. Fully fenced with PVC fencing, the property features a beautiful inground pool surrounded by a patio and deck, creating the perfect setting for summer entertaining, weekend barbecues, or simply relaxing poolside without ever leaving home. Updated, spacious, and designed for both indoor and outdoor living, this South Oakdale Colonial has everything you’ve been waiting for. Your next chapter starts here. Welcome home!

165 Pepperidge Road, Oakdale

$699,000

3 Beds ⋅ 2 Baths ⋅ 1038275 MLS

Beautiful well kept Ranch on a STAGGERING 1.55 Acres in the heart of Oakdale in the desirable Connetquot Schools. Make this your new private compound with plenty of property to add a pool, giant garage and still have wide open grass fields. This home is set back approximately 300' from Locust avenue at the end of a long driveway with the feel of your very own private road. Young home built 1991 and very well maintained featuring 3 Beds and 2 Full Baths with a large open layout Living/Dining and Kitchen space. Central Air, 200 Amp Service, Inground Sprinklers front + back. Very rare to see this size property for a single home in Oakdale.

72 Locust Avenue, Oakdale

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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.