Oakdale Real Estate

Welcome to Oakdale, New York – a hidden gem nestled in the heart of Suffolk County. This picturesque hamlet, situated along the scenic banks of the Connetquot River, offers a delightful blend of natural beauty and suburban charm. Known for its lush landscapes and serene environment, Oakdale is the perfect retreat for those seeking a peaceful lifestyle while still enjoying easy access to the vibrant energy of Long Island.

Oakdale boasts a rich history, with roots tracing back to the 19th century. The community is characterized by its quaint streets lined with beautiful homes, many of which reflect the architectural styles of yesteryear. Residents enjoy a close-knit community atmosphere, where neighbors become friends and local events bring everyone together.

Nature enthusiasts will find plenty to love in Oakdale. The nearby Connetquot River State Park Preserve provides a stunning backdrop for outdoor activities, including hiking, fishing, and bird watching. The park’s expansive trails and lush greenery create an idyllic setting for family outings or peaceful solo retreats.

For those who appreciate the arts, Oakdale is home to the renowned Oakdale Theatre, which hosts a variety of performances throughout the year. Additionally, the hamlet’s proximity to the bustling towns of Sayville and Patchogue means that residents have easy access to shopping, dining, and entertainment options.

With its unique blend of tranquility and convenience, Oakdale is not just a place to live; it’s a lifestyle. Whether you’re looking for your first home or seeking a serene space to retire, Oakdale offers an inviting community that welcomes you with open arms. Come explore the charm of Oakdale and discover why so many have chosen to call this lovely hamlet home!

Newest Listings in Oakdale

$729,000

3 Beds ⋅ 2 Baths ⋅ 1049112 MLS

Pristine 3 Bd, 2Bth Colonial located in the desirable Connetquot School District. This home showcases True Pride of Ownership inside and out and is perfectly designed for entertaining. Inside features an elegant dining room, updated kitchen with stainless appliances and island. Upstairs offers three spacious bedrooms, including a primary suite with a walk-in closet, plus a den that provides excellent space for children, toys, or a cozy lounge area. The second- floor features central air conditioning, while the first floor is equipped with an efficient ductless unit. The exterior features a beautifully manicured lawn, fenced yard, firepit, a covered porch and brick patio ideal for gatherings. Inside, the living spaces are thoughtfully updated and impeccably maintained. This is a home you'll be proud to call you own--warm, inviting and beautifully cared for.

234 Brook Street, 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

$579,000

2 Beds ⋅ 2 Baths ⋅ 1047899 MLS

Beautifully updated 2 bedroom ranch with the potential for a 3rd bedroom, offering 2 full baths and a bright, inviting interior. Hardwood floors, custom moldings, recessed lighting, and two skylights add warmth and character throughout. The updated kitchen features granite countertops, stainless-steel appliances, and a glass tile backsplash, while the living room and dining room provide comfortable spaces for everyday living. A huge walk-in closet with a custom organizing system offers exceptional storage. Additional features include central air conditioning, gas hot-air heat, updated windows, and vinyl siding. Outside, enjoy professional landscaping, a private backyard with vinyl fencing, and a paver patio perfect for relaxing or entertaining. All this, plus taxes of only $9,644.14 after the Basic Star rebate. Low maintenance, low taxes, low utilities…low bills! A true must see.

28 Academy Lane, Oakdale

$349,000

1 Beds ⋅ 1 Baths ⋅ 1047664 MLS

Beautifully updated and truly move-in ready, this spacious one-bedroom, one-bath ground-floor co-op in Birchwood on the Green offers comfortable, easy living in a desirable location within the community. The bright and inviting interior features gleaming hardwood floors, a generous open living and dining area, an updated kitchen with stainless steel appliances, and a beautifully renovated bath. The oversized bedroom offers plenty of space, while the private covered patio provides a lovely spot to relax outdoors. Conveniently located within the community with easy access to parking and surrounding amenities. Monthly maintenance includes heat, water, landscaping, exterior maintenance and snow removal. A meticulously maintained home with thoughtful updates throughout—just unpack and enjoy.

2310 Wilshire Lane Unit #2310, Oakdale

$750,000

4 Beds ⋅ 2 Baths ⋅ 1046548 MLS

Set midblock on a third of an acre, this open-concept Colonial spreads 1,909 square feet across seven rooms. The eat-in kitchen stretches to island seating, with granite counters, stainless appliances and pantry storage. A wood burning stove anchors the living room, and the family room opens through patio doors to a fenced backyard. Four bedrooms include a primary with double closets and its own bathroom entry, and oak floors carry through the home. Behind the finishes: 200-amp generator-ready service, smart thermostats, ENERGY STAR appliances, double-pane windows, an entrance foyer, attached garage, private driveway, and sprinklers front and rear. Two state parks, the Bayard Cutting Arboretum, the train station, shops, and downtown and waterfront dining are all close by.

87 Wexford Drive, Oakdale

$355,000

1 Beds ⋅ 1 Baths ⋅ 1047399 MLS

Welcome to this Beautiful Deluxe 1 Bedroom second floor coop in the desirable Birchwood on the Green Community. This bright and inviting home features gleaming dark hardwood floors throughout and a beautifully updated Kitchen with white cabinetry and granite countertops. The updated neutral tiled Bathroom offers a fresh modern feel. The spacious bedroom and generous closets provide plenty of storage, while an in-unit washer/dryer combo adds everyday convenience. Step outside onto your private balcony and enjoy the lovely courtyards; located in both front and back, of the building. Monthly maintenance of $901.43 includes taxes, gas heat, gas cooking, hot water, shared septic, snow removal and grounds care - making for convenient low-maintenance living. Board Approval required. Minimum 19% down at contract and minimum 700 credit score required.

3909 Wilshire Lane Unit #3909, Oakdale

$429,000

2 Beds ⋅ 1 Baths ⋅ 1042589 MLS

Welcome to this ground-floor 2 bedroom end unit coop in the Desirable Birchwood on the Green Community. This bright and inviting home features Beautiful wood floors throughout. New raised panel doors. Kitchen with dark wood cabinetry, stainless steel appliances and a convenient pass thru window overlooking the dining room and living room areas. The updated bathrooms features a walk in shower and the convenience of an in unit washer and dryer makes everyday living easy. Enjoy outdoor space on the rear Private Trex deck with direct access to the back parking area. Don't Miss this Home.

5218 Wilshire Lane Unit #5218, Oakdale

$1,195,000

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

$219,998

1 Beds ⋅ 1 Baths ⋅ 1043826 MLS

Charming One-Bedroom Co-op in Birchwood on the Green Welcome to this beautifully updated one-bedroom, one-bathroom co-op nestled within the desirable courtyard setting of Birchwood on the Green. This spacious home offers a comfortable, flexible layout with an open-concept living and dining area, oversized windows, and an abundance of natural light. The efficient kitchen features a convenient pass-through that could also serve as a cozy breakfast nook, along with newly installed stainless-steel appliances. Beautiful oak hardwood floors, completed within the past year, complement the recessed lighting and create a sleek, modern feel throughout the living space. The inviting bedroom comfortably accommodates two and offers two generously sized closets for excellent storage. A newly installed smart Wi-Fi-enabled wall AC unit adds year-round convenience and comfort. Residents also enjoy the convenience of a laundry room located just below the unit, as well as ample basement storage shared among the owners in the building. This move-in-ready home is an excellent opportunity for those looking to own or invest in Birchwood on the Green. Simply unpack, settle in, and start enjoying all this welcoming co-op has to offer. Pets are welcome with board approval.

4715 Wilshire Lane Unit #K15, Oakdale

$889,000

4 Beds ⋅ 3 Baths ⋅ 1040672 MLS

Welcome to this meticulously renovated home, FEATURING A 1 BEDROOM LEGAL ACCESSORY APT, perfect for RENTAL INCOME or family needs. Also offering the perfect blend of modern, move-in finishes and exceptional indoor-outdoor living. Nestled on a tree lined dead end street in the highly sought-after South Oakdale. Enter inside to discover a bright open floor plan designed for everyday comfort and entertaining. Just off the kitchen is your sprawling deck and lower-level patio pavers overlooking your beautiful fenced backyard. Great for recreation, dining, and entertaining. Byron Lake Park is just down the street. Easy access to restaurants, shopping, beaches, and everything the South Shore has to offer. NY State Star Rebate for taxes is $840.00

162 Stuyvesant Road, Oakdale

$768,000

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

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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.