Welcome to Osprey Landing — Your Private Waterfront Retreat! Discover the rare opportunity to own 2.2 acres of private waterfront paradise in Oakdale, where expansive wat...
Listing courtesy of Listing Agent: Eric Gordon Ramsay IV (ericiv@ericramsay.com) from Listing Office: Eric G Ramsay Jr Assoc LLC.
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 fo...
Listing courtesy of Listing Agent: Nicholas Ramsingh (nramsingh77@gmail.com) from Listing Office: LAFFEY REAL ESTATE.
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 ...
Listing courtesy of Listing Agent: Robert M. Lorenzo II (robert.lorenzo@compass.com) from Listing Office: Compass Greater NY LLC.
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, recesse...
Listing courtesy of Listing Agent: Bryn G. Elliott E-PRO SFR (belliott@signaturepremier.com) from Listing Office: Signature Premier Properties.
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 hardw...
Listing courtesy of Listing Agent: Lisa F. Hendrickson (lisa.hendrickson@elliman.com) from Listing Office: Douglas Elliman Real Estate.
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 throu...
Listing courtesy of Listing Agent: Lisa F. Hendrickson (lisa.hendrickson@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Stunning Idle Hour Colonial with breathtaking views of Connetquot River! Updated 3 story colonial with hardwood floors, quartz countertops, 4 bedrooms, includes full hous...
Listing courtesy of Listing Agent: Janet M. Maffucci CBR (jmaffucci@netterrealestate.com) from Listing Office: Netter Real Estate Inc.
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 mode...
Listing courtesy of Listing Agent: Kim S. Palazzolo (kim.palazzolo@elliman.com) from Listing Office: Douglas Elliman Real Estate.
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...
Listing courtesy of Listing Agent: George Gatt (georgegatt.re@gmail.com) from Listing Office: Stephen Joseph Properties.
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...
Listing courtesy of Listing Agent: Matthew B. Arnold (matthewarnold@netterrealestate.com) from Listing Office: Netter Real Estate Inc.
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 prop...
Listing courtesy of Listing Agent: Robert Ferrara (Rob@MigrateRealty.com) from Listing Office: Migrate Realty LLC.
SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behi...
Listing courtesy of Listing Agent: Eric G. Ramsay III (rick@ericramsay.com) from Listing Office: Eric G Ramsay Jr Assoc LLC.
Welcome to 103 Bonnie Road in Oakdale! This beautifully renovated split-level home offers the perfect blend of modern, move-in-ready finishes and exceptional indoor-outdo...
Listing courtesy of Listing Agent: Stephen Zappalla (szappalla@kw.com) from Listing Office: Keller Williams Realty Elite.
Welcome home to your private retreat on this quiet cul-de-sac in Oakdale, NY! This recently renovated 20 year young colonial is set on an expansive 1.3 acre lot and is lo...
Listing courtesy of Listing Agent: Robert M. Lorenzo II (robert.lorenzo@compass.com) from Listing Office: Compass Greater NY LLC.
Welcome to The Fantastic ~ Birchwood on the Green ~ This is an Extra Bright Corner Unit! Enter the Dining Room with the Bay Window and it's own Large Closet for Stora...
Listing courtesy of Listing Agent: Patrick A. Mallilo (patrickm@leesabrealty.com) from Listing Office: Leesa Byrnes Realty Inc.
Welcome to this beautifully renovated split-level home nestled on an oversized 0.47-acre property in the heart of Oakdale. Completely updated from top to bottom, this mov...
Listing courtesy of Listing Agent: Jose Martinez CBR (jmartinez@powerteamrealty.com) from Listing Office: Power Team Realty Corp.
Large Colonial in South Oakdale. Amazing location. 4 Brs, 4.5 bths. Sparkling in ground pool, multiple decks on shy half acre property. Fenced yard with in ground sprinkl...
Listing courtesy of Listing Agent: Sanford Pines (sandypines10@gmail.com) from Listing Office: Coldwell Banker American Homes.
Enjoy Beaches, Boating, Restaurants and Water then this is the House for you!! Located South of Montauk Hwy in the Sought-After Idle Hour Community! This Over-Sized Hig...
Listing courtesy of Listing Agent: Dawn DeGirolamo (dawn.degirolamo@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Welcome to waterfront living at its finest. Situated in historical Idle Hour on a private road. No Flood Ins. required.!!No neighbors across the street because of the Arb...
Listing courtesy of Listing Agent: Louise Lanzetta CBR DSC (louise.lanzetta@elliman.com) from Listing Office: Douglas Elliman Real Estate.
Virgin land
Listing courtesy of Listing Agent: Alessandra Piscitelli (apiscitelli@leesabrealty.com) from Listing Office: Leesa Byrnes Realty Inc.
Oakdale's exclusive, private & beautiful Vanderbilt Estate Idle Hour historic community. This wideline Hi Ranch has hardwood flooring, large Formal dining, a rear deck & ...
Listing courtesy of Listing Agent: Henry R. Cardello GRI (newislandrealty@yahoo.com) from Listing Office: New Island Realty.
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.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.
Nestled along the scenic Great South Bay in Suffolk County, Oakdale offers an exceptional blend of waterfront living and small-town charm that attracts discerning homebuyers throughout Long Island. This picturesque hamlet combines natural beauty with convenient access to both New York City and the Hamptons, making it an ideal location for those seeking the perfect balance of tranquility and connectivity.
See Oakdale ListingsNestled along the scenic Great South Bay in Suffolk County, Oakdale offers an exceptional blend of waterfront living and small-town charm that attracts discerning homebuyers throughout Long Island. This picturesque hamlet combines natural beauty with convenient access to both New York City and the Hamptons, making it an ideal location for those seeking the perfect balance of tranquility and connectivity.
The Oakdale real estate market features an impressive variety of properties to suit every lifestyle and budget:
From the exclusive Idle Hour Boulevard waterfront community to the family-friendly neighborhoods near Oakdale-Bohemia Middle School, buyers will find exceptional options throughout this desirable Long Island location.
The Oakdale housing market benefits from its strategic location between the Connetquot River State Park Preserve and the Great South Bay, creating a unique micromarket within Suffolk County. Properties with water access and bay views command premium prices, while inland homes offer excellent value for families seeking top-rated schools and recreational amenities. The area's proximity to the Sunrise Highway and Southern State Parkway ensures convenient commuting options to Manhattan and other Long Island employment centers.
When searching for Oakdale homes for sale, consider the varying flood zones and waterfront regulations that may affect certain properties. Many buyers prioritize locations within walking distance of the Oakdale train station or near popular attractions like the Dowling College waterfront campus. Working with a knowledgeable local agent is crucial for understanding neighborhood nuances, from the quiet residential streets near Terry Road to the more exclusive waterfront enclaves along Montauk Highway.
Timing your Oakdale home search strategically can provide significant advantages, as the market tends to see increased inventory during spring and early fall. Consider factors such as dock rights, association fees for waterfront communities, and proximity to recreational facilities like the Oakdale Golf Club when evaluating potential properties.
Partnering with Edify Real Estate for your Oakdale home search means accessing unparalleled local expertise and personalized service tailored to Long Island's unique market dynamics. Our agents provide comprehensive market analysis, neighborhood insights, and strategic negotiation support to help you secure the ideal Oakdale property. From initial consultation through closing, we ensure a seamless experience that addresses the specific considerations of buying in this prestigious Suffolk County community.
Stay ahead of the latest trends in Oakdale's real estate market in Long Island. Edify Real Estate provides the insight, data, and local expertise you need to navigate buying or selling in Oakdale with confidence. Contact us today for a personalized market report.
Please contact us for a personalized market report.
Explore exceptional real estate opportunities in Oakdale, Long Island and beyond with Edify Real Estate. Whether you're searching for your dream home, a modern condo, or preparing to sell your current property, our team brings sharp market insight, accurate valuations, and a refined negotiation strategy tailored to today's market.
At Edify Real Estate, we understand that Oakdale represents one of Long Island's most sought-after residential markets, combining waterfront luxury with suburban convenience. Our experienced team has deep roots in Suffolk County and intimate knowledge of Oakdale's diverse neighborhoods, from the marina communities along the Great South Bay to the tree-lined streets near the Connetquot River. We specialize in helping clients navigate the unique aspects of Oakdale real estate, including waterfront property considerations, local zoning regulations, and community amenities that make this hamlet so desirable.
Whether you're seeking a waterfront estate with private dock access, a family home near top-rated schools, or an investment property in this appreciating market, Edify Real Estate provides the local expertise and personalized service that Oakdale buyers deserve. Our commitment to excellence, combined with our comprehensive understanding of Long Island's real estate landscape, ensures that your Oakdale home buying journey is both successful and rewarding. Let us help you discover why so many choose to call Oakdale home.