8 South Main Street Sayville, NY 11782
Phone: (631) 563-1616
Fax: (631) 567-9211
Toll Free: (800) 236-8827

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Oakdale Real Estate

Located on the Connetquot River at a point that it empties into the Great South Bay, the hamlet of Oakdale was once a playground for the rich and famous. Today, residents enjoy sailing and beaches and is recognized as one of the most beautiful areas of central Suffolk County.

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Located on the Connetquot River at a point that it empties into the Great South Bay, the hamlet of Oakdale was once a playground for the rich and famous. Today, residents enjoy sailing and beaches and is recognized as one of the most beautiful areas of central Suffolk County.

Local modern history of the area began in 1697, when the land upon which the Hamlet of Oakdale was developed, was granted to William Nicoll.

In 1868, the Southside Railroad arrived in the region resulting in the influx of several millionaire families of note. 

The Connetquot River State Park, a conservation area dedicated in 1967 was part of the 3,575- acre Southside Sportsmen's Club upon which the former land barons of the area hunted game.

One of the wealthy 19th century residents was William K. Vanderbilt. He built "Idle Hour", a 900-acre estate on the bands of the Connetquot River. Following Vanderbilt's death in 1927, the property was sold to independent land developers. Many of the original buildings have been placed on the National Register of Historical Places. In 1927, the 16-acre farm, a part of Idle Hour, was developed into an artists colony. Today, the "Artist Colony" is a thriving residential neighborhood that itself has attracted newcomers to the Hamlet of Oakdale.

Oakdale is served by the Connetquot Central School District, which also includes Bohemia and Ronkonkoma.

Oakdale is full of winding roads, creeks, and small bridges. The homes located in Oakdale vary from quaint mini-mansions and many blessed with magnificent views of The Great South Bay.

Easy access to the water and mannas in Oakdale provide boat-lovers with a small piece of paradise, while remaining close to home.

55 properties match your search ;

Showing 1 - 10 of 55 results| view:  results per page« 1|2|3|4|5|...|last »
  • Palatial Home In Coveted Idle Hour. Grand Entry Welcomes You Inside,  Flowing Into Banquet Sized Dining & Great Room. Detailed With Sweeping Staircase, Custom Millwork,  Oak Flooring & Mahogany Wet Bar.Gourmet Kitchen W/Custom Cabinetry & Viking Appliances. Generous Bedrooms & Well Appointed Baths.Lush Grounds,  Pool Cabana W/Wet Bar & Bath,  Free Form Pool W/Waterfall!
    $999,000
    View details
    ML# :2933689   Palatial Home In Coveted Idle Hour. Grand Entry Welcomes You Inside, Flowing Into Banquet Sized Dining & Great Room. Detailed With Sweeping Staircase, Custom Millwork, Oak Flooring & Mahogany Wet Bar.Gourmet Kitchen W/Custom Cabinetry & Viking Appliances. Generous Bedrooms & Well Appointed Baths.Lush Grounds, Pool Cabana W/Wet Bar & Bath, Free Form Pool W/Waterfall!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Meticulously Maintained Home On Shy 3/4 Acre Property! Enjoy The Serenity And Seclusion In This Resort Style Backyard,  Spacious Stone Patio W/ Outdoor Seating For Entertaining,  Fireplace Area,  Paver Walkway To Gazebo Or Enjoy 1200 Sq Ft Wrap Around Porch. Beautiful Kitchen W/ Granite Countertops,  Large Family Room W/ Fireplace,  Master Ensuite,  Wood Floors,  And Much More!
    $899,999
    View details
    ML# :2970767   Meticulously Maintained Home On Shy 3/4 Acre Property! Enjoy The Serenity And Seclusion In This Resort Style Backyard, Spacious Stone Patio W/ Outdoor Seating For Entertaining, Fireplace Area, Paver Walkway To Gazebo Or Enjoy 1200 Sq Ft Wrap Around Porch. Beautiful Kitchen W/ Granite Countertops, Large Family Room W/ Fireplace, Master Ensuite, Wood Floors, And Much More!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Beautiful Waterfront Home On Deep Water Canal W/75 Foot Dock!  Renovated In 2012 W/New Bthrms,  Gas Heating,  Roof,  Siding,  Anderson Windows,  Cac,  200-Amp Elec Plus 50-Amp @ Dock & 50-Amp In Garage,  Double-Wide Drvwy W/Cobblestone,  Generator,  Interior & Exterior Speaker System & Exterior Security Cameras. Gorgeous State-Of-The-Art Kitchen W/Porcelain-Tile Flr & Radiant Heat!
    $749,000
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    ML# :2973308   Beautiful Waterfront Home On Deep Water Canal W/75 Foot Dock! Renovated In 2012 W/New Bthrms, Gas Heating, Roof, Siding, Anderson Windows, Cac, 200-Amp Elec Plus 50-Amp @ Dock & 50-Amp In Garage, Double-Wide Drvwy W/Cobblestone, Generator, Interior & Exterior Speaker System & Exterior Security Cameras. Gorgeous State-Of-The-Art Kitchen W/Porcelain-Tile Flr & Radiant Heat!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Beautiful 4Br,  3Ba Colonial With Top Shelf Amenities Throughout; Welcoming Living Room,  Spacious Dining Room,  Entertainer's Kitchen,  Radiant Heat Entire Main Floor & Baths,  Inviting Den/Fireplace,  Guest Bedroom & Full Bath On Main Level,  Second Level Offers Stunning Master Ensuite,  Two Bedrooms,  Wardrobe & Full Bath.  Amazing Private Yard With Igp On .81 Acre..Immaculate!
    $699,000
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    ML# :2946668   Beautiful 4Br, 3Ba Colonial With Top Shelf Amenities Throughout; Welcoming Living Room, Spacious Dining Room, Entertainer's Kitchen, Radiant Heat Entire Main Floor & Baths, Inviting Den/Fireplace, Guest Bedroom & Full Bath On Main Level, Second Level Offers Stunning Master Ensuite, Two Bedrooms, Wardrobe & Full Bath. Amazing Private Yard With Igp On .81 Acre..Immaculate!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Truly Special 4 Br,  2.5 Spacious Colonial In South Oakdale. Gorgeous Shade Gardens & Specimen Plantings Create An Abundance Of Privacy. Vacation In Your Own Backyard Relaxing On The Custom Brick Patio W/Awning,  Wood Floors,  Library W/Built-In Shelving,  Wood Burning Fireplace,  2+ Car Side Entry Garage,  This Splendor In The Grass Is Beautifully Maintained. A Must See!
    $625,000
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    ML# :2970930   Truly Special 4 Br, 2.5 Spacious Colonial In South Oakdale. Gorgeous Shade Gardens & Specimen Plantings Create An Abundance Of Privacy. Vacation In Your Own Backyard Relaxing On The Custom Brick Patio W/Awning, Wood Floors, Library W/Built-In Shelving, Wood Burning Fireplace, 2+ Car Side Entry Garage, This Splendor In The Grass Is Beautifully Maintained. A Must See!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Stunning Waterfront Paradise. This Home Is Exceptionally Designed W/ Designer Customizations Throughout. The Interior Spaces Are Impressive And Inviting. Gourmet Kitchen W/Custom Cabinetry & Quality Ss Appliances. Set On Privately Landscaped Waterfront Canal.  The Outdoor Space Includes 2nd Story Deck,  Custom Ig Heated Pool & Poolhouse!  Additional Studio Apt (By Permit)!
    $599,000
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    ML# :2908362   Stunning Waterfront Paradise. This Home Is Exceptionally Designed W/ Designer Customizations Throughout. The Interior Spaces Are Impressive And Inviting. Gourmet Kitchen W/Custom Cabinetry & Quality Ss Appliances. Set On Privately Landscaped Waterfront Canal. The Outdoor Space Includes 2nd Story Deck, Custom Ig Heated Pool & Poolhouse! Additional Studio Apt (By Permit)!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • This Newly Renovated,  4, 000Sf Colonial Is Located In The Desirable Connetquot Sd. Great Opportunity For Big Families Or Poss Md. This Home Is Anchored By Huge Granite Eik W/Ss Appliances & Open Floor Plan. 9Ft Ceilings, Wb Fireplace, Radiant Heat On 1st Fl,  Resort Style Back Yard W/Ig Pool W/New Liner,  Cabana & Sauna. Gas Utilities,  6 Zone Heat , 3 Zone Cac. Must See!
    $585,000
    View details
    ML# :2931864   This Newly Renovated, 4, 000Sf Colonial Is Located In The Desirable Connetquot Sd. Great Opportunity For Big Families Or Poss Md. This Home Is Anchored By Huge Granite Eik W/Ss Appliances & Open Floor Plan. 9Ft Ceilings, Wb Fireplace, Radiant Heat On 1st Fl, Resort Style Back Yard W/Ig Pool W/New Liner, Cabana & Sauna. Gas Utilities, 6 Zone Heat , 3 Zone Cac. Must See!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Pristine South Of Montauk Colonial. Formal Lr,  Formal Dr,  Granite Eik,  Den W/Fireplace,  Master Suite W/Jacuzzi Tub And Shower With Massage Jets,  Cac,  Ig Pool Is Salt Chlor Generator
    $579,999
    View details
    ML# :2946643   Pristine South Of Montauk Colonial. Formal Lr, Formal Dr, Granite Eik, Den W/Fireplace, Master Suite W/Jacuzzi Tub And Shower With Massage Jets, Cac, Ig Pool Is Salt Chlor Generator
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Location! Location! Location! Totally Renovated 5 Bedroom/2.5 Bath Colonial On Dead End St In Prestigious South Oakdale Bordering Idle Hour. Granite/Ss Eik,  Custom Bar/Serving Area,  Large Open Living Space,  Cultured Stone Fireplace. Huge Master Bdrm W/Lg Ensuite And Addtn'l Bedrooms Make This Large Colonial The Perfect Home!
    $579,000
    View details
    ML# :2964951   Location! Location! Location! Totally Renovated 5 Bedroom/2.5 Bath Colonial On Dead End St In Prestigious South Oakdale Bordering Idle Hour. Granite/Ss Eik, Custom Bar/Serving Area, Large Open Living Space, Cultured Stone Fireplace. Huge Master Bdrm W/Lg Ensuite And Addtn'l Bedrooms Make This Large Colonial The Perfect Home!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
  • Immaculate Ranch In The Heart Of Idle Hour Nestled On Over 1/2 Acre. Gleaming Hardwood Floors,  Granite Kitchen W/Top Of The Line Ss Apps,  Over Sized Formal Dining Rm,  Den W/Vaulted Ceiling,  Expanded Bedrooms W/Tray Ceilings,  Master Ensuit W/Full Bath & Wic(Can Be 4th Bedroom) 3Car Det Garage W/Green House,  Cac, Igp, Igs,  Too Many Updates To List & A Must See To Appreciate!
    $569,888
    View details
    ML# :2976326   Immaculate Ranch In The Heart Of Idle Hour Nestled On Over 1/2 Acre. Gleaming Hardwood Floors, Granite Kitchen W/Top Of The Line Ss Apps, Over Sized Formal Dining Rm, Den W/Vaulted Ceiling, Expanded Bedrooms W/Tray Ceilings, Master Ensuit W/Full Bath & Wic(Can Be 4th Bedroom) 3Car Det Garage W/Green House, Cac, Igp, Igs, Too Many Updates To List & A Must See To Appreciate!
    Call Today: (631)563-1616 , (800)236-8827, or  Email: Bays Edge Realty
Showing 1 - 10 of 55 results| view:  results per page« 1|2|3|4|5|...|last »
Multiple Listing Service of Long Island, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc. Real Estate listings held by brokerage firms other than C21 Bays Edge are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.