OAKDALE, NY HOMES FOR SALE


Oakdale

Oakdale is a hamlet on the South Shore of Long Island, once housing some of the nation’s wealthiest manors. Still today, the nearby historic Vanderbilt estate, now known as Bourne Mansion, hosts weddings and corporate events – a throwback to Long Island’s gilded age. Centrally located within Oakdale is Byron Lake Park and an LIRR train station that runs on the Montauk line with easy access for residents to both NYC and the East End. Several canals allow for waterfront properties throughout.

Oakdale

Total Listings: 22
Average Price: $719,604
Highest Price: $1,299,000
Lowest Price: $509,500

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Oakdale Homes For Sale

62 Properties Found. Page 1 of 2
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Spectacular French Colonial 5000 Sq Ft Custom B...

$1,299,000

16 Biltmore Ave, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.46 Acres
  • 5,000 sqft

School District: Connetquot

Spectacular French Colonial 5000 Sq Ft Custom Built Oasis W/panoramic Water Views In Every Room. Impeccably Detailed Moldings, Recessed Ceilings, Italian Marble Mantles, Hardwood Floors Throughout, Chef's Kitchen With Sunken Family Room Open Floor Plan Cre...

You Can Enjoy Million Dollar Views From Your De...

REDUCED 5%

$925,000

700 Tower Mews, Oakdale

  • 5 Beds
  • 4 Baths
  • 0.3 Acres
  • 3,998 sqft

School District: Connetquot

You Can Enjoy Million Dollar Views From Your Deck! Beautiful 4br, 3 Full Baths Custom Built Contemporary Home W 1br, Full Bath, Lr Guest Suite. 120' Of Bulkhead On A Deep Canal In Historical Artist Colony In Idle Hour. Wood Floors Throughout The House. Pl...

Waterfront Country Estate Home Right Out Of Bet...

$848,000

5 Miami Rd, Oakdale

  • 5 Beds
  • 3 Baths
  • 1.21 Acres
  • 3,303 sqft

School District: Connetquot

Waterfront Country Estate Home Right Out Of Better Homes & Gardens. Radiating Classical Charm This Gem Is Set On 1.21 Acres With 160' Of Waterfront. Guests May Gather In The Living Room W/orig. Pine Plank-pegged Floors, A Massive Frplce & Windows Overlookin...

Stunning 4br/2.5 Bath Contemporary On Canal Wit...

$789,000 Under Contract

210 Connetquot Dr, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.49 Acres

School District: Connetquot

Stunning 4br/2.5 Bath Contemporary On Canal With 51' Bulkhead. Professionally Designed And Decorated. 4 Zone Cac And Heat. Radiant Heated Porcelain Flooring And Hardwood Flooring Throughout. Inground Heated Pool, 12 Zone Inground Sprinklers, Exquisite Lands...

Stunning 4 Br 2.5 Bath Contemporary On Canal Wi...

$789,000

210 Connetquot Dr, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.49 Acres

School District: Connetquot

Stunning 4 Br 2.5 Bath Contemporary On Canal With 51' Bulkhead. Professionally Designed And Decorated. 4 Zone Cac/heat. Central Vac. Radiant Heated Porcelain Flooring And Hardwood Flooring Throughout. In-ground Pool, 12 Zone In-ground Sprinklers. Exquisite...

Come View This Entertainers Dream Home! Renovat...

$744,000 Under Contract

167 Bellevue Rd, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.49 Acres

School District: Connetquot

Come View This Entertainers Dream Home! Renovated From The Ground Up This Lifted & Expanded Ranch Sits On Just Shy Of Half An Acre And Features A Separate Kitchen To Service Backyard, Full Wetbar, Saltwater Ig Pl, Heated Floors, 3 Season Rm, 2 Master Bds, A...

Priced To Sell. This Home Will Not Last! New Co...

$729,998 Under Contract

57 Grassmere Ave, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.54 Acres
  • 2,500 sqft

School District: Connetquot

Priced To Sell. This Home Will Not Last! New Construction From The Ground Up. Showing Now.. 4br, 3bath, 2,500 Sq Ft. + 2 Car Garage. Dark Hard Wood Floors Throughout, White Shaker Cabinets With White Quartz Counters, Gas Fireplace With Quartz Mantle. Amazin...

Custom Built 14 Year Young Colonial Offers Wide...

$699,000

106 Shore Dr, Oakdale

  • 6 Beds
  • 3 Baths
  • 0.42 Acres
  • 3,450 sqft

School District: Connetquot

Custom Built 14 Year Young Colonial Offers Wide Open Living Complete W/ 4 Bedrooms, 3 Baths. Bedroom And Bath On Main Floor For Nanny Or Parents. Gorgeous Wood Floors, Gourmet Kitchen, All Nestled On Almost 1/2 Acre W/ 2 Car Garage.

Private Cul De Sac Location, 3000 Sf Colonial, ...

NEW

$695,000

8 St Johns Cir, Oakdale

  • 5 Beds
  • 3 Baths
  • 1.1 Acres
  • 3,000 sqft

School District: Connetquot

Private Cul De Sac Location, 3000 Sf Colonial, Set On 1.1 Acres, Inground Pool, Basketball Court, Full Basement With Ose, 2 Story Foyer And Family Room, Formal Dining Room, Eat In Kitchen, Wood Floors, Super Master Bedroom Suite With Walk In Closets And Ful...

Pristine Custom Built 4 Bedroom Center Hall Col...

REDUCED 3%

$675,000 Under Contract

216 Blue Point Rd, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.61 Acres
  • 3,100 sqft

School District: Connetquot

Pristine Custom Built 4 Bedroom Center Hall Colonial In 1995. Updated Kitchen & Bath,roof,pell Door,wave Air Filtration System, Dry Crawl Cement 4 Ft. Basement. Over 3100 Sq. Ft. Plus. Water View Of Bricks Kiln Creek. X Zone. Separate Wing With Den, 2.5 Att...

Looking For A Great Opportunity? Look No More! ...

$649,000

48 Twin River Dr, Oakdale

  • 5 Beds
  • 4 Baths
  • 0.84 Acres
  • 3,305 sqft

School District: Connetquot

Looking For A Great Opportunity? Look No More! This Property Has Tons Of Potential. This Home Has Tons Of Character And Charm. It's Located Close To Main Roads With Easy Access To Local Amenities. This Property Won't Last. Occupied Property, Do Not Disturb ...

Unique One Of A Kind Custom Home Featuring Hard...

$599,000 Under Contract

100 Vanderbilt Blvd, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.45 Acres
  • 2,483 sqft

School District: Connetquot

Unique One Of A Kind Custom Home Featuring Hardwood Floors, Professional Grade Appliances, And Oversized Rooms. An Automated Gate Leading Leading To A Three Car Detached Garage For The Car Lover. Entertain In Your Private Yard With An Inground Pool With A F...

This Amazing Renovated Colonial Is A Homeowners...

$585,000 Under Contract

940 Montauk Hwy, Oakdale

  • 7 Beds
  • 5 Baths
  • 0.38 Acres
  • 4,000 sqft

School District: Connetquot

This Amazing Renovated Colonial Is A Homeowners Dream With An Open Floor Plan, High End Upgrades, 9 Foot Ceilings, Radiant Heat On The First Floor, Fireplace, Large Spaced Rooms Features, 7 Bedrooms, 3 Full Bathrooms And 2 Half Bathrooms, Office, Family Ent...

Move Right In To This Beautiful, Immaculately M...

$579,000 Under Contract

115 Wexford Dr, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.47 Acres

School District: Connetquot

Move Right In To This Beautiful, Immaculately Maintained, 4 Bedroom, 2 1/2 Bath, Colonial, W/2 Car Garage, Lr, Formal Dr, Eik/w Custom Cabinets, Granite Counter Tops, Ss Appliances, Butlers Pantry, Walk In Pantry, Den W/fp, Sun Room, Master Br Suite W/maste...

Location,location! Custom Ranch Private Cul-de-...

REDUCED 8%

$549,999 Under Contract

7 Roxbury Ct, Oakdale

  • 3 Beds
  • 2 Baths
  • 0.47 Acres
  • 2,368 sqft

School District: Connetquot

Location,location! Custom Ranch Private Cul-de-sac Located In The Heart Of The Idle Hour Bring The Boat! Deck By Water Redone 7yrs Ago. Boasting An Over-sized Eik W/oak Cabinetry, Family Rm W/skylight & Fireplace, Spacious Br's, Master Ensuite W/bath. Gre...

Warm Yourself Beside The Fire In This Gracious,...

$524,900 Under Contract

54 Ludlow Way, Oakdale

  • 5 Beds
  • 3 Baths
  • 0.3 Acres
  • 2,200 sqft

School District: Connetquot

Warm Yourself Beside The Fire In This Gracious, Elegant 5 Bedroom Home Situated In S. Oakdale. It Boasts A Recently Remodeled Kitchen W/ Ss Appliances, Updated Siding, Windows, Central A/c, Energy Efficient Insulation, New Fence And Driveway W/ Custom Pave...

Fully Expanded & Wide Open Concept In This Beau...

$515,000 Under Contract

116 Dale Dr, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.34 Acres
  • 2,157 sqft

School District: Connetquot

Fully Expanded & Wide Open Concept In This Beautiful 4 Bedroom, 2 Bathroom Home. Complete With Custom Dark Wood Floors Through Out, Updated Bath, 16x23 Great Room And Dining Area, Additional 10x23 Den/ Playroom, New Roof, New Central Air Plus Garage. All Ne...

This Grand Split Has Been Updated & Features: A...

$509,500

239 Brook St, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.29 Acres
  • 1,800 sqft

School District: Connetquot

This Grand Split Has Been Updated & Features: A Large Master Wing That Includes: A Large Sun-drenched Master Bedroom W/ Private Deck * Living Room * Office & Full Bath. Main House Features: * 3 Bedrooms * Full Bath W/skylight *living Room * Dining Room W/2...

Updated!! Split In Oakdale W.2.5 Garage.feature...

$499,999 Under Contract

110 Dale Dr, Oakdale

  • 3 Beds
  • 2 Baths
  • 0.32 Acres

School District: Connetquot

Updated!! Split In Oakdale W.2.5 Garage.features Brand New Central Air, New Gas Heat,anderson Windows Throughout Home,hardwood Floors Throughout,living Rm W/bay Window,fireplace W/new Wood Burning Stove Insert,dining Rm Updated Kitchen W/granite Countertops...

Impressive 4 Br Colonial With So Much To Offer....

$499,000 Under Contract

116 Matthews Rd, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.32 Acres
  • 1,852 sqft

School District: Connetquot

Impressive 4 Br Colonial With So Much To Offer. Features New Architectural Roof, Gas Heat, New Bathrooms, Updated Cesspools, Andersen & Pella Windows, Hardwood Floors, 200 Amps, Cac, Igs, New Kitchen Stainless Steel Appliances And New Pool Liner & Pump. E...

Charming Cape Home With 4 Bedrooms & 2 Gorgeous...

$489,000

114 Russell Rd, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.25 Acres
  • 1,400 sqft

School District: Connetquot

Charming Cape Home With 4 Bedrooms & 2 Gorgeous Full Tile Bathrooms, Living Room, Custom Eat In Kitchen, Hardwood Floors, Front Porch, 2 Car Attached Garage, Backyard Deck & Patio, And Above Ground Saltwater Pool. Won't Last Long!

Riverfront House On .55acre Offers A World Of P...

$485,000 Under Contract

20 Biltmore Ave, Oakdale

  • 2 Beds
  • 2 Baths
  • 0.55 Acres
  • 1,576 sqft

School District: Connetquot

Riverfront House On .55acre Offers A World Of Possibilities. House And Bulkheading Need Total Renovation, But The Views Are Serene. Approx 190ft Of Bulkhead Containing A Boat Slip & Direct Access To The Great South Bay. Great Opportunity. Don't Miss.

Welcome Home,idle Hour Community Diamond Ranc...

$485,000 Under Contract

236 Connetquot Dr, Oakdale

  • 3 Beds
  • 2 Baths
  • 0.31 Acres

School District: Connetquot

Welcome Home,idle Hour Community Diamond Ranch Style Home, From The Moment You Pull Up To This Home You Will Appreciate The Curb Appeal That Entices You To Come Inside To See More! This Meticulous Home Shows Like A Model Home.

Well Maintained Home With Large Living Space! N...

REDUCED 4%

$479,900

147 Connetquot Rd, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.25 Acres

School District: Connetquot

Well Maintained Home With Large Living Space! New Furnace! All New Electric Downstairs! Beautiful Private Fenced Yard! Room For Mom ( New Permits Required) Within Walking Distance Of Byron Lake Park, Boating And Idle Hour Beach Club! Lovely Location!

Diamond 101% Renovated Possible 4 Bedroom, 2 Fu...

$469,990

42 Middlesex Ave, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.17 Acres

School District: Connetquot

Diamond 101% Renovated Possible 4 Bedroom, 2 Full Bath, Wide Line Hi-ranch In Beautiful Idle Hour Neighborhood. Move In Condition, Off Idle Hour Blvd. Open Concept On The Main Floor, Vaulted Ceilings, Bright Sunlit Kitchen And Living Room. Den With Fireplac...

Spacious 2 Story Home W/ Ample Living Space For...

$459,000 Under Contract

205 Connetquot Rd, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.25 Acres

School District: Connetquot

Spacious 2 Story Home W/ Ample Living Space For Extended Family Or Mom (new Proper Permits Required) Large Fenced Yard Opening To Natural Preserve! Situated On A Quite Cul De Sac Within Walking Distance To Byron Lake Park, Boating & Idle Hour Beach Club! L...

Lovely Oakdale Living. Enjoy This Beautiful Far...

$450,000 Under Contract

275 Oakwood Rd, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.91 Acres

School District: Connetquot

Lovely Oakdale Living. Enjoy This Beautiful Farm Ranch Which Features 3 Bedrooms, 2.5 Bathrooms And A 12x25 Living Room For Your Exciting Entertainment. Additionally, A Charming Den With A Fireplace To Stay Cozy During This Time Of Year! This Yard Size Woul...

This Is A Fannie Mae Homepath Property. Totally...

REDUCED 4%

$449,900

9 La Salle Pl, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.13 Acres
  • 1,668 sqft

School District: Connetquot

This Is A Fannie Mae Homepath Property. Totally Renovated 2 Story Home. Eik With Pantry, Lr/dr, Combo, Office, Mb With Adjoining Additional Room For Huge Master Closet, 3 Additional Brs And 2 Full Baths. New Kitchen, Baths, Appliances, Carpet And Paint. Pat...

Large Colonial Features 3 Bedrooms, 3 Full Bat...

REDUCED 10%

$449,000

113 Michael Rd, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.25 Acres

School District: Connetquot

Large Colonial Features 3 Bedrooms, 3 Full Baths, Huge Eik With Gas Stove W/vaulted Ceilings, Dining Rm, . Full Finished Basement W/bedrooms, Full Bath, Other, Ose, Hardwood Floors, Covered Porch. Multi Level Deck, Nice Backyard And 2.5 Car Detached Garage.

Sprawling Custom Idle Hr Split Ranch W Att'd 2 ...

$445,000

6 Beverly Rd, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.34 Acres

School District: Connetquot

Sprawling Custom Idle Hr Split Ranch W Att'd 2 Car Gar,desireable S.of Montauk Location,cac, Igs,circular Drive,bsm't,fr W Fpl,original Owners,lots Of Potential (one Time Restoration Tax $3163.69 Added To Tax)

New To Market! Beautiful Townhouse In Turn-key...

$434,990

131 Willow Wood Dr, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.05 Acres
  • 2,022 sqft

School District: Connetquot

New To Market! Beautiful Townhouse In Turn-key Condition! Spacious Rooms Throughout. Living Room W/ Fireplace, Formal Dining Room, Master Bedroom With Private Bath, And Laundry Rm Upstairs. Relax On The Lovely Deck In The Back. Gas Heat. Attached Garage. L...

Cozy 4 Bedroom Farm Ranch With 2.5 Bathrooms. ...

REDUCED 3%

$425,000 Under Contract

31 Wexford Dr, Oakdale

  • 4 Beds
  • 3 Baths
  • 0.26 Acres
  • 1,860 sqft

School District: Connetquot

Cozy 4 Bedroom Farm Ranch With 2.5 Bathrooms. Den/family Room Could Be Possible 5th Bedroom. Wood Burning Fireplace In Lr, Formal Dining Room, Eik. Master And Master Bath On First Floor. Quiet Street, Attached Garage With Private Driveway. Rear Slider O...

This Impeccable And Stylish Ranch Is Perfectly ...

$425,000 Under Contract

28 Riverdale Ave, Oakdale

  • 3 Beds
  • 2 Baths
  • 0.25 Acres

School District: Connetquot

This Impeccable And Stylish Ranch Is Perfectly Lovely! Hardwood Floors, Updated Bathrooms, Granite Kitchen With Stainless Appliances, Wood Paneled Fridge, Big Beautiful Sunroom, Partially Finished Entertainment Basement. Manicured Lawn, Quiet Location. Gas ...

1st Floor Large Living Room With Vaulted Ceilin...

$409,990 Under Contract

131 Vanderbilt Blvd, Oakdale

  • 3 Beds
  • 3 Baths
  • 0.23 Acres

School District: Connetquot

1st Floor Large Living Room With Vaulted Ceiling & Fireplace Formal Dining Room Oak Floors Throughout Sunroom With Cathedral Ceiling To Trex Deck Eat In Kitchen With Bay Window 1/2 Bath & Laundry Area 2nd Floor Two Bedrooms & Hallway To Full Bath, Master Be...

Great Home. Across From Golf Course. Fully Ren...

REDUCED 9%

$399,999

679 Montauk Hwy, Oakdale

  • 3 Beds
  • 2 Baths
  • 0.14 Acres
  • 1,900 sqft

School District: Connetquot

Great Home. Across From Golf Course. Fully Renovated In 2012 & 2019 All New Flooring, 3 Or 4 Bedrooms, 2 Full Baths, Large Eik, Layout 2 Bedrooms Up And 1 Or 2 Bedrooms Down Makes For A Great Layout. Full Bathrooms Both Upstairs And Downstairs. Nice Eik ...

19th Century 2705 Sf 3/4 Bedrm 3 Bath Colonial ...

$399,900

1116 Montauk Hwy, Oakdale

  • 4 Beds
  • 4 Baths
  • 0.37 Acres
  • 2,705 sqft

School District: Connetquot

19th Century 2705 Sf 3/4 Bedrm 3 Bath Colonial Plus Det Guest Cottage W/full Bath (or Perfect For Artist Studio Or Home Office). Recently Renovated With New 50 Year Roof, & Gutters,new 200 Amp Electric Service New Flooring Throughout, Newer Windows, Newer ...

Large Unattached Bentley Unit Lovingly Maintain...

$399,000 Under Contract

6 Windmill Gate Dr 6, Oakdale

  • 2 Beds
  • 2 Baths
  • 0.02 Acres
  • 1,321 sqft

School District: Connetquot

Large Unattached Bentley Unit Lovingly Maintained By Original Owner In Desirable Windmill Gate Community. This Model Home With Over 1320 Sq Ft Of Living Space Features A Family Room With Fireplace, Lr, Fdr & Separate Laundry Room.. Large, & Bright Eik, Wit...

Fully-renovated, Front Brick Cape 4-bedrooms An...

REDUCED 5%

$379,900 Under Contract

4 Berard Blvd, Oakdale

  • 4 Beds
  • 2 Baths
  • 0.27 Acres

School District: Connetquot

Fully-renovated, Front Brick Cape 4-bedrooms And 2 Full Bathrooms.hardwood Floors, New Drywall,fresh Paint, New Gas Hot Water-heater, New Kitchen Featuring Quartz Countertops And Full Of Brand New Stainless Appliances ,gas Stove,new Private Double-car Drive...

Come See This Charming Ranch That Boasts Warmth...

REDUCED 3%

$364,900

28 Oakdale Bohemia Rd, Oakdale

  • 3 Beds
  • 1 Baths
  • 0.51 Acres

School District: Connetquot

Come See This Charming Ranch That Boasts Warmth And Pride Of Ownership! Located Minutes From The Oakdale Train Station, Come Home To This 3 Bedroom, One Bath Ranch With Handcrafted Woodworking And Handmade Stained Glass Cabinets. Located On A Park Like Pro...

Beautiful 2 Bedroom, 2 Full Bath Lower Level Un...

$344,000 Under Contract

105 Okeefe Ct, Oakdale

  • 2 Beds
  • 2 Baths
  • 0.01 Acres

School District: Connetquot

Beautiful 2 Bedroom, 2 Full Bath Lower Level Unit W/open Floor Plan. Kitchen W/granite Counters, Stainless Steel Appliances, New Tile Back Splash, Master Bedroom W/full Bath, Walk In Closet & Sliders To Patio, Laundry Room, Central Air, Gas Heat, New Wood F...

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