Oakdale, NY Homes

• 

  Est $770,781

  Not Listed For Sale

  197 Connetquot Rd, Oakdale, NY 11769

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft
  • Built 1972

  197 Connetquot Rd, Oakdale, NY 11769

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Margaret Smith Daniel Gale Sothebys Intl Rlty
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• 

  

  

  /36

  $999,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  251 Oakwood Rd, Oakdale, NY 11769

  Welcome to 251 Oakwood Road, Oakdale – a stunning custom-built home, constructed in 2002, offering exceptional space, quality, and luxury throughout. This beautiful 5-bedroom, 2.5-bath residence features a striking stone and vinyl exterior, covered front porch with TimberTech decking, and impressive two-story formal entry. Inside, you’ll find a gorgeous custom kitchen renovated in 2021, formal

  Tracy Sobel Signature Premier Properties

  251 Oakwood Rd, Oakdale, NY 11769
• 

  $370,000

  Sold Nov 05, 2025

  4428 Wilshire Ln Unit J28, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Above List Price
  • $336/SF
  • 21 Days On Market

  Last Listing Agent Kent Markgraf Compass Greater NY LLC

  4428 Wilshire Ln Unit J28, Oakdale, NY 11769
• 

  Est $858,745

  Not Listed For Sale

  311 W Shore Rd, Oakdale, NY 11769

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft
  • Built 1968

  311 W Shore Rd, Oakdale, NY 11769

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Dave Mischo First Realty Properties Inc
• 

  

  

  /41

  $759,000

  $66K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,226 Sq Ft

  70 Featherbed Ln, Oakdale, NY 11769

  Step into a world of timeless charm and waterfront luxury. Located in the coveted Idle Hour Artist Colony of South Oakdale—originally part of William K. Vanderbilt’s 900-acre Gilded Age estate. This unique 1-bedroom, 1.5-bath Colonial offers a rare blend of bohemian history and modern tranquility. There is potential for a second bedroom by converting the living room, AI generated picture show

  Ellen Boettcher Herrick Real Estate LLC

  70 Featherbed Ln, Oakdale, NY 11769
• 

  $360,000

  Sold Nov 18, 2025

  5206 Wilshire Ln Unit 5206, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1967

  Last Sold Summary

  • $327/SF
  • 24 Days On Market

  Last Listing Agent Lisa Hendrickson Douglas Elliman Real Estate

  5206 Wilshire Ln Unit 5206, Oakdale, NY 11769
• 

  Est $711,596

  Not Listed For Sale

  35 Idle Hour Rd, Oakdale, NY 11769

  • 3 Beds
  • 1.5 Baths
  • 1,357 Sq Ft
  • Built 1972

  35 Idle Hour Rd, Oakdale, NY 11769

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Debra Carpluk Keller Williams Realty Elite
• 

  

  /23

  $889,000

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  162 Stuyvesant Rd, Oakdale, NY 11769

  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

  Kim Palazzolo Douglas Elliman Real Estate

  162 Stuyvesant Rd, Oakdale, NY 11769
• 

  $725,000

  Sold Jul 08, 2026

  21 Amboy Rd, Oakdale, NY 11769

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1959

  Last Sold Summary

  • 9% Below List Price
  • $394/SF
  • 48 Days On Market

  Current Estimated Value $748,060

  Last Listing Agent Svetlana Wilkeyson Douglas Elliman Real Estate

  21 Amboy Rd, Oakdale, NY 11769
• 

  Est $1,011,124

  Not Listed For Sale

  285 Edgewood Ave, Oakdale, NY 11769

  • 5 Beds
  • 2 Baths
  • Built 1969

  285 Edgewood Ave, Oakdale, NY 11769

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Paul Licari BERKSHIRE HATHAWAY
• 

  

  /17

  $895,000

  $44K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  43 W Shore Rd, Oakdale, NY 11769

  Newly renovated two story expanded ranch in desirable Oakdale neighborhood. This home features four bedrooms, three full baths, open floor plan, family room with electric fireplace, kitchen with island and stainless steel appliances and bedrooms with custom closet organizers. Move-in ready home.

  JoAnn Herrmann RE/MAX City Square

  43 W Shore Rd, Oakdale, NY 11769
• 

  $650,000

  Sold Oct 24, 2025

  189 Connetquot Dr, Oakdale, NY 11769

  • 3 Beds
  • 1.5 Baths
  • 1,689 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $385/SF
  • 17 Days On Market

  Current Estimated Value $677,632

  Last Listing Agent Dawn DeGirolamo Douglas Elliman Real Estate

  189 Connetquot Dr, Oakdale, NY 11769
• 

  Est $1,789,354

  Not Listed For Sale

  409 Shore Dr, Oakdale, NY 11769

  • 5 Beds
  • 4 Baths
  • 4,869 Sq Ft
  • Built 2006

  409 Shore Dr, Oakdale, NY 11769

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Barbara Leogrande Douglas Elliman Real Estate
• 

  

  /40

  $760,000

  • 2 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  19 Meadow Ct, Oakdale, NY 11769

  Welcome to effortless living in this beautifully maintained townhouse-style residence located within a desirable 55+ gated community in the heart of Oakdale. Offering a spacious layout, attached one-car garage, and thoughtful design throughout, this turnkey home perfectly blends comfort, convenience, and style.A dramatic two-story entry immediately welcomes you with soaring ceilings, hardwood

  Barbara Leogrande Douglas Elliman Real Estate

  19 Meadow Ct, Oakdale, NY 11769
• 

  $350,000

  Sold Nov 10, 2025

  3232 Wilshire Ln Unit 3232, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 21 Days On Market

  Last Listing Agent Nicole Rilling Keller Williams Realty Elite

  3232 Wilshire Ln Unit 3232, Oakdale, NY 11769
• 

  Est $2,102,774

  Not Listed For Sale

  315 Shore Dr, Oakdale, NY 11769

  • 5 Beds
  • 4.5 Baths
  • 7,613 Sq Ft
  • Built 2006

  315 Shore Dr, Oakdale, NY 11769

  Last Sold Summary

  • 101 Days On Market

  Last Listing Agent Lowell Ackerman Daniel Gale Sothebys Intl Rlty
• 

  

  /30

  $779,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft

  61 Yale Ave, Oakdale, NY 11769

  SpectacularBeautiful & Bright 3 Bedroom. 2 Full Bath Hi Ranch mid-block location Set on a beautifully fenced 1/2-acre property, this home offers a stunning Open kitchen with Custom Cream Cabinetry, Granite countertops, tile backsplash & SS Appliances. Tray Ceiling, Enjoy Natural light wood floors throughout, beautifully tiled Bathrooms, and a primary walk-in closet.The home features include a

  Lisa Hendrickson Douglas Elliman Real Estate

  61 Yale Ave, Oakdale, NY 11769
• 

  $715,000

  Sold Dec 05, 2025

  6 Stuyvesant Rd, Oakdale, NY 11769

  • 4 Beds
  • 2 Baths
  • 2,046 Sq Ft
  • Built 1972

  Last Sold Summary

  • 10% Above List Price
  • $349/SF
  • 15 Days On Market

  Current Estimated Value $731,607

  Last Listing Agent Lara Barra Keller Williams Realty Elite

  6 Stuyvesant Rd, Oakdale, NY 11769
• 

  Est $739,678

  Not Listed For Sale

  102 Bonnie Rd, Oakdale, NY 11769

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • Built 1956

  102 Bonnie Rd, Oakdale, NY 11769

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Christopher White Compass Greater NY LLC
• 

  

  /43

  $1,299,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 3,032 Sq Ft

  1 Fairwind Ct, Oakdale, NY 11769

  Welcome to 1 Fairwind Court, an exceptional waterfront residence located in the highly sought-after Water Pointe community of Oakdale. Perfectly positioned on scenic Water Pointe Pond, this elegant and spacious Colonial offers over 3,000 square feet of luxury living with 5 bedrooms, 3.5 baths, and a lifestyle designed for both relaxation and entertaining. Combining refined interiors, resort-style

  Carl Devito Nest Seekers International LLC

  1 Fairwind Ct, Oakdale, NY 11769
• 

  $620,000

  Sold Jul 24, 2026

  99 Wexford Dr, Oakdale, NY 11769

  • 4 Beds
  • 2 Baths
  • 2,954 Sq Ft
  • Built 1968

  Last Sold Summary

  • 11% Below List Price
  • $210/SF
  • 30 Days On Market

  Current Estimated Value $648,435

  Last Listing Agent Lisa Hendrickson Douglas Elliman Real Estate

  99 Wexford Dr, Oakdale, NY 11769
• 

  Est $629,267

  Not Listed For Sale

  18 Dale Dr, Oakdale, NY 11769

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft
  • Built 1900

  18 Dale Dr, Oakdale, NY 11769

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Valerie White Signature Premier Properties
• 

  /2

  $225,000

  • Land
  • 8,712 Sq Ft
  • $1,125,000 per Acre

  0 Landlocked Pcl Unit KEY973848, Oakdale, NY 11769

  Virgin land

  Alessandra Piscitelli Leesa Byrnes Realty Inc

  0 Landlocked Pcl Unit KEY973848, Oakdale, NY 11769
• 

  $650,000

  Sold Apr 15, 2026

  126 Michael Rd, Oakdale, NY 11769

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1957

  Last Sold Summary

  • 4% Above List Price
  • $630/SF
  • 16 Days On Market

  Current Estimated Value $644,534

  Last Listing Agent Patricia Kassten Pat Kassten Realty Inc

  126 Michael Rd, Oakdale, NY 11769
• 

  Est $786,035

  Not Listed For Sale

  28 Dale Dr, Oakdale, NY 11769

  • 5 Beds
  • 2 Baths
  • Built 1887

  28 Dale Dr, Oakdale, NY 11769

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Katherine Giouvalakis Douglas Elliman Real Estate
• 

  

  /40

  $1,475,000

  $24K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  16 Twin River Dr, Oakdale, NY 11769

  Tucked away on a private South of Montauk cul-de-sac in Oakdale’s coveted Idle Hour community, this exquisitely reimagined 3,700 sq. ft. coastal colonial rests on a beautifully landscaped 0.7-acre waterfront lot with direct water access—offering the rare ability to launch jet skis, kayaks, and paddleboards from your own backyard. Seamlessly blending timeless South Shore architecture with

  Kyle Collins OverSouth LLC

  16 Twin River Dr, Oakdale, NY 11769
• 

  $365,000

  Sold Jul 08, 2026

  4743 Wilshire Ln, Oakdale, NY 11769

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $384/SF
  • 14 Days On Market

  Last Listing Agent Carlie Mullin Signature Premier Properties

  4743 Wilshire Ln, Oakdale, NY 11769
• 

  Est $820,066

  Not Listed For Sale

  103 Dale Dr, Oakdale, NY 11769

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft
  • Built 1956

  103 Dale Dr, Oakdale, NY 11769

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Tom Migliozzi Signature Premier Properties
• 

  

  /10

  $339,000

  Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  3609 Wilshire Ln Unit 3609 F, Oakdale, NY 11769

  Co-op- Oakdale, Birchwood, Immaculate , Lovely 5 room co-op, with laundry hookup in apt ,Kit, LR, DR, FB, 1 bedroom, terrace overlooking court yard. Plenty of closets for storage, additional storage in basement. Club House

  Colleen Locascio BH&G R E Realty Connect

  3609 Wilshire Ln Unit 3609 F, Oakdale, NY 11769
• 

  $525,000

  Sold Jul 24, 2026

  105 Okeefe Ct, Oakdale, NY 11769

  • 2 Beds
  • 2 Baths
  • 1,157 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Above List Price
  • $454/SF
  • 15 Days On Market

  Last Listing Agent Irene Lockel Netter Real Estate Inc

  105 Okeefe Ct, Oakdale, NY 11769
• 

  Est $813,843

  Not Listed For Sale

  105 Dale Dr, Oakdale, NY 11769

  • 5 Beds
  • 2.5 Baths
  • 2,575 Sq Ft
  • Built 1956

  105 Dale Dr, Oakdale, NY 11769

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Travis Shea Serhant LLC
• 

  

  /25

  $775,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  72 Locust Ave, Oakdale, NY 11769

  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

  Robert Ferrara Migrate Realty LLC

  72 Locust Ave, Oakdale, NY 11769
• 

  $1,300,000

  Sold Oct 22, 2025

  10 Locust Ave, Oakdale, NY 11769

  • 5 Beds
  • 4 Baths
  • 2,876 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Above List Price
  • $452/SF
  • 21 Days On Market

  Current Estimated Value $1,149,901

  Last Listing Agent Adrienne Delio Howard Hanna Coach

  10 Locust Ave, Oakdale, NY 11769
• 

  Est $676,277

  Not Listed For Sale

  4 Jeffery Rd, Oakdale, NY 11769

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1950

  4 Jeffery Rd, Oakdale, NY 11769

  Last Sold Summary

  • 365 Days On Market

  Last Listing Agent Ralph DeRosa Island View Properties LLC
• 

  

  /33

  $449,999

  Pending

  • 2 Beds
  • 2 Baths
  • 1,157 Sq Ft

  305 O'Keefe Ct, Oakdale, NY 11769

  Welcome to maintenance-free living at 305 Okeefe Court in Oakdale! This charming first-floor condo features 2 spacious bedrooms, 2 full bathrooms, and a spacious living room and kitchen. Enjoy the ease of single-level living in this beautifully maintained home, perfect for those seeking comfort and convenience. Don't miss the opportunity to own in this desirable Oakdale location!

  Jenna Hofmann Signature Premier Properties

  305 O'Keefe Ct, Oakdale, NY 11769
• 

  $975,000

  Sold Oct 09, 2025

  9 Fairwind Ct, Oakdale, NY 11769

  • 4 Beds
  • 3.5 Baths
  • 3,032 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $322/SF
  • 112 Days On Market

  Current Estimated Value $1,039,638

  Last Listing Agent Filomena Tortorella Signature Premier Properties

  9 Fairwind Ct, Oakdale, NY 11769
• 

  Est $574,881

  Not Listed For Sale

  202 Brook St, Oakdale, NY 11769

  • 3 Beds
  • 1 Bath
  • 904 Sq Ft
  • Built 1949

  202 Brook St, Oakdale, NY 11769

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Kevin Collins Signature Premier Properties
• 

  

  /44

  $779,999

  $20K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,637 Sq Ft

  25 Greentree Dr, Oakdale, NY 11769

  Welcome to 25 Greentree Drive, a beautifully renovated split-level home offering 3 bedrooms, 1.5 bathrooms, and a partially finished basement. This move-in ready home features an open-concept layout with abundant natural light, skylights, hardwood and vinyl flooring, and a fully renovated kitchen with a center island, stainless steel appliances, and modern finishes. Recent improvements include

  Luis Molina Vantage Realty Partners

  25 Greentree Dr, Oakdale, NY 11769
• 

  $385,000

  Sold Jun 23, 2026

  5219 Wilshire Ln Unit 5219, Oakdale, NY 11769

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $350/SF
  • 16 Days On Market

  Last Listing Agent Ashley Johansen Signature Premier Properties

  5219 Wilshire Ln Unit 5219, Oakdale, NY 11769
• 

  Est $654,055

  Not Listed For Sale

  209 Brook St, Oakdale, NY 11769

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft
  • Built 1959

  209 Brook St, Oakdale, NY 11769

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Christian Bastian Douglas Elliman Real Estate

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