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The Oaks Homes for Sale

The Oaks in Osprey FL…A life of grandeur for those who seek tradition and timelessness. Established originally as the dream home amongst stately oaks and exotic palms for Chicago “grande dame” Bertha Honoré Palmer nearly a hundred years ago. The Oaks offers everything from waterfront mansions on the Bay to maintenance free villas. The community contains three gated neighborhoods; Oaks Bayside, Oaks Clubside and Oaks Preserve. The Oaks Preserve is further divided into:

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Photo of Listing #A4208738

409 N Point Rd #1003, Osprey, FL
$1,650,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,778 SQFT
  • 294 DOM
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$100k Price Improvement! Owner Wants It Sold - Bring All Offers! The Best Views In All Of Meridian! Experience The Luxurious Florida Lifestyle With Gorgeous Open Views That Encompass Casey Key, Siesta Key, Downtown Sarasota, Little Sarasota Bay &...

401 N Point Rd #1003b3, Osprey, FL
$1,100,000

Residential, Condo
  • 4 Beds
  • 3 Baths
  • 2,778 SQFT
  • 94 DOM
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Penthouse, Please. Just Two Little Words And One Big Smile The Next Time You're On The Elevator And Someone Asks You "what Floor?". Yes, You Have Arrived. As The Elevator Delivers You Directly To Your Door, On Entering Your Eye Is First Drawn To S...

Photo of Listing #A4167468

896 Mac Ewen Dr, Osprey, FL
$980,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,174 SQFT
  • 734 DOM
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This Exquisite Custom Designed 4 Bedroom, 5.5 Bath Home In The Oaks Clubside Offers A Variety Of Options For All Kinds Of Lifestyles. Two Bedroom Suites On The First Floor, One A Huge Master Suite With Sitting Room, Exercise Room, Morning Kitchen...

Photo of Listing #A4419013

409 N Point Rd #801, Osprey, FL
$899,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 7 DOM
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You Will Fall In Love With This Former Penthouse Model. Exquisite Finishes Include Rich Wood Floors With Marble Inlay, Custom Built Ins And Cabinetry, Luxurious Window Treatments And Plantation Shutters, Top Of The Line Stainless Appliances, An Is...

Photo of Listing #A4209990

409 N Point Rd #701, Osprey, FL
$829,950

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 265 DOM
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Welcome To Meridian At The Oaks Preserve. This Stunning, Newly Remodeled 7th Floor Condo Exudes Quality Throughout. Bright, Spacious & Bathed In An Abundance Of Natural Light From The Expansive Windows. Featuring A New Kitchen With Premium All-ply...

401 N Point Rd #903, Osprey, FL
$799,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,203 SQFT
  • 277 DOM
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Situated On The Penthouse Level, This Three Bedroom, Three Bath Meridian Condominium Has High Ceilings And Sunny Western Exposure. Enter Through A Private Elevator Directly Into Your Foyer, And Enjoy Easy, Maintenance Free Living With A Fitness Ce...

385 N Point Rd #703, Osprey, FL
$619,500

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,203 SQFT
  • 354 DOM
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Welcome To The Oaks Club, The Only West Central Florida Club To Be Awarded The Prestigious Distinguished Emerald Club Of The World Designation Award For Excellence In Member Experiences! As You Pass Through The Secure Entrance And Step Off Your Pr...

Photo of Listing #A4161767

401 N Point Rd #802, Osprey, FL
$585,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,055 SQFT
  • 831 DOM
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Enjoy Panoramic Views Of The Surrounding Keys, The Intracoastal Waterway, And The Gulf Of Mexico From This 8th Floor Meridian Condo In The Oaks Preserve. Capture The Beauty And Tranquility Of Natural Florida From Your Screened Balcony, Or Entertai...

385 N Point Rd #301, Osprey, FL
$570,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 49 DOM
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This Meticulously Maintained, Beautifully Updated, 3 Bedroom/plus Den, 3 Bath End Unit In Meridian At The Oaks Preserve Offers Everything You Could Want For Elegant, Care-free Country Club Living. From The Moment You Step Off Your Private Elevator...

3621 N Point Rd #502, Osprey, FL
$475,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,545 SQFT
  • 25 DOM
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Lowest Price Per Square Foot For A Unit In Meridian With A Good Water View. Come See This 3 Bedroom, 3 Bath Residence For Yourself; The Photos Don't Do It Justice. Vacant, With New Carpet And Fresh Paint, All You Need To Do Is Move In Your Furni...

401 North Point Rd #404, Osprey, FL
$462,500

Residential, Condo
  • 4 Beds
  • 3 Baths
  • 2,778 SQFT
  • 279 DOM
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This Residence Offers One Of The Most Coveted Floor Plans In The Meridian. Featuring 3 Bedrooms Plus Den/study Or A 4th Bedroom, 3 Baths And A Separate Dining Room, You Have The Flexibility To Design This Space To Meet Your Unique Lifestyle Needs....

385 N Point Rd #602, Osprey, FL
$450,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,055 SQFT
  • 251 DOM
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Great Bay And Gulf Views From Popular Balmoral Floor Plan, 3b/3b Split Plan With Open Great Room And Large Eat-in Kitchen With Granite Counters. Ceramic Tile In Main Area And New Wood- Look Flooring In Bedrooms. Den/3rd Bedroom Can Be Closed With ...

743 Stonecrest Dr, Sarasota, FL
$443,500

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,197 SQFT
  • 8 DOM
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Live In The Heart Of Sarasota In This Rarely Available Intimate Community Of Only 77 Homes. Poised To Enjoy The World-class Amenities Of What Has Been Named One Of The “happiest Cities In The United States” By National Geographic, This Four-bedroo...

Photo of Listing #A4419162

385 N Point Rd #304, Osprey, FL
$399,999

Residential, Condo
  • 4 Beds
  • 3 Baths
  • 2,778 SQFT
  • 5 DOM
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Live The Lifestyle That You Deserve. Live Comfortably In This Lovely And Spacious Condominium At Meridian At The Oaks Preserve In Osprey, Florida. Nestled Between The Charming City Of Venice And Spectacular City Of Sarasota, Find This Lovely Hidea...

Photo of Listing #A4209213

393 N Point Rd #401, Osprey, FL
$399,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 277 DOM
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Recently Reduced, This Spacious 3 Bedroom, 3 Bath With Den Has Been Completely Updated With A New Kitchen/appliances And Granite, A Newer A/c System, And Wood Floors. An End Unit, The Screened Balcony Is Private And Large, And Has Electric Hurrica...

385 N Point Rd #502, Osprey, FL
$395,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,055 SQFT
  • 562 DOM
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Furnished Condominium At The Oaks Club! Owner Is Including The 40k Social Membership Cost In Purchase Price. Breathtaking Views Are Plentiful From This 3-bedroom, 3-bath Luxury Condo! From The Safeguarded Entry Gates To Your Private Elevator, You'...

Photo of Listing #A4402921

409 N Point Rd #301, Osprey, FL
$360,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,594 SQFT
  • 190 DOM
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This Third Floor 3 Bedroom, 3 Bath Plus Study Residence Is Light And Bright. The Dining/living Room's Many Windows, And Sliding Doors To The Private Balcony, Really Let The Sun Shine In. With Neutral Carpet And Paint Throughout The Main Living Ar...

393 N Point Rd #402, Osprey, FL
$350,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,055 SQFT
  • 373 DOM
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Designer Finishes And Quality In This Popular Balmoral Floor Plan. Open Great Room With Solid Cherry Floors On The Diagonal And Kitchen With Granite Counters, Custom Tile Backsplash, Eat-in Area, Subzero And Neutral Cabinets. Wool Carpet In The De...

393 N Point Rd #302, Osprey, FL
$299,000

Residential, Condo
  • 3 Beds
  • 3 Baths
  • 2,055 SQFT
  • 355 DOM
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Enter Through The Secure Foyer And Take One Of The Two Private Elevators To The Third Floor Where You Will Find This Charming 3 Bedroom, 3 Bath Residence. Situated At Treetop Level, Overlooking The Preserve And Surrounding Lush Foliage, The Interi...

51 Mac Ewen Dr #18, Osprey, FL
$69,900

Residential, Condo
  • 1 Baths
  • 595 SQFT
  • 35 DOM
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The Windsor Lodge Is Located Within The Gates Of The Oaks Club. Suite 18 Offers A Combined Bed Room/living Room, A Small Dining Area And One Bath Room With Walk-in Shower. This Second Floor Unit Is Light And Bright With Stunning Views Of The Eagle...

The Oaks Community Information

  • Bishop’s Court-Mostly single family homes and a few townhomes
  • Emerald Woods-Maintenance free villas
  • The Meridian-six luxury mid-rise condominiums, each with a private elevator foyer. The Meridian has breathtaking views of Sarasota Bay.

A dynamic community where the eagles soar…Protective of the natural Florida habitat, The Oaks Club employs environmentally sound practices and have created a ten-acre bald eagle preserve in Oaks Bayside, to allow this regal, endangered species to flourish. With the club’s sensational location on Little Sarasota Bay, access to a variety of marinas is convenient and deep water sailing and fishing are just a short drive from the Club entrance. The community is accented by the lush vegetation of the natural shoreline with sea myrtle, beach elder, and mangroves housing native birds and wildlife.

The Oaks Image Gallery

The Oaks Community Amenities

The Oaks community is home to their private country club, The Oaks Club, offering the finest in championship-style golf on two 18-hole courses, a professional tennis facility with 12 Har-Tru tennis courts, and exquisite restaurants including The Glen Room, an elegant option for fine dining with a fireplace and Old English ambiance. The clubhouse is an extensive 42,000 square feet of comfort and luxury. The Oaks Club also has a junior olympic pool, professional croquet court, and a playground.

Location and Directions

The Oaks Club is located at 301 MacEwen Drive, Osprey, Florida 34239. The community is located directly off of Tamiami Trail S. (U.S. 41) and has an entrance on both the east and west side of Tamiami Trial S.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on November 21st, 2018 at 3:30pm EST.