The Oaks Club: Osprey, Oaks Florida Real Estate Search Results

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Meridian At The Oaks Preserve

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MLS# A4627698 Property Photo

For Sale $4,195,000 MLS# A4627698

854 Macewen Drive
Osprey, FL 34229
Property Address

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One or more photo(s) has been virtually staged. **NEWLY RENOVATED, SPACIOUS, GOLF COURSE ESTATE** Boasts OVER 9,000sf and is situated on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floor...

9081 Sqft, 0.78 Acres
4 Bed, 4 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
GENEROUS PROPERTY
Call: Mark Lyda 941-586-2670

Broker Reciprocity Compliance

MLS# O6305818 Property Photo

For Sale $3,705,000 MLS# O6305818

112 Osprey Point Drive
Osprey, FL 34229
Property Address

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Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional ...

8635 Sqft, 0.60 Acres
4 Bed, 5 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
KARA MONEY LLC
Call: Kara Money 407-697-9630

Broker Reciprocity Compliance

MLS# A4656464 Property Photo

For Sale $3,300,000 MLS# A4656464

550 Dove Pointe
Osprey, FL 34229
Property Address

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Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned o...

7842 Sqft, 0.83 Acres
4 Bed, 5 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
MICHAEL SAUNDERS & COMPANY
Call: Jennifer Linehan 941-266-7555

Broker Reciprocity Compliance

MLS# A4635707 Property Photo

For Sale $2,995,000 MLS# A4635707

662 Fernwalk Lane
Osprey, FL 34229
Property Address

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**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-DE-SAC lot with NO FLOOD concern (Zone “X”) behind the Secure Gates of the highly sought after Bayside neighborhood within The Oaks Country Club co...

4359 Sqft, 0.44 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
GENEROUS PROPERTY
Call: Mark Lyda 941-586-2670

Broker Reciprocity Compliance

MLS# A4644125 Property Photo

For Sale $2,900,000 MLS# A4644125

236 Saint James Park
Osprey, FL 34229
Property Address

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Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilin...

6246 Sqft, 0.56 Acres
6 Bed, 6 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
MICHAEL SAUNDERS & COMPANY
Call: Karin Watt 941-773-1273

Broker Reciprocity Compliance

MLS# A4642364 Property Photo

For Sale $2,745,000 MLS# A4642364

49 Osprey Point Drive
Osprey, FL 34229
Property Address

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Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almo...

3953 Sqft, 0.40 Acres
4 Bed, 3 Full / 1 Partial Bath
Status A-Active
Listing Courtesy of:
MICHAEL SAUNDERS & COMPANY
Call: Jonathan Abrams 941-232-2868

Broker Reciprocity Compliance

MLS# A4647690 Property Photo

For Sale $2,500,000 MLS# A4647690

340 Osprey Point Dr
Osprey, FL 34229
Property Address

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Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers...

6001 Sqft, 0.78 Acres
5 Bed, 5 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
RE/MAX ALLIANCE GROUP
Call: Lee Brewer 941-724-3448

Broker Reciprocity Compliance

MLS# A4647789 Property Photo

For Sale $2,382,500 MLS# A4647789

600 Eagle Watch Lane
Osprey, FL 34229
Property Address

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...

3681 Sqft, 0.71 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
COLDWELL BANKER REALTY
Call: Joe Murphy 941-780-3260

Broker Reciprocity Compliance

MLS# A4632694 Property Photo

For Sale $2,150,000 MLS# A4632694

85 Sugar Mill Drive
Osprey, FL 34229
Property Address

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**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown m...

4191 Sqft, 0.48 Acres
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
GENEROUS PROPERTY
Call: Mark Lyda 941-586-2670

Broker Reciprocity Compliance

MLS# A4639504 Property Photo

For Sale $1,995,000 MLS# A4639504

67 Sugar Mill Drive
Osprey, FL 34229
Property Address

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Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in ready with all the amenities you need. This home boast all the room you need with 4 bedroom and a study/Bourbon room. Totally secluded back yard for enj...

4020 Sqft, 0.35 Acres
4 Bed, 3 Full / 2 Partial Bath
Status A-Active
Listing Courtesy of:
MAPP REALTY & INVESTMENT CO
Call: Paula Mapp 941-379-2448

Broker Reciprocity Compliance

MLS# A4655736 Property Photo

For Sale $1,970,000 MLS# A4655736

140 Sugar Mill Drive
Osprey, FL 34229
Property Address

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**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bayside, Country Club neighborhood. Featuring 4 BEDROOMS (2 En Suite) and 4 FULL BATHS, this Open Floorplan...

3286 Sqft, 0.33 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
GENEROUS PROPERTY
Call: Mark Lyda 941-586-2670

Broker Reciprocity Compliance

MLS# A4657963 Property Photo

Pending $1,950,000 MLS# A4657963

898 Macewen Drive
Osprey, FL 34229
Property Address

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Large 4 bedroom, 4 bath home on over half an acre bordering the 7th fairway of the Heron Golf Course in the Oaks Clubside. Located in the heart of south Sarasota, The Oaks offers 2 championship golf courses, a world-class tennis facility, a state-of-...

4132 Sqft, 0.66 Acres
4 Bed, 4 Bath
Status Pending
Listing Courtesy of:
COLDWELL BANKER REALTY
Call: Steve Abbe 941-400-3969

Broker Reciprocity Compliance

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Club Properties
Main Office:
9040 Town Center Pkwy
Lakewood Ranch, FL, 34202
United States
For Support: 941.444.6078

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IDX information is provided exclusively for consumers’ personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of My Florida Regional MLS DBA Stellar MLS. The source of this real property information is the copyrighted and proprietary database compilation of the My Florida Regional MLS DBA Stellar MLS and © 2025. Information last refreshed: 2025-07-13 00:31:33

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