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Home Florida Osprey

Osprey

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For Sale
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$5,495,000

4 Beds | 6.0 Baths | 6,308 Sqft

730 SARABAY ROAD, Osprey, FL, 34229

Premier Intracoastal Estate in Osprey 4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront Acres A rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is a...

Ad#: 6852844
Added: 11/19/2025 • Updated: 02/20/2026
Ad#: 6852844 • Added: 11/19/2025 • Updated: 02/20/2026
Open House 03/01 For Sale
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$2,450,000

4 Beds | 6.0 Baths | 4,858 Sqft

896 MACEWEN DRIVE, Osprey, FL, 34229

This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to...

Ad#: 7195470
Added: 01/27/2026 • Updated: 02/04/2026
Ad#: 7195470 • Added: 01/27/2026 • Updated: 02/04/2026
Open House 03/01 For Sale
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$2,450,000

4 Beds | 6.0 Baths | 4,858 Sqft

896 MACEWEN DRIVE, Osprey, FL, 34229

This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to...

Ad#: 7195719
Added: 01/27/2026 • Updated: 02/04/2026
Ad#: 7195719 • Added: 01/27/2026 • Updated: 02/04/2026
For Sale
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$2,350,000

3 Beds | 3.0 Baths | 3,738 Sqft

393 N POINT ROAD 1002, Osprey, FL, 34229

Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2-car...

Ad#: 6719043
Added: 11/10/2025 • Updated: 11/10/2025
Ad#: 6719043 • Added: 11/10/2025 • Updated: 11/10/2025
For Sale
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$1,995,000

3 Beds | 3.0 Baths | 3,029 Sqft

401 N POINT ROAD 1001, Osprey, FL, 34229

**Rarely available 10th-floor penthouse corner residence offering 3,029 square feet with sweeping Gulf and Bay views.** Ideally situated behind the secure gates of the highly sought-after Preserve...

Ad#: 7218053
Added: 02/01/2026 • Updated: 02/09/2026
Ad#: 7218053 • Added: 02/01/2026 • Updated: 02/09/2026
For Sale
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$1,500,000

3 Beds | 3.0 Baths | 2,778 Sqft

385 N POINT ROAD 704, Osprey, FL, 34229

Experience breathtaking views of the Bay and Gulf from this spacious 3 bedroom, 3 bath end unit, featuring a separate dining room and denpletely updated and meticulously maintained, this unit is...

Ad#: 6819441
Added: 11/11/2025 • Updated: 11/16/2025
Ad#: 6819441 • Added: 11/11/2025 • Updated: 11/16/2025
For Sale
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$1,395,000

3 Beds | 3.0 Baths | 2,545 Sqft

3603 N POINT ROAD 702, Osprey, FL, 34229

**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after...

Ad#: 5858641
Added: 02/28/2025 • Updated: 10/16/2025
Ad#: 5858641 • Added: 02/28/2025 • Updated: 10/16/2025
For Sale
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$1,250,000

3 Beds | 3.0 Baths | 2,594 Sqft

409 N POINT ROAD 601, Osprey, FL, 34229

**FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a...

Ad#: 7218052
Added: 02/03/2026 • Updated: 02/05/2026
Ad#: 7218052 • Added: 02/03/2026 • Updated: 02/05/2026
Open House 02/28 For Sale
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$1,099,000

3 Beds | 2.0 Baths | 2,374 Sqft

14041 BELLAGIO WAY 218, Osprey, FL, 34229

Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers 2,374 sq ft of well-appointed living space, with water views of Little Sarasota Bay from...

Ad#: 6856488
Added: 11/20/2025 • Updated: 02/20/2026
Ad#: 6856488 • Added: 11/20/2025 • Updated: 02/20/2026
For Sale
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$995,000

3 Beds | 3.0 Baths | 2,055 Sqft

409 NORTH POINT ROAD 902, Osprey, FL, 34229

**A RARE OFFERING, 9TH FLOOR, UPDATED PENTHOUSE with PRIVATE 2-CAR GARAGE** Enjoy the ultimate unobstructed views of Little Sarasota Bay that includes the Gulf of Mexico & Midnight Pass with Casey Key...

Ad#: 7104897
Added: 01/08/2026 • Updated: 02/20/2026
Ad#: 7104897 • Added: 01/08/2026 • Updated: 02/20/2026
For Sale
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$990,000

3 Beds | 3.0 Baths | 2,778 Sqft

401 N POINT ROAD 504, Osprey, FL, 34229

FULLY UPDATED o WATER VIEWS o PRIVATE 2-CAR GARAGE o OFFICE/4TH BEDROOM OPTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with...

Ad#: 6238938
Added: 06/02/2025 • Updated: 02/15/2026
Ad#: 6238938 • Added: 06/02/2025 • Updated: 02/15/2026
For Sale
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$990,000

3 Beds | 3.0 Baths | 2,778 Sqft

401 N POINT ROAD 504, Osprey, FL, 34229

FULLY UPDATED o WATER VIEWS o PRIVATE 2-CAR GARAGE o OFFICE/4TH BEDROOM OPTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with...

Ad#: 6237269
Added: 05/30/2025 • Updated: 02/15/2026
Ad#: 6237269 • Added: 05/30/2025 • Updated: 02/15/2026
For Sale
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$970,000

3 Beds | 4.0 Baths | 3,771 Sqft

6100 JESSIE HARBOR DRIVE 202, Osprey, FL, 34229

One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus...

Ad#: 6794823
Added: 11/04/2025 • Updated: 12/17/2025
Ad#: 6794823 • Added: 11/04/2025 • Updated: 12/17/2025
For Sale
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$874,900

3 Beds | 3.0 Baths | 2,630 Sqft

6100 JESSIE HARBOR DRIVE 603, Osprey, FL, 34229

Enjoy sweeping Intercoastal water views with peek-a-boo Gulf glimpses from this beautifully upgraded top-floor, end-unit residence filled with natural light, privacy, and coastal elegance. The...

Ad#: 7101578
Added: 01/08/2026 • Updated: 02/22/2026
Ad#: 7101578 • Added: 01/08/2026 • Updated: 02/22/2026
For Sale
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$850,000

3 Beds | 3.0 Baths | 2,778 Sqft

401 N POINT ROAD 304, Osprey, FL, 34229

Give yourself the gift of refined living in this expansive 2,778 square foot residence--the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this...

Ad#: 6463410
Added: 11/10/2025 • Updated: 01/17/2026
Ad#: 6463410 • Added: 11/10/2025 • Updated: 01/17/2026
Open House 03/01 For Sale
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$725,000

3 Beds | 3.0 Baths | 2,168 Sqft

250 HIDDEN BAY DRIVE 301, Osprey, FL, 34229

Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and...

Ad#: 7178367
Added: 01/23/2026 • Updated: 02/05/2026
Ad#: 7178367 • Added: 01/23/2026 • Updated: 02/05/2026
For Sale
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$710,000

2 Beds | 2.0 Baths | 1,943 Sqft

232 HIDDEN BAY DRIVE 303, Osprey, FL, 34229

Waterfront resort-style living is behind the gates of Hidden Bay, set along the shores of the Intracoastal Waterway, Little Sarasota Bay, and a tranquil preserve and park in the heart of Osprey. This...

Ad#: 7129370
Added: 01/14/2026 • Updated: 01/14/2026
Ad#: 7129370 • Added: 01/14/2026 • Updated: 01/14/2026
Sale Pending
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$699,000

3 Beds | 3.0 Baths | 3,147 Sqft

3603 N POINT ROAD 202, Osprey, FL, 34229

Under contract-accepting backup offers. **ELEGANT and SPACIOUS CORNER CONDO UNIT - NEARLY 3200sf - With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve...

Ad#: 3985064
Added: 08/03/2023 • Updated: 01/27/2026
Ad#: 3985064 • Added: 08/03/2023 • Updated: 01/27/2026
For Sale
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$699,000

2 Beds | 3.0 Baths | 1,950 Sqft

260 HIDDEN BAY DRIVE 304, Osprey, FL, 34229

The Boca Residence: Spacious Living & Resort Style Discover a condominium that offers the true scale and functionality of a private home. The Boca floor plan features a thoughtfully designed...

Ad#: 7286417
Added: 02/18/2026 • Updated: 02/18/2026
Ad#: 7286417 • Added: 02/18/2026 • Updated: 02/18/2026
For Sale
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$690,000

3 Beds | 3.0 Baths | 2,203 Sqft

385 N POINT ROAD 503, Osprey, FL, 34229

TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival...

Ad#: 6848472
Added: 11/18/2025 • Updated: 11/18/2025
Ad#: 6848472 • Added: 11/18/2025 • Updated: 11/18/2025
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