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157 Properties

157 Properties Available In Osprey

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FL >Osprey >
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238 PALM AIR DR, Osprey, FL 34229
1/37 37

$199,000

Open Sun 2PM-4PM

Manufactured Home

2 Beds 2 Baths 1,152 SqFt

238 PALM AIR DR, Osprey, FL 34229

AN ARBORS BEAUTY in one of Florida's most-sought-after 55+ parks. You won't believe how BIG and BEAUTIFUL this home is ...

Listed by

Stellar MLS
851 PLACID LAKE DR, Osprey, FL 34229
1/33 33

$760,000

Open Wed 8AM-7PM

Single Family Home

5 Beds 4 Baths 3,395 SqFt

851 PLACID LAKE DR, Osprey, FL 34229

One or more photo(s) has been virtually staged. Your dream home is waiting for you! Enjoy a bright interior decorated wi...

Listed by

Stellar MLS
780 SARABAY RD #16, Osprey, FL 34229
1/45 45

$479,900

Open Sun 1AM-4PM

Condo

2 Beds 2 Baths 1,574 SqFt

780 SARABAY RD #16, Osprey, FL 34229

Boater's Paradise! Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 a...

Listed by

Stellar MLS
401 NORTH POINT RD #404, Osprey, FL 34229
1/100 100

$1,200,000

New

Condo

3 Beds 3 Baths 2,778 SqFt

401 NORTH POINT RD #404, Osprey, FL 34229

Step into a residence that redefines elegance and sophistication. This stunning 2,778 sq ft condo has been completely re...

Listed by

Stellar MLS
225 HARBOR HOUSE DR, Osprey, FL 34229
1/79 79

$2,850,000

New

Single Family Home

6 Beds 4 Baths 4,546 SqFt

225 HARBOR HOUSE DR, Osprey, FL 34229

Considered one of the finest community owned marinas on Florida's west coast, Southbay Yacht & Racquet Club is a premier...

Listed by

Stellar MLS
392 PARK TRACE BLVD, Osprey, FL 34229
1/38 38

$939,000

New

Single Family Home

4 Beds 3 Baths 2,802 SqFt

392 PARK TRACE BLVD, Osprey, FL 34229

Set on a premier lakefront lot in Osprey, 392 Park Trace offers serene water views, incredible privacy, and a lifestyle ...

Listed by

Stellar MLS
244 WOODLAND DR #244, Osprey, FL 34229
1/48 48

$225,000

New

Condo

2 Beds 2 Baths 1,325 SqFt

244 WOODLAND DR #244, Osprey, FL 34229

Tranquil Coastal Living in Pine Run <br>244 Woodland Dr, Osprey, FL 34229 <br> <br>Tucked beneath a canopy of mature oak...

Listed by

Stellar MLS
385 N POINT RD #903, Osprey, FL 34229
1/39 39

$1,100,000

New

Condo

3 Beds 3 Baths 2,778 SqFt

385 N POINT RD #903, Osprey, FL 34229

One or more photo(s) has been virtually staged. From the moment the private elevator doors open, the panorama of the vie...

Listed by

Stellar MLS
393 NORTH POINT RD #1002, Osprey, FL 34229
1/100 100

$2,350,000

New

Condo

3 Beds 3 Baths 3,738 SqFt

393 NORTH POINT RD #1002, Osprey, FL 34229

Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks ...

Listed by

Stellar MLS
554 PINE RANCH EAST RD, Osprey, FL 34229
1/25 25

$3,000

New

Single Family Home

4 Beds 3 Baths 2,064 SqFt

554 PINE RANCH EAST RD, Osprey, FL 34229

ANNUAL/ GENTLY FURNISHED 4 BED/2.5 BATH. The home is gently furnished which will work perfectly for the family who has s...

Listed by

Stellar MLS
32 BAY AVE, Osprey, FL 34229
1/51 51

$495,000

Active

Single Family Home

2 Beds 2 Baths 2,148 SqFt

32 BAY AVE, Osprey, FL 34229

Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to...

Listed by

Stellar MLS
85 SUGAR MILL DR, Osprey, FL 34229
3D

$2,150,000

Active

Single Family Home

3 Beds 3 Baths 4,191 SqFt

85 SUGAR MILL DR, Osprey, FL 34229

**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Lit...

Listed by

Stellar MLS
238 WOODLAND DR #238, Osprey, FL 34229
1/47 47

$189,900

Active

Condo

1 Bed 2 Baths 865 SqFt

238 WOODLAND DR #238, Osprey, FL 34229

Live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popu...

Listed by

Stellar MLS
603 PINE RANCH EAST RD, Osprey, FL 34229
1/37 37

$3,550

Active

Single Family Home

3 Beds 2 Baths 2,225 SqFt

603 PINE RANCH EAST RD, Osprey, FL 34229

*AVAILABLE NOVEMBER 15, 2025 — PREVIEW BY APPOINTMENT ONLY* <br>Currently occupied — showings available by appointment o...

Listed by

Stellar MLS
121 N CASEY KEY RD, Osprey, FL 34229
1/77 77

$7,100,000

Active

Single Family Home

4 Beds 6 Baths 4,096 SqFt

121 N CASEY KEY RD, Osprey, FL 34229

Newly Remodeled Gulf-Front Mediterranean Villa on Casey Key <br>Framed by the pristine natural beauty of North Casey Key...

Listed by

Stellar MLS
312 YACHT HARBOR DR, Osprey, FL 34229
1/68 68

$2,299,000

Active

Single Family Home

4 Beds 4 Baths 2,572 SqFt

312 YACHT HARBOR DR, Osprey, FL 34229

One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast o...

Listed by

Stellar MLS
242 HIDDEN BAY DR #401, Osprey, FL 34229
1/62 62

$875,000

Active

Condo

3 Beds 3 Baths 2,100 SqFt

242 HIDDEN BAY DR #401, Osprey, FL 34229

END UNIT with RARE THREE CAR GARAGE, IMPACT WINDOWS AND SLIDERS, and sweeping panoramic views. This beautifully appointe...

Listed by

Stellar MLS
Osprey, FL 34229
1/18 18

$2,139

Active

Single Family Home

3 Beds 2 Baths 1,462 SqFt

Osprey, FL 34229

Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms, 1 car garage ...

Listed by

Stellar MLS
219 KEEL WAY, Osprey, FL 34229
3D

$1,175,000

Active

Single Family Home

3 Beds 3 Baths 2,735 SqFt

219 KEEL WAY, Osprey, FL 34229

**IMPRESSIVE, METICULOUSLY MAINTAINED, SINGLE-STORY, CUL DE SAC ESTATE in the Highly Sought-After SOUTHBAY Community** o...

Listed by

Stellar MLS
38 W BAY ST, Osprey, FL 34229
1/60 60

$925,000

Active

Single Family Home

3 Beds 2 Baths 2,124 SqFt

38 W BAY ST, Osprey, FL 34229

Live like you're on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam...

Listed by

Stellar MLS
115 GREEN ST, Osprey, FL 34229
1/90 90

$349,000

Pending

Single Family Home

2 Beds 2 Baths 1,503 SqFt

115 GREEN ST, Osprey, FL 34229

Under contract-accepting backup offers. This charming home located in the heart of Osprey checks ALL the boxes. With ove...

Listed by

Stellar MLS
742 HARMS DR, Osprey, FL 34229
1/46 46

$545,000

Active

Single Family Home

3 Beds 2 Baths 1,293 SqFt

742 HARMS DR, Osprey, FL 34229

Beautifully renovated home with a heated pool on just over half an acre. Nestled on a private, tree-lined street and sur...

Listed by

Stellar MLS
3957 WAYPOINT AVE, Osprey, FL 34229
1/24 24

$925,000

Active

Single Family Home

3 Beds 3 Baths 2,328 SqFt

3957 WAYPOINT AVE, Osprey, FL 34229

A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside o...

Listed by

Stellar MLS
456 YACHT HARBOR DR, Osprey, FL 34229
1/65 65

$4,800

Active

Single Family Home

3 Beds 2 Baths 2,005 SqFt

456 YACHT HARBOR DR, Osprey, FL 34229

This newly renovated home in Southbay Yacht and Racquet Club provides resort-style living with an array of amenities inc...

Listed by

Stellar MLS
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London Foster White Logo
London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

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London Foster White Logo
London Foster (LondonFosterRealty.com)

Bobby Mahallati License ID: 0705018

+1(305) 766-7993 [email protected]

9001 SW 73rd Ct, Miami, FL, 33156, USA

ABOUT
London Foster is a technology based real estate firm. Our technology is a revolutionary cloud-based platform which empowers our associates to always be engaged.

London Foster provides everything our associates need to conduct their business at our office, remotely or mobile.

No matter where you are you will always be connected to our network with exclusive access, just like if you were at the office.

    • Home
      Featured Areas
      1. Florida
      2. New York
      Contact
    • Sellers
      1. Sellers
      2. Home Valuation
      Team
    • Buyers
      1. Buyers
      2. Buy
      3. Calculator
      About
      1. About Me
      2. Testimonials

Get My App

Accessibility Statement

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.