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136 Properties Available In Osprey

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109 WOODLAND PL, Osprey, FL 34229
1/61 61

$249,900

New

Condo

2 Beds 2 Baths 1,223 SqFt

109 WOODLAND PL, Osprey, FL 34229

Welcome to 109 Woodland Place, a serene retreat nestled within the lush, natural surroundings of the Pine Run community ...

Listed by KELLER WILLIAMS ON THE WATER S

676 EAGLE WATCH LN, Osprey, FL 34229
1/80 80

$1,795,000

New

Single Family Home

5 Beds 6 Baths 5,399 SqFt

676 EAGLE WATCH LN, Osprey, FL 34229

Florida living at its finest! You'll find this lovely home tucked away on a cul-de-sac in the luxurious community known ...

Listed by COLDWELL BANKER REALTY

137 WOODLAND PL, Osprey, FL 34229
1/70 70

$240,000

New

Condo

2 Beds 2 Baths 1,325 SqFt

137 WOODLAND PL, Osprey, FL 34229

Unbelievable!!! A West of Trail condo for under $250,000! Come home to this warm, cozy and charming unit and enjoy a cup...

Listed by COMPASS FLORIDA LLC

124 VILLA DR #124, Osprey, FL 34229
1/66 66

$650,000

Active

Single Family Home

2 Beds 2 Baths 1,389 SqFt

124 VILLA DR #124, Osprey, FL 34229

Nestled along a serene saltwater canal with DIRECT BOATING ACCESS TO THE GULF OF MEXICO and no fixed bridges, this exqui...

Listed by NEXTHOME BEACH TO BAY

710 SHADOW BAY WAY, Osprey, FL 34229
1/59 59

$795,000

Active

Single Family Home

3 Beds 3 Baths 2,533 SqFt

710 SHADOW BAY WAY, Osprey, FL 34229

Florida's perfect floor plan. Built in 2002, it features soaring ceilings and a smartly designed layout, perfect for liv...

Listed by MICHAEL SAUNDERS & COMPANY

1862 ISLAND WAY, Osprey, FL 34229
1/25 25

$2,425,000

Active

Single Family Home

4 Beds 3 Baths 3,598 SqFt

1862 ISLAND WAY, Osprey, FL 34229

South Sarasota waterfront property surrounded by 312 feet of water on three sides feels like living on a private island....

Listed by PREMIER SOTHEBYS INTL REALTY

247 KEEL WAY, Osprey, FL 34229
1/66 66

$1,150,000

Active

Single Family Home

3 Beds 2 Baths 2,871 SqFt

247 KEEL WAY, Osprey, FL 34229

No hurricane problems here! impact windows and storm curtains on the lanai helped to keep this home safe. Also located ...

Listed by PAT WILLIAMS REALTY, LLC

14021 BELLAGIO WAY #201, Osprey, FL 34229
1/54 54

$1,295,000

Active

Condo

3 Beds 4 Baths 3,020 SqFt

14021 BELLAGIO WAY #201, Osprey, FL 34229

Welcome to Unit #201 in the exclusive Bellagio Harbor Village, where luxury meets the serene beauty of Florida’s Gulf Co...

Listed by COMPASS FLORIDA LLC

225 WOODLAND DR, Osprey, FL 34229
1/77 77

$299,000

Active

Condo

2 Beds 2 Baths 1,316 SqFt

225 WOODLAND DR, Osprey, FL 34229

This completely updated GROUND LEVEL 2/2 condo is available in a charming West of Trail community that you’ll be glad yo...

Listed by COMPASS FLORIDA LLC

312 YACHT HARBOR DR, Osprey, FL 34229
1/73 73

$2,695,000

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 PREMIER SOTHEBYS INTL REALTY

1109 SCHERER WAY, Osprey, FL 34229
1/46 46

$699,500

Active

Single Family Home

3 Beds 2 Baths 2,125 SqFt

1109 SCHERER WAY, Osprey, FL 34229

This fabulous residence, featuring a new tile roof installed in November 2024 and hurricane-impact windows and shutters ...

Listed by PREMIER SOTHEBYS INTL REALTY

4212 EXPEDITION WAY, Osprey, FL 34229
1/28 28

$2,590

Active

Townhouse

3 Beds 2 Baths 1,430 SqFt

4212 EXPEDITION WAY, Osprey, FL 34229

WELCOME TO SEASON 2025. Furnished-Turnkey, Condo Close to Beaches! In Season rate $3950 month-2 month rental minimum OR ...

Listed by DALTON WADE INC

401 WALLS WAY, Osprey, FL 34229
1/92 92

$1,850,000

Active

Single Family Home

4 Beds 4 Baths 4,388 SqFt

401 WALLS WAY, Osprey, FL 34229

Exquisite Executive Home in The Oaks Clubside, Step into elegance and luxury with this stunning two-story masterpiece. P...

Listed by RE/MAX ALLIANCE GROUP

1076 MALLARD MARSH DR, Osprey, FL 34229
1/53 53

$765,000

Active

Single Family Home

3 Beds 3 Baths 2,707 SqFt

1076 MALLARD MARSH DR, Osprey, FL 34229

Welcome to the POOL home at the sought after RIVENDELL. This spacious home is located in the acclaimed PINEVIEW SCHOOL ...

Listed by RE/MAX ALLIANCE GROUP

108 PARK DR, Osprey, FL 34229
1/48 48

$420,000

Active

Single Family Home

4 Beds 3 Baths 2,768 SqFt

108 PARK DR, Osprey, FL 34229

Welcome to your dream home! This oversized pool home is perfectly situated just minutes from the intercoastal, offering ...

Listed by COLDWELL BANKER REALTY

448 PARK TRACE BLVD, Osprey, FL 34229
3D

$950,000

Active

Single Family Home

4 Beds 3 Baths 3,060 SqFt

448 PARK TRACE BLVD, Osprey, FL 34229

**THIS PROPERTY QUALIFIES FOR A 1.5% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Experience ...

Listed by KELLER WILLIAMS CLASSIC GROUP

111 WEBB ST, Osprey, FL 34229
3D

$625,000

Active

Single Family Home

3 Beds 2 Baths 1,528 SqFt

111 WEBB ST, Osprey, FL 34229

Postcard home at Village of Osprey. WEST OF THE TRAIL . TWO HOMES FROM THE BAY on a DEAD-END STREET. High and dry home, ...

Listed by RE/MAX ALLIANCE GROUP

4284 EXPEDITION WAY, Osprey, FL 34229
1/26 26

$450,000

Active

Townhouse

3 Beds 2 Baths 1,430 SqFt

4284 EXPEDITION WAY, Osprey, FL 34229

Experience the ultimate in coastal living with this beautifully designed 3-bedroom, 2-bathroom second-floor townhouse lo...

Listed by MARK SPAIN REAL ESTATE

123 TINA ISLAND DR, Osprey, FL 34229
1/11 11

$749,900

Active

Single Family Home

3 Beds 3 Baths 1,922 SqFt

123 TINA ISLAND DR, Osprey, FL 34229

Spectacular lot and setting for home priced under county tax appraisal. This is your opportunity to own a waterfront pro...

Listed by COLDWELL BANKER SARASOTA CENT.

703 MACEWEN DR, Osprey, FL 34229
1/100 100

$2,500,000

Active

Single Family Home

4 Beds 4 Baths 4,641 SqFt

703 MACEWEN DR, Osprey, FL 34229

Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained ...

Listed by COLDWELL BANKER REALTY

818 OAK POND DR, Osprey, FL 34229
1/52 52

$659,000

Active

Single Family Home

4 Beds 2 Baths 1,975 SqFt

818 OAK POND DR, Osprey, FL 34229

This is your Dream Home! Upgrades galore and ready to move-in. 4 Bedrooms 2 baths with sparkling caged pool and stunning...

Listed by SUNSET REALTY

explore listings in Osprey

Maritza Nieves

Maritza Nieves

+1(321) 525-1521

1101 Miranda Lane. Suite 133 Kissimmee FL 34741, Kissimmee, Florida, 34741, USA

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