$679,000

Pending

Single Family Home

3 Beds 3 Baths 2,223 SqFt

673 CRANE PRAIRIE WAY, Osprey, FL 34229

Under contract-accepting backup offers. Enjoy spectacular sunsets over a sweeping lake view the minute you walk through ...

Listed by PREMIER SOTHEBYS INTL REALTY

35

$129,900

Price Dropped by $10K

Manufactured Home

2 Beds 2 Baths 1,152 SqFt

310 TROPIC DR, Osprey, FL 34229

Priced well below market. Great condition - move in ready. Being offered furnished. The roof is only 5 years old. This o...

Listed by COLDWELL BANKER SARASOTA CENT.

70

$475,000

Price Dropped by $20K

Single Family Home

3 Beds 2 Baths 1,541 SqFt

321 SORRENTO DR, Osprey, FL 34229

Welcome to this beautifully maintained Sorrento Shores pool home, exuding timeless Mediterranean charm. Built in 1988, t...

Listed by EXIT KING REALTY

3D

$1,450,000

Price Dropped by $45K

Single Family Home

5 Beds 4 Baths 3,354 SqFt

296 PINE RANCH TRL, Osprey, FL 34229

SELLER OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private ...

Listed by ASHTON LAKES REALTY INC

36

$444,000

Price Dropped by $25K

Single Family Home

3 Beds 2 Baths 1,300 SqFt

352 GLENWOOD AVE, Osprey, FL 34229

Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-...

Listed by WHITE SANDS REALTY GROUP FL

60

$725,000

Price Dropped by $25K

Single Family Home

3 Beds 3 Baths 2,153 SqFt

463 PARK TRACE BLVD, Osprey, FL 34229

On an oversized lot with a breathtaking lake view, this open floor plan turnkey-furnished residence is designed for mode...

Listed by PREMIER SOTHEBYS INTL REALTY

4209 EXPEDITION WAY #102, Osprey, FL 34229

48

$2,450

Active

Condo

3 Beds 3 Baths 1,655 SqFt

4209 EXPEDITION WAY #102, Osprey, FL 34229

This lovely 3 bedroom, 2 ½ bath townhome. This unfurnished unit has (2) Separate Single car garages-Storage and Parking...

Listed by EXIT KING REALTY

38

$979,000

Price Dropped by $20K

Single Family Home

3 Beds 3 Baths 2,676 SqFt

238 LOOKOUT POINT DR, Osprey, FL 34229

Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence of...

Listed by COLDWELL BANKER REALTY

23

$692,000

Price Dropped by $35K

Single Family Home

4 Beds 3 Baths 2,557 SqFt

104 PARK TRACE BLVD, Osprey, FL 34229

Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 b...

Listed by KW COASTAL LIVING III

5100 JESSIE HARBOR DR #504, Osprey, FL 34229

87

$7,000

Active

Condo

3 Beds 2 Baths 2,143 SqFt

5100 JESSIE HARBOR DR #504, Osprey, FL 34229

This beautiful 5th Floor condo located in Blackburn Harbor Residences is now available for Season 2026! There are breath...

Listed by JENNETTE PROPERTIES INC

45

$950,000

Price Dropped by $47K

Single Family Home

3 Beds 3 Baths 2,283 SqFt

172 SEA ANCHOR DR, Osprey, FL 34229

One or more photo(s) has been virtually staged. Welcome to your dream home! This 3-bedroom, 3-Bath residence offers the ...

Listed by GOLF & BAY PROPERTIES LLC

622 PINE RANCH EAST RD, Osprey, FL 34229

45

$599,000

Pending

Single Family Home

3 Beds 2 Baths 2,302 SqFt

622 PINE RANCH EAST RD, Osprey, FL 34229

Significant price drop on this fabulous Turnkey, Tastefully Decorated Florida Pool home has everything you need to enjoy...

Listed by PARADISE EXCLUSIVE INC

39

$569,000

Price Dropped by $20K

Single Family Home

4 Beds 2 Baths 2,363 SqFt

104 SHORELAND DR, Osprey, FL 34229

Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom ho...

Listed by OAKSTRAND REALTY

28

$299,500

Price Dropped by $10K

Condo

2 Beds 2 Baths 1,135 SqFt

232 EXPLORER DR #15, Osprey, FL 34229

Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. O...

Listed by COLDWELL BANKER REALTY

76

$2,382,500

Price Dropped by $2K

Single Family Home

3 Beds 3 Baths 3,681 SqFt

600 EAGLE WATCH LN, Osprey, FL 34229

Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generou...

Listed by COLDWELL BANKER REALTY

4236 EXPEDITION WAY #106, Osprey, FL 34229

40

$350,000

Price Dropped by $20K

Condo

3 Beds 2 Baths 1,528 SqFt

4236 EXPEDITION WAY #106, Osprey, FL 34229

FABULOUS, MODERN, FURNISHED 3 BEDROOM/2 BATHROOM/1 CAR GARAGE CONDO in desirable Bay Street Village. This second story (...

Listed by RE/MAX ALLIANCE GROUP

38

$365,000

Price Dropped by $2K

Single Family Home

3 Beds 2 Baths 1,360 SqFt

240 PATTERSON AVE, Osprey, FL 34229

Charming 3-bedroom, 2-bath bungalow with no HOA or deed restrictions—perfect for boaters, RV owners, or anyone seeking f...

Listed by COLDWELL BANKER REALTY

20

$295,000

Price Dropped by $15K

Single Family Home

2 Beds 2 Baths 1,389 SqFt

208 VILLA DR #208, Osprey, FL 34229

Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and...

Listed by WWW.HOMEZU.COM

79

$1,500,000

Price Dropped by $150K

Single Family Home

4 Beds 4 Baths 3,464 SqFt

402 WALLS WAY, Osprey, FL 34229

Welcome to timeless elegance and modern comfort in The Oaks Clubside. This stunning 4-bedroom plus den/office, 3.5-b...

Listed by COLDWELL BANKER REALTY

67

$749,000

Active

Single Family Home

4 Beds 3 Baths 2,589 SqFt

826 OAK BRIAR LN, Osprey, FL 34229

Welcome to this Impressive 4-bedroom, 3-bath pool home located in the highly desirable Park Trace Estates in Osprey, Flo...

Listed by PREFERRED SHORE LLC

35

$260,000

Price Dropped by $15K

Condo

2 Beds 2 Baths 1,316 SqFt

111 WOODLAND PL, Osprey, FL 34229

Property comes furnished. Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful...

Listed by FLAT FEE MLS REALTY

69

$949,900

Price Dropped by $28K

Condo

4 Beds 3 Baths 2,778 SqFt

385 N POINT RD #404, Osprey, FL 34229

Expansive Waterfront Views One of the largest non-penthouse residences in Oaks Preserve, this updated 3,106 sq ft co...

Listed by PREMIER SOTHEBYS INTL REALTY

39

$679,900

Price Dropped by $20K

Single Family Home

3 Beds 2 Baths 1,994 SqFt

1212 WINDWARD DR, Osprey, FL 34229

Peace of Mind & Prime Location! Nestled in the sought-after Southbay Yacht & Racquet Club—a premier waterfront community...

Listed by GENEROUS PROPERTY

64

$699,900

Price Dropped by $25K

Single Family Home

4 Beds 3 Baths 2,298 SqFt

644 RIVENDELL BLVD, Osprey, FL 34229

Optional Turnkey! Built in 2001, this home features high tray ceilings and a smart, functional layout. The form...

Listed by MICHAEL SAUNDERS & COMPANY

31 Properties Available In Osprey

673 CRANE PRAIRIE WAY, Osprey, FL 34229

310 TROPIC DR, Osprey, FL 34229

321 SORRENTO DR, Osprey, FL 34229

296 PINE RANCH TRL, Osprey, FL 34229

352 GLENWOOD AVE, Osprey, FL 34229

463 PARK TRACE BLVD, Osprey, FL 34229

4209 EXPEDITION WAY #102, Osprey, FL 34229

238 LOOKOUT POINT DR, Osprey, FL 34229

104 PARK TRACE BLVD, Osprey, FL 34229

5100 JESSIE HARBOR DR #504, Osprey, FL 34229

172 SEA ANCHOR DR, Osprey, FL 34229

622 PINE RANCH EAST RD, Osprey, FL 34229

104 SHORELAND DR, Osprey, FL 34229

232 EXPLORER DR #15, Osprey, FL 34229

600 EAGLE WATCH LN, Osprey, FL 34229

4236 EXPEDITION WAY #106, Osprey, FL 34229

240 PATTERSON AVE, Osprey, FL 34229

208 VILLA DR #208, Osprey, FL 34229

402 WALLS WAY, Osprey, FL 34229

826 OAK BRIAR LN, Osprey, FL 34229

111 WOODLAND PL, Osprey, FL 34229

385 N POINT RD #404, Osprey, FL 34229

1212 WINDWARD DR, Osprey, FL 34229

644 RIVENDELL BLVD, Osprey, FL 34229

explore listings in Osprey