Osprey, FL Homes

/69
Est $790,164 Not Listed For Sale

188 Dory Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,069 Sq Ft
- Built 1985
188 Dory Ln, Osprey, FL 34229

Last Sold Summary
- 9% Above List Price
- $350/SF
- 27 Days On Market
Last Sold Price $725,000

Last Listing Agent Lorraine Neal Michael Saunders

/40
$339,900
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
4284 Expedition Way, Osprey, FL 34229

Welcome to Bay Street Village, a gated, maintenance-free community in Osprey between Sarasota and Venice. The tile roofs and paver driveway provide Florida charm. This move-in-ready 3-bed, 2-bath condo features an open layout, IMPACT glass, and a private screened balcony with a pond view. The kitchen offers a large granite counter with seating and a newer refrigerator. The primary suite includes

Grace Bonaccorso PREFERRED SHORE LLC

4284 Expedition Way, Osprey, FL 34229
/2
$1,850,000 Sold Nov 07, 2025

67 Sugar Mill Dr, Osprey, FL 34229
- 4 Beds
- 5 Baths
- 4,020 Sq Ft
- Built 1989
Last Sold Summary
- 7% Below List Price
- $460/SF
- 240 Days On Market
Current Estimated Value $1,853,069

Last Listing Agent Paula Mapp MAPP REALTY & INVESTMENT CO

67 Sugar Mill Dr, Osprey, FL 34229

/2
Est $1,476,092 Not Listed For Sale

491 E MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4 Baths
- 3,526 Sq Ft
- Built 2001
491 E MacEwen Dr, Osprey, FL 34229

Last Sold Summary
- 18% Above List Price
- $355/SF
- 61 Days On Market
Last Sold Price $1,250,000

Last Listing Agent Ronnie Caron CARON REALTY INC

/95
$625,000
- 3 Beds
- 3 Baths
- 2,680 Sq Ft
3621 N Point Rd Unit 301, Osprey, FL 34229

Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut

Steve Abbe COLDWELL BANKER REALTY

3621 N Point Rd Unit 301, Osprey, FL 34229
/2
$130,000 Sold Jan 30, 2026

106 Villa Dr Unit 106, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,578 Sq Ft
- Built 1968
Last Sold Summary
- 48% Below List Price
- $82/SF
- 81 Days On Market
Current Estimated Value $306,000

Last Listing Agent Dan Ivanov KONA REALTY

106 Villa Dr Unit 106, Osprey, FL 34229

/73
Est $1,635,095 Not Listed For Sale

419 E MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 4,201 Sq Ft
- Built 1997
419 E MacEwen Dr, Osprey, FL 34229

Last Sold Summary
- 19% Above List Price
- $327/SF
- 176 Days On Market
Last Sold Price $1,375,000

Last Listing Agent Ronald Stahl RON STAHL REALTY

/48
$599,000
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
409 N Point Rd Unit 502, Osprey, FL 34229

**GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

Mark Lyda GENEROUS PROPERTY

409 N Point Rd Unit 502, Osprey, FL 34229
/2
$1,375,000 Sold Dec 05, 2025

500 Shotgun Ln, Osprey, FL 34229
- Land
- 11.68 Acres
- $117,723 per Acre
Last Sold Summary
- 24% Below List Price
- 45 Days On Market
Current Estimated Value $1,380,507

Last Listing Agent Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

500 Shotgun Ln, Osprey, FL 34229

/67
Est $811,988 Not Listed For Sale

236 Hidden Bay Dr Unit 601, Osprey, FL 34229
- 3 Beds
- 4 Baths
- 2,491 Sq Ft
- Built 1997
236 Hidden Bay Dr Unit 601, Osprey, FL 34229

Last Sold Summary
- 6% Below List Price
- $345/SF
- 15 Days On Market
Last Sold Price $860,000

Last Listing Agent Pan Steele, GRI COLDWELL BANKER REALTY

/4
$34,900
- 1 Bed
- 1 Bath
- 418 Sq Ft
124 Happy Haven Dr Unit 56, Osprey, FL 34229

Happy Haven, a professionally managed, well-maintained manufactured home community, currently has a 418 sq. ft. home with 1 bedrooms and 1 bathrooms for sale. Take advantage of this offer now and live in one of the state's most attractive areas. Call and schedule a viewing of this home and ask about our current promotions!

Tori Coil Happy Haven

124 Happy Haven Dr Unit 56, Osprey, FL 34229
/2
$95,000 Sold Jan 05, 2026

570 Blackburn Point Rd Unit 25, Osprey, FL 34229
Last Sold Summary
- 3% Below List Price
- 7 Days On Market
Last Listing Agent David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit 25, Osprey, FL 34229

/37
Est $914,792 Not Listed For Sale

77 Bayhead Ln, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 2,917 Sq Ft
- Built 2000
77 Bayhead Ln, Osprey, FL 34229

Last Sold Summary
- 6% Above List Price
- $297/SF
- 59 Days On Market
Last Sold Price $865,000

Last Listing Agent Leonard Giarrano RE/MAX

/7
$3,000
- 1 Bed
- 1 Bath
- 310 Sq Ft
124 Happy Haven Dr Unit 28, Osprey, FL 34229

Calling all Investors! Huge opportunity to make a deal on this perfect renovation project. Quick Closing, Quick Renovation and Quick Profit! This home needs significant work and is priced accordingly. Given the amount of work necessary to bring this gem up to it's fiull potential, prospective investors must be licensed and experienced renovation specialists. Call today, we are currently

Tori Coil Happy Haven

124 Happy Haven Dr Unit 28, Osprey, FL 34229
/2
$670,000 Sold Jun 10, 2025

1426 Landview Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,513 Sq Ft
- Built 1987
Last Sold Summary
- 16% Below List Price
- $267/SF
- 72 Days On Market
Current Estimated Value $701,743

Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

1426 Landview Ln, Osprey, FL 34229

/18
Est $432,208 Not Listed For Sale

121 Burney Rd, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1985
121 Burney Rd, Osprey, FL 34229

Last Sold Summary
- 12% Below List Price
- $372/SF
- 32 Days On Market
Last Sold Price $490,000

Last Listing Agent Yorky Corcho LA ROSA REALTY CW PROPERTIES L

/39
$899,995
- 3 Beds
- 2.5 Baths
- 2,199 Sq Ft
14021 Bellagio Way Unit 309, Osprey, FL 34229

Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy

Tristin Hopler COMPASS FLORIDA, LLC

14021 Bellagio Way Unit 309, Osprey, FL 34229
/2
$700,000 Sold Mar 31, 2026

851 Placid Lake Dr, Osprey, FL 34229
- 5 Beds
- 4 Baths
- 3,395 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $206/SF
- 37 Days On Market
Current Estimated Value $720,880

Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

851 Placid Lake Dr, Osprey, FL 34229

/35
Est $887,491 Not Listed For Sale

1069 Scherer Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,332 Sq Ft
- Built 2004
1069 Scherer Way, Osprey, FL 34229

Last Sold Summary
- 1% Below List Price
- $270/SF
- 102 Days On Market
Last Sold Price $899,000

Last Listing Agent Richard Hehl REAL BROKER, LLC

/41
$719,000 Open Sat 1PM - 4PM
- 2 Beds
- 2 Baths
- 1,932 Sq Ft
242 Hidden Bay Dr Unit 602, Osprey, FL 34229

Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

Cathy Rustin FIRST LIGHT REAL ESTATE

242 Hidden Bay Dr Unit 602, Osprey, FL 34229
/2
$600,000 Sold Apr 18, 2025

402 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 2,887 Sq Ft
- Built 1995
Last Sold Summary
- 31% Below List Price
- $208/SF
- 24 Days On Market
Current Estimated Value $743,774

Last Listing Agent Ronnie Caron CARON REALTY INC

402 Pine Ranch Rd E, Osprey, FL 34229

/2
Est $739,846 Not Listed For Sale

1076 Mallard Marsh Dr, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,707 Sq Ft
- Built 2001
1076 Mallard Marsh Dr, Osprey, FL 34229

Last Sold Summary
- $273/SF
- 25 Days On Market
Last Sold Price $740,000

Last Listing Agent Reeny Kaney RE/MAX

/100
$2,495,000
- 3 Beds
- 3.5 Baths
- 3,586 Sq Ft
230 Osprey Point Dr, Osprey, FL 34229

Designed by Las Casitas Architects, this Spanish-style residence, featuring 3 bedrooms, 3.5 baths, a den/study with built-in Murphy bed and a 3-car garage, sits on an oversized .59-acre preserve lot with circular drive and courtyard entry. The light-filled, open floorplan features wood and marble flooring, crown molding, tray ceilings, and custom built-ins throughout. The chef’s kitchen is a

Steve Abbe COLDWELL BANKER REALTY

230 Osprey Point Dr, Osprey, FL 34229
/2
$235,000 Sold Feb 12, 2026

139 Woodland Place, Osprey, FL 34229
- 1 Bed
- 1.5 Baths
- 865 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $272/SF
- 36 Days On Market
Current Estimated Value $230,656

Last Listing Agent Jack Gang GANGWAY REALTY

139 Woodland Place, Osprey, FL 34229

/71
Est $262,823 Not Listed For Sale

752 Pine Run Dr, Osprey, FL 34229
- 2 Beds
- 2.5 Baths
- 1,305 Sq Ft
- Built 1973
752 Pine Run Dr, Osprey, FL 34229

Last Sold Summary
- 24% Below List Price
- $264/SF
- 57 Days On Market
Last Sold Price $345,000

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

/2
$643,749 New Construction
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
791 S Tamiami Trail Unit 303, Osprey, FL 34229

Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 303, Osprey, FL 34229
/2
$700,000 Sold Apr 15, 2025

521 Luminary Blvd, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,504 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $280/SF
- 69 Days On Market
Current Estimated Value $694,691

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

521 Luminary Blvd, Osprey, FL 34229

/25
Est $321,461 Not Listed For Sale

111 Villa Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,395 Sq Ft
- Built 1986
111 Villa Dr, Osprey, FL 34229

Last Sold Summary
- 2% Below List Price
- $236/SF
- 34 Days On Market
Last Sold Price $329,000

Last Listing Agent Shaune Harper Kimbler REDFIN CORPORATION

/2
$514,999 New Construction
- 2 Beds
- 2 Baths
- 952 Sq Ft
791 S Tamiami Trail Unit 202, Osprey, FL 34229

Under Construction. UNDER CONSTRUCTION STARTING FROM THE UPPER $400,000. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 202, Osprey, FL 34229
/2
$637,500 Sold Feb 27, 2026

14041 Bellagio Way Unit 414, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,799 Sq Ft
- Built 2006
Last Sold Summary
- 15% Below List Price
- $354/SF
- 193 Days On Market
Current Estimated Value $682,401

Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

14041 Bellagio Way Unit 414, Osprey, FL 34229

/9
Est $1,765,037 Not Listed For Sale

621 N MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,836 Sq Ft
- Built 2001
621 N MacEwen Dr, Osprey, FL 34229

Last Sold Summary
- 6% Below List Price
- $491/SF
- 0 Days On Market
Last Sold Price $1,885,000

Last Listing Agent Mark Lyda GENEROUS PROPERTY

/69
$697,500
- 2 Beds
- 2.5 Baths
- 1,890 Sq Ft
33 Bishops Court Rd Unit 118, Osprey, FL 34229

**EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living

Mark Lyda GENEROUS PROPERTY

33 Bishops Court Rd Unit 118, Osprey, FL 34229
/2
$357,500 Sold Feb 27, 2026

177 Navigation Cir, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 1,581 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $226/SF
- 4 Days On Market
Current Estimated Value $362,608

Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

177 Navigation Cir, Osprey, FL 34229

/2
Est $283,355 Not Listed For Sale

319 Patterson Ave, Osprey, FL 34229
- 2 Beds
- 1 Bath
- 987 Sq Ft
- Built 1981
319 Patterson Ave, Osprey, FL 34229

Last Sold Summary
- 2% Below List Price
- $294/SF
- 27 Days On Market
Last Sold Price $290,000

Last Listing Agent Tracey Fiedler DALTON WADE INC

/76
$445,000 Pending
- 2 Beds
- 2 Baths
- 1,604 Sq Ft
508 Meadow Sweet Cir, Osprey, FL 34229

Under contract-accepting backup offers. PRICE IMPROVEMENT!! The Cottages of Rivendell are highly desirable residences, offering an exclusive community with only 84 homes. Each home is surrounded by lush landscaping and tree-lined streets, contributing to the area's charm and appeal. This home features 2 bedrooms and 2 bathrooms, as well as a versatile den or office space. It is an ideal choice

Bill Cantrell WILLIAM RAVEIS REAL ESTATE

508 Meadow Sweet Cir, Osprey, FL 34229
/2
$145,000 Sold Jul 15, 2025

570 Blackburn Point Rd Unit 27, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 3% Below List Price
- 23 Days On Market
Current Estimated Value $144,553

Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 27, Osprey, FL 34229

/50
Est $1,160,242 Not Listed For Sale

214 Four Knot Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,691 Sq Ft
- Built 1981
214 Four Knot Ln, Osprey, FL 34229

Last Sold Summary
- 1% Below List Price
- $435/SF
- 27 Days On Market
Last Sold Price $1,170,000

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

/86
$2,150,000
- 4 Beds
- 4.5 Baths
- 3,939 Sq Ft
642 Trenton Way, Osprey, FL 34229

Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop,

Steve Abbe COLDWELL BANKER REALTY

642 Trenton Way, Osprey, FL 34229
/2
$2,000,000 Sold Feb 09, 2026

895 MacEwen Dr, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 4,828 Sq Ft
- Built 1991
Last Sold Summary
- $414/SF
- 0 Days On Market
Current Estimated Value $1,998,143

Last Listing Agent Maria Balaz EXIT KING REALTY

895 MacEwen Dr, Osprey, FL 34229

/2
Est $693,168 Not Listed For Sale

193 Willow Bend Way, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,658 Sq Ft
- Built 2002
193 Willow Bend Way, Osprey, FL 34229

Last Sold Summary
- 3% Above List Price
- $252/SF
- 71 Days On Market
Last Sold Price $670,000

Last Listing Agent Bill Cantrell WILLIAM RAVEIS REAL ESTATE

Showing Results 521 - 560, Page 14 of 18

Florida Sarasota County Osprey

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