Homes in ZIP Code 34229

/2
$290,000 Sold Jul 26, 2024
- 1,379 Sq Ft
- $210/SF
- 134 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
707 Pine Run Dr, Osprey, FL 34229

Welcome to this rarely available GROUND FLOOR unit in the lush and tropical Pine Run community of Osprey! This charming two-bedroom, two-bath home offers a comfortable and convenient lifestyle for those seeking a tranquil retreat. As you step inside this freshly painted condo, you'll immediately notice the spacious and open floor plan, providing a nice flow between the living, dining, and kitchen

Priscilla Adams COMPASS FLORIDA LLC

707 Pine Run Dr, Osprey, FL 34229

/35
Est $898,374 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,332 Sq Ft
1069 Scherer Way, Osprey, FL 34229

1069 Scherer Way, Osprey, FL 34229

/2
$46,500 Sold Jul 24, 2024
- 42 Days On Market
570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

Stress free boating with a first-class marine facility. Own your own boat dry rack conveniently located in central Sarasota. This top level boat rack will accommodate a boat 32.5' in length, 11' wide and 9' in height. The marine facility has fuel, bait, tackle, deli, ice, beverages, a pump out station, outside work racks, a restaurant/bar on site, fresh water wash downs, outside work racks and a

David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

/71
Est $284,247 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,305 Sq Ft
752 Pine Run Dr, Osprey, FL 34229

752 Pine Run Dr, Osprey, FL 34229

/2
$290,000 Sold Jul 24, 2024
- 987 Sq Ft
- $294/SF
- 27 Days On Market
- 2 Beds
- 1 Bath
- Built 1981
319 Patterson Ave, Osprey, FL 34229

Welcome to 319 Patterson Avenue, located in the charming village of Osprey. This two-bedroom, one-bath block home is situated on a quiet road and nestled in a lush, professionally landscaped garden. This peaceful house has all you need: a great entertaining area in the open-plan living room with a clear view into the galley kitchen, always allowing the chef to be in the middle of it all and never

Tracey Fiedler DALTON WADE INC

319 Patterson Ave, Osprey, FL 34229

/25
Est $349,244 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,395 Sq Ft
111 Villa Dr, Osprey, FL 34229

111 Villa Dr, Osprey, FL 34229

/2
$489,000 Sold Jul 03, 2025
- 1,862 Sq Ft
- $263/SF
- 2 Beds
- 2 Baths
- Built 1990
328 Woods Point Rd, Osprey, FL 34229

WEST OF TRAIL coastal living at its best! You’ve found it in this fully updated, one-story, end-unit villa in Osprey’s highly coveted, MAINTENANCE-FREE & pet-friendly Blackburn Point Woods! The Blackburn Point Woods enclave consists of 44 single-family attached homes ingeniously carved into 15 acres of a naturally wooded setting. Fully re-designed landscaping, tropical greenery and a paver

Stellar Non-Member Agent Stellar Non-Member Office

328 Woods Point Rd, Osprey, FL 34229

/9
Est $1,817,296 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,836 Sq Ft
621 N MacEwen Dr, Osprey, FL 34229

621 N MacEwen Dr, Osprey, FL 34229

/2
$568,792 Sold Jun 30, 2025
- 2,203 Sq Ft
- $258/SF
- 296 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
393 N Point Rd Unit 503, Osprey, FL 34229

**ENJOY SPECTACULAR SUNSET VIEWS FROM THIS 5TH FLOOR, 3-BED / 3-BATH CONDO with BALCONY OVERLOOKING A SERENE LAGOON, INTRACOASTAL WATERWAY and even the GULF OF MEXICO while situated in the Luxury, High-Rise, Meridian Condo Complex behind the Secure Gates of the THE OAKS-PRESERVE, COUNTRY CLUB community. With over 2200SF, this Spacious unit offers a Light and Bright Open Floorplan with separate

Mark Lyda GENEROUS PROPERTY

393 N Point Rd Unit 503, Osprey, FL 34229

/50
Est $1,091,210 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,691 Sq Ft
214 Four Knot Ln, Osprey, FL 34229

214 Four Knot Ln, Osprey, FL 34229

/2
$2,327,000 Sold Jun 18, 2025
- 3,582 Sq Ft
- $650/SF
- 86 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1990
654 Trenton Way, Osprey, FL 34229

**STUNNING, UPDATED and METICULOUSLY MAINTAINED GOLF COURSE ESTATE with INCREDIBLE OUTDOOR OASIS in the Highly Sought-After OAKS COUNTRY CLUB Community** is Situated on an Over Acre Lot on a tranquil, cul de sac street with Ideal Southern-Exposure and Lake and Golf Course View across the 14TH Fairway of the Interior, HERON GOLF COURSE. Recent UPDATES include HURRICANE IMPACT WINDOWS and SLIDING

Mark Lyda GENEROUS PROPERTY

654 Trenton Way, Osprey, FL 34229

/50
Est $483,580 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,274 Sq Ft
120 Shoreland Dr, Osprey, FL 34229

120 Shoreland Dr, Osprey, FL 34229

/2
$670,000 Sold Jun 10, 2025
- 2,513 Sq Ft
- $267/SF
- 72 Days On Market
- 4 Beds
- 3 Baths
- Built 1987
1426 Landview Ln, Osprey, FL 34229

One or more photo(s) has been virtually staged. Within the much sought after community of Southbay Yacht & Racquet Club, you will find this wonderfully maintained home that features classic Florida details often missing in new builds today. This home, spanning 2,513 square feet, is a testament to the traditional Florida lifestyle with a touch of modern convenience. The property boasts 4 spacious

Stephanie Church COLDWELL BANKER REALTY

1426 Landview Ln, Osprey, FL 34229

/52
Est $835,357 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,498 Sq Ft
352 Park Trace Blvd, Osprey, FL 34229

352 Park Trace Blvd, Osprey, FL 34229

/2
$2,400,000 Sold Jun 02, 2025
- 3,586 Sq Ft
- $669/SF
- 42 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2014
230 Osprey Point Dr, Osprey, FL 34229

**IMMACULATE ESTATE -- NEWER CONSTRUCTION (2014) -- METICULOUSLY MAINTAINED, MOVE-IN READY, CUSTOM Residence Designed by LAS CASITAS Architects** offers exceptional quality craftsmanship throughout and is located behind the Secure Gates of THE OAKS-BAYSIDE Country Club community. Situated on an Oversized 0.59 Acre Lot backing to a Tranquil, Coastal Preserve and boasting wonderful curb appeal

Mark Lyda GENEROUS PROPERTY

230 Osprey Point Dr, Osprey, FL 34229

/44
Est $427,605 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,425 Sq Ft
4101 Jessie Harbor Dr Unit 4101, Osprey, FL 34229

4101 Jessie Harbor Dr Unit 4101, Osprey, FL 34229

/2
$1,400,000 Sold May 07, 2025
- 3,094 Sq Ft
- $452/SF
- 0 Days On Market
- 3 Beds
- 3 Baths
- Built 1997
378 MacEwen Dr, Osprey, FL 34229

Beautiful lakefront 3 bedroom, 3 bath home in The Oaks Clubside with view of the Eagle 3. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options. Membership is required

Steve Abbe COLDWELL BANKER REALTY

378 MacEwen Dr, Osprey, FL 34229

/66
Est $795,067 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
360 Park Trace Blvd, Osprey, FL 34229

360 Park Trace Blvd, Osprey, FL 34229

/2
$1,100,000 Sold Apr 23, 2025
- 2,388 Sq Ft
- $461/SF
- 1 Day On Market
- 3 Beds
- 3 Baths
- Built 2013
229 Lookout Point Dr, Osprey, FL 34229

This meticulously cared for John Cannon home is an exceptional opportunity to enjoy the desirable Southbay lifestyle in a newer 2013 built home. With raised, 10-foot tray ceilings, crown molding, millwork, plantation shutters, wood plank style tile floors, and a whole house Sonos sound system, this well-designed split floor plan includes 3 bedrooms (2 en-suite and a separate 3rd bath) and a study

Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

229 Lookout Point Dr, Osprey, FL 34229

/53
Est $614,084 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,009 Sq Ft
803 Placid Lake Dr, Osprey, FL 34229

803 Placid Lake Dr, Osprey, FL 34229

/2
$2,000,000 Sold Apr 21, 2025
- 3,598 Sq Ft
- $556/SF
- 76 Days On Market
- 4 Beds
- 3 Baths
- Built 1982
1862 Island Way, Osprey, FL 34229

South Sarasota waterfront property surrounded by 312-ft. of water on three sides feels like living on a private island. Serene privacy on a cul de sac in the secluded South Creek community directly across from Oscar Scherer State Park and just 5 minutes to Pine View School for the Gifted. Located between Sarasota and Venice with easy access to the best amenities in both communities including

Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

1862 Island Way, Osprey, FL 34229

/49
Est $624,941 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,182 Sq Ft
1367 Thornapple Dr, Osprey, FL 34229

1367 Thornapple Dr, Osprey, FL 34229

/2
$896,148 Sold Apr 07, 2025
- 2,166 Sq Ft
- $414/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2024
280 Hidden Bay Dr Unit 301, Osprey, FL 34229

Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community located on the water's edge of Little Sarasota Bay in Osprey, Florida. The final waterfront building of 16 units is now under construction,

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 301, Osprey, FL 34229

/20
Est $680,579 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,336 Sq Ft
1323 Thornapple Dr, Osprey, FL 34229

1323 Thornapple Dr, Osprey, FL 34229

/2
$795,000 Sold Mar 21, 2025
- 2,166 Sq Ft
- $367/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2023
280 Hidden Bay Dr Unit 304, Osprey, FL 34229

Pre-Construction. To be built. This unit is sold.

Bob Morris SVN COMMERCIAL ADVISORY GROUP

280 Hidden Bay Dr Unit 304, Osprey, FL 34229

/57
Est $905,640 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,319 Sq Ft
642 Crane Prairie Way, Osprey, FL 34229

642 Crane Prairie Way, Osprey, FL 34229

/2
$1,855,000 Sold Feb 26, 2025
- 3,794 Sq Ft
- $489/SF
- 9 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1999
533 N MacEwen Dr, Osprey, FL 34229

**IMPRESSIVE ESTATE WITH GOLF COURSE AND WATER VIEW in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an over 2/3 Acre, Serene Lot with Ideal Southwestern-Exposure and View across the 15TH Fairway of the interior, HERON GOLF COURSE. Recent UPDATES include NEW ROOF (2020), NEW HURRICANE IMPACT WINDOWS & SLIDING DOORS (2020), Etc. With its delightful curb appeal and manicured

Mark Lyda GENEROUS PROPERTY

533 N MacEwen Dr, Osprey, FL 34229

/38
Est $687,007 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,203 Sq Ft
409 N Point Rd Unit 403, Osprey, FL 34229

409 N Point Rd Unit 403, Osprey, FL 34229

/2
$3,915,000 Sold Feb 26, 2025
- 5,453 Sq Ft
- $718/SF
- 214 Days On Market
- 4 Beds
- 5.5 Baths
- Built 1986
601 Fernwalk Ln, Osprey, FL 34229

**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and Serene DOUBLE LOT in the SECURE, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Finishes of the highest quality abound and include

Mark Lyda GENEROUS PROPERTY

601 Fernwalk Ln, Osprey, FL 34229

/40
Est $688,897 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
6100 Jessie Harbor Dr Unit 303, Osprey, FL 34229

6100 Jessie Harbor Dr Unit 303, Osprey, FL 34229

/2
$630,000 Sold Feb 03, 2025
- 1,920 Sq Ft
- $328/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
480 Faith Ave, Osprey, FL 34229

Looking for land between Sarasota and Venice and close to the beach? This is a completely private natural paradise. Come claim your 2 acre estate of buildable open use land with an additional half acre boundary of Florida wetland. Only 14 houses on this private road just a few miles south of Central Sarasota Parkway, approximately 10 miles from both Sarasota and Venice and just 5 miles to the

Robin Leonardi MICHAEL SAUNDERS & COMPANY

480 Faith Ave, Osprey, FL 34229

/39
Est $523,234 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,006 Sq Ft
2271 Jessie Harbor Dr Unit 2203, Osprey, FL 34229

2271 Jessie Harbor Dr Unit 2203, Osprey, FL 34229

/2
$717,500 Sold Aug 15, 2024
- 3,396 Sq Ft
- $211/SF
- 3 Beds
- 3 Baths
- Built 2000
519 Fernwalk Ln, Osprey, FL 34229

Classic Spanish Mediterranean 3 BR, 3 BA home in The Oaks Bayside. Club membership is required with homeownership.

Stellar Non-Member Agent Stellar Non-Member Office

519 Fernwalk Ln, Osprey, FL 34229

/55
Est $607,198 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
232 Hidden Bay Dr Unit 504, Osprey, FL 34229

232 Hidden Bay Dr Unit 504, Osprey, FL 34229

/2
$27,900 Sold Jul 29, 2024
- Land
- 0.62 Acre
- $45,000 per Acre
- 3 Days On Market
222 Van Gogh Dr, Osprey, FL 34229

Beautiful CORNER lot in a fantastic area to build your new home! NO HOA, NO CDD, no time limit on when you need to build. Build at your leisure or hold for an investment! Buyer to verify current school districts as they are subject to change.

Yen Nhi Rovinsky Tropic Shores Realty LLC

222 Van Gogh Dr, Osprey, FL 34229

/46
Est $1,013,184 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,107 Sq Ft
423 S Creek Dr, Osprey, FL 34229

423 S Creek Dr, Osprey, FL 34229

/54
Est $937,128 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,575 Sq Ft
216 Windward Dr, Osprey, FL 34229

216 Windward Dr, Osprey, FL 34229

/82
Est $909,355 Not Listed For Sale
- 5 Beds
- 3 Baths
- 3,900 Sq Ft
682 Clear Creek Dr, Osprey, FL 34229

682 Clear Creek Dr, Osprey, FL 34229

/45
Est $694,906 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
752 Sarabay Rd Unit 2, Osprey, FL 34229

752 Sarabay Rd Unit 2, Osprey, FL 34229

/87
Est $419,106 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,515 Sq Ft
223 Hidden Bay Dr Unit 303, Osprey, FL 34229

223 Hidden Bay Dr Unit 303, Osprey, FL 34229

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Florida Osprey 34229

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