Homes in ZIP Code 34229

/49
Est $175,173 Not Listed For Sale
- 1 Bed
- 1 Bath
- 586 Sq Ft
701 Pine Run Dr, Osprey, FL 34229

701 Pine Run Dr, Osprey, FL 34229

/24
$499,000 Pending
- 2 Beds
- 2 Baths
- 1,738 Sq Ft
1363 New Forest Ln, Osprey, FL 34229

Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice

Pamela Strom RE/MAX PALM

1363 New Forest Ln, Osprey, FL 34229
/2
$318,000 Sold Apr 30, 2025

115 Villa Dr Unit 115, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Built 1972
Last Sold Summary
- 16% Below List Price
- $225/SF
- 125 Days On Market
Current Estimated Value $311,864

Last Listing Agent EJ Stukenborg KELLER WILLIAMS ON THE WATER S

115 Villa Dr Unit 115, Osprey, FL 34229

/46
Est $623,796 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,182 Sq Ft
730 Fordingbridge Way, Osprey, FL 34229

730 Fordingbridge Way, Osprey, FL 34229

/45
$625,000
- 3 Beds
- 2 Baths
- 2,162 Sq Ft
767 Fordingbridge Way, Osprey, FL 34229

Set on a quiet cul-de-sac in The Woodlands at Rivendell, this furnished and thoughtfully maintained residence offers a peaceful setting surrounded by mature landscaping and wooded views. The extended foyer welcomes you into an open great-room layout spanning nearly 2,200 square feet, where high tray ceilings, plantation shutters, and hardwood flooring create a cohesive flow throughout the main

Roger Pettingell COLDWELL BANKER REALTY

767 Fordingbridge Way, Osprey, FL 34229
/2
$1,855,000 Sold Feb 26, 2025

533 N MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,794 Sq Ft
- Built 1999
Last Sold Summary
- 4% Below List Price
- $489/SF
- 9 Days On Market
Current Estimated Value $1,814,893

Last Listing Agent Mark Lyda GENEROUS PROPERTY

533 N MacEwen Dr, Osprey, FL 34229

/2
Est $713,261 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,369 Sq Ft
356 S Creek Dr, Osprey, FL 34229

356 S Creek Dr, Osprey, FL 34229

/2
$699,000 Pending
- 4 Beds
- 3 Baths
- 2,267 Sq Ft
471 Park Trace Blvd, Osprey, FL 34229

SIGNIFICANT PRICE IMPROVEMENT!! Welcome to your dream home! This stunning, custom-built 4 bedroom, 3 bathroom residence perfectly blends luxury, comfort, and location for the ideal Florida lifestyle. This home is nestled in a highly sought-after neighborhood offering peace, privacy, and a vibrant community feel with low HOA fees. It is situated on an over-sized corner lot, with exceptional

Bill Cantrell FLORIDA HOME TEAM LLC

471 Park Trace Blvd, Osprey, FL 34229
/2
$999,000 Sold Mar 21, 2025

505 S Shore Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,301 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $434/SF
- 16 Days On Market
Current Estimated Value $1,010,369

Last Listing Agent Nancy Jordan COLDWELL BANKER REALTY

505 S Shore Dr, Osprey, FL 34229

/81
Est $1,193,418 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
385 N Point Rd Unit 604, Osprey, FL 34229

385 N Point Rd Unit 604, Osprey, FL 34229

/2
$489,249 New Construction
- 2 Beds
- 2 Baths
- 952 Sq Ft
791 S Tamiami Trail Unit 102, 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 102, Osprey, FL 34229
/2
$1,150,000 Sold May 28, 2025

327 Sea Anchor Dr, Osprey, FL 34229
- 2 Beds
- 3 Baths
- 2,521 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $456/SF
- 20 Days On Market
Current Estimated Value $1,132,607

Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

327 Sea Anchor Dr, Osprey, FL 34229

/40
Est $787,876 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,830 Sq Ft
672 Crane Prairie Way, Osprey, FL 34229

672 Crane Prairie Way, Osprey, FL 34229

/99
$1,350,000 Pre-Foreclosure
- 4 Beds
- 3 Baths
- 3,679 Sq Ft
133 Osprey Point Dr, Osprey, FL 34229

One or more photo(s) has been virtually staged. Custom Home located in the exclusive gated community of The Oaks Bayside with a private pool and spa. Just across the street from Sarasota Bay. Recent improvements include updated bathrooms and a newer kitchen (with Thermador appliances) and all freshly painted. This 4 bedroom, 3 bathroom plus bonus room house is in ideal size to maintain while

Lisa Warren OWN SRQ LLC

133 Osprey Point Dr, Osprey, FL 34229
/2
$640,000 Sold Jun 20, 2025

455 Park Trace Blvd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,590 Sq Ft
- Built 1999
Last Sold Summary
- 15% Below List Price
- $247/SF
- 119 Days On Market
Current Estimated Value $653,851

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

455 Park Trace Blvd, Osprey, FL 34229

/21
Est $1,074,640 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,541 Sq Ft
1108 Bayhead Ln, Osprey, FL 34229

1108 Bayhead Ln, Osprey, FL 34229

/74
$1,250,000
- 4 Beds
- 3 Baths
- 2,474 Sq Ft
700 Faith Ave, Osprey, FL 34229

One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort

steve mularky LACEY REALTY INC

700 Faith Ave, Osprey, FL 34229
/2
$880,000 Sold Jan 30, 2026

392 Park Trace Blvd, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,802 Sq Ft
- Built 2001
Last Sold Summary
- 6% Below List Price
- $314/SF
- 32 Days On Market
Last Listing Agent Ryan Skrzypkowski COLDWELL BANKER REALTY

392 Park Trace Blvd, Osprey, FL 34229

/50
Est $1,755,183 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,970 Sq Ft
280 Saratoga Ct, Osprey, FL 34229

280 Saratoga Ct, Osprey, FL 34229

/48
$335,000
- 3 Beds
- 2 Baths
- 1,889 Sq Ft
4256 Expedition Way Unit 107, Osprey, FL 34229

Welcome to Bay Street. Step into the Florida lifestyle you've been dreaming of with this beautifully designed second-floor condo featuring 3 bedrooms and 2 full baths at 4256 Exhibition Way #107, Osprey, FL. Built just eight years ago, this home blends modern comfort with timeless appeal, offering a setting that feels both inviting and refined. From the moment you walk in, your eyes are drawn to

Geri Scheckner Bright Realty

4256 Expedition Way Unit 107, Osprey, FL 34229
/2
$85,000 Sold May 23, 2025

199 Palm Air Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Built 1978
Last Sold Summary
- 15% Below List Price
- $89/SF
- 87 Days On Market
Last Listing Agent Allison Bollero KELLER WILLIAMS ISLAND LIFE REAL ESTATE

199 Palm Air Dr, Osprey, FL 34229

/88
Est $548,743 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,978 Sq Ft
578 Meadow Sweet Cir, Osprey, FL 34229

578 Meadow Sweet Cir, Osprey, FL 34229

/100
$3,995,000 Pending
- 4 Beds
- 7 Baths
- 6,705 Sq Ft
691 Eagle Watch Ln, Osprey, FL 34229

Under contract-accepting backup offers. Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft.2 of conditioned living space, the residence has undergone an extraordinary transformation – reflecting an investment exceeding $1.5 million – to

Renee Preininger SARASOTA TRUST REALTY COMPANY

691 Eagle Watch Ln, Osprey, FL 34229
/66
$155,000 Sold May 15, 2025

767 Pine Run Dr, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 736 Sq Ft
- Built 1973
Last Sold Summary
- $211/SF
- 4 Days On Market
Current Estimated Value $164,075

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

767 Pine Run Dr, Osprey, FL 34229

/2
Est $283,602 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,379 Sq Ft
707 Pine Run Dr, Osprey, FL 34229

707 Pine Run Dr, Osprey, FL 34229

/61
$325,000
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
116 Navigation Cir Unit 106, Osprey, FL 34229

Location, Lifestyle, and Peace of Mind — All in One!Welcome home to this beautifully appointed 3-bedroom, 2-bath end-unit condo in one of the area's most desirable pet-friendly gated communities. Built with lasting quality in mind, this home offers solid block stucco construction paired with hurricane-impact windows and doors — giving you the comfort of security and the ease of low

Pan Steele, GRI COLDWELL BANKER REALTY

116 Navigation Cir Unit 106, Osprey, FL 34229
/2
$795,000 Sold Mar 21, 2025

280 Hidden Bay Dr Unit 304, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2023
Last Sold Summary
- $367/SF
- 0 Days On Market
Current Estimated Value $815,629

Last Listing Agent Bob Morris SVN COMMERCIAL ADVISORY GROUP

280 Hidden Bay Dr Unit 304, Osprey, FL 34229

/13
Est $363,215 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
316 Pennsylvania Ave, Osprey, FL 34229

316 Pennsylvania Ave, Osprey, FL 34229

/4
$32,500
570 Blackburn Point Rd Unit 38, Osprey, FL 34229

Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Plus, HOA is prepaid thru the end of 2025! Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn

Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 38, Osprey, FL 34229
/2
$4,040,000 Sold Jan 05, 2026

1049 N Casey Key Rd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,582 Sq Ft
- Built 1990
Last Sold Summary
- 15% Below List Price
- $1,565/SF
- 212 Days On Market
Last Listing Agent Courtney Green PREMIER SOTHEBYS INTL REALTY

1049 N Casey Key Rd, Osprey, FL 34229

/22
Est $574,815 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,150 Sq Ft
743 Anna Hope Ln, Osprey, FL 34229

743 Anna Hope Ln, Osprey, FL 34229

/34
$1,150,000
- 3 Beds
- 2 Baths
- 2,374 Sq Ft
14041 Bellagio Way Unit 218, Osprey, FL 34229

Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers 2,374 sq ft of well-appointed living space, with water views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo includes a DEEDED 40' wet slip—providing immediate access to boating, fishing, and the

Kelli Eggen COLDWELL BANKER REALTY

14041 Bellagio Way Unit 218, Osprey, FL 34229
/2
$625,000 Sold Jul 26, 2025

695 Rivendell Blvd, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,256 Sq Ft
- Built 2001
Last Sold Summary
- 4% Below List Price
- $277/SF
- 1 Day On Market
Current Estimated Value $628,808

Last Listing Agent Dan Henson DALTON WADE INC

695 Rivendell Blvd, Osprey, FL 34229

/2
Est $1,799,192 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,912 Sq Ft
165 Sugar Mill Dr, Osprey, FL 34229

165 Sugar Mill Dr, Osprey, FL 34229

/73
$2,395,000 Pending
- 5 Beds
- 7 Baths
- 6,001 Sq Ft
340 Osprey Point Dr, Osprey, FL 34229

Under contract-accepting backup offers. Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while

Lee Brewer RE/MAX ALLIANCE GROUP

340 Osprey Point Dr, Osprey, FL 34229
/2
$559,500 Sold Apr 04, 2025

1219 Chalet Ct, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,165 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $258/SF
- 56 Days On Market
Current Estimated Value $558,989

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1219 Chalet Ct, Osprey, FL 34229

/24
Est $1,063,335 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,850 Sq Ft
228 Windward Dr, Osprey, FL 34229

228 Windward Dr, Osprey, FL 34229

/46
$595,000 Pending
- 3 Beds
- 2 Baths
- 1,791 Sq Ft
494 Meadow Sweet Cir, Osprey, FL 34229

Under contract-accepting backup offers. Modern farmhouse style in the Rivendell Cottages which was the original builder's model. Here is your opportunity to embrace a true, comfortable, Florida lifestyle. First you’ll find the amazing wrap around porch for relaxing and entertaining. Enter to a beautiful, perfectly maintained interior with souring ceilings, triple crown moldings, pocket doors,

Carlos Saramago EXIT KING REALTY

494 Meadow Sweet Cir, Osprey, FL 34229
/2
$1,197,000 Sold May 30, 2025

223 Saint James Park, Osprey, FL 34229
- 3 Beds
- 5 Baths
- 3,321 Sq Ft
- Built 1991
Last Sold Summary
- 8% Below List Price
- $360/SF
- 20 Days On Market
Current Estimated Value $1,185,277

Last Listing Agent John Hockenberry RE/MAX ALLIANCE GROUP

223 Saint James Park, Osprey, FL 34229

/78
Est $738,830 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,321 Sq Ft
522 Habitat Blvd, Osprey, FL 34229

522 Habitat Blvd, Osprey, FL 34229

Showing Results 401 - 440, Page 11 of 18

Florida Sarasota County Osprey 34229

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