Homes in ZIP Code 34229

/36
$429,500
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
352 Glenwood Ave, Osprey, FL 34229

Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with a spacious open floor plan that’s ideal for both relaxing and entertaining. Enjoy cooking in the

Kano Keller WHITE SANDS REALTY GROUP FL

352 Glenwood Ave, Osprey, FL 34229
/2
$975,000 Sold Aug 08, 2025

3904 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,344 Sq Ft
- Built 2016
Last Sold Summary
- 18% Below List Price
- $416/SF
- 161 Days On Market
Current Estimated Value $993,947

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

3904 Waypoint Ave, Osprey, FL 34229

/2
Est $1,423,001 Not Listed For Sale

639 Eagle Watch Ln, Osprey, FL 34229
- 4 Beds
- 5.5 Baths
- 3,906 Sq Ft
- Built 1989
639 Eagle Watch Ln, Osprey, FL 34229

Last Sold Summary
- 19% Above List Price
- $307/SF
- 212 Days On Market
- Last Sold Price $1,200,000
- Jan 27, 2025
Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

/4
$36,000
570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and

David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229
/2
$170,000 Sold Apr 01, 2026

911 Tranquility Cir, Osprey, FL 34229
- Land
- 18,295 Sq Ft
- $404,762 per Acre
Last Sold Summary
- 7 Days On Market
Last Listing Agent Mike Winger TIDELINE REAL ESTATE BROKERS

911 Tranquility Cir, Osprey, FL 34229

/25
Est $546,846 Not Listed For Sale

543 Meadow Sweet Cir, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,981 Sq Ft
- Built 2001
543 Meadow Sweet Cir, Osprey, FL 34229

Last Sold Summary
- 8% Below List Price
- $299/SF
- 52 Days On Market
- Last Sold Price $592,500
- Apr 23, 2024
Last Listing Agent Mary Jo Violett Michael Saunders

/45
$499,000
- 3 Beds
- 2 Baths
- 1,874 Sq Ft
447 N Shore Dr, Osprey, FL 34229

Classic and cool, this Sorrento Shores beauty blends true Old Florida charm with all the modern updates you actually want, perfectly positioned West of the Trail near the sparkling Intracoastal Waterway. What’s been at the top of your list — move-in ready, a spacious lot, no flood zone, boat/RV parking, optional low HOA, no CDD fees, community marina access, an A+ school district, or quick access

Lauren Sisco COLDWELL BANKER SARASOTA CENT.

447 N Shore Dr, Osprey, FL 34229
/2
$725,000 Sold Jun 13, 2025

608 Crane Prairie Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,678 Sq Ft
- Built 2005
Last Sold Summary
- 20% Below List Price
- $271/SF
- 75 Days On Market
Current Estimated Value $735,363

Last Listing Agent Linda Williams GULF SHORES REALTY ERA POWERED

608 Crane Prairie Way, Osprey, FL 34229

/64
Est $252,898 Not Listed For Sale

224 Woodland Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1980
224 Woodland Dr, Osprey, FL 34229

Last Sold Summary
- 18% Below List Price
- $234/SF
- 133 Days On Market
- Last Sold Price $310,000
- Aug 29, 2023
Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

/73
$2,495,000 Pending
- 5 Beds
- 5.5 Baths
- 4,261 Sq Ft
479 S Creek Dr, Osprey, FL 34229

Under contract-accepting backup offers. Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a

Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

479 S Creek Dr, Osprey, FL 34229
/2
$534,000 Sold Dec 11, 2025

757 Placid Lake Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,845 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $289/SF
- 3 Days On Market
Current Estimated Value $531,303

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

757 Placid Lake Dr, Osprey, FL 34229

/50
Est $1,031,143 Not Listed For Sale

206 Four Knot Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,411 Sq Ft
- Built 1991
206 Four Knot Ln, Osprey, FL 34229

Last Sold Summary
- 55% Above List Price
- $276/SF
- 78 Days On Market
- Last Sold Price $665,000
- Oct 18, 2019
Last Listing Agent Peggy Lewis COLDWELL BANKER SARASOTA CENT.

/40
$120,000 Pending
- 2 Beds
- 2 Baths
- 987 Sq Ft
234 Palm Air Dr, Osprey, FL 34229

Welcome to The Arbors, a highly sought-after 55+ resident-owned community in Osprey known for its active lifestyle, friendly atmosphere, and prime location. This well-maintained 2 bedroom, 2 bathroom double-wide mobile home is being offered completely turn-key, with furnishings included if desired, making for an easy, move-in ready experience from day one. Inside, you’ll find a bright and

Toni Zarghami KW COASTAL LIVING III

234 Palm Air Dr, Osprey, FL 34229
/2
$247,000 Sold Aug 14, 2025

121 Woodland Place Unit 121, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $186/SF
- 3 Days On Market
Current Estimated Value $235,315

Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

121 Woodland Place Unit 121, Osprey, FL 34229

/59
Est $1,173,404 Not Listed For Sale

384 S Creek Ct, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 3,811 Sq Ft
- Built 1982
384 S Creek Ct, Osprey, FL 34229

Last Sold Summary
- 49% Above List Price
- $206/SF
- 71 Days On Market
- Last Sold Price $785,000
- Oct 13, 2023
Last Listing Agent Brandi Furlan KW COASTAL LIVING III

/38
$609,000
- 4 Beds
- 2 Baths
- 2,217 Sq Ft
472 Park Trace Blvd, Osprey, FL 34229

Located in the highly desired Park Trace Estates, this beautifully maintained 4-bedroom pool home sits on a premium corner lot and is truly move-in ready. Recent upgrades include a NEW TILE ROOF and IMPACT WINDOWS, offering peace of mind and energy efficiency. The entire house has a LEAFHOME WATER FILTRATION SYSTEM, ensuring clean, high-quality water throughout. The spacious layout is perfect for

Damon Zuchelli SUNDANCE REAL ESTATE SERVICES

472 Park Trace Blvd, Osprey, FL 34229
/2
$685,000 Sold Jan 30, 2026

866 Oak Briar Ln, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 2,434 Sq Ft
- Built 2001
Last Sold Summary
- 2% Below List Price
- $281/SF
- 182 Days On Market
Current Estimated Value $678,649

Last Listing Agent Brian Leakeas COLDWELL BANKER REALTY

866 Oak Briar Ln, Osprey, FL 34229

/99
Est $670,403 Not Listed For Sale

801 Oak Briar Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,330 Sq Ft
- Built 2004
801 Oak Briar Ln, Osprey, FL 34229

Last Sold Summary
- 11% Below List Price
- $322/SF
- 6 Days On Market
- Last Sold Price $750,000
- Nov 17, 2023
Last Listing Agent Christopher Costello RE/MAX PALM

/38
$375,000 Pending
- 2 Beds
- 2 Baths
- 1,126 Sq Ft
2141 Cordes St, Osprey, FL 34229

Under contract-accepting backup offers. Nestled in a peaceful setting with views of the Oaks Golf Course, this charming 2-bedroom, 2-bath home offers the perfect blend of comfort and natural beauty. The thoughtfully designed split floor plan provides privacy, while the open-concept living area creates a bright and inviting space for everyday living and entertaining. The primary suite features its

Monica Moss KELLER WILLIAMS ON THE WATER S

2141 Cordes St, Osprey, FL 34229
/2
$635,000 Sold Jan 29, 2026

178 Willow Bend Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,889 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $336/SF
- 8 Days On Market
Current Estimated Value $628,452

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

178 Willow Bend Way, Osprey, FL 34229

/57
Est $647,646 Not Listed For Sale

6100 Jessie Harbor Dr Unit 201, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
- Built 2005
6100 Jessie Harbor Dr Unit 201, Osprey, FL 34229

Last Sold Summary
- 11% Below List Price
- $276/SF
- 222 Days On Market
- Last Sold Price $725,000
- Dec 28, 2023
Last Listing Agent Bernadette Caswell Michael Saunders

/2
$699,000
- Land
- 23,958 Sq Ft
- $1,270,909 per Acre
410 Blue Garden Ln, Osprey, FL 34229

Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a

Mark Grigoli ELITE PROPERTIES LLC

410 Blue Garden Ln, Osprey, FL 34229
/2
$395,000 Sold Jun 16, 2025

109 Burney Rd, Osprey, FL 34229
- 2 Beds
- 1.5 Baths
- 714 Sq Ft
- Built 1959
Last Sold Summary
- 8% Below List Price
- $553/SF
- 50 Days On Market
Current Estimated Value $385,951

Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES

109 Burney Rd, Osprey, FL 34229

/2
Est $692,394 Not Listed For Sale

401 N Point Rd Unit 401, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
- Built 2003
401 N Point Rd Unit 401, Osprey, FL 34229

Last Sold Summary
- 7% Below List Price
- $287/SF
- 17 Days On Market
- Last Sold Price $745,000
- Mar 27, 2025
Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

/61
$719,000 Pending
- 4 Beds
- 3 Baths
- 2,306 Sq Ft
665 Crane Prairie Way, Osprey, FL 34229

Discover a blend of comfort and sophistication in this meticulously maintained home in the desirable Willowbend community. The striking architecture of the Ashley floor plan makes it a favorite. Go into a serene oasis featuring breathtaking wide lake views overlooking a sparkling pool, complemented by desired western exposure that invites an abundance of natural light and showcases vibrant

Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

665 Crane Prairie Way, Osprey, FL 34229
/2
$1,285,000 Sold Apr 08, 2026

137 Osprey Point Dr, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,303 Sq Ft
- Built 1996
Last Sold Summary
- 10% Below List Price
- $389/SF
- 118 Days On Market
Current Estimated Value $1,491,358

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

137 Osprey Point Dr, Osprey, FL 34229

/96
Est $1,011,656 Not Listed For Sale

385 N Point Rd Unit 501, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
- Built 2000
385 N Point Rd Unit 501, Osprey, FL 34229

Last Sold Summary
- 16% Below List Price
- $463/SF
- 0 Days On Market
- Last Sold Price $1,200,000
- May 10, 2024
Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

/2
$110,000
- Land
- 6,098 Sq Ft
- $785,714 per Acre
0 Glenwood Ave, Osprey, FL 34229

A rare opportunity in Osprey, FL — two adjacent residential lots, each approximately 5,916 sq ft, available individually or together for nearly 12,000 sq ft of combined space. Purchase one lot and build your ideal Florida home, or secure both lots and create either two separate residences or one expansive estate with room for your vision to unfold. Positioned in one of Sarasota County’s most

Lori Turkovics COLDWELL BANKER REALTY

0 Glenwood Ave, Osprey, FL 34229
/2
$700,000 Sold Oct 08, 2025

826 Oak Briar Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,589 Sq Ft
- Built 2003
Last Sold Summary
- 10% Below List Price
- $270/SF
- 160 Days On Market
Current Estimated Value $704,787

Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

826 Oak Briar Ln, Osprey, FL 34229

/73
Est $399,832 Not Listed For Sale

291 Hidden Bay Dr Unit 201, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,599 Sq Ft
- Built 2000
291 Hidden Bay Dr Unit 201, Osprey, FL 34229

Last Sold Summary
- 18% Below List Price
- $303/SF
- 7 Days On Market
- Last Sold Price $485,000
- Dec 11, 2023
Last Listing Agent Terri Lindsay LINDSAY LEASING LLC

/4
$109,000
570 Blackburn Point Rd Unit 13, Osprey, FL 34229

The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit 13, Osprey, FL 34229
/2
$585,000 Sold Mar 27, 2026

584 Meadow Sweet Cir, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,151 Sq Ft
- Built 1996
Last Sold Summary
- 2% Below List Price
- $272/SF
- 18 Days On Market
Current Estimated Value $589,322

Last Listing Agent Jack Keller JACK KELLER INC

584 Meadow Sweet Cir, Osprey, FL 34229

/2
Est $1,032,130 Not Listed For Sale

247 Keel Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,871 Sq Ft
- Built 1979
247 Keel Way, Osprey, FL 34229

Last Sold Summary
- 2% Below List Price
- $366/SF
- 70 Days On Market
- Last Sold Price $1,050,000
- Apr 16, 2025
Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

/44
$910,000
- 3 Beds
- 2 Baths
- 2,271 Sq Ft
293 Turquoise Ln, Osprey, FL 34229

**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s

Mark Lyda GENEROUS PROPERTY

293 Turquoise Ln, Osprey, FL 34229
/2
$260,000 Sold Jan 23, 2026

761 Pine Run Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,379 Sq Ft
- Built 1973
Last Sold Summary
- 7% Below List Price
- $189/SF
- 31 Days On Market
Current Estimated Value $256,837

Last Listing Agent Jeffrey Gaudette COLDWELL BANKER SARASOTA CENT.

761 Pine Run Dr, Osprey, FL 34229

/40
Est $1,768,073 Not Listed For Sale

1787 S Creek Dr, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,567 Sq Ft
- Built 1990
1787 S Creek Dr, Osprey, FL 34229

Last Sold Summary
- 4% Above List Price
- $662/SF
- 42 Days On Market
- Last Sold Price $1,700,000
- May 18, 2023
Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

/53
$275,000 Pending
- 2 Beds
- 2 Baths
- 952 Sq Ft
222 Glenwood Ave, Osprey, FL 34229

Take advantage of a RARE OPPORTUNITY in real estate with the current owners ASSUMABLE MORTGAGE at 2.75%! Step out your french doors and wake up to the songs of birds, as you sip coffee in your lanai. The day ahead is whatever you want! What"s your pleasure? Beach? Siesta Key (#1 in US multiple times) is minutes away. Nature Hiking? Oscar Scherer State Park is even closer to your front door. The

Zalysia Kaczmarczyk JAY ALAN REAL ESTATE

222 Glenwood Ave, Osprey, FL 34229
/2
$2,327,000 Sold Jun 18, 2025

654 Trenton Way, Osprey, FL 34229
- 4 Beds
- 3.5 Baths
- 3,582 Sq Ft
- Built 1990
Last Sold Summary
- 5% Below List Price
- $650/SF
- 86 Days On Market
Current Estimated Value $2,125,040

Last Listing Agent Mark Lyda GENEROUS PROPERTY

654 Trenton Way, Osprey, FL 34229

/18
Est $594,187 Not Listed For Sale

458 N Shore Dr, Osprey, FL 34229
- 2 Beds
- Built 1968
458 N Shore Dr, Osprey, FL 34229

Last Sold Summary
- 13% Above List Price
- $422/SF
- 83 Days On Market
- Last Sold Price $525,000
- Apr 23, 2021
Last Listing Agent Jessica Nolan KELLER WILLIAMS REALTY FT MYER

/91
$2,195,000 Pending
- 3 Beds
- 3 Baths
- 3,681 Sq Ft
600 Eagle Watch Ln, Osprey, FL 34229

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this

Mark Lyda GENEROUS PROPERTY

600 Eagle Watch Ln, Osprey, FL 34229

Showing Results 241 - 280, Page 7 of 18

Florida Sarasota County Osprey 34229

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