$1,395,000
- 3 Beds
- 3 Baths
- 2,545 Sq Ft
3603 N Point Rd Unit 702, Osprey, FL 34229
Mark Lyda GENEROUS PROPERTY
5,060
Homes in ZIP Code 34229
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3603 N Point Rd Unit 702, Osprey, FL 34229
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$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- House for Rent
152 Navigation Cir, Osprey, FL 34229
152 Navigation Cir, Osprey, FL 34229Rented FEB-MAR 2027 / available all other months / Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time, with all living space on the 2nd floor. The extra windows flood the unit with natural sun light. The
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$727,500
Sold Feb 12, 2026260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Built 2019
Last Sold Summary
- 17% Below List Price
- $336/SF
- 257 Days On Market
Current Estimated Value $732,852
Last Listing Agent Cathy Rustin FIRST LIGHT REAL ESTATE
260 Hidden Bay Dr Unit B 305, Osprey, FL 34229 -
Est $34,252
Not Listed For Sale570 Blackburn Point Rd Unit 17, Osprey, FL 34229
- Studio
- Built 2006
Last Sold Summary
- 62 Days On Market
Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
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$1,250,000
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
409 N Point Rd Unit 601, Osprey, FL 34229
409 N Point Rd Unit 601, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$5,800 Per Month
- 3 Beds
- 2 Baths
- 2,489 Sq Ft
- House for Rent
464 Yacht Harbor Dr, Osprey, FL 34229
464 Yacht Harbor Dr, Osprey, FL 34229Enjoy the Florida lifestyle in this beautifully updated and fully furnished 3-bedroom, 2-bath pool home in sought-after Southbay Yacht & Racquet Club. With nearly 2,500 square feet of living space, the home features a desirable split-bedroom floor plan, with the primary suite on one side and two guest bedrooms on the other, offering privacy for family and guests.At the heart of the home
Carolyn Yates COLDWELL BANKER SARASOTA CENT.
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$1,750,000
Sold Oct 27, 2025627 N MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,857 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $454/SF
- 1 Day On Market
Current Estimated Value $1,791,936
Last Listing Agent Mark Lyda GENEROUS PROPERTY
627 N MacEwen Dr, Osprey, FL 34229 -
Est $856,128
Not Listed For Sale402 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 2,887 Sq Ft
- Built 1995
Last Sold Summary
- 24 Days On Market
Last Listing Agent Ronnie Caron CARON REALTY INC
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$825,000
$170K PRICE DROP- 3 Beds
- 2 Baths
- 2,188 Sq Ft
599 Pine Ranch Rd E, Osprey, FL 34229
599 Pine Ranch Rd E, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$2,599 Per Month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- Condo for Rent
2090 S Tamiami Trail Unit 303, Osprey, FL 34229
2090 S Tamiami Trail Unit 303, Osprey, FL 34229Stunningly updated and professionally curated and designed 2 Bed 2 Bath condominium with over 1500 sq ft, sparkling pool view, tennis courts, and ample open space on Blackburn Bay. Oversized Master EnSuite with King sized bed, walk in closet, and private access to enlarged screened patio. Dedicated garage parking space in building with direct access to elevators. Enjoy exquisite finishes in this
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$635,000
Sold May 15, 2026120 Candyce Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,103 Sq Ft
- Built 1962
Last Sold Summary
- 25% Below List Price
- $302/SF
- 155 Days On Market
Current Estimated Value $682,768
Last Listing Agent Michelle Ward COMPASS FLORIDA LLC
120 Candyce Dr, Osprey, FL 34229 -
Not Listed For Sale
312 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,119 Sq Ft
- Built 1979
Last Sold Summary
- 57 Days On Market
Last Listing Agent Michelle Ward COMPASS FLORIDA LLC
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$1,595,000
$200K PRICE DROP- 3 Beds
- 3.5 Baths
- 4,241 Sq Ft
909 MacEwen Dr, Osprey, FL 34229
909 MacEwen Dr, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
-
$6,950 Per Month
- 3 Beds
- 2.5 Baths
- 1,839 Sq Ft
- Townhouse for Rent
101 Woodland Place, Osprey, FL 34229
101 Woodland Place, Osprey, FL 34229Now AVAILABLE FOR LEASE PINE RUN Condominiums in OSPREY, Florida! 3BR/2.5BA Great SARASOTA Vacation Location! West of the Trail, Pine Run is an active community set in a tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed
Patrice Ivan WAGNER REALTY
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$1,495,000
Sold Apr 14, 2026554 Dove Pointe, Osprey, FL 34229
- 4 Beds
- 3.5 Baths
- 3,501 Sq Ft
- Built 2002
Last Sold Summary
- $427/SF
- 2 Days On Market
Current Estimated Value $1,505,943
Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
554 Dove Pointe, Osprey, FL 34229 -
Est $244,791
Not Listed For Sale51 MacEwen Dr Unit 20, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 623 Sq Ft
- Built 1990
Last Sold Summary
- 0 Days On Market
Last Listing Agent Mark Lyda GENEROUS PROPERTY
-
$1,289,000
- 3 Beds
- 3.5 Baths
- 3,112 Sq Ft
156 Bishopscourt Rd, Osprey, FL 34229
156 Bishopscourt Rd, Osprey, FL 34229Joel Schemmel DOUGLAS ELLIMAN
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$4,000 Per Month
- 3 Beds
- 2 Baths
- 2,261 Sq Ft
- House for Rent
1279 Thornapple Dr, Osprey, FL 34229
1279 Thornapple Dr, Osprey, FL 34229Annual unfurnished single-family pool home available in Willowbend! Gorgeous Lee Wetherington-built three-bedroom, two-bath home located in the maintenance-free neighborhood of Willowbend in Osprey. The home features a gourmet kitchen with gas cooktop and double oven, 12-foot ceilings, plantation shutters, a solar-heated pool, and spacious lanai with lake view. Willowbend amenities include lawn
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$31,000
Sold Jul 31, 2026570 Blackburn Point Rd Unit 42, Osprey, FL 34229
Last Sold Summary
- 26% Below List Price
- 172 Days On Market
Current Estimated Value $30,160
Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP
570 Blackburn Point Rd Unit 42, Osprey, FL 34229 -
Est $613,151
Not Listed For Sale610 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,431 Sq Ft
- Built 1995
Last Sold Summary
- 113 Days On Market
Last Listing Agent Kim Klee COLDWELL BANKER REALTY
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$2,395,000
$155K PRICE DROP- 3 Beds
- 3.5 Baths
- 4,519 Sq Ft
852 MacEwen Dr, Osprey, FL 34229
852 MacEwen Dr, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$4,500 Per Month
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- Condo for Rent
152 Navigation Cir Unit 107, Osprey, FL 34229
152 Navigation Cir Unit 107, Osprey, FL 34229BACIK ON THE MARKET HIGH SEASON NOW AVAILABLE!! Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time. The extra windows flood the unit with natural sun light. The kitchen is a natural gathering point with
Cody Smith RENT SARASOTA
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$163,000
Sold Mar 06, 2026334 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,143 Sq Ft
- Built 1978
Last Sold Summary
- 7% Below List Price
- $143/SF
- 2 Days On Market
Last Listing Agent Laura Guess-Fox COLDWELL BANKER REALTY
334 Tropic Dr, Osprey, FL 34229 -
Est $236,938
Not Listed For Sale51 MacEwen Dr Unit 13, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 595 Sq Ft
- Built 1990
Last Sold Summary
- 0 Days On Market
Last Listing Agent Jamie Mullis COLDWELL BANKER REALTY
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$1,995,000
- 3 Beds
- 3 Baths
- 3,029 Sq Ft
401 N Point Rd Unit 1001, Osprey, FL 34229
401 N Point Rd Unit 1001, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$4,800 Per Month
- 4 Beds
- 3 Baths
- 2,290 Sq Ft
- House for Rent
956 Scherer Way, Osprey, FL 34229
956 Scherer Way, Osprey, FL 34229This FULLY FURNISHED 4 bedroom, 3 bathroom rental home is available for an ANNUAL LEASE in a quiet HOA community with a PRIVATE HEATED POOL, HOT TUB, 3-CAR GARAGE, and great access to everything Sarasota/Osprey has to offer!This home has the perfect Florida living setup with a backyard overlooking natural Florida views that you can enjoy from your SCREENED-IN LANAI.Inside, enjoy
Benjamin Schwab KEYRENTER SARASOTA PROPERTY MANAGEMENT
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$1,065,000
Sold Feb 20, 20261235 Yacht Harbor Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,698 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $395/SF
- 30 Days On Market
Current Estimated Value $1,082,343
Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC
1235 Yacht Harbor Dr, Osprey, FL 34229 -
Est $317,041
Not Listed For Sale4236 Expedition Way Unit 106, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- Built 2016
Last Sold Summary
- 90 Days On Market
Last Listing Agent Susan Honsberger RE/MAX ALLIANCE GROUP
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$4,790,000
- 4 Beds
- 5.5 Baths
- 5,087 Sq Ft
101 Osprey Point Dr, Osprey, FL 34229
101 Osprey Point Dr, Osprey, FL 34229Joel Schemmel DOUGLAS ELLIMAN
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$4,395 Per Month
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
- Condo for Rent
260 Hidden Bay Dr Unit B 401, Osprey, FL 34229
260 Hidden Bay Dr Unit B 401, Osprey, FL 34229Flexible Lease Terms Available 6-12 monthsExperience the best of Florida’s Gulf Coast from this spacious, fully furnished 3-bedroom, 2.5-bath waterfront condominium overlooking beautiful Little Sarasota Bay. Designed for comfort, convenience, and coastal living, this inviting residence features a private den/home office, in-unit laundry, and generous living areas ideal for relaxing or
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
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$830,000
Sold Jun 16, 20266100 Jessie Harbor Dr Unit 603, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $316/SF
- 82 Days On Market
Current Estimated Value $811,139
Last Listing Agent Andrea Stultz ENGEL + VOELKERS SARASOTA
6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229 -
Est $816,663
Not Listed For Sale124 Tina Island Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,112 Sq Ft
- Built 1975
Last Sold Summary
- 244 Days On Market
Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.
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$1,950,000
$350K PRICE DROP- 4 Beds
- 5.5 Baths
- 4,346 Sq Ft
538 Dove Pointe, Osprey, FL 34229
538 Dove Pointe, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$3,295 Per Month
- 4 Beds
- 3 Baths
- 2,370 Sq Ft
- House for Rent
4401 Conchfish Ln, Osprey, FL 34229
4401 Conchfish Ln, Osprey, FL 34229Welcome to this beautifully maintained 4-bedroom, 3-bathroom home with a 2-car garage, ideally situated on a desirable corner lot in The Palms of Casey Key, just a short walk to the nationally ranked Pine View School. Built in 2018, this residence offers thoughtful upgrades throughout, including updated flooring in every room, custom window treatments, and elegant light fixtures. The open-concept
Klara Mrcela COMPASS FLORIDA, LLC
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$4,000,000
Sold Apr 09, 2026854 N Casey Key Rd, Osprey, FL 34229
- 4 Beds
- 4 Baths
- 3,462 Sq Ft
- Built 1975
Last Sold Summary
- 16% Below List Price
- $1,155/SF
- 27 Days On Market
Last Listing Agent Charles Ruck POTTER TRINITY
854 N Casey Key Rd, Osprey, FL 34229 -
Est $91,980
Not Listed For Sale570 Blackburn Point Rd Unit Siesta 40, Osprey, FL 34229
- Studio
Last Sold Summary
- 104 Days On Market
Last Listing Agent David Babel BRIGHT REALTY
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$769,000
$196K PRICE DROP- 3 Beds
- 2 Baths
- 2,310 Sq Ft
13 Bayhead Ln, Osprey, FL 34229
13 Bayhead Ln, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$2,150 Per Month
- 2 Beds
- 2 Baths
- 1,135 Sq Ft
- Townhouse for Rent
184 Explorer Dr, Osprey, FL 34229
184 Explorer Dr, Osprey, FL 34229The unit is available for rent from June 15 till December 15, 2026. The minimum rental period is 3 month. The monthly rent is $2150. The tenant is responsible for electricity and internet costs. INCLUDED IN THE LEASE : Water, sewer. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling
Claudia Dybala DALTON WADE INC
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$155,000
Sold Apr 14, 2026316 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,151 Sq Ft
- Built 1979
Last Sold Summary
- 16% Below List Price
- $135/SF
- 36 Days On Market
Last Listing Agent Karen Geiger COLDWELL BANKER SARASOTA CENT.
316 Tropic Dr, Osprey, FL 34229 -
Est $81,633
Not Listed For Sale570 Blackburn Point Rd Unit 7, Osprey, FL 34229
- Studio
- Built 2006
Last Sold Summary
- 336 Days On Market
Last Listing Agent Troy Gager BRIGHT REALTY
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