$1,495,000
- 3 Beds
- 3.5 Baths
- 2,913 Sq Ft
360 N Point Rd, Osprey, FL 34229
Steve Abbe COLDWELL BANKER REALTY
5,018
Osprey, FL Homes
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360 N Point Rd, Osprey, FL 34229
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$3,900 Per Month
- 4 Beds
- 3 Baths
- 2,756 Sq Ft
- House for Rent
12657 Promenade Estates Blvd, Sarasota, FL 34238
12657 Promenade Estates Blvd, Sarasota, FL 34238Luxury Modern Home with Private Pool in Gated Promenade Estates | Palmer Ranch, Sarasota!Welcome to 12657 Promenade Estates Blvd, a stunning and sophisticated single-family home located in the highly prestigious and secure gated community of Promenade Estates on Palmer Ranch. This beautifully designed residence offers a spacious and bright living environment, highlighted by your very own
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$505,025
Sold Mar 26, 2026570 Crane Prairie Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,298 Sq Ft
- Built 2005
Last Sold Summary
- 1% Above List Price
- $220/SF
- 2 Days On Market
Current Estimated Value $506,982
Last Listing Agent Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
570 Crane Prairie Way, Osprey, FL 34229 -
Est $34,267
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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$2,100,000
Under Contract- 4 Beds
- 3.5 Baths
- 3,768 Sq Ft
448 E MacEwen Dr, Osprey, FL 34229
448 E MacEwen Dr, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$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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$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 $739,631
Last Listing Agent Cathy Rustin FIRST LIGHT REAL ESTATE
260 Hidden Bay Dr Unit B 305, Osprey, FL 34229 -
Est $883,575
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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$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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$13,000 Per Month
- 4 Beds
- 6 Baths
- 9,081 Sq Ft
- House for Rent
854 MacEwen Dr, Osprey, FL 34229
854 MacEwen Dr, Osprey, FL 34229Set on a quiet private cul-de-sac in The Oaks, this beautifully revitalized estate embodies the elegance of refined Florida living. Bright, open interiors and thoughtful updates create a welcoming flow from the chefs kitchen through the main living areas and out to the lanai, where sweeping golf course views frame the heated pool, spa, and fully equipped outdoor kitchen perfect for year-round
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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 -
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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$749,000
$241K PRICE DROP Under Contract- 3 Beds
- 3 Baths
- 2,583 Sq Ft
678 Faith Ave, Osprey, FL 34229
678 Faith Ave, Osprey, FL 34229Troy Sacco 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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$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 $691,182
Last Listing Agent Michelle Ward COMPASS FLORIDA LLC
120 Candyce Dr, Osprey, FL 34229 -
Est $246,844
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
-
$1,395,000
- 3 Beds
- 3 Baths
- 2,545 Sq Ft
3603 N Point Rd Unit 702, Osprey, FL 34229
3603 N Point Rd Unit 702, 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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$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 $1,508,329
Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
554 Dove Pointe, Osprey, FL 34229 -
Est $603,075
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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$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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$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
-
$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 $30,083
Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP
570 Blackburn Point Rd Unit 42, Osprey, FL 34229 -
Est $230,756
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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$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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$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 $315,665
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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$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
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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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$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 $1,059,094
Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC
1235 Yacht Harbor Dr, Osprey, FL 34229 -
Est $831,948
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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$1,289,000
Open Sun 1PM - 3PM- 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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$3,500 Per Month
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
- House for Rent
2068 Preymore St, Osprey, FL 34229
2068 Preymore St, Osprey, FL 34229Welcome home to this charming and beautifully maintained 3-bedroom, 2-bath residence located on a great community. Step inside to a spacious open floor plan featuring a generous great room, a dedicated dining area, and a large primary suite. Cathedral ceilings, pocket sliding doors, and fluid room transitions create an airy atmosphere perfect for easy living and entertaining. The bright, eat-in
Kenia Rivas PREFERRED SHORE LLC
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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 $815,750
Last Listing Agent Andrea Stultz ENGEL + VOELKERS SARASOTA
6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229 -
Est $92,020
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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$2,189,000
$61K PRICE DROP Under Contract- 4 Beds
- 3.5 Baths
- 4,012 Sq Ft
433 E MacEwen Dr, Osprey, FL 34229
433 E MacEwen Dr, Osprey, FL 34229Mark Lyda GENEROUS PROPERTY
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$2,200 Per Month
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Condo for Rent
4219 Frontier Ln Unit 105, Osprey, FL 34229
4219 Frontier Ln Unit 105, Osprey, FL 34229Welcome to this immaculate 2-bedroom, 2-bathroom condo with a private 1-car garage, offering beautiful pond views from every window and a peaceful, resort-style setting. Ideally located just minutes from some of Florida’s most beautiful Gulf Coast beaches: 10 minutes to Nokomis Beach and Casey Key15 minutes to the world-famous Siesta Key BeachOutdoor enthusiasts will love the easy access
Tim Weller EXIT KING REALTY
-
$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 $81,669
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
Showing Results 41 - 80, Page 2 of 18
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