Osprey, FL Homes

• 

  

  /2

  $615,000 Sold Feb 21, 2025

  242 Hidden Bay Dr Unit 403, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1999

  Last Sold Summary

  • 12% Below List Price
  • $318/SF
  • 86 Days On Market

  Current Estimated Value $604,433

  Last Listing Agent Tina Renta KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  242 Hidden Bay Dr Unit 403, Osprey, FL 34229
• 

  

  

  /69

  Est $644,719 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft

  521 Bayshore Dr, Osprey, FL 34229

  521 Bayshore Dr, Osprey, FL 34229
• 

  

  

  /99

  $1,425,000

  • 4 Beds
  • 3 Baths
  • 3,303 Sq Ft

  137 Osprey Point Dr, Osprey, FL 34229

  Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm.

  Steve Abbe COLDWELL BANKER REALTY

  137 Osprey Point Dr, Osprey, FL 34229
• 

  

  /2

  $1,700,000 Sold Jun 12, 2025

  525 S Shore Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $734/SF
  • 108 Days On Market

  Current Estimated Value $1,652,760

  Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

  525 S Shore Dr, Osprey, FL 34229
• 

  

  /2

  Est $1,865,033 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,368 Sq Ft

  451 E MacEwen Dr, Osprey, FL 34229

  451 E MacEwen Dr, Osprey, FL 34229
• 

  

  /97

  $690,000

  • 3 Beds
  • 3 Baths
  • 2,203 Sq Ft

  385 N Point Rd Unit 503, Osprey, FL 34229

  TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A

  Steve Abbe COLDWELL BANKER REALTY

  385 N Point Rd Unit 503, Osprey, FL 34229
• 

  /2

  $1,160,000 Sold Apr 15, 2025

  131 Tina Island Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,787 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $649/SF
  • 10 Days On Market

  Current Estimated Value $1,137,009

  Last Listing Agent Sarah McGuire WHITE SANDS REALTY GROUP FL

  131 Tina Island Dr, Osprey, FL 34229
• 

  

  /3

  Est $231,118 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 858 Sq Ft

  110 Oak St, Osprey, FL 34229

  110 Oak St, Osprey, FL 34229
• 

  

  /7

  $269,999

  • Land
  • 0.13 Acre
  • $2,076,915 per Acre

  456 Washington Ave, Osprey, FL 34229

  Owner Financing is Available. Prime Land at 456 Washington Ave, Osprey, FL 34229 – A Rare Gem Near Historic Spanish Point & Selby Gardens. Don’t miss out on this incredible opportunity to own a prime piece of land at 456 Washington Ave, located in the heart of Osprey, FL. Surrounded by natural beauty and rich history, this property is just moments from the renowned Historic Spanish Point and the

  Mike Vo FLOTACAL

  456 Washington Ave, Osprey, FL 34229
• 

  /2

  $645,000 Sold Jul 31, 2025

  673 Crane Prairie Way, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,223 Sq Ft
  • Built 2003

  Last Sold Summary

  • 13% Below List Price
  • $290/SF
  • 9 Days On Market

  Current Estimated Value $653,119

  Last Listing Agent Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

  673 Crane Prairie Way, Osprey, FL 34229
• 

  

  /11

  Est $837,147 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,591 Sq Ft

  226 Saint James Park, Osprey, FL 34229

  226 Saint James Park, Osprey, FL 34229
• 

  

  /28

  $299,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  232 Explorer Dr Unit 15, Osprey, FL 34229

  Under contract-accepting backup offers. Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block

  Gary Hoskins COLDWELL BANKER REALTY

  232 Explorer Dr Unit 15, Osprey, FL 34229
• 

  /2

  $390,000 Sold Apr 15, 2025

  441 N Shore Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1970

  Last Sold Summary

  • 18% Below List Price
  • $292/SF
  • 21 Days On Market

  Current Estimated Value $380,667

  Last Listing Agent Dawn Barnett EXIT KING REALTY

  441 N Shore Dr, Osprey, FL 34229
• 

  

  /70

  Est $1,616,138 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,551 Sq Ft

  337 Passage Way, Osprey, FL 34229

  337 Passage Way, Osprey, FL 34229
• 

  

  /25

  $119,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  348 Tropic Dr, Osprey, FL 34229

  The Arbors is the BEST of the Florida sun belt communities. This lovingly maintained manufactured home is perfect for a "Snowbird" or a "Year-Rounder." It is in a PET FRIENDLY zone. YOU and your fellow homeowners will own the company that owns the park . it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with

  John Alexander FINE PROPERTIES

  348 Tropic Dr, Osprey, FL 34229
• 

  /2

  $2,315,000 Sold Oct 30, 2025

  112 Osprey Point Dr, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 8,635 Sq Ft
  • Built 1989

  Last Sold Summary

  • 41% Below List Price
  • $268/SF
  • 156 Days On Market

  Last Listing Agent Kara Money KARA MONEY LLC

  112 Osprey Point Dr, Osprey, FL 34229
• 

  

  /24

  Est $836,640 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  130 N Creek Ln, Osprey, FL 34229

  130 N Creek Ln, Osprey, FL 34229
• 

  

  /87

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,606 Sq Ft

  105 Turquoise Ln, Osprey, FL 34229

  Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private LeeWetherington custom home that will check all the boxes, and more. Situated on one of thelargest lots and surrounded by preserve for privacy, you’ll find essence and elegance as thecolor palette interplays with natural light, and the southern facing lanai and pool will be whereyou can enjoy

  Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  105 Turquoise Ln, Osprey, FL 34229
• 

  /2

  $665,000 Sold Nov 06, 2025

  563 Pine Ranch Rd E, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 5 Days On Market

  Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

  563 Pine Ranch Rd E, Osprey, FL 34229
• 

  

  /44

  Est $1,120,332 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,534 Sq Ft

  315 Sea Anchor Dr, Osprey, FL 34229

  315 Sea Anchor Dr, Osprey, FL 34229
• 

  

  /56

  $535,000

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  12689 Promenade Estates Blvd, Osprey, FL 34238

  Stunning Newer Home in Promenade Estates, Palmer Ranch. Welcome to this immaculate 4-bedroom, 2.5-bathroom single-family home situated on a prime corner lot in the sought-after Promenade Estates community, located in the heart of Palmer Ranch, Sarasota. Built in 2021, this property offers contemporary design, thoughtful upgrades, and the perfect blend of comfort and style. This bright and

  Lee Brewer RE/MAX ALLIANCE GROUP

  12689 Promenade Estates Blvd, Osprey, FL 34238
• 

  /2

  $2,400,000 Sold Jun 02, 2025

  230 Osprey Point Dr, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,586 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $669/SF
  • 42 Days On Market

  Current Estimated Value $2,355,638

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  230 Osprey Point Dr, Osprey, FL 34229
• 

  

  /46

  Est $1,617,362 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,740 Sq Ft

  345 S Shore Dr, Osprey, FL 34229

  345 S Shore Dr, Osprey, FL 34229
• 

  

  /62

  $785,500 Pending

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft

  523 Habitat Blvd, Osprey, FL 34229

  In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling lake with curb appeal emphasized by lush landscaping and a paver-accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19-foot garage. Every detail in this home is addressed with remarkable style including double-door entry,

  Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  523 Habitat Blvd, Osprey, FL 34229
• 

  /2

  $1,500,000 Sold Sep 19, 2025

  462 E MacEwen Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $574/SF
  • 29 Days On Market

  Current Estimated Value $1,470,147

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  462 E MacEwen Dr, Osprey, FL 34229
• 

  

  /32

  Est $296,327 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,397 Sq Ft

  112 Villa Dr, Osprey, FL 34229

  112 Villa Dr, Osprey, FL 34229
• 

  

  /49

  $2,350,000

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft

  18 N Casey Key Rd, Osprey, FL 34229

  Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  18 N Casey Key Rd, Osprey, FL 34229
• 

  /2

  $400,000 Sold Feb 18, 2025

  108 Park Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,768 Sq Ft
  • Built 1956

  Last Sold Summary

  • 5% Below List Price
  • $145/SF
  • 41 Days On Market

  Current Estimated Value $478,577

  Last Listing Agent Michele Monteiro COLDWELL BANKER REALTY

  108 Park Dr, Osprey, FL 34229
• 

  /2

  Est $712,465 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,388 Sq Ft

  668 Clear Creek Dr, Osprey, FL 34229

  668 Clear Creek Dr, Osprey, FL 34229
• 

  

  /27

  $630,000

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft

  510 Latitude Ln, Osprey, FL 34229

  Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality. Interior Highlights-Architectural Elegance: High tray ceilings, extensive crown molding, and built-in shelving throughout.Gourmet Kitchen: Stainless steel appliances, natural gas cooking,

  Marisa Marino BRIGHT REALTY

  510 Latitude Ln, Osprey, FL 34229
• 

  /2

  $290,000 Sold Apr 07, 2025

  427 Washington Ave, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Below List Price
  • $259/SF
  • 195 Days On Market

  Current Estimated Value $288,665

  Last Listing Agent Kelly Jenkins KW COASTAL LIVING II

  427 Washington Ave, Osprey, FL 34229
• 

  

  /100

  Est $1,119,032 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,215 Sq Ft

  328 Pine Ranch Trail, Osprey, FL 34229

  328 Pine Ranch Trail, Osprey, FL 34229
• 

  

  /19

  $433,000

  • 2 Beds
  • 2 Baths
  • 1,725 Sq Ft

  1811 Highland Rd, Osprey, FL 34229

  PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches.Walking distance to Casey Key Mainland (Chef Rolfs),

  Stephen Hachey REALTY OF RIVERVIEW LLC

  1811 Highland Rd, Osprey, FL 34229
• 

  /2

  $720,000 Sold Jun 16, 2025

  518 Luminary Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $310/SF
  • 130 Days On Market

  Current Estimated Value $709,469

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  518 Luminary Blvd, Osprey, FL 34229
• 

  

  /54

  Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,168 Sq Ft

  871 MacEwen Dr, Osprey, FL 34229

  871 MacEwen Dr, Osprey, FL 34229
• 

  

  /33

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229

  RARELY AVAILABLE FIRST FLOOR END-UNIT in the 12-acre waterfront resort-style gated community of Hidden Bay - move-in ready and fully furnished for an easy Florida lifestyle. This open-concept 2-bedroom, 2-bath home with a flex space offers newer luxury vinyl flooring, a bright and spacious kitchen and a large pantry, and a charming breakfast nook framed by a bay window. The primary suite offers

  Stephanie Ham PARADISE EXCLUSIVE INC

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229
• 

  /2

  $879,352 Sold Apr 15, 2025

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $454/SF
  • 14 Days On Market

  Current Estimated Value $854,564

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229
• 

  

  /65

  Est $1,896,609 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,327 Sq Ft

  482 E MacEwen Dr, Osprey, FL 34229

  482 E MacEwen Dr, Osprey, FL 34229
• 

  

  /96

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  401 N Point Rd Unit 504, Osprey, FL 34229

  FULLY UPDATED • WATER VIEWS • PRIVATE 2-CAR GARAGE • OFFICE/4TH BEDROOM OPTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with intention, artistry, and a deep appreciation for its natural surroundings. Sunlight fills the space as water and preserve views stretch out beyond the generous lanai—an ever-changing backdrop that greets you

  Mary Elizabeth Mock COLDWELL BANKER REALTY

  401 N Point Rd Unit 504, Osprey, FL 34229
• 

  /2

  $1,700,000 Sold Sep 18, 2025

  898 MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft
  • Built 1997

  Last Sold Summary

  • 13% Below List Price
  • $411/SF
  • 0 Days On Market

  Current Estimated Value $1,728,561

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  898 MacEwen Dr, Osprey, FL 34229

Showing Results 281 - 320, Page 8 of 18