Osprey, FL Homes

/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

/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
$885,000 Sold Mar 31, 2025

236 Hidden Bay Dr Unit 504, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1997
Last Sold Summary
- 7% Below List Price
- $421/SF
- 115 Days On Market
Current Estimated Value $852,695

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

236 Hidden Bay Dr Unit 504, Osprey, FL 34229

/11
Est $899,055 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

/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
$660,000 Sold Aug 26, 2025

463 Park Trace Blvd, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,153 Sq Ft
- Built 2002
Last Sold Summary
- 12% Below List Price
- $307/SF
- 63 Days On Market
Current Estimated Value $658,827

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

463 Park Trace Blvd, Osprey, FL 34229

/70
Est $1,564,600 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,551 Sq Ft
337 Passage Way, Osprey, FL 34229

337 Passage Way, Osprey, FL 34229

/69
$235,000
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
362 Pine Run Dr Unit 362, Osprey, FL 34229

One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck.

Priscilla Adams COMPASS FLORIDA LLC

362 Pine Run Dr Unit 362, Osprey, FL 34229
/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 $606,324

Last Listing Agent Tina Renta KELLER WILLIAMS ISLAND LIFE REAL ESTATE

242 Hidden Bay Dr Unit 403, Osprey, FL 34229

/24
Est $840,193 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

/48
$184,900
- 1 Bed
- 1.5 Baths
- 865 Sq Ft
238 Woodland Dr, Osprey, FL 34229

GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding

Kellie MacDonell COLDWELL BANKER REALTY

238 Woodland 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 $1,658,798

Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

525 S Shore Dr, Osprey, FL 34229

/44
Est $1,100,722 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

/4
$1,500
- 1 Bed
- 1 Bath
124 Happy Haven Dr Unit 10, Osprey, FL 34229

Calling all Investors! Huge opportunity to make a deal on this perfect renovation project. Quick Closing, Quick Renovation and Quick Profit! This home needs significant work and is priced accordingly. Given the amount of work necessary to bring this gem up to it's fiull potential, prospective investors must be licensed and experienced renovation specialists. Call today, we are currently

Tori Coil Happy Haven

124 Happy Haven Dr Unit 10, 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 $1,144,481

Last Listing Agent Sarah McGuire WHITE SANDS REALTY GROUP FL

131 Tina Island Dr, Osprey, FL 34229

/46
Est $1,611,410 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

/33
$164,000 Pending
- 2 Beds
- 2 Baths
- 1,055 Sq Ft
216 Palm Air Dr, Osprey, FL 34229

Under contract-accepting backup offers. This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime location between Sarasota and Venice. Featuring 2 bedrooms, 2 bathrooms, and a newly built carport, this home is designed for easy and comfortable living. The bright and airy living room welcomes you with abundant natural light, while the

Todd Goodman KELLER WILLIAMS ON THE WATER S

216 Palm Air Dr, 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 $652,979

Last Listing Agent Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

673 Crane Prairie Way, Osprey, FL 34229

/32
Est $293,701 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,397 Sq Ft
112 Villa Dr, Osprey, FL 34229

112 Villa Dr, Osprey, FL 34229

/56
$735,000 Pending
- 4 Beds
- 3 Baths
- 2,498 Sq Ft
1019 Scherer Way, Osprey, FL 34229

Welcome to this beautiful 4 bedroom 3 full bath home situated in the desirable community of Rivendell. Minutes to the distinguished Pine View School, the #1 rated public gifted college-prep school in Florida. Open Floor plan boasts a 'Chef's Delight' kitchen with plenty of custom cabinets, quartz countertop, updated stainless steel appliance, under cabinet lighting and oversized aquarium window

Christine Appice CENTURY 21 SCHMIDT REAL ESTATE

1019 Scherer Way, 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 $389,667

Last Listing Agent Dawn Barnett EXIT KING REALTY

441 N Shore Dr, Osprey, FL 34229

/2
Est $721,071 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

/95
$5,495,000
- 4 Beds
- 5.5 Baths
- 6,308 Sq Ft
730 Sarabay Rd, Osprey, FL 34229

Premier Intracoastal Estate in Osprey4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront AcresA rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is aconvergence of residential luxury and unparalleled waterfront living. The two-story home sits atthe end of a long drive behind a gated entrance and tranquil pond. With approximately 100

Debbie Baraona ROBERT SLACK LLC

730 Sarabay Rd, 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
Current Estimated Value $3,087,979

Last Listing Agent Kara Money KARA MONEY LLC

112 Osprey Point Dr, Osprey, FL 34229

/100
Est $1,161,928 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

/8
$750,000
- Land
- 0.47 Acre
- $1,595,745 per Acre
147 Osprey Point Dr, Osprey, FL 34229

Your dream homesite awaits! This lot is located within the Oaks Bayside, one of Southwest Florida‘s most exclusive private, gated communities. This amazing property is near the community dock and fountain and is surrounded by some of the most grand and luxurious homes in the entire gulf coast region. The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of

Mick Jordan BRIGHT REALTY

147 Osprey Point Dr, 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
Current Estimated Value $662,899

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

563 Pine Ranch Rd E, 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

/35
$289,000
- 3 Beds
- 2 Baths
- 1,186 Sq Ft
2043 Cordes St, Osprey, FL 34229

Charming & Versatile Home Near the Beaches!This cute and cozy, well-maintained 3-bedroom, 2-bath residence offers exceptional flexibility including a private-entrance 1-bedroom, 1-bath suite plus den—perfect for an in-law suite, guest quarters, extra bedroom or home office setup. The home features durable tile and vinyl flooring throughout, updated bathrooms with newer showers, and a bright,

Travis Matthews PREFERRED SHORE LLC

2043 Cordes St, Osprey, FL 34229
/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 $2,377,772

Last Listing Agent Mark Lyda GENEROUS PROPERTY

230 Osprey Point Dr, Osprey, FL 34229

/65
Est $1,892,338 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

/19
$129,500 Pending
- 2 Beds
- 1 Bath
- 600 Sq Ft
26 Siesta Cir W, Osprey, FL 34229

Under contract-accepting backup offers. Just Move In ... Affordable Fully furnished 2-bedroom home with central air is located in an active 55 and over community Located in the heart of Osprey with nearby shopping and dining and easy access to nearby Siesta Key Beach, Casey Key and Nokomis Beach along with The Legacy Bike trail and Oscer Scherer State Park. The Arbors Mobile Home Park with Low

Gary Hoskins COLDWELL BANKER REALTY

26 Siesta Cir W, 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

/64
Est $297,897 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,839 Sq Ft
112 Woodland Place, Osprey, FL 34229

112 Woodland Place, Osprey, FL 34229

/57
$825,000
- 4 Beds
- 3.5 Baths
- 2,854 Sq Ft
919 Tranquility Cir, Osprey, FL 34229

WOW! 25,000 PRICE ADJUSTMENT! RARE OPPORTUNITY to own this stunning former John Cannon model home on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise on North Creek with direct access to Little Sarasota Bay via Kayak or Canoe offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms,

Ann Winger TIDELINE REAL ESTATE BROKERS

919 Tranquility Cir, 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 $472,011

Last Listing Agent Michele Monteiro COLDWELL BANKER REALTY

108 Park Dr, Osprey, FL 34229

/2
Est $387,793 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,304 Sq Ft
308 Kensey Ln, Osprey, FL 34229

308 Kensey Ln, Osprey, FL 34229

/11
$699,000
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
110 Pine Ave, Osprey, FL 34229

Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

Marisa Marino BRIGHT REALTY

110 Pine Ave, 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 $290,703

Last Listing Agent Kelly Jenkins KW COASTAL LIVING II

427 Washington Ave, Osprey, FL 34229

/30
Est $140,905 Not Listed For Sale
- 1 Bed
- 1 Bath
- 586 Sq Ft
751 Pine Run Dr Unit 751, Osprey, FL 34229

751 Pine Run Dr Unit 751, Osprey, FL 34229

Showing Results 281 - 320, Page 8 of 18

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