Osprey, FL Homes

/13
$548,000

$51K PRICE DROP
- 4 Beds
- 2 Baths
- 1,861 Sq Ft
4428 Conchfish Ln, Osprey, FL 34229

Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a

Mariana Georgieva HORIZON REALTY INTERNATIONAL

4428 Conchfish Ln, Osprey, FL 34229
/35
$3,795 Per Month
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Condo for Rent
280 Hidden Bay Dr Unit 203, Osprey, FL 34229

This second-story unit in Edgewater at Hidden Bay is ready for move-in and is offered furnished or unfurnished. The apartment includes 3 bedrooms, 2 bathrooms, modern finishes, and steady natural light throughout. The kitchen provides ample cabinet storage, a breakfast bar, quartz countertops, and all major appliances, including a stainless-steel refrigerator, microwave, dishwasher, and range.

Nancy Guerrero PMI SOUTHWEST FLORIDA

280 Hidden Bay Dr Unit 203, Osprey, FL 34229
/2
$350,000

Sold Oct 16, 2025

240 Patterson Ave, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $257/SF
- 157 Days On Market
Current Estimated Value $348,475

Last Listing Agent Janice Melzer Langa COLDWELL BANKER REALTY

240 Patterson Ave, Osprey, FL 34229

/4
Est $53,685

Not Listed For Sale

570 Blackburn Point Rd Unit 1-SIES, Osprey, FL 34229
- Studio
- 45,244 Sq Ft
570 Blackburn Point Rd Unit 1-SIES, Osprey, FL 34229

Last Sold Summary
- 21 Days On Market

/44
$235,000

$65K PRICE DROP
- 1 Bed
- 1 Bath
- 595 Sq Ft
51 MacEwen Dr Unit 5, Osprey, FL 34229

Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental.Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly

Sabine Spycher 342 REAL ESTATE

51 MacEwen Dr Unit 5, Osprey, FL 34229
/44
$6,500 Per Month
- 3 Beds
- 3 Baths
- 2,266 Sq Ft
- House for Rent
521 Habitat Blvd, Osprey, FL 34229

Stylish 3BR Pool Home w/ Office – 10 Mins to Beach ****SEASONAL RENTAL ONLY**** 90 Day minimum stay, Peak Season at $8,900/mo plus fees; Off Season at $6,500/mo plus fees. NOTE: Jan, Feb and March 2027 are Not Available. Your Gulf Coast getaway awaits at this beautifully furnished 3-bedroom, 3-bath pool home in the scenic Willowbend community of Osprey, FL. Ideal for mid-term stays, this spacious

Dave Holt PMI SOUTHWEST FLORIDA

521 Habitat Blvd, Osprey, FL 34229
/2
$1,285,000

Sold Jun 30, 2025

393 N Point Rd Unit 801, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 3,029 Sq Ft
- Built 2001
Last Sold Summary
- 22% Below List Price
- $424/SF
- 204 Days On Market
Current Estimated Value $1,246,398

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 801, Osprey, FL 34229

/12
Est $24,294

Not Listed For Sale

570 Blackburn Point Rd Unit 9-LIDO, Osprey, FL 34229
- Studio
- 45,244 Sq Ft
570 Blackburn Point Rd Unit 9-LIDO, Osprey, FL 34229

Last Sold Summary
- 69 Days On Market

/55
$2,249,000
- 4 Beds
- 3.5 Baths
- 4,117 Sq Ft
362 MacEwen Dr, Osprey, FL 34229

Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with

Steve Abbe COLDWELL BANKER REALTY

362 MacEwen Dr, Osprey, FL 34229
/87
$6,950 Per Month
- 3 Beds
- 2 Baths
- 2,143 Sq Ft
- Condo for Rent
5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229

CLOSE TO NOKOMIS BEACH! BOOKED JAN/FEB/MAR 2027. AVAILABLE APR 2027 $6,950/MONTH. Beautiful direct waterfront 5th Floor condo located in Blackburn Harbor Residences with breathtaking panoramic water views of Little Sarasota Bay, which can be seen from the living room, kitchen, primary bedroom suite, and spacious balcony! The condo comes turnkey furnished and has 3 bedrooms (3rd bedroom was

Chrissie Cummings JENNETTE PROPERTIES INC

5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229
/2
$350,000

Sold May 29, 2026

2141 Cordes St, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,126 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $311/SF
- 4 Days On Market
Current Estimated Value $367,810

Last Listing Agent Monica Moss KELLER WILLIAMS ON THE WATER S

2141 Cordes St, Osprey, FL 34229

/50
Est $536,467

Not Listed For Sale

2006 Preymore St, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,004 Sq Ft
- Built 2023
2006 Preymore St, Osprey, FL 34229

Last Sold Summary
- 10 Days On Market

/4
$115,000
570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229

This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'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.

David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229
/2
$1,385,000

Sold Jun 23, 2026

434 E MacEwen Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,414 Sq Ft
- Built 1997
Last Sold Summary
- 5% Below List Price
- $574/SF
- 6 Days On Market
Current Estimated Value $1,443,119

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

434 E MacEwen Dr, Osprey, FL 34229

/2
Est $291,315

Not Listed For Sale

128 Navigation Cir Unit 103, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Built 2016
128 Navigation Cir Unit 103, Osprey, FL 34229

Last Sold Summary
- 5 Days On Market

/45
$545,000

$5K PRICE DROP
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
1361 New Forest Ln, Osprey, FL 34229

One or more photo(s) has been virtually staged. Exceptional opportunity in highly sought-after Rivendell, one of Osprey’s most desirable communities known for its scenic lakes, preserves, walking trails, and beautiful natural surroundings. Ideally located just steps from top-rated Pine View School, offering the rare convenience to walk or bike to one of Florida’s most acclaimed schools. This

Linh Pham NEXTHOME EXCELLENCE

1361 New Forest Ln, Osprey, FL 34229
/2
$430,000

Sold Aug 01, 2025

117 Villa Dr Unit 117, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Built 1967
Last Sold Summary
- 22% Below List Price
- $305/SF
- 244 Days On Market
Current Estimated Value $417,316

Last Listing Agent Bill Garrison RE/MAX PALM

117 Villa Dr Unit 117, Osprey, FL 34229

/17
Est $286,942

Not Listed For Sale

4247 Expedition Way Unit 103, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Built 2016
4247 Expedition Way Unit 103, Osprey, FL 34229

Last Sold Summary
- 89 Days On Market

/3
$98,000
570 Blackburn Point Rd Unit 23, Osprey, FL 34229

Extra-wide indoor boat rack accommodating vessels up to 33' L x 11.1' W x 9.3' H, with quick access to Midnight Pass and Venice Inlet. Marina amenities include call-ahead splash service, fuel, ice, bait and tackle, fish cleaning station, adjacent restaurant, maintenance racks, and wash-down service after each use. Condo fees cover in and outs, insurance, marina and building maintenance, staff,

Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 23, Osprey, FL 34229
/2
$689,000

Sold Mar 06, 2026

162 Willow Bend Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,661 Sq Ft
- Built 2004
Last Sold Summary
- $259/SF
- 4 Days On Market
Current Estimated Value $689,685

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

162 Willow Bend Way, Osprey, FL 34229

/39
Not Listed For Sale

169 Edgewood Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,664 Sq Ft
- Built 2016
169 Edgewood Dr, Osprey, FL 34229

Last Sold Summary
- 372 Days On Market

/15
$35,900

$6K PRICE DROP
570 Blackburn Point Rd Unit 42, Osprey, FL 34229

Welcome to OSPREY HARBOR VILLAGE. This boat rackominium was built as a category 3 hurricane-rated building. Store your boat out of the sun and protected from the harsh Florida weather. This 3rd-level rack measures 28'L x 12'W x 8.5'H and can accommodate a boat with dimensions of 28'L x 11'W x ~6.5'H (measure height from the keel to the highest fixed point on the boat). This rackominium features

Joe Cleary RE/MAX ALLIANCE GROUP

570 Blackburn Point Rd Unit 42, Osprey, FL 34229
/2
$525,000

Sold Dec 04, 2025

1313 Thornapple Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,082 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $252/SF
- 8 Days On Market
Current Estimated Value $526,775

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1313 Thornapple Dr, Osprey, FL 34229

/2
Est $935,069

Not Listed For Sale

280 Hidden Bay Dr Unit 502, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
280 Hidden Bay Dr Unit 502, Osprey, FL 34229

Last Sold Summary
- 2 Days On Market

/50
$699,000

$236K PRICE DROP
- 3 Beds
- 3 Baths
- 3,147 Sq Ft
3603 N Point Rd Unit 202, Osprey, FL 34229

**ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more! Crown moldings, engineered hardwood floors, expansive kitchen with

Mark Lyda GENEROUS PROPERTY

3603 N Point Rd Unit 202, Osprey, FL 34229
/2
$765,000

Sold Jan 30, 2026

385 N Point Rd Unit 404, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
- Built 2000
Last Sold Summary
- 17% Below List Price
- $275/SF
- 142 Days On Market
Current Estimated Value $795,048

Last Listing Agent Mark Lyda GENEROUS PROPERTY

385 N Point Rd Unit 404, Osprey, FL 34229

/27
Est $343,469

Not Listed For Sale

4260 Expedition Way Unit 4260, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 1,581 Sq Ft
- Built 2017
4260 Expedition Way Unit 4260, Osprey, FL 34229

Last Sold Summary
- 94 Days On Market

/36
$417,000

$52K PRICE DROP
- 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
$1,325,000

Sold Jun 16, 2026

140 Sugar Mill Dr, Osprey, FL 34229
- 4 Beds
- 4 Baths
- 3,286 Sq Ft
- Built 1989
Last Sold Summary
- 24% Below List Price
- $403/SF
- 54 Days On Market
Current Estimated Value $1,438,897

Last Listing Agent Monica Verinder COLDWELL BANKER REALTY

140 Sugar Mill Dr, Osprey, FL 34229

/2
Not Listed For Sale

199 Palm Air Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Built 1978
199 Palm Air Dr, Osprey, FL 34229

Last Sold Summary
- 87 Days On Market

/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
$175,000

Sold Feb 23, 2026

216 Glenwood Ave, Osprey, FL 34229
- 2 Beds
- 1 Bath
- 732 Sq Ft
- Built 1989
Last Sold Summary
- 30% Below List Price
- $239/SF
- 64 Days On Market
Current Estimated Value $197,309

Last Listing Agent Kristen Wheat COMPASS FLORIDA LLC

216 Glenwood Ave, Osprey, FL 34229

/24
Est $562,683

Not Listed For Sale

2001 Cordes St, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 1,975 Sq Ft
- Built 2023
2001 Cordes St, Osprey, FL 34229

Last Sold Summary
- 197 Days On Market

/99
$629,000

$70K PRICE DROP
- 3 Beds
- 3 Baths
- 2,203 Sq Ft
401 N Point Rd Unit 603, Osprey, FL 34229

Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private

Steve Abbe COLDWELL BANKER REALTY

401 N Point Rd Unit 603, Osprey, FL 34229
/2
$760,000

Sold Jul 16, 2025

790 Shadow Bay Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,091 Sq Ft
- Built 2002
Last Sold Summary
- 9% Below List Price
- $246/SF
- 158 Days On Market
Current Estimated Value $782,958

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

790 Shadow Bay Way, Osprey, FL 34229

/48
Est $353,581

Not Listed For Sale

123 Revolution Way Unit 101, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2016
123 Revolution Way Unit 101, Osprey, FL 34229

Last Sold Summary
- 4 Days On Market

/45
$499,000

$36K PRICE DROP
- 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
$227,000

Sold Dec 15, 2025

111 Woodland Place, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1979
Last Sold Summary
- 7% Below List Price
- $172/SF
- 81 Days On Market
Current Estimated Value $226,501

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

111 Woodland Place, Osprey, FL 34229

/61
Est $352,017

Not Listed For Sale

4185 Frontier Ln Unit 102, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2018
4185 Frontier Ln Unit 102, Osprey, FL 34229

Last Sold Summary
- 15 Days On Market

/99
$1,495,000

$154K PRICE DROP
- 4 Beds
- 3 Baths
- 3,853 Sq Ft
314 S Shore Dr, Osprey, FL 34229

Rare Gulf-access waterfront opportunity in desirable Sorrento Shores in Osprey. This spacious residence is set on a generous 0.54-acre waterfront lot with a private dock, screened pool, outdoor kitchen/grill area, paver patio, mature landscaping, and peaceful canal views. The home offers 3 bedrooms, 3 full baths, 3,853 sq ft, and a large flex room currently used as a studio with possible 4th

Jonathan Minerick HOMECOIN.COM

314 S Shore Dr, Osprey, FL 34229

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Florida Sarasota County Osprey

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