Osprey, FL Homes

/62
$660,000
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
385 N Point Rd Unit 402, Osprey, FL 34229

**BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation

Mark Lyda GENEROUS PROPERTY

385 N Point Rd Unit 402, Osprey, FL 34229
/2
$2,300,000 Sold Nov 05, 2025

264 Saratoga Ct, Osprey, FL 34229
- 4 Beds
- 3.5 Baths
- 3,857 Sq Ft
- Built 1992
Last Sold Summary
- $596/SF
- 9 Days On Market
Current Estimated Value $2,188,970

Last Listing Agent Mark Lyda GENEROUS PROPERTY

264 Saratoga Ct, Osprey, FL 34229

/2
Est $940,650 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
- 11% Below List Price
- $543/SF
- 2 Days On Market
- Last Sold Price $1,051,025
- Apr 04, 2025
Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

/65
$650,000
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
250 Hidden Bay Dr Unit A302, Osprey, FL 34229

ANOTHER PRICE IMPROVEMENT!!!!WHAT A VIEW and the pictures don't do it justice!! SELLER IS OFFERING to prepay three (3) months of HOA dues on behalf of the buyer at closing. FULLY FURNISHED/TURNKEY UNIT! (optional of course) Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful

Merryl Koven COLDWELL BANKER REALTY

250 Hidden Bay Dr Unit A302, Osprey, FL 34229
/2
$358,000 Sold Nov 13, 2025

115 Green St, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
- Built 1990
Last Sold Summary
- 4% Above List Price
- $238/SF
- 5 Days On Market
Current Estimated Value $352,796

Last Listing Agent Robin Leonardi MICHAEL SAUNDERS & COMPANY

115 Green St, Osprey, FL 34229

/27
Est $347,880 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
- 20% Below List Price
- $275/SF
- 94 Days On Market
- Last Sold Price $435,000
- Sep 06, 2023
Last Listing Agent Thomas Cail RE/MAX

/100
$1,185,000
- 3 Beds
- 3 Baths
- 3,180 Sq Ft
61 Bayhead Ln, Osprey, FL 34229

Thoughtfully Built MAINTENANCE-FREE Court Yard Life Style Home in Bishops Court in the Oaks Preserve Neighborhood. This Rare Unique Home Design Features: 3 Extra Large Bedrooms, 3 Full Baths, Oversized Main Floor Master Suite w/Sitting Room and Door to Private Back Patio, plus a Wall of Sliders Looking out to the Court Yard Pool Area, Tall Ceilings, Large Walk-in Closet w/Built-ins, Brand New

Anne Thomas RE/MAX ALLIANCE GROUP

61 Bayhead Ln, Osprey, FL 34229
/2
$527,500 Sold Feb 27, 2026

315 Bayshore Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,384 Sq Ft
- Built 1979
Last Sold Summary
- 20% Below List Price
- $221/SF
- 72 Days On Market
Current Estimated Value $545,207

Last Listing Agent Norma Mladineo COLDWELL BANKER REALTY

315 Bayshore Dr, Osprey, FL 34229

/24
Est $587,904 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
- 12% Above List Price
- $266/SF
- 197 Days On Market
- Last Sold Price $525,000
- Dec 31, 2023
Last Listing Agent Noah Ward EXP REALTY LLC

/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
$520,000 Sold Feb 26, 2026

566 Oak Bay Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,559 Sq Ft
- Built 1997
Last Sold Summary
- 2% Below List Price
- $203/SF
- 4 Days On Market
Current Estimated Value $528,556

Last Listing Agent Greg Walters SARABAY REAL ESTATE INC

566 Oak Bay Dr, Osprey, FL 34229

/48
Est $362,480 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
- 14% Below List Price
- $267/SF
- 4 Days On Market
- Last Sold Price $420,000
- Jun 12, 2024
Last Listing Agent Tim Weller EXIT KING REALTY

/56
$974,900 Pending
- 4 Beds
- 3.5 Baths
- 2,980 Sq Ft
1602 Southbay Dr, Osprey, FL 34229

Welcome to your slice of Florida paradise!Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle—enhanced by thoughtful recent updates including a new roof replaced in 2023, fresh interior paint, an updated kitchen, and a beautifully updated pool and jacuzzi. As you arrive, mature tropical

Thomas Kiessling COMPASS FLORIDA LLC

1602 Southbay Dr, Osprey, FL 34229
/2
$540,000 Sold Nov 24, 2025

813 Oak Pond Dr, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 1,981 Sq Ft
- Built 1996
Last Sold Summary
- 4% Below List Price
- $273/SF
- 121 Days On Market
Current Estimated Value $530,372

Last Listing Agent Jeremy Egglefield PREFERRED SHORE LLC

813 Oak Pond Dr, Osprey, FL 34229

/61
Est $363,759 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
- 13% Below List Price
- $267/SF
- 15 Days On Market
- Last Sold Price $420,000
- Jun 20, 2023
Last Listing Agent Tim Weller EXIT KING REALTY

/2
$617,999 New Construction
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
791 S Tamiami Trail Unit 103, Osprey, FL 34229

Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 103, Osprey, FL 34229
/2
$35,000 Sold Jul 22, 2025

570 Blackburn Point Rd Unit 17, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 29% Below List Price
- 62 Days On Market
Current Estimated Value $34,909

Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 17, Osprey, FL 34229

/59
Est $361,804 Not Listed For Sale

99 Explorer Dr Unit 102, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2015
99 Explorer Dr Unit 102, Osprey, FL 34229

Last Sold Summary
- 17% Below List Price
- $276/SF
- 37 Days On Market
- Last Sold Price $435,000
- Jul 07, 2023
Last Listing Agent Tim Weller EXIT KING REALTY

/65
$545,000 Pending
- 3 Beds
- 2.5 Baths
- 2,040 Sq Ft
1116 Beachcomber Ct Unit 3, Osprey, FL 34229

Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Nestled within the highly desirable gated enclave of Blackburn Point Marina Village, this beautifully maintained 3-bed, 2.5 bath residence is ready to welcome its new owners. This bright and airy two-story unit features soaring ceilings and a spacious open floor plan, creating an inviting and comfortable living environment. The

Christine Green COLDWELL BANKER REALTY

1116 Beachcomber Ct Unit 3, Osprey, FL 34229
/2
$170,000 Sold Mar 10, 2026

238 Woodland Dr, Osprey, FL 34229
- 1 Bed
- 1.5 Baths
- 865 Sq Ft
- Built 1980
Last Sold Summary
- 10% Below List Price
- $197/SF
- 126 Days On Market
Current Estimated Value $182,697

Last Listing Agent Kellie MacDonell COLDWELL BANKER REALTY

238 Woodland Dr, Osprey, FL 34229

/2
Est $361,728 Not Listed For Sale

4239 Expedition Way, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2016
4239 Expedition Way, Osprey, FL 34229

Last Sold Summary
- 10% Below List Price
- $254/SF
- 115 Days On Market
- Last Sold Price $400,000
- Apr 08, 2025
Last Listing Agent Joe Cleary RE/MAX

/2
$617,999 New Construction
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
791 S Tamiami Trail Unit 301, Osprey, FL 34229

Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 301, Osprey, FL 34229
/2
$800,000 Sold Mar 17, 2026

242 Hidden Bay Dr Unit 401, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1999
Last Sold Summary
- 9% Below List Price
- $381/SF
- 110 Days On Market
Current Estimated Value $849,456

Last Listing Agent Bart Tracy LASBURY-TRACY REALTY INC.

242 Hidden Bay Dr Unit 401, Osprey, FL 34229

/2
Est $850,751 Not Listed For Sale

280 Hidden Bay Dr Unit 503, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
280 Hidden Bay Dr Unit 503, Osprey, FL 34229

Last Sold Summary
- 8% Below List Price
- $478/SF
- 0 Days On Market
- Last Sold Price $925,000
- Mar 25, 2025
Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

/74
$1,200,000
- 4 Beds
- 3 Baths
- 2,474 Sq Ft
700 Faith Ave, Osprey, FL 34229

One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort

steve mularky LACEY REALTY INC

700 Faith Ave, Osprey, FL 34229
/2
$1,020,000 Sold May 22, 2025

284 Lookout Point Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,909 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $351/SF
- 14 Days On Market
Current Estimated Value $1,029,963

Last Listing Agent Carol Thompson ROYAL PALM REALTY

284 Lookout Point Dr, Osprey, FL 34229

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Not Listed For Sale

36 Siesta Cir W, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 673 Sq Ft
- Built 1971
36 Siesta Cir W, Osprey, FL 34229

Last Sold Summary
- $202/SF
- 43 Days On Market
- Last Sold Price $136,000
- Jun 13, 2024
Last Listing Agent Tammie Pickard KW COASTAL LIVING III

/58
$725,000
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
250 Hidden Bay Dr Unit A-301, Osprey, FL 34229

Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building.

Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

250 Hidden Bay Dr Unit A-301, Osprey, FL 34229
/2
$158,000 Sold May 05, 2026

166 Edgewood Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Built 1977
Last Sold Summary
- 5% Below List Price
- $165/SF
- 17 Days On Market
Last Listing Agent Karen Geiger COLDWELL BANKER SARASOTA CENT.

166 Edgewood Dr, Osprey, FL 34229

/4
Est $29,612 Not Listed For Sale

570 Blackburn Point Rd Unit 28, Osprey, FL 34229
- Studio
- 45,244 Sq Ft
570 Blackburn Point Rd Unit 28, Osprey, FL 34229

Last Sold Summary
- 10% Below List Price
- $1/SF
- 26 Days On Market
- Last Sold Price $33,000
- Sep 12, 2023
Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

/90
$625,000
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
409 N Point Rd Unit 401, Osprey, FL 34229

Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown

Steve Abbe COLDWELL BANKER REALTY

409 N Point Rd Unit 401, Osprey, FL 34229
/2
$568,792 Sold Jun 30, 2025

393 N Point Rd Unit 503, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,203 Sq Ft
- Built 2001
Last Sold Summary
- 28% Below List Price
- $258/SF
- 296 Days On Market
Current Estimated Value $547,488

Last Listing Agent Mark Lyda GENEROUS PROPERTY

393 N Point Rd Unit 503, Osprey, FL 34229

/2
Est $807,964 Not Listed For Sale

280 Hidden Bay Dr Unit 403, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
280 Hidden Bay Dr Unit 403, Osprey, FL 34229

Last Sold Summary
- 8% Below List Price
- $452/SF
- 13 Days On Market
- Last Sold Price $875,585
- Mar 27, 2025
Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

/85
$625,000
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
393 N Point Rd Unit 301, Osprey, FL 34229

This end unit in The Meridian has been thoughtfully updated and carefully maintained. Offering 3 bedrooms and 3 full baths, it also has a dedicated study/den with pocket doors. Light and bright, this 2,594 square foot residence is spacious and offers room for comfortable and elegant living. The large master suite has a large bathroom with a walk-in shower, dual vanities and sinks and tons of

Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 301, Osprey, FL 34229
/2
$169,000 Sold Jan 09, 2026

218 Palm Air Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $151/SF
- 44 Days On Market
Last Listing Agent Carlos Saramago EXIT KING REALTY

218 Palm Air Dr, Osprey, FL 34229

/2
Est $818,873 Not Listed For Sale

280 Hidden Bay Dr Unit 402, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
280 Hidden Bay Dr Unit 402, Osprey, FL 34229

Last Sold Summary
- 7% Below List Price
- $454/SF
- 14 Days On Market
- Last Sold Price $879,352
- Apr 15, 2025
Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

/52
$600,000
- 3 Beds
- 2.5 Baths
- 2,040 Sq Ft
1140 Beachcomber Ct Unit 11, Osprey, FL 34229

One or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village, where coastal elegance meets maintenance-free living near Sarasota's desired waterfront. Enjoy the boating and waterfront lifestyle you've dreamed of without the million-dollar price tag. This beautifully upgraded townhome features a bright open floor plan with luxury vinyl flooring (2025), plantation

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

1140 Beachcomber Ct Unit 11, Osprey, FL 34229
/2
$990,000 Sold Feb 10, 2026

820 Placid Lake Dr, Osprey, FL 34229
- 5 Beds
- 4 Baths
- 3,938 Sq Ft
- Built 2002
Last Sold Summary
- 29% Below List Price
- $251/SF
- 309 Days On Market
Current Estimated Value $979,729

Last Listing Agent Ali Marks LOYD ROBBINS & CO. LLC

820 Placid Lake Dr, Osprey, FL 34229

/24
Not Listed For Sale

338 Tropic Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,055 Sq Ft
- Built 1979
338 Tropic Dr, Osprey, FL 34229

Last Sold Summary
- $136/SF
- 118 Days On Market
- Last Sold Price $144,000
- Jul 07, 2023
Last Listing Agent Kristina Avens COLDWELL BANKER REALTY

/76
$950,000 Pending
- 4 Beds
- 3 Baths
- 2,921 Sq Ft
1016 Scherer Way, Osprey, FL 34229

Under contract-accepting backup offers. BEAUTIFUL INSIDE and exceptionally well maintained, this Rivendell home offers the kind of upgrades, efficiency, and outdoor living that are becoming increasingly hard to find. This Luxurious home is situated on a large beautifully landscaped, lake front lot with a Southeast Exposure overlooking Oscar Scherer State park! The interior layout is spacious and

Rachel Tritschler RE/MAX ALLIANCE GROUP

1016 Scherer Way, Osprey, FL 34229

Showing Results 161 - 200, Page 5 of 18

Florida Sarasota County Osprey

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