Osprey, FL Homes

/40
Est $1,582,296 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,567 Sq Ft
1787 S Creek Dr, Osprey, FL 34229

1787 S Creek Dr, Osprey, FL 34229

/7
$109,000
570 Blackburn Point Rd Unit 33, Osprey, FL 34229

Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip can fit boats up to 9 ft in height and offers hassle-free storage in one of Sarasota County?s most convenient locations. Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing

Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 33, Osprey, FL 34229
/2
$875,585 Sold Mar 27, 2025
- 1,937 Sq Ft
- $452/SF
- 13 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
280 Hidden Bay Dr Unit 403, Osprey, FL 34229

One or more photo(s) has been virtually staged. Under Construction. Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony as you look out across the bay to the barrier island of Casey Key! Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay. This gated, 12-acre resort-style community is nestled on the water’s edge of

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 403, Osprey, FL 34229

/68
Est $943,033 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,028 Sq Ft
501 Velasquez Dr, Osprey, FL 34229

501 Velasquez Dr, Osprey, FL 34229

/71
$3,750,000
- 4 Beds
- 4.5 Baths
- 4,781 Sq Ft
1042 N Casey Key Rd, Osprey, FL 34229

EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coastal Florida. Nestled in the sought-after Palmer neighborhood, this home has been lovingly maintained by the same discerning owners since 1999—a testament to the pride, care, and attention poured into every detail over the years. Set on an expansive 0.68-acre lot with 131 feet of

Brandy Sheldon COLDWELL BANKER REALTY

1042 N Casey Key Rd, Osprey, FL 34229
/2
$2,100,000 Sold Mar 26, 2025
- 4,641 Sq Ft
- $452/SF
- 95 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2007
703 N MacEwen Dr, Osprey, FL 34229

Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained custom built John Cannon home in The Oaks Clubside. With 4 bedrooms, and 3 full and one half bathrooms, there is room for loved ones and guests, making it ideal for grand entertaining or peaceful and serene poolside relaxation. Enter through the elegant custom etched glass

Steve Abbe COLDWELL BANKER REALTY

703 N MacEwen Dr, Osprey, FL 34229

/40
Est $522,216 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,788 Sq Ft
510 Meadow Sweet Cir, Osprey, FL 34229

510 Meadow Sweet Cir, Osprey, FL 34229

/40
$565,000
- 3 Beds
- 3 Baths
- 2,082 Sq Ft
1313 Thornapple Dr, Osprey, FL 34229

Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and bright home has been perfected by discerning sellers with unending attention to details. Notably, crown molding, extensive trim molding, plantation shutters, tray ceilings, tile on diagonal and wood flooring. This Extended Cypress floor plan is the best use of space, remarkably

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1313 Thornapple Dr, Osprey, FL 34229
/2
$925,000 Sold Mar 25, 2025
- 1,937 Sq Ft
- $478/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
280 Hidden Bay Dr Unit 503, Osprey, FL 34229

One or more photo(s) has been virtually staged. Under Construction. Just available is this rare, penthouse-level unit with unparalleled panoramic water views of Sarasota Bay and the Gulf of Mexico. A condominium with a view like this is seldom offered for sale and the top floor equals top views! Watch the most breathtaking sunsets from your private, extra-large, screened-in balcony on the 5th and

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 503, Osprey, FL 34229

/52
Est $2,422,220 Not Listed For Sale
- 5 Beds
- 8 Baths
- 5,521 Sq Ft
134 Marys Chapel Ct, Osprey, FL 34229

134 Marys Chapel Ct, Osprey, FL 34229

/41
$669,000
- 4 Beds
- 2 Baths
- 2,135 Sq Ft
750 Anna Hope Ln, Osprey, FL 34229

Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the

Stephanie Church COLDWELL BANKER REALTY

750 Anna Hope Ln, Osprey, FL 34229
/2
$999,000 Sold Mar 21, 2025
- 2,301 Sq Ft
- $434/SF
- 16 Days On Market
- 3 Beds
- 3 Baths
- Built 1980
505 S Shore Dr, Osprey, FL 34229

Boater's Delight! This stunning canal front 3-4 bedroom, 3 bath home is situated on a generous 1/3 acre lot in a serene waterfront community.This home features a private dock and lift, providing direct access to the intracoastal waterway, which leads straight to the Gulf of Mexico-ideal for boating enthusiasts. NEW ROOF 2024! Spacious open plan, with in-law suite, with its own entrance,

Nancy Jordan COLDWELL BANKER REALTY

505 S Shore Dr, Osprey, FL 34229

/53
Est $2,035,107 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,975 Sq Ft
689 Eagle Watch Ln, Osprey, FL 34229

689 Eagle Watch Ln, Osprey, FL 34229

/23
$676,000
- 4 Beds
- 3 Baths
- 2,557 Sq Ft
104 Park Trace Blvd, Osprey, FL 34229

Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 bedrooms and 3 bathrooms, designed for modern living and comfort. The master suite, located on the right side, offers a private oasis, while the other bedrooms are conveniently situated on the opposite side for maximum privacy.Step inside to an open-concept kitchen, perfect for

Jose Hugo Martinez KW COASTAL LIVING III

104 Park Trace Blvd, Osprey, FL 34229
/2
$500,000 Sold Mar 21, 2025
- 1,867 Sq Ft
- $268/SF
- 250 Days On Market
- 4 Beds
- 2 Baths
- Built 1996
629 Oak Bay Dr, Osprey, FL 34229

**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Indulge in the ultimate Florida lifestyle with this captivating 4-bedroom, 2-bathroom pool home nestled within the community of Bay Oaks Estates. Lush greenery and a charming front porch that exudes curb appeal sets the stage for what lies within. As you step through the front door, prepare

Toni Zarghami KW COASTAL LIVING III

629 Oak Bay Dr, Osprey, FL 34229

/41
Est $578,007 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,944 Sq Ft
506 Oak Bay Dr, Osprey, FL 34229

506 Oak Bay Dr, Osprey, FL 34229

/37
$269,000
- 2 Beds
- 2 Baths
- 1,379 Sq Ft
754 Pine Run Dr Unit 754, Osprey, FL 34229

Rarely available ground-floor 2-bedroom, 2-bath model with a standout location and layout that offers a truly one-of-a-kind living experience. This unique floorplan is centered around a private open-air atrium, accessible through 8-foot glass doors on three sides, filling the home with natural light and a seamless connection to the outdoors. From the south bedroom wing, you can look through walls

Sasha Volosevych CALL IT CLOSED INTL REALTY

754 Pine Run Dr Unit 754, Osprey, FL 34229
/32
$335,000 Sold Mar 12, 2025
- 1,700 Sq Ft
- $197/SF
- 26 Days On Market
- 3 Beds
- 3 Baths
- Built 1986
738 Harms Dr, Osprey, FL 34229

***Osprey “West of the Trail” – Incredible Opportunity for a Cash Buyer*** Fully fenced, HALF AN ACRE, featuring a 2-bed, 2-bath home plus a 1-bed, 1-bath in-law/ADU suite with a pool. This 0.5-acre property is located in an X flood zone, with no flooding or damage from recent hurricanes. There are endless possibilities—update the existing home or BUILD YOUR DREAM HOME on this fantastic lot, just

Warren McGregor MCGREGOR INTERNATIONAL REAL ESTATE CO

738 Harms Dr, Osprey, FL 34229

/79
Est $1,375,761 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,521 Sq Ft
1236 Yacht Harbor Dr, Osprey, FL 34229

1236 Yacht Harbor Dr, Osprey, FL 34229

/37
$853,000 Open Sun 1PM - 4PM
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End UnitBright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living. Plantation shutters throughout,

Cathy Rustin FIRST LIGHT REAL ESTATE

260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
/72
$615,000 Sold Mar 10, 2025
- 2,340 Sq Ft
- $263/SF
- 194 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
593 Crane Prairie Way, Osprey, FL 34229

Welcome to Willowbend a custom built community by Lee Wetherington. This maintenance free Asley ll model home is nearly 2400 sq. ft. under air with 4 bedrooms & 3 baths. Expansive 33x25 ft. lanai includes 2 covered areas & expansive water views. High tray ceilings in master bedroom & family room with crown molding & 8ft. doors. Gourmet kitchen features Corian counters, stainless steel appliances

Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

593 Crane Prairie Way, Osprey, FL 34229

/45
Est $2,808,589 Not Listed For Sale
- 3 Beds
- 3 Baths
- 3,202 Sq Ft
349 Yacht Harbor Dr, Osprey, FL 34229

349 Yacht Harbor Dr, Osprey, FL 34229

/37
$625,000 Open Sun 2PM - 5PM
- 2 Beds
- 2 Baths
- 1,932 Sq Ft
242 Hidden Bay Dr Unit 603, Osprey, FL 34229

One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your

Joy McGraw REAL ESTATE REFINED

242 Hidden Bay Dr Unit 603, Osprey, FL 34229
/2
$772,000 Sold Mar 04, 2025
- 2,306 Sq Ft
- $335/SF
- 9 Days On Market
- 4 Beds
- 3 Baths
- Built 2003
663 Crane Prairie Way, Osprey, FL 34229

This exquisite four-bedroom, three-bath home by Lee Wetherington Homes exemplifies intelligent design and beauty in the community of Willowbend. The Ashley floor plan is thoughtfully oriented to the west, allowing for abundant natural light and stunning sunset views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive custom double-door

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

663 Crane Prairie Way, Osprey, FL 34229

/50
Est $370,888 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,184 Sq Ft
1821 Highland Rd, Osprey, FL 34229

1821 Highland Rd, Osprey, FL 34229

/39
$569,000
- 4 Beds
- 2 Baths
- 2,363 Sq Ft
104 Shoreland Dr, Osprey, FL 34229

Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect

Mackenzie Davis OAKSTRAND REALTY

104 Shoreland Dr, Osprey, FL 34229
/2
$925,000 Sold Mar 03, 2025
- 2,928 Sq Ft
- $316/SF
- 118 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
1200 Mallard Marsh Dr, Osprey, FL 34229

Location, Location, Location!!!!!! This 4 Bedroom, 3 bathroom, and den home also has a 3 Car garage! This home has some of the very best views of a large lake and it backs up to Oscar Shear State Park. Across the street from the front is beautiful butterfly park for total refuge and privacy. The roof is a brand-new slate roof with a 25-year warranty! The entire house has hurricane impact glass

Sharon Osborne, PA RESULTS REALTY GROUP LLC

1200 Mallard Marsh Dr, Osprey, FL 34229

/86
Est $1,651,669 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,087 Sq Ft
435 E MacEwen Dr, Osprey, FL 34229

435 E MacEwen Dr, Osprey, FL 34229

/24
$539,000
- 2 Beds
- 2 Baths
- 1,738 Sq Ft
1363 New Forest Ln, Osprey, FL 34229

Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice

Pamela Strom RE/MAX PLATINUM

1363 New Forest Ln, Osprey, FL 34229
/2
$425,000 Sold Feb 25, 2025
- 1,648 Sq Ft
- $258/SF
- 140 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
2068 Preymore St, Osprey, FL 34229

Your opportunity awaits to live in this beautiful 3-bedroom, 2 bath home situated on a quiet street with no HOA fees and no flood zone! Lovely landscaping and great curb appeal. This home lives larger than the square footage would indicate offering a large great room, ample dining room and spacious primary suite. Cathedral ceilings, pocket sliding doors and open floor plan lend itself to easy

Karen Geiger COLDWELL BANKER SARASOTA CENT.

2068 Preymore St, Osprey, FL 34229

/69
Est $615,043 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,144 Sq Ft
521 Bayshore Dr, Osprey, FL 34229

521 Bayshore Dr, Osprey, FL 34229

/38
$1,295,000
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
385 N Point Rd Unit 903, Osprey, FL 34229

From the moment the private elevator doors open, the panorama of the view has you at ‘hello,” with a northwest-facing expanse over the preserve, the lagoon below, Sarasota Bay and the Gulf beyond. This orientation brings cooler interiors, dramatic natural light and unforgettable sunsets. Rare 10’ ceilings amplify the spaciousness and invite the light to flow freely throughout this 2,778-sq.-ft.

Ryan Ackerman COLDWELL BANKER REALTY

385 N Point Rd Unit 903, Osprey, FL 34229
/2
$656,000 Sold Feb 21, 2025
- 2,125 Sq Ft
- $309/SF
- 61 Days On Market
- 3 Beds
- 2 Baths
- Built 2002
1109 Scherer Way, Osprey, FL 34229

This fabulous residence, featuring a new tile roof installed in November 2024 and hurricane-impact windows and shutters for the patio doors, is set against the backdrop of a sparkling lake, offering stunning scenic views and a vibrant array of local wildlife. In the Woodlands of Rivendell, a picturesque community known for its extensive green spaces, parks and 24 serene lakes, this home provides

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1109 Scherer Way, Osprey, FL 34229

/96
Est $1,686,744 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,857 Sq Ft
627 N MacEwen Dr, Osprey, FL 34229

627 N MacEwen Dr, Osprey, FL 34229

/54
$499,000
- 3 Beds
- 2 Baths
- 1,885 Sq Ft
519 Bayview Ave, Osprey, FL 34229

Live the Sarasota Coastal Lifestyle in Bay Acres – Boating Community! Nestled in the desirable waterfront neighborhood of Bay Acres, this charming 3-bedroom, 2-bath with extra Bonus Florida room and 2 car garage home offers a rare combination of coastal convenience, spacious living, and modern updates. Perfect for boating and RV enthusiasts, the property includes a 42' x 16' parking pad with

Michael Gray COLDWELL BANKER REALTY

519 Bayview Ave, Osprey, FL 34229
/2
$740,000 Sold Feb 21, 2025
- 2,707 Sq Ft
- $273/SF
- 25 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2001
1076 Mallard Marsh Dr, Osprey, FL 34229

Welcome to the POOL home at the sought after RIVENDELL. This spacious home is located in the acclaimed PINEVIEW SCHOOL DISTRICT.OVERSIZED LOT BACKING TO A PRESERVE. Three bedroom plus den and two full bathrooms plus half bath. The mature landscaped lawn welcomes you to enter the double glassed doors with transom windows into the spacious open floor-plan home. You will find the vaulted

Reeny Kaney RE/MAX ALLIANCE GROUP

1076 Mallard Marsh Dr, Osprey, FL 34229

/3
Est $245,551 Not Listed For Sale
- 2 Beds
- 2 Baths
- 858 Sq Ft
110 Oak St, Osprey, FL 34229

110 Oak St, Osprey, FL 34229

/55
$597,000
- 2 Beds
- 2 Baths
- 1,404 Sq Ft
120 Villa Dr Unit 120, Osprey, FL 34229

Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel

Hansel Pitts COLDWELL BANKER SARASOTA CENT.

120 Villa Dr Unit 120, Osprey, FL 34229
/2
$615,000 Sold Feb 21, 2025
- 1,932 Sq Ft
- $318/SF
- 86 Days On Market
- 2 Beds
- 2 Baths
- Built 1999
242 Hidden Bay Dr Unit 403, Osprey, FL 34229

Enjoy breathtaking 180º views of the Intracoastal Waterway and Little Sarasota Bay from this beautifully updated fourth-floor unit in Baypointe Vista, Osprey. Priced to sell, this inviting residence features a spacious foyer with engineered hardwood floors, 8-foot doors, open floorplan, split bedrooms and a soothing neutral color palette. The home showcases unobstructed views of Casey Key and

Tina Renta KELLER WILLIAMS ISLAND LIFE REAL ESTATE

242 Hidden Bay Dr Unit 403, Osprey, FL 34229

/11
Est $851,509 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

Showing Results 241 - 280, Page 7 of 18

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