Osprey, FL Homes

/2
$2,100,000 Sold Jan 24, 2025
- 3,896 Sq Ft
- $539/SF
- 140 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1989
627 Eagle Watch Ln, Osprey, FL 34229

**EXQUISITELY DESIGNED and BRILLIANTLY RENOVATED, CUSTOM GOLF COURSE ESTATE with SPECTACULAR WATER VIEW** is situated on the Interior HERON GOLF COURSE and is located on a tranquil, cul-de-sac street behind the Secure Gates of The Oaks Country Club neighborhood. Framed by stunning Grand Oaks, your approach will only be enhanced upon entering through the grand double doors and gazing out across

Mark Lyda GENEROUS PROPERTY

627 Eagle Watch Ln, Osprey, FL 34229

/30
Est $145,184 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

/64
$4,750,000
- 3 Beds
- 3 Baths
- 2,582 Sq Ft
1049 N Casey Key Rd, Osprey, FL 34229

Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling one-plus-acre estate, with 107 feet of pristine gulf frontage, a walkable sandy beach, on a private road with security offering unparalleled privacy, is your personal slice of heaven. Surrounded by majestic live oaks, this property is a rare gem that embodies the timeless beauty of Old Florida

Lisa Napolitano PREMIER SOTHEBYS INTL REALTY

1049 N Casey Key Rd, Osprey, FL 34229
/2
$325,000 Sold Jan 17, 2025
- 623 Sq Ft
- $522/SF
- 0 Days On Market
- 1 Bed
- 1 Bath
- Built 1990
51 MacEwen Dr Unit 20, Osprey, FL 34229

**BEAUTIFUL VIEW FROM THIS 2ND STORY, RENOVATED EFFICIENCY CONDO UNIT WITH BALCONY OVERLOOKING THE OAKS CLUBHOUSE ACROSS EXPANSIVE POND WITH FOUNTAIN** THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where

Mark Lyda GENEROUS PROPERTY

51 MacEwen Dr Unit 20, Osprey, FL 34229

/50
Est $563,014 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,789 Sq Ft
529 Meadow Sweet Cir, Osprey, FL 34229

529 Meadow Sweet Cir, Osprey, FL 34229

/9
$145,900
- Land
- 0.18 Acre
- $810,556 per Acre
0 Cordes St Unit MFRN6137674, Osprey, FL 34229

Location, Location, Location.Great corner lot in a very quiet neighborhood, perfect to build your dream house. 10 minutes to Siesta beach and Nokomis beach. Pine View School, Nokomis School and Venice High school are within few miles. For outdoor activities Oscar Scherer Park and Legacy Trial are also very close. This area is surrounded by good restaurants and great shopping centers. Lot is

Zuzanna Kacprzak CENTURY 21 SCHMIDT REAL ESTATE

0 Cordes St Unit MFRN6137674, Osprey, FL 34229
/2
$1,222,500 Sold Jan 17, 2025
- 3,020 Sq Ft
- $405/SF
- 25 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2006
14021 Bellagio Way Unit 201, Osprey, FL 34229

Welcome to Unit #201 in the exclusive Bellagio Harbor Village, where luxury meets the serene beauty of Florida’s Gulf Coast! Nestled in a prime location in Osprey, this spacious 3-bedroom, 3.5-bathroom with study condo offers nearly 3,000 sq. ft. of elegant living space designed with comfort and sophistication in mind. This luxury penthouse is currently the only unit that includes a 50 ft Boat

Brian Wood COMPASS FLORIDA LLC

14021 Bellagio Way Unit 201, Osprey, FL 34229

/68
Est $945,753 Not Listed For Sale
- 6 Beds
- 3 Baths
- 3,982 Sq Ft
1081 Scherer Way, Osprey, FL 34229

1081 Scherer Way, Osprey, FL 34229

/60
$11,750,000
- 5 Beds
- 8 Baths
- 8,050 Sq Ft
1216 N Casey Key Rd, Osprey, FL 34229

This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family

Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

1216 N Casey Key Rd, Osprey, FL 34229
/2
$579,000 Sold Jan 16, 2025
- 2,165 Sq Ft
- $267/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 2003
1327 Thornapple Dr, Osprey, FL 34229

This stunning Lee Wetherington-built home in Osprey's Willowbend community beautifully combines Florida's natural charm with elegant living. The desirable Willow floor plan borders a greenbelt and preserve setting and tasteful landscaping that enhances its curb appeal. The enlarged lanai offers a serene private space, just a short distance to the community's heated pool and spa. Inside, the home

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1327 Thornapple Dr, Osprey, FL 34229

/42
Est $594,581 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,165 Sq Ft
1312 Copperwood Dr, Osprey, FL 34229

1312 Copperwood Dr, Osprey, FL 34229

/59
$774,900
- 3 Beds
- 2 Baths
- 2,171 Sq Ft
866 Placid Lake Dr, Osprey, FL 34229

Immerse yourself in the blissful lifestyle located in the Woodlands of Rivendell, where this beautifully appointed home awaits. Situated within a community renowned for its expansive green spaces, parks, 24 shimmering lakes, proximity to Oscar Scherer State Park, heated community pool and nearby Pine View School, this residence offers a truly exceptional living experience. This enchanting

Justin Brunswick KELLER WILLIAMS ON THE WATER S

866 Placid Lake Dr, Osprey, FL 34229
/2
$670,000 Sold Jan 15, 2025
- 2,658 Sq Ft
- $252/SF
- 71 Days On Market
- 3 Beds
- 3 Baths
- Built 2002
193 Willow Bend Way, Osprey, FL 34229

Adorable South Sarasota, Custom Built, 3-Bed, 3-Bath, pool home in highly desirable, centrally located Park Trace Estates. New tile roof installed July 2024 & new interior paint, new carpet, stainless refrigerator & range in 2024, Dual -Zone AC 2018. In 2007 an addition was added with option for In-Law Suite, Game Room, or large office. This home offers low HOA fees, great curb appeal and

Bill Cantrell FLORIDA HOME TEAM LLC

193 Willow Bend Way, Osprey, FL 34229

/38
Est $658,472 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,269 Sq Ft
615 Crane Prairie Way, Osprey, FL 34229

615 Crane Prairie Way, Osprey, FL 34229

/95
$2,745,000
- 4 Beds
- 3.5 Baths
- 3,953 Sq Ft
49 Osprey Point Dr, Osprey, FL 34229

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes,

Jonathan Abrams MICHAEL SAUNDERS & COMPANY

49 Osprey Point Dr, Osprey, FL 34229
/2
$1,000,000 Sold Jan 10, 2025
- 2,187 Sq Ft
- $457/SF
- 97 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2006
14021 Bellagio Way Unit 204, Osprey, FL 34229

Million Dollar Water Views from Every Major Room. This is your chance to buy one of the best units in this great development. Updated to the highest standard. Located on the first floor, which gives easy access to Pool/Spa & Grille/Smoker area. Impressive views of the Bay & Marina. Elevator to your own front entry & into an impeccable Condo. Entry Foyer has Storage Closet & Powder Room. Then step

Kym Biggar ALLISON JAMES ESTATES & HOMES

14021 Bellagio Way Unit 204, Osprey, FL 34229

/43
Est $504,902 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,040 Sq Ft
1130 Beachcomber Ct, Osprey, FL 34229

1130 Beachcomber Ct, Osprey, FL 34229

/51
$950,000 Open Sun 1PM - 4PM
- 3 Beds
- 2.5 Baths
- 2,199 Sq Ft
14021 Bellagio Way Unit 309, Osprey, FL 34229

A boaters paradise. Discover the epitome of coastal living in this stunning 3-bedroom, 2.5-bathroom condo located in the highly desired, Bellagio Harbor Village. Nestled in between Sarasota Big Pass and the Venice Jetty, just minutes from Midnight pass and the gulf, this property offers prompt access to Sarasota County’s pristine beaches, fine dining, and boutique shopping.With a generous

Tristin Hopler EXP REALTY LLC

14021 Bellagio Way Unit 309, Osprey, FL 34229
/2
$495,000 Sold Dec 27, 2024
- 2,116 Sq Ft
- $234/SF
- 88 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
502 Oak Bay Dr, Osprey, FL 34229

INCREDIBLE NEW PRICE WITH ALL THE STORM MITIGATION UPDATES COMPLETED FOR YOU! Don't miss the opportunity own this lovely three bedroom two bath home on a private .27 acre cul de sac lot backing up to a treed preserve. Updates include NEW ROOF IN 2021, PLUMBING RE-PIPED IN 2022, WATER HEATER IN 2019, A/C IN 2016, IMPACT WINDOWS & DOORS IN 2009 ALONG WITH HURRICANE SHUTTERS TO ENCLOSE THE REAR

Carey Beychok RE/MAX ALLIANCE GROUP

502 Oak Bay Dr, Osprey, FL 34229

/37
Est $881,221 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,023 Sq Ft
192 Park Trace Blvd, Osprey, FL 34229

192 Park Trace Blvd, Osprey, FL 34229

/26
$224,900
- Land
- 0.30 Acre
- $749,667 per Acre
0 Sarabay Rd, Osprey, FL 34229

Empty residential lot, desirably located in Osprey, Sarasota County. This prime piece of land offers a fantastic opportunity to build your dream home in a sought-after neighborhood. Enjoy the charm of Osprey, with its proximity to beautiful beaches, top-rated schools, shopping, dining, and outdoor recreation. Don’t miss out on this exceptional investment in a growing community!Location is

Marta Marszalek CHARLES RUTENBERG REALTY INC

0 Sarabay Rd, Osprey, FL 34229
/2
$750,000 Sold Dec 20, 2024
- 1,950 Sq Ft
- $385/SF
- 14 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
260 Hidden Bay Dr Unit B-402, Osprey, FL 34229

Fully furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy

Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

260 Hidden Bay Dr Unit B-402, Osprey, FL 34229

/29
Est $2,329,176 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,747 Sq Ft
162 Puesta Del Sol, Osprey, FL 34229

162 Puesta Del Sol, Osprey, FL 34229

/50
$1,685,000 Open Sun 1PM - 3PM
- 3 Beds
- 3 Baths
- 2,402 Sq Ft
364 El Greco Dr, Osprey, FL 34229

This exquisite waterfront residence offers a dreamlike lifestyle with expansive views of the canal and bay, making it a gem in Sorrento Shores. Boaters dream, 10,000-pound lift in your backyard, 20 minutes to Venice Inlet with access to the turquoise waters of The Gulf. On a prime cul-de-sac lot, the home boasts a stunning circular driveway adorned with majestic Royal Palms, enhancing its curb

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

364 El Greco Dr, Osprey, FL 34229
/2
$295,000 Sold Dec 17, 2024
- 1,316 Sq Ft
- $224/SF
- 2 Beds
- 2 Baths
- Built 1979
104 Woodland Place, Osprey, FL 34229

Serene sanctuary in a pet-friendly, resort-style community. Pine Run is known for its “Old Florida” character complimented by unique architecture. Units are designed with few if any common walls & offers a feeling of living with nature. This condo is no exception, with a large screened-in porch, bedroom privacy gardens, fenced patio, & private atrium, providing a light, bright feel to the entire

Stellar Non-Member Agent Stellar Non-Member Office

104 Woodland Place, Osprey, FL 34229

/84
Est $1,195,722 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,556 Sq Ft
513 S Creek Dr, Osprey, FL 34229

513 S Creek Dr, Osprey, FL 34229

/72
$244,950
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
362 Pine Run Dr Unit 362, Osprey, FL 34229

Welcome to 362 Pine Run Drive, a 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. Looking for a little more privacy? Access a large, private

Priscilla Adams COMPASS FLORIDA LLC

362 Pine Run Dr Unit 362, Osprey, FL 34229
/2
$1,280,000 Sold Dec 17, 2024
- 2,844 Sq Ft
- $450/SF
- 0 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1988
219 Saint James Park, Osprey, FL 34229

**BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE, IDEALLY LOCATED** in the Coveted “Saint James Park” Cul De Sac neighborhood, offers Close Proximity to The Oaks Country Club and Amenities. Overlooking the Eagle Golf Course and Boasting 3 EN SUITE BEDROOMS with Private Balconies (including Two Primary Bedrooms, 1st and 2nd Floors) and 3 FULL and 1 HALF BATHS, this charming residence is priced BELOW

Mark Lyda GENEROUS PROPERTY

219 Saint James Park, Osprey, FL 34229

/47
Est $394,744 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,473 Sq Ft
217 Patterson Ave, Osprey, FL 34229

217 Patterson Ave, Osprey, FL 34229

/92
$1,300,000
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
393 N Point Rd Unit 604, Osprey, FL 34229

Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome

Debbie Baraona ROBERT SLACK LLC

393 N Point Rd Unit 604, Osprey, FL 34229
/2
$730,000 Sold Dec 16, 2024
- 2,369 Sq Ft
- $308/SF
- 36 Days On Market
- 3 Beds
- 3 Baths
- Built 1990
356 S Creek Dr, Osprey, FL 34229

Nestled in the well-established, gated waterfront community of South Creek, this meticulously maintained 3-bedroom, 3-bathroom single-story home with an office offers a blend of sophistication, warmth, and functionality across 2,369 sqft of beautifully designed living space. Step through the striking stained glass French doors into an expansive great room, where vaulted ceilings and natural light

Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

356 S Creek Dr, Osprey, FL 34229

/60
Est $1,118,840 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,738 Sq Ft
228 Lookout Point Dr, Osprey, FL 34229

228 Lookout Point Dr, Osprey, FL 34229

/53
$395,000
- Land
- 0.24 Acre
- $1,645,833 per Acre
51 N Tamiami Trail, Osprey, FL 34229

Excellent location! Corner lot Zoned CG (Commercial General) with 117 feet of frontage on US 41 in Osprey, just north of Bay Street. Prime area of growth in Sarasota County next to Calico Corners, Bay St., Spanish Point restaurants, Sarasota crew and Super Walmart. Perfect opportunity for your own business or investment. Great accessibility on 3 sides for ingress and egress (US 41, Shumard, and

Betsy De Manio COLDWELL BANKER REALTY

51 N Tamiami Trail, Osprey, FL 34229
/2
$2,400,000 Sold Dec 16, 2024
- 5,153 Sq Ft
- $466/SF
- 62 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1999
425 E MacEwen Dr, Osprey, FL 34229

WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF

Robert Anderson Jr RE/MAX ALLIANCE GROUP

425 E MacEwen Dr, Osprey, FL 34229

/2
Est $543,769 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,204 Sq Ft
685 Clear Creek Dr, Osprey, FL 34229

685 Clear Creek Dr, Osprey, FL 34229

/49
$2,350,000
- 3 Beds
- 2 Baths
- 1,977 Sq Ft
18 N Casey Key Rd, Osprey, FL 34229

Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat with a good book or work from home options. The classic coastal style provides a view of the bay and intracoastal waterway from the primary bedroom.

Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

18 N Casey Key Rd, Osprey, FL 34229
/2
$975,000 Sold Dec 13, 2024
- 3,093 Sq Ft
- $315/SF
- 109 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1977
209 Keel Way, Osprey, FL 34229

This quintessential Spanish Mediterranean mini estate will immediately wow you as you drive up the bricked driveway, open the wrought iron gated entry to the exquisite arched Roman front door creating the old world ambience. Entertain in this meticulously maintained home with a light & bright open floor plan where cathedral ceilings showcase the dining & living areas, the stunning kitchen with

Cindy Furtado WATERSIDE REALTY LLC

209 Keel Way, Osprey, FL 34229

/55
Est $982,435 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,360 Sq Ft
792 Placid Lake Dr, Osprey, FL 34229

792 Placid Lake Dr, Osprey, FL 34229

/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
$300,000 Sold Dec 13, 2024
- 1,135 Sq Ft
- $264/SF
- 150 Days On Market
- 2 Beds
- 2 Baths
- Built 2014
153 Navigation Cir Unit 106, Osprey, FL 34229

Live your best days in this gated community where peace and tranquility will find you. This two-bedroom, two-bath condominium comes with a one-car garage directly underneath the residence giving the homeowner ease and comfort when entering and exiting their home. Upon entering you will notice the great flow throughout, the high ceilings, the spacious layout, and the natural lighting coming

Peggy Olson PREMIER SOTHEBYS INTL REALTY

153 Navigation Cir Unit 106, Osprey, FL 34229

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