Osprey Homes with Attached Property Description

Osprey Homes with Attached Property Description

Welcome to Osprey, Florida – a hidden gem nestled in the heart of Sarasota County, where the serene beauty of coastal living meets a vibrant community atmosphere. Located just south of the bustling city of Sarasota and adjacent to the charming Nokomis, Osprey offers a perfect blend of tranquility and convenience. Here, you’ll find stunning waterfront views, lush landscapes, and a rich cultural heritage that makes this area truly special.

Osprey is renowned for its picturesque parks, pristine beaches, and a myriad of outdoor recreational activities. Whether you’re exploring the scenic trails of the Oscar Scherer State Park or enjoying a day at the nearby Nokomis Beach, there’s no shortage of natural beauty to appreciate. The community is also home to the historic Spanish Point, where you can delve into the area's fascinating history and enjoy breathtaking views of the intercoastal waterways.

When it comes to real estate, Osprey boasts an impressive array of homes that cater to diverse lifestyles. From charming single-family residences with attached properties to luxurious waterfront estates, there’s something for everyone. Many of these homes feature spacious layouts, modern amenities, and beautifully landscaped yards, perfect for family gatherings or quiet evenings under the stars.

Living in Osprey means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a tight-knit community. With its ideal location, stunning scenery, and welcoming atmosphere, Osprey is not just a place to live – it’s a place to thrive. Discover your dream home in this enchanting region and experience all that Osprey has to offer!

Newest Osprey Homes with Attached Property Description

242 Lookout Point Drive, Osprey
$995,000
4 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

242 Lookout Point Drive, Osprey
409 N Point Road Unit 601, Osprey
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience luxury living in this spacious, light-filled corner residence offering nearly 2,600 square feet of elegant living space. Featuring three bedrooms, a den/office, and three full baths, this exceptional condo also includes access to two elevator banks, two assigned second-level parking spaces, and a climate-controlled storage unit. Located behind the secure gates of The Oaks Preserve, this unit has a thoughtfully designed open floor plan showcasing beautiful flooring throughout, crown molding, two wine reserve refrigerators, and a smart Nest thermostat. The updated kitchen features granite countertops and premium stainless-steel appliances, including Bosch and GE Monogram. The spacious master suite offers private balcony access, a walk-in closet, and an updated spa-inspired bath with dual vanities, a custom-tiled shower, and a soaking tub. When you step out onto the screened balcony, equipped with Kevlar hurricane shutters, you will be taken with the expansive views over the Preserve and out to the Bay. And, as another perfect Florida day ends, this is the perfect place to take in breathtaking sunsets, as the sky is drenched with gorgeous color. Residents of the Meridian enjoy exclusive amenities, including a heated pool and spa, workout room and outdoor grilling area. Additionally, with mandatory club membership, you can take advantage of all that The Oaks offers: two championship 18-hole golf courses, an award-winning racquets program with 12 Har-Tru courts, pickleball courts, a junior Olympic community pool, state-of-the-art WellFit center and casual-to- refined dining options. There is currently no waiting list for either Golf or Sports/Social membership.

409 N Point Road Unit 601, Osprey
409 N Point Road Unit 803, Osprey
$985,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
ENJOY BREATHTAKING SUNSET VIEWS ACROSS LITTLE SARASOTA BAY AND THE GULF FROM THIS STUNNING 8TH-FLOOR PENTHOUSE! This exceptional 2,203SF Condominium offers 3 Bedrooms, 3 Full Baths, a coveted Private 2-Car Garage, and the privacy of the highly sought-after, gated Oaks Preserve neighborhood. Arrive through your private elevator foyer and step into a home where panoramic, unobstructed views of Little Sarasota Bay and the Gulf immediately take center stage. Thoughtfully designed with an impressive array of upgrades, the residence features high ceilings, crown molding, hardwood and tile flooring, and a beautifully appointed kitchen with a large island and seating area, granite countertops, stainless steel appliances, solid-wood cabinetry, and ample storage. The spacious Owner’s Suite is a peaceful retreat, complete with a generous walk-in closet, custom-tiled shower, relaxing soaking tub, and dual vanities. Step outside onto the expansive balcony and enjoy a serene setting surrounded by spectacular water views, abundant wildlife, and unforgettable Gulf sunsets. Hurricane-impact windows and sliding doors provide added peace of mind. Climate-controlled storage is conveniently located on the second floor. Residents of Meridian enjoy an array of private amenities, including a heated pool and spa, fitness center, and outdoor grilling area, along with access to the exceptional amenities of The Oaks Club’s main campus. Experience elevated coastal living, spectacular views, privacy, and resort-style amenities—all from this remarkable penthouse at The Oaks. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional residence is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location.

409 N Point Road Unit 803, Osprey
7204 Jessie Harbor Drive Unit 7204, Osprey
$395,000
2 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
**BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates. The fully renovated interior showcases an impressive kitchen with quartz countertops, solid wood cabinetry, stainless steel appliances, and CoreTec luxury vinyl flooring throughout (except the guest bedroom). The spacious owner's suite features custom built-in closets and cabinetry, complemented by an elegantly updated en-suite bath. Multiple sliding glass doors open to an expansive screened balcony, where peaceful Florida nature views create the perfect setting to relax and unwind. Located within the secure, gated community of Blackburn Harbor, residents enjoy an exceptional waterfront lifestyle with boat docks (subject to availability), kayak launch and storage, direct Intracoastal access, a community pool, tennis and pickleball courts, fitness center, clubhouse, gazebo with BBQ area, and abundant natural surroundings. Private covered parking and ground-level storage are also included. Ideally situated in Osprey between Sarasota and Venice, Blackburn Harbor is just minutes from nationally ranked Pine View School, the Legacy Trail, Gulf beaches, shopping, dining, and everything the Gulf Coast lifestyle has to offer. RECENT COMMUNITY IMPROVEMENTS INCLUDE: Asphalt paving, irrigation, walkways, walkway lighting, and upgraded lighting for the tennis and pickleball courts.

7204 Jessie Harbor Drive Unit 7204, Osprey
51 Mac Ewen Drive Unit 14, Osprey
$285,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.

51 Mac Ewen Drive Unit 14, Osprey
14041 Bellagio Way Unit 214, Osprey
$700,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.

14041 Bellagio Way Unit 214, Osprey
242 Hidden Bay Drive Unit 602, Osprey
$700,000
2 Beds ⋅ 2 Baths ⋅ Baypointe Vista SubDv. ⋅ 34229 Zip Code
PENTHOUSE WATERFRONT LIVING WITH STUNNING BAY VIEWS! This exceptional sixth-floor residence at Hidden Bay offers expansive views across Little Sarasota Bay and the Intracoastal Waterway, with the Gulf beyond Casey Key in the distance. From the moment you enter, soaring ceilings, tall interior doors, abundant natural light, and water views throughout the main living areas create a bright and inviting sense of space. The spacious great room seamlessly combines living and dining areas and opens to an enclosed waterfront sunroom—an ideal spot to relax, entertain, or simply enjoy breathtaking sunsets over the bay. The kitchen features ALL NEW APPLIANCES, including a side-by-side refrigerator/freezer, microwave, range/oven, and dishwasher, along with a counter-height breakfast bar, pantry storage, and adjoining dining nook. A separate den provides versatile space for a home office, media room, or guest area. The waterfront primary suite is designed to take full advantage of the spectacular views, with a wall of windows and impact sliders opening to the adjacent sunroom. The luxurious en-suite bath features dual vanities, a soaking tub, walk-in shower, water closet, and dedicated makeup vanity, while multiple closets provide generous storage. The second bedroom offers an adjoining bath and walk-in closet. Luxury vinyl flooring extends throughout the bedrooms and den, and a NEW WASHER AND DRYER are conveniently located inside the residence. A private, fully enclosed TWO-CAR GARAGE provides secure parking and additional storage. Furnishings are included, allowing the residence to convey turnkey as presented, or they can be removed according to the buyer’s preference. Hidden Bay is a gated waterfront community offering an impressive array of amenities, including a clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, kayak storage and launch, and a scenic mangrove boardwalk leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay places you conveniently between Sarasota and Venice, with easy access to Gulf beaches, the Legacy Trail, shopping, dining, and the many attractions of Florida’s Gulf Coast. A rare opportunity to enjoy penthouse-level waterfront living, spectacular sunsets, resort-style amenities, and the convenience of a private two-car garage—all in one exceptional Osprey residence.

242 Hidden Bay Drive Unit 602, Osprey
1811 Highland Road, Osprey
$399,000
2 Beds ⋅ 2 Baths ⋅ Towns-End Shores SubDv. ⋅ 34229 Zip Code
PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches. Walking distance to Casey Key Mainland (Chef Rolfs), private community Shoreland Park & Oscar Scherer State Park. Minutes away from COSTCO, Publix, Target, Richard's, YMCA Potter Park, waterfront dining (Casey Key Fish House & Tiki bar - waterfront , Spanish Point restaurant & Tiki Bar. The townhouse is close to Laurel Rd and Sarasota Memorial Hospital. Property is managed by owner. Timely response to accommodate your needs. Summary of amenities: PARKING: 2-CAR TANDEM GARAGE HOA PRIVATE COMMUNITY 1 BLOCK FROM INTERCOASTAL SCREENED BALCONY CEILING FANS VAULTED CEILING CENTRAL AIR UPGRADED TALL CABINETS GRANITE COUNTERTOP STAINLESS STEEL APPLIANCES CONVECTION RANGE/OVEN/AIRFRYER MICROWAVE DISHWASHER IN-SINK DISPOSAL SMART REFRIGERATOR DINING ROOM & FAMILY ROOM MASTER BEDROOM WITH WALK-IN CLOSET MASTER BATH GUEST BEDROOM ADDITIONAL STORAGE IN LOWER FLOOR OR GARAGE AIR CONDITIONING WASHER/DRYER SPRINKLER SYSTEM COMMUNITY SWIMMING POOL WITH LOUNGE CHAIRS + USE OF CASEY KEY MAINLAND POOL WALK/BIKE TO TOP RATED PINEVIEW SCHOOL, WALLMART, POST OFFICE, LEGACY BIKE TRAIL CLOSE TO SIESTA KEY, NOKOMIS BEACH, VENICE BEACH, OSCAR SCHERER STATE PARK HUGE FURNISHED BONUS ROOM ON FIRST FLOOR OUTDOOR GRILL Water heater is 17 years old. Turn-key ready!

1811 Highland Road, Osprey
3603 N Point Road Unit 702, Osprey
$1,395,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning Views of Little Sarasota Bay and the Gulf of America. Premium features abound throughout this Open FloorPlan and include High Ceilings, Crown Moldings, Impressive Kitchen with solid Maple cabinets, Granite countertops and Stainless Steel appliances, gorgeous Marble and Hardwood Maple flooring, ample storage, and much more! The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious Balcony offers a serene setting where you can view wonderful wildlife and Gorgeous Sunsets! Climate-controlled storage unit. The adjacent Amenity Center offers exclusive access to Meridian Condo residents and features a Heated Pool & Spa, Fitness facility and Outdoor Grilling area. 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 amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches including #1 Ranked SIESTA BEACH and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR**

3603 N Point Road Unit 702, Osprey
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