One of the most popular communities provided by {{page_data.agentName}}

Osprey

One of the most popular communities provided by Michael Graf

Osprey

About Osprey

<p>Osprey is a tranquil coastal community tucked between Sarasota and Venice, offering a perfect blend of natural beauty and upscale living. Known for its peaceful vibe, top-rated schools, and access to the Intracoastal Waterway, Osprey is ideal for nature lovers and boaters. Residents enjoy quick access to parks like Oscar Scherer State Park, waterfront dining, and nearby beaches. With elegant neighborhoods, quiet streets, and a strong sense of community, Osprey is a hidden gem on Florida’s Gulf Coast.</p>
One of the most popular communities provided by Michael Graf
140
# of Listings
3
Avg # of Bedrooms
$420
Avg. $ / Sq.Ft.
$955,580
Med. List Price

Browse Osprey Real Estate Listings

49 Properties Found. Page 1 of 4.

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.

As you arrive, the mature tropical landscaping and stately curb appeal immediately set the tone. Step inside, and you’ll find a generously sized home designed with both relaxation and entertaining in mind. The heart of the home flows seamlessly into the outdoor oasis, where a sparkling private pool invites you to spend endless days under the Florida sun. Whether hosting friends for a casual barbecue, unwinding with a sunset swim, or enjoying your morning coffee poolside, this space truly embodies indoor-outdoor living.

Positioned on a corner lot, the home offers privacy, light, and space—perfect for family gatherings or a peaceful retreat. Large windows, open living areas, and high ceilings create an airy, welcoming atmosphere, while spacious bedrooms provide comfort for both owners and guests. A washer and dryer convey with the sale, along with a brand-new pool table, adding convenience and enjoyment for the new owners.

Life in Southbay Yacht & Racquet Club is more than just a home—it’s a lifestyle. Imagine walking down to the deep-water marina to set sail into the Gulf, joining neighbors for tennis or pickleball at the club, or enjoying a sunset stroll along the water’s edge. With a full social calendar, fitness options, and community events, Southbay offers something for everyone.

Just minutes away, you’ll discover the pristine sands of Siesta Key and Nokomis Beach, world-class dining, and boutique shopping. Here, every day feels like vacation.
#A4665288

OSPREY

1602 SOUTHBAY DRIVE

4 Beds

3 Baths

4,160 Sq.Ft.

$995,000

MLS#: A4665288

**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES.  This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS.  The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc.  A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to NEW Kitchen & Baths, Interior and Exterior Paint, whole home LED lighting and smart fans, built-in Sound System, Flooring (tile, luxury vinyl, carpet), Washer & Dryer, water filtration, exterior LED lighting, pavered driveway, Irrigation system, privacy fence, storage shed and So Much MORE!  Relish in the utmost Florida lifestyle with a Saltwater Pool in a large, screened lanai with covered seating area while overlooking the serene and private landscape.  Enjoy peace of mind with NEW HURRICANE IMPACT WINDOWS and DOORS, MASONRY Wall Construction, and a structure situated in Flood Zone “X”. LOW HOA. Ideally Located close to Area Beaches including #1-Rated SIESTA BEACH, the Popular LEGACY BIKE TRAIL, #1-Rated PINE VIEW SCHOOL, Shopping, Downtown Sarasota and Venice cultural venues, and all that Florida’s Gulf Coast Living has to offer. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR**
#A4660895

OSPREY

599 PINE RANCH EAST ROAD

3 Beds

2 Baths

2,815 Sq.Ft.

$995,000

MLS#: A4660895

Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private Lee
Wetherington custom home that will check all the boxes, and more. Situated on one of the
largest lots and surrounded by preserve for privacy, you’ll find essence and elegance as the
color palette interplays with natural light, and the southern facing lanai and pool will be where
you can enjoy the maintenance free lifestyle, and the quality of life second to none. Enter the
foyer through 8’ insulated front doors with impact glass, and 12’ high ceilings with wide
decorative crown molding. Designer exceptional interior and exterior details and finishes are
completed and tastefully appointed. The kitchen offers custom 42” wood upper cabinetry with
over and under cabinet lighting, granite countertops, a decorative tile backsplash, center island
with base cabinetry, a pantry with rollout shelving, stainless appliances (2023), and a seamless
glass aquarium window in the breakfast nook. The great room has 17” stone tile flooring,
custom built-in cabinetry and a custom designed stone fireplace with electric logs. The open
floor plan dining room has a hand painted tray ceiling, and a built in buffet with a granite top
and 42” upper cabinets with glass inserts. A fantastic escape awaits when you walk out your
sliding glass doors to the outdoor oasis that includes a newly resurfaced custom designed pool and spa
with a waterfall feature and a new pool screen and cage with a panoramic view maximizing the
enjoyment of the outdoor space. A dry bar/buffet makes entertaining outdoors so easy. The
primary suite offers an extended office/owner’s retreat with a custom designed built in desk and
cabinetry, handsome bamboo wood floors, two large walk-in closets with built-ins, a primary bath with
new vanities, undermount sinks, and designer brass and chrome fixtures. The second light and
bright guest suite has wood floors, a bay window with plantation shutters and an ensuite
custom designed bath. Additional special features include a new roof (2023) new landscaping
and sod, a paver brick driveway, and an oversized 2 car garage with tandem parking for a 3rd car
and tons of storage and cabinetry. Experience the best in this move in ready home, and begin
your lifestyle at The Oaks Country Club, with the best location in Sarasota County. Centrally
located to all the beautiful beaches and offering two 18 hole championship golf courses, tennis,
pickleball, croquet, fitness center, dining, and a wide variety of social options. The Oaks is a
Platinum Club of America, an Elite Distinguished Club of The World, and best of all there is no
waitlist for a golf or social membership! Don't wait to begin your terrific and exceptional lifestyle!
#A4662015

OSPREY

105 TURQUOISE LANE

3 Beds

2 Baths

3,465 Sq.Ft.

$995,000

MLS#: A4662015

Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile flooring and a wall of sliding glass doors that seamlessly connect to the expansive covered lanai. The open floor plan is perfect for entertaining, with a dining area adjacent to the sophisticated kitchen equipped with 42” cabinets, stone countertops, stainless steel appliances, a breakfast bar, and easy access to the grilling area. Relax in the enormous owner’s retreat, thoughtfully secluded for privacy. This luxurious space boasts an ensuite bathroom with dual sinks and a free-standing shower, offering a serene sanctuary for unwinding after a day on the water. The home's layout includes two additional guest suites, providing comfort and privacy for visitors. A separate den with a wood-burning fireplace adds a cozy touch, creating a perfect spot for relaxation or reading. The outdoors are effortlessly integrated with the interior, featuring a lavish 12x60 screened lanai that is ideal for alfresco dining or simply enjoying the serene surroundings. Recent improvements, including newer plumbing throughout, a 2021 roof, and new screened lanai cage, make this home truly maintenance-free. Southbay Yacht & Racquet Club offers a variety of amenities designed to enhance your active lifestyle. The community-owned deep-water marina provides boat slips that accommodate large vessels, ensuring easy access for your nautical adventures. The club features lighted tennis courts, a heated community pool, an exercise room, a playground, and numerous clubs and social activities, catering to diverse interests. While the community is beautifully balanced with nature and the Bayfront, you'll still be minutes away from a plethora of fantastic restaurants, shopping destinations, and the pristine Casey Key beach. This sought-after location ensures that you can enjoy the best of both worlds—tranquility and convenience. Southbay Yacht & Racquet Club embodies the perfect blend of luxury and natural beauty, offering a unique opportunity to live an active lifestyle centered around the water. Whether you're an avid boater, a tennis enthusiast, or someone who simply loves the charm of coastal living, this community has something extraordinary to offer.
#A4650720

OSPREY

238 LOOKOUT POINT DRIVE

3 Beds

2 Baths

3,660 Sq.Ft.

$959,000

MLS#: A4650720

A beautiful story book home of Coastal living with mainland conveniences is ready for your discovery. Come see Bayside on Little Sarasota Bay a peaceful and friendly gated Intracoastal community of 49 landscape maintenance-free residences. Bayside residents enjoy access to a private waterfront park overlooking the intracoastal waterway view of Casey Key...oh the sunsets we have for you. Under rebuild is its day dock, kayak launch, fire pit, and event lawn with Adirondack chairs. Your new home is in model condition, and meticulously maintained by one homeowner. Built new in 2018 by Taylor Morrison homes, this Lazio floor plan is professionally decorated in a lighter Florida Coastal theme and has all the luxury features and conveniences you expect. Private preserve view over a heated south facing pool and spacious covered lanai for outdoor dining and living on a travertine deck (outdoor kitchen pre-plumbed). The split-plan design has three ensuite bedrooms, and a large den with French doors. Three stepped ceilings with crown molding, smartly placed recessed lighting, and wide plank laminate floors in all the active living areas. Your show kitchen has quartz countertops with designer accented backsplash, premium raised-panel cabinetry, a 117”x 60” island kitchen with prep sink, GE Café series stainless steel appliances, natural gas 5-burner cooktop, professional exhaust hood, wall microwave and convection oven. Owners’ suite has a large bay window, spa-like bath with walk-in shower, twin vanity sinks, well organized cabinet drawers and large 10’ x 11’ walk-in closet. Guest bedrooms 2 & 3 have their own wings and have ensuite baths. Convenient to shopping, great schools, and the gifted Pine View School, we are minutes to Siesta Key, Nokomis, and Venice beaches, the Legacy Bike Trail junction at Bay Street,  Historic Spanish Point, the charming Venice Island Downtown District of quaint shops & restaurants, waterfront dining, Blackburn Pt. Park, and many restaurants. Two tours for you to explore this home: 3-D and a narrated tour.
#A4666325

OSPREY

3957 WAYPOINT AVENUE

3 Beds

3 Baths

3,433 Sq.Ft.

$955,000

MLS#: A4666325

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 2199 square feet of interior space, this residence has been thoughtfully updated to enhance both comfort and style. Each room sparkles with new lighting, including four chic fans and elegant chandeliers that add a touch of glamour.

The Primary bedroom, along with two additional sleeping quarters, boasts refreshed blinds and windows ensuring a serene escape at day's end. The bathrooms have been revitalized with new toilets, fresh paint, and updated vanities, creating a spa-like ambiance that invites relaxation. The pristine kitchen, a culinary delight, provides stunning sunset views and has been equipped with a brand new faucet.

Step outside to the lanai, where instant access to the pool area offers a seamless blend of indoor and outdoor enjoyment. The newly equipped retractable screens allow for cool mornings when lowered, and breathtaking views when heightened.  Adventure seekers will appreciate the convenience of onsite kayak storage and a launch area, making it easy to explore the natural beauty that surrounds.

This corner of paradise in southwest Osprey not only offers a beautiful dwelling but also an engaging community with all the conveniences nearby. Whether you're basking in your vibrant living space, lounging by the pool, or launching a kayak for a sunset paddle, this condo is a place where every day feels like a vacation.


*Boat slip available, not included in sale*


This premium 50-foot boat slip, offers prime Gulf access just minutes from the newly opened Midnight Pass. Designed to accommodate vessels up to 45 feet in length overall (LOA), the slip is equipped with electricity and fresh water for your convenience. Located in Sarasota's top-rated marina, it offers a serene location off Little Sarasota Bay, ensuring a peaceful and secure docking experience. Situated in the exclusive Casey Key Marina, the slip provides 24-hour access within a gated community, offering both privacy and peace of mind for boat owners.
#A4641653

OSPREY

14021 BELLAGIO WAY 309

3 Beds

2 Baths

2,430 Sq.Ft.

$950,000

MLS#: A4641653

**STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, CORNER UNIT of nearly 2800sf features 3-Beds & 3 Full Baths PLUS Study/Den (or possible 4th Bedroom with Walk-In Closet) and 2 Covered Parking Spaces and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning View of Little Sarasota Bay and the Gulf of Mexico. The brilliantly RENOVATED, Light and Bright interior boasts a spectacular Kitchen with large waterfall island with seating area, Quartz countertops and Newer Stainless-Steel appliances, while other premium features include Plantation and Hurricane Shutters, Luxury Vinyl Plank and tile flooring, Crown moldings, Updated bathrooms with Quartz counters, etc. The Owner’s Bedroom Suite features a Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities. The Spacious Balcony offers an ideal western exposure for enjoying gorgeous sunsets! This residence offers 2 Assigned Parking Spaces and a Climate-controlled Storage unit. This MERIDIAN I Condo Tower boasts a New Roof (2024) and New Elevators (2025 – in progress).  Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of amenities. 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 and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **PLEASE ENJOY VIEWING the 3D VIRTUAL TOUR**
#A4659275

OSPREY

385 N POINT ROAD 404

3 Beds

3 Baths

3,106 Sq.Ft.

$925,000

MLS#: A4659275

Looking for a home you can fall in love with?  The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home.  From the moment you pull up to the pavered driveway, the care taken to maintain this property is evident.  Walk past the two-car garage to the pretty, double front doors with leaded glass and step into the light-filled interior. Here you will find everything you need for comfortable Florida living. There is a dedicated home office off the entryway, with plantation shutters and a ceiling fan.  The formal dining area features a lovely decorative ceiling, and a beautiful built-in buffet with glass-fronted cabinetry.  The great room features another gorgeous piece of built-in furniture; floor to ceiling sliding glass doors connect the screened lanai and this room, making it bright and airy.  The open kitchen, with breakfast bar, features beautiful new granite counters, stainless appliances, a chef’s desk, built-in wine and beverage cooler. The adjoining breakfast nook is flooded with natural light that streams through the aquarium window and offers an amazing view over the pool and spa.  The master suit is huge and has a sitting area with a built-in window seat and large walk-in closets with glass front storage. The spacious master bedroom has  been updated with granite countertops, and features dual sinks, a tub and separate shower and has marble wall accents. The two guest bedrooms are good sized and offer ample closet space. The second bathroom has been tastefully updated with granite counter and marble accents. The 2 car garage, with epoxy floor,  is air conditioned with plentiful storage. Situated in the Bishopscourt neighborhood, behind the secure gates of The Oaks Preserve, this beautiful home backs a lush, tropical preserve providing privacy for the sparkling pool and spa. The lanai has two separate areas surrounding the pool.  A large, covered area with an outdoor kitchen and ceiling fan, the perfect place for al fresco dining in the shade, and pool and spa area, covered by a cage, allowing for frolicking in the sunshine. Or meet your neighbors for a dip in the Bishopscourt community pool.  The Oaks Club amenities include two championship golf courses, an award-winning tennis program, pickle ball and croquet courts, and a state-of-the-art fitness center. With three outstanding restaurants, and a wide variety of social and recreational options, there is no need to look any further than here for the perfect place to enjoy the best of Florida country club living. Club membership is required with homeownership.
#A4664085

OSPREY

21 BAYHEAD LANE

3 Beds

2 Baths

3,119 Sq.Ft.

$925,000

MLS#: A4664085

Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings with a mix of travertine, LVP, and tile flooring, plus a kitchen with solid wood cabinets, stainless steel appliances, beadboard ceiling, and custom backsplash. The screened second-story porch has an electronic roll-up system for open-air or enclosed comfort. A unique “hidden” door design allows the home to function as one residence or two separate units, with the lower level offering its own entrance, bedroom, bath, family room, and laundry—perfect for in-laws, guests, or rental income. Outdoors, enjoy lush landscaping, a tropical pool setting, and unbeatable location just a block from the public dock and kayak launch. Minutes to Sarasota, Venice Island, beaches, Legacy Trail, and Spanish Pointe.
#A4667010

OSPREY

38 W BAY STREET

3 Beds

2 Baths

2,818 Sq.Ft.

$925,000

MLS#: A4667010

**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s Bedroom Suite with Multiple walk-in closets and sitting area and much more! Enjoy the expansive and private outdoor living area in a screened lanai with wet bar and southern exposure overlooking a Garden and Tranquil Preserve. Mostly NEW Hurricane Impact Windows/Door. 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 and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.
#A4633961

OSPREY

293 TURQUOISE LANE

3 Beds

2 Baths

2,998 Sq.Ft.

$910,000

MLS#: A4633961

Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step inside and discover a home where space abounds and possibilities flourish. With three generously sized bedrooms, plus a dedicated dining room (currently being used as a den) and a versatile office/den or 4th bedroom, this home provides all the room you need to work, relax, and entertain, with the flexibility to use the rooms as you see fit. The great room is bathed in natural light, its gleaming wood floors enhancing the clean, contemporary lines of the interior. The updated kitchen will delight any home chef, offering optimal space for cooking and storage, whether you are preparing a casual breakfast or hosting a formal dinner. Enjoy your meals in the dining room, at the breakfast bar, in the cozy nook, or take them outside to the large, screened balcony, where a ceiling fan and the serene backdrop of a lush tropical preserve provide the ideal setting for alfresco dining. The small dry bar with wine cooler and cabinets to store your drink supplies and display your glassware is the perfect addition for when you are entertaining guests.  Retreat to a sumptuous master suite. The large, carpeted bedroom is filled with natural light, and outfitted with a ceiling fan, plantation shutters, and custom closets. The master bathroom has been beautifully redone. With a soaking tub, separate shower and water closet, this space is absolutely gorgeous.   Every inch of this unit has been curated to deliver both style and functionality, ensuring you feel pampered at every turn. Additional features include a large laundry room, Kevlar roll down hurricane shutters, two premium parking spaces and high-quality upgrades throughout. Club membership is required with homeownership.  Residents of Meridian enjoy exclusive access to a private pool, relaxing spa, and a fully equipped workout room. Beyond these, The Oaks offers an impressive array of amenities including 36 holes of championship golf across two courses, twelve HAR-TRU tennis courts (four lighted), a state-of-the-art Wellfit Center, three on-site restaurants with year-round dining, croquet, bocce and pickleball courts and  an active social calendar.
#A4659785

OSPREY

401 N POINT ROAD 304

3 Beds

3 Baths

3,106 Sq.Ft.

$900,000

MLS#: A4659785

END UNIT with RARE THREE CAR GARAGE, IMPACT WINDOWS AND SLIDERS, and sweeping panoramic views. This beautifully appointed Baypointe Vista condo in Osprey blends comfort, style, and convenience, all set against the backdrop of the Intracoastal Waterway and Little Sarasota Bay.

Natural light pours through wide water view windows, while plantation shutters throughout add timeless coastal charm and privacy. The gourmet kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a spacious island perfect for entertaining with the bay as your backdrop.

The open floor plan flows into the living and dining areas and onto the enclosed porch, where 180 degree views of Casey Key and the sparkling bay create a breathtaking focal point. Both oversized bedrooms are en suite with generous walk in closets. The primary suite features dual closets, tranquil water views, and a spa inspired bath with jetted tub, double vanity, and makeup counter. The guest suite has its own private entrance, walk in closet, and full bath.

This residence is offered turnkey furnished and ready for immediate enjoyment. Additional highlights include luxury laminate floors, recessed lighting, a spacious laundry room with cabinetry and sink, impact windows and sliders, and the oversized three car garage which is a rare and valuable feature.

Baypointe Vista is a gated resort style community with a pool, fitness center, tennis and pickleball courts, fishing pier, kayak launch and storage, tiki bar, and an active social calendar. HOA fees cover cable, internet, water, and sewer. Ideally located between Sarasota and Venice, you are just minutes from Gulf beaches, shopping, dining, golf, medical facilities, and Pine View School.

Experience turnkey coastal living with panoramic water views, elegant plantation shutters, and the convenience of a rare three car garage and impact windows and sliders. Schedule your private showing today.
#D6143964

OSPREY

242 HIDDEN BAY DRIVE 401

3 Beds

3 Baths

2,100 Sq.Ft.

$875,000

MLS#: D6143964

This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated.  Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace.  Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new A/C system, dishwasher and garbage disposal in 2025.  Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast.

Southbay Yacht & Racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. ft. clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the Intracoastal Waterway with no fixed bridges to hinder your journey to the Gulf.   Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground.

Ideal location conveniently nestled between downtown Sarasota and downtown Venice, this home is close to top-rated dining, shopping, and entertainment. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School.

Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities
#A4656319

OSPREY

123 WINDWARD DRIVE

3 Beds

2 Baths

2,661 Sq.Ft.

$850,000

MLS#: A4656319

BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available!
Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features an open-concept layout with all bedrooms on the main floor and an upstairs bonus room perfect for guests, a gym, or home office. 
Upgrades include a chef’s kitchen with cherry wine racks, wood floors in the den, walk-in closets, and serene views. Enjoy a private pool, 3-car garage, newer AC and water heater, and hurricane shutters—all in an X flood zone with no CDD.  
Resort-style community amenities include a heated pool, fitness center, tennis/pickleball courts, and playground. HOA covers landscaping, irrigation, cable, and internet. Call and schedule yoru provate showing today!
#A4627320

OSPREY

650 CRANE PRAIRIE WAY

4 Beds

2 Baths

4,092 Sq.Ft.

$845,000

MLS#: A4627320

The Development Site is a lakefront parcel overlooking the community’s internal lake and clubhouse. The concept plan shows 24 2-3 bedroom units in 4 stories over parking, but the parcel has unprecedented zoning and entitlements for up to 42 units. All utilities and the roads are to the development site. The utilities, roads, and parking areas, the gated entrance and the resort-style amenities are completed. The amenities include a beautiful, heated pool/spa area with deck overlooking a tranquil lake with a “fountain island,” an upscale clubhouse with living room which also houses a library, catering kitchen, central salon and fitness center, plus a Tiki Hut and grilling area for entertaining, a kayak launch, and USTA style tennis court and pickleball courts, car wash area, pet park and an elevated boardwalk that meanders through lush mangrove fields out to a long fishing pier, where you can drop a line into the water or watch never-ending sunsets. The community consists of mid-rise and low-rise condominium buildings.
#A4645997

OSPREY

HIDDEN BAY DRIVE

None Beds

None Baths

0.55 acres

$800,000

MLS#: A4645997

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