Osprey Real Estate Search

Osprey Properties for Sale

Our website features the best Osprey real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Osprey real estate market? Sign up for a  Osprey Real Estate Market Report to see what’s active, under contract, and sold!

Newest Osprey Properties for Sale

$1,095,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Have you imagined yourself living in the highly sought after boating community of Southbay Yacht & Racquet Club? Now is the time. 128 Sea Anchor features a spacious design perfect for entertaining and living the true Florida lifestyle. With a well-appointed kitchen, inviting living spaces, and 2 story screened lanai with an oversized heated pool, this home has it all. As you enter, you'll immediately notice how bright and vibrant the open plan is as natural light fills every space from the extensive windows and high ceilings. Cooking and sharing family time is such a pleasure with the open kitchen and family room space. Entertaining or celebrating holidays is a breeze with the large dining room and sunken living room adding a touch of elegance to any occasion. The main level features 2 bedrooms and baths for family and guests to relax, while the 2nd-floor master suite offers privacy and quiet from the main living areas. For your reading pleasure, the 2nd-floor library and balcony overlook the pool and natural views. Whether relaxing in your private pool, enjoying simple breezes in your screened-in lanai, this home is ready for you. This boating community is a hidden gem in Southwest Florida featuring access to a private marina, clubhouse, fitness room, community pool, and more. The private community park offers beautiful waterfront views, and you'll be close to top-rated schools, restaurants, shopping, and a state park.

128 Sea Anchor Drive, Osprey

$750,000
2 Beds 2.5 Baths The Oaks SubDv. 34229 Zip Code
**UPDATED, MAINTENANCE-FREE TOWNHOUSE** located behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters where GOLF (or SOCIAL) MEMBERSHIP is IMMEDIATELY AVAILABLE. This traditional residence boasts an Ideal Southern Exposure with LAKE VIEW in a Tranquil and Private Setting which may be enjoyed from your Private Terrace. A Tastefully Appointed Interior offers 2 EN SUITE BEDROOMS and 2 FULL + 1 HALF BATHS and features a recently RENOVATED Kitchen, Primary Bath, Guest Bath, Flooring (Luxury Vinyl Plank & Carpet), Etc. Premium features abound with beautiful Crown Moldings, High Ceilings, Light and Bright floorplan, Wet Bar and more! Newer HVAC (2019), New ROOF. Includes Assigned Covered Carport Parking Space and Oversized Exterior Storage Unit. Enjoy the ease of access to the neighboring Community Pool. 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 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. 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.

57 Bishopscourt Road Unit 121, Osprey

$1,399,999
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
Seller may consider buyer concessions if made in an offer. **Luxurious Turnkey Home in The Oaks, Sarasota** Luxuriously furnished, turnkey, and meticulously maintained, this immaculate home offers stunning sunsets and a private pool. Located in the heart of Sarasota, between the renowned Ringling Brothers area and Venice Island, it is maintenance-free and just minutes from the Legacy Bike Trail and Siesta Key. This home is situated in The Oaks, a rare find that could be your dream home, vacation rental, or second home. The Oaks is a designated Platinum and Elite Club of America community, featuring tree-lined streets that provide great shade for walking dogs or biking. It is a dog-friendly neighborhood with a delightful mix of homes and condos. The community offers incredible amenities, including a gift shop, an exceptional chef providing gourmet breakfast, lunch, and dinner, and a vibrant happy hour and events schedule that will exceed your expectations. The on-site staff and management ensure a maintenance-free lifestyle, complemented by a heated pool and clubhouse fostering camaraderie among residents from around the world. Experience luxury living in this beautifully appointed four-bedroom, four-bathroom home, perfect for entertaining and comfort. The gourmet kitchen features two sinks, an impressive island, high-end appliances, and ample cabinet space. The spacious primary suite includes a large sitting area and two custom bathrooms that offer both privacy and enjoyment. The private office, with built-in cabinetry and an adjoining full bathroom, showcases exceptional craftsmanship. It also features a Murphy bed, transforming the space into a fourth bedroom. The stunning guest suite includes a beautiful lake view, a walk-in closet, and a custom bathroom with a sprawling shower and separate soaking tub. The extensive covered outdoor space overlooks a custom salt-activated pool with a waterfall and built-in planters. The lush landscaping includes native trees with stag-horn ferns, vibrant orchids, and various specimens, ensuring exceptional privacy with no neighbors and a beautiful western exposure for incredible sunsets. Offered turnkey with exquisite, one-of-a-kind luxurious furnishings, this home ensures a seamless transaction. Located in The Oaks Preserve, residents enjoy 24/7 guarded gate entry, maintenance-free living, and access to The Oaks Country Club's unparalleled amenities, including two championship 18-hole golf courses, 12 HarTru lighted tennis courts, regulation croquet, pickleball, dining, and year-round social activities. Membership is required. Situated 15 minutes from beautiful beaches and close to downtown Sarasota and Venice, this luxurious home offers the perfect blend of elegance, convenience, and the vibrant Sarasota lifestyle. Experience dreamy and peaceful living at its finest.

1108 Bayhead Lane, Osprey

$5,350,000
3 Beds 4.5 Baths Bay Acres Sub SubDv. 34229 Zip Code
Welcome to this exclusive 2024 waterfront estate by Pileggi Custom Homes—a boater's dream nestled on over half an acre with 116 feet of waterfront footage. This pinnacle of luxury offers showcase views of Little Sarasota Bay and Casey Key sunsets. Spanning over 2 floors, the home features 3 bedrooms, 4.5 bathrooms, an office, open floor plan and an exquisite outdoor area with a custom-built waterfall pool and fire pit. Enter through a grand 10-foot custom front door into the expansive living room area, featuring soaring 24-foot coffered ceilings. The gourmet kitchen is a culinary delight, showcasing custom cabinetry by Yoder Kitchen Corp, accented with stainless steel inlays and equipped with Bertazzoni appliances imported from Italy. A highlight of the kitchen is the central island, complemented by matching walnut wood grain pattern along the cabinetry and offering ample storage with upper and lower cabinets, including a stainless-steel inlaid China cabinet. The master bedroom suite is a sanctuary of elegance, featuring coffered ceilings and a generously sized walk-in closet. The ensuite master bath exudes luxury with custom walnut wood cabinetry, and a spacious walk-in shower with dual shower fixtures, including a handheld and body jets for a spa-like experience. The master bath is adorned with 24x36 large format tiles in the walk-in shower. Second and third bedrooms each feature ensuite spa-like bathrooms with walk-in showers and dual vanities. Second bedroom is further enhanced with tray ceilings, adding a sense of architectural detail. Italian tile floors in the second bathroom complement the overall elegant design of the home. Additional features include a high-end surround sound system, custom red oak staircase with LED lighting seamlessly connecting the first and second floors, solid core shaker style doors, recessed lighting and epoxy flooring on the first floor. Step onto the stunning pool area, perfect for enjoying mesmerizing sunsets over Little Sarasota Bay, complemented by a soothing hot tub. Enhance your evenings with fire bowls and columns, casting a warm glow against the backdrop of panoramic views. A custom fountain with mesmerizing LED laser lights adds to the ambiance, while an accessible full bath ensures convenience for guests. Seamlessly integrated with a wireless security and surround sound system, this outdoor retreat epitomizes coastal elegance and comfort. Enjoy direct access to the Bay from the estate's brand new dock with water and electric and 20,000 lbs boat lift. The dock features a water depth ranging from 1 to 7 feet at the bulkhead seawall, making it suitable for various watercraft activities with unobstructed high impact showcase views. Additionally, this home is constructed with poured concrete and insulated foam, maintaining temperatures significantly cooler than outside averages. Also, to ensure peace of mind, this property features hurricane-impact vinyl windows. The home is elevated over 13 ft with no flood insurance requirement. An expansive 5-car garage, featuring 14-foot ceilings and epoxy flooring is attached. The home features a 1,000 gallon propane tank & generator. Just minutes to Casey Key and prized Siesta Key beach. Proximity to the A+rated Pine View school. Easy access to US 41 for plentiful shopping, dining, & entertainment spots in downtown Sarasota and Venice. This meticulously designed brand-new home offers unparalleled elegance for the exclusive waterfront lifestyle.

614 Bayshore Drive, Osprey

$429,900
2 Beds 2 Baths Bay Acres Sub SubDv. 34229 Zip Code
Welcome to your own slice of paradise in the charming community of Osprey, Florida. This delightful two-bedroom, two-bathroom house offers a perfect blend of comfort, style, and convenience.As you step inside, you'll be greeted by a harmonious combination of slate and engineered hardwood floors that flow throughout the home, creating a seamless and elegant atmosphere. The kitchen has white cabinets with soft close drawers, granite countertops, stainless steel refrigerator and dishwasher.The primary bedroom is a true retreat, featuring a sitting room that provides a perfect space for relaxation or a quiet reading nook. Imagine starting your day with a cup of coffee in this tranquil setting, planning your adventures in the surrounding area.One of the standout features of this property is the fully owned solar panel system, a testament to eco-friendly living and potential energy savings. The entire yard is fully fenced, offering privacy and security for you and your loved ones. Lush bamboo creates natural privacy screens, transforming your outdoor space into a secluded oasis. For those who appreciate the beauty of nature, a short walk will lead you to a beautiful lagoon area. Here, you can marvel at breathtaking sunsets or observe the diverse Florida wildlife in their natural habitat. It's like having your own private nature reserve right at your doorstep! The home has been thoughtfully updated with modern amenities, including an updated electrical panel box and a water softener system. A well for irrigation ensures your garden paradise stays lush and vibrant without increasing your water bill. The dining room boasts a volume ceiling with wood beams, adding a touch of rustic elegance to your entertaining space.You'll find yourself conveniently close to shopping, restaurants, beaches, boating, and recreational activities.Nature enthusiasts will appreciate the proximity to Blackburn Point.For those seeking a bit of adventure, the Oscar Scherer State Park is just a stone's throw away, offering camping facilities and ample opportunities for outdoor activities. And when you're in the mood for a tropical libation, the Casey Key Tiki Bar is nearby, ready to serve up refreshing cocktails with a side of island vibes. Properties in this area are a rare find, especially at this price point. This home offers a unique opportunity to own a piece of Florida paradise that combines modern comforts with natural beauty. Whether you're looking for a permanent residence or a vacation getaway, this Osprey gem checks all the boxes. Don't let this opportunity slip through your fingers like sand on a Florida beach. Schedule a viewing today and take the first step towards making this charming house your new home. Who knows? You might just find yourself whistling a happy tune as you watch the sunset from your very own piece of paradise. MISC . Roof new 2018, Plumber sewer lines2019, shed 2020, Fenced yard & Bamboo , some windows and a door 2021 , Solar Panels 2022, New Blown Insulation in attic & Above garage, newer ceiling fans, newer well pump, newer electrical panel box and updated wiring, dedicated outlet for a future generator, Solar panels are paid in full . Electric bill for a full year 2023 was $636.28

329 Bay Vista Avenue, Osprey

$580,000
4 Beds 2 Baths Bay Oaks Estates SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. WELCOME HOME!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail and I-75, Just Minutes away from Major Shopping Areas, Restaurants, City Parks, and The Popular Legacy Trail (biking/walking trail). When you walk in the front door you are greeted by a Large Living Area with High Ceilings. The Sliding Glass Doors lead you out to a Large 10x26 ft Covered and Screened Lanai with a Fully Fenced Back Yard that looks into a Heavily Wooded Preserve for Privacy. There are Tile Floors throughout the Entire House. The Master Suite has a Large Shower and Separate Garden Tub for Soaking your Cares Away. The Kitchen has Newer Stainless Steel Appliances from 2020 and lots of Counter Space. ROOF (2016). AC (2022). WATER HEATER (2020). NEW PAINT on the Interior. Whole House Water Filtration System installed by Water World in September 2023 The filter doesn’t need to be changed for 10 years! The House was RE-PLUMBED in 2016! The Laundry Room is inside under AC and has it's own Wash Sink. This Home is Perfect for Entertaining Guests. There is NO CDD and a LOW HOA FEE of only $270 PER YEAR. Bay Oaks is a Small, Quiet, Well Maintained Community where homes Rarely come available. It's Truly a Hidden Gem located in the Highly Desirable Osprey Area. Make an appointment to see it Today!

813 Oak Pond Drive, Osprey

$150,000
Sarabay Acres SubDv. 34229 Zip Code
Welcome to Endless Summer Beach and Surf Shop, located at 11 South Tamiami Trail! This thriving business opportunity is perfectly positioned on a high-traffic corridor, providing excellent visibility and accessibility. The shop exudes a laid-back, beachy vibe, capturing the essence of Florida's coastal lifestyle. Situated on Tamiami Trail, this property benefits from both local and tourist traffic, ensuring a steady stream of potential customers. The shop features a generous retail space, perfect for displaying an extensive selection of surfboards, beachwear, accessories, and more. Recently renovated, the interior boasts a modern design with bright, welcoming decor that enhances the shopping experience. Enjoy additional outdoor space where they added a mural wall. Ideal for promotions, special events, or expanding your display area. Convenient parking for customers ensure a hassle-free visit. Endless Summer Beach and Surf Shop is a well-known name in the community, attracting loyal customers and new visitors alike. With the popularity of beach culture and water sports, there is ample opportunity to expand product offerings and increase revenue. Don't miss this chance to own a piece of Florida's vibrant beach lifestyle. Whether you're an entrepreneur looking to invest in a profitable business or a beach enthusiast! Sale includes $70,000 worth of inventory. Seller is willing to include an additional $5,000 worth of consignment items with any full priced offers. Two year renewable lease locked in September of 2023. Twenty 5 star reviews on google! Website and socials included with sale.

11 S Tamiami Trail, Osprey

$1,800,000
5 Beds 5.5 Baths Oaks SubDv. 34229 Zip Code
Imagine how you’d like to live the ultimate Florida lifestyle. Your vision can become a reality in this 5 bedroom, 5.5 bath two story home in The Oaks Clubside. Currently unfurnished, you just need to pack your bags, bring your own style and make it your own. Set back on a cul-de-sac lot, with gorgeous lake and golf views, the floor plan offers flexibility for the space to be used by residents and guests in a number of ways. The first floor master suite offers plenty of room, including a poolside sitting area, and luxurious bath. One of the two guest suites is also on the first floor, with another on the second. All have walk-in closets. But before heading upstairs, take in the light, bright space on the ground level. The formal living room with fireplace is the perfect setting for cozy fall evenings. The island kitchen has granite countertops and stainless steel appliances. Meals prepared here can be enjoyed at the breakfast bar, breakfast nook or in the formal dining room. Step outside and enjoy the views over the expanse of the paver deck, pool and spa. Think about all the great outdoor entertaining you can do utilizing the outdoor kitchen with granite countertops. The second floor has an en-suite guest bedroom and offers two more bedrooms with a Jack-and-Jill bath. In addition, it has a gathering area that can be used for anything from a media room to a game room. 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. Membership is required with homeownership.

738 Macewen Drive, Osprey

$825,000
4 Beds 3 Baths Willow Bend SubDv. 34229 Zip Code
In the Lee Wetherington built community of Willowbend is a stunning home. This enchanting residence is bordering a sparkling lake with curb appeal emphasized by lush landscaping and a paver accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19 garage. Every detail in this home is addressed with remarkable style including double-door entry, vaulted tray ceilings, crown molding, plantation shutters and many built-in features. The kitchen is spacious in design with wood cabinetry, a center island, kitchen desk and granite counters. The kitchen dining area has wide open views through an aquarium window. Formal dining room has a granite topped built in buffet, framed by an arched wall. The family room has a double tray ceiling with corner pocket sliding doors. Owner’s suite features wood flooring, walk-in closets and a luxurious bath with dual sinks, a garden tub, a walk-in shower plus direct pool and lanai access. Three bedrooms on the opposite side boast large closets, two with private pocket door access and bath, the fourth bedroom also has a bath serving as a pool bath. Two of the bedrooms have extensive built-in shelving and desks. It’s always about the view and you will enjoy the privacy of a large lanai with a heated pool. Nothing captures the mood better than serene living with a menagerie of birds and wildlife. On a practical side, home has hurricane protection, AC replaced in 2018. Near top-rated Pine View School, Legacy Trail, restaurants, beaches, Intracoastal Waterway, boat and kayak launches, Publix, plus coffee shop, gym, pilates and more. For those who seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees include maintenance of yard, irrigation water, community pool/spa, high speed internet, cable TV, gym and pickle ball court. While a short distance from the Intracoastal and Gulf of Mexico, this home is in a preferred X flood zone.

523 Habitat Boulevard, Osprey

$1,220,000
3 Beds 3 Baths Bayside SubDv. 34229 Zip Code
Welcome to the epitome of luxurious and hassle-free living in the coveted community of Bayside, a gated waterfront community of 49 homes on Little Sarasota Bay. This immaculate, like-new home, built in 2016 on an oversized lot with serene, private preserve views, has been meticulously maintained and offers a host of premium features that discerning buyers will appreciate. Upon arrival, you’ll be impressed by the home's striking curb appeal. The spacious oversized three-car tandem garage is flanked by maintenance-free landscaping and irrigation, ensuring your exterior always looks its best. Enjoy the peace of mind of knowing all windows and doors are impact wind-rated to weather the worst of storms. On rare occasions the power may go out, a generator is on standby and ready to supply all your electrical needs for uninterrupted comfort. Step inside and you'll immediately notice the quality craftsmanship and thoughtful upgrades that set this home apart. Three spacious bedrooms and a dedicated office provide ample space for guests and room to work. The large great room seamlessly flows into the open kitchen, creating space for easy living, gatherings and entertaining. Speaking of entertaining, the amazing, screened lanai comes complete with a covered outdoor kitchen with grill and vented hood, granite countertops, sink, refrigerator and bar seating along with an additional dining area, gas fireplace, flat-screen TV and awe-inspiring heated pool/spa combo which includes a sun shelf. The kitchen is a chef's dream, featuring upgraded 42-inch cabinets with crown molding, soft-close drawers, under-cabinet lighting and quartz countertops. The island with pendant lighting and bar seating is ideal for casual dining and includes a secondary prep sink and additional front cabinets to provide ample storage. A tile backsplash and walk-in pantry add to the kitchen's charm, while top-of-the-line stainless steel appliances, including a gas cooktop, cater to your culinary desires. The great room features an octagon tray ceiling with crown molding, adding a touch of elegance to the space. The primary suite is an oasis, boasting an enormous custom-designed walk-in closet and a luxurious en-suite bath with quartz countertops, double sinks and a walk-in shower with frameless glass. A private water closet adds convenience and privacy. The guest rooms are on opposite sides of the house for added privacy, with one offering an en-suite bath. Throughout the home you’ll appreciate the wood-look plank ceramic tile flooring, 10-foot ceilings, 5¼-inch crown molding and 8-foot doors, creating an ambiance of luxury and sophistication. The laundry room is efficiently designed with numerous 42-inch upper cabinets, a built-in laundry sink with tile backsplash, and high-efficiency washer and dryer, making chores a breeze. Natural gas powers various amenities while a tankless water heater and water softener provide convenience and peace of mind enhancing your daily living experience. In Bayside, you have access to a private waterfront park along Little Sarasota Bay, with fishing, a day dock for your boat, a kayak and paddle board launch, and a seating area with gas firepit, making it an ideal spot to capture magnificent Florida sunsets. You are just minutes from Siesta Key Beach, Nokomis Beach, Legacy Trail, restaurants and shopping. Don’t miss out on this rare opportunity to experience Sarasota living at its finest!

3933 Waypoint Avenue, Osprey

$759,000
3 Beds 2.5 Baths Park Trace Estates SubDv. 34229 Zip Code
Welcome to your dream home in Osprey and Park Trace Estates, one of South Sarasota's most intimate and picturesque custom home communities. This stunning 3-bedroom, 2 and 1/2-bathroom pool home features an open floor plan on an oversized lot with a breathtaking lake view. As you step inside, high ceilings adorned with elegant crown molding enhance the sense of space and sophistication. The primary suite is a true retreat, offering direct access to the pool area. It boasts spacious his-and-hers walk-in closets and an ensuite bath complete with dual sinks, a walk-in shower, and a soaking tub for a serene escape. The home also includes an office/den that can be used for guest overflow, while the additional bedrooms are generously sized to provide comfort and privacy for family members or guests. The kitchen, the heart of the home, is designed with both style and practicality in mind. It features ample counter space, sleek quartz countertops, and plenty of cabinets for all your storage needs. Equipped with modern appliances, the kitchen includes a cozy eating space and a breakfast bar, perfect for casual dining. Step outside through the large sliding doors to discover your private outdoor paradise. The screened-in pool area is ideal for relaxation, exercising in the lap portion of the pool, or entertaining. Whether you're taking a refreshing dip, working out, or hosting a summer barbecue, this space offers endless possibilities for enjoyment. Additional features of this remarkable home include a convenient in-home laundry room and an oversized 3-car garage, providing plenty of storage and workspace. The property also offers a TURNKEY FURNISHED OPTION. Living in Park Trace means being ideally located just 10 miles south of downtown Sarasota and 6 miles north of Venice. This home is situated merely one block from the Osprey Trailhead of the popular Legacy Trail, perfect for biking, walking, or running. Enjoy miles of trails at Oscar Scherer Park and Bay St. Park, which includes a picnic area, dog park, and playground. You'll also be minutes from Nokomis and Siesta Key beaches, Gulf Harbor Marina, the intercoastal waterway, and Blackburn Pt. Park, where you can fish or launch your kayaks, paddleboards, or boat. For families, highly acclaimed Pine View School and other A-Rated schools are nearby. Priced to sell, this home is a must-see. Schedule your private showing today!

463 Park Trace Boulevard, Osprey

$628,000
2 Beds 2 Baths Sorrento Villas SubDv. 34229 Zip Code
Welcome to your dream retreat! This maintenance-free,completely stand alone,updated villa is perfectly situated on a saltwater canal with direct, bridge-free access to the bay and Intracoastal Waterway (ICW). Once a model home, this unique property boasts a rare combination of features, making it the only villa in Sarasota County with both a private in-ground pool and a boat dock. Step inside to find tile flooring throughout and warm, inviting paint colors. The kitchen has been beautifully updated with new cabinets and granite countertops (2018), providing a modern and functional space for culinary creations. Both bathrooms were renovated in 2021 to include walk-in showers, adding a touch of luxury to your daily routine. A new roof was installed in 2016, and the A/C ductwork was completely redone in 2022, ensuring your home stays comfortable year-round. The pool is solar-heated (2019), and a new pool pump was added in 2021, making maintenance a breeze. The villa includes a one-car garage with ample storage space, perfect for keeping your belongings organized. The deeded boat slip, located directly behind the pool, offers the ultimate convenience for boating enthusiasts. This villa is nestled in a boating community just minutes from the vibrant cities of Sarasota and Venice, providing the perfect blend of serene waterfront living and easy access to urban amenities. Don't miss out on this exceptional opportunity to own a slice of paradise. Move in immediately and start enjoying the boating lifestyle you've always dreamed of. Call today for a private showing and make this villa your new home.

201 Villa Drive Unit 201, Osprey

$1,895,000
4 Beds 3.5 Baths Oaks The SubDv. 34229 Zip Code
**NEWER CONSTRUCTION (2014) -- IMPRESSIVE, CUSTOM “COURTYARD STYLE” GOLF COURSE ESTATE w/ WATER VIEW built by TODD JOHNSON HOMES** is situated on an Oversized, 0.64 Acre, LAKESIDE CORNER LOT behind the Secure gates of THE OAKS COUNTRY CLUB Community. This “Country Modern” residence offers a Tastefully Appointed Interior, featuring 4-BEDROOMS including a Separate Guest Suite (Office or Studio) with its own Private Entrance from the Courtyard, 3 FULL + 1 HALF BATHS, an Open Floorplan, Eat-In Kitchen with Breakfast bar and Stainless Steel Appliances, tile and hardwood flooring, Hurricane Impact Windows & Doors, 3-Car Garage, and much more! Enjoy the private courtyard with Pool & Spa and spacious covered gathering 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 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. 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. **ENJOY THE 3D VIRTUAL TOUR**

402 Walls Way, Osprey

$580,000
4 Beds 2 Baths Bay Oaks Estates SubDv. 34229 Zip Code
**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 to be captivated by the sight of the pool on the lanai. Experience enhanced peace of mind with recent upgrades tailored to elevate your living experience. The home received a new roof, HVAC system, and ducts in 2020, followed by the installation of a hot water heater in 2022. In 2023, new washer and dryer units were installed, alongside updated piping, significantly enhancing the property. Additionally, a dedicated well pump exclusively for the irrigation system ensures optimal upkeep of the vibrant landscape. Easily entertain guests in the formal dining room and spacious family room, seamlessly connected to the kitchen. With its suite of stainless steel Samsung appliances, convenient pantry, ample counter space, and inviting breakfast nook overlooking the pool, the kitchen becomes the heart of social gatherings and family meals. Beyond the sliding glass doors awaits your private oasis, where the allure of the lush foliage continues, enveloping the pool area in natural beauty and creating a secluded retreat perfect for both relaxation and outdoor entertaining. Whether you prefer to bask in the warmth of the Florida sun or seek refuge in the shaded comfort of the covered lanai, this outdoor oasis offers endless opportunities for enjoyment and rejuvenation. Relax in the primary suite, a welcoming retreat designed for comfort and convenience. Enjoy direct access to the lanai, blending indoor and outdoor living while dual closets, including a walk-in, offer practical storage solutions. The ensuite bathroom boasts dual vanities, a relaxing soaking tub, and a spacious walk-in shower. Two additional bedrooms, sharing an updated bathroom that doubles as a convenient pool bath, provide versatility and comfort for family and guests alike. A fourth bedroom, currently utilized as an office, offers flexibility to suit your individual needs and lifestyle preferences. Residents of Bay Oaks enjoy the benefits of a low annual HOA, ensuring a well-maintained neighborhood and preserving the community's pristine ambiance. Centrally located, this home offers convenient access to the area's picturesque gulf beaches, A-rated schools, the scenic Legacy Trail, Oscar Scherer State Park, and an abundance of shopping, dining, and entertainment options.

629 Oak Bay Drive, Osprey

$795,000
Oaks The SubDv. 34229 Zip Code
One of the last lots available to build in the prestigious community of The Oaks Bayside. Take advantage of this rare opportunity to build your dream home, using the builder you choose, within the Oaks Club – one of the most exclusive private clubs on Florida’s Gulf Coast. Once you enter the guard gates, you will appreciate the stately oaks, large lot sizes, and stunning homes that line the neighborhood streets. This 25,000-sf building site offers a tranquil natural setting with the amenities you deserve. The Oaks Bayside is surrounded by water on three sides. Residents have use of the community day dock and enjoy a quiet lifestyle among the 200 acres of lush natural beauty. Discover this exceptional golf club lifestyle. The Oaks Club, one of the area’s most exclusive private clubs, offers world-class facilities in the heart of Sarasota County, just 12 miles south of downtown Sarasota. Featuring two award-winning championship 18-hole golf courses, 12 Har Tru tennis courts (4 lighted), pickle ball courts, official croquet green, pool, a state-of-the-art fitness center, and multiple dining options. Each property requires membership with purchase; equity or social memberships are available. Located minutes from nationally ranked Pine View School, the Legacy Bike Trail, world-famous Siesta Key and Casey Key beaches, shopping, cultural activities, entertainment, and all that Gulf Coast living offers.

216 Osprey Point Drive, Osprey

$910,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Welcome to 1426 Landview Lane, a remarkable opportunity in the coveted Southbay Yacht and Racquet Club. This exceptional home is ready for your personal touches, offering an incredible lifestyle in one of the most sought-after communities. Step inside to discover a spacious and inviting floor plan with 3 bedrooms, 3 full bathrooms, and a versatile split-floor layout. An additional office space can easily serve as a fourth bedroom, perfect for a growing family or a dedicated home office. High ceilings and strategically placed skylights fill the home with natural light, creating a bright and welcoming atmosphere. Key Highlights: Hurricane-Ready: Equipped with hurricane shutters and a full-house generator, providing peace of mind during storm season. Entertainer’s Dream: The great room, featuring a cozy fireplace with gas logs, seamlessly connects to the kitchen and opens up to the outdoor kitchen and lanai. This perfect blend of indoor and outdoor living makes it an ideal space for hosting gatherings and enjoying the Florida lifestyle. Outdoor Living at Its Finest: Enjoy an outdoor kitchen perfect for BBQs, a large screened-in lanai, and a private pool—your personal oasis. Tropical landscaping: The beautifully landscaped yard includes a convenient sprinkler system for easy maintenance. Southbay Yacht and Racquet Club offers resort-style living with a number of amenities, including a 170-slip marina, heated community pool, clubhouse, fitness center, and pickleball and tennis courts. Engage in a vibrant community with activities such as poker, mahjong, fitness classes, bunco, book club, golfing, ladies' night out, and more. Additionally, the Legacy Trail is just across Highway 41, perfect for biking and walking enthusiasts. Prime Location: Top Schools: Less than a mile from Pineview School and zoned for Laurel Nokomis and Venice High School. Beach Proximity: Just minutes from the beautiful Nokomis Beach. Golf Cart Lifestyle: Conveniently access shopping, restaurants, tiki bars, and the beach all via golf cart. This is more than just a home; it’s a lifestyle. Don’t miss the opportunity to make 1426 Landview Lane your own. Schedule your private tour today and experience firsthand the exceptional living this home offers.

1426 Landview Lane, Osprey

$329,000
2 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
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 through the windows. Plantation shutters throughout the home add a touch of elegance that will add to your final touches when decorating your home. Enjoy the open kitchen and great room combination, adding to the convenience of social time while prepping food in the kitchen or keeping a close eye on young family members without missing a beat. The kitchen features all GE appliances, granite countertops, stylish pendant lights above the sink, recessed lighting and a walk-in pantry. The primary bedroom has a spacious en-suite bath with dual sinks and a walk-in shower. The separate laundry area located within the condominium is an added plus and comes in handy with condo living. There is tile throughout except for in the bedrooms and stairway. The new owner can take time out and relax outside on the screened-in balcony. There is an additional storage room on the main bottom level adjacent to the garage. This is maintenance-free living with a resort-style swimming pool, a fitness room and a clubhouse where residents can enjoy the luxury of private relaxation within the gated community at Bay Street Village. This community is pet friendly and is located across the street from Osprey Dog Park for pet lovers and is very close to Osprey Junction Trail Park where cyclists, joggers or walkers can enjoy the use of the Legacy Trail within 1.5 miles of the community. Restaurants, boating, biking, shopping and beaches are all within very close proximity to Bay Street Village. Schedule to see this home and start living the lifestyle you have been hoping for. This residence is move-in ready and very easy to show.

153 Navigation Circle Unit 106, Osprey

$899,000
3 Beds 2 Baths The Villas At Bellagio Harbor Village SubDv. 34229 Zip Code
Welcome to the highly desirable community of The Villas at Osprey Harbor! This light and bright end unit with a private entrance is loaded with recent, tasteful updates including a fully renovated kitchen in 2022 with high end rift cut white oak custom cabinetry and a quartz breakfast bar, induction stove, updated baths, 24-by-24 porcelain tile, lighting, fans, fresh paint throughout, a coffee bar with storage, living room smart drapes and even more! Large end unit windows in the living and two guest bedrooms capture the gorgeous sunsets and waterways as well as the adjoining marina. Flex space den/office for your work at home or hobbies is just another added bonus. Enjoy your morning coffee overlooking the Intracoastal Waterway, inside or out! Relax and unwind watching the picturesque sunsets at the end of the day. And top it all off with an oversized balcony with large electric screens also installed in 2022 to enjoy the views, two inside utility rooms for mechanicals and laundry with a utility sink and cabinetry, and a huge 4-by-6-foot walk-in supply pantry! The primary suite is serene and has a walk-in closet and private access to the balcony. Two deeded parking spots are included as well as an oversized storage cage in the ground-floor garage that can hold your beach supplies, kayaks, bikes, toys and more. The elevator property is protected with hurricane impact windows and doors throughout. The Villas has exceptional amenities including a newly remodeled clubhouse for community and family gatherings, a grand heated pool that is always available, a spa, an indoor fitness center, guest parking, and is accompanied by a world-class marina and a dedicated kayak launch. The property is meticulously maintained and cared for by the on-site property manager. Minutes to incredible Nokomis Beach, Siesta Key, and Venice Beach as well as shopping galore. Walkable to Blackburn Point Park and restaurants including the renowned Casey Key Fish House and Deep Lagoon! Minutes to Pine View School for the gifted and many other A-rated schools. This incredible property will be sure to impress from the moment you enter! Schedule your private viewing today – you will be glad you did!

14041 Bellagio Way Unit 313, Osprey

$1,050,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Welcome to luxury condo living in The Oaks Preserve. This 3 bedroom, 3 bath corner unit with office, offers everything you need to live the country club lifestyle with comfort and ease. Take your private elevator to the 5th floor and you will find this lovely residence in pristine condition. The kitchen has stainless steel appliances, breakfast nook, a center island with wine rack and cookbook shelf, and beautiful cabinetry. It looks out to the great room, which encompasses the formal dining area and the living room. This space, situated at the corner of the building, is filled with natural light in the day, and gives you wide views over the Preserve. In the evening you can dine or just relax while the setting sun paints the sky with gorgeous color. Or sit out on the screened balcony to take in the water views. In addition to impact windows and doors, this unit has electric hurricane shutters for added protection. It also has a 1 car garage, and one under building parking space. Take advantage of The Meridian residents-only pool, spa and workout room just a short walk from the building and everything else The Oaks Club has to offer: 2 incredible 18-hole golf courses, 12 HAR-TRU tennis courts, pickleball courts, a state-of-the art Wellfit Center, croquet lawn and bocce courts and an incredible culinary program you can experience at three onsite restaurants.

409 N Point Road Unit 501, Osprey

$999,000
4 Beds 3 Baths Park Trace Estates SubDv. 34229 Zip Code
An extra spacious, custom built, quality opportunity that awaits you and yours, here and now. Start checking your list: 4 br/3 baths, Home office, Impact windows/sliders, Whole house solar system, Salt water pool/hot tub, two covered lanais, massive side entry 3.5 car garage, a room to move paved driveway, tray ceilings/crown molding/rope lighting, 2 zone a/c (with the majority of the interior living space cooled by a 2023 system). Graced by a multitude of desirable upgrades at build, and richly improved with significant, functional updates since. A property (13,000+ sq ft lot) that will greatly impress now, and for many years beyond. Low HOA fees with no CDD obligations grants much welcome annual savings. Impact windows & sliding doors (2018) bestow security, energy efficiency & quiet comfort. Enjoy clean, renewable energy by way of a solar system that can power the whole house (w/ 16 years remaining on the transferable warranty - the main inverter for the solar system was fully replaced under warranty in 2023). Save thousands in energy costs, each & every year!!! Also updated in 2018: Slate kitchen appliances, gorgeous granite counters, premium sink, faucet, cabinet hardware. A substantial sized 4th br (18X15) allows for multiple options - be it a media room, home gym, artist retreat, etc., it's your choice. That very same area could also easily accommodate In-Law/Guest Suite possibilities. Additional features include brand new carpeting in the middle two bedrooms, plantation shutters, a lovely interior color palate, newer ceiling fans/lighting, mature landscaping, plus so much more. A vibrant L shaped lake (no pond here) can be immensely enjoyed by way of near private access, which gifts a bounty of nature's blessings (kayak/fishing/bird watching/etc.) The beloved Legacy Trail is located just beyond the eastern shoreline of the sparkling waters that gift soothing views from the family room, pool/lanai, and the extra spacious bedroom/flex space. The much beloved 1,400 acre Oscar Scherer State Park borders the wonderful lake setting to the east, southeast and southern shores within this gem of a neighborhood. The highly regarded, nationally ranked Pine View School is a mere 1.8 miles door to door. It is but 2.5 miles to beautiful, much improved Sarasota County parks where you can launch boats, kayaks, paddle boards, etc., or engage your desire to be part of a rowing community. Then there is "the lure" of world-class salt water fishing. All that along with daily sightings of our much adored local dolphin family members, which remains an absolute treat, each and every time. The spectacular world famous beaches that crown Sarasota County are so conveniently close, as are the many joys of nearby downtown Sarasota and Venice with their sumptuous menus of entertaining delights. Yes, it is truly about time. A treasured lifestyle awaits you & yours, right here, right now!!!

448 Park Trace Boulevard, Osprey

$38,000
Osprey Avenue Sub SubDv. 34229 Zip Code
For sale 36’ dry rack boat storage at Osprey Harbor Club Marina Casey 2 slip Buy your boat a home, Real Property tax ID #0157032002 Super convenient Location Osprey Harbor Village at 570 Blackburn Point Road, Osprey, FL 34229 Overall cube size is 9’- 6” wide x 8’ high x 36’ long and will fit boat up to 8’- 6” wide x 6’ high x 35’- 6” long Single owner purchased new 2006 35’ Fountain Executioner Powerboat was in this slip for 18 years Soft outdoor carpet added to the wood bunk boards Rubber protection added to girder beams in-between bunk board to protect boat hull when racking Rack is up on 3rd level for security off ground and no other boats will drip salt water/oil/gas on your boat Fully enclosed dry hurricane high wind load rated building Fire sprinklers installed in the facility Quick easy access out to Intracoastal Waterway Gulf of Mexico is a short distance South through Venice Jetty or North through Sarasota Big Pass Plenty of parking spaces in parking lot including quick unload area Convenient wheeled carts available to move goods and supplies from car to boat Private locker room included with Locker #158, padlock, and key Restrooms onsite including shower Full service marina, staff, ship store, fuel, ice, food, supplies, bait, and waste pump out all onsite Marina splashes boat on request, takes out of water when done, flushes engines, washes sides of boat, and re-racks Three exterior maintenance racks onsite on request to work on your boat Future restaurant located on site with casual bar Blackburn Point Park is across the street with boat ramp, restrooms, picnic tables, etc. Condominium fee is currently $1,180.00 a quarter Property tax is currently $218.06 per year Many are currently working hard to re-open Midnight Pass just a mile North for fast access out to Gulf of Mexico If Midnight Pass were to re-opened future, this Dry Rack could substantially increase in value Price $38,500.00

570 Blackburn Point Road Unit C2, Osprey

$1,695,000
4 Beds 4 Baths Oaks SubDv. 34229 Zip Code
Opulent Exclusivity Awaits You at The Oaks, Osprey Florida. Nestled in the prestigious waterfront community of The Oaks - Bayside, 75 Osprey Point Dr. stands as a testament to luxurious living and architectural magnificence. This expansive estate is situated on two lots totaling 0.76 acres, enveloping you with privacy and serene waterfront views of Oaks Lake. Originally designed by the renowned architect Bo MacEwen, this home now boasts newly updated kitchen and bathrooms, as well as being freshly painted with every corner of this divine paradise whispering opulence and modern elegance. Marble countertops and 4x4 Italian porcelain tile flooring enhance the grand living space illuminated by natural light from large windows, creating a vibrant yet tranquil atmosphere. From three layers of crown molding to touches of gold throughout the home, elegance is in each detail. Equipped with a Sub-Zero fridge and crowned with marble countertops, the kitchen is a culinary artist’s dream. This Victorian style mansion totals 5,028 SqFt with a heated area of 4,001 SqFT which includes, 3 bedrooms and 3 full bathrooms in the main house set on this sprawling two lot property. In addition to the main house is a bonus independent 1 bedroom/ 1 bathroom guest house with kitchenette as well as a washer and dryer inside providing many options for the new homeowner to use this bonus space. Surrounding the guest house and main house is the resort style private pool with fully lighted nighttime entertainment area and courtyard garden. This World-Class Community allows residents to enjoy access to The Oaks Club, a herald of luxury with two Championship 18-hole golf courses, premier tennis and pickleball courts, fitness center, heated community swimming pool and much more. The Oaks Bayside is located just minutes to major shopping centers as well as exquisite cuisine and nightlife. World famous beaches, Siesta Key and Nokomis Beach are just a short drive away allowing you to capture the spectacular sunsets the Gulf Coast has to offer. This top-rated school district includes nationally ranked public school-Pine View just minutes away. This is your Invitation to Divine Living into a world of unmatched elegance and serenity. Please click on the virtual link tour to view the exclusive property 3D-Walkthrough Tour and Fly-through drone video. Call now to schedule a private showing!

75 Osprey Point Drive, Osprey

$850,000
2 Beds 2.5 Baths Edgewater/Hidden Bay Ph Ii Bld SubDv. 34229 Zip Code
***WOW!***|***PRICE IMPROVEMENT!*** DON’T MISS YOUR OPPORTUNITY TO LIVE IN THIS LUXURY PENTHOUSE!!! Modern 2019 Condominium ENGINEERED for CATEGORY 5 HURRICANE Resilience***WELCOME TO EDGEWATER AT HIDDEN BAY! PENTHOUSE PARADISE: STUNNING WATER VIEWS OF THE INTRACOASTAL Discover unparalleled luxury and breathtaking views in this BOCA MODEL with spacious 2-BEDROOM, FLEX ROOM, & 2.5 BATHROOM home overlooking Little Sarasota Bay. Nestled in a prime location, this exquisite GATED residence offers million-dollar vistas of the INTRACOASTAL WATERWAYS, the serene beauty of CASEY KEY, and a partial glimpse of the GULF OF MEXICO. Your are welcomed with beautiful wide plank tile floors, neutral gray walls with subtle splashes of color. This spacious living area is bathed in natural light, highlighting the high-end finishes and elegant design. The gourmet kitchen boasts top-of-the-line KITCHENAID appliances and ample counter space, soft close modern cabinets, perfect for culinary enthusiasts. Each bedroom is a serene retreat with EN-SUITE bathrooms, providing ultimate privacy and comfort. Step out onto the expansive private terrace and immerse yourself in the panoramic views that define coastal living at its finest. Whether enjoying a morning coffee or an evening sunset, the vistas will leave you mesmerized. Experience the pinnacle of waterfront living in this exclusive penthouse, where luxury meets the tranquility of the bay. Take a nature walk on the 500-foot BOARDWALK to the FISHING PIER on Sarasota Bay. Hop in your KAYAK and take in the gorgeous surroundings. Experience Florida Life watching the dolphins and boaters go by. Make new friends at the CLUBHOUSE or take a dip in the sparkling waters in the HEATED POOL & SPA, have conversation at the TIKI HUT, grill up some steaks on the community grill, get a workout in at the fitness center or the TENNIS / PICKLEBALL COURTS. (1) assigned garage parking space and guest parking space and private 9’x9’ storage unit. This HIDDEN GEM is conveniently located between downtown Sarasota and Venice, close to beaches, boating, shopping and restaurants. Act now to secure this one-of-a-kind PENTHOUSE and immerse yourself in the serene beauty and luxury of waterfront living! *** BE SURE TO WATCH VIDEOS ***

260 Hidden Bay Drive Unit 504, Osprey

$408,000
3 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
Bay Street Village is a luxurious gated community comprising over 200 condo units spread across 33 architecturally stunning apartment buildings with tile roofs and paver driveways. Nestled near the Spanish Pointe Marina, this maintenance-free oasis features exquisite landscaping, four lakes, charming fountains, a resort-style heated pool, cozy cabanas, and a modern fitness center. With no CDD fees, Bay Street Village is perfectly situated between the vibrant cities of Sarasota and Venice in Osprey, Florida. Enjoy easy access to I-75, Highway 41, the Osprey Post Office, and the nearby Walmart Super Center. Surrounding this idyllic community are milky sandy beaches, picturesque sunsets, bays, piers, marinas, and prime spots for boating and fishing enthusiasts. Indulge in local restaurants, the Legacy Trail, and top county schools. Living at Bay Street Village offers a value proposition of affordable luxury residences, reasonable condo fees, and a prime location for permanent living or seasonal getaways. The community fosters peaceful harmony, is pet-friendly, and conveniently located near the Bay Street Dog Park and Playground. This meticulously maintained high ceilings three-bedroom, two-bath residence boasts 1430 sq ft space. Discover a separate laundry room with washer, dryer, and linen closet, a garden trees view screened lanai, and a spacious one-car garage. The open concept floor plan seamlessly blends the granite countertops and solid cabinets kitchen with the living area, ideal for entertaining. Stainless steel appliances including a refrigerator, dishwasher, range, and microwave adorn the kitchen. The expansive master bedroom features an en suite bathroom with dual sinks, a shower, a large walk-in closet, and a linen closet. A generous guest bedroom, a guest bathroom, and a versatile bonus room that can be easily converted into another bedroom or office complete this home's interior. Live the Florida lifestyle in sophistication - schedule a showing today and make this exquisite condo your new home!

116 Navigation Circle Unit 106, Osprey

$375,000
3 Beds 2 Baths Bay Street Village SubDv. 34229 Zip Code
Major Price Reduction - $20,000 Off! Best value in Bay Street Village. 2 TVs and outdoor furniture included! Welcome to your slice of paradise in Florida! Nestled in the heart of Sarasota County, Bay Street Village community, a highly desirable gated pet-friendly community offering maintenance-free living. This meticulously renovated 3-bed/ 2-bath condo boasts the MOST UPGRADES among all listings. The unit is a delightful retreat, perfect for both permanent residence and seasonal getaways. Perched on the second floor, this end unit provides the epitome of convenient and comfortable living. With a serene private backyard and view of the garden and no neighboring units or walkways behind, it offers a tranquil oasis to escape to. The open-concept layout and split floor plan amplify the sense of space and brightness, creating an inviting atmosphere for relaxation or entertaining. Step out onto your screened lanai and immerse yourself in the beauty of the garden view. This home is move-in ready, boasting numerous UPGRADES including new paint, ceramic tile flooring throughout; NO CARPET, high ceilings with crown molding, modern light fixtures, ceiling fans, ring doorbell and garage door keypad. The kitchen is adorned with all granite countertops, backsplash, stainless-steel appliances, and sleek fixtures. With hurricane impact windows and doors, peace of mind comes standard. Condo fee covers exterior, roof, insurance, water, landscaping, 2 gated entrances and amenities, ensuring worry-free living. Downstairs, a one-car garage provides ample space for your car and storage area, adding to the convenience of this exceptional property. Additionally, extra parking spaces are available on the unit driveway and in the parking lot across the street, ensuring ample parking for residents and guests. Step outside and indulge in resort-style amenities including a heated pool, fitness room, and club room, just steps away from the unit. Strategically positioned between Sarasota and Venice, this community offers a superior location with convenience at every turn. Adjacent to the main entrance gate, discover the Sarasota County Bay Street Dog Park and playground, while Pine View School and the historic Spanish Point, along with its charming Tiki Bar boasting breathtaking sunsets, are mere blocks away. Experience the best of Sarasota County living, with easy access to shops, restaurants, fishing piers, kayak launches, and the Legacy Trail. Siesta Key lies just 7 miles to the north, offering pristine beaches, while Nokomis Public Beach beckons from 6 miles to the south. Don't miss out on this opportunity to embrace the Florida lifestyle in style. Schedule your showing today and make this exquisite condo your new home! There is a lender that can approve financing for this unit.

76 Explorer Drive Unit 104, Osprey

$420,000
2 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Welcome home to this beautiful first floor, 2-bedroom, 2-bathroom condo, located in the gated community of Bay Street Village! With over 1,400 square feet of living space, an additional den, a separate laundry room, and a one-car garage, space will never be an issue. This first-floor unit has some beautiful details that make this home unique, including crown molding throughout, modern light fixtures, stunning views of the beautiful lake and more! Not only is this model home filled with impressive finishes, but it is also located in close proximity to the community's clubhouse and pool, and near plenty of additional parking! The stunning kitchen features granite countertops, an island and breakfast bar, solid wood cabinets, and a stylish backsplash. All appliances are stainless steel and include a refrigerator, dishwasher, range, and microwave. The open concept floorplan connects the kitchen to the roomy living area overlooking the community lake and creates the perfect entertaining space for your friends and family! Upgrades to this condo include new carpet and flooring throughout, and fresh neutral paint! The spacious master bedroom features an en suite bathroom with dual sinks and a custom tile walk-in shower, complete with a large walk-in closet and linen closet. A roomy guest bedroom, a stunning guest bathroom, and a bonus room located near the kitchen complete the interior of this home! Relax on the screened lanai while enjoying the spectacular lake views and Florida's year-round gorgeous weather. Laundry is in the unit for convenience. A large one-car garage keeps your car safe and cool during those warm Florida days! Enjoy all the benefits of maintenance-free living in the new Bay Street Village community. The clubhouse features a sparkling swimming pool and a well-equipped fitness center. Bay Street is perfectly situated halfway between quaint Venice and bustling Sarasota. Located near Sarasota's top-rated and nationally recognized Pine View School and only a short drive from the highly rated beaches of Siesta Key! Some of the nearby attractions include the Sarasota Bay, Spanish Pointe, and the Legacy Trail! You'll be far enough away from tourists and traffic issues, but you still have countless options for restaurants, entertainment, and much more.

89 Navigation Circle, Osprey

$962,500
3 Beds 2.5 Baths Sarabay Acres SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. This is the one you've been waiting for! Nestled on approximately 3 acres, this cherished family estate, spanning generations, awaits its next chapter. Situated opposite the esteemed Pine View School for the Gifted, ranked #1 High School in Florida and #18 High School nationally, this unique parcel blends country charm with coastal allure. Winding down the long gravel driveway and secluded from Old Venice Road, the main residence exudes a country feel, boasting a wrap-around front porch, rear screened and covered porch, open deck, 3 bedrooms, 2.5 baths, and a 2-car garage. Additionally, the original 1954-built 2 bed, 2 bath home with a pool stands on the grounds, offering the buyer with vision, the versatile potential of having a rental cottage, in-law quarters, or integral part of a family retreat. Opportunities like this are rare gems. Package priced below market value and beckoning a new family to shape its legacy. With no deed restrictions, the property invites almost endless possibilities—whether cultivating gardens, fruit orchards, or simply embracing spacious living. Conveniently located in the heart of Osprey, just minutes from pristine beaches, shopping, dining, and the state-of-the-art Sarasota Memorial Hospital Venice campus, this property epitomizes the best of both worlds. Don’t miss your chance to explore this exclusive offering—schedule your private showing today!

510 Old Venice Road, Osprey

$304,900
2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
Seller to pay monthly HOA fee until December 31, 2024 with a closed transaction sale. Offered Turnkey furnished and equipped with everything you need to move right in. This includes a kayak, beach chairs, coolers and two bicycles. This tastefully decorated 2nd floor unit with 9-ft high ceilings has been updated throughout and also re-plumbed. The two separate en-suite bedrooms are spacious and have their own patio decks. The kitchen boasts solid wood cabinets, granite countertops, a dinette area and it opens to a formal dining room, along with a comfortable living room and covered screened porch. Updates include engineered hardwood "scraped hickory" flooring, designer light fixtures and fans, profiled baseboards and custom blinds. The storage is plentiful, with a deeded covered carport, 2 storage lockers and an accessible attic. The community consists of 20-acres of lush vegetation and fine owner amenities. There’re 2 heated pools, one just steps away, pickleball and tennis courts, walking trails, kayak rack storage, clubhouse and fitness room. Pine Run is located ½ mile from Casey Key Rd., voted the most coveted aspirational roadway in the country, plus it’s 2-miles to Nokomis Beach and 17 miles to Sarasota Airport. Everything you need is conveniently minutes away including a new Publix grocery store, coffee shop, salon, specialty retailers, fitness center, bike rental store & medical services. Take a stroll to the new Deep Lagoon restaurant or to listen to a band at the Casey Key Fish House and Tiki Bar. Additionally, you have four restaurants within walking distance. The Legacy Trail bike trail, area state park and public beaches are all nearby. Make this your home away from home or your new full-time residence. Pine Run is nestled between Sarasota and Downtown Venice and is 7 miles away from the famous Siesta Key Beach, voted the #1 beach in the U.S.

207 Woodland Drive Unit 207, Osprey

$1,549,000
4 Beds 5.5 Baths The Oaks SubDv. 34229 Zip Code
This 4 bedroom with 5 full, and 1 half bath, a new roof and fresh exterior paint, is waiting for you to come and make it your own. Situated on a beautiful lot in The Oaks Clubside, it offers stunning views overlooking the lake out to the #7 of the Heron Course. Inside you will find a spacious floor plan that provides room for residents and their visiting guests. The 4th bedroom, above the garage, is perfect to use for live-in help quarters, a private guest suite, of in any other way you can imagine. All the main rooms downstairs open to the lanai. The kitchen is large, with an eat-in area, and there is a separate dining room for larger, more formal meals. The family room features a fireplace. The spacious master suite has room for a sitting area, and a bathroom with water closet, soaking tub and separate shower. The large laundry has plenty of room for storage, and there is a 500 sq ft air-conditioned artist studio off the garage! Walk out to the lanai and you will find a large, covered area, outdoor kitchen, huge inground pool and spa, and those to die for views. This home has the potential to be your happily-ever-after! Membership in The Oaks Club, Sarasota’s premier golf and country club, is required with homeownership. The Oaks has two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickleball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings.

639 Eagle Watch Lane, Osprey

$6,500,000
5 Beds 3 Baths Casey Key SubDv. 34229 Zip Code
Rarely available Gulf to Bay estate size property with 175 feet of Gulf frontage, 175 feet of Bay frontage and encompassing 1.5 acres is located on the exclusive North End of Casey Key. Casey Key, distinguished for its absence of high-rises, traffic congestion, and private beaches, is one of the most esteemed barrier islands of Sarasota and Florida’s Gulf Coast. Positioned amidst exclusivity and privacy, this property presents a prime canvas for luxurious coastal living. Opportunity to build a spectacular new residence with no barriers to removing the current structure; or embrace “Old Florida” and restore the original house built in 1916. This building is the first and oldest structure built on Casey Key and was utilized as a “Fishing Lodge”. Uniquely the front of the house is oriented to Little Sarasota Bay because when it was built there were no bridges and the guests arrived and departed on boats from the mainland! Numerous infrastructure items have been completed facilitating a seamless progression for prospective owners. Most noteworthy is the successful approval and issuance of the permit by the State of Florida Department of Environmental Protection Agency to build west of the coastal construction line, which allows for a 6600+ square foot two-story single-family residence, a 1600+ square foot one-story detached accessory structure with bonus suite, swimming pool, and a reflecting pond at the entrance of the main residence. This is significant because the State EPA permit is the most difficult permit to obtain; also, the Sarasota County building permits are currently in process. The impressive new dock is constructed with premium composite decking and sturdy pilings, which accommodates various vessel sizes, including a 40,000-pound boat lift for vessels over 40 feet, a 17,000-pound lift for boats ranging from 25 to 37 feet, plus a double wave runner lift. Extending 162 feet into the bay, the dock offers power and water access throughout its length, alongside amenities like a fish cleaning station and other conveniences. Additionally, the newly drilled 4-inch and 400-foot-deep irrigation well assures that the estate grounds will be a lush and tropical environment. Embracing the island lifestyle, residents relish the warm Gulf breezes by day and breathtaking sunsets at dusk. A favorite transportation choice by residents is often Golf Carts with easy access to nearby tiki bars, restaurants, grocery store, pharmacy and more. The property's strategic location just north of the historic Blackburn Point bridge facilitates excellent proximity to the mainland with top-rated schools, fine dining establishments, Downtown Sarasota, St Armand’s Circle, The Island of Venice, and world-class medical facilities. Notably, Casey Key is the ONLY barrier island in the region with an expressway from Tamiami Trail to I75 creating easy access to all area international airports, plus private air travel options within ten minutes. The allure of this locale is undeniable, as Casey Key Road was recently acclaimed as the most impressive street nationwide, underscoring the unparalleled status of this magical barrier island.

608 N Casey Key Road, Osprey

$1,259,000
4 Beds 3.5 Baths Oak Creek SubDv. 34229 Zip Code
LOCATION! LOCATION! LOCATION!.... CUSTOM DESIGNED AND BUILD by ROBERT GUENGERICH….. IMPRESSIVE HIGH CEILINGS...... CUSTOM KITCHEN WITH GRANITE COUNTERTOPS..... ELEGANT HAND-SCRAPED WOOD FLOORS...... IMPACT WINDOWS and DOORS...... Step into a world of unparalleled beauty and refinement with Robert Guengerich's great masterpiece home. Nestled on a private cul-de-sac, this signature property showcases the perfect fusion of refined craftsmanship and timeless elegance. As you enter through the grand double doors adorned with leaded glass, you'll be greeted by soaring 13 ft. ceilings, accent archways, coffered ceilings, and architectural columns, each detail meticulously crafted to perfection. The open floor plan boasts hand-scraped wood and rectified travertine flooring, adding dimension to the space, while transom windows and French doors effortlessly blend indoor and outdoor living, very private lanai and pool area. The dining room exudes tasteful elegance, while the living room features Guengerich's signature coffered ceiling and a custom fireplace, creating a warm and inviting atmosphere for entertaining guests or simply unwinding in luxury. The chef's kitchen is a culinary haven, boasting high-end appliances, a grand center island, and rich cabinetry, while decorative lighting, glass block windows, and exquisite granite counters elevate the space to new heights of sophistication. Each bedroom suite offers its own unique serenity and architectural enhancements, with the master bedroom showcasing custom woodwork, a tray ceiling, and a cozy sitting area, perfect for relaxation. Indulge in the master bath's Roman shower and garden tub, creating a luxurious retreat, or soak up the sun by the lap-style pool with fountain features, while dining al fresco on the private lanai overlooking the serene pond. Located near "The Oaks" and “Stoney Brook” Country Clubs, beautiful beaches, nature trails, and more, this remarkable home seamlessly blends functionality, refinement, and the coveted Florida lifestyle.

135 N Creek Lane, Osprey

$6,500,000
Casey Key SubDv. 34229 Zip Code
Rarely available Gulf to Bay estate size property with 175 feet of Gulf frontage, 175 feet of Bay frontage and encompassing 1.5 acres is located on the exclusive North End of Casey Key. Casey Key, distinguished for its absence of high-rises, traffic congestion, and private beaches, is one of the most esteemed barrier islands of Sarasota and Florida’s Gulf Coast. Positioned amidst exclusivity and privacy, this property presents a prime canvas for luxurious coastal living. Numerous infrastructure items have been completed facilitating a seamless progression for prospective owners. Most noteworthy is the successful approval and issuance of the permit by the State of Florida Department of Environmental Protection Agency to build west of the coastal construction line, which allows for a 6600+ square foot two-story single-family residence, a 1600+ square foot one-story detached accessory structure with bonus suite, swimming pool, and a reflecting pond at the entrance of the main residence. This is significant because the State EPA permit is the most difficult permit to obtain; also, the Sarasota County building permits are currently in process. The impressive new dock is constructed with premium composite decking and sturdy pilings, which accommodates various vessel sizes, including a 40,000-pound boat lift for vessels over 40 feet, a 17,000-pound lift for boats ranging from 25 to 37 feet, plus a double wave runner lift. Extending 162 feet into the bay, the dock offers power and water access throughout its length, alongside amenities like a fish cleaning station and other conveniences. Additionally, the newly drilled 4-inch and 400-foot-deep irrigation well assures that the estate grounds will be a lush and tropical environment. Embracing the island lifestyle, residents relish the warm Gulf breezes by day and breathtaking sunsets at dusk. A favorite transportation choice by residents is often Golf Carts with easy access to nearby tiki bars, restaurants, grocery store, pharmacy and more. The property's strategic location just north of the historic Blackburn Point bridge facilitates excellent proximity to the mainland with top-rated schools, fine dining establishments, Downtown Sarasota, St Armand’s Circle, The Island of Venice, and world-class medical facilities. Notably, Casey Key is the ONLY barrier island in the region with an expressway from Tamiami Trail to I75 creating easy access to all area international airports, plus private air travel options within ten minutes. The allure of this locale is undeniable, as Casey Key Road was recently acclaimed as the most impressive street nationwide, underscoring the unparalleled status of this magical barrier island. Please note the original house built in 1916, which is the first and oldest homestead built on Casey Key, is still on the property; however, there are no barriers to removing the structure.

608 N Casey Key Road, Osprey

$875,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
**TURN-KEY, MOVE IN READY 5TH FLOOR CONDO WITH WATERFRONT AND PRESERVE VIEWS RIVALING HIGHER FLOORS** - JUST BRING YOUR SUITCASE AND ENJOY PARADISE! Over 2200sf in the Luxury, High-Rise, Meridian Condo Complex which features 3 BEDROOMS + 3 FULL BATHS, with new furnishings throughout, behind the Secure Gates of the highly sought after OAKS-PRESERVE, COUNTRY CLUB neighborhood. This light, bright and airy Condo features Crown Moldings, High Ceilings, Tile and Engineered Hardwood floors, Custom Built-In Murphy Bed, a bright/open Kitchen with White Cabinetry and Granite Countertops. The Owner’s Bedroom Suite features a Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities. The Spacious Balcony offers a serene setting where you can view wonderful wildlife and Gorgeous Sunsets! Climate-controlled storage is located on the building’s 1st floor along with two covered parking spots for the Condo. 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 country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. 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.**

385 N Point Road Unit 503, Osprey

$965,000
4 Beds 3 Baths Rivendell The Woodlands SubDv. 34229 Zip Code
Beautiful 4BR/3BA/3 Car Garage Pool Home located in The Woodlands of Rivendell. This gorgeous all on one floor home is surrounded by lush natural beauty with expansive views of a large sparkling lake and a beautiful extensive preserve. This home features a newer tile roof, two newer HVAC units and a newly re-surfaced Pebble-Tec pool with a gorgeous water feature. As you enter through the double beveled front doors into the lovely foyer and 12 foot high ceilings you experience the welcoming charm of this lovely floor plan. 18” Ceramic tile is throughout the Great Room, Flex Area and Dining Room. The house also features a spacious office looking out to the pool, lake and beautiful preserve. Hard surface Corian countertops are featured in the kitchen with breakfast bar easily accommodating six bar stools. The kitchen features two spacious pantries. The split floor plan allows the spacious primary bedroom suite lots of privacy and gorgeous views of the lake and pool. The master bathroom has double vanities, soaking tub and a separate shower with glass block allowing natural light to flow into the area. Lovely neutral color palette throughout home with accent walls featuring coastal colors. The three car garage is a plus along with hurricane Lexan hurricane protection shutters, newer water heater, two HVAC units three years new and newer washer and dryer. Low HOA fees. Nearby heated community pool maintained by the Association. This property is close to the Sarasota County gifted Pine View School which is rated the top school in the state of Florida. Playground and dog park are also in the neighborhood. Nearby is the Legacy Trail, Intracoastal Waterway, boat and kayak launches, beautiful sandy beaches on the Gulf of Mexico, restaurants, Publix grocery store and lots of stores and shopping to choose from. This lovely home has a serene Florida feel with its privacy and tropical beauty surrounding you.

1193 Lost Creek Court, Osprey

Start Your Search