Osprey Real Estate Search

Newest Osprey Properties for Sale

$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

$629,000
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

$650,000
4 Beds 3 Baths Bay Oaks Estates SubDv. 34229 Zip Code
Welcome home to your beautifully remodeled residence in the desirable Bay Oaks Estates. This stunning, immaculate 4-bed, 3-bath, 2,229 square foot home offers an inviting ambiance with double doors leading you into the spacious living space and dining room with crown molding and vaulted ceilings. The home features a recently remodeled kitchen that boasts soft-close cabinets, top of the line Cambria quartz countertops, high-end appliances, complemented by luxury light fixtures and ceiling fans. The Shaw-Luxury-Vinyl Plank flooring throughout the house will amaze any discerning buyer. The split floor plan ensures privacy, with the large primary bedroom featuring a walk-in closet, a large ensuite primary bathroom with separate tub, shower, and double vanities. Bedroom #4 could be a second master suite with a full bathroom in a private wing of the home with its own private entrance and access to the lanai. The home has been freshly painted inside and out and features new sod and meticulously cared-for trees and shrubs. Additional upgrades include re-plumbing, a new hot water heater, and epoxy-floored garage with ample storage, cabinets, and a second refrigerator. The back of the home reveals a large, recently rescreened and refurbished lanai with a 7-person saltwater hot tub. The fenced-in property offers privacy and backs up to a serene preserve. For gardening needs, there is a storage shed and a newly replaced irrigation well pump. Ensuring peace of mind, all windows and doors have hurricane protection, and a portable generator is ready to connect to the electrical panel. The roof was replaced in 2016, and the A/C in 2018. Centrally located, your new home is close to the award-winning Pineview School, Legacy Trail, Route 41, I-75, shopping, restaurants, beaches, and downtown Venice and Sarasota. Enjoy a nominal HOA in this beautiful community, making this home the perfect blend of comfort and convenience. **Click on Virtual Tour 1 For a 3D Tour**

825 Oak Pond Drive, 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

$600,000
4 Beds 2 Baths Bay Oaks Estates SubDv. 34229 Zip Code
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

$950,000
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

$919,900
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

$1,100,000
4 Beds 3 Baths Park Trace Estates SubDv. 34229 Zip Code
Awaiting professional photos... That shared, this quality built, extra spacious opportunity awaits you and yours, here and now. Start checking your list: 4 br/3 baths, home office, 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, with significant functional improvements since. A home (and 13,000+ sq ft lot) that will greatly impress now, and for many years beyond. Updated w/ top quality impact windows & sliding doors (2018) that bestow security, energy efficiency & quiet comfort. Enjoy clean, renewable, whole house solar (w/ 15 years remaining on the transferable warranty - the main inverter for the solar system was 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 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 grants 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

$920,000
3 Beds 3 Baths Baypointe Vista SubDv. 34229 Zip Code
Waterfront resort-style living in a gated community with breathtaking views over Little Sarasota Bay. This third-level end unit, with elevator access, lives like it's new and offers three bedrooms, three full ensuite baths, a screened/glassed-in lanai for entertaining, all while watching spectacular sunsets over the Intracoastal Waterway, Casey Key, Siesta Key and the Gulf of Mexico. This designer renovated unit offers one of the largest floor plans in the development and gives you an open-air feel, with an abundance of natural light. The expansive kitchen has stainless steel appliances, a breakfast bar, dinette room, quartzite countertops and plenty of pantry storage. You'll also find engineered hardwood floors, volume ceilings, upgraded baseboards, new solid wood, five-panel interior doors and designer chandeliers. And it's great to know that the AC system was installed in 2019, along with the electrical panel, water heater in 2023, and new impact windows and lanai sliding glass doors installed in 2023, just in case the weather gets fickle. The community has a renovated clubhouse featuring a catering kitchen with countertop seating, a fully stocked reading library, a professional fitness room, an entertainment and media area and a dining room. The amenities also include a heated pool and spa with an expansive sundeck, a grass-thatched tiki hut with grilling stations, a lit tennis court, two lit pickleball courts, a kayak launch and a 500-yard elevated wood boardwalk that meanders through lush mangrove and palm fields that lead out to a handsome observation pier that provides stunning sunsets and excellent fishing. This is an amazing location because you're on the water, inside a gated community and are very close to nearby restaurants and shopping. Bike the Legacy Trail which offers 20 miles of bicycling. The beaches are so close, eight miles to Siesta Key, the No. 1 beach in the U.S., and just four miles to Nokomis Beach. It's a quick drive to downtown Venice and Sarasota for restaurants and the performing arts, including ballet, opera, concerts and musicals. Visit this unique waterfront community and don't forget to check out the private oversized two-car garage.

242 Hidden Bay Drive Unit 304, 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

$1,795,000
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

$889,000
2 Beds 2.5 Baths Edgewater/Hidden Bay Ph Ii Bld SubDv. 34229 Zip Code
***PRICE IMPROVEMENT***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. 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

$398,900
3 Beds 2 Baths Bay Street Village SubDv. 34229 Zip Code
Price reduced with 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!

76 Explorer Drive Unit 104, Osprey

$468,000
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

$1,285,000
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

$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

$975,000
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

$3,100,000
5 Beds 5.5 Baths The Oaks SubDv. 34229 Zip Code
Situated at the end of a cul-de-sac behind the gates of The Oaks, this 4 bedroom home w/1 bedroom guest house has 2 offices, four full and two half baths, exudes warmth and charm. Beautifully set on a 26,000 ft2 verdant lot, the rich vegetation gives the home a feeling of calm, tropical privacy. Meticulously maintained and beautifully updated, this home is perfect for every-day-living, and entertaining. The center island kitchen features quartz countertops. Plan your meals at the built in chef’s desk or work on your laptop as your loved ones sit at the breakfast bar at the start of a busy day. Or enjoy your first cup of coffee in the breakfast nook, with large aquarium windows, and look out on the lovely pool with pavered deck, and the lush landscaping beyond. The family room, just off the kitchen, has pocket sliders to the poolside covered terrace. The formal living with fireplace, and dining room, also open to the terrace. The spacious and luxurious master suite, and two guest suites are located on the first floor. Upstairs you will find a large bonus room, with private terrace, that has the potential to be used in any number of ways. Will it be your library, study, studio, or used as another bedroom suite? The possibilities are endless. The one bedroom guest cottage has a private entrance, living room and kitchenette and views of the two lakes. A covered outdoor kitchen completes this lovely home. The recently installed back fence gives you peace of mind for your children and pets. Membership in The Oaks, Sarasota’s premier golf and country club, is required with home ownership. Featuring two championship golf courses, lighted pickleball courts, 12 HAR-TRU tennis courts (5 lighted), a state-of-the-art fitness center, croquet lawn, and a vast array of dining and social options, the Oaks is situated close to the gorgeous local beaches, and all the shopping, cultural and recreational offerings of Downtown Sarasota.

388 Bunker Hill, Osprey

$1,490,000
4 Beds 4 Baths Oaks The SubDv. 34229 Zip Code
This private home was built with Luxury in mind. 4 bedrooms, 4 bath, Office, Family room, Built-in wet bar with Space for a wine cooler. Extended covered patio, Outdoor shower, Hurricane shutters, Custom designed his and her closets, lots of closet space, inside laundry room, two zoned A/C (3 and 4 years old,) New roof 5/24, Newly painted outside. Overlooking the 14th hole on Heron Course. This is a luxury life style waiting just for you to call home. History of the oaks and what Sarasota has to offer you. At the turn of the last century a socialite, businesswomen, and philanthropist, Bertha Honoré Palmer discovered the beauty of Little Sarasota Bay in Osprey. a paradise with a thousand acres of lush tropical growth. She was enthralled by its picturesque splendor and Tranquil ambiance. So much so, she purchased the property and made it her winter home. This land today is called The Oaks. This was the start of business leaders, politicians, artists, writers, and trendsetters wanting their piece of paradise. Over the years The Oaks was developed into a private membership club. Offering its members, privacy, social activities, Award winning Golf. Tennis program, Fitness Center, Croquet + Bocce, Racquetball, and Restaurant, and special events. Take the short drive to Siesta key beach and watch the sunset, while you’re at it enjoy the fine dining Siesta Key offers. Enjoy the shopping on St. Armand's Key, Farmers market downtown Sarasota, Art shows, many theaters, Ringling Museum of art, Ringling residence, Music, Opera. Boating, Fishing, and Sarasota international Airport so much to enjoy in your newfound paradise. Nestled between Sarasota and Venice, giving you the best of both worlds. The Oaks offer Safety with guard at the gate 24, 7. Peaceful, private, and exclusive membership. A community your will be proud to call home.

491 E Macewen Drive, Osprey

$599,000
3 Beds 2 Baths Blackburn Harbor SubDv. 34229 Zip Code
Begin each day in awe with breathtaking panoramic water views from the kitchen, living room, and master bedroom suite of your stunning fifth-floor condo in Blackburn Harbor! Take leisurely strolls through the lush landscaped walkways of this vibrant community, leading you to the community pool, fitness center, clubhouse, tennis courts, pickleball, shuffleboard, kayak launch, and boat dock. This prime location puts you within arm's reach of Siesta Key, Sarasota, Casey Key, and Venice, offering an abundance of dining, golfing, and shopping options. Walking distance to Oscar Scherer Park, Nokomis Beach (less than four miles), South and North Jetty, Venice Beach, Caspersen Beach, and the Legacy Trail. Your water view paradise includes an enclosed garage and an additional designated parking spot, ensuring convenience and protection from the elements. This pet-friendly community is gated and packed with incredible amenities, including tennis, pickleball, a heated pool, walking trails, a gazebo, outdoor grills, a fishing pier, and a fitness center. The spacious and modern kitchen in this stunning condo boasts an array of desirable features, including granite countertops that offer both style and durability. These countertops not only provide a sleek look but also offer excellent resistance to heat, scratches, and stains. In addition to the beautiful granite counters, the kitchen is equipped with stainless steel appliances, which not only add to the contemporary aesthetic but also offer the convenience and reliability that homeowners desire. Moving on to the bedrooms, the master bedroom is a true oasis, offering wood flooring that adds warmth and elegance to the space. The master bathroom is a fabulous retreat, with a large walk-in shower and a separate tub, providing homeowners with the flexibility to relax and unwind in various ways. The master bathroom also features elegant finishes and modern fixtures, creating a spa-like atmosphere. The are two additional guest bedrooms and, one which offers versatility and flexibility to suit the needs of different homeowners. Wood flooring continues into this space, adding to the cozy and inviting ambiance. The den can easily be transformed into a home office, a media room, or an additional bedroom, depending on your preferences and lifestyle. The waterway leads out to the Intracoastal Waterway, granting access to the Gulf of Mexico, and placing you in close proximity to South Sarasota, the interstate, SMU Hospital on Laurel, and a myriad of shopping and dining choices! ?? Come and see for yourself why this water view paradise is the perfect blend of relaxation and convenience! Comes partially furnished

5100 Jessie Harbor Drive Unit 504, Osprey

$400,000
2 Beds 2 Baths Heron House SubDv. 34229 Zip Code
Spectacular views in all directions at highly desired Blackburn Harbor in Osprey. Tucked back and surrounded by mature and well groomed grounds you’ll park in your private under building parking space near your own large secured storage unit. Elevators take you up to Unit 71 where you’ll immediately appreciate the opportunity to utilize the covered outdoor space at the condo entrance to enjoy views to the East. Inside you’ll find a charming , tasteful and well equipped kitchen open to the living and dining area. In addition there is additional space off the kitchen that could be used for breakfast nook, coffee bar or work space with natural light. The living area has 2 sets of sliders to a large screened western facing lanai bringing in brilliant light throughout the entire space. Floors are engineered for longevity and style. The two bedroom/two bath split floor plan is perfect for everyone. The amenities at Blackburn Harbor will make you feel like you’re at a resort! A sparkling pool, fitness center for all levels, tennis AND pickleball courts as well as shuffleboard. Paved walking paths meander around and through the community. Plenty of space for your furry friends. A gorgeous water front covered grilling station and picnic area is available and maintained for your use. Take a look at the kayak and paddle board storage, access to launch them as the docks and boat slips on property!!. Everything you need and then some…stop thinking about it and just do it!

7102 Jessie Harbor Drive Unit 7102, Osprey

$1,339,000
3 Beds 3.5 Baths The Oaks SubDv. 34229 Zip Code
WOW! PRICED BELOW CURRENT APPRAISAL. The work is done! Located in coveted Saint James Park on the first fairway of the Eagle Course, this architectural beauty is within walking or biking distance to all the amenities at the esteemed Oaks Country Club. Three en-suite bedrooms all with walk-in showers (two with tubs) include two primary suites, one on the first floor and one on the second floor, with beautiful golf course views. Extensive renovations and improvements on both on the interior and exterior in the last few years, including hurricane impact windows and garage door, 2020 roof, plus two brand new A/C units and more. All bedrooms open to picturesque balconies and the front exterior has a bougainvillea trellis, fountain, and pergola giving a peaceful European charm and great curb appeal. There’s both a living room and family room, and flex space for an office, library, or work-out area, plus a newly resurfaced pool with retractable awning to escape the sun. Beautiful new landscaping and lighting. The Oaks Country Club, one of the finest on the southwest gulf coast, offers two 18-hole golf courses, 12 Har Tru lighted tennis courts, pickleball, croquet, dining, and year-round social activities for all to enjoy. Perfectly situated between downtown Sarasota and Venice Island, and fifteen minutes to area beautiful beaches, this home is a must see. Social or Golf Membership is required at the Oaks.

219 Saint James Park, Osprey

$975,000
3 Beds 3 Baths Baypointe Vista SubDv. 34229 Zip Code
Welcome to Hidden Bay. This stunning 3bd/ 3br corner unit condo offers unimpeded views of Casey Key and Little Sarasota Bay from many rooms. The large foyer welcomes guests into the home and boasts a completely remodeled 5th floor unit featuring high-end finishes throughout, including bamboo flooring, quartz countertops, solid wood cabinetry, and an induction cooktop. The oversized island is perfect for entertaining, and the bar with a mini fridge and wine fridge adds a touch of luxury. Once you step into the primary suite you are met with water views, two walk in closets and a spa-like bathroom featuring a make up counter, backlit mirror, and jetted tub. The patio is versatile and can be used as interior living space or simply slide open the impact doors and enjoy the cool gulf breeze as boats drift by. An added bonus for this condo is the two car garage with added room for storage. Newly installed impact windows will provide peace of mind, while the community amenities make for easy living. Enjoy the convenience of the kayak storage and launch next to the building, a community pool, gym, tennis and pickleball courts, and a serene nature trail leading out to the community dock. You will want to experience this upscale living at its finest, nestled between Sarasota and Venice. This prime location is close to beaches, restaurants, shopping, golf, medical, and more. Don't miss out on the opportunity to own this beautiful condo with breathtaking views and top-of-the-line features. Schedule a showing today!

236 Hidden Bay Drive Unit 504, Osprey

$292,000
2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
NATURE LOVERS, welcome to the enchanting world of Pine Run! Designed to be part of the natural environment, these West of Trail condos are nestled among the lush foliage, towering trees, and Florida wildlife. Offering a peaceful and serene setting, yet just a short stroll away from numerous shops and restaurants, giving you a unique residential experience that seamlessly blends the tranquility of living amongst nature with urban conveniences. The moment you step inside, soaring ceilings and an open floor plan create a sense of spaciousness in the sun-drenched living/dining area. The expansive sliding doors open to a fully screened-in deck where you can sit and enjoy the serene sounds of nature. An elegant & contemporary vibe extends to the kitchen which has been updated with high-end appliances, cabinetry & finishes. The primary bedroom, updated full bath and conveniently located stackable washer and dryer are also on the main floor. A spiral staircase leads to an open, airy loft that can be used as a second bedroom or flex space, a 2nd full bathroom, and an enormous storage room that could easily be converted to another bedroom. Store your beach gear in your storage closet that is adjacent to your covered carport spot. The community amenities include 2 pools, tennis & pickle ball courts, a community clubhouse with a fitness center and saunas in the women’s & men’s changing rooms. Did I mention that large dogs are welcomed? This is a great home, community, and location and there is not much else you can do except move in and enjoy!

109 Woodland Place, Osprey

$1,340,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
Welcome to luxury living at its finest in the highly regarded Meridian at The Oaks Preserve! This condominium offers an unparalleled blend of elegance, comfort, and breathtaking views that will leave you speechless. Enter this expansive sanctuary featuring three bedrooms and three bathrooms, spanning over 2,600 square feet. You'll be welcomed by breathtaking panoramic views of the intercoastal waterway, Little Sarasota Bay, and the Gulf of Mexico. Whether you're enjoying your morning coffee or hosting a soirée, every moment is elevated by the stunning backdrop of Sarasota's natural beauty. But the views are just the beginning. As part of The Oaks, a mandatory Golf and Country Club, residents gain access to a world of exclusive amenities. Hit the courts on twelve Har-Tru tennis courts, tee off on pristine fairways, relax by the poolside oasis, or savor gourmet dining at the clubhouse. With a plethora of options, every day presents new opportunities for leisure and recreation. Inside the condominium, modern design meets timeless sophistication. High-end finishes, spacious living areas, and a gourmet kitchen make this residence perfect for both relaxation and entertaining. Whether you're curling up with a book or enjoying a glass of wine on the private balcony, every corner of this home exudes tranquility and luxury. Don't miss your chance to experience the epitome of coastal living in the Meridian at The Oaks Preserve. Schedule your private tour today and discover the unparalleled lifestyle that awaits you. Live where every moment is a masterpiece. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

3621 North Point Road Unit 601, Osprey

$832,750
3 Beds 2 Baths Edgewater/Hidden Bay Ph 3 SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Witness the most breathtaking sunsets from your private, extra-large screened-in balcony as you gaze out across the bay to the barrier island of Casey Key! Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay. This gated, 12-acre resort-style community is located on the water's edge of Little Sarasota Bay in Osprey, Florida. The final waterfront building of 16 units is now under construction, to be completed in 2024, and is designed in the Key West architectural style. This three-bedroom, two-bath-plus-den residence offers breathtaking panoramic water views. Inside the unit, you'll find a generously sized gourmet kitchen with stainless steel appliances, granite countertops, maple cabinetry, counter seating, and ample storage space. The spacious living room and dining room feature an open floor plan. The primary bedroom is expansive with large dual walk-in closets. The primary bath boasts dual vanities and a glass-framed shower. Kohler plumbing fixtures, hurricane impact-resistant windows and doors, a full-size washer and dryer, and a high-efficiency central air-conditioning unit are standard features. Hidden Bay offers fantastic amenities, including a heated pool and spa with an expansive sun deck, grilling station, two lit pickleball courts, one tennis court, a pond with water fountains, a kayak launch, and a 500-yard boardwalk that meanders through lush mangroves and palm fields to a handsome fishing pier. Additionally, there is a fabulous newly renovated clubhouse featuring a full catering kitchen, a fully stocked reading library, a professional fitness room, an entertainment area, and a dining room for dinner or cards. Each unit includes under-building parking with a secured storage unit. It's conveniently located close to local beaches, airports, restaurants, multiple marinas, shopping, and more. Come visit Edgewater at Hidden Bay—a true hidden gem. There is a limited supply of these beautiful waterfront units left!

280 Hidden Bay Drive Unit 302, Osprey

$822,250
3 Beds 2.5 Baths Edgewater/Hidden Bay Ph 3 SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community located on the water's edge of Little Sarasota Bay in Osprey, Florida. The final waterfront building of 16 units is now under construction, scheduled for completion in 2024, and is designed in the architectural style of Key West. This three-bedroom, two-and-a-half-bath, plus den residence offers tree-top views with beautiful panoramic water views. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. Enter the sparkling gourmet kitchen with stainless steel appliances, quartz countertops, white cabinetry, counter seating, and plenty of storage space. The primary bedroom is expansive with large dual walk-in closets and direct access to the outside balcony. Bonus on the second-floor unit: wood flooring and premium quartz countertops. The primary bathroom boasts dual vanities and a glass-framed shower. Kohler plumbing fixtures, hurricane impact-resistant windows and doors, a full-size washer and dryer, and a high-efficiency central air conditioning unit are standard features. Hidden Bay offers fantastic amenities, including a heated pool and spa with an expansive sundeck, grilling station, two lit pickleball courts and one tennis court, a pond with water fountains, a kayak launch, and a 500-yard boardwalk that meanders through lush mangrove and palm fields to a handsome fishing pier. Additionally, there is a fabulous newly renovated clubhouse featuring a full catering kitchen, a fully stocked reading library, a professional fitness room, an entertainment area, and a dining room for dinner or cards. Each unit includes under-building parking with a secured storage unit. Conveniently located near local beaches, airports, restaurants, multiple marinas, and shopping, there is a limited supply of these beautiful waterfront units left!

280 Hidden Bay Drive Unit 204, Osprey

$780,250
3 Beds 2 Baths Edgewater/Hidden Bay Ph 3 SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan in the building. Located on the water's edge of Little Sarasota Bay in Osprey, Florida, is the beautiful gated, 12-acre resort-style community of Edgewater at Hidden Bay. The final waterfront building of 16 units is now under construction, to be completed in 2024, and is designed in the Key West architectural style. Watch the most breathtaking sunsets from your private screened-in balcony in this three-bedroom, two-bath plus den unit. Inside the unit, you'll find a spacious gourmet kitchen with stainless steel appliances, granite countertops, maple cabinetry, counter seating, and plenty of storage space. The living room and dining room are also spacious and feature an open floor plan. The primary bedroom is expansive with large dual walk-in closets. The primary bath boasts dual vanities and a glass-framed shower. Kohler plumbing fixtures, hurricane impact-resistant windows and doors, a full-size washer and dryer, and a high-efficiency central air conditioning unit are standard features. Hidden Bay has a fabulous newly renovated clubhouse featuring a full catering kitchen, a fully stocked reading library, a professional fitness room, an entertainment area, and a dining room for dinner or cards. The second-floor unit offers wood flooring and premium quartz countertops. There's a heated pool and spa with an expansive sundeck, grilling station, two lit pickleball courts and one tennis court, a pond with water fountains, a kayak launch, a 500-yard boardwalk that meanders through lush mangroves and palm fields to a handsome fishing pier. Each unit has under-building parking with a secured storage unit. This fantastic location is centrally located between historic Venice and vibrant downtown Sarasota. It's close to local beaches, airports, restaurants, multiple marinas, shopping, and so much more. A limited supply of these beautiful waterfront units is left! Come visit Edgewater at Hidden Bay- it's truly a hidden gem!

280 Hidden Bay Drive Unit 203, Osprey

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Welcome to Osprey, Florida, a hidden gem on Florida's Gulf Coast known for its natural beauty, outdoor recreational opportunities, and its close proximity to the prestigious barrier islands of Casey Key and Siesta Key. Situated between Sarasota and Venice, Osprey offers a laid-back and picturesque coastal lifestyle.

Waterfront Living and Boating:

Osprey is nestled along beautiful waterways, offering an ideal location for waterfront living and boating enthusiasts. Enjoy stunning views of Little Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico. Launch your boat from one of the local marinas or rent a kayak to explore the peaceful waterways. Indulge in a leisurely sunset cruise or fishing excursion to experience the coastal beauty of Osprey from the water. Osprey features a range of waterfront properties, including bayfront estates and homes situated along canals. These properties often offer private docks or access to boat slips, allowing residents to enjoy boating, kayaking, and fishing right from their backyard.

Casey Key: 

Osprey is home to the prestigious barrier island of Casey Key. This narrow and exclusive island stretches along the Gulf of Mexico, offering pristine beaches, luxury properties, and breathtaking views. Casey Key is known for its secluded atmosphere and is an ideal place for beach combing, sunbathing, and enjoying the serenity of the Gulf.

Boating and Water Activities: 

With its proximity to the Intracoastal Waterway, Sarasota Bay, and the Gulf of Mexico, Osprey provides excellent opportunities for boating and water activities. Residents can explore the waterways, go fishing, or enjoy leisurely cruises while taking in the coastal scenery.

Nearby Beaches: 

Osprey is just a short drive away from several stunning Gulf Coast beaches. Nokomis Beach and North Jetty Park are popular choices, offering white sandy shores, gentle waves, and amenities such as picnic areas and volleyball courts.

Historic Spanish Point:

Discover the rich cultural heritage of Osprey at Historic Spanish Point, a captivating archaeological and historical site. Explore the meticulously preserved pioneer-era buildings, lush gardens, and nature trails. Learn about the region's early settlers and pioneer traditions through exhibits and guided tours. 

Oscar Scherer State Park: 

Located in Osprey, Oscar Scherer State Park is a nature lover's paradise. The park offers hiking trails, picnic areas, and kayaking opportunities on South Creek. Nature enthusiasts can observe wildlife, including ospreys, bald eagles, and various bird species, while enjoying the park's natural beauty.

Recreation: 

Explore the extensive trail system of the popular Legacy Trail, which stretches from Sarasota to Venice. Osprey is home to several golf courses that cater to players of all skill levels. Golf enthusiasts can take advantage of the area's beautiful courses, lush landscapes, and pleasant year-round weather.

Dining and Shopping: 

Osprey and the surrounding area provide a variety of dining options, ranging from waterfront restaurants with scenic views to cozy cafes and upscale eateries. There are also shopping centers and boutiques nearby for convenient access to retail and dining experiences.

Why Choose Osprey:

Osprey, Florida offers a blend of natural beauty, outdoor recreation, and a close-knit community atmosphere. Whether enjoying the scenic landscapes, exploring historic sites, or indulging in the nearby amenities, Osprey provides a tranquil and picturesque coastal living experience, with the added allure of Casey Key's exclusivity and beauty.