Southwest Florida Real Estate Search

Osprey Homes and Condos for Sale

The ever growing and historic collection of communities known as Osprey and Nokomis is located on the beautiful southwest coast of Florida. Osprey is a delightful census-designated place in beautiful Sarasota County. Home to approximately 6,100 residents, Osprey is part of the prestigious Bradenton-Sarasota-Venice Metropolitan Area. Composed of 6.1 square miles, Osprey is often paired with Nokomis because the two are in close proximity to one another and share a number of impressive amenities.Osprey/Nokomis offers many waterfront properties for sale as well as homes for sale on the barrier island of Casey Key. Homes in this area have a wide variety of amenities including clean, well maintained parks, white sand beaches, safe area public and private schools, and a friendly atmosphere for any family or individual to thrive in. Homes for sale in Osprey/Nokomis are unique because of their rich history. Styles of homes include vast mansions and snug cottages along with modern style single family houses and newly built condominiums. Depending on your taste and need for size, houses for sale in this area can range anywhere from $22,000 to $14.5 million making this area desirable for any budget. Condos and townhomes in Osprey have an average listing price around $491,000. Lots and land in Osprey have an average listing price near $1.6 million. Single family homes in Osprey can have listing prices near $14.5 million, but the average listing price for an Osprey single family home is nearer to $1.4 million.

Recreational activities such as boating, fishing, hiking, and exploring are just a few of the things that residents to Osprey/ Nokomis enjoy. There are many exciting amusement and dining options like Downunder Bar and Seafood house that serves a mix of American, Australian, and Florida’s famous fresh seafood, another place to visit in Osprey/Nokomis would be Nokomis beach where people can often listen to soothing tribal drums at sunset. Residents are also welcome to visit the few wildlife preserves in town to see some of Florida’s natural species like birds, florida panthers and bobcats.

Families looking to move to the area will find educational options under the Sarasota School District that offers both private and public facilities. Residents of this area have many options for community events for all ages such as, The Osprey Art Festival, the haunted trail walk (at halloween time) and the famous Sun Fiesta held in Venice. Osprey/Nokomis is a elegant and richly historic area that features all of the amenities to make any new family or individual feel right at home here in southwestern Florida. 

If you are interested in buying a home in Osprey, Florida, please don’t hesitate to contact us today!

Latest Osprey Homes and Condos for Sale

3 Beds 3.5 Baths Bayside SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Welcome to Bayside, where your dream home awaits you! This exquisite home offers a unique opportunity to live in a thriving community directly on the shores of Little Sarasota Bay. Nestled in the highly sought-after Osprey area, Bayside is a limited and exclusive enclave, featuring only 49 home sites. As you enter the gated community, you'll be greeted by meticulously landscaped grounds, adorned with a lush three-acre preserve and a tranquil lake, adding to the natural allure of this idyllic neighborhood. Future residents will get to enjoy a kayak and paddleboard launch, waterfront boardwalk, fire pit and a private dock! Step inside this impeccably designed 2,100 sq. ft. single-family home. The grand foyer welcomes you, leading to separate den and dining rooms that offer the option to be open or closed with elegant double doors. The spacious great room seamlessly connects to the kitchen, featuring a breakfast nook and a generously sized countertop island, perfect for gatherings and culinary creations. The Primary Suite, boasting a bay window that frames picturesque views. Pamper yourself in the spa-like ensuite bathroom, complete with dual sinks, a corner shower, water closet, and a walk-in closet that caters to your storage needs. Don't miss this incredible opportunity to make Bayside your new home. Experience the best of Florida's coastal living. Your waterfront lifestyle awaits, so come and explore all that Bayside has to offer today!

3977 Waypoint Avenue, Osprey

3 Beds 3 Baths Bayside SubDv. 34229 Zip Code
Nestled within the secluded haven of Bayside, an exclusive enclave guarded by its gates and boasting just 49 homes, this remarkable residence epitomizes the quintessential coastal lifestyle paired with the convenience of the mainland. Located on the shores of Little Sarasota Bay, Bayside offers its residents access to a private waterfront park, a community day dock for boating adventures, kayak and paddleboard launches, a well-lit fishing pier with a cleaning station, and nightly sunsets that are simply breathtaking. Built in 2018, this 3-bedroom, 3-bathroom home with an additional den/office featuring a Murphy bed embodies perfection with upgrades at every turn. The popular Lazio open concept floorplan by Taylor Morrison offers a flawless blend of indoor and outdoor living. As you step inside, your gaze will be immediately captivated by the serene view of the south-east-facing preserve area teeming with birdlife. With nearly 500 square feet of covered outdoor space adorned with travertine tile, an outdoor kitchen, a heated saltwater pool and spa with self-cleaning capabilities, this residence makes the Florida indoor-outdoor dream a reality. Inside, the smart floor plan ensures every inch is functional and inviting. Notable upgrades include 8-foot doorways, crown molding, a custom lighting package, and wood-look porcelain tile throughout the living areas, just to name a few. A full list of upgrades is available. Entertaining is effortless as the kitchen takes center stage, seamlessly connecting to the spacious great room and a large dining area. The gourmet kitchen boasts a 10-foot island with an extra sink, ample storage, quartz countertops, two-toned wood cabinets, and a timeless backsplash. Top-of-the-line stainless steel GE Cafe appliances, including an in-wall oven and convection microwave, a 5-burner natural gas cooktop, and a professional-grade range hood, elevate the culinary experience. A spacious walk-in pantry ensures you'll have everything you need at your fingertips. The oversized master bedroom serves as a private oasis, offering a bay window with a view of the pool and preserve area. The ensuite spa-like bathroom features a generously sized walk-in shower with three shower heads, double vanity sinks with tall countertops, a private water closet, and an extra-large walk-in closet. Two additional bedrooms, one with an ensuite bathroom, provide ample space for family and guests, all within a well-thought-out split floor plan. The office, featuring 8 foot pocket sliding doors and a convenient Murphy bed, completes this versatile package. The three-car tandem garage provides extra space for all your toys and storage needs. Recent updates include a new gas pool heater, a fresh salt cell for the pool, and a landscaping package with lighting for both the front and backyard. Living here is effortless, with yard maintenance included and proximity to numerous waterfront dining options, shopping at Costco and Publix, great schools, and the renowned Pine View School. World-famous Siesta Key beaches, the Legacy Bike Trail, and the vibrant cultural scene of downtown Venice and Sarasota, with their ballet, symphony, opera, performing arts center, and chef-owned restaurants, are all just a stone's throw away. This opportunity won't last long—secure your slice of paradise today!

3961 Waypoint Avenue, Osprey

3 Beds 2 Baths Rivendell The Woodlands SubDv. 34229 Zip Code
Nestled in the beautiful Rivendell community, this home epitomizes elegance and meticulous care. The open, split floorplan creates a spacious and inviting atmosphere, perfect for both comfortable living and entertaining. As you step inside, you'll be greeted by a great room with lots of natural light. A kitchen that's been thoughtfully updated with new granite countertops, stainless steel appliances (replaced in 2019), and convenient additions like a kitchen desk and cabinet pull-outs, designed with the family chef in mind. The cabinets, professionally painted white for a fresh look, add a touch of modernity. In addition to the 3 bedrooms, there is a home office/den with privacy doors. The bathrooms shine with updated lighting and faucets, and throughout the home, all door handles have been tastefully replaced. Closets abound, ensuring you have ample storage space for all your belongings. The generously sized laundry room features excellent storage and comes complete with updated washer and dryer. For those with an affinity for cars or hobbies, the coveted 3-car garage boasts a beautiful epoxy floor finish. Outdoors, the thoughtful touch of replaced coach lights adds to the home's curb appeal. This home is not just beautiful; it's ready, tastefully neutral, and poised for a new owner. Imagine relaxing in your backyard oasis, just a stone's throw from the heated community pool. The covered lanai and additional uncovered lanai space is screened in and offers ample room for dining and relaxing. Rivendell offers the perfect blend of community living and privacy. With a community playground and its close proximity to PineView School, this neighborhood is family friendly. Near beaches, shopping and easy access to the Legacy Trail as well as the interstate, Rivendell can’t be beat! Schedule a viewing today and step into the lifestyle you've been dreaming of!

713 Crane Prairie Way, Osprey

3 Beds 2.5 Baths Villas At Osprey Harbor Village SubDv. 34229 Zip Code
Discover unparalleled Florida luxury in this waterfront condo, perfectly situated within a peaceful, gated community. Enjoy expansive views of the intracoastal waterway from a residence boasting 3 ample bedrooms and 2.5 refined bathrooms. This community seamlessly melds calm with class, offering top-tier amenities tailored for all lifestyles. Dive into the inviting heated pool, find solace in the spa, detox in the sauna, or challenge yourself in the modern fitness center. The freshly updated clubhouse, paired with a dedicated kayak launch, highlights the community's allure. Recent condo updates, including a 2022 Hot Water Heater, 2018 A/C, fresh paint, and plush carpeting in the bedrooms, make it a turnkey home. Interiors shine with granite countertops, wood cabinets, and storm-ready windows and doors. The lanai, refreshed with ceiling fans, extends the luxurious feel outdoors. The master suite, offering water vistas, comes with a spa-like bathroom and a spacious walk-in closet. Two additional bedrooms, alongside a flexible space suitable as a den or office, ensure comfort for all. The integrated design of the main living spaces magnifies the breathtaking views. The property prioritizes safety with secure garage access. Two dedicated parking spaces and a swift elevator ride usher you to your third-floor haven. With only 53 elite residences, this community promises unparalleled amenities and immediate water access. Its prime location offers proximity to gourmet dining, serene parks, and sun-kissed beaches. Boating enthusiasts will appreciate the neighboring marina and rackominium. Experience a community where elegance meets ease. Book your exclusive tour today.

14021 Bellagio Way Unit 309, Osprey

1 Beds 1 Baths Osprey Park SubDv. 34229 Zip Code
Welcome to this charming Old Florida Cottage set in a wooded landscape at the very end of a quiet Osprey avenue. The entire home was remodeled inside and out less than seven years ago. The ceilings were vaulted, giving a wonderful sense of space, natural bamboo flooring added and so many windows (impact, of course) that wrap you in a breezy leafy embrace. The electrical panel has been upgraded and the home is cooled with ease with two mini-split air conditioning units. The kitchen is laid out for a chef to create and for the chefs' friends to enjoy! With its open plan layout the living area feels spacious. The bedroom has plenty of room for a bedroom suite as well as an office or reading area, and the remodeled bathroom has a comfortably large walk-in shower. The bonus of the screened lanai continues to give the feeling of being in nature even though you're so close to busy Sarasota. The worry-free Hardie-plank siding is new to the home as well as the long-lasting metal roof. The property was connected to trouble-free county water, and the septic system was completely replaced, but the well and pump were retained for low-cost irrigation. If you like to garden, there is plenty of room to do just that on this 1/4-acre lot, and it is adjacent to a broad greenbelt preserve and the established community of The Oaks beyond. There is no HOA and plenty of room for all your toys! Just a short walk to the Selby Botanical Garden at Spanish Point, under 3 miles to Casey Key, 6 to Siesta Key and 9 to Venice. Conveniently located with a variety of great restaurants and shops to choose from. If you have ever dreamed of living in a charming Florida Cottage, 473 Glenwood Avenue is the home for you!

473 Glenwood Avenue, Osprey

3 Beds 3 Baths Rivendell The Woodlands SubDv. 34229 Zip Code
Gorgeous mature oak tree canopied streets welcome you to Rivendell at the Woodlands. This 3 bedroom 3 bath home with volume ceilings and a spacious open floor plan, bathed in natural light, is your perfect piece of Florida serenity. This property is set on a pond and surrounded by lush preserve views. Enjoy plenty of privacy with a split plan home boasting 3 beds and baths, an office, a cozy dinette and coffee bar for leisurely breakfasts with a tropical view, and also a formal dining room and living space, ideal for entertaining. Take a relaxing swim in your very private heated pool while listening to the birds and enjoying preserve views and wildlife. The deed restricted community boasts gorgeous walking trails and lakes, a community pool, a playground, park and gazebo. This location cannot be beat, giving you close access to Casey Key and Nokomis Beach, as well as just minutes from Venice Beaches. You are also just a short drive to renowned Siesta Key Beach and if you enjoy bike riding, you are just minutes from The Legacy Bike Trail. Property is also just minutes from Pine View School, a top rated public gifted school. Your 3 car garage with give you plenty of room for cars and toys, with storage space to boot! This home is the perfect mix of form and function, giving you the utmost privacy and relaxation, while giving you plenty of space to live your best life!

668 Clear Creek Drive, Osprey

5 Beds 4.5 Baths The Oaks SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. This Regents Versailles model in The Oaks Clubside combines all the delights of a Florida golf course home with luxury touches and a Mediterranean vibe. Designed to take advantage of the beautiful Eagle Course vistas, this gracious 5 bedroom, 4.5 bath home has an open floor plan and a bright, airy interior. With over 4,400 sq ft of living space, which includes an office, formal dining room and a bonus room, there is room for your loved ones and visiting guests. As you enter the pavered driveway you will be greeted by a babbling fountain, and lovely tropical landscape surrounding this large home. Step through the double front doors and you will immediately be taken with the view through the aquarium window at the end of the formal living room with a gas fireplace that lies before you. Between the living room and the large family room there is a built-in wet bar with wine refrigerator, making the common areas perfect for hosting all kinds of celebrations. The recently renovated kitchen features solid wood cabinetry, quartz countertops, stainless steel appliances, a large breakfast bar and a dining nook with an aquarium window with a view of the lush foliage beyond. The expansive master suite is a study in luxury. It has a offers beautiful golf course views, has multiple walk-in closets and features a bonus room which can be used a fitness room or an intimate sitting room, or small private study. The master bath has a large soaking tub, separate walk-in shower, dual sinks and an abundance of counter and storage space. All the other bedrooms are large. Situated on the 12th fairway, on an oversized lot, the screened lanai offers gorgeous long golf views, has a heated pool (large enough to swim laps!) and a spa with new Pentair pool equipment, and features an outdoor kitchen. Add to all this many updates including all 3 air conditioning units that are less than 2 years old, a 3-car garage with new epoxy floor, and all the interior touches you’d expect in a quality house, and you have found your home in the sun. Come and make it your own! The Oaks, Sarasota’s premier golf and country club, has two 18-hole championship golf courses, an award-winning tennis program with 12 HAR TRU courts (4 lighted), 4 pickleball courts, a state-of-the-art Wellfit center and junior Olympic Community pool among its many amenities. Club membership is required with homeownership.

628 Macewen Drive, Osprey

2 Beds 2 Baths Sorrento Shores SubDv. 34229 Zip Code
Welcome to the Ultimate Florida Paradise at 455 N Shore Drive in Osprey!...Nestled in the Highly Sought-After Sorrento Shores Community, This 2 Bed/2 Bath Home Sits on an Expansive Lot Near the Water, Making It a Dream Come True for Those Seeking the Perfect Coastal Lifestyle...Boasting a Prime Location Close to the Community Marina, You'll Have Effortless Access to the ICW and Gulf of Mexico, With 42 Boat Slips Available Through the Optional HOA Marina Association...A Short 10 Minutes Drive, Nokomis Beach Awaits, While the Dog-Friendly Shores of Venice Beach Are Just a 15-Minute Drive...And, Within 20 Minutes, You Can Indulge in the World-Renowned Siesta Key Experience...This West of the Trail Home Is a Masterpiece of Comfort and Elegance...An Open Living Room and Dining Area Provide a Welcoming Atmosphere, While the Large Chef's Kitchen with Granite Countertops Is a Culinary Delight...Upgraded with Crown Molding Throughout, Granite Counters in Kitchen and Baths, and Impact-Resistant Doors & Windows, This Home Is Designed for Modern Living...Additional Updates Include New Ductwork, Fire-and-Pest-Retardant Insulation, and a Hurricane-Rated Garage Door for Your Peace of Mind...The Exterior of This Property Is Equally Impressive, Featuring a Paver Driveway and Sidewalk That Wraps Around to a Spacious Rear Patio...A Fully Fenced Lot Ensures Privacy, While the Screened Lanai Is Perfect for Outdoor Dining, Cooking, and Entertaining...Inside, a Utility Room With Ample Storage Is Conveniently Located Just Off the Kitchen, and Your Electronics Will be Protected by a Whole Home Surge Protector...Situated in the Heart of Sarasota County, You'll Find Yourself Perfectly Positioned Between the Vibrant Communities of Venice and Sarasota, Where World-Class Beaches, Dining, Theater, and Shopping Await...Don't Miss This Opportunity to Make 455 N Shore Drive Your New Florida Dream Home—a Place Where Coastal Living and Luxury Converge So You Can Live a Fuller Life...Schedule Your Private Tour Today.

455 N Shore Drive, Osprey

3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
Welcome to your slice of paradise! Don’t pass up the opportunity to live the country club lifestyle in Meridian at The Oaks Preserve. Invite friends and family to this spacious, bright, and clean piece of property. This condo features 3 bedrooms and 3 full bathrooms. The ample updated kitchen features stone countertops, wood cabinets, stainless-steel appliances, a built-in oven, and a closet pantry. The breakfast bar opens up to the bright dining and living room combo and provides plenty of space for entertaining. The master bedroom suite is split from the other bedrooms offering privacy for all and has its own balcony access with beautiful preserve views. The en-suite bathroom features dual sinks, a garden tub, and a walk-in shower. With two more bedrooms, this home offers space for all your family’s needs. Meridian residents can enjoy the amazing community pool and fitness center. The Oaks Club welcomes you to fully enjoy the country club lifestyle afforded by its world-class array of amenities including two 18-hole championship golf courses, 12 Har-Tru lit tennis courts, 4 pickle-ball courts, croquet and bocce, acclaimed wellness facilities, a variety of year-round dining options at 3 restaurants, plus frequent organized social events. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease. Come see for yourself all that this property has to offer!

409 N Point Road Unit 301, Osprey

2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
Ahhhh, paradise found! If you are considering a move to Florida, now is the time to buy and be here before another cold winter strikes! This condo is located in Pine Run, a Sarasota classic nestled among the pines of Osprey. Just about a half mile from the intercoastal water way, the Gulf of Mexico and magnificent Casey Key. Quick access to 41 with local dining, coffee shops, shopping centers and more are all within easy reach. The local favorite Casey Key Fish House and Tiki Bar are a just quick walk away. This second floor condo has much to offer. Being an upstairs unit, the view off the balcony is just perfect for unwinding and enjoying your surroundings. Many recent upgrades have been done including a new kitchen including all appliances, quartz counter top, new single bowl sink, new cabinetry, new luxury vinyl flooring. Other improvements include bedroom carpeting and painting. Each of the two bedrooms offer their own private balcony. The master bedroom includes a master bath, spacious walk-in closet and a secondary closet as well. A attic pull down staircase is located in the walk in closet for additional storage. Attractive living room with sliding glass doors to the screened and covered lanai/balcony, plus a pass through from the kitchen to the dining room offer an open feeling. The kitchen offers a dinette area with large window perfect for cheery mornings. Laundry closet and storage are also located in the kitchen area. There is an included carport with this unit (careful, not all units have a carport!) and additional overflow parking as well. Another bonus are two storage closets; one storage closet located near the front door and the other by the carport. The lively community has many amenities and activities including two community pools, a clubhouse, small fitness center, pickleball and tennis courts. Maintenance included with these condo’s are exterior maintenance including painting, roof (recently replaced), grounds, pool and clubhouse. Having water, sewage and garbage included in your HOA is another added value. Whether you are a full time resident or part time owner, you will find Pine Run to be a great place to meet new friends and live the Florida lifestyle!

216 Woodland Drive Unit 216, Osprey

4 Beds 4.5 Baths Oaks The SubDv. 34229 Zip Code
How to describe a masterpiece?! This home was completed just 7 months ago and is ready for a new owner to enjoy the breathtaking features it offers. This home is still under the builders warranty! It’s like getting a new home without the two year wait for a custom built home! You won’t find any home of this caliber on the market today - truly a one of a kind in The Oaks Country Club Community. The owners have painstakingly thought out each detail when they built it. Every item was hand selected and is of the finest quality. The home is situated on one and a half lots, making for a grand appearance with a circular paver drive and a side paver drive leading to the oversized 3 car garage with epoxy floors and built-in cabinetry. The interior exudes quality from the minute you arrive at the custom 4 foot wide solid mahogany front door. Entering the home you will come upon the great room with expansive ceiling height and a chandelier that is one of the focal points of the room. Other features of the greatroom include built-in bookcases, fireplace and coffered ceiling. Open to the great room is a wet bar enclave just perfect for entertaining. Another breakfast bar area opens to the kitchen. Ah, the kitchen! Every detail is of highest quality including a Miele steam/convection built-in oven, two kitchen sinks (a third sink in the bar enclave), propane gas Wolfe range, custom cabinetry, Sub-zero 42” wide refrigerator, a pantry with sliding ladder and more! The master suite is a dream come true! Two walk in closets that should satisfy those looking for the ultimate in closets. A triple mirrored dressing area in also a unique feature. The master bath is exceptional with large double headed shower and plenty of cabinet and counter space. Currently used as an office, the fourth en-suite bedroom has rich wainscoting, and a private bath with beautifully appointed amenities. The den or office is currently used as a piano room and offers floor to ceiling book cases. Upstairs you’ll fall in love with the loft (perfect for your gameroom), another bedroom and bath. Doors lead to the second floor balcony with retractable awning. Other features include an AV closet, a drop zone room for a future elevator. The outdoor living space is outstanding! Large covered lanai with two seating areas, in-wall gas fireplace, plus 3 remote controlled hurricane shutters, travertine flooring, 18x32’ salt water pool with sun shelf and spa. Expansive clear view screening, outdoor shower, outdoor kitchen. Other features are impact windows throughout, “Lutron” programmable light switches, 3 air handlers, dream laundry room, custom powder room with Murano vessel sink, two tankless recirculating hot water heaters, Generac 38 kw whole-house standby generator, whole house water filter, “control4” home automation (security, lighting and comfort/temperature)and extensive landscaping gives a well established look. Reading a list of features is nothing compared to coming to see this showplace! If you are in the market for a classic and timeless new home, you will not find anything finer on the market! HOA fees do not include mandatory Country Club Fees. Check pricing schedule for details. Come take a look at The Oaks Country Club and if your are not familiar with The Oaks it is a historic landmark community - where luxury lives!

350 Sugar Mill Drive, Osprey

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