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

$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

$685,000
3 Beds 2 Baths Rivendell SubDv. 34229 Zip Code
Discover Rivendell in Osprey, a story book Sarasota community of tree lined streets, friendly neighbors, and minutes to public beaches. Remodeled great room home in a light Florida Coastal theme. Brand new 2024 tile roof, coveted three car garage and landscape maintenance-free on private quiet preserve view homesite. The Woodlands at Rivendell is a treasured park-like community on 380 acres with more than 200 acres of preserves, lakes, and open spaces. A care-free great room plan with open dining area, 3 bedrooms, family room, 2 baths, with an Island kitchen design. The remodeled kitchen features thick hi-level quartz countertops, white shaker style stepped cabinets, custom closet pantry, stainless steel appliances, dual oven range, pendant lights, and large deep composite granite Franke sink with brushed nickel faucet. The designer accented floor tile in all active living areas, engineered wood floors in primary bedroom, guest bedroom #2 and family room. Oversized primary suite 12'x13' open to sitting area of 9.5' x 10.5' and walk-in custom closet. High great room tray ceiling with crown molding, and shiplap entertainment wall. Casual family room open to show kitchen. The covered paver deck lanai is screened and has a roll down windstorm system. Osprey location near the Legacy Trail, Bay Street Dog Park, shopping, dining, tiki bars, kayaking and boating. Culturally rich downtown Sarasota and charming Venice are moments away along with many Gulf beaches.

817 Placid Lake Drive, 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

$925,000
2 Beds 2.5 Baths Edgewater/Hidden Bay Ph Ii Bld SubDv. 34229 Zip Code
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!

260 Hidden Bay Drive Unit 504, Osprey

$550,000
3 Beds 2 Baths Rivendell The Woodlands SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. This 3 bedroom and den/office home is located in the award winning community of The Woodlands at Rivendell in Osprey which is between Sarasota and Venice so you will have direct access to two of the most culturally active and eclectic cities on the Gulf Coast. The split bedroom plan allows for excellent privacy and the office/den allows for that extra room to use as you desire. All rooms are very spacious and functional. You can choose to dine in the casual area next to the kitchen in the back of the home or a dining area at the front of the home or el fresco on the screened lanai. The owners suite also has 2 walk in closets and a large bathroom with a separate soaking tub. The open floor-plan is great for the active family and for entertaining family and friends. There is direct access to the large 19 by 15 foot screened lanai from the kitchen, owners suite and via a triple slider from the living area. The tree-lined park-like 380-acre community common areas are very well manicured and the community heated pool and bathrooms have been recently renovated and the wide roads and sidewalks and access to top-rated schools are some of the best features of this outstanding neighborhood. Located minutes from beaches, Oscar Scherer State Park and Legacy Trail. The Intracoastal waterway, Oscar Scherer State Park, excellent beaches, Legacy Trail and shopping, fine and casual dining, grocery are all just minutes away. Top-rated Pine View School is a short distance way. This is the lifestyle that you expect from living on the Gulf Coast.

685 Clear Creek Drive, Osprey

$415,000
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

$404,900
3 Beds 2 Baths Bay Street Village SubDv. 34229 Zip Code
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 active 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 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; outdoor furniture comes with the unit, ensuring effortless enjoyment of the outdoors. 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, and ceiling fans. 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, eliminating the need for costly renovations. The association takes care of all exterior, roof, insurance, and landscaping, 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 in the parking lot opposite the building, 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 your 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, 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

$489,000
2 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
Welcome home to this beautiful ground 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 3.02 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
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

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