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Osprey

One of the most popular communities provided by Michael Graf

Osprey

About Osprey

<p>Osprey is a tranquil coastal community tucked between Sarasota and Venice, offering a perfect blend of natural beauty and upscale living. Known for its peaceful vibe, top-rated schools, and access to the Intracoastal Waterway, Osprey is ideal for nature lovers and boaters. Residents enjoy quick access to parks like Oscar Scherer State Park, waterfront dining, and nearby beaches. With elegant neighborhoods, quiet streets, and a strong sense of community, Osprey is a hidden gem on Florida’s Gulf Coast.</p>
One of the most popular communities provided by Michael Graf
154
# of Listings
3
Avg # of Bedrooms
$403
Avg. $ / Sq.Ft.
$946,246
Med. List Price

Browse Osprey Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

154 Properties Found. Page 9 of 11.

Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charming unit and enjoy a cup of tea on your tranquil and private outside deck, nestled in a wooded, West of Trail paradise! The condo is surrounded by a backdrop of nature and you can enjoy the outdoors on three balconies which is wonderfully unique! The unit features generous room sizes with plenty of light throughout, soft tones, high ceilings, NEW paint--a neutral pallet of freshly painted walls and NEW carpet in the living room. This immaculate home comes complete with a carport and two outdoor storage closets. You can also enjoy the cross breezes provided by windows on all four sides. Pine Run is a pet friendly haven for artists and the active; sitting on 20+ lushly vegetated acres, with 2 heated pools; clubhouse overlooking a lagoon teeming with wildlife; tennis; pickle ball; brick patio with fire pit; walking trails; kayak storage; saunas and fitness room. The community's location is ideal: West of the Trail, near shopping/banking/medical services, parks, public beaches, nationally acclaimed Pine View School, and casual and fine dining. Whether you're moving right in to enjoy a seasonal retreat or to live here full time, join the residents already in on the well-kept secret of Pine Run!
#A4654940

OSPREY

137 WOODLAND PLACE

2 Beds

2 Baths

1,483 Sq.Ft.

$188,000

MLS#: A4654940

This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime location between Sarasota and Venice. Featuring 2 bedrooms, 2 bathrooms, and a newly built carport, this home is designed for easy and comfortable living. The bright and airy living room welcomes you with abundant natural light, while the primary bedroom includes a spacious walk-in closet. French doors lead to the carport, and sliding doors open onto a lovely screened lanai, perfect for relaxing or entertaining. The home boasts fresh exterior paint, giving it a fresh and well-maintained look. A huge storage room sits under the carport, providing ample space for belongings and housing the laundry facilities for added convenience. The Arbors community boasts a range of amenities including a clubhouse, heated swimming pool, recreational area, boat and RV storage, a picnic pavilion, and a shuffleboard court. Residents can engage in numerous social activities or simply relish their peaceful retreat. This charming home is ideally situated just over a mile from the picturesque Casey Key, a short drive from Nokomis Beach, Venice Beach, and the vibrant Historic Downtown Venice. Surrounded by lush parks and natural beauty, the location offers a perfect blend of convenience and tranquility. For outdoor enthusiasts, the Legacy Trail is only about two miles away by bike, providing an exceptional opportunity for scenic rides and leisurely strolls. The property is also close to Sarasota Memorial Hospital, making it a practical choice for those seeking nearby healthcare options. This is a rare opportunity to own a well-maintained home in a friendly and vibrant community. Schedule your private tour today!
#A4645955

OSPREY

216 PALM AIR DRIVE

2 Beds

2 Baths

1,943 Sq.Ft.

$169,900

MLS#: A4645955

YOUR PERFECT FLORIDA RETREAT AWAITS.... Imagine spending your winter days in a swimming pool or in the warm waters and beautiful sands of Florida Gulf Coast beaches. This pristine 2 Bed, 2 Bath home located in the Arbors Mobile Park has been meticulously maintained and has many upgrades and extras. Open plan kitchen has dining area and built-in china cabinet. The master bedroom is ensuite and boosts a king sized bed and 3 closets. The living room opens to a large, enclosed florida room with lots of additional dining space for entertaining or just enjoying your morning coffee, evening cocktails, and includes a portable AC unit. Home is being sold turnkey furnished; bright and beautiful, with new furnishings in 2021 and 2022 including upgrades to HVAC with air purifier UV light, new electric panel, vapor barrier and subflooring, interior flooring, roof coated and sealed. Just pack your clothes and move right in! The large attached storage has lots of cabinetry, washer, dryer, work bench, manual and power tools, gas grill, compressor, 2 bicycles, golf clubs, plus EVERYTHING for you beach escape including chairs, umbrella, coolers, towels, floats and more, more, more! There is also a brand new unopened ENERGY STORM 4100 Lifan Power USA Generator. EZGO TXTE Golf Cart with GCO Custom Package, LED lights and newer batteries available at Seller's discretion. The Arbors Park is a 55+ Co-op community with low HOA fee that includes cable, internet, water, trash and grounds maintenance. Amenities include clubhouse, heated community pool, shuffleboard, billiards, exercise equipment, picnic area and area for RV and Boat parking. Located close to shopping, dining, hospital, Nokomis beach and minutes to Blackburn Point Park and Casey Key. So many ways to relax and spend your sun-filled days. Such an outstanding value-you just have to see to believe. Don't miss out on your opportunity to purchase your piece of paradise! Schedule your private showing today.
#A4657652

OSPREY

170 EDGEWOOD DRIVE

2 Beds

2 Baths

1,645 Sq.Ft.

$164,900

MLS#: A4657652

Location, Location, Location. Great corner lot in a very quiet neighborhood, perfect to build your dream house. 10 minutes to Siesta beach and Nokomis beach. Pine View School, Nokomis School and Venice High school are within few miles. For outdoor activities Oscar Scherer Park and Legacy Trial are also very close. This area is surrounded by good restaurants and great shopping centers. Lot is located on a loop street with a lot of privacy.
#N6137674

OSPREY

CORDES STREET

None Beds

None Baths

0.18 acres

$145,900

MLS#: N6137674

Boat with ease and let the staff at Osprey Harbor Club marina store your boat in the hurricane rated secure boat storage building. The facility has such amenities as full-service deli and bait shop, work racks, pump out, ethanol free fuel, live bait, ice and drinks...everything to make your boating experience more enjoyable. This boat rack will hold a boat 27.5' long, 9' wide and 11' tall and it is a bottom rack for easy access.
#A4643737

OSPREY

570 BLACKBURN POINT ROAD LB31

None Beds

None Baths

336 Sq.Ft.

$119,000

MLS#: A4643737

Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip can fit boats up to 9 ft in height and offers hassle-free storage in one of Sarasota County?s most convenient locations. Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 30.5L x 10W x 9 H. With valet boat service, full-time staff, wash, fuel, and pump-out stations, fish cleaning tables, a bait and tackle shop, maintenance racks, picnic tables, restrooms, an on-site restaurant, deli, and ship store, it's a boaters dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy quick access to Midnight Pass and the Venice Inlet, along with the peace of mind that comes from hurricane-safe indoor storage that could even reduce your insurance costs. Skip the storm prep, protect your investment, and enjoy effortless boating with first-class service at Osprey Harbor Village.
#A4653194

OSPREY

570 BLACKBURN POINT ROAD 33

None Beds

None Baths

N/A

$109,000

MLS#: A4653194

Newly Built-Out & Fully Furnished Move-In Ready Office Space at Baystreet Village! Located in the vibrant heart of Osprey, this beautifully designed office space at 3976 Destination Drive, Unit A-411, Osprey, FL 34229 is the perfect opportunity for your business to thrive. Baystreet Village is a premier commercial enclave offering a mix of retail and office spaces, just minutes away from The Oaks, Casey Key, and Pineview School, providing easy access to a thriving community. This move-in ready office features modern finishes, full furnishings, and a layout designed for efficiency, allowing you to set up and start working immediately. Whether you're expanding your business or starting fresh, this space offers the perfect combination of convenience and professionalism. Key Highlights:Newly built-out, fully furnished office space,Prime location in Baystreet Village, Osprey’s most sought-after commercial enclave. Close proximity to The Oaks Golf & Country Club, Casey Key Beach, and Pineview School Easy access to major roads, offering quick connections to Sarasota and surrounding areas Don’t miss this rare opportunity to position your business in one of Osprey’s best commercial locations. Schedule a tour today! Land, Site, and Tax Information
#A4656824

OSPREY

3976 DESTINATION DRIVE A411

None Beds

None Baths

2,314 Sq.Ft.

$96,000

MLS#: A4656824

This undeveloped parcel in the Arbors is next to the manufactured home at 320 Tropic Drive in Arbors Mobile Home Park Co-Op. It has a gazebo on it. The same person owns both the lot with the gazebo AND the home at 320 Tropic Drive. She would like to sell both of them as a package deal. The listing for the home at 320 Tropic is: A4648481. Feel free to call the listing agent (same agent for both parcels) at any time. The Arbors is one of the most sought-after Co-Op, Resident-Owned 55+ parks in Sarasota County. Thank you. I look forward to hearing from you.
#A4648600

OSPREY

320 TROPIC DRIVE 171

None Beds

None Baths

0.09 acres

$50,000

MLS#: A4648600

New on site 4 days ago
Dry Boat Slip for Sale – Osprey Harbor Village, Sarasota County Secure your spot in one of Sarasota County’s premier boating destinations with this hurricane-protected dry boat slip at Osprey Harbor Village. Designed to offer both protection and convenience, this indoor slip ensures your boat is shielded from Florida’s unpredictable weather — potentially reducing your insurance premiums by eliminating storm prep. Slip Size: Accommodates boats up to 30’-6” L x 10’ W x 7’-6” H (Actual slip size: 31' long x 11' wide x 9'-6" high) Prime Location: Located just before the swing bridge to Casey Key at ICW Marker 33, north of Blackburn Point Bridge, this slip offers quick access to Midnight Pass and the Venice Inlet, making every boating trip easy and enjoyable. Top-Tier Amenities: Osprey Harbor Village is known for its premium services and full-service marina, including: Valet boat service Full-time staff Fuel and pump-out stations Wash racks and maintenance racks Fish cleaning tables Bait and tackle shop Picnic tables and restrooms On-site restaurant, deli, and ship store Whether you're focused on safety, convenience, or luxury, this dry boat slip delivers it all. Protect your investment, skip the hassle of storm prep, and enjoy effortless boating with first-class service at Osprey Harbor Village.
#A4658717

OSPREY

570 BLACKBURN POINT ROAD 6

None Beds

None Baths

N/A

$44,000

MLS#: A4658717

New on site 3 days ago
Dry boat slip for sale at Osprey Harbor Village, hurricane-protected dry storage with top-tier amenities! Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 33L x 10.5W x 6.5H. With valet boat service, full-time staff, wash, fuel, and pump-out stations, fish cleaning tables, a bait and tackle shop, maintenance racks, picnic tables, restrooms, an on-site restaurant, deli, and ship store, its a boaters dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy quick access to Midnight Pass and the Venice Inlet, along with the peace of mind that comes from hurricane-safe indoor storage that could even reduce your insurance costs. Skip the storm prep, protect your investment, and enjoy effortless boating with first-class service at Osprey Harbor Village.
#A4658755

OSPREY

570 BLACKBURN POINT ROAD 11

None Beds

None Baths

N/A

$42,500

MLS#: A4658755

**RENTAL OPPORTUNITY (unfurnished)** SPACIOUS, LUXURIOUS and BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE situated behind the SECURE GATES of The Oaks Country Club Community, Boasting OVER 9,000sf and located on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game Room w/ Wet Bar, Loft, Balcony, etc. and even includes highly coveted, oversized and split 4-Car Garage(s). This MOVE-IN READY home has been tastefully updated and is ideal for indoor and outdoor entertaining! The elegant first level primary bedroom suite features high ceilings, multiple walk-in closets, garden tub, large custom walk-in shower and an adjacent nursery/fitness/den area. The sprawling, gourmet kitchen entails a generous island and counter seating area, premium stainless steel appliances, granite counters, solid wood cabinets, walk-in pantry and more. The upstairs loft leads to two vast bedroom suites, theater room and screened terrace/balcony. Enjoy the utmost in Florida outdoor living with a Heated Pool & Spa with Fire features and a large screened lanai with Outdoor Kitchen and seating areas while overlooking the serene interior, Heron Golf Course. 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. 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. **MUST SEE**
#A4594864

OSPREY

854 MACEWEN DRIVE

4 Beds

4 Baths

11,650 Sq.Ft.

$21,000

MLS#: A4594864

Beautiful completely renovated home with all the upgrades you can want. Available for annual, and shorter term leases. Pricing is for annual rent.
#A4652833

OSPREY

600 EAGLE WATCH LANE

3 Beds

3 Baths

5,157 Sq.Ft.

$12,000

MLS#: A4652833

NOW AVAILABLE FOR APRIL AND OFF-SEASON MONTHS 2025 AND JAN-APRIL 2026! Welcome to BELLAGIO at Osprey Harbor Village, offering luxurious waterfront living! This turnkey direct waterfront condo has 3 beds/2 baths plus a den is the perfect place for your next Florida vacation, located in a private gated community. As you step off the elevator, you are basically outside this 3rd floor end unit. Upon entering, you are met with a spacious foyer which leads to the nicely appointed rooms. The kitchen has wood cabinets and granite counters, stainless steel appliances and comes fully equipped. Off of the kitchen is the living/dining area with sliding glass doors opening onto the large, spacious balcony overlooking the bay/harbor. The master suite has a king-sized bed, large walk-in closet, en-suite bathroom with separate shower and soaking tub, and private water closet. Enjoy more water views from the master bedroom with sliders opening onto the balcony. The 2nd bedroom is nicely furnished with a queen-sized bed, bedroom 3 has 2 twin beds, and guest bathroom has a walk-in shower and single vanity. There is a large separate laundry room with washer, dryer, a sink and plenty of storage cupboards. Wake up to the amazing waterfront views and enjoy your morning coffee on the furnished balcony. Osprey Harbor Village has it all! The Community has a resort-style bay-front heated pool and spa, sauna room, state-of-the-art fitness facility and a clubhouse with flat-screen TV's, kitchen, BBQ grills, fishing pier, boat docks, kayak launch, boat storage, on-site full-service marina and waterfront restaurant. covered under building garage parking for two cars, with elevators leading to your condo. Only minutes to the incredible Nokomis Beach, Siesta Key, and Venice Beach, shopping, dining, including the renowned Casey Key Fish House and Deep Lagoon, and walking distance to Blackburn Point Park! Easy access to I75 to University Town Center and Mall where there is an abundance of shops and restaurants.
#A4622973

OSPREY

14041 BELLAGIO WAY 316

3 Beds

2 Baths

2,386 Sq.Ft.

$7,900

MLS#: A4622973

DO YOU WANT COMFORT AND LUXURY WHILE YOU LOOK AROUND WATERFRONT ? JUMP ON THIS LUXURY TURNKEY RENTAL. A ROOM FOR EVERY HUMAN OR FURRY FRIEND. HEATED POOL. PREMIUM CHEFS KITCHEN, PREMIUM FLOORPLAN, AND PREMIUM NEIGHBORHOOD. FLY THROUGH AVAILABLE. CALL FOR MORE INFO. MINIMUM 3 MONTH RENTAL MAY- OCT 2025 , ONLY.
#A4651991

OSPREY

1216 FLYING BRIDGE LANE

5 Beds

4 Baths

5,000 Sq.Ft.

$7,500

MLS#: A4651991

Now AVAILABLE FOR LEASE WINTER SEASON 2026 at PINE RUN Condominiums in Osprey, Florida! 3BR/2.5BA Location! Location! West of the Trail, Pine Run is a waterfront tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed Kitchen is EAT-IN. Main Bedroom Suite is on the first floor and two second story bedrooms. Private screened patio lanai to relax in paradise with a nature view and birdsong. Carport parking. Pine Run is a friendly community. Amenities two heated pools, tennis courts, pickle ball courts, canopy tree lined walking trails, brick patio with fire pit and grill, kayak storage and Club House. Located less than a half mile from the Gulf of Mexico and the inland waterway. Pine Run sits halfway between Sarasota and Venice on Blackburn Point Road. Less than 15 minutes drive and you are on Nokomis Beach with plenty of parking available. Oscar Scherer State Park is less than a mile south and the Legacy Bike Trail from Venice to Sarasota runs just east of Pine Run. Great walking neighborhood; Publix, CVS, stores, services and restaurants conveniently located. AVAILABLE for one month or longer stay as of April 2025 through mid October 2025. Rates for December through April $7200 and May through November $3600 monthly + 13% tax. Additional charges Sales and Resort Taxes (13%) and Departure Clean. Rates include all utilities and WIFI. NO PETS / NO SMOKING
#A4644465

OSPREY

101 WOODLAND PLACE

3 Beds

2 Baths

2,039 Sq.Ft.

$7,200

MLS#: A4644465

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