Sarasota's Premier Homes
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Osprey

One of the most popular communities provided by The Graf Group of Coldwell Banker

Osprey

About Osprey

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.

One of the most popular communities provided by The Graf Group of Coldwell Banker
157
# of Listings
3
Avg # of Bedrooms
$528
Avg. $ / Sq.Ft.
$1,241,103
Med. List Price

Browse Osprey Real Estate Listings

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Over $5M

14 Properties Found. Page 1 of 1.

Welcome to easy Florida living in The Arbors of Osprey! This charming 2-bedroom, 2-bath mobile home offers generous space, some updates, and a vibrant 55+ lifestyle in one of the area’s most convenient locations. Step inside to find a formal living room accented with built-in features, plus a dedicated dining room perfect for entertaining or everyday meals. The home boasts spacious room sizes throughout and newer laminate flooring that adds both style and easy maintenance. The primary suite provides a comfortable retreat with a walk-in closet, single vanity, and a walk-in shower. An additional storage room in the primary suite provides amazing space with shelving and floor space to store loads of extras. Enjoy Florida’s sunshine year-round from the enclosed front porch with new windows, a perfect spot for morning coffee or evening relaxation. Outside, you’ll find a utility shed complete with washer and dryer, adding convenience and extra storage. Located in the pet section of the community, this home is part of an active, friendly neighborhood featuring a clubhouse, swimming pool, shuffleboard courts, and a full calendar of social activities. Ideally situated between Sarasota and Venice, you’ll have easy access to boutique stye shopping, multiple dining options, theaters, performing arts venues, and stunning Gulf beaches. Everything you love about the Florida lifestyle just minutes away. This is relaxed, low-maintenance living in a welcoming community. Come see why so many love calling The Arbors home!
#A4681219

OSPREY

316 TROPIC DRIVE

2 Beds

2 Baths

1,151 Sq.Ft.

$185,000

MLS#: A4681219

One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck. Looking for a little more privacy? Access a large, private outdoor area from the kitchen or off of the main hallway. Soaring ceilings and abundant natural light fill the living areas and each room opens to inviting outdoor spaces, perfect for relaxation or entertaining. The home boasts a completely updated kitchen, featuring sleek finishes and high-end appliances, along with renovated bathrooms, new flooring throughout, new ceiling fans and lighting, ensuring a contemporary and stylish living experience. As part of a vibrant community, enjoy access to two sparkling pools, tennis and pickleball courts, a state-of-the-art fitness center, and a welcoming clubhouse. Outdoor enthusiasts will appreciate the fire pit and grill area, perfect for gatherings. Conveniently located near Publix, CVS, Ace Hardware, and a variety of dining options, this property offers the perfect blend of serene living and modern convenience. Experience the best of Osprey living at 362 Pine Run Drive.
#A4672574

OSPREY

362 PINE RUN DRIVE

2 Beds

2 Baths

1,224 Sq.Ft.

$235,000

MLS#: A4672574

Price reduced
Tranquil Coastal Living in Pine Run 244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown Sarasota. Step inside to discover light-filled spaces, a warm neutral palette, and a welcoming open layout. The kitchen stands out with stainless-steel appliances, a stylish glass backsplash, and playful custom cabinetry that adds personality and character. A cozy breakfast nook sits beside a large window overlooking lush greenery, creating the perfect spot to start your day. The spacious living and dining areas flow naturally toward a screened lanai with vaulted wood ceilings, where you can sip coffee in the morning or unwind at sunset to the sounds of nature. Both bedrooms are roomy and inviting, with the primary suite opening directly to the lanai for that indoor-outdoor lifestyle Florida is famous for. Pine Run offers resort-style amenities in a natural, park-like setting two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and kayak storage. With 20+ acres of native trees, walking trails, and tropical landscaping, this community feels worlds away yet sits moments from Tamiami Trail, dining, marinas, and the Gulf’s turquoise waters. Highlights: • 2 Bedrooms, 2 Bathrooms, 1,325 Sq Ft • Open, light-filled interior with stylish kitchen and breakfast nook • Vaulted, wood-ceiling lanai with peaceful treetop views • Primary suite with private lanai access • Full laundry, ample storage, and designated carport parking • Low-maintenance living with exceptional amenities • Minutes to Nokomis Beach, Casey Key, and downtown Sarasota Live easy. Breathe deep. Welcome home to Pine Run.
#A4667419

OSPREY

244 WOODLAND DRIVE 244

2 Beds

2 Baths

1,325 Sq.Ft.

$215,000

MLS#: A4667419

New on site 2 days ago
Discover an exceptional opportunity to create your custom dream home in the heart of Osprey — one of Sarasota County’s most desirable coastal communities. This buildable vacant homesite offers the perfect canvas to design a private retreat tailored to your lifestyle, all while enjoying the charm, convenience, and natural beauty of Florida’s Gulf Coast. With over 7,000 square feet of buildable area on the ground level alone, the possibilities are truly expansive. Whether you envision a sprawling single-story estate or a multi-level architectural masterpiece, there is ample room to bring your vision to life. The generous footprint allows space for: A luxurious primary residence A private ADU (Accessory Dwelling Unit) for guests or extended family Dedicated RV parking or a custom RV garage Outdoor living areas, pool, and entertaining spaces The property is graced with mature trees, providing natural shade, character, and the opportunity to design a home that blends seamlessly with the surrounding landscape. The established greenery enhances privacy and creates a serene setting that feels tucked away, yet connected. Location is everything — and this homesite delivers. Conveniently located near nationally recognized schools, the area is highly sought after for its top-tier education and strong community appeal. Residents enjoy easy access to nearby beaches, parks, boating, golf, shopping, and dining throughout Osprey, Nokomis, and Sarasota. Build without compromise. Design without limits. This is your opportunity to secure a prime homesite in Osprey and create the Florida lifestyle you’ve always imagined. Renderings are available. One of the closest buildable lots in the proximity of Pine View School!
#A4682477

OSPREY

14 OLD VENICE ROAD

None Beds

None Baths

0.48 acres

$190,000

MLS#: A4682477

Price reduced
AN ARBORS BEAUTY in one of Florida’s most-sought-after 55+ parks. You won’t believe how BIG and BEAUTIFUL this home is !! Over 1,152 square feet of centrally-cooled comfort. Large living room. New laminate flooring. A chef’s kitchen. Comfy throughout. 2 LANAIS: (1) Front lanai with new windows and new tile flooring; (2) Side lanai is carpeted, screened and ready for relaxing. Both lanais add more living space. Private Paved Patio 30x14 in the back yard . You’ll get more rest and relaxation. New attached work shed with lots of extra storage space. Attached laundry with washer and dryer plus more storage space. DOG-FRIENDLY zone up to 35 pounds. HERE ARE THE DETAILS: Open floor plan with kitchen, dining area and living room spaced perfectly. All kitchen appliances are FREE. New hurricane windows throughout. Master bedroom has 2 walk-in closets and attached sparkling bathroom with bathtub. The guest bedroom has a Murphy Bed and 1 walk-in closet. Plus the hallway has a full bath. Beautifully landscaped with night lighting. THE ARBORS provides a pool, pickleball court, clubhouse with many social events for you and your fun-loving, sun-loving neighbors: parties, annual flee market, bingo, poker nights, and more and more and more . . . . You will have A SHORT DRIVE TO Walmart, Publix, drug store, restaurants, places of worship, post office and ONLY 10 MINUTES TO NOKOMIS BEACH !! The HOA fee is a low $215/month.
#A4658930

OSPREY

238 PALM AIR DRIVE

2 Beds

2 Baths

1,152 Sq.Ft.

$185,000

MLS#: A4658930

One or more photo(s) has been virtually staged. Welcome to Pine Run in Osprey! Half-way between Sarasota and Venice, convenient to both with ample shopping and dining close by. Your 1 bedroom one and a half bath oasis is nestled on 20+ acres of lush native Florida landscape. This popular ground floor unit features large glass sliders and your own private courtyard in the front of the unit where you can enjoy your morning coffee and a screen enclosed covered rear porch where you can enjoy your evening with a beautiful sunset glow. New interior paint and baseboards surround neutral tile floors in the main living areas. The popcorn ceiling was removed for you. Inside laundry closet and a deeded carport are also part of the package. Bring your animals to this pet friendly home! Located less than 1/2 mile from the Gulf, this 147-unit community supports your activities with a busy social calendar and many shared amenities to choose from each day. It features two pools, 3 tennis courts, 3 pickle ball courts as well as a Club House with fitness and library. There is a kayak storage area for paddle adventures, and the Blackburn Point Park is 1/4 mile away where you can launch and enjoy the Intracoastal waterway. Nokomis Beach and Oscar Scherer State Park are both a short drive away, or you can take a bicycle on the Legacy Bike Trail to downtown Sarasota or downtown Venice. The Florida lifestyle awaits!
#A4681231

OSPREY

200 WOODLAND DRIVE

1 Beds

1 Baths

865 Sq.Ft.

$175,000

MLS#: A4681231

Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in right away and make some upgrades as needed. YOU and your fellow homeowners will own the company that owns the park. it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with low HOA dues. Better take a look before the bidding war starts.
#A4668240

OSPREY

348 TROPIC DRIVE

2 Beds

2 Baths

864 Sq.Ft.

$119,000

MLS#: A4668240

This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week
#A4672823

OSPREY

570 BLACKBURN POINT ROAD 43

None Beds

None Baths

N/A

$115,000

MLS#: A4672823

The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week
#A4674344

OSPREY

570 BLACKBURN POINT ROAD 13

None Beds

None Baths

N/A

$109,000

MLS#: A4674344

Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's 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 32.5L x 9.7W x 8H. 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 boater's 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.
#A4668687

OSPREY

570 BLACKBURN POINT ROAD 35

None Beds

None Baths

N/A

$89,000

MLS#: A4668687

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 9.5W 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

Price reduced
Welcome to OSPREY HARBOR VILLAGE. This boat rackominium was built as a category 3 hurricane-rated building. Store your boat out of the sun and protected from the harsh Florida weather. This 3rd-level rack measures 28'L x 12'W x 8.5'H and can accommodate a boat with dimensions of 28'L x 11'W x ~6.5'H (measure height from the keel to the highest fixed point on the boat). This rackominium features concierge service with onsite fuel, work racks, wash down service, engine flushing, bait shop (deli, drinks, fishing tackle, bait, store, etc.) There is also a pump-out station, fish cleaning tables, restrooms, and professional full-time and friendly staff! Here's how it works...Call ahead and have your boat "splashed" and fueled, arrive and enjoy your day on the water, return to the dock and the staff pulls your boat, flushes the engine(s), washes the outside, and places it back in your OWN rack for next time! Osprey Harbor Village is very close to Midnight Pass, the Venice Inlet out to the gulf, and near to many boatable restaurants and picnic islands! Take the stress out of boating. Stop trailering your boat to the ramp, and buy a boat rack out of the elements with always the prospects of future appreciation on your investment! Buy today.
#A4677438

OSPREY

570 BLACKBURN POINT ROAD LNG42

None Beds

None Baths

N/A

$41,000

MLS#: A4677438

This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week
#A4680901

OSPREY

570 BLACKBURN POINT ROAD 26

None Beds

None Baths

N/A

$36,000

MLS#: A4680901

Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Plus, HOA is prepaid thru the end of 2025! Keep your boat safe from Florida's 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 32.5Lx10Wx6H. 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 boater's 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.
#A4681400

OSPREY

570 BLACKBURN POINT ROAD 38

None Beds

None Baths

N/A

$32,500

MLS#: A4681400

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