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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

151

# of Listings

3

Avg # of Bedrooms

$405

Avg. $ / Sq.Ft.

$952,568

Med. List Price

Browse Osprey Real Estate Listings

All listings

$250,000 - $500,000

151 Properties Found. Page 6 of 11.

Discover the perfect canvas for your dream home with this exceptional vacant lot located in the desirable Sorrento Shores community of Osprey, Florida. Spanning 0.34 acres, this spacious lot offers ample room for creative design and construction. With a generous front footage of 100 feet and dimensions that allow for multiple building possibilities, this property situated "WEST of Trail," is ideal for those looking to build a custom residence in a serene setting.Situated at the head of the saltwater canal, you’ll enjoy the best of both worlds—easy access to local amenities while still being surrounded by nature’s beauty. The RSF1 zoning permits residential single-family homes, making it a great opportunity for families or just looking to settle in a tranquil neighborhood.Embrace the lifestyle you’ve always wanted in Osprey, where you can enjoy outdoor activities, nearby beaches, and a welcoming community. With one of Sarasota Counties top rated schools just a mile away, don’t miss your opportunity to invest in this prime piece of real estate for you. Schedule a viewing today and start envisioning your future in Sorrento Shores! Owner Agent.

OSPREY

458 N SHORE DRIVE

None Beds

None Baths

0.34 acres

$670,000

MLS#: N6139405

Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the heart of the home. This expansive area is perfect for entertaining guests, with ample space for gatherings large and small. The great room seamlessly flows into the lanai and pool area through sliding glass doors, creating an indoor-outdoor living experience that is both luxurious and practical. Whether hosting a summer barbecue or enjoying a quiet evening by the pool, the ease of access ensures that every occasion is enriched by the beauty of the surroundings. The home features a remarkable primary bedroom suite, a sanctuary of relaxation and sophistication. This suite is thoughtfully designed with ample space, allowing for a private retreat that includes a spacious bedroom, a well-appointed bathroom, and generous walk-in closets. Large windows invite natural light, creating a warm and inviting ambiance that is perfect for unwinding after a long day. Complementing the primary suite are three elegant guest suites, each offering a unique blend of comfort and utility. These suites are perfect for accommodating family and friends, ensuring that visitors feel right at home. Alternatively, they can be transformed into remote office spaces, providing a quiet and productive environment for those who work from home. The versatility of these rooms is a testament to the thoughtful design that caters to various lifestyle needs. Beyond the individual rooms, the home's layout promotes a seamless flow between spaces, enhancing the overall living experience. The kitchen, equipped with state-of-the-art appliances and stylish countertops, is a chef's dream. Its proximity to the great room ensures that meal preparation and socializing go hand in hand. Adjacent to the kitchen is a cozy dining room, where intimate family meals and festive dinners can be enjoyed. The strategic placement of this space ensures that every meal is accompanied by delightful views and a welcoming atmosphere. The outdoor area, including the lanai and heated pool, are designed to be extensions of the indoor living spaces. The lanai, sheltered and equipped for various weather conditions, is perfect for outdoor dining or simply lounging with a book. The pool area, surrounded by lush landscaping, offers a refreshing escape all year round. The finishing touch is the rear-entry, two-car attached garage, a haven for any vehicle enthusiast. The garage is designed not just for parking but also for maximizing storage space, with ample ceiling rack storage that provides a practical solution for organizing tools, seasonal decorations, and sports equipment. The convenience of this space ensures that everything has its place, making it easy to maintain an orderly and clutter-free environment. Situated conveniently between Sarasota and Venice, this Rivendell home is minutes away from the top-rated Pine View School, making it an excellent choice for families. Additionally, magnificent white sandy beaches, vibrant arts and culture scenes, shopping, and the incredible Oscar Scherer State Park are all within easy reach.

OSPREY

750 ANNA HOPE LANE

4 Beds

2 Baths

2,992 Sq.Ft.

$669,000

MLS#: A4651227

**BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation Shutters, a well-equipped Kitchen with granite counter seating area, white cabinetry and Stainless-Steel appliances including Bosch etc. The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious, Screened Balcony features lovely new tile flooring and automated Hurricane Shutters, offering a PRIVATE and serene setting where you can view wonderful wildlife and Gorgeous Sunsets! This residence offers a single, covered parking space and a climate-controlled storage unit. 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, 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 Three Restaurants, Ballroom, 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, Bocce, Basketball Court, Playground and more! 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.

OSPREY

385 N POINT ROAD 402

3 Beds

3 Baths

2,250 Sq.Ft.

$660,000

MLS#: A4635708

SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE! Step into waterfront luxury living at its finest in Osprey Harbor Village, a coastal gem perfectly situated between Sarasota and Venice, offering easy access to Siesta Key, Nokomis Beach, and Venice Beach. This sought-after marina community is the epitome of elegance and the carefree coastal lifestyle that defines Southwest Florida. Boasting a deep-water marina with a 7-foot draft channel, it's perfect for motor yachts and sailing adventures. Imagine waking up to the gentle sway of boats and breathtaking views of the waterfront. This meticulously maintained three-bedroom, two-bathroom condominium, lovingly cared for by its original owner, exudes sophistication and comfort. The chef-inspired kitchen features upgraded wood cabinetry, granite countertops, a breakfast bar, and stainless steel appliances, seamlessly flowing into a dedicated dining area and an open living room. Step out onto your private terrace to enjoy panoramic marina views and stunning evening sunsets. The spacious primary bedroom offers a walk-in closet and a spa-like ensuite with dual sinks, a soaking tub, a shower, and a water closet. Two additional bedrooms with luxury vinyl flooring provide versatility, whether hosting guests or setting up a home office.

Built to 2006 hurricane standards, Osprey Harbor Village combines modern construction with Italian-inspired charm, creating a peaceful and secure environment. The community's impressive amenities include a newly renovated fitness center, a sparkling pool with a gas grill, a spa, a sauna and steam room, a fishing dock, and a kayak launch. Residents can also enjoy the convenience of onsite management and two assigned garage parking spots. This pet-friendly complex welcomes up to two large dogs, adding to its appeal for animal lovers.

With its unbeatable location, you’re just a short stroll to the Deep Lagoon Waterfront Restaurant and the Casey Key Fish House or minutes from parks, tiki bars, shopping, dining, and medical facilities. Whether you're savoring sunsets on your terrace, exploring nearby beaches, or enjoying waterfront dining, this property offers the perfect blend of leisure and luxury. Discover the best of waterfront living today. Visit the property website at https://nextlevelmediasrq.hd.pics/14041-Bellagio-Way/idx or call to schedule a private tour. Your coastal dream home awaits!

OSPREY

14041 BELLAGIO WAY 315

3 Beds

2 Baths

2,064 Sq.Ft.

$650,000

MLS#: A4637707

***PRICE IMPROVEMENT***Location, Location, Location! Situated west of the trail in the heart of Osprey, this stunning 3-bedroom, 2-bathroom plus den ranch home is a rare find, just steps from Sarasota Bay. Enjoy a tranquil coastal lifestyle, with the Main Street fishing pier, Spanish Pointe Marina, Oscar Scherer State Park, and the renowned Pine View School for the Gifted close by.

Surrounded by majestic oak trees and lush tropical landscaping, this home sits on a spacious, private lot with no HOA or CDD restrictions. Inside, you'll find an open-concept design with stylish, durable flooring, an updated kitchen featuring granite countertops, solid wood cabinets, and stainless steel appliances, as well as beautifully refreshed bathrooms with high-end finishes. Move-in ready and well-maintained, this home requires no major projects—just bring your belongings and start enjoying the Florida lifestyle!

For outdoor enthusiasts, this location is unbeatable. Launch your kayak or paddleboard just down the street into Sarasota Bay, explore the nearby Bay Preserve at Osprey and Historic Spanish Point, or take a short drive to Oscar Scherer State Park, Casey Key, Nokomis Beach, and world-famous Siesta Key.

The large backyard offers plenty of space for entertaining, playing, or simply soaking in Florida’s year-round sunshine. Whether you're looking for a family home, a vacation retreat, or a profitable rental property, this home delivers it all.

Don't miss this opportunity to own a piece of paradise—schedule your private showing today!

OSPREY

51 WEBB STREET

3 Beds

2 Baths

3,046 Sq.Ft.

$629,000

MLS#: A4644363

One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your personal touch and vision. Step inside to discover: Open-concept floor plan with high ceilings and abundant natural light, Walls of windows that blur the lines between indoor living and outdoor beauty, Versatile den/office space perfect for remote work or a creative studio, Enclosed lanai with hurricane-impact sliding glass doors & windows, oversized 2-car garage with ample storage located in the same building, Furniture and furnishings included – move in with ease!
Resort-Style Living Year-Round!Hidden Bay offers an unmatched lifestyle with amenities designed for relaxation, recreation, and connection:
Heated resort-style pool with waterfalls and lagoon-style pond, Clubhouse with library, fitness center, and gourmet kitchen for entertaining, Scenic boardwalk and nature trails leading to the private pier on the bay, Outdoor tiki bar, BBQ grills, tennis & pickleball courts, Dog park, kayaking, and fishing access right on site. Unbeatable Location: Perfectly situated between Sarasota and Venice, you're just minutes from:
Upscale shopping, dining, and cultural attractions, Stunning Gulf beaches and boating excursions, Quick access to major roads and easy travel options. This is more than a home—it's a lifestyle. Whether you're looking for a full-time residence, a seasonal getaway, or an investment, this one check all the boxes. Schedule Your Private Showing Today! This Hidden Bay treasure won’t last long.

OSPREY

242 HIDDEN BAY DRIVE 603

2 Beds

2 Baths

2,032 Sq.Ft.

$625,000

MLS#: A4650286

#A4656074

OSPREY

4428 CONCHFISH LANE

4 Beds

2 Baths

2,657 Sq.Ft.

$599,000

MLS#: A4656074

Welcome to your coastal retreat! Currently set up as a furnished rental, This recently remodeled 4 bedroom 2 bathroom home offers modern comfort just moments from the water. Step inside to discover a bright, open floor plan with stylish updates throughout. Two large bedrooms lead out to the Lanai, where you can relax in the backyard Oasis featuring a heated spa Pool and outdoor kitchen- perfect for unwinding or entertaining. This home is minutes away from Nokomis and Venice beach, and just 15 minutes from World famous Siesta Key, The legacy trail, Oscar Scherer state park, and Blackburn Point boat launch. Bring your kayak or paddle board down the street to Shoreland Park to drop into the canal that leads to the intercoastal. Easy commute to I-75, Shopping, restaurants and historic Spanish point, all conveniently located close by! This home is located in Towns-end shores, a non-deed restricted neighborhood. It also has an oversized driveway to accommodate multiple vehicles.
Don't wait to schedule your showing today!

OSPREY

104 SHORELAND DRIVE

4 Beds

2 Baths

2,755 Sq.Ft.

$569,000

MLS#: A4649936

Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and bright home has been perfected by discerning sellers with unending attention to details. Notably, crown molding, extensive trim molding, plantation shutters, tray ceilings, tile on diagonal and wood flooring. This Extended Cypress floor plan is the best use of space, remarkably accommodating three bedrooms and three full baths plus den/office with a great room design. Each bedroom is placed in separate quadrants of the home for privacy. The den has a double door entry. Ideally positioned home on a wide greenbelt with western exposure. Private lanai and backyard setting for quiet outdoor living. Through pocketing sliders find serenity with a large, covered lanai to enjoy morning coffee or an evening beverage. There is a two-car garage. Low HOA fees cover yard maintenance, irrigation water, high-speed internet, streaming cable, heated community pool and spa, fitness center, basketball, pickleball court and playground. Ideally close to beautiful Gulf beaches, Oscar Scherer State Park, Legacy Bicycle Trail, Pine View School, and numerous waterfront restaurants and tiki bars, with a Publix within a short distance. It's easy to perfect the art of living when you live within a work of art.

OSPREY

1313 THORNAPPLE DRIVE

3 Beds

3 Baths

2,607 Sq.Ft.

$565,000

MLS#: A4650739

One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail and I-75, Just Minutes away from Major Shopping Areas, Restaurants, City Parks, and The Popular Legacy Trail (biking/walking trail). When you walk in the front door you are greeted by a Large Living Area with High Ceilings. The Sliding Glass Doors lead you out to a Large 10x26 ft Covered and Screened Lanai with a Fully Fenced Back Yard that looks into a Heavily Wooded Preserve for Privacy. There are Tile Floors throughout the Entire House. The Master Suite has a Large Shower and Separate Garden Tub for Soaking your Cares Away. The Kitchen has Newer Stainless Steel Appliances from 2020 and lots of Counter Space. ROOF (2016). AC (2022). WATER HEATER (2020). NEW PAINT on the Interior. Whole House Water Filtration System installed by Water World in September 2023 The filter doesn’t need to be changed for 10 years! The House was RE-PLUMBED in 2016! The Laundry Room is inside under AC and has it's own Wash Sink. This Home is Perfect for Entertaining Guests. There is NO CDD and a LOW HOA FEE of only $270 PER YEAR. Bay Oaks is a Small, Quiet, Well Maintained Community where homes Rarely come available. It's Truly a Hidden Gem located in the Highly Desirable Osprey Area. Make an appointment to see it Today!

OSPREY

813 OAK POND DRIVE

4 Beds

2 Baths

2,675 Sq.Ft.

$560,000

MLS#: A4656967

Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable waterfront communities! This rarely available, beautifully appointed townhome offers the best of maintenance-free, coastal living in a gated community featuring resort-style amenities including a heated pool, cabana, tiki bar, and more. Enjoy peace of mind with a new roof (2025) and new impact-rated hurricane windows (2023) in the enclosed sunroom —providing storm protection, energy efficiency and quiet comfort. This turnkey-furnished residence is move-in ready, ideal for full-time living, a seasonal retreat or a vacation rental opportunity. Inside, the open-concept kitchen features granite countertops, elegant Craft-Maid cabinetry, updated appliances and a wine refrigerator, ideal for entertaining. The spacious first-floor primary suite includes dual vanities, a garden tub, and a separate walk-in shower for a spa-like experience. Go outside and enjoy unparalleled access to the adjacent Casey Key Marina, Blackburn Point Park's boat and kayak launch, fishing pier and the iconic Swing Bridge leading to the beaches of Casey Key. Just next door, enjoy casual waterfront dining at the beloved Casey Key Fish House and Tiki Bar. Close to downtown Venice and a short distance to downtown Sarasota. Shopping, restaurants and award-winning schools just minutes away. A rare opportunity to own a piece of paradise in a prime location so don't miss your chance to make this coastal gem your own.

OSPREY

1164 BEACHCOMBER COURT 19

3 Beds

2 Baths

2,630 Sq.Ft.

$550,000

MLS#: N6139244

**Seller is motivated**Welcome to Bay Oaks Estates. This 3-bedroom 2 bath plus den is a classic Florida home featuring a pool with mosaic inspired ocean theme. And with no one behind you and no houses in front offers plenty of privacy. Oh, I almost forgot this home offers a wood burning fire place for those couple of cold nights a year, lol. New roof September 2022 newer water heater. This secluded community is only ten minutes to Siesta Key Beach or Nokomis Beach. You are very close to the Legacy Trail that is perfect for biking, walking and jogging. Also close to shopping and a wide verity of restaurants. If you are looking for a spacious pool home in a quiet secluded neighborhood look no more, you have found your forever home.

OSPREY

566 OAK BAY DRIVE

3 Beds

2 Baths

3,315 Sq.Ft.

$550,000

MLS#: A4632796

Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice features of the home: New Interior Paint! New Carpet! New Microwave! Irrigation System! Don't worry about maintaining the lawn/landscaping, that is included! Enjoy everything that surrounds you outside as well, such as the Legacy Trail just east of this home for walking, jogging, biking, rollerblading, strolling with your pets or whatever your outdoor activity of choice is. Just south of you is Oscar Scherer State Park for even more outdoor adventures. Just west of you is the beautiful Intracoastal Waterway & Gulf of Mexico with super soft white sandy beaches! You’re also in the company of the best schools around such as Pineview, next door to this neighborhood. Rivendell, a picturesque community known for its extensive green spaces, parks and 24 serene lakes!

OSPREY

1363 NEW FOREST LANE

2 Beds

2 Baths

2,307 Sq.Ft.

$539,000

MLS#: A4648690

Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and granite countertops, The vaulted-ceiling living room offers tranquil lake views, with many evenings capped by stunning sunsets over the Bay. There is a 2 car garage not often seen in villas/condos. Outside, a courtyard with a hot tub and plantings invites outdoor relaxation and entertaining and expands the living space.
Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at no cost. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof and exterior maintenance, landscaping, roads, pool and tennis facilities, docks, cable TV, high-speed internet, water, trash and sewer. Located close to the beach, shopping & restaurants as well as Pine View School

OSPREY

780 SARABAY ROAD 16

2 Beds

2 Baths

1,974 Sq.Ft.

$499,900

MLS#: TB8402328

Live the Sarasota Coastal Lifestyle in Bay Acres – Boating Community! Nestled in the desirable waterfront neighborhood of Bay Acres, this charming 3-bedroom, 2-bath with extra Bonus Florida room and 2 car garage home offers a rare combination of coastal convenience, spacious living, and modern updates. Perfect for boating and RV enthusiasts, the property includes a 42' x 16' parking pad with electric hookup, a/c-equipped workshop and storage shed (25' x 12'), and community boat docks (2 now available first come, first served for a low annual fee), plus a kayak launch just moments away. Enjoy peace of mind with a newer roof (2022) and hurricane shutters, all located in flood zone X (no flood insurance required). Inside, the home is filled with natural light and character—featuring cork and laminate wood flooring, custom wood built-ins, an electric fireplace, and a well-equipped kitchen with modern appliances and generous counter space. The flexible floorplan includes a large Florida room ideal for entertaining or relaxing in the sunshine. The lushly landscaped yard provides a private and serene setting, while the covered front porch is the perfect place to enjoy morning coffee and the quiet coastal breeze. Whether you're looking for a full-time residence or a vacation retreat, this home delivers on space, storage, and lifestyle in one of Sarasota’s best-kept boating neighborhoods.

OSPREY

519 BAYVIEW AVENUE

3 Beds

2 Baths

2,357 Sq.Ft.

$499,000

MLS#: A4649083

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