One of the most popular communities provided by {{page_data.agentName}}

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

$250,000 - $500,000

23 Properties Found. Page 2 of 2.

Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minutes to the pristine shoreline of Nokomis Beach. This desirable gated community features a resort style heated pool, clubhouse and a fitness center designed to enhance your Florida life style. Enjoy local dining, shopping, and many arts and cultural attractions.

This second floor meticulously maintained 2-bedroom/2-bathroom condo has an open floor plan and has an abundance of natural light. The kitchen is a chef's delight with rich dark wood cabinetry, granite countertops, stainless steel appliances, a walk-in pantry and a ample breakfast bar. The spacious dining area is adjacent and is perfect for casual dining or entertaining. The living room is comfortable for relaxing. Step onto a screened lanai; perfect for a peaceful morning or a wind down at the end of the day. Primary suite includes a walk-in, linen closet and an ensuite bathroom. Bathroom is complete with dual sinks, makeup vanity and a large shower. The second bedroom has a sizable closet and full bathroom nearby. The second bathroom comes complete with a shower/tub combo. The laundry room is conveniently located in the hallway near bedrooms. Included is an attached one car garage with an additional storage room. Perfect for full time residence, seasonal enjoyment or as an investment property.

OSPREY

4267 EXPEDITION WAY

2 Beds

2 Baths

1,135 Sq.Ft.

$310,000

MLS#: A4656830

Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block building with impact resistant glass windows, tile roof,and paver brick driveway. Bay Street Village is a Gated maintenance free complex featuring a Resort style Swimming Pool , fitness room, and Clubhouse This pet friendly complex is located across the street from Osprey Dog Park and easy access to the Legacy Trail great for biking, jogging, and leisurely walks. Fantastic location near shopping , dining, Oscar Scherer Park, and just a short drive to Siesta Key and Nokomis Beaches and A+ Pineview School is just 1 Minute away. A Great Place to spend the Season or a Lifetime. Welcome Home!!!

OSPREY

232 EXPLORER DRIVE 15

2 Beds

2 Baths

1,135 Sq.Ft.

$299,500

MLS#: A4648458

Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and later a cocktail on the patio while watching the mesmerizing Gulf Coast Sunsets. The location is nothing short of exceptional minutes from all your local beaches and coastal eateries. This two bedroom and two full bathrooms boast an open floor plan, wall to wall windows in the Great room facing the water. The primary bedroom suite provides and en-suite and generous closet space. This is a chefs kitchen all modern applicances, granite counters and a bar for hosting all those exquisite party’s. Whether you are seeking a permanent residence or a seasonal retreat this offers Floridas Coastal charm.

OSPREY

208 VILLA DRIVE 208

2 Beds

2 Baths

1,389 Sq.Ft.

$295,000

MLS#: TB8367998

HUGE PRICE REDUCTION " LOWEST Price In The Community - Your Opportunity To Add Your Personal Touch! Charming Coastal Retreat in the Heart of Osprey Welcome to 304 Pine Run Dr., a beautifully architecturally designed property nestled in the sought-after Pine Run community in Osprey, FL. Surrounded by lush tropical landscaping and just minutes from the Gulf Coast’s pristine beaches, this residence offers the perfect blend of tranquility and convenience. Step inside to discover an open and airy floor plan with abundant natural light, high ceilings, and tasteful finishes throughout. The owner has made major updates to the back entertaining room by increasing square feet. They also used hurricane windows and sliders along with heavy duty installation in the walls and ceiling. It's the only unit in Pine Run that offers this floor plan. The spacious living area flows seamlessly into the kitchen and dining spaces, making it perfect for entertaining. Enjoy cooking in the updated kitchen, featuring stainless steel appliances, modern cabinetry, and ample counter space. The primary suite serves as a private retreat with a generously sized walk-in closet and an en-suite bathroom. Additional bedrooms provide plenty of space for guests or a home office. Step outside to your private atriums, where you can unwind and take in the serene surroundings of this nature-inspired community. Pine Run residents enjoy access to an array of amenities, including two heated sparkling pools, pickleball courts, tennis courts, a fitness center, Saunas and a clubhouse. This location is ideal for outdoor enthusiasts, offering proximity to Oscar Scherer State Park, Legacy Trail, and the Gulf’s stunning beaches. Shopping, dining, and cultural attractions in Venice and Sarasota are just a short drive away. Whether you’re seeking a year-round residence or a seasonal getaway, this home offers an exceptional opportunity to embrace the coastal lifestyle. Don’t miss your chance—schedule your private showing today!

OSPREY

304 PINE RUN DRIVE

2 Beds

2 Baths

1,729 Sq.Ft.

$284,000

MLS#: A4636298

Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-after Pine Run community. It is completely turnkey; all you need to bring are your clothes! This second-floor unit has been tastefully updated and comes equipped with everything you need to move right in, including all furniture, beds, bedding, all kitchenware, appliances, and even recreational items like a kayak, beach chairs, coolers, and two bicycles. The 9-ft high ceiling gives you an open, airy feel. The unit has been updated throughout and re-plumbed for peace of mind. The two separate en-suite bedrooms are spacious and have their own patio decks and patio furniture for added privacy. The kitchen boasts solid wood cabinets, granite countertops, a cozy dinette area and it opens to a formal dining room, along with a comfortable living room that opens to a covered screened porch. Elegant upgrades include engineered hardwood scraped hickory flooring, designer light fixtures and fans, profiled baseboards and custom blinds. There’s ample storage with a deeded covered carport, two storage lockers and an easily accessible attic. Pine Run spans 20 acres of lush, tropical landscaping and offers an array of amenities to enhance your lifestyle. There are two heated pools, with one conveniently located just steps from the unit, pickle ball, tennis courts, walking trails, kayak rack storage for easy access to water adventures, and a main clubhouse with a fitness center for social gatherings. Situated just a mile from the iconic Casey Key Road and only two miles from Nokomis Beach, this condo offers the perfect blend of tranquility and convenience. Sarasota Airport is just 17 miles away, making travel a breeze. Across the street, you’ll find everything you need for daily living, including a Publix grocery store, hardware, salon, specialty retailers, fitness center, bike rental store & medical services. For dinner and entertainment take a leisurely stroll to the new Deep Lagoon restaurant or enjoy live music at the popular Casey Key Fish House and Tiki Bar. Six additional restaurants are within walking distance, offering a variety of dining options. The Legacy Bike Trail, area state parks and public beaches are all nearby. Whether you’re looking for a vacation retreat or a full-time residence, this condo offers everything you need to enjoy Florida living at its best. Do not miss out on this incredible opportunity to own a piece of paradise in one of the most desirable locations on the Gulf coast. 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.

OSPREY

207 WOODLAND DRIVE 207

2 Beds

2 Baths

1,325 Sq.Ft.

$269,999

MLS#: A4610314

Rarely available ground-floor 2-bedroom, 2-bath model with a standout location and layout that offers a truly one-of-a-kind living experience. This unique floorplan is centered around a private open-air atrium, accessible through 8-foot glass doors on three sides, filling the home with natural light and a seamless connection to the outdoors. From the south bedroom wing, you can look through walls of glass straight into the woods—creating an unparalleled sense of serenity and harmony with nature.
Beautifully updated and designed for today’s lifestyle, the kitchen and living area have been opened into a sleek great-room layout, enhanced by timeless Saltillo Mexican tile floors throughout. The unit includes covered carport parking and a large private storage closet, with all the updates needed for comfortable, move-in-ready living.

The community offers a rare blend of amenities: two heated pools—including one dramatically cantilevered over a wildlife-filled lagoon—plus tennis and pickleball courts, walking trails, a fitness center with saunas, and kayak storage racks.

Perfectly located for an active coastal lifestyle, you’re minutes from nearby beaches, Oscar Scherer State Park, Historic Spanish Point, Blackburn Point Park with boat launch facilities, and the Legacy Trail connecting Venice to Sarasota. Walk to the new Publix, CVS, Ace Hardware, fitness centers, and more—daily errands become a breeze, even without a car. Top-rated Pine View School for the Gifted, waterfront restaurants, medical facilities, and countless local conveniences are all within reach.
This is a rare opportunity to own a distinctive and modernized home in a prime location, ideal for anyone seeking the perfect mix of nature, design, and accessibility.

OSPREY

754 PINE RUN DRIVE 754

2 Beds

2 Baths

1,379 Sq.Ft.

$269,000

MLS#: A4651184

#T3541882

OSPREY

758 PINE RUN DRIVE 758

2 Beds

2 Baths

1,184 Sq.Ft.

$262,000

MLS#: T3541882

Property comes furnished.
Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful retreat. This 2 bd, 2 bath offers lots of space and privacy. Large exp lanai and an outdoor eating area off kit. Beautiful newer luxury vinyl floors. New hot water heater, young air/heating unit. Nicely located carport and lots of storage. Pine Run has two pools, tennis and pickleball courts, workout room, kayak storage, beautiful lake, picnic area with gas grills, walking trail. Lots to do and so close to everything you came to FL for: beaches, boating, restaurants , shopping and more. Make an appt to see this fantastic condo.

OSPREY

111 WOODLAND PLACE

2 Beds

2 Baths

1,316 Sq.Ft.

$260,000

MLS#: TB8360183

1 2

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