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

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 8 of 11.

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

1,975 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

1,483 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

1,529 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

1,474 Sq.Ft.

$260,000

MLS#: TB8360183

Welcome to 362 Pine Run Drive, a 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.

OSPREY

362 PINE RUN DRIVE

2 Beds

2 Baths

1,470 Sq.Ft.

$244,950

MLS#: A4638617

Owner Financing is Available. Prime Land at 456 Washington Ave, Osprey, FL 34229 – A Rare Gem Near Historic Spanish Point & Selby Gardens.
Don’t miss out on this incredible opportunity to own a prime piece of land at 456 Washington Ave, located in the heart of Osprey, FL. Surrounded by natural beauty and rich history, this property is just moments from the renowned Historic Spanish Point and the tranquil beauty of Selby Gardens.

How this property stands out:

Low Taxes: Keep more money in your pocket with low property taxes, making this an affordable investment.
No HOA: Enjoy the freedom to design and build your dream home without any restrictive's rules or fees.
No CDD Fees: With no community development district fees, giving you more financial freedom in your new property.

Perfectly positioned near some of Osprey’s most treasured landmarks, this land offers you a unique lifestyle. Imagine living just minutes from the serene shores of Sarasota Bay, where you can explore the historic Spanish Point or enjoy peaceful afternoons at Selby Gardens. Plus, you're close to the Legacy Trail for biking and hiking, and a short drive to Sarasota’s beaches, dining, and shopping.

Whether you're an investor, builder, or homebuyer seeking the perfect place to bring your vision to life, this land offers endless possibilities. Don’t let this chance slip away—build your future in one of Florida’s most desirable and scenic locations!

Claim your slice of paradise now—this opportunity won’t last!

OSPREY

456 WASHINGTON AVENUE

None Beds

None Baths

0.13 acres

$239,999

MLS#: A4623594

New on site 2 days ago

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 2 walk-in closets. 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.

OSPREY

238 PALM AIR DRIVE

2 Beds

2 Baths

1,152 Sq.Ft.

$234,000

MLS#: A4658930

Rarely available 1st floor end unit!

OSPREY

201 WOODLAND DRIVE 201

2 Beds

2 Baths

1,474 Sq.Ft.

$230,000

MLS#: N6134887

Empty residential lot, desirably located in Osprey, Sarasota County. This prime piece of land offers a fantastic opportunity to build your dream home in a sought-after neighborhood. Enjoy the charm of Osprey, with its proximity to beautiful beaches, top-rated schools, shopping, dining, and outdoor recreation. Don’t miss out on this exceptional investment in a growing community!
Location is everything! This prime piece of land is just minutes from some of Florida’s most breathtaking beaches, including Turtle Beach, Siesta Key Beach, Venice Beach, and Nokomis Beach. Nature lovers will appreciate the proximity to Oscar Scherer Park, where you can explore scenic trails or launch your kayak for a peaceful day on the water. Additionally, a public boat ramp at Blackburn Point is just around the corner, providing easy access for boating enthusiasts.

OSPREY

0 SARABAY ROAD

None Beds

None Baths

0.3 acres

$224,900

MLS#: TB8352849

You’ll be impressed with this delightful double wide from the moment you enter featuring 2 spacious bedrooms and 2 updated bathrooms with a total of 1120 Sq Feet built in 1979 with large shed and enclosed lanai. Being sold Furnished and Turnkey. The kitchen was totally remodeled in 2020 an island was added with new appliances in and it flows into the dining area and living room creating a large living space. The current owners added an inside laundry roomie 2023 to do laundry inside the home with washer and dryer . The flooring has been substantially replaced with new plywood. New HAVC with HEAT PUMP in 2017. The electrical systems were totally updated in 2019 including a new panel. Enjoy your large west facing lanai with tiled floor and sliders. The 215 monthly HOA fee includes all the landscaping, TV and internet and all the amazing clubhouse amenities such as the HEATED pool.The home is in the dog section so you may have 1 dog up to 30 lbs or 1 cat, birds and fish. This is a very active 55+ community, with Clubhouse, heated pool, shuffleboard, kayak, boat, RV, truck storage area. Located close to legacy trail and about one mile from fishing/boat ramp on intercoastal

OSPREY

218 PALM AIR DRIVE

2 Beds

2 Baths

2,001 Sq.Ft.

$199,000

MLS#: N6137492

A GREAT HOME IN A GREAT PARK AT A GREAT PRICE. Welcome to your new home in the Arbors, Sarasota County’s most sought-after resident-owned mobile home park. The home has 2 bedrooms and 2 bathrooms plus a fully-furnished kitchen and other amenities. You’ll enjoy the convenience of the kitchen being only a few steps from the dining area which leads to the spacious living room which is next to the Florida Room. DOG OWNERS REJOICE !! This home is one of the few in Arbors that ALLOWS FOR A DOG !!
You will enjoy the 1,199 square feet of heated/cooled living area. The hallway starting at the kitchen leads past the guest bedroom and bath and into the large master bedroom and bath. Extra storage is yours in the attached shed that also has Maytag washer and dryer and hot water tank.
The Arbors features a large clubhouse attached to the pool. It’s a very active community with parties, programs, entertainment and meetings at the clubhouse. Please note: The Arbors Co-Op park is owned by you and your neighbors. Maintaining the common grounds, the pool, clubhouse, shuffle board court is done by the Homeowner’s Association….and you will be a voting member of the Association.
Price includes all furnishings. LOW HOA FEES. (Only $215/month). Boat-Kayak- RV storage area. Heated pool. Exercise area. Picnic Pavilion PLUS Tons and tons of community activities. AND IT'S GOT A GREAT LOCATION: You will have a short drive to Walmart, Publix, drug store, restaurants, post office, and only 10 minutes to NOKOMIS BEACH; 20 minutes to Sarasota and Venice. Sarasota Memorial Hospital's new facility is only 14 minutes away. THE ASKING PRICE IS ONLY $190,000. It is priced right for a manufactured home that needs some repairs. Take a look today before the bidding starts !! A GREAT HOME IN A GREAT PARK AT A GREAT PRICE.

OSPREY

320 TROPIC DRIVE

2 Beds

2 Baths

1,559 Sq.Ft.

$190,000

MLS#: A4648481

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!

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!

OSPREY

216 PALM AIR DRIVE

2 Beds

2 Baths

1,943 Sq.Ft.

$169,900

MLS#: A4645955

#A4657652

OSPREY

170 EDGEWOOD DRIVE

2 Beds

2 Baths

1,645 Sq.Ft.

$164,900

MLS#: A4657652

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