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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
146
# of Listings
3
Avg # of Bedrooms
$404
Avg. $ / Sq.Ft.
$981,910
Med. List Price

Browse Osprey Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

43 Properties Found. Page 1 of 3.

New on site 3 days ago
Welcome to this well-maintained 2-bedroom, 2-bathroom ground-level condo in a highly convenient West of the Trail location. As you walk through the gate, you’re greeted by a private courtyard that offers a quiet space to enjoy the outdoors. Inside, the condo features an open living area, a Florida room for extra relaxation space, and an outdoor patio surrounded by mature vegetation, offering added privacy and greenery in the backyard. A covered carport is included for convenience. The community includes access to two swimming pools, tennis and pickleball courts, a small gym, kayak storage, and a clubhouse. The location is ideal for enjoying the Florida lifestyle—just ½ mile to the Gulf, ¼ mile to Blackburn Point Park with a public boat launch, and only 6 miles to Nokomis Beach.
#A4663566

OSPREY

761 PINE RUN DRIVE 761

2 Beds

2 Baths

1,689 Sq.Ft.

$2,400

MLS#: A4663566

Looking for an active lifestyle community within walking distance of the Intercoastal? Pine Run is the perfect location! Conveniently located between Sarasota and Venice in Osprey, this community is within walking distance of the famed Casey Key Fish House and Tiki Bar, plus many other restaurants, shopping areas, public boat launch, park and so much more! The Legacy Trail is also nearby! Pine Run offers two swimming pools, a small club house with fitness room, pickle ball and tennis courts, all in a wooded setting. This 2nd floor condo has been updated with a new kitchen with quartz counter tops and new stainless steel appliances. The A/C is brand new in 2025! Each of the two bedrooms have their own private balcony. The master suite with full bath, plus two closets! The living room and dining room feature sliding glass doors that lead to the screened balcony. The laundry closet is located in the kitchen and dinette area with washer and dryer included. There is a carport with one designated parking spot. Two exterior storage units
#A4660278

OSPREY

216 WOODLAND DRIVE 216

2 Beds

2 Baths

1,483 Sq.Ft.

$245,000

MLS#: A4660278

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!
#A4623594

OSPREY

456 WASHINGTON AVENUE

None Beds

None Baths

0.13 acres

$239,999

MLS#: A4623594

Rarely available 1st floor end unit!
#N6134887

OSPREY

201 WOODLAND DRIVE 201

2 Beds

2 Baths

1,474 Sq.Ft.

$200,000

MLS#: N6134887

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.

$199,000

MLS#: A4658930

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.
#A4648481

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!
#A4654940

OSPREY

137 WOODLAND PLACE

2 Beds

2 Baths

1,483 Sq.Ft.

$185,000

MLS#: A4654940

Come home to this tastefully-furnished, well-maintained spacious home in a top-of-the-line, perfectly located Co-Op park. LOTS OF UPGRADES: NEW windows 2022, NEW A/C and HVAC 2023, NEW moisture barrier underneath 2022. NEW hurricaine window covers 2023, NEW Solar tube in kitchen 2022, NEW ceiling fan in dining area 2022. Relax in the 1,376 square feet of centrally-cooled comfort. Two large bedrooms + a Florida room that will hold a couple beds + Price includes all furnishings. This roomy home has tons of storage space, a home office area, on and on. GREAT PARK---> Low HOA fees. The Arbors is run by a board of directors elected by the homeowners like you. Boat-Kayak- RV storage area. Heated pool. Exercise area. Picnic Pavilion PLUS Tons and tons of communjity activities. AND IT'S GOT A GREAT LOCATION: You will have a short drive to WalMart, Publix, drug store, restaurants, places of worship, post office, and only 10 minutes to NOKOMIS BEACH. 20 minutes to Sarasota and Venice. Please check-out the pictures to see what's in store for you. Sarasota Memorial Hospital's new facility is only 14 minutes away. You will enjoy many social activities with your new fun-loving neighbors. They have a Christmas Open House party, Halloween party, annual Flea Market, Aqua exercise, morning coffee. And many more social events. **** ALL THIS FOR A LOW PRICE OF A WONDERFUL HOME ****
#A4614751

OSPREY

191 PALM AIR DRIVE

2 Beds

2 Baths

2,296 Sq.Ft.

$185,000

MLS#: A4614751

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. Security devices on property.
#A4657652

OSPREY

170 EDGEWOOD DRIVE

2 Beds

2 Baths

1,645 Sq.Ft.

$164,900

MLS#: A4657652

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 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 9W 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 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.
#A4660688

OSPREY

570 BLACKBURN POINT ROAD 13

None Beds

None Baths

N/A

$115,000

MLS#: A4660688

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

$105,000

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

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

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

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