Pine Run Homes with Tennis Court(s) Amenities

Welcome to Pine Run, a vibrant and inviting subdivision nestled in the heart of Osprey, Florida, just a stone's throw from the beautiful Nokomis beaches. This charming community is perfect for those seeking a serene lifestyle while still being close to the vibrant culture and amenities that Sarasota County has to offer. With its lush landscapes and friendly neighbors, Pine Run is an ideal place to call home.

One of the standout features of Pine Run is its exceptional homes that boast tennis court amenities. Imagine stepping outside your front door to find a well-maintained tennis court just moments away, ready for you to enjoy a friendly match or hone your skills. Whether you're a seasoned player or just looking to have some fun in the sun, the tennis courts provide a fantastic way to stay active and socialize with fellow residents.

The homes in Pine Run are designed with comfort and style in mind, offering spacious layouts, modern finishes, and beautiful outdoor spaces that seamlessly blend with the natural surroundings. Many properties feature private backyards, perfect for entertaining or simply unwinding after a long day.

Living in Pine Run means you’ll also have easy access to the stunning beaches of Nokomis and Osprey, as well as a variety of shopping, dining, and recreational opportunities nearby. Experience the best of Florida living in this delightful community where tennis, relaxation, and a friendly atmosphere come together to create a truly special place to call home. Come discover Pine Run and see why it’s the perfect place for your next chapter!

Newest Pine Run Homes with Tennis Court(s) Amenities

$255,000

2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts, clubhouse, fitness center and saunas in the community bathrooms. HOA includes Water, Sewer Trash and Pest control. Included with the unit is an assigned outdoor carport space and storage closet. Enjoy the natural lighting and privacy this unit greets you with as you walk through the door. The soaring ceilings bring in natural lighting all day. Updated kitchen with newer, barely used modern appliances and updated cabinetry and countertops. Reverse Osmosis Water softener has been installed to provide the top quality water. On the main floor, you will find a light and bright living room that leads to the oversized screened-in private lanai. Enjoy the wildlife whilst sitting up in the mature trees. The dining area also has a breakfast bar for additional entertaining space. Down the hallway you will find the primary bedroom with two closets, balcony access and entrance to the hallway renovated full bathroom. Also on the main floor is a stackable washer and dryer and large storage closet. Take the serial staircase to the secondary bedroom loft with full bathroom and two closets. The oversized closet is ideal for a walk-in or year round storage. The community is full of life and energy, especially in the winter seasons, and with all of the waterfront dining, parks and attractions nearby, you will always have something to do! Conveniently located near shopping, dining, downtown Venice, Sarasota, major roadways and schools.

109 Woodland Place, Osprey

$165,900

1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code

Rare “Treehouse” Condo Available in Pine Run! Thinking of making the move to Florida? This charming one-bedroom condominium is the perfect place to start. Or just want a tiny house for ease of living? This is it! Bright and airy, the home features soaring cathedral ceilings and abundant natural light from both the east and west. The spacious living room opens through sliding glass doors to a balcony, creating a seamless indoor-outdoor living experience. Master bedroom with en-suite bath, vaulted ceiling and another balcony! The updated kitchen boasts beautiful butcher block countertops and you’ll enjoy peace of mind that comes with a NEW TANKLESS HOT WATER HEATER. THE ROOF WAS INSTALLED IN 2019, A/C APROX. 7-8 YEARS OLD, ELECTRIC WAS COMPLETELY INSPECTED IN 2025 BY GRAHAM ELECTRIC WITH CORRECTION MADE TO CODE., NEW APPLIACNES, EXTERIOR OF BUILDING WAS PAINTED 12/2025. Pine Run is a vibrant, amenity-rich community offering tennis and pickleball courts, two swimming pools, a clubhouse with a fitness room and over 20 acres of mature trees, lush landscaping and a scenic pond with water feature. Ideally located between Sarasota and Venice, you’ll be just minutes from the beautiful beaches of Siesta Key and Nokomis Beach. Shopping, dining and everyday conveniences along with the Intracoastal Waterway and one of the area’s favorite waterfront restaurants, Casey Key Fish House & Tiki Bar are all just a walk away! Come take a look - your new lifestyle is waiting - make it your own!

701 Pine Run Drive Unit 701, Osprey

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