Pine Run Homes with Tennis Court(s) Community Features

Welcome to Pine Run, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers a unique blend of serene living and vibrant recreational opportunities, making it an ideal choice for families, retirees, and tennis enthusiasts alike.

Pine Run is known for its beautifully designed homes, many of which feature private tennis courts, providing residents with the perfect setting to enjoy an active lifestyle. Imagine stepping out of your back door and onto your very own court, ready to perfect your serve or engage in friendly matches with neighbors. The community's dedication to promoting health and wellness is evident in its well-maintained facilities and lush landscaping, creating an inviting atmosphere for all.

In addition to tennis, Pine Run offers a variety of amenities that enhance the living experience. Residents can take advantage of scenic walking trails, picnic areas, and community gatherings that foster a strong sense of camaraderie. The location is also a stone's throw away from the stunning Gulf Coast beaches, where you can soak up the sun or partake in water activities.

Osprey and Nokomis are known for their charming small-town feel, yet they provide easy access to shopping, dining, and cultural experiences. Whether you’re exploring local boutiques or enjoying a meal at a waterfront restaurant, you’ll find that Pine Run is perfectly positioned to offer both tranquility and convenience.

Discover the charm of Pine Run, where your dream home awaits amidst a community that celebrates both leisure and an active lifestyle. Come experience the joy of living in a place where every day feels like a vacation!

Newest Pine Run Homes with Tennis Court(s) Community Features

$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

$249,900

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

Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such as cabinetry and showers. Enjoy the spacious rooms with the master bedroom having a walk in closet plus another closet. Each bedroom features its own small balcony - perfect for your morning coffee. The lanai off the livingroom will become a focal point for easy living offering a private wooded back yard area. Kitchen features white cabinets with quartz countertops, tile backsplash and stainless steel appliances. A carport plus two exterior storage closets are also nice benefits. The Pine Run neighborhood is an active community offering many activities including pickleball and tennis. There are two pools - the main pool by the club house and fitness center offers gas grills and a scenic view. The second pool is just a short walk from this condo. Kayak storage is available in the neighborhood with a boat and kayak launch just up the street at the Blackburn Point park. This location offers the best of everything. Located between Sarasota and Venice, you are within easy reach of both. Nokomis Beach is 5 miles away, Siesta Key Beach is 9 miles away! The intracoastal waterway is just up the road leading to the ever popular Casey Key Fish House and Tiki Bar. Many other restaurants, shopping and major roads are close at hand. Come see for yourself what makes this condo and Pine Run so special!

116 Woodland Place Unit 116, Osprey

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