Pine Run Homes with Buyer Approval Required Community Features

Welcome to Pine Run, a charming subdivision nestled in the heart of Osprey, Florida, just a stone's throw from the picturesque Nokomis Beach. This delightful community offers a unique blend of tranquility and vibrant Florida living, making it an ideal choice for those seeking a serene yet engaging lifestyle.

Pine Run is renowned for its beautifully designed homes that reflect the quintessential Floridian architecture, featuring lush landscaping and spacious layouts. The community is characterized by its warm, welcoming atmosphere, where neighbors become friends and every day feels like a vacation. With a variety of home styles available, there’s something to suit every taste and budget.

As a Buyer Approval Required community, Pine Run ensures that residents enjoy a harmonious living experience. This process helps maintain the integrity and aesthetics of the neighborhood, fostering a close-knit community spirit. Residents can take advantage of the community's fantastic amenities, including a sparkling pool, tennis courts, and scenic walking trails that meander through the lush surroundings.

The location of Pine Run is truly unbeatable. Just minutes away, you’ll find pristine beaches, nature parks, and an array of shopping and dining options. Whether you’re looking to soak up the sun, explore the local culture, or simply unwind in a peaceful environment, Pine Run offers it all.

Discover your dream home in Pine Run, where community, comfort, and the beauty of Florida converge. Experience the lifestyle you’ve always wanted, right here in Osprey!

Newest Pine Run Homes with Buyer Approval Required Community Features

$259,000

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

Virtually Staged. Rarely available and truly one-of-a-kind, this beautifully updated ground-floor 2-bedroom, 2-bath residence offers an exceptional combination of privacy, architectural character, and an unbeatable location. Designed around a stunning private open-air atrium, the home features 8-foot glass doors on three sides, flooding the interior with natural light and creating a seamless indoor-outdoor connection rarely found in condominium living. The thoughtfully designed floorplan delivers a tranquil, nature-inspired experience—particularly from the south bedroom wing, where walls of glass frame peaceful wooded views, offering a remarkable sense of serenity and privacy. Beautifully modernized for today’s lifestyle, the kitchen and living spaces have been opened into a sophisticated great-room design, ideal for entertaining and everyday comfort. Timeless Saltillo Mexican tile flooring runs throughout, adding warmth, texture, and character. Additional conveniences include covered carport parking, a large private storage closet, and tasteful updates that make this residence completely move-in ready. Residents enjoy an impressive collection of resort-style amenities, including two heated pools—one dramatically overlooking a wildlife-filled lagoon—along with two cedar saunas, a fitness center, a Florida-style clubhouse, scenic walking trails, BBQ gas grills, an outdoor gas fireplace, kayak storage, and tennis and pickleball courts. Perfectly positioned for an active coastal lifestyle, this premier location places you just minutes from Nokomis Beach, Oscar Scherer State Park, multiple kayak launches, a public boat ramp, and the Legacy Trail, offering miles of biking and recreation connecting Venice and Sarasota. Nearby favorites include Casey Key Fish House, Historic Spanish Point, waterfront dining, medical facilities, and endless local conveniences. Everyday living couldn’t be easier—walk to Publix, CVS, Ace Hardware, shops, restaurants, fitness centers, Walmart, and the Post Office, or enjoy quick access to everything the area has to offer without needing a car. Families will appreciate proximity to the highly acclaimed Pine View School for the Gifted—the only standalone public gifted school in Florida and consistently ranked among the state’s best. Combining exceptional privacy, thoughtful design, resort-style amenities, and unmatched convenience, this is a rare opportunity to own a distinctive, beautifully updated home in one of the area’s most desirable locations—perfect for those seeking the ideal balance of nature, accessibility, and modern coastal living.

754 Pine Run Drive Unit 754, Osprey

$200,000

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

Tucked away in the charming community of Pine Run, this uniquely designed two-story condo offers the perfect blend of privacy, comfort, and Florida lifestyle living in the heart of Osprey. This spacious 2-bedroom, 2-bath residence features a layout offering the primary suite on the first floor—ideal for ease of living and added privacy. The main level offers an inviting living and dining area filled with natural light, creating a warm and welcoming space for both relaxing and entertaining. The primary bedroom retreat provides generous space, ample closet storage, and a well-appointed en-suite bath. Upstairs, you’ll find a loft that is designed to be the second bedroom and full bath, perfect for guests, a home office, or seasonal visitors. The two-story design enhances privacy while maintaining an open and airy feel throughout. Pine Run is truly a hidden gem, known for its lush, mature landscaping and tranquil setting. Residents enjoy a peaceful, maintenance-free lifestyle just minutes from Gulf beaches, waterfront dining, shopping, and the cultural attractions of Sarasota. Whether you’re searching for a full-time residence or a seasonal retreat, this condo offers the ideal combination of comfort, location, and relaxed coastal living.

211 Woodland Drive Unit 211, Osprey

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