Pine Run Real Estate

Pine Run Real Estate

Welcome to Pine Run, a serene and inviting subdivision nestled in the heart of Florida, where the beauty of nature meets the comforts of modern living. This charming community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and everyone in between.

Pine Run is characterized by its lush greenery, picturesque landscapes, and well-maintained homes that exude warmth and character. Residents enjoy a peaceful atmosphere, enhanced by the gentle rustle of pine trees and the soothing sounds of nature. The subdivision features a variety of home styles, from cozy single-family residences to spacious townhomes, catering to diverse lifestyles and preferences.

One of the standout features of Pine Run is its commitment to community living. With friendly neighbors and a welcoming spirit, you'll find plenty of opportunities to connect with others through community events and gatherings. The subdivision boasts several amenities, including walking trails, parks, and recreational facilities, encouraging an active and healthy lifestyle.

Convenience is key in Pine Run, as it is strategically located near major highways, making commuting a breeze. Residents have easy access to shopping centers, restaurants, and top-rated schools, ensuring that everything you need is just a stone's throw away. Additionally, the beautiful Florida beaches and vibrant cultural attractions are within a short drive, offering endless opportunities for adventure and relaxation.

Discover the charm of Pine Run, where your dream home awaits in this idyllic Florida community. Experience the perfect balance of nature, community, and convenience—welcome home!

Newest Listings in Pine Run

$435,000
3 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home in the highly desirable Pine Run community within Three Oaks! Offering the perfect combination of comfort, convenience, and value, this home features a **brand-new roof (2026)** and is located in a **low HOA fee** community. Step inside to discover a bright, open floor plan designed for everyday living and effortless entertaining. The highlight of the home is the stunning outdoor living space, featuring a **gorgeous screened-in pool**, spacious covered lanai, and large pool cage—your own private Florida oasis perfect for relaxing or hosting family and friends year-round. Ideally situated in one of Southwest Florida's most convenient locations, you're just minutes from **Miromar Outlets, Coconut Point Mall, Gulf Coast Town Center**, and an endless selection of shopping, dining, and entertainment. Commuting is a breeze with **I-75 less than 5 minutes away**, **Southwest Florida International Airport (RSW) just 10 minutes away**, and the area's beautiful Gulf beaches less than **20 minutes** from your doorstep. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional home delivers an unbeatable location, desirable features, and the Florida lifestyle you've been looking for.

19028 Pine Run Lane, Fort Myers
$285,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
Bring your furniture and move right in to this popular Pine Run neighborhood. No need to worry about remodeling this condo! New coastal look ceramic tile throughout the entire home! New kitchen and appliances, new guest bathroom, new doors throughout, new light fixtures, and newly painted. Wow! First floor condo offers more outdoor living space. The patio off the main entry offers privacy and has access from the dinette area. A spacious center atrium feels like a peaceful retreat. The main covered lanai off the living room and dining room is screened in with a door to the back yard. Each bedroom has it’s own small patio with privacy fence. Kitchen is nicely equipped with washer and dryer in the dinette closet area. The hallway has large almost floor to ceiling windows looking onto the center atrium for a very open feel. Pine Run is an active community nestled between mature landscaping and trees, with many activities including pickleball, tennis, kayak storage and two swimming pools! Launch your kayaks in the Blackburn Point Park and boat launch just down the road. Pine Run is conveniently located near shopping, restaurants, major roads and Casey Key Fish House and Tiki Bar. Sarasota is about 13 miles away, Venice about 7 miles. Area beaches are close at hand with Nokomis Beach just 5 miles and Siesta Key Beach is 9 miles. You are in the heart of paradise! Come see for yourself!

108 Woodland Place Unit 108, Osprey/Nokomis
$215,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
FURNISHED. Welcome to Pine Run, where you'll find the perfect combination of natural beauty and modern living. This two-bedroom, two-bath condo is nestled within the serene 20+ acres of lush native Florida landscape. As you step inside, you'll be greeted by a spacious and inviting living area, thoughtfully designed to maximize comfort and functionality. The condo offers two well-appointed bedrooms, each offering ample space. Pine Run is a vibrant community that offers a variety of amenities for your enjoyment. Take a dip in one of the two community pools, perfect for cooling off on a sunny Florida day. Stay active and engage in friendly competition on the tennis courts or try your hand at pickleball. For those who enjoy the beach, you'll be delighted to discover that the condo is less than half a mile away from the Gulf of Mexico. Spend your days basking in the warm sun, strolling along the sandy shores, or indulging in water activities. Pine Run is not just a place to live, it's a lifestyle. With its picturesque surroundings, abundant amenities, and proximity to the Gulf of Mexico, this condo offers the perfect blend of tranquility and convenience.

110 Woodland Place Unit 110, Osprey/Nokomis
$254,900
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
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/Nokomis
$439,900
3 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
Welcome to 19101 Pine Run Ln, a beautifully remodeled pool home located in the highly sought-after Three Oaks area of South Fort Myers. This move-in ready residence combines modern updates with comfortable Florida living, offering an ideal blend of style, functionality, and location. Inside, you’ll find a thoughtfully updated interior featuring an open and inviting layout, updated flooring, a renovated kitchen with modern finishes, and beautifully refreshed bathrooms. Large windows and sliding glass doors fill the home with natural light and create seamless indoor-outdoor living. Step outside to your private backyard oasis complete with a sparkling pool, spacious screened lanai, and plenty of room to relax or entertain year-round. Conveniently located near shopping, dining, top-rated schools, FGCU, Gulf Coast Town Center, Hertz Arena, and just a short drive to Southwest Florida’s beautiful beaches, this home offers the perfect opportunity to enjoy the best of the Florida lifestyle in the heart of Three Oaks.

19101 Pine Run Lane, Fort Myers
$259,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
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/Nokomis
$200,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv.
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/Nokomis
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