Whispering Pines (30.5) Homes for Sale

Whispering Pines (30.5) Homes for Sale

Welcome to Whispering Pines, a hidden gem nestled in the heart of Big Pine Key, Florida, within the picturesque Monroe County. This charming subdivision, spanning 30.5 acres, is the perfect blend of natural beauty and serene living, making it an ideal destination for those seeking a tranquil lifestyle amidst the stunning Florida Keys.

Whispering Pines is characterized by its lush, tropical landscapes and the gentle rustle of palm trees swaying in the ocean breeze. Residents here enjoy a unique blend of privacy and community, with spacious lots that allow for the perfect balance of outdoor living and personal retreat. The area is known for its friendly neighbors and a welcoming atmosphere, making it easy to feel right at home.

For those looking to purchase a home, Whispering Pines offers a variety of options that cater to different tastes and budgets. From charming single-family homes to modern designs, each property is thoughtfully crafted to embrace the island lifestyle. Many homes feature open floor plans, expansive outdoor spaces, and stunning views of the surrounding natural beauty, ensuring that every day feels like a vacation.

Living in Big Pine means enjoying the best of both worlds—access to vibrant local culture, dining, and recreational activities, while still being able to retreat to the peaceful sanctuary of Whispering Pines. Whether you’re an outdoor enthusiast eager to explore nearby parks and waterways or someone who simply enjoys the laid-back island vibe, this subdivision is the perfect place to call home. Discover your dream home in Whispering Pines today and start living the Florida Keys lifestyle you’ve always envisioned!

Newest Whispering Pines (30.5) Homes for Sale

$799,000
3 Beds ⋅ 1 Baths ⋅ 620504 MLS
This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof, and stylish modern finishes throughout. Outside, there's plenty of room to expand, entertain, or simply relax and soak in the serene Keys lifestyle. Located just minutes from shopping, dining, and Big Pine Community Park, this home combines privacy and convenience in one of the Lower Keys' most desirable neighborhoods.

550 Pine Ln, Big Pine
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 620193 MLS
Discover a rare combination of privacy, waterfront living, and spacious outdoor enjoyment on this nearly half-acre canal-front property in Big Pine Key. Boasting approximately 130 feet of waterfront, this unique location at the end of the canal offers minimal boat traffic, easy boating access to both the Atlantic Ocean and Gulf waters. Set behind lush tropical landscaping and a gated entrance, the fenced 19,762-square-foot lot creates a private retreat surrounded by mature palms, fruit trees, orchids, and vibrant native plantings. The heated swimming pool serves as the centerpiece of the outdoor living area, complemented by a large screened patio perfect for relaxing, entertaining, or enjoying the peaceful garden setting. Designed with boaters and outdoor enthusiasts in mind, the property offers ample room for multiple vessels, RV parking, and trailer storage, with convenient access through a separate gate. The ground-level residence spans approximately 2,166 square feet and features four bedrooms, two and one-half updated bathrooms, an upgraded kitchen, laundry room, impact-resistant windows and doors, a newer mini-split air conditioning system, and a ceramic tile roof installed in 2017. Additional highlights include abundant storage space, a dedicated workshop area, and extra refrigeration and freezer capacity for fishing gear and supplies. Offered furnished, this home is ready to be enjoyed from day one. Located just a short distance from Big Pine Community Park, residents can enjoy pickleball, tennis, basketball, walking paths, playgrounds, waterfront picnic areas, and community events. Whether you're seeking a full-time residence, vacation home, or private waterfront escape, this property offers the space, seclusion, and Keys lifestyle that are becoming increasingly difficult to find.

30985 Hibiscus Dr, Big Pine
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 620017 MLS
Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, Big Pine
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