Pineland Homes under $500,000

Pineland Homes under $500,000

**Discover the Charm of Pineland, Bokeelia: Your Ideal Neighborhood Awaits!**

Nestled in the heart of Lee County, Florida, Pineland is a hidden gem that perfectly balances tranquility and community spirit. This picturesque neighborhood, located in the charming city of Bokeelia, offers residents a serene escape from the hustle and bustle of city life while still providing easy access to essential amenities and local attractions.

One of the most appealing aspects of Pineland is its diverse selection of homes available for under $500,000. This makes it an ideal destination for first-time homebuyers, families, and retirees alike. Whether you’re seeking a cozy single-family home, a spacious townhouse, or a charming cottage, Pineland has something to suit every taste and budget. The homes in this area often feature lush landscaping, open floor plans, and modern amenities, providing a comfortable and inviting atmosphere for residents.

Beyond its delightful residences, Pineland boasts an array of recreational opportunities. Outdoor enthusiasts will appreciate the nearby parks, nature trails, and the stunning waters of Pine Island Sound, perfect for kayaking, fishing, or simply soaking in the sun. The community is also known for its friendly neighbors and a welcoming atmosphere, making it easy to forge lasting friendships.

With its affordable housing options, beautiful surroundings, and a strong sense of community, Pineland in Bokeelia is the perfect place to call home. Discover the lifestyle you’ve been dreaming of in this enchanting neighborhood today!

Newest Pineland Homes under $500,000

7443 Pomegranate Drive, Bokeelia
$355,000
2 Beds ⋅ 2 Baths ⋅ 2026040666 MLS
Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island.

7443 Pomegranate Drive, Bokeelia
7660 Grande Pine Road, Bokeelia
$449,000
3 Beds ⋅ 3 Baths ⋅ 2026037371 MLS
Paradise awaits in this spacious, beautifully maintained pool home nestled on a private .344-acre lot in desirable Alden Pines, Bokeelia. Built in 1999 with concrete stucco CBS construction, this move-in-ready residence offers 1,981 sq. ft. of living space and 2,422 sq. ft. total area, with an inviting open-concept design, cathedral ceilings, and a desirable split-bedroom floor plan. Enter through the screened porch and double-door entry into a bright, spacious living and dining area. Triple sliding glass doors seamlessly open to the expansive screened lanai and pool, creating the ideal setting for entertaining or relaxing year-round. The generous eat-in kitchen features updated granite countertops, a double sink, abundant cabinetry, and a walk-in pantry with extensive shelving. French doors provide direct access to the lanai and pool, making outdoor dining and entertaining effortless. The private primary suite is a true retreat, complete with French doors opening to the lanai and pool, his-and-hers walk-in closets, and a spacious ensuite bath. The primary bathroom offers a large walk-in shower, dual-sink vanity, window seat, and separate toilet closet. Two additional bedrooms feature large closets and share a full guest bath with a convenient pocket door that can close off the bathroom for added guest privacy. Additional interior storage includes a hallway closet and linen closet. Outdoor living is where this home truly shines. The expansive screened lanai includes a half bath and storage closet, while the large, private backyard borders a peaceful mango orchard. Enjoy the Florida lifestyle with plenty of room to relax, entertain, and enjoy the pool. Additional features include a new metal roof installed in 2023 with Ultra Rib panels and a Four Point Inspection Certificate, storm security shutters, tinted windows throughout, tile flooring in the main living areas, laminate flooring in the primary bedroom, PEX plumbing, and an in-wall pest control system. The oversized two-car garage includes attic storage, a work area, and laundry sink. The separate laundry room offers two spacious storage closets. The pool was resurfaced in 2014. The home is 9' elevation certified and has never flooded. A voluntary HOA provides added flexibility. Enjoy easy access to Pineland Marina and Tarpon Lodge, with dining, boating, and waterfront recreation just a walk or short golf-cart ride away. The newly renovated golf course and clubhouse are scheduled to reopen in late Fall 2026, adding even more appeal to this already exceptional location. This rare turnkey pool home offers the perfect combination of privacy, comfort, outdoor living, and island lifestyle. Come discover your own piece of Florida paradise in Bokeelia!

7660 Grande Pine Road, Bokeelia
14281 Pacosin Court, Bokeelia
$459,000
3 Beds ⋅ 2 Baths ⋅ 2026029237 MLS
Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small-town charm, art galleries, local markets, Tree Nurseries and some of Southwest Florida’s best fishing and boating. Whether you’re seeking a primary residence or vacation home. Home offers 3 bedrooms and 2 baths with large living area. Large back (screened) deck and outside grilling entertaining deck with stairs. Very private backyard with pathway around the golf course. Newer air, galvanized roof, most windows are hurricane proof, new hot water heater, new soffit and rain gutters. New flooring throughout the home. You can walk to Pineland Marina which offers full Marina Service, dine at the well-known Tarpon Lodge. Private setting. You will love this Island and community.

14281 Pacosin Court, Bokeelia
7257 Victory Road, Bokeelia
$439,000
2 Beds ⋅ 1 Baths ⋅ 2026023300 MLS
Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

7257 Victory Road, Bokeelia
7322 Hibiscus Avenue, Bokeelia
$234,000
1 Beds ⋅ 1 Baths ⋅ 2026019973 MLS
BACK ON THE MARKET- BUYER GOT COLD FEET! Welcome to your slice of true island living in beautiful Bokeelia. Nestled on a quiet street just minutes from Pineland Marina, this charming coastal cottage offers the laid-back lifestyle Southwest Florida is known for—where fishing days are long, sunsets are unforgettable, and life moves at just the right pace. This well-maintained home is built for both durability and peace of mind, featuring Hardie siding and a metal roof designed to withstand the elements. The outdoor spaces have been thoughtfully updated with new decking and rails, creating the perfect setting to relax, entertain, or simply take in the coastal breeze. Inside and out, this property reflects pride of ownership—and notably, the home has never flooded, offering added confidence for seasonal or full-time residents. Whether you're searching for a personal getaway, a full-time residence, or an income-producing property, this home checks all the boxes. With strong rental potential, proximity to world-class fishing, boating access nearby, and the natural beauty of Pine Island all around, the possibilities here are wide open. As one of the best-priced single-family homes currently available on the island, this is an exceptional opportunity for buyers looking to get into the market without compromising on location or lifestyle. Opportunities like this are rare in Bokeelia—and this one will not last long. If you’ve been dreaming of island life—morning coffee by the water, afternoons on the boat, and evenings watching the sky light up over the Gulf—this is your opportunity to make it a reality.

7322 Hibiscus Avenue, Bokeelia
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