Pinewood South Condo Real Estate

Welcome to Pinewood South Condo, a hidden gem nestled in the heart of Fort Myers, Florida. This charming neighborhood offers a perfect blend of tranquility and convenience, making it an ideal choice for both families and retirees alike.

Pinewood South is characterized by its lush, tree-lined streets and well-maintained landscapes, creating a serene environment that invites relaxation. The community is known for its friendly atmosphere, where neighbors become friends, and a sense of belonging is nurtured. With a variety of condo options, residents enjoy spacious layouts and modern amenities, all while being surrounded by the natural beauty that Florida is famous for.

One of the standout features of Pinewood South is its prime location. Just a short drive away, you’ll find the vibrant downtown Fort Myers, where you can explore a delightful array of shops, restaurants, and cultural attractions. The nearby Caloosahatchee River offers stunning views and opportunities for outdoor activities, from boating to fishing, making it easy to embrace the Florida lifestyle.

Families will appreciate the proximity to top-rated schools and parks, ensuring that children have access to quality education and recreational spaces. For those who love the beach, the stunning shores of Fort Myers Beach and Sanibel Island are just a quick drive away, providing endless opportunities for sun-soaked fun.

Living in Pinewood South Condo means enjoying a peaceful retreat while being conveniently close to all the vibrant offerings of Fort Myers. Discover your dream home in this welcoming community, where comfort meets convenience in the heart of sunny Florida!

Newest Listings in Pinewood South Condo

$155,000

2 Beds ⋅ 2 Baths ⋅ 2026035748 MLS ⋅ Pinewood South Condo BLDG.

Welcome to easy Southwest Florida living in this 2-bedroom, 2-bath condo offering 801 square feet of comfortable living space in a gated 55+ community in Fort Myers. This second-floor residence features a functional floor plan, in-unit laundry, and a private screened lanai overlooking beautifully maintained green space and tropical landscaping—a peaceful spot to enjoy your morning coffee or the Florida sunshine. Restoration and construction for Unit 1708 has been completed, including the lanai improvements. The community is currently completing an extensive $1.5 million restoration and construction project, with overall completion anticipated in October/November 2026. Best of all, THE $9,000 SPECIAL ASSESSMENT FOR THIS UNIT HAS BEEN PAID IN FULL BY THE SELLER! According to information provided, all special assessment funds have been collected and contractors have been paid in full with no outstanding project debt. The community restoration includes concrete foundation and lanai restoration and waterproofing, updates to applicable 2023 city, county and state codes, new lanai enclosures and screens, restored concrete steps, restored and painted railings, and exterior painting and weatherproofing of the condominium buildings. Residents can enjoy the community pool and the convenience of low-maintenance condo living. Association fees are approximately $1,155 quarterly ($385 per month) and include association insurance, lawn care, pool maintenance, water, trash disposal, and onsite maintenance/handyman services. Location is another highlight! Situated in Fort Myers proper, you'll have convenient access to restaurants, grocery stores, shopping, gyms, banks, pharmacies, medical facilities and Southwest Florida's beautiful beaches. Publix, Trader Joe's, Sam's Club, Edison Mall, Lee County medical facilities and Fort Myers Beach are all within convenient reach. Whether you're looking for a seasonal Florida getaway or a full-time residence, this condo offers an opportunity to enjoy the 55+ Southwest Florida lifestyle with major community improvements already funded—and the work for Unit 1708 already completed.

4790 S Cleveland AVE Unit 1708, Fort Myers

$173,000

2 Beds ⋅ 2 Baths ⋅ 2026015722 MLS ⋅ Pinewood South Condo BLDG.

Act fast—this LOW HOA, gated community offers a rare opportunity to own a beautifully updated 2-bedroom, 2-bath second-floor condo in Pinewood South. This condo has been fully renovated with some of the most updated finishes on the market. The interior showcases beautiful new flooring throughout, updated light fixtures, and a stunning kitchen featuring quartz countertops, a modern backsplash, and brand-new cabinetry. Both bathrooms feature new tiled showers with glass enclosures, new vanities and flooring. Every detail has been thoughtfully refreshed to create a clean, contemporary living space. As you pass the updated cook’s and entertainer’s kitchen, you’ll enter a comfortable living area that opens to a screened-in patio overlooking Pinewood’s peaceful landscape area—an ideal spot to enjoy coffee in the morning or a glass of wine in the evening. Perfectly located, this meticulously maintained condo is within walking distance to restaurants, shops, and everyday conveniences. Don’t miss your chance to own this rare, beautifully updated unit. Schedule your private tour today.

4790 S Cleveland AVE Unit 2007, Fort Myers

$120,000

2 Beds ⋅ 2 Baths ⋅ 225079200 MLS ⋅ Pinewood South Condo BLDG.

Discover the best location and view in the community with this beautifully maintained 2 bedroom, 2 bath condo in the heart of Fort Myers. Flooded with natural light, this residence offers an inviting, open feel from the moment you step inside. The upgraded kitchen features granite countertops, complemented by matching granite in both bathrooms for a cohesive, elevated look. Enjoy peaceful mornings and stunning sunsets from your private lanai. This condo truly captures one of the most desirable views in the neighborhood. Just a short walk to the community pool, you’ll love the convenience and lifestyle this home provides. With low condo dues and an unbeatable Fort Myers location close to shopping, dining, and daily conveniences, this is the perfect opportunity for full time living, a seasonal retreat, or an investment property. Move-in ready and perfectly positioned, don’t miss out on this exceptional condo! $9,000 assessment has been paid by seller.

4790 S Cleveland AVE Unit 1106, Fort Myers

$119,000

2 Beds ⋅ 2 Baths ⋅ 2025015509 MLS ⋅ Pinewood South Condo BLDG.

REDUCED PRICE! 2/2 Condo. freshly painted. Brand new vinyl flooring. Unit was completely re-piped in September 2025. This 55 Plus community has 2 heated pools, BBQ areas, community events and a car washing station.

4790 S Cleveland AVE Unit 908, Fort Myers

$109,900

2 Beds ⋅ 2 Baths ⋅ 225036064 MLS ⋅ Pinewood South Condo BLDG.

PRICE HAS BEEN IMPROVED FOR QUICK SALE. First Floor and Corner Unit!!! Very convenient with parking space right in front of your door and guest parking next to it. This condo offers 2 bedrooms one of those could easily be used as an office, 2 bathrooms, full equipped kitchen with white line appliances, neutral color cabinetry, breakfast counter, dining/living areas that open to screened lanai with views to the pool. Being on the first floor will be really easy to update at a lower cost and then you can enjoy stepping into your home with no stairs and no risk to get wet when bringing your groceries on a rainy day. This 55+ gated community is centrally located with easy access to restaurants, Edison Mall, shopping centers and a quick drive downtown and public beaches. Plumbing was replaced in 2020. All special assessments have been paid up. ALL OFFERS WILL BE ENTERTAINED!!

4790 S Cleveland AVE Unit 704, Fort Myers

$139,900

2 Beds ⋅ 2 Baths ⋅ 225008601 MLS ⋅ Pinewood South Condo BLDG.

Welcome to Pinewood South Condos! | This FURNISHED 2-bedroom, 2-bath condo features an open concept layout, a screened lanai with a private corner view of the pool, and a peaceful location in the back of the community with minimal traffic. Recent updates include a newer A/C, water heater, fans, and toilets, ensuring comfort and efficiency. Enjoy the perfect combination of security, privacy and value! | Pinewood South Condos is a gated 55+ community with low HOA fees (including water)! Conveniently located in close proximity to shops, restaurants, beaches, and more! Seasonal rentals are allowed, no annual rentals. Don't miss out on this fantastic opportunity! Schedule your showing today!

4790 S Cleveland AVE Unit 1505, Fort Myers

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.