Pinewood South Real Estate

Welcome to Pinewood South, a hidden gem nestled in the heart of Fort Myers, Florida. This charming neighborhood combines the best of suburban tranquility with the vibrant lifestyle that Southwest Florida has to offer. Known for its friendly community atmosphere, Pinewood South is the perfect place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Pinewood South, you'll be greeted by well-maintained homes that showcase a variety of architectural styles, each with its own unique charm. The lush landscaping and vibrant gardens create a picturesque setting that invites leisurely walks and friendly chats with neighbors. The sense of community is palpable here, with local gatherings and events that foster strong connections among residents.

Pinewood South is conveniently located near an array of amenities. Just a short drive away, you’ll find shopping centers, dining options, and recreational facilities that cater to all tastes. For outdoor enthusiasts, the nearby parks and nature trails provide ample opportunities for hiking, biking, and enjoying the stunning Florida sunshine. The pristine beaches of Fort Myers are also within easy reach, offering a perfect escape for sunbathing, swimming, and water sports.

Families will appreciate the quality education options available in the area, with several highly-rated schools within close proximity. Pinewood South truly embodies the spirit of community living, where neighbors become friends and every day feels like a vacation. Whether you're looking to settle down or invest in a property, Pinewood South is a delightful choice in the heart of Fort Myers. Come discover your new home in this enchanting neighborhood!

Newest Listings in Pinewood South

$99,000

2 Beds ⋅ 2 Baths ⋅ 226003037 MLS ⋅ Pinewood South BLDG.

Beautifully maintained 2BR/2BA condo in a gated 55+ community in the heart of Fort Myers. This light and bright second-floor unit offers comfortable, low-maintenance living, with furniture available as a negotiable option. Enjoy a well-managed community featuring two heated pools and an affordable HOA. Ideally located just off U.S. 41, minutes from shopping, dining, medical facilities, and entertainment. Downtown Fort Myers is only 10 minutes away, and beaches are just 20 minutes. Conveniently close to Trader Joe’s, Sam’s Club, Page Field Airport, Brooks Community Park, and more. An excellent opportunity to enjoy the Florida lifestyle at an attractive price. Motivated sellers! Schedule your showing today!

4790 S Cleveland AVE Unit 1206, Fort Myers

$99,900

2 Beds ⋅ 2 Baths ⋅ 2025023316 MLS

Welcome to this beautifully maintained first-floor, furnished 2-bedroom, 2-bath condo in the heart of Fort Myers at 4790 S Cleveland Ave #1404, where comfort, style, and convenience come together. This light and bright residence features tile flooring throughout the main living areas, a clean, updated kitchen with white cabinetry, stainless steel appliances, marble-look countertops, subway tile backsplash, and a breakfast bar perfect for casual dining or entertaining. ALL ASSESSMENTS PAID IN FULL. A/C 2021. The open-concept living and dining area is enhanced by vaulted ceilings, multiple ceiling fans, and abundant natural light, flowing seamlessly to the screened-in lanai with peaceful views of lush green space and mature palms—ideal for morning coffee or evening relaxation. The split-bedroom floor plan offers privacy, with a spacious guest bedroom featuring twin beds and a generous primary suite accented by a soft coastal color palette. Both bathrooms are well-appointed, and the unit includes a stackable washer and dryer for everyday convenience. This residence is thoughtfully furnished in a breezy Florida style and is truly move-in ready. Located in a well-kept community with a resort-style pool, and just minutes from shopping, dining, medical facilities, downtown Fort Myers, and the beaches, this property is perfect as a full-time home, seasonal retreat, or investment opportunity. Enjoy easy access to everything Southwest Florida has to offer—schedule your private showing today.

4790 S Cleveland AVE Unit 1404, Fort Myers

$89,900

2 Beds ⋅ 2 Baths ⋅ 2025003736 MLS ⋅ Pinewood South BLDG.

2 Bed / 2 Bath Condo in Pinewood South – 55+ Community Well-maintained 2-bedroom, 2-bath condo in a desirable 55+ Fort Myers community, offering an excellent opportunity to update and make it your own. As one of the lowest-priced units in the community, this home delivers exceptional value for full-time residents, seasonal owners, or investors. Enjoy a private screened balcony, two heated pools, beautifully landscaped grounds, barbecue grills, and a convenient car wash area. Recent community improvements enhance the property's appeal and long-term value. Ideally located just minutes from Downtown Fort Myers, Edison Mall, Bell Tower Shops, restaurants, shopping, medical facilities, and everyday conveniences. Don't miss this affordable opportunity to own in a prime Fort Myers location. Schedule your private showing today!

4790 S Cleveland AVE Unit 1906, Fort Myers

Start Your Search

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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.