Jackson Square Homes for Sale

Jackson Square Homes for Sale

Welcome to Jackson Square, a captivating subdivision nestled in the heart of St. Petersburg, Florida. This charming community combines the allure of suburban living with the vibrant energy of city life, making it an ideal place for families, retirees, and everyone in between. Jackson Square is known for its picturesque tree-lined streets, beautifully maintained homes, and a strong sense of community that welcomes newcomers with open arms.

The homes for sale in Jackson Square are a delightful mix of styles, catering to a variety of tastes and preferences. From cozy single-family homes to spacious modern residences, each property boasts unique architectural features and well-designed interiors. Many homes come equipped with lush backyards, perfect for entertaining, gardening, or simply enjoying the Florida sunshine. With a range of prices, there’s something for every budget, making it easier than ever to find your dream home in this idyllic neighborhood.

Residents of Jackson Square enjoy a wealth of amenities nearby, including parks, shopping centers, and top-rated schools. The community is conveniently located just a short drive from downtown St. Petersburg, where you can explore an array of dining, cultural, and recreational options. Whether you're strolling along the waterfront or indulging in local art galleries, the vibrant lifestyle of St. Petersburg is at your fingertips.

If you’re considering a move to this enchanting subdivision, now is the perfect time to explore the homes for sale in Jackson Square. Discover the charm, community spirit, and vibrant lifestyle that await you in this hidden gem of Pinellas County!

Newest Jackson Square Homes for Sale

2 Beds ⋅ 1 Baths ⋅ Jackson Square SubDv. ⋅ 33701 Zip Code

INVESTOR / RENOVATION OPPORTUNITY IN THE HEART OF ST. PETERSBURG! Bring your vision to this 2-bedroom, 1-bath home offering over 1,000 square feet of living space and significant potential for the right buyer. Located in the rapidly evolving Bartlett Park area, this property presents an exciting opportunity for investors, flippers, or buyers looking to renovate and create value. The location is a major highlight—just minutes from Downtown St. Pete, Tropicana Field and the Gas Plant District, with easy access to Central Avenue, USF St. Petersburg, the waterfront, restaurants, entertainment, and everything the city has to provide. With renovated homes in the surrounding area commanding significantly higher values, 781 16th Ave S offers an opportunity to capitalize on the spread between acquisition, renovation, and potential resale value. Whether you’re looking for your next flip, rental property, or renovation project, the combination of location, square footage, and neighborhood feel makes this one worth a closer look. Bring your contractor, run the numbers, and unlock the potential of this St. Pete investment opportunity.

781 16th Avenue S, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Jackson Square SubDv. ⋅ 33701 Zip Code

Virtually Staged. Presenting a charming 2-bedroom, 1-bathroom Craftsman home offering 816 square feet of elegantly appointed living space. Nestled along the picturesque historic brick-paved streets of the highly desirable Jackson Square subdivision, this residence beautifully balances classic character with functional design. The inviting interior features a dedicated dining room and a spacious, comfortable living area perfectly suited for hosting friends and family during the holidays. Two enclosed porches—situated at the front and rear of the home—provide versatile bonus spaces that can be enjoyed year-round. Step through the rear porch to discover a generously sized, fully fenced backyard offering incredible indoor-outdoor living, complemented by a dedicated rear parking pad. This property is virtually maintenance-free... Roof (2018) Hurricane windows and doors (2024) New Plumbing and sewer drain line (2026) New electrical (2026) newer HVAC, property maintenance package included, and fully renovated in 2021. This is St. Pete living done right; blocks away from the coastal waterfront, blocks away from downtown, and easy access to the beach, schedule your private showing today!

789 16th Avenue S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Jackson Square SubDv. ⋅ 33701 Zip Code

Welcome to 711 16th Ave S — a beautifully renovated 3-bedroom, 2-bathroom bungalow for sale in St. Petersburg, FL, where 1940s historic character meets modern, move-in-ready finishes. Homes like this — updated, charming, and minutes from Downtown St. Pete — don't come along often. Step inside 1,042 square feet of bright, thoughtfully designed living space. The open floor plan connects the main living areas seamlessly, making the home feel larger than its footprint and perfect for both everyday living and entertaining. The stylishly updated kitchen [add specifics: shaker cabinets, quartz counters, stainless appliances] anchors the heart of the home, while both bathrooms have been tastefully refreshed with modern fixtures and finishes. Three true bedrooms give you flexibility for guests, a home office, or a nursery, and the smart layout makes every square foot count. Major systems bring peace of mind too — the roof was replaced in 2020. Outside, the yard offers room to relax, garden, or entertain under the Florida sun — and the rare detached garage is a standout, ideal for secure parking, storage, a workshop, or future studio potential. Garages at this price point in St. Petersburg are genuinely hard to find. The location seals the deal. In under 5 minutes you're at Downtown St. Petersburg's waterfront — the St. Pete Pier, world-class museums like the Dalí, and the city's award-winning dining, coffee, and craft-brewery scene along Central Avenue. Sports fans, arts lovers, and beachgoers are all covered: quick access to I-275 puts Tampa, St. Pete Beach, and the Gulf of Mexico's amazing beaches within an easy drive, and Tampa International Airport is about 30 minutes away. Whether you're searching for your first home, a low-maintenance Downtown St. Pete crash pad, or a turnkey income/investment property in one of Florida's fastest-growing cities, this renovated St. Petersburg bungalow checks every box. Historic charm, modern updates, unbeatable location — schedule your private showing today! The location is the kicker: less than 5 minutes to Downtown St. Petersburg's waterfront, the Pier, museums, and the city's award-winning dining and craft-brewery scene. Quick access to I-275 puts Tampa and the Gulf beaches within an easy drive. Historic charm, modern updates! Schedule your private showing today!

711 16th Avenue S, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Jackson Square SubDv. ⋅ 33701 Zip Code

Wonderful Opportunity in Prime Location of Highly Desired Bartlett Park neighborhood just south of Downtown St. Pete and Historic Roser Park! The 1936 two-bedroom, one-bath home is just minutes from the downtown restaurants, shops, museums, waterfront, and so much more. This charming bungalow features a completely fenced-in yard which includes detached one-car garage, ample enough space to store an RV and/or Boat and easy alley access with a large gate opening to the yard. The location is absolutely ideal with NO FLOOD INSURANCE NEEDED AND WAS COMPLETELY UNDAMAGED FROM THE HURRICANES! USF St. Petersburg, HCA Hospital, and Bayfront Medical Center only a few blocks away, if you want to hang out at a heated pool the North Shore Aquatic Center is just a short 10-minute bike ride away. The world renowned Gulf beaches (15-20 minutes away), Tampa International Airport (25-30 minutes away), and plenty of public golf courses are throughout the area as well as the sailing community of St Pete Yacht Club & the Marina only a stones throw away. Sports facilities are also comfortably close by with the MLB Rays Tropicana Field and Rowdies soccer. Don't miss out on this amazing opportunity to call St Petersburg Home and schedule your showing today!

860 16th Avenue S, St Petersburg

Start Your Search

Steven Koger

Customer-Focused. Knowledgeable. Experienced. Results-Driven. With over 20 years of experience representing buyers and sellers in both residential and commercial real estate, I bring a strong combination of industry knowledge, business experience, and dedication to every transaction. In addition to my real estate background, I have owned investment properties and successfully operated two small businesses, giving me valuable insight into negotiations, financial decision-making, and client service. My career and business experience have taken me from Virginia to Las Vegas and now to Florida, allowing me to work in a variety of markets and navigate many different types of transactions. No challenge is too small or too complex — I am committed to helping my clients achieve the best possible results. As a second-generation Realtor whose father owned multiple Century 21 offices, real estate has always been a part of my life. I understand the hard work, attention to detail, and dedication it takes to succeed in this industry and to help clients maximize their goals. I also hold an undergraduate degree in accounting, which gives me a strong analytical approach to evaluating real estate opportunities and managing the details of each transaction. I enjoy marketing properties, staying current with market trends, and developing strategies that help my clients succeed in today’s competitive market. I look forward to the opportunity to work together and help you achieve your real estate goals.

Learn More

Browse Jackson Square Homes by Exterior Features