Woodlawn Homes for Sale

Woodlawn Homes for Sale

Welcome to Woodlawn, an enchanting subdivision nestled in the heart of St. Petersburg, Florida, within the picturesque Pinellas County. This vibrant community is renowned for its charming tree-lined streets, friendly atmosphere, and a rich blend of historic and modern homes that cater to a variety of lifestyles.

Woodlawn is an ideal neighborhood for families, young professionals, and retirees alike. With its close proximity to downtown St. Petersburg, residents enjoy easy access to a plethora of dining, shopping, and entertainment options. The stunning waterfront parks and scenic beaches are just a short drive away, making it easy to indulge in the sun-soaked Florida lifestyle.

The homes for sale in Woodlawn are as diverse as its residents, offering a delightful mix of architectural styles, including classic bungalows, contemporary builds, and cozy cottages. Many properties boast beautifully landscaped yards, spacious interiors, and updated amenities, perfect for both relaxation and entertaining. Whether you're seeking a starter home or a forever residence, Woodlawn has something to suit every taste and budget.

In addition to its charming homes, Woodlawn fosters a strong sense of community with local events and gatherings that bring neighbors together. The area is also known for its excellent schools and family-friendly parks, making it a wonderful place to raise children.

If you're looking for a place that combines the warmth of a close-knit community with the vibrancy of city life, Woodlawn in St. Petersburg is the perfect destination. Explore our listings today and discover your dream home in this delightful neighborhood!

Newest Woodlawn Homes for Sale

2 Beds ⋅ 3 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code

This stunning Tudor Revival home in the heart of Woodlawn has been impeccably kept throughout the decades. History and character are noticeable everywhere you turn. What makes this home so special is that there is a second lot that is included with the sale of the home, where there is just a swimming pool located at the moment. You could build a second home on that lot while living in the current home. Another great option would be to keep everything as-is and enjoy plenty of green space and a large pool right in vibrant St. Pete. There is also a studio ADU above the garage (own electrical meter) that has been completely renovated in recent years with a new bathroom and kitchenette. The 300 sq foot studio space is perfect for your guests, a home office, or to rent out. The amount of natural light pouring into the space is incredible! This parcel of land, including the home, is situated on just over a quarter of an acre. Woodlawn is a tight-knit community with active neighborhood events, and it is known for going all out during Halloween. This 1,180 sq foot home features an original arched door, hardwood floors throughout, a gas fireplace, a wooden stair banister, crown molding downstairs, a den/office off the living room, and two generously sized bedrooms upstairs. The kitchen has been refreshed with newer stone countertops, a farmhouse sink/faucet, and newer appliances. Heading upstairs, you'll notice the large primary bedroom with two closets and original built-in shelves. The guest bedroom has a large closet as well, and both share the upstairs full bathroom. Off the dining room is a covered carport, plenty of deck space, and a gleaming pool. The pool pump was replaced in 2023, and it has a copper electrode so no chlorine or salt is needed. There is an abundant amount of greenspace and privacy throughout the second lot. There is also a dead-end alley for rear access as needed. Additional updates are as follows: new main house A/C (2025), main house duct cleaning (2025), added insulation (2024), ADU mini-split (2023), new well pump and lines (2026), new washing machine (2026), 3 sets of windows replaced (2025), interior painting (2025), and main house water heater (2023). This home is conveniently located just 5 minutes to downtown St. Pete, 5 minutes to Trader Joes/Fresh Market/Whole Foods, steps to countless restaurants and coffee shops, and six blocks from Crescent Lake Park. This is an incredibly rare opportunity to own in one of St. Pete's premier neighborhoods.

2321 14th Street N, St Petersburg

3 Beds ⋅ 2 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code

Huge Price Reduction! Private Backyard Oasis in Greater Woodlawn! Move-in-ready 2-bedroom, 2-bath pool home with multiple bonus/flex spaces in the desirable Greater Woodlawn neighborhood, just minutes from Downtown St. Petersburg. This 1,569-square-foot home offers a flexible layout with two true bedrooms plus additional spaces that can be used as an office, den, studio, guest space, or hobby room. The poolside bonus room features French doors opening to the private, fully fenced backyard and sparkling in-ground pool. A second bonus space with bay windows adds even more versatility as a reading nook or office space while an additional flex room with a closet provides plenty of options, think hobby room, play room, workout room or guest space. The primary bedroom also features a walk in closet. Recent updates include fresh interior paint, new flooring and subflooring, a brand-new HVAC system, plumbing improvements, crawlspace encapsulation, mold and HVAC remediation, a new flat roof, new gutters, and a renovated detached garage. The garage has electricity and an additional refrigerator and can be used as a workshop, gym, studio, or storage. The spacious driveway provides parking for up to three vehicles in addition to the garage. Enjoy the convenience of being minutes from Downtown St. Petersburg, with its restaurants, breweries, waterfront parks, shopping, entertainment, and easy access to Gulf beaches.

2219 16th Street N, St Petersburg

4 Beds ⋅ 3 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code

WOODLAWN HOME WITH NO FLOOD INSURANCE REQUIRED, 2026 INTERIOR UPDATES, FIRST-FLOOR FLEX ROOM + 3 BEDROOMS, 3 FULL BATHS & 2-CAR GARAGE. Located in the established Woodlawn neighborhood of St. Petersburg, this updated two-story home offers 2,016 square feet with 3 bedrooms, a FIRST-FLOOR FLEX ROOM WITH ADJACENT FULL BATH, 3 full bathrooms, and a 2-car garage—all on a spacious 50' x 125' corner lot. Positioned in a NON-FLOOD ZONE WHERE FLOOD INSURANCE IS NOT REQUIRED, the property combines meaningful 2026 interior improvements, newer major systems, flexible living space, and a central location just minutes from Downtown St. Petersburg, shopping, dining, parks, and everyday conveniences. Thoughtfully REFRESHED IN 2026, the bright, open interior features NEW LUXURY VINYL FLOORING, FRESH INTERIOR PAINT, NEW LIGHT FIXTURES, AND NEW CEILING FANS throughout. Abundant natural sunlight connects the main living and dining spaces, creating a comfortable layout for everyday living and entertaining. The kitchen features QUARTZ COUNTERTOPS, Whirlpool stainless steel appliances, pantry storage, and a dedicated coffee bar that adds additional cabinetry and everyday functionality. Just off the main living area, a tucked-away first-floor flex room with a FULL BATHROOM DIRECTLY ACROSS THE HALL creates valuable separation from the rest of the home. Use it as a dedicated home office, guest room, reading room, playroom, or potential fourth bedroom without sacrificing the primary living spaces. All three bedrooms are privately positioned upstairs. The oversized primary suite provides room for a sitting area along with an en-suite bathroom and walk-in closet featuring a custom organization system. Two additional bedrooms share a third full bathroom with a tub/shower combination. Beyond the cosmetic improvements, the home offers several important ownership advantages, including a ROOF (2022), WATER HEATER (2022), DOUBLE-PANE WINDOWS, TWO A/C SYSTEMS (2015 & 2019), and a NEW GARAGE DOOR AND OPENER. The TWO-CAR GARAGE also includes built-in storage racks, providing the parking and storage space that can be difficult to find in central St. Petersburg. Outside, the FULLY FENCED BACKYARD provides substantial usable space for entertaining, pets, play, or a future pool and outdoor kitchen. Mature Areca palms create privacy along the rear of the property, while a paver patio provides an existing outdoor gathering area. The corner-lot setting, vinyl fencing, Rain Bird irrigation system supplied by well water, and alley access add additional functionality. The Woodlawn location places everyday St. Petersburg conveniences exceptionally close to home. Trader Joe's, Mazzaro's Italian Market, Whole Foods, Publix, Rolling Oats, The Blend Coffee Shop, The Violet Stone, and Woodlawn Park are all approximately five minutes away, with convenient access to I-275, Downtown St. Petersburg, Central Avenue, the Gulf beaches, restaurants, schools, and recreation throughout the city. For buyers looking for the convenience of central St. Petersburg with many of the updates already completed, this property delivers a compelling combination of NO FLOOD INSURANCE REQUIRED, 2026 INTERIOR UPDATES, ROOF AND WATER HEATER FROM 2022, THREE FULL BATHROOMS, A TWO-CAR GARAGE, AND A LARGE FENCED BACKYARD in the heart of Woodlawn.

1470 28th Avenue N, St Petersburg

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Aaron Hunt

Meet Aaron Hunt | Tampa Bay & St. Petersburg Real Estate Expert Raised with an entrepreneurial mindset and a passion for delivering exceptional client experiences, Aaron Hunt has become one of the most trusted real estate professionals in the Tampa Bay area. As the Broker and Co-Founder of Avalon Group Realty, Aaron is known for his strategic marketing expertise, skilled negotiation, and concierge-level service that consistently helps buyers and sellers achieve outstanding results. Originally from the San Francisco Bay Area, Aaron grew up surrounded by business ownership and hospitality, with his family operating hotel properties throughout California, Idaho, and Las Vegas. That background shaped his understanding of customer service, presentation, and relationship-building from an early age. Before entering real estate, Aaron worked in the luxury spa industry, where he refined the attention to detail and personalized service approach that continue to define his business today. After relocating to St. Petersburg in 2013, Aaron quickly fell in love with the Tampa Bay lifestyle and became passionate about helping others find their place in the community. Today, he specializes in helping buyers, sellers, investors, relocating families, luxury home clients, and vacation-home seekers navigate the competitive Tampa Bay real estate market with confidence. Aaron has built a strong reputation for working with out-of-state buyers relocating to Florida, providing in-depth local market knowledge, honest guidance, and a seamless experience from start to finish. His clients value his calm communication style, responsiveness, and ability to simplify even the most complex real estate transactions. In 2014, Aaron co-founded Avalon Group Realty and helped grow the company into one of the top-rated real estate teams serving St. Petersburg, Tampa, and the surrounding Tampa Bay communities. Known for innovative digital marketing, high-end property presentation, and hands-on client support, Aaron intentionally limits the number of clients he works with at one time to ensure every client receives personalized attention and exceptional communication throughout the process. Whether helping sellers maximize their home’s value through expert pricing strategy and marketing or helping buyers secure the right property in a competitive market, Aaron approaches every transaction with professionalism, precision, and a commitment to protecting his clients’ best interests. When he’s not working with clients, Aaron enjoys exploring local neighborhoods, biking along the waterfront, discovering new restaurants, traveling, and supporting community events throughout St. Petersburg and Tampa Bay.

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