Woodlawn Homes for Sale

Woodlawn Homes for Sale

Welcome to Woodlawn, a charming subdivision nestled in the heart of St. Petersburg, Florida. Known for its lush landscapes and friendly atmosphere, Woodlawn offers a unique blend of suburban tranquility and urban convenience, making it a perfect place to call home. This vibrant community is characterized by its tree-lined streets, beautifully maintained homes, and a strong sense of community spirit.

Woodlawn boasts a variety of homes for sale, catering to diverse tastes and lifestyles. From cozy bungalows to spacious family residences, there's something for everyone in this picturesque neighborhood. Many homes feature modern updates while still retaining their classic charm, providing the perfect backdrop for both relaxation and entertaining. With a range of prices, potential buyers will find plenty of options to suit their budget.

The subdivision’s prime location in Pinellas County means residents enjoy easy access to St. Petersburg’s rich cultural scene, including art galleries, theaters, and an array of dining options. The beautiful Gulf Coast beaches are just a short drive away, offering endless opportunities for outdoor activities, from sunbathing to kayaking. Families will appreciate the nearby parks and recreational facilities, as well as highly-rated schools within the district.

If you're looking for a welcoming community with a blend of comfort and convenience, Woodlawn in St. Petersburg is the ideal place to find your dream home. Explore our listings today, and discover the perfect property that matches your lifestyle in this delightful Florida neighborhood!

Newest Woodlawn Homes for Sale

$1,250,000
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
$619,000
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
$840,000
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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