Woodlawn Real Estate

Woodlawn Real Estate

Welcome to Woodlawn, a charming and vibrant subdivision nestled in the heart of St. Petersburg, Florida. Known for its warm community spirit and picturesque landscapes, Woodlawn is a hidden gem in Pinellas County that offers residents a perfect blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets of Woodlawn, you’ll encounter an array of beautifully maintained homes, each exuding its own unique character. From classic bungalows to modern builds, the architectural diversity here is sure to appeal to a variety of tastes. The neighborhood is well-established, boasting a friendly atmosphere where neighbors become friends and community events foster a sense of belonging.

Woodlawn’s prime location means you’re never far from the best that St. Petersburg has to offer. Enjoy easy access to local parks, including the scenic Woodlawn Park, perfect for family picnics or leisurely walks. For those who crave a vibrant nightlife, downtown St. Petersburg is just a short drive away, featuring an array of dining, shopping, and entertainment options.

Families will appreciate the proximity to excellent schools and recreational facilities, making Woodlawn an ideal choice for those looking to settle down in a family-friendly environment. With its rich history, diverse community, and convenient location, Woodlawn is more than just a place to live; it’s a place to call home. Come discover the charm and warmth of Woodlawn and see why so many have chosen to make this delightful neighborhood their own!

Newest Listings in Woodlawn

$54,999
Woodlawn SubDv. ⋅ 32058 Zip Code
Discover this approximately 2-acre residential lot in the Lawtey area of Bradford County, Florida. Featuring flat, wooded terrain, the property offers a peaceful setting in a quiet neighborhood with no HOA restrictions. Electricity is available, providing added convenience for future development. Enjoy the privacy and natural surroundings while remaining conveniently located near local amenities, shopping, dining, schools, outdoor recreation, and major roadways. This vacant property presents an excellent opportunity to build your future home or make a long-term investment in a peaceful Lawtey location. Street addresses can be for listing purposes only and vacant land will receive a true street address once improved.

24025 Nw 50th Avenue, Lawtey
$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
$399,990
Woodlawn SubDv. ⋅ 32058 Zip Code
Prime Commercial Opportunity – 10 Acres in a High-Traffic Location! Discover the potential of this exceptional 10-acre commercial property strategically located in a high-visibility, high-traffic area. This expansive parcel offers a rare opportunity for developers, investors, and businesses looking for space in a growing market. With excellent exposure and convenient access to major roadways, this property provides the ideal setting for a variety of commercial uses, subject to zoning and approvals. The large acreage allows flexibility for future development, making it a valuable investment opportunity in an area with strong growth potential. Whether you are planning a retail center, office development, service business, storage, or other commercial project, this property offers the location, size, and potential to bring your vision to life. Don’t miss this opportunity to secure a prime piece of commercial land in a high-demand area!

TBD Ne Ne 6th Avenue, Lawtey
$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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