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 lush greenery and friendly atmosphere, Woodlawn offers a delightful blend of suburban tranquility and urban convenience, making it a perfect place to call home.

As you stroll through the tree-lined streets of Woodlawn, you’ll be captivated by the character of the homes, many of which feature classic mid-century designs paired with modern updates. The community is known for its diverse architectural styles, from quaint bungalows to spacious family residences, catering to a variety of lifestyles and preferences.

One of Woodlawn's standout features is its proximity to some of St. Petersburg’s most beloved parks, including the picturesque Woodlawn Park itself, which offers ample space for outdoor activities, picnics, and leisurely strolls. For those who enjoy the vibrant arts scene, downtown St. Petersburg is just a short drive away, boasting a plethora of galleries, theaters, and cultural events year-round.

Families will appreciate the excellent schools in the area, as well as the community’s commitment to maintaining a safe and welcoming environment. The friendly neighbors and active community associations foster a sense of belonging that is hard to find elsewhere.

With its ideal location in Pinellas County, Woodlawn residents enjoy easy access to beautiful Gulf Coast beaches, shopping, dining, and entertainment options. Whether you’re looking for a serene retreat or an engaging community, Woodlawn is a hidden gem in St. Petersburg that offers the perfect blend of relaxation and excitement. Come discover your new home in Woodlawn today!

Newest Listings in Woodlawn

$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
$850,000
3 Beds ⋅ 3 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code
FULLY UPDATED WOODLAWN HOME - NON FLOOD ZONE - ON A CORNER LOT WITH A SPACIOUS FENCED BACKYARD, ROOM FOR A POOL & 2-CAR GARAGE Located in the desirable Woodlawn neighborhood, this 3-bedroom + home office, 3-bath home offers 2,016 sq ft of living space on a fenced corner lot with alley access in a location where flood insurance is not currently required. Thoughtfully updated in 2026, the home combines modern finishes, flexible living spaces, and a highly convenient central St. Petersburg location. The open floor plan is filled with natural light and features NEW LUXURY VINYL FLOORING, FRESH INTERIOR PAINT, NEW LIGHT FIXTURES, AND NEW CEILING FANS throughout. A versatile room tucked away off the main living area functions perfectly as a home office, reading room, guest space, or potential fourth bedroom, with a full bathroom featuring a walk-in shower located directly across the hall. The kitchen is designed for both daily living and entertaining with QUARTZ COUNTERTOPS, A WHIRLPOOL STAINLESS STEEL APPLIANCE PACKAGE, PANTRY STORAGE, AND A DEDICATED COFFEE BAR. Upstairs, all three bedrooms are privately situated, including an oversized primary suite with room for a sitting area, a walk-in closet with custom organization system, and an en-suite bathroom. Two additional guest bedrooms share a full bathroom with tub and shower combination. Additional improvements include ROOF (2022), WATER HEATER (2022), AND A NEW GARAGE DOOR AND OPENER. The two-car garage also features built-in storage racks for organization. Outdoor living is enhanced by a FULLY FENCED BACKYARD lined with mature Areca palms that create privacy and seclusion. The spacious 50' x 125' corner lot provides room for a future pool, outdoor kitchen, play area, or expanded outdoor living space. A paver patio offers a great setting for entertaining, while alley access eliminates side neighbors and adds flexibility. Conveniently located within minutes of Trader Joe's, Mazzaro's Italian Market, Whole Foods, Publix, Rolling Oats, The Blend Coffee Shop, The Violet Stone, and Woodlawn Park, residents also enjoy easy access to I-275, Downtown St. Petersburg, Central Avenue, St. Pete Beach, Tropicana Field, restaurants, and everyday conveniences. This property offers a rare combination of THOUGHTFUL 2026 UPDATES, A SPACIOUS FENCED BACKYARD, NON-FLOOD ZONE POSITIONING, AND A HIGHLY DESIRABLE WOODLAWN LOCATION close to everything St. Petersburg has to offer.

1470 28th Avenue N, St Petersburg
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