Woodlawn Real Estate

Woodlawn Real Estate

Welcome to Woodlawn, a charming and inviting subdivision nestled in the heart of St. Petersburg, Florida. This picturesque community is known for its tree-lined streets, friendly neighbors, and a warm sense of belonging that makes it an ideal place to call home. With its unique blend of historic character and modern amenities, Woodlawn offers residents a delightful living experience.

One of the standout features of Woodlawn is its proximity to some of the best that St. Petersburg has to offer. Just a short drive away, you’ll find the vibrant downtown area, filled with eclectic shops, gourmet restaurants, and cultural attractions, including art galleries and theaters. For those who enjoy the great outdoors, the nearby waterfront parks and beaches provide ample opportunities for relaxation, recreation, and stunning sunset views over Tampa Bay.

Families will appreciate the excellent schools and community resources available in the area, making Woodlawn a fantastic choice for raising children. The subdivision boasts a variety of charming homes, each with its own unique character, from classic Florida bungalows to modern builds.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Woodlawn has something for everyone. With its friendly atmosphere, convenient location, and rich community spirit, it’s no wonder that so many choose to make Woodlawn their home. Come discover the magic of this delightful subdivision, where comfort meets convenience, and community thrives!

Newest Listings in Woodlawn

$1,000,000
4 Beds ⋅ 3 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code
Why pay new-construction prices when you can enjoy a recently renovated 4-bedroom, 3-bath Colonial home offering 2,074 square feet of modern comfort and timeless character in the heart of Woodlawn, Saint Petersburg. No flood zone! From the white picket fence and newly landscaped yard to the inviting front porch with wood pillars and a new front door, this home delivers standout curb appeal. Inside, beautifully refinished original pine floors flow throughout the home, creating a warm backdrop for the open-concept first floor. The living room, dining area, and kitchen connect seamlessly, while a working wood-burning fireplace adds charm and comfort. The renovated kitchen features solid-wood matte-black Modico self-closing cabinetry, champagne hardware, neutral quartz countertops with a waterfall peninsula, new tile flooring, updated sink, faucet and lighting fixtures. A first-floor bedroom with an adjoining fully updated bath offers excellent flexibility for guests or a potential primary suite. Both interior bathrooms have been extensively renovated. The downstairs bath includes a full tub, glass surround, floor-to-ceiling wall tile, high-end hexagon stone flooring, floating vanity, updated lighting, fixtures, and mirror. Upstairs, the renovated bath offers matte-black penny tile, a floating vanity, wall tile, a large walk-in shower with glass surround, touch-screen mirror and lighting, updated fixtures, and a ceiling fan with Bluetooth speaker. The spacious upstairs primary bedroom, approximately 12' x 22', features durable vinyl flooring, a walk-in closet, and a powder room. Two additional bedrooms complete the second floor. A third full bathroom off the garage is ideal for rinsing off after a day at the beach. Outdoor living is equally impressive, with multiple entertaining spaces: a flexible gathering area, a screened/covered patio for relaxing or watching your favorite show, and a 10-person swim spa/jacuzzi with adjustable temperatures from 80 to 103 degrees. The newly landscaped fire-pit area in the front yard is perfect for hosting friends or enjoying neighborhood traditions, including Woodlawn Circle festivities. Additional highlights include durable vinyl siding, natural gas stove/dryer and tankless hot water heater, a laundry room and raised-bed organic vegetable garden. Short walk to neighborhood restaurants, cafés, and breweries, including Golden Isles Brewery, Wildflower Ice cream, and Violet Stone Pizza. Seller is a licensed real estate agent and is relocating to pursue mountain living.

1350 26th Avenue N, St Petersburg
$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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