Woodlawn Single Family Homes For Sale in St Petersburg - 5 homes

Remarks: Under contract-accepting backup offers. Enchanting Woodlawn Circle Pool Home - High & Dry in One of St. Pete’s Most Beloved Neighborhoods. Welcome to a home that feels like a storybook—where timeless Craftsman charm meets thoughtful, modern living in one of St. Petersburg’s most coveted enclaves. Perfectly positioned on a generous 110x65 lot in the high-and-dry, non-flood zone of Woodlawn Circle, this beautifully preserved and extensively upgraded residence offers both peace of mind and an elevated lifestyle. From the moment you arrive, the home sets the tone. Original architectural archways, gracefully draped in fragrant jasmine, create a warm and inviting first impression—hinting at the character and care found throughout. Step inside and you’ll find rich, solid heart-of-pine floors flowing seamlessly through the home, grounding the space in authentic craftsmanship while complementing the light, airy feel. This three-bedroom, two-bathroom home has been meticulously maintained, with nearly every major system thoughtfully upgraded for modern comfort and efficiency. Brand new hurricane-impact windows, doors, and sliders provide security and serenity, while a newer HVAC system ensures year-round comfort. Adding to the home’s efficiency is a fully paid-off solar system—delivering impressively low energy costs and sustainable living. But the true magic happens outdoors. Designed for effortless indoor-outdoor living, the backyard is your own private resort. A stunning Italian travertine deck surrounds a newer saltwater pool by Oasis Pools, creating a luxurious yet relaxed tropical escape—perfect for entertaining or unwinding under the Florida sun. Whether hosting sunset gatherings or enjoying a quiet morning swim, this space is simply unforgettable. Adding both function and flair, the two-car detached garage features sleek epoxy floors and custom auto screens—ideal for storage, hobbies, or even a flex workspace. Location? It’s everything. Woodlawn Circle is known not only for its charm and sense of community, but also for its rare elevation—offering peace of mind while still being just minutes from the energy of Downtown St. Pete. In under five minutes, you can find yourself exploring vibrant restaurants, waterfront parks, and cultural hotspots. Daily conveniences are just around the corner with Trader Joe’s, Fresh Market, and Whole Foods nearby, while the Gulf Coast’s world-renowned beaches are only a short 20-minute drive away. This is more than a home—it’s a lifestyle defined by character, comfort, and connection. Come experience the story for yourself.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)

Listing Agent: Justin Smith (407-579-0425)

Remarks: Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT! Welcome home to this beautifully updated three bedroom, two bathroom, one car garage home in the desirable Woodlawn area of Saint Pete, just under two miles to the bustling downtown. You do not want to miss this rare find, DOUBLE LOT!!! This property is NOT in a flood zone and sits on one of the highest elevations in Saint Pete. Some major improvements include a 2025 brand new roof, 2025 exterior painting, 2020 AC, and a new electrical panel and wiring installed in 2017. A circular driveway adds convenience and curb appeal, while inside you’ll find a light and bright interior with crown molding and stylish bamboo flooring throughout. The kitchen and dining area flow together seamlessly and feature stainless steel appliances, quartz countertops, a farmhouse sink, and abundant cabinetry for plenty of storage. The living room is warm and inviting with plantation shutters and a striking wood accent wall. The spacious primary suite includes a fully updated private bathroom with floor-to-ceiling tile that continues into the shower with a spa–tub/shower combo as well as a walk-in closet with a built in shelving system. Both additional bedrooms are nicely sized with crown molding, and ceiling fans, sharing a full bathroom with a brand new vanity, mirror, upgraded fixtures and a tub/shower combination. An enclosed sunroom provides a comfortable space to enjoy Florida weather year-round, while the backyard offers a paver patio, full fencing, two large sheds for extra storage and plenty of room for a large swimming pool. This home is close to the interstate, all of the shopping and restaurants 4th street has to offer, and is a short drive to our beautiful beaches. Schedule a showing to see this gorgeous, move-in ready property that blends comfort, updates, and location into one exceptional opportunity!

Listing is courtesy of: EXP REALTY LLC (866-308-7109)

Listing Agent: Robert Paolini (727-365-8335)

Remarks: Beautiful 2023 Green Street Homes build in the sought-after Woodlawn neighborhood, just minutes from Crescent Lake Park and only 10 minutes to downtown St. Petersburg. This Energy Star–rated home features block construction on the ground level and has been barely lived in, offering the comfort and efficiency of near-new construction. The upgraded Trane variable Speed Heat Pump as added efficiency. Inside, high ceilings, hardwood floors throughout, and abundant natural light create a bright, open living space designed for both everyday living and entertaining. The kitchen is a true centerpiece, featuring granite countertops, a gas range, stainless steel appliances, under-cabinet lighting, a large center island, and a pantry—perfect for hosting or casual meals at home. The great room flows seamlessly into the dining area, making the layout feel open yet intentional. The home offers four bedrooms and three full bathrooms, including a first-floor bedroom and full bath ideal for guests, a home office, or multigenerational living. Upstairs, the primary suite is a relaxing retreat with a tray ceiling and a spacious en-suite bath featuring a double vanity, soaking tub, and separate shower. Enjoy Florida living with both front and rear porches, plus a backyard with room for a future pool. Ideally located near Trader Joe’s, Fresh Market, Mazzaro’s Italian Market, and some of St. Pete’s most beloved parks and neighborhoods, this home delivers modern design, thoughtful layout, and an exceptional location.

Listing is courtesy of: MC HOMES REALTY INC (727-432-2181)

Listing Agent: Jane Forbes (727-580-0110)

Remarks: One or more photo(s) has been virtually staged. Welcome to the property of your dreams! Pride of ownership at every corner and no expense spared properly preserving this piece of St Petersburg. Nestled in the highly desirable, high-and-dry non-flood zone neighborhood of Woodlawn Circle, this meticulously restored Tudor-style masterpiece blends timeless charm with modern luxury. Situated on an oversized 110x69 lot, this five-bedroom home plus dedicated office and three full baths offers almost 3,000 square feet of heated and cooled living space—plus an air-conditioned two-car detached garage with a loft (not included in the square footage). Every major system has been thoughtfully upgraded including Hurricane-impact windows, NEW ROOF, HVAC, whole house plumbing, whole house electrical, framing, siding, insulation, gas lines, and even a generator plug--leaving nothing for you to do but move in and live your best carefree life! From the storybook lawn to the original arched wood front door, this home radiates curb appeal. Inside, European hardwood floors lead you through light-filled, inviting spaces, including a show-stopping award winning kitchen: custom solid wood cabinetry, quartz countertops, gas range with custom hood, double ovens, coffered ceilings, oversized island, brushed gold fixtures, TWO pantries, and a farmhouse sink. The expansive living room features custom wainscoting, recessed lighting, and a whole-house Sonos system —indoors and out—making it the perfect space for effortless entertaining. The spacious primary suite is conveniently located on the main level and features tray ceilings, a large walk-in closet, and a beautifully updated ensuite with a walk-in shower. Continuing our tour of the downstairs, a split floorplan offers privacy, second bedroom, full bath, and dedicated office. Upstairs, you’ll find three additional bedrooms, a full bath, a versatile loft space perfect for a second office or media area and oversized air conditioned storage closets that run the full length of the upstairs! Perfect for those storage items you want to keep protected but out of sight: holiday decorations, photos, seasonal items etc. Step outside to your backyard oasis with a brand-new Trex deck, gooseneck lighting, and NEW siding. With plenty of room for a pool and still space to play, the fully fenced yard is ideal for families, pets, and gatherings. Additional features include alley access, ample off-street parking, and a rare sense of privacy in the middle of it all. Located in the heart of Woodlawn Circle, you’re just steps from Trip’s Diner, local coffee shops, and neighborhood favorites—or hop on your bike and head downtown to the St. Pete Pier, Saturday markets, and world-class dining. Just minutes to award-winning Gulf beaches, parks, top-rated schools, and Tampa International Airport. Dreams really do come true at 2420 14th St N. Schedule your private showing today and make your happily ever after a reality!

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Courtney Stein (941-822-4080)

Remarks: A rare opportunity to own a completely restored and fully renovated CADE ALLEN Spanish Revival home in the heart of St. Petersburg, Florida. Situated on an oversized lot in the highly sought-after Woodlawn neighborhood, one of Pinellas County’s highest elevations, this 1936 architectural gem blends historic charm with modern luxury—just minutes from Downtown St. Pete and the scenic Crescent Lake. Originally constructed by renowned brick mason and builder Cade Allen, this iconic residence has been meticulously restored inside and out with no expense spared. The property features a custom lagoon-style heated saltwater pool with grotto, lush tropical landscaping, and new privacy fencing—creating an exceptional outdoor living and entertaining space. A detached two-car garage, newly constructed to match the original architecture, is complemented by a half-circle driveway and motor court accommodating 8–10 vehicles, ideal for guests and gatherings. Inside, the home showcases authentic period details including ornate iron gates, original Cuban tile, restored oak hardwood floors, cove plaster ceilings, and exquisite millwork throughout. The spacious living room centers around a stone gas fireplace, while the formal dining room features an original magnolia wood built-in and period lighting. A light-filled sunroom with Cuban tile flooring adds additional flexible living space. The 2017 chef’s kitchen renovation was completed with exceptional attention to detail, featuring custom period-style cabinetry, imported Italian hardware, designer tile, and a wet bar, all carefully selected to honor the home’s historic character while providing modern function. Both bathrooms were fully remodeled in 2017 with luxury finishes and high-end fixtures. Additional upgrades include custom double-hung HURRICANE IMPACT WINDOWS, which not only provide storm protection but also significantly reduce outside noise—creating an exceptionally quiet and peaceful interior. All-new plumbing, electrical, gas lines, and water lines ensure modern efficiency and peace of mind. A terracotta barrel tile roof (2020) completes the exterior restoration. The home offers three spacious bedrooms, including a private ensuite guest suite or home office with its own entrance. The primary bedroom opens to a private deck overlooking the pool and backyard. The low-maintenance backyard features artificial turf, perfect for relaxing or creating a private dog run. Every renovation was completed with a transitional approach that respects the original architecture while elevating the home to today’s luxury standards. A detailed list of improvements is available. This is a truly one-of-a-kind historic St. Petersburg home, fully restored to its original glory and enhanced for modern living. Schedule your private showing today to experience this extraordinary property.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Denise Antonewitz (727-204-3138)