Woodlawn Homes with Shingle Roof

Woodlawn Homes with Shingle Roof

Welcome to Woodlawn, a charming subdivision nestled in the heart of Florida, where the sun shines brightly and community spirit thrives. This delightful neighborhood is known for its picturesque streets lined with beautiful homes, each boasting the classic charm of shingle roofs that add a touch of elegance to the landscape.

Woodlawn offers a variety of housing options, making it an ideal choice for families, retirees, and everyone in between. The homes here are designed with comfort and style in mind, featuring spacious layouts, modern amenities, and inviting outdoor spaces perfect for enjoying Florida’s year-round sunshine. With the iconic shingle roofs, these residences not only exude character but also provide durability and protection against the elements.

Residents of Woodlawn enjoy a close-knit community atmosphere, where neighbors become friends and local events bring everyone together. The subdivision is conveniently located near top-rated schools, parks, and shopping centers, ensuring that all your daily needs are just a stone's throw away. Whether you’re taking a leisurely stroll through the tree-lined streets or hosting a weekend barbecue in your backyard, you’ll find that Woodlawn is a place where memories are made.

If you’re looking for a vibrant community with beautiful homes and a welcoming spirit, Woodlawn is the perfect place to call home. Discover the charm of this delightful subdivision and experience the best of Florida living today!

Newest Woodlawn Homes with Shingle Roof

$1,000,000
4 Beds ⋅ 3 Baths ⋅ TB8546002 MLS
(More photos to come Wednesday) 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, raised-bed organic vegetable garden, and HVAC UV light for added air sanitation. 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 ⋅ TB8534005 MLS
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
$670,000
A12024674 MLS
Exceptional investment opportunity in the heart of Fort Lauderdale! This beautifully updated triplex, Three 1 Bedroom 1 Bath units, offers strong income potential with three separate units, making it ideal for investors or owner-occupants looking to offset expenses. Recently renovated and featuring a brand-new roof 2024, new mini splits, new kitchen in each unit, this property provides added value and peace of mind for years to come.Situated in a rapidly growing area near Downtown Fort Lauderdale, Las Olas, Fort Lauderdale International airport, beaches, major highways, dining, and entertainment, this property combines convenience with long-term upside.Each unit offers comfortable living spaces with private entrances and ample parking. The property presents an excellent opportunity for steady rental income, short-term rental potential (subject to local regulations), or future value-add opportunities. Whether you're expanding your portfolio or purchasing your first multifamily property, this triplex is a rare opportunity in a high-demand rental market.Prime location, recent renovations, a new roof, coin washer and dryer room, and income-producing potential make this Fort Lauderdale triplex a must-see! Ready for Airbnb, short or long term lease.

813 SW 29th Street, Fort Lauderdale
$619,000
3 Beds ⋅ 2 Baths ⋅ TB8519819 MLS
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 ⋅ TB8516745 MLS
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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