Woodlawn Homes with Pool

Welcome to Woodlawn, a charming and vibrant subdivision nestled in the heart of Orlando, Florida. Known for its picturesque streets and friendly community atmosphere, Woodlawn offers residents the perfect blend of suburban tranquility and urban convenience. This delightful neighborhood is located in Orange County, just a stone's throw away from Orlando’s bustling downtown, making it an ideal choice for those who appreciate both serenity and accessibility.

One of the standout features of homes in Woodlawn is the presence of beautiful properties with private swimming pools. Imagine basking in the Florida sunshine, lounging poolside, or hosting memorable gatherings with friends and family in your own backyard oasis. These homes are designed to enhance your lifestyle, providing the perfect setting for relaxation and entertainment. Whether you prefer a cozy dip on a warm afternoon or a lively pool party under the stars, having a pool at home elevates your living experience.

In addition to the stunning homes, Woodlawn is surrounded by lush parks, scenic trails, and a variety of shopping and dining options. The community fosters a welcoming spirit, where neighbors become friends and families create lasting memories. If you’re looking for a place that combines the comforts of home with the excitement of city life, Woodlawn is the perfect destination. Explore the available homes with pools in this delightful subdivision and discover your dream retreat in the heart of Orlando!

Newest Woodlawn Homes with Pool

$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

$589,000

3 Beds ⋅ 2 Baths ⋅ Woodlawn SubDv. ⋅ 33704 Zip Code

Now Priced for today's market! Everything you need including a pool! 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 and easy access to 275. 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

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