Some homes simply check the boxes. Others invite you to slow down, settle in, and imagine the life waiting for you inside. Welcome to 304 Shadow Oak Drive—a thoughtfully designed single-story, 4-bedroom, 2-bathroom pool home nestled in one of Casselberry's established communities, where abundant natural light, generous living spaces, and timeless character come together. As you step through the front door, you're welcomed by an open, airy atmosphere filled with sunshine streaming through oversized windows. The spacious living room draws you in with its warm gas fireplace, creating an inviting focal point for cozy evenings, gatherings, or quiet moments of relaxation. Designed with a desirable split-bedroom floor plan, the home offers a functional layout that balances openness with privacy. The expansive dining area provides exceptional flexibility for everyday dining, entertaining, or special occasions, while the adjoining living spaces flow seamlessly, creating an inviting environment for both everyday living and hosting guests. Tucked away for added privacy, the spacious primary suite serves as a peaceful retreat at the end of the day—a comfortable space to relax, recharge, and make your own. The additional bedrooms offer flexibility for a variety of needs, while the thoughtful floor plan makes the home feel both spacious and connected. Step outside and discover what truly makes this property shine. The backyard unfolds into your own private Florida oasis, where the sparkling in-ground swimming pool and attached spa invite you to unwind beneath the Florida sunshine. Surrounded by a fully fenced backyard, this outdoor space offers the perfect setting for entertaining, relaxing, gardening, or simply enjoying the year-round Florida lifestyle. Whether you're hosting weekend barbecues, gathering around the pool, or savoring a quiet morning outdoors, this backyard was designed to be enjoyed. A large driveway provides ample parking for multiple vehicles and guests, while the low HOA adds convenience within this well-established neighborhood. Ideally located in the heart of Casselberry, Florida, this home offers convenient access to Red Bug Lake Road, State Road 436, US Highway 17-92, Interstate 4, and SR-417, placing you just minutes from Winter Park, Altamonte Springs, Longwood, Lake Mary, Downtown Orlando, Orlando Sanford International Airport, shopping, dining, parks, recreation, grocery stores and everyday conveniences. If you've been searching for a single-story pool home in Casselberry with 4 bedrooms, 2 bathrooms, a split floor plan, a gas fireplace, a fully fenced backyard, low HOA, and generous living spaces, 304 Shadow Oak Drive offers the perfect opportunity to add your own personal style while enjoying all the comfort, space, and convenience this Central Florida location has to offer. Schedule your private showing today and experience everything 304 Shadow Oak Drive has to offer today.
- Built in 1979
- 2 garage spaces
- $212.71/sqft
- Lot size: 14,902 sqft
- Directions: From Red Bug Lake Park, head west on Red Bug Lake Road. Turn right onto Eagle Circle, then turn left onto Shadow Oak Drive. Continue to 304 Shadow Oak Drive. The property will be on your left.
- County: Seminole
- Geo subdivision: STERLING PARK UNIT 04
Nearby Schools
Sterling Park Elementary
South Seminole Middle
Lake Howell High
Features
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Exterior
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Structure
Pets, Accessibility & Amenities
Community Info
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Let's get in touch!
Let's get in touch!

Felipe de Alvarenga Leite
CTO | Keyou®
- Source: Stellar MLS
- MLS #: O6431201
Listing updated: August 7, 2026 at 9:30PM
Listing provided by: Shakyra Cortes Mendez, PA, LA ROSA REALTY CW PROPERTIES L
Last checked 1 hour ago
Listing provided by: Shakyra Cortes Mendez, PA, LA ROSA REALTY CW PROPERTIES L
Last checked 1 hour ago
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