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$425,000

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.

4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 04 SubDv. ⋅ 32707 Zip Code

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.

304 Shadow Oak Drive, Casselberry

$249,000

Welcome Home! Come see this fully REMODELED Home, situated in the heart of Casselberry with tons of upgrades, fully REMODELED Kitchen with NEW cabinets, NEW QUARTZ counter top and NEW Appliances, NEWER Roof 2023, NEW AC, NEW light Fixtures, NEW vinyl floor plank, NEW Baseboards, NEW windows, NEW Ceiling fans with remote control, Fully REMODELED master bathroom and guest bathroom, NEW interior / exterior paint, This beautiful House is conveniently located near various amenities such as shopping, restaurants, parks and recreation!

3 Beds ⋅ 2 Baths ⋅ Lake Kathryn Park 4th Add SubDv. ⋅ 32707 Zip Code

Welcome Home! Come see this fully REMODELED Home, situated in the heart of Casselberry with tons of upgrades, fully REMODELED Kitchen with NEW cabinets, NEW QUARTZ counter top and NEW Appliances, NEWER Roof 2023, NEW AC, NEW light Fixtures, NEW vinyl floor plank, NEW Baseboards, NEW windows, NEW Ceiling fans with remote control, Fully REMODELED master bathroom and guest bathroom, NEW interior / exterior paint, This beautiful House is conveniently located near various amenities such as shopping, restaurants, parks and recreation!

791 N Winter Park Drive, Casselberry

$369,500

Welcome to 377 Jefferson Drive — a fully renovated, move-in-ready home where every major update has already been done for you. Step inside to discover a stunning new kitchen showcasing upgraded quartz countertops, modern cabinetry, and all-new finishes. Both bathrooms have been completely updated, and new flooring flows throughout the entire home. Fresh interior paint gives every room a bright, crisp feel. All-new interior and exterior doors, updated hardware, and new light fixtures add a polished, cohesive look from every angle. Outside, lush new sod enhances the curb appeal and sets the tone from the moment you arrive. Rest easy knowing the roof is only 1 year old, the HVAC system is brand new, the water heater has been replaced, and the electrical panel has been fully updated — four of the biggest investments a homeowner can make, already taken care of. Perfectly situated in Casselberry with easy access to SR-436, US-17-92, and the 417, placing you minutes from Altamonte Springs, Winter Springs, and major employment corridors. Seminole County schools, parks, restaurants, and retail are all close by. This is the turnkey opportunity buyers are searching for — schedule your private showing today before it's gone!

3 Beds ⋅ 2 Baths ⋅ Summerset North Sec 5 SubDv. ⋅ 32707 Zip Code

Welcome to 377 Jefferson Drive — a fully renovated, move-in-ready home where every major update has already been done for you. Step inside to discover a stunning new kitchen showcasing upgraded quartz countertops, modern cabinetry, and all-new finishes. Both bathrooms have been completely updated, and new flooring flows throughout the entire home. Fresh interior paint gives every room a bright, crisp feel. All-new interior and exterior doors, updated hardware, and new light fixtures add a polished, cohesive look from every angle. Outside, lush new sod enhances the curb appeal and sets the tone from the moment you arrive. Rest easy knowing the roof is only 1 year old, the HVAC system is brand new, the water heater has been replaced, and the electrical panel has been fully updated — four of the biggest investments a homeowner can make, already taken care of. Perfectly situated in Casselberry with easy access to SR-436, US-17-92, and the 417, placing you minutes from Altamonte Springs, Winter Springs, and major employment corridors. Seminole County schools, parks, restaurants, and retail are all close by. This is the turnkey opportunity buyers are searching for — schedule your private showing today before it's gone!

377 Jefferson Drive, Casselberry

$280,000

Virtually Staged. Brand New 2026! This home sits in a desirable location in Casselberry Florida. Living near Lake Kathryn Park in Casselberry, Florida, offers a balanced lifestyle that combines quiet residential charm with modern recreational amenities. Commuter Friendly to Downtown Orlando, 5 minutes to I-4, convenient shopping, Altamonte Mall and "the Greater Marketplace providing easy access to retailers. In between both Orlando and Sanford International airports. Located near the Casselberry Aquatics Center and Park, features a year around pool, basketball and volleyball courts and multiple playgrounds. Access to the Greenway Trail for Walking, running or biking. NO HOA, Come and see this 3 bed 2 bath Brand New Home TODAY!

3 Beds ⋅ 2 Baths ⋅ Lake Kathryn Park 4th Add SubDv. ⋅ 32707 Zip Code

Virtually Staged. Brand New 2026! This home sits in a desirable location in Casselberry Florida. Living near Lake Kathryn Park in Casselberry, Florida, offers a balanced lifestyle that combines quiet residential charm with modern recreational amenities. Commuter Friendly to Downtown Orlando, 5 minutes to I-4, convenient shopping, Altamonte Mall and "the Greater Marketplace providing easy access to retailers. In between both Orlando and Sanford International airports. Located near the Casselberry Aquatics Center and Park, features a year around pool, basketball and volleyball courts and multiple playgrounds. Access to the Greenway Trail for Walking, running or biking. NO HOA, Come and see this 3 bed 2 bath Brand New Home TODAY!

781 Bayou Drive, Casselberry

$290,000

3 bedroom 2 bathroom starter home. Has a bonus room of 500 sq ft Has terrazzo floors throughout. Large fenced backyard. Newer kitchen, roof and windows.

3 Beds ⋅ 2 Baths ⋅ Seminola Park Rep Of A Pt Of SubDv. ⋅ 32707 Zip Code

3 bedroom 2 bathroom starter home. Has a bonus room of 500 sq ft Has terrazzo floors throughout. Large fenced backyard. Newer kitchen, roof and windows.

730 Seminola Boulevard, Casselberry