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$425,000
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
$499,900
3 Beds ⋅ 3 Baths ⋅ Indian Hills Unit 2 SubDv. ⋅ 32730 Zip Code
This renovated and updated 3 bedroom, 2 and a half bath pool home is truly move-in ready. The layout perfect for entertaining, whether in the large kitchen space, by the fireplace in the Living Room, spending game day in the Family Room or time out enjoying the pool and the private backyard. You will not want to leave once you enter the home, it's that inviting. From the large Kitchen, to the cozy Living Room with a fireplace or the Family Room for spending time with friends and family. There is an indoor utility room and a infrared sauna as well. You can spend time on the front porch or evenings on the screened lanai. Kewannee park is around the corner as well as a bike trail. The roof was replaced in 2021 and the home just got a brand new HVAC system installed. Did I say it even has a infrared sauna?!

1903 Collier Drive, Fern Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 01 SubDv. ⋅ 32707 Zip Code
Short Sale. Welcome to the heart of Casselberry's desirable Deer Run community, where this beautifully maintained 3-bedroom, 2-bathroom pool home perfectly blends comfort, functionality, and peace of mind. Designed with an open floor plan, the home features tile flooring in the kitchen, bathrooms, foyer, and living room, with durable laminate running throughout the main living areas. The kitchen offers a brand-new refrigerator and is pre-wired for a microwave, which will be included with the home. Fresh interior paint (2024) and updated interior doors in all bedrooms and one bathroom add a fresh, modern touch. The spacious family room flows seamlessly to a large screened-in patio—refinished in 2025 with sleek new concrete flooring—perfect for relaxing or entertaining while enjoying views of the private, mulched backyard. Safety and convenience are top-of-mind with a newly installed pool safety fence (2024) and a new pool pump (2025). This home also offers major updates for long-term peace of mind, including a new roof (2024), full home repipe (2024), updated outlets and switches (2024), water heater (2021), and an A/C unit with a brand-new fan motor (2024). A transferable 2-10 Home Warranty is included through May 2026, making this home truly move-in ready. Don’t miss your chance to own this gem in a well-established neighborhood!

623 Swallow Drive, Casselberry
$589,000
4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 6 SubDv. ⋅ 32730 Zip Code
Welcome home to this solid block pool home in one of Seminole County's most desirable neighborhoods! Step inside to find spacious living areas. The kitchen provides ample cabinets plus a pantry and eat in-counter. The adjoining dining and living areas provide the perfect setting for everyday living or entertaining. The split bedroom floor plan provides privacy and flexibility, making this home ideal. Enjoy outdoor living with the screened pool, covered porch area and workshop building! Huge yard for families and pets! Walk to Kewannee Park, a county park that offers walking trails, a boardwalk, fishing ponds, basketball court and play-grounds! A-Rated Seminole County Public School district.

1921 Winnebago Trail, Fern Park
$340,000
4 Beds ⋅ 3 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code
Welcome to this hidden gem in the heart of Casselberry! This charming 4-bedroom, 3-bathroom home offers a versatile layout designed for comfortable living. The private fourth bedroom features its own full bathroom, making it an ideal in-law suite, guest retreat, or private home office. The kitchen is equipped with beautiful granite countertops and provides a functional space for preparing meals and entertaining family and friends. Enjoy the added benefit of fully paid-off solar panels, helping reduce energy costs while increasing efficiency. Step outside to a spacious backyard with plenty of room for gardening, pets, play, or future outdoor entertaining. The covered back porch is the perfect place to unwind after a long day, enjoy your morning coffee, or relax on peaceful Florida evenings. Located in a desirable area with no HOA, this home offers the freedom and flexibility many buyers are looking for. Outdoor enthusiasts will appreciate being within walking distance of several Casselberry parks, including the popular skate park, playgrounds, walking trails, and recreational facilities. Conveniently situated just minutes from shopping centers, restaurants, schools, and major roadways, this home combines a quiet neighborhood feel with easy access to everything Central Florida has to offer. Don't miss this wonderful opportunity to own a move-in-ready home in one of Casselberry's most convenient locations. Schedule your private showing today!

825 Turtle Mound Drive, Casselberry
$330,000
3 Beds ⋅ 3 Baths ⋅ Lake Kathryn Park SubDv. ⋅ 32707 Zip Code
Back on the Market***Price Reduction***Rare Opportunity on Nearly an Acre*** No HOA!***RMF-13 Zoning District*** Investors this Property can Accommodate Multifamily Residential Development. Or can be a family home but needs some TLC..Fixer Upper!!! This house offers multiple living spaces and endless possibilities, this property is ideal for multi-generational living, working from home, rental income potential, or simply enjoying extra space and privacy. The main home features living room, kitchen, dining area, with 3 bedrooms and 2 bathrooms, along with an attached laundry room. The laundry area connects to a private mother-in-law suite with its own separate entrance, complete with a bedroom, living room, kitchenette, and full bathroom, providing an excellent setup for guests, extended family, or additional income potential. Adding even more versatility, the property includes a Separate Detached Building with a Bonus Room & Bathroom. This space can be used as a home office, studio, workshop, guest space, or flex room to fit your needs. Major updates include a new roof installed in 2024 and updated gas and electrical systems completed in 2024, giving buyers added peace of mind. With nearly an acre of land, a covered carport, and plenty of room for vehicles, recreational equipment, gardening, or future improvements, this property offers a rare combination of space, flexibility, and value. Close to shopping, hospitals, dining, and major roadways.

761 Seminola Boulevard, Casselberry
$243,999
3 Beds ⋅ 2 Baths ⋅ Colonnades 3rd Sec SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this Casselberry home offering a comfortable layout and a convenient Central Florida location. Inside, you’ll find spacious living areas, well-sized bedrooms, and a functional kitchen with ample cabinet and counter space. The home features a natural flow throughout with plenty of room for everyday living, relaxing, or entertaining guests. Enjoy the outdoor space ideal for gatherings, gardening, or creating your own private retreat. Conveniently located near shopping, dining, parks, major roadways, and local attractions, this property provides easy access to both Orlando and the surrounding communities.

956 Osceola Trail, Casselberry
$375,000
3 Beds ⋅ 2 Baths ⋅ Sterling Park SubDv. ⋅ 32707 Zip Code
WELCOME HOME to this charming single-family house in the desirable Sterling Park Community which is centrally located close to UCF, Full Sail, Rollins College and Winter Park. This home offers 3 bedrooms and 2 bathrooms. A large spacious eat-in kitchen, along with a sizable Great Room with vaulted ceilings! The Great Room includes a wood burning fireplace as a focal point, ranging the full height of the vaulted ceiling. Ceramic tile covers the living area, kitchen and bathrooms. There is new carpet in the bedrooms. The entire inside of the home has been freshly painted a nice neutral color for its new owners! Newer Roof was installed in 2018. New Garage Door motor 2025. There is a screened in porch to enjoy fresh air with your morning coffee! The large backyard is a clean slate! You have plenty of room! In fact, you have room to add a pool and will still have yard available for your family and/or pets to play! This home is a clean slate! You have the opportunity to put your own stamp on it, making it your own! It is located just minutes from shopping, dining and major highways! No matter what you need, it is close by!

309 Redwing Way, Casselberry
$340,000
3 Beds ⋅ 2 Baths ⋅ Lake Kathryn Woods SubDv. ⋅ 32707 Zip Code
Welcome to 800 Diane Dr. — a beautifully updated corner-lot home perfect for families and first-time buyers. This warm and inviting property features a brand-new kitchen with modern finishes, new flooring throughout, and updated windows that fill the home with natural light. Three majestic live oak trees frame the property, adding timeless beauty, shade, and curb appeal. The open layout provides plenty of space for gathering and everyday living, while the large corner lot offers room for play, pets, or outdoor entertaining. Conveniently located near parks, schools, shopping, and dining, this move-in-ready Casselberry home is the perfect place to start your next chapter.

800 Diane Circle, Casselberry