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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

$495,000
4 Beds 3 Baths Deer Run Unit 9a SubDv. 32707 Zip Code
The updates you'll notice are great. The ones you won't have to think about are even better. Here, the big-ticket items have already been taken care of. Roof replaced in 2024. Brand new HVAC in 2025. Renovated bathrooms. Updated kitchen. Fresh interior paint. And to top it off, the seller is paying off the solar panels at closing, so you'll get the benefit of lower electric bills without taking on a solar payment. Inside, you'll find four bedrooms, two and a half bathrooms, and over 2,100 square feet. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the flex room near the front of the home can easily become a home office, playroom, workout space, or whatever fits your life. The kitchen opens to the main living areas, making it easy to stay connected whether you're cooking dinner, helping with homework, or catching up with friends. The primary suite is bigger than most, with sliding glass doors leading straight to the lanai, a beautifully updated bathroom with a large walk-in shower, and dual closets, giving you plenty of room without having to share every inch of storage. Out back is where this home really shines. The covered lanai is the kind of space you'll actually use, with skylights, ceiling fans, and a full outdoor kitchen complete with a built-in grill, refrigerator, prep space, and bar seating. Whether it's football on the TV, burgers on the grill, or everyone ending up outside after dinner, this is where people naturally gather. The pool screen enclosure was completely replaced including new hardware in 2025, giving the entire outdoor space a fresh, updated feel. There's plenty of deck space around the pool, and there's still fenced backyard beyond the enclosure, plus a storage shed for all the extras. Deer Run has been one of Casselberry's favorite neighborhoods for years, with mature trees, a low HOA, and nearly 140 acres of green space that's becoming a public park with walking trails. The neighborhood also provides direct access to the Casselberry Greenway Trail, giving you miles of paved trails right in your backyard. Just around the corner, you'll find the recently renovated Dew Drop Park with basketball, pickleball and tennis courts, a fishing dock, playground, and park. The elementary school is also just half a mile away. You're just minutes from Winter Park, Altamonte Springs, the 417, shopping, restaurants, and everything else that makes day-to-day life a little easier.

1539 Elf Stone Drive, Casselberry

$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

$405,000
4 Beds 2 Baths Sterling Park SubDv. 32707 Zip Code
This is a rare opportunity to own a Large 4 bedroom 2 bath home inside the quiet neighborhood of Deer Run / Sterling Park Community, only minutes to Maitland, Altamonte Springs Winter Park and downtown Orlando. As you enter, you'll immediately notice the soaring ceilings in the spacious living and dining areas, along with the oversized pass-through breakfast bar that connects the kitchen to the formal dining room. All bedrooms are generously sized, especially the primary suite, which features a large vanity and a separate glass-enclosed shower. Newer luxury vinyl plank flooring extends throughout several of the bedrooms, while tile flooring leads from the entryway through the kitchen and informal dining area—meaning there is no carpet anywhere in the home. The kitchen offers abundant cabinet and counter space, a large walk-in pantry, and newer stainless steel appliances. Just beyond the Living room, a 20-foot screened porch provides the perfect setting for morning coffee, outdoor dining, and weekend grilling. Storage is plentiful with an attic access stairwell, built-in garage shelving plus workbench and a 12' x 10' aluminum shed that can easily accommodate tools, equipment, and outdoor gear. Recent updates include: * High-efficiency Carrier A/C system (less than 5 years old) * Side-by-side refrigerator with ice and water dispenser in the door (less than 2 years old) * Newer shingle roof (2021) * Luxury vinyl flooring (2022) * All new exterior paint (2026) * Washer and Dryer * Paddle fans throughout Residents of Sterling Park enjoy access to a community picnic and playground area, a secure swimming pool, and a basketball court. Future recreational opportunities are on the horizon as the former Deer Run Golf Course is being transformed into The Deer Run Community Park. Planned amenities include more than four miles of trails and boardwalks, along with a renovated community center, creating an exceptional outdoor destination within Seminole County's natural landscape. All schools are close by and Sterling Park Elementary is inside the neighborhood for easy access. Make your appointment to see this today!

298 Quail Court, Casselberry

$339,000
2 Beds 2 Baths Sausalito SubDv. 32707 Zip Code
Perfectly positioned along the shores of Lake Howell, this BEAUTIFULLY UPDATED 2-bedroom, 2-bath condominium offers a rare opportunity to enjoy WATERFRONT LIVING, stylish upgrades, and the convenience of an ATTACHED 2-CAR COVERED CARPORT with storage, a feature seldom found in condominium living. Step inside and immediately appreciate the home's elegant updates, including CALIFORNIA BAMBOO FLOORING throughout, crown molding, recessed lighting, UPDATED WINDOWS AND DOORS, a central vacuum system, and AC replaced in 2019. The result is a BRIGHT, POLISHED INTERIOR that feels both welcoming and refined.The BEAUTIFULLY UPDATED Kitchen is designed for both everyday living and entertaining, featuring GRANITE COUNTERTOPS, stainless steel appliances, abundant cabinetry, a breakfast bar, a NEW BACKSPLASH, and a NEW REFRIGERATOR. A cozy breakfast nook provides the perfect spot for morning coffee, while the CONVENIENT PASS-THROUGH WINDOW creates a seamless connection to the Living Room. The Dining area enjoys peaceful backyard and LAKE VIEWS and features sliding glass doors that invite NATURAL LIGHT inside while enhancing the home's indoor-outdoor feel. One of the home's most unique features is the spectacular BONUS ROOM/CONSERVATORY, a light-filled retreat complete with a SPA AND TANKLESS WATER HEATER (2021). With its soaring cathedral ceiling and DRAMATIC ANGLED WINDOWS OVERHEAD, this versatile space feels like a private sunroom where you can relax and unwind at the end of the day. The Primary Suite provides a TRANQUIL ESCAPE, featuring sliding doors leading directly to the conservatory, dual closets, and an EN SUITE BATH with dual sinks and a step-in shower. A second spacious bedroom is conveniently located near the ADDITIONAL FULL BATH, making the layout ideal for guests, family, or a home office. Residents of Sausalito enjoy an IMPRESSIVE selection of amenities, including a sparkling community pool, clubhouse, tennis courts, park, playground, and beautifully maintained grounds, while the HOA also covers exterior maintenance and cable service. Even better, residents have ACCESS TO LAKE HOWELL, and the HOA allows boats, making it easy to enjoy fishing, boating, kayaking, and waterfront recreation. CONVENIENTLY LOCATED in Casselberry, the community is close to shopping, dining, and entertainment, as well as NEARBY DESTINATIONS such as Secret Lake Park, Red Bug Lake Park, and the boutiques and restaurants of Winter Park. Commuters will appreciate EASY ACCESS to major roadways, while outdoor enthusiasts will love the abundance of parks, trails, and lakes throughout the area. With its LAKEFRONT SETTING, extensive updates, rare 2-car covered carport, and stunning CONSERVATORY-STYLE BONUS ROOM, this exceptional Sausalito condo offers a unique opportunity to enjoy CAREFREE WATERFRONT LIVING in one of Casselberry's most desirable communities. Make this home yours before it's gone!

632 Desoto Drive Unit 632, Casselberry

$344,900
3 Beds 3 Baths Legacy Place SubDv. 32707 Zip Code
Welcome to this like-new 2022 Craftsman-style END-UNIT townhome in the heart of highly desirable Seminole County! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern design, energy efficiency, and low-maintenance living. As an end unit, the home is filled with abundant natural light and offers additional privacy along with extra green space to enjoy—without the upkeep, as HOA lawn maintenance is included. Step inside to a bright open-concept floor plan featuring tile flooring throughout the main level, creating a clean and modern feel. The designer kitchen is a true centerpiece, showcasing white color 42” cabinets, granite countertops, stainless steel appliances, a large prep island with seating, stylish backsplash, and generous pantry storage—perfect for everyday living or entertaining guests. Upstairs, a versatile loft provides the ideal space for a home office, reading nook, media area, or playroom. The spacious primary suite offers a large walk-in closet and a private en-suite bath with dual vanities and a walk-in shower, while the split-bedroom layout adds comfort and privacy for family or guests.Enjoy relaxing on your private patio overlooking peaceful green space, perfect for morning coffee or evening unwinding. Built with energy-efficient features including Low-E windows, LED lighting, efficient appliances, and multi-speed HVAC for year-round comfort and savings. Community amenities include a dog park, playground, walking trails, putting green, yoga lawn, picnic areas, and more. Conveniently located near top-rated Seminole County schools, shopping, dining, SR 417, UCF, parks, and the Cross Seminole Trail—this move-in-ready home truly checks every box! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures and decorative items are not included to the listing

1562 Grand Rue Drive, 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