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$425,000
3 Beds 2 Baths Wyndham Woods Ph 2 SubDv. 32707 Zip Code
Welcome to 409 Sundown Trail! This well-maintained 3-bedroom, 2-bath pool home offers 1,554 square feet of comfortable living space with thoughtful updates throughout. The functional layout features a spacious primary bedroom with two built-in closets, two additional bedrooms, an updated laundry/mudroom, and plenty of additional storage. The true highlight is the private backyard retreat, featuring a saltwater pool, screened porch, fully fenced yard, and no rear neighbors—a great setting for entertaining, relaxing, and enjoying the Florida lifestyle. The pool was resurfaced in 2022, with an updated pool deck and pool pump in 2025 and new vinyl fencing added in 2026. Several of the big-ticket items have already been taken care of, including a whole-house replumb, HVAC replaced in 2019, water heater in 2020, windows and sliding glass door replaced in 2022, blown-in insulation added in 2024, and a new garage door motor and track in 2026. Additional features include a 4-zone sprinkler system and lawn equipment shed that conveys. With so many updates already completed, a private pool, plenty of storage, and a backyard that’s hard to beat, this home is ready for its next owners to enjoy. Schedule your private showing today!

409 Sundown Trail, Casselberry

$419,500
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

$290,000
2 Beds 2 Baths Lake Of The Woods Sec 05 Twhs SubDv. 32730 Zip Code
Updated Lake of the Woods Town House. This 2-bedroom, 2-bath home (1,296 sq ft) in Lake of the Woods offers an updated kitchen, replumbed, New Cabinets, new Quartz countertops, light fixtures, new appliances with updated bathrooms, engineered hardwood in the living and dining rooms, and vaulted ceilings, and a bright open floorplan. A skylight brings in additional natural light, and the enclosed Florida room adds flexible living space just off the main living area. Outside, the home includes an irrigation system and sits within easy reach of Winter Park and Altamonte Springs shopping and dining. With its unbeatable location, comfortable living space, and outside community features: Playgrounds, Tennis, Pool, Fitness Center, Fishing Pier, and Basketball. Don't miss your opportunity to call Lake of the Woods home-schedule your private showing today!

612 Woodridge Drive, Casselberry

$369,500
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

$274,500
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

$361,199
4 Beds 3 Baths Lake Of The Woods Sec 01 Twnhs SubDv. 32730 Zip Code
WOW, another PRICE DROP. These motivated Sellers are ready to make this property your new home. Welcome home to this beautifully maintained townhome in a quiet, family-friendly community. Enjoy peace of mind with a brand-new roof, fresh exterior paint, a new hot water heater, and a recently updated A/C system. All completed within the last two years. Step inside to a bright, open layout filled with natural light, perfect for everyday living and entertaining. The kitchen features granite countertops, classic subway tile, and soft-close cabinetry. Blending style and function effortlessly. Don’t miss this incredible opportunity! Adding more value to your investment, HOA is currently upgrading the clubhouse, fitness center, and pool area. Residents enjoy beautiful lakefront amenities that are ideally located near major highways, shopping, and dining Bonus: Sellers will pay the full $4,000 special assessment at closing, making this an exceptional opportunity for buyers. Don’t miss your chance to make this move-in-ready townhome yours!

155 Fallwood Street, Fern Park