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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

$477,000
4 Beds 2 Baths Camelot Unit 2 SubDv. 32707 Zip Code
Welcome to this lovingly maintained, one-owner home offering an exceptional combination of quality updates, thoughtful features, and an unbeatable location in the heart of Casselberry. Major improvements provide peace of mind, including a new HVAC system (2025), new gas water heater (2026), new range, dishwasher, microwave, and garbage disposal (2026), roof replaced (2017), and exterior painted (2022). The home also features replacement windows with a lifetime warranty, hurricane shutters, a transferable termite bond, irrigation with reclaimed water, security system wiring, and natural gas service with a gas heat pump, gas water heater, and range. Inside, you'll find a cozy wood-burning fireplace and a versatile enclosed garage that could easily serve as a fifth bedroom, home office, or bonus room. One of the bathrooms offers direct access to the back porch, making it ideal as a future pool bath. The fully vinyl-fenced backyard includes a private rear gate providing direct access to the newly renovated Dew Drop Park, where you'll enjoy basketball and tennis courts, a playground, pavilion, dock, and open green space just steps from your backyard. This rare opportunity combines decades of meticulous ownership with outstanding updates and an incredible park-side setting that is difficult to find.

1391 Avalon Boulevard, Casselberry

$365,000
2 Beds 2 Baths Deer Run Unit 11 SubDv. 32707 Zip Code
Charming Dual-Master Retreat in Deer Run! Welcome to 1552 Cougar Ct, a beautifully functional 2-bedroom, 2-bathroom home in the heart of Casselberry's sought-after Deer Run community. Thoughtfully designed with a dual master suite layout, this 1,315 sq ft residence offers privacy and flexibility ideal for roommates, multigenerational living, guests, or a dedicated home office setup — each bedroom enjoys its own full en-suite bath. Step outside to your own private oasis: a screened-in pool paired with a covered patio, perfect for year-round Florida entertaining, morning coffee, or simply unwinding after a long day without the hassle of bugs or excess sun. Deer Run is known for its established tree-lined streets, community amenities, and convenient access to shopping, dining, and major roadways — putting Winter Springs, Winter Park, and Downtown Orlando all within easy reach. Whether you're a first-time buyer, downsizer, or investor, this move-in-ready gem offers a rare combination of privacy, functionality, and outdoor living in one of Casselberry's most desirable neighborhoods. Don't miss your chance to make 1552 Cougar Ct your own — schedule your private showing today!

1552 Cougar Court, Casselberry

$405,000
3 Beds 2 Baths Wil O' Wik SubDv. 32707 Zip Code
Don’t miss this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Wil O Wik neighborhood of Seminole County with $25K in UPGRADES! Tucked away on a quiet dead-end street and zoned for top-rated schools, this charming property offers the perfect blend of comfort, convenience, and style. The welcoming living room offers a cozy space to relax and unwind, while the sleek eat-in kitchen centrally located at the heart of the home boasts a newly renovated kitchen (2024) with soft close white shaker cabinets, granite countertops, a large deep stainless-steel sink & a spacious island with built-in storage ideal for cooking, dining and entertaining. Natural light fills the space through large windows, French doors, and sliding glass doors, creating a fresh and airy atmosphere throughout the main living areas. A generous dining space easily accommodates a large table, perfect for family meals or entertaining guests. The spacious primary suite boasts vaulted ceilings, views of the backyard, two walk-in closets, and a private en-suite bathroom with a walk-in shower. On the opposite side of the home are two additional bedrooms, a full guest bathroom, and a convenient laundry closet. The guest bathroom provides access to the screened-in lanai already “pool planned” and full of backyard potential. Step outside and enjoy Florida living year-round on the lanai, overlooking a fully fenced backyard with mature landscaping and plenty of room to relax, garden, or play. Recent updates include the freshly painted interior (2025), original Spanish tile flooring revealed and restored in living areas (2024), NEW waterproof luxury vinyl installed in the bedrooms (2024), Roof (2018) with NEW gutters (2024), and a NEW HVAC (2024). This home combines classic Florida charm with modern updates in a prime location just minutes from everything Orlando has to offer!

818 Wil O Wik Drive, Casselberry

$424,999
4 Beds 2 Baths Sterling Park Unit 04 SubDv. 32707 Zip Code
SPACIOUS 4-BEDROOM HOME IN CASSELBERRY. TOP-RATED SCHOOLS Welcome home to this spacious and inviting 4-bedroom, 2-bathroom single-family residence offering 2,276 square feet of comfortable living space in the heart of Casselberry. Nestled in a desirable Seminole County neighborhood, this property features a generous 8,648-square-foot lot providing plenty of room for outdoor enjoyment and everyday living. Inside, you will find a functional and flowing floor plan designed to fit your lifestyle, complete with ample natural light, well-proportioned bedrooms, and great potential to make it your own. Conveniently located near local parks, shopping, dining, and top-rated Seminole County schools, this home places you close to everything you need. Properties in this neighborhood are in high demand and move quickly. Located in a top-rated Seminole County school zone, just minutes from Sterling Park Elementary, shopping, restaurants, and major highways. Close to the future Seminole County Park featuring walking trails, playgrounds, and recreational amenities. 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! Do not miss your chance to view this fantastic home. Call today to schedule your private tour and take the first step toward making this property yours.

215 Twelve League Circle, 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, Casselberry

$630,000
5 Beds 4 Baths Whitesand Cove SubDv. 32707 Zip Code
Virtually Staged. Spacious two-story home in Casselberry offering 5 bedrooms, 3.5 bathrooms, approximately 3,370 heated square feet, and a 3-car garage. The interior provides multiple living and dining areas, a functional kitchen with ample workspace, generously sized bedrooms, and flexible rooms suitable for an office, guest space, hobbies, or additional living needs. The primary suite offers a private retreat, while the additional bedrooms provide space for a variety of uses. A large screened and tiled lanai with a ceiling fan extends the tiled lanai with a ceiling fan extends the living area outdoors and overlooks the expansive fenced backyard and pond. Conveniently located near shopping, dining, parks, major roadways, and other Central Florida amenities, this property combines substantial interior space with a large outdoor setting.

229 Whitesand Court, Casselberry

$450,000
4 Beds 2 Baths Sterling Oaks SubDv. 32707 Zip Code
Price adjustment...., Wonderful opportunity to enjoy comfortable Florida living in a well-established neighborhood With NO HOA!! Step inside to discover bright, open living spaces filled with natural light, creating a warm and welcoming atmosphere. Recently remodeled included but not limited to windows, doors, freshly painted inside and outside. "The upgraded high-end kitchen serves as the heart of the home, offering ample cabinet, modern appliances and counter space to prepare meals with ease. With desirable split floor plan that's perfect for today's lifestyle. The thoughtfully designed layout separates the primary suite from the 3 additional bedrooms, creating a private retreat while providing ideal space for family, guests, or a home office. Step outside to your private screened-in patio. Enjoy a private over 0.30 Acre backyard with endless possibilities—whether you envision weekend barbecues, gardening, or creating your own outdoor oasis. Conveniently located near shopping, dining, parks, top-rated schools, and major highways, this home offers easy access to Downtown Orlando and Central Florida's world-famous attractions.Whether you're searching for your forever home or your next investment, 1560 Guinevere Drive combines a functional layout, an excellent location, and the comfort you've been looking for. Schedule your private showing today and discover this wonderful home!

1560 Guinevere Drive, Casselberry

$294,900
2 Beds 2 Baths Lake Of The Woods Sec 10 Twnhs SubDv. 32730 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath townhome located in the highly sought after community of Lake of The Woods. This home offers comfortable living with modern upgrades throughout. Step inside to find new luxury vinyl flooring, a tastefully updated kitchen featuring refreshed finishes and ample cabinet space. The open and functional floor plan with cathedral ceilings provides a welcoming atmosphere perfect for everyday living or entertaining guests. Enjoy coffee on the screened in patio, or open the French doors to expand your living space on the cool evenings. One of the biggest benefits for the new owner is a brand-new roof, providing added value and peace of mind. Conveniently located near shopping, dining, parks, major roadways/highways, and everything Central Florida has to offer. This move-in-ready home is an excellent opportunity for first-time buyers, downsizers, or investors. The community offers a lakefront pool, fitness center, sauna, clubhouse/recreation center, fishing pier, tennis courts, playground and picnic area, and a basketball court. Don’t miss your chance to own this updated gem in a community with so many amenities.

1016 Sherrywood Street, 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

$650,000
6 Beds 5 Baths Crystal Bowl Add SubDv. 32707 Zip Code
Set on .79 acres with 75 feet of frontage on a peaceful non-motorized lake, this no-HOA property offers a private backyard setting with a swimming pool, oversized covered patio, and space for multigenerational living or rental potential. The main residence features 4 bedrooms, 3 full bathrooms, and approximately 2,300 square feet of living space designed around the lake and pool views. The remodeled kitchen opens to the dining and living areas and includes granite countertops, 42-inch cabinetry, built-in oven, and breakfast bar seating, creating a functional layout for both daily living and entertaining. Luxury vinyl flooring runs throughout the main living areas, with ceramic tile in bedrooms 3 and 4. The primary suite includes two walk-in closets, a garden bath, granite countertops, and a walk-in shower with multiple shower heads and rain shower feature. Bedroom 2 includes a private en suite bath with walk-in shower and granite countertop. Large sliding doors lead to the covered patio overlooking the pool and water. The detached two-story Additional Dwelling Unit (ADU) has its own private entrance and offers approximately 1,216 square feet of living space. Downstairs features a living area, open bedroom space, full bath with shower, and real hardwood flooring. Upstairs includes a second living area, full kitchen, bedroom, and half bath. The flexible layout is well suited for guests, extended family, home office space, or income-producing opportunities. Call today for your private showing!

1050 Crystal Bowl Circle, Casselberry

$235,000
2 Beds 2 Baths Carmel By The Lake Unit 1 A Condo SubDv. 32707 Zip Code
Come live the resort lifestyle with carefree maintenance in the beautiful and gated Carmel by the Lake community on 400 acre Lake Howell. This furnished 2 bed, 2 bath; 4th-floor condo, with elevators, is all on one level and offers serene views of towering oak trees, and the shady walking paths around the lovely grounds leading to Lake Howell (a large ski lake). Stepping into this lovely home, you’ll immediately notice the light and bright spacious eat-in kitchen with pass-through to the dining and living room. You won’t be able to draw your eyes from the oversized glass sliders to the covered screened lanai that faces east. Enjoy your morning coffee with peaceful views of the sunrise on your own private back porch. The large master bedroom offers views of sunrises and majestic trees, a master bath with double sinks, walk-in closet and large shower. This split plan has an inside Laundry, hall bath and a 2nd bedroom in front. Other extras include a designated covered parking spot and storage assigned to unit, newer appliances, and private community boat ramp on Lake Howell to spend hours of fun on the water. This location is prime as you are just minutes away from many shopping options, restaurants, UCF, beaches, only 35 minutes to Disney, Orlando International airport, Sanford airport and close to Winter Park or Altamonte train services and major roadways for an easy commute to all that Central Florida has to offer. All this and zoned for Seminole County schools. Carmel by the Lake is like living in your own private gated resort with community pool, hot tub, tennis/pickle ball court, racketball, clubhouse, boat ramp, fishing pier and lakeside walking paths. The monthly HOA is very comprehensive and offers a lot: high-speed internet, cable with over 200 channels, water, sewer, trash, grounds upkeep, building exterior maintenance and community maintenance. Don't miss out on this gem, schedule your private tour today! Property may be under video/audio surveillance.

1162 Carmel Circle Unit 440, Casselberry

$280,000
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

$230,000
3 Beds 2 Baths Colonnades 3rd Sec SubDv. 32707 Zip Code
This well-maintained single-family home offers comfortable, low-maintenance living with 3 bedrooms and 2 full baths in a functional split-bedroom floor plan. Lovingly cared for by the same owner for 51 years, the home reflects true pride of ownership throughout. Enjoy a large fenced yard with plenty of space to relax, garden, or entertain—all with no HOA restrictions. Major updates include a 2021 roof, 2018 AC, and 2023 water heater, providing peace of mind for the next owner. Additional features include an inside laundry room and access to highly regarded Seminole County schools. Move-in ready as is, with the opportunity to make simple updates over time to suit your style. A great option for first-time buyers or those looking to downsize and enjoy a more relaxed lifestyle.

217 Colony Drive, Casselberry

$169,900
2 Beds 2 Baths Oxford Square Condo SubDv. 32707 Zip Code
PRICE REDUCTION TO SALE! Owner Motivated! Step into this beautifully renovated first-floor, two-bedroom condo, ready for immediate move-in! Designed with style and comfort in mind, the home features trendy pallet board accent walls and fresh, modern paint throughout. Association installed NEW ROOF late 2025, NEW A/C System 11/25. NEW SCREEN Room installed 2025. The updated kitchen shines with solid wood cabinetry, granite countertops, and a sleek glass tile backsplash, all complemented by a full suite of stainless steel appliances. A convenient inside utility room includes a washer and dryer for added ease.This allergy-friendly home boasts durable 20” x 20” porcelain tile throughout most living areas, with attractive wood-look porcelain tile in both bathrooms. The split floor plan offers privacy, while both bathrooms have been tastefully upgraded with new fixtures, tiled tub surrounds with glass inlay accents, and modern vanities topped with granite. Additional upgrades include stylish lighting, ceiling fans with integrated lights, six-panel interior doors with brushed nickel hardware, and even a new solid wood front door. Energy-efficient “Low-E Energy Shield Max” double-pane windows in both bedrooms help reduce heat and humidity. Located in the heart of Casselberry, this community offers fantastic amenities just a short walk away, including two swimming pools, tennis courts, a fitness center, and a clubhouse perfect for entertaining. Enjoy nearby jogging trails, ample parking, and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Move-in ready, beautifully updated, and affordably priced—this is a must-see!

646 Kenwick Circle Unit 103, Casselberry

$580,000
4 Beds 2 Baths Howell Cove 4th Sec SubDv. 32707 Zip Code
Welcome to this beautifully updated 4-bedroom, 2-bathroom pool residence situated on an expansive 0.47-acre lot in the highly desirable Howell Cove community of Casselberry. Combining modern upgrades, energy efficiency, and flexible living spaces, this move-in ready home offers both comfort and long-term value. Major improvements completed in 2024 include a brand-new roof, new A/C system, fully remodeled kitchen, renovated primary bathroom, resurfaced pool, and new pool pump — providing peace of mind for years to come. Solar panels are included, enhancing energy efficiency and reducing long-term utility costs. Designed for versatility, the home features a dedicated den/library ideal for remote work, along with a spacious family room that offers flexible-use potential suitable for an in-law setup, private guest retreat, or multi-generational living. Interior highlights include high ceilings, crown molding, a split-bedroom floor plan, formal living and dining rooms, abundant natural light, and seamless indoor-outdoor flow to the screened-in pool enclosure — perfect for year-round Florida living. The oversized backyard provides exceptional privacy and space rarely found in the area, ideal for entertaining or relaxing in your own private retreat. Located within the Seminole County school district and zoned for Red Bug Elementary, Tuskawilla Middle, and Lake Howell High. Low HOA of only $50 annual. A rare opportunity to own a thoughtfully upgraded pool home with modern systems, energy-saving features, and flexible living options in an established community.

3717 Jericho Drive, Casselberry

$169,900
2 Beds 2 Baths Oxford Square Condo SubDv. 32707 Zip Code
Virtually Staged. Special incentive of $5000 closing costs for buyers—ask for more info! Beautifully maintained and thoughtfully updated 2-bedroom, 2-bath first-floor condo in the Oxford Square community of Casselberry. This move-in-ready unit features a highly functional layout with both bedrooms offering en-suite bathrooms, creating two private suites—ideal for roommates, guests, or flexible living arrangements. This unit also features convenient IN-UNIT LAUNDRY. The interior has been extensively updated with quartz countertops, washed-oak luxury flooring, updated carpet, refreshed bathroom cabinetry, and modern light and plumbing fixtures throughout. Both toilets have been replaced, and the home has been meticulously cared for. Enjoy a private porch, comfortable living space, and added peace of mind with a SimpliSafe security system. A major exterior upgrade includes a brand-new roof installed by the association in late 2025, contributing to long-term value and reduced maintenance concerns. With a low-maintenance lifestyle, functional layout, and versatility for different living needs, this property is well-suited for both personal use and long-term ownership goals.

612 Kenwick Circle Unit 103, Casselberry