Casselberry Homes with Sidewalk Exterior features

Casselberry Homes with Sidewalk Exterior features

Welcome to Casselberry, Florida – a vibrant gem nestled in the heart of Seminole County. Known for its picturesque landscapes and family-friendly atmosphere, Casselberry offers a perfect blend of suburban charm and modern conveniences. With its lush parks, serene lakes, and a variety of recreational activities, this delightful city is a haven for outdoor enthusiasts and families alike.

The real estate market in Casselberry is as diverse as its community. One of the standout features of many homes in this area is their inviting sidewalk exteriors. These charming walkways not only enhance the aesthetic appeal of the neighborhoods but also encourage a sense of community and connectivity among residents. Imagine evening strolls with neighbors, children riding their bikes, and friendly chats over white picket fences – it’s the ideal setting for creating lasting memories.

Homes in Casselberry boast a variety of styles, from cozy single-family residences to modern townhouses, catering to a wide range of preferences and budgets. Many properties are designed with family-friendly layouts, spacious yards, and easy access to local amenities, making them perfect for those seeking a comfortable lifestyle.

With its proximity to major highways, shopping centers, and top-rated schools, Casselberry effortlessly combines tranquility with accessibility. Whether you’re a first-time homebuyer or looking to settle down in a welcoming community, Casselberry, FL, is a place where dreams can flourish and homes come alive. Explore the possibilities today and discover why so many choose to call this enchanting city home!

Newest Casselberry Homes with Sidewalk Exterior features

$234,900
2 Beds ⋅ 2 Baths ⋅ Deer Run Unit 14b SubDv. ⋅ 32707 Zip Code
Virtually Staged. Dreams Do Come True... By You Know Who! Bring your DPA, FHA, VA offers! WATERFRONT VIEWS • TWO PRIMARY SUITES • EXPANSIVE SCREENED LANAI Wake up every day to peaceful water views and the feeling of your own private retreat! Nestled among mature trees and lush landscaping, this beautifully maintained waterfront townhome offers the perfect blend of comfort, privacy, and low-maintenance living. Designed with flexibility in mind, this spacious residence features two private primary suites—one conveniently located on the first floor and another upstairs, making it ideal for guests, roommates, or multigenerational living. The heart of the home is an open-concept Great Room where oversized sliding glass doors frame the tranquil pond and flood the living space with natural light. Step outside to the massive screened lanai, an incredible extension of your living space that's perfect for morning coffee, evening wine, outdoor dining, or simply relaxing while enjoying the calming sights and sounds of nature. The kitchen shines with brand-new premium stainless steel appliances, all still under transferable warranty, plus a sunny breakfast nook for casual meals. A generous dining area easily accommodates family dinners and holiday gatherings while overlooking the beautiful waterfront scenery. Additional features include an in-unit washer and dryer, outdoor storage closet, and carefree living with exterior maintenance handled for you. The community offers outstanding amenities including a sparkling swimming pool, clubhouse, and resurfaced tennis courts—giving you the lifestyle you deserve without spending your weekends doing yard work. Whether you're searching for your primary residence, a seasonal escape, or a smart investment, this waterfront gem delivers the perfect combination of peaceful surroundings, resort-style amenities, and everyday convenience. Don't miss your opportunity to own a slice of paradise!

4008 W Maryland Place, 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
$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
$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, 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
$390,000
3 Beds ⋅ 4 Baths ⋅ Legacy Park Residential Townhome A Rep SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to a residence where timeless design, effortless convenience, and an unbeatable Central Florida location come together in perfect harmony. This luxurious three-story townhome offers 3 spacious bedrooms, 2 full bathrooms, and 2 half bathrooms, delivering a lifestyle defined by elegance, comfort, and modern functionality. From the moment you enter, you'll appreciate the home's refined craftsmanship and attention to detail. Rich, high-end flooring in your living and bedroom areas, designer lighting, upscale finishes, and carefully curated décor create an atmosphere that is both timeless and inviting. The expansive open-concept floor plan allows the kitchen, dining, and living spaces to flow seamlessly together, making this home ideal for entertaining, hosting family gatherings, or simply enjoying everyday life in style. It's a second-story that speaks for itself! The gourmet kitchen serves as the centerpiece of the home, featuring premium cabinetry, quality countertops, stainless steel appliances, and generous prep space that will impress even the most discerning chef. Each level of the home has been thoughtfully designed to maximize privacy while maintaining an open and connected feel throughout. Perfectly positioned in Seminole County, one of Central Florida's most desirable counties, this home offers the rare combination of an outstanding location with exceptional value. Casselberry continues to attract homeowners seeking a vibrant community, excellent parks, convenient shopping, and quick access to everything the Orlando area has to offerall while remaining one of the region's most affordable places to enjoy a luxury lifestyle. The city's central location places residents within easy reach of Downtown Orlando, Winter Park, Lake Mary, Altamonte Springs, and the area's top employment centers, with U.S. Highway 17-92 and State Road 436 providing seamless connectivity throughout Central Florida. Outdoor enthusiasts will appreciate the abundance of nearby recreation, including the beautiful Secret Lake Park and Lake Concord Park, where scenic walking trails, lakeside views, playgrounds, sporting facilities, community events, and the city's vibrant arts district create endless opportunities to enjoy Florida's year-round sunshine. When it's time to dine, you're surrounded by an impressive collection of local favorites. Enjoy authentic Cuban cuisine at Cubans On The Run, fresh Mediterranean dishes at Aladdin's Café, award-winning sushi at WA SUSHI, or an unforgettable evening at Colorado Fondue Company. Shopping is equally convenient with nearby retail centers, grocery stores, boutiques, and everyday conveniences just minutes from your doorstep. Whether commuting via State Road 436, U.S. Highway 17-92, Interstate 4, or State Road 417, you'll enjoy exceptional accessibility to Orlando International Airport, Downtown Orlando, Winter Park, area hospitals, beaches, and Central Florida's world-famous attractions. This is more than just a townhome, it's an opportunity to experience luxury living in one of Seminole County's most conveniently located communities. Schedule your private showing today and discover why this extraordinary home is the perfect place to elevate your lifestyle.

1569 Cloverbay Lane, Casselberry
$479,900
4 Beds ⋅ 2 Baths ⋅ Deer Run Unit 9a SubDv. ⋅ 32707 Zip Code
Move right into this beautifully updated 4-bedroom, 2-bath pool home in sought-after Clubhouse Point at Deer Run! From the moment you arrive, you'll love the inviting curb appeal featuring elegant stone accents, a new garage door, double-pane windows, a charming covered front porch, and a modern glass front door. Inside, high ceilings, an open-concept layout, and stylish laminate flooring create a bright, welcoming atmosphere. The updated kitchen is the heart of the home, showcasing granite countertops, wood cabinetry with pull-out drawers, stainless steel appliances, a farmhouse sink, and a spacious breakfast bar overlooking the living and dining areas. The adjoining family room features a beautifully updated electric fireplace and sliding glass doors leading to your backyard retreat. The split-bedroom floor plan offers privacy, with a spacious primary suite featuring an updated bath with granite vanity, lighted mirror, bidet, and walk-in shower. Three additional bedrooms and a beautifully renovated guest bath are located on the opposite side of the home. Step outside to your own private Florida oasis! Enjoy the new covered lanai, screened heated pool with solar cover, expansive paver patio, and a freestanding 6-person spa—perfect for relaxing or entertaining. The fully fenced backyard also includes a storage shed for added convenience. Additional highlights include smooth ceilings, granite window sills, updated lighting, ceiling fans, hardware, and major updates including the roof (2017), plumbing (2018), water heater (2019), HVAC (2022), and appliances (2023), including the washer and dryer. This home also includes AstroGuard Hurricane screens for all the windows for that added peace of mind during storm season. Located within minutes from Deer Run Community Park featuring walking trails, wildlife preservation, and a future renovated community clubhouse and less than 1 mile from Sterling Park Elementary School, one of the top-rated Seminole County schools. Conveniently situated off of Red Bug Lake Road near shopping, dining, & parks with easy access to SR 436, SR 417, and I-4, this move-in-ready home offers the perfect blend of style, comfort, and location. You don't want to miss this opportunity! Schedule your private showing today!

1501 Elf Stone Court, Casselberry
$325,000
2 Beds ⋅ 2 Baths ⋅ Sausalito Sec 3 SubDv. ⋅ 32707 Zip Code
Welcome to 670 Stanhope Drive in Casselberry, a charming home located in the desirable Sausalito community near Lake Howell. This property offers a comfortable layout with plenty of potential for a primary residence, second home, or investment property. This 2 bedroom and 2 bath home features NO flooding, new roof 2023, oversized 2 car garage and a screened in porch with a fully fenced in back yard. One of the biggest highlights is the community lifestyle. Residents enjoy access to recreational amenities including pickleball/tennis courts, a community boat ramp and dock, playground and clubhouse, making it easy to enjoy time outdoors and on the water. The community also offers optional boat and RV storage, a valuable feature for buyers who want convenient space for their recreational vehicles. Nearby listings in the same Sausalito community confirm access to a private/community boat ramp, dock and recreational facilities. Conveniently located in Casselberry with easy access to shopping, dining, schools and the greater Orlando area, this home offers a great combination of neighborhood amenities and Central Florida living. Bring your boat, RV and pickleball paddle and start enjoying the Florida lifestyle at 670 Stanhope Drive!

670 Stanhope Drive, Casselberry
$329,999
3 Beds ⋅ 2 Baths ⋅ Heftler Homes Orlando Sec One SubDv. ⋅ 32707 Zip Code
Virtually Staged. – $329,999 522 Wilshire Dr, Casselberry, FL 32707 Move-in ready 3-bedroom, 2-bath home in a fantastic Casselberry location! This beautifully updated home 1,274 sq. ft. of living space on a spacious 7,500 sq. ft. lot. Major updates have already been completed, including a new A/C (2025), new roof (2026), and fresh interior paint throughout, making this home truly move-in ready. Step outside to enjoy the large covered back porch (300 sq ft), brand-new paver patio (400 sq ft), and fully fenced back yard—great for entertaining, grilling, pets, or relaxing with family and friends. Prime location: • Walking distance to the newly renovated Casselberry Aquatics Center & Park (formerly Wirz Park) • Walking distance to the Casselberry Greenway Trail • Convenient access to shopping, dining, schools, and major highways Features: 3 Bedrooms 2 Bathrooms 1,274 Sq. Ft. 7,500 Sq. Ft. Lot New Roof (2026) New A/C (2025) Fresh Interior Paint Large Covered Back Porch Brand-New Paver Patio Fully Fenced Back Yard $329,999 Some photos have been virtually rendered.

522 Wilshire Drive, Casselberry
$599,000
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
$549,900
4 Beds ⋅ 4 Baths ⋅ Greenville Commons SubDv. ⋅ 32707 Zip Code
Welcome home to this highly sought-after Greenville Commons community in Casselberry. Filled with natural light, the Charleston Floor Plan offers 2,687 heated square feet of spacious, open, and modern design. The tile flooring throughout all living spaces on the main level, along with the kitchen featuring quartz countertops, 42” upper cabinetry, and essential appliances such as a refrigerator, microwave, dishwasher, and range. It also includes a dual sink island and a stylish backsplash. The kitchen flows into the dining area and the family/gathering room, which has sliding doors leading to the covered lanai. All bedrooms are located on the second floor, including a regular suite and the owner's suite. The owner's suite boasts two spacious walk-in closets, a dual vanity, and a stand-up shower with a glass enclosure. The laundry room is conveniently situated on the second floor. The home also features a water softener system and reverse osmosis for the drinking water. The community is ideally located just across from The Geneva School and is within minutes of downtown Orlando, as well as major roads, highways, shopping centers, restaurants, and entertainment venues. Additionally, the community offers a playground, a dog park, and scenic pond views.

1259 Ash Tree Cove, Casselberry
Start Your Search