Casselberry Homes with Sidewalks Community Features

Casselberry Homes with Sidewalks Community Features

Welcome to Casselberry, a charming city located in Seminole County, Florida. Known for its picturesque landscapes and friendly community, Casselberry offers a perfect blend of suburban tranquility and urban convenience.

One of the standout features of Casselberry is its Homes with Sidewalks Community. Perfect for families, walkers, joggers, and cyclists, this community provides a safe and inviting environment for outdoor activities. Whether you're taking a leisurely stroll or going for a morning run, having sidewalks in your neighborhood adds to the overall quality of life and promotes a sense of community.

In addition to its community features, Casselberry boasts a variety of amenities, including parks, shopping centers, and dining options. Residents can enjoy the natural beauty of Lake Howell or explore the local art scene at the Casselberry Art House. With easy access to major highways and top-rated schools, Casselberry is an ideal place to call home for individuals and families alike.

If you're looking for a place that offers a perfect mix of small-town charm and modern conveniences, Casselberry is the place to be. Come and discover all that this vibrant city has to offer!

Newest Casselberry Homes with Sidewalks Community Features

$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
$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
$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
$330,000
4 Beds ⋅ 2 Baths ⋅ Laurelwood SubDv. ⋅ 32730 Zip Code
Welcome to 2510 Driftwood Drive, Fern Park, FL! Nestled on a spacious corner lot, this charming single-family home offers the perfect blend of comfort, convenience, and location. Whether you're a first-time homebuyer, growing family, or investor, you'll appreciate everything about this property! Ideally situated just minutes from a variety of shopping, dining, and everyday conveniences, you'll enjoy easy access to local favorites while still being tucked away in an established neighborhood. Outdoor enthusiasts will love the nearby lakes, parks, and recreational opportunities that make Central Florida living so desirable. Families will appreciate the home's location within highly regarded Seminole County schools, known for their strong academic reputation. With its desirable corner-lot setting, convenient location, and access to excellent schools, parks, and local amenities, 2510 Driftwood Drive is a wonderful opportunity to call home. Schedule your private showing with Thomas today and discover all that this Fern Park gem has for you!

2510 Driftwood Drive, Fern Park
$135,000
1 Beds ⋅ 1 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code
Ground floor one -Bedroom, 1-Bath Condo in the Oxford Square Community of Casselberry! This charming first-floor condo has all kitchen appliances, plus a washer and dryer. The property has been well maintained and features a recently replaced roof, a new flooring, ceramic tile flooring throughout, and is in great condition. The HOA fee includes water, trash collection, exterior maintenance, and access to community amenities, including two swimming pools, a community center, and tennis courts. Don't miss this excellent opportunity to own your home. This property is move-in-ready home in a desirable location! Close to main roads, UCF, shopping in winter park and only a short drive to downtown Orlando Business district.

660 Kenwick Circle Unit 104, Casselberry
$550,000
4 Beds ⋅ 2 Baths ⋅ Reserve At Legacy Park SubDv. ⋅ 32707 Zip Code
Virtually Staged. PRICE REDUCED!!! Welcome to this beautifully maintained 4-bedroom, 2-bath home, ideally situated on a quiet cul-de-sac within a desirable gated community in Casselberry. Certificate of Occupancy issued on January 8, 2018, this move-in-ready home offers an open-concept floor plan on a spacious 0.30-acre conservation lot with no rear neighbors, providing exceptional privacy and peaceful views. The spacious primary suite features a custom walk-in closet and a luxurious spa-inspired en-suite bathroom complete with an oversized super shower. Additional highlights include an elegant 8-foot glass front entry door, a two-car garage with overhead storage, and a professionally maintained lawn. Enjoy modern living with smart and energy-efficient features, including a Ring® video doorbell, smart thermostat, and automated irrigation system. Residents also have access to outstanding community amenities, including a resort-style swimming pool, playground, and dog park. Conveniently located near The Geneva School, top-rated Seminole County public schools, shopping, dining, parks, and major commuter routes, this owner-occupied home has been meticulously cared for and shows true pride of ownership. Don't miss this exceptional opportunity—schedule your private tour today.

2501 Civitas Place, Casselberry
$299,900
2 Beds ⋅ 3 Baths ⋅ Cassel Creek Ph 1 SubDv. ⋅ 32707 Zip Code
Welcome to 2577 Derbyshire Circle, a beautifully freshly painted 2-bedroom, 2½-bath townhome offering 1,768 square feet of comfortable living space in the desirable Cassel Creek community of Casselberry. This spacious two-story home offers a warm and inviting floor plan designed for both everyday living and entertaining. The generous living room is highlighted by a wood-burning fireplace, creating a cozy focal point for relaxing evenings at home. Large windows fill the living and dining areas with natural light, creating a bright, open atmosphere. The spacious kitchen offers abundant cabinet storage and generous countertop space, making meal preparation and entertaining both convenient and enjoyable. A convenient half bath on the main level is perfect for guests. Upstairs, you'll find two generously sized bedrooms, each with its own private full bathroom, providing comfort and privacy for family members or overnight guests. Fresh interior paint gives the home a clean, updated look, making it truly move-in ready. Whether you're looking for your first home, downsizing, or searching for an excellent investment opportunity, this townhome offers the perfect combination of comfort, functionality, and value. Located in the established Cassel Creek community, residents enjoy a low-maintenance lifestyle with convenient access to shopping, restaurants, medical facilities, parks, and major roadways, making it easy to enjoy everything Central Florida has to offer. With its spacious layout, wood-burning fireplace, fresh interior paint, and outstanding location, 2577 Derbyshire Circle is ready to welcome its next owner. Schedule your private showing today!

2577 Derbyshire Circle, Casselberry
$274,900
2 Beds ⋅ 3 Baths ⋅ Summerhill Ph 2 SubDv. ⋅ 32707 Zip Code
Welcome home to the highly desirable Summerhill community in Casselberry! This charming townhome offers 2 spacious bedrooms, 2.5 bathrooms, and 1,223 square feet of comfortable living space, complete with inviting interiors and a private backyard retreat. Major updates include a new roof in 2024 and fresh exterior paint, offering peace of mind and curb appeal. Step inside to a bright and airy living room filled with natural light from two large picture windows. The thoughtfully designed layout flows into the dining area, which overlooks and opens to the private backyard—perfect for relaxing or entertaining. The kitchen offers ample cabinet storage and comes fully equipped with all appliances included. Conveniently located in the kitchen is a laundry closet with washer and dryer, both conveying in as-is condition. Enjoy your own outdoor oasis featuring a brick patio, decorative planters, and a fully fenced backyard with a private gate—ideal for morning coffee, gardening, or unwinding at the end of the day. Upstairs, a winding staircase leads to two spacious en-suite bedrooms, providing privacy and comfort. One bathroom features a tub/shower combination, while the other offers a walk-in shower. Residents of Summerhill enjoy access to a beautiful community pool with a large covered cabana, low-maintenance landscaping, irrigation, and plenty of parking. Conveniently located near Red Bug Road, this home offers easy access to shopping, dining, parks, and highly rated schools. As an added bonus, with an acceptable executed contract, the seller will install a brand-new HVAC system prior to closing.

838 Commonwealth Court, Casselberry
$239,000
3 Beds ⋅ 2 Baths ⋅ Hunters Chase Condo Ph 1 SubDv. ⋅ 32707 Zip Code
Welcome home to this beautiful, ground-floor condo tucked inside the peaceful, gated community of Hunters Chase! This desirable 3-bedroom, 2-bathroom first-floor unit offers over 1,100 sq. ft. of comfortable living space with a bright, open floor plan. The kitchen overlooks the main living area, creating an ideal layout for both daily living and entertaining. Enjoy your morning coffee or unwind in the evening on the private, screened-in rear patio which also features handy extra space. As a resident, you'll have access to fantastic community amenities, including a refreshing pool, clubhouse, and fitness center. Strategically located just off Red Bug Lake Road, you are only minutes away from Red Bug Lake Park, shopping, dining, Publix, and Starbucks, with easy access for SR-436 and the 417. Whether you are looking for a low-maintenance primary residence or a stellar investment opportunity in Seminole County, this condo is a must-see!

1141 Exceller Ct. Unit 105, Casselberry
$373,000
3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code
WHY WAIT TO BUILD when you can have your very own (almost) brand new energy-efficient home ready to move in! This townhouse features 42 Inch Upper Cabinets with Crown Molding. 15x15 Extended Ceramic Tile Flooring. Granite Countertops. Stainless Steel Kitchen Appliances. The kitchen overlooks the spacious great room making entertaining guests a breeze. Enjoy your morning cup of coffee on your front porch or covered lanai. The closet downstairs and walk-in closets in each bedroom provide plenty of storage for everyone. Legacy Place is in the desirable Casselberry submarket only a few miles from SR-417 and I-4 providing easy access to major employment centers. This charming community is a short drive to Oviedo and Winter Park shopping, dining, and entertainment including the Oviedo Mall, Park Avenue and Winter Park Village. Community amenities include a yoga lawn, dog park, putting green, grilling area, and tot lot. The energy-efficient features provide you live a healthier and quieter lifestyle while saving money on utility bills. Home comes with a Level 2 electric car charger. Buyers are motivated to sell!

964 Legacy Winds Way, Casselberry
$235,000
3 Beds ⋅ 2 Baths ⋅ Hunters Chase Condo Ph 1 SubDv. ⋅ 32707 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bath corner-unit condo in the heart of Casselberry. Offering 1,151 sq ft of bright, open living space, this move-in-ready home has been thoughtfully renovated from top to bottom. Soaring vaulted ceilings and abundant natural light give the main living area an airy, spacious feel, anchored by a cozy wood-burning fireplace — the perfect spot to relax and unwind. The kitchen is the true heart of the home, showcasing gorgeous quartz countertops and brand-new appliances, ideal for cooking, gathering, and making memories. Durable, stylish vinyl plank flooring flows seamlessly throughout for a warm, cohesive feel in every room. As an end unit, you'll enjoy added privacy and extra windows. Zoned for the highly regarded Seminole County School System, this is an ideal setting for families. The gated community offers a sparkling pool and well-kept grounds, with a monthly HOA that keeps life low-maintenance. Just minutes from Red Bug Lake Park, you'll have scenic trails, playgrounds, picnic areas, and peaceful lake views right nearby — perfect for morning walks or weekend relaxation. With easy access to shopping, dining, and major roadways, you'll enjoy the best of both worlds: a quiet, welcoming community feel with everyday convenience around the corner. Whether you're searching for your first home, your next investment, or a low-maintenance lifestyle, this condo checks all the boxes. Come see why this one feels like home.

995 Northern Dancer Way Unit 201, Casselberry
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