Casselberry Homes with Sidewalks Community Features

Casselberry Homes with Sidewalks Community Features

Welcome to Casselberry, Florida – a hidden gem nestled in the heart of Seminole County. Known for its beautiful landscapes and vibrant community spirit, Casselberry offers a unique blend of suburban charm and urban convenience. Just a short drive from the bustling city of Orlando, residents enjoy easy access to world-class dining, shopping, and entertainment, while still relishing the tranquility of a close-knit community.

One of the standout features of Casselberry is its commitment to creating family-friendly neighborhoods, particularly in areas with homes that boast sidewalks. These community-focused features encourage outdoor activities and foster connections among neighbors. Imagine evening strolls along tree-lined streets, where children can safely ride their bikes and families can enjoy leisurely walks. The sidewalks not only enhance the aesthetics of the neighborhood but also promote an active lifestyle, making it easy for residents to engage with the beautiful parks and recreational facilities that Casselberry is known for.

From cozy single-family homes to modern townhouses, the real estate market in Casselberry caters to a variety of lifestyles and budgets. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a welcoming home that fits your needs. With its rich array of amenities, including parks, lakes, and community events, Casselberry truly embodies the essence of Florida living. Discover the charm of this delightful city and find your dream home in a neighborhood where sidewalks lead to a sense of belonging and community pride.

Newest Casselberry Homes with Sidewalks Community Features

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

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

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

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

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

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

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

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

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

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

4 Beds ⋅ 4 Baths ⋅ Oakhurst Reserve Unit Two SubDv. ⋅ 32707 Zip Code

Welcome to this spacious and light-filled 4-bedroom, 3.5-bath POOL home located in the gated community of Oakhurst Reserve. With all bedrooms conveniently located upstairs and an ideal layout for both everyday living and entertainment, this two-story home offers room to spread out and enjoy Florida living. Tile flooring flows throughout the downstairs living areas. The open living and dining room combination welcomes you upon entry and is adjacent to a bonus room (currently used as private office) with views of the covered front porch. An abundance of windows throughout fill the home with natural light, creating a bright and inviting atmosphere. The heart of the home is the open kitchen, dinette, and family room combination overlooking the pool and backyard. The kitchen features plenty of cabinetry, a stainless appliance package, a large center island, and additional prep area that can serve as a breakfast bar, coffee station, or desk space. The adjoining dinette with bay window offers the perfect spot for casual dining while enjoying views of the backyard oasis from the family room. Upstairs, the spacious primary suite offers a relaxing retreat with a garden tub, separate shower, double vanities, and a private water closet. Bedroom two features its own ensuite bath with tub/shower combination and single vanity, while bedroom three enjoys direct access to the shared hall bath. An upstairs laundry room adds convenience to daily life. Outside, enjoy your own private backyard retreat featuring a sparkling pool with water feature, paver deck, covered patio, and a large fully fenced yard with plenty of room for pets, play, or gardening. ROOF 2018, A/C 2023, WATER HEATER 2024 Residents of Oakhurst Reserve enjoy the security of a GATED entrance along with community amenities including a pool, playground, and shaded pavilion area. Ideally located near top-rated schools, Red Bug Lake Park, shopping, dining, banking, hospitals and major roadways, this home offers the perfect blend of comfort, convenience, and Florida lifestyle.

2013 Crossvine Lane, Casselberry

3 Beds ⋅ 3 Baths ⋅ Summerhill Ph 2 SubDv. ⋅ 32707 Zip Code

Virtually Staged. Welcome to this beautifully maintained 1,406-square-foot townhouse with 3 bedrooms and 2.5 bathrooms. Both bathrooms have been remodeled. Experience serene living with a truly low-maintenance lifestyle in the heart of Casselberry! Comfortable and Flexible are the words that best describe the layout. Located just a short walk to Red Bug Lake Park with tennis/basketball courts, soccer/baseball fields, and playgrounds, and zoned for top-rated Seminole County schools. Community amenities include a pool, a clubhouse, and well-maintained landscaping. Recent community upgrades include newly paved roads and an updated pool & clubhouse. Convenient to major roads, restaurants, and shopping. Centrally located near top-rated schools, Red Bug Lake Park, Altamonte & Oviedo Malls, I-4, 417, and more. Don’t miss this great opportunity—schedule your showing today!

2901 Wareham Court, Casselberry

Start Your Search