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. This charming city is known for its friendly atmosphere, beautiful parks, and vibrant community spirit. With a population of just over 27,000 residents, Casselberry offers a perfect blend of suburban tranquility and urban convenience. The city boasts an array of recreational facilities, including the picturesque Casselberry Golf Club and the scenic Lake Concord Park, which invites families and friends to enjoy outdoor activities and community events throughout the year.

One of the standout features of Casselberry is its commitment to creating a walkable community. Homes with sidewalks are a hallmark of many neighborhoods, encouraging residents to enjoy leisurely strolls, jogs, or bike rides through tree-lined streets. Whether you're heading to a nearby park, visiting local shops, or catching up with neighbors, the sidewalks enhance the sense of community and promote an active lifestyle.

The real estate market in Casselberry offers a diverse selection of homes, from charming single-family residences to modern townhouses, all nestled in welcoming neighborhoods. With a focus on family-friendly amenities and a strong sense of community, Casselberry is an ideal place for first-time homebuyers, growing families, and retirees alike.

Experience the warmth and charm of Casselberry, where every day feels like a breath of fresh air. With its inviting atmosphere, beautiful homes with sidewalks, and a wealth of recreational opportunities, Casselberry is not just a place to live, but a place to thrive. Come discover your new home in this delightful city today!

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
$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
$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
$615,000
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
$295,000
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
$159,000
2 Beds ⋅ 1 Baths ⋅ Cabana Key A Condo SubDv. ⋅ 32707 Zip Code
Enjoy living in this charming 2-bedroom, 1-bath first-floor condominium located in the desirable Cabana Key community. This well-maintained unit offers a screened patio perfect for relaxing, an interior laundry area, a spacious primary bedroom with a walk-in closet and separate vanity, plus an additional storage room for added convenience. Recent updates include newer windows, a new front door, a replaced patio screen, and updated flooring installed approximately one year ago. Residents of Cabana Key enjoy access to a community pool, spa, and clubhouse, creating the perfect setting for both relaxation and recreation. This home also offers convenient access to shopping, dining, and everyday essentials. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this move-in-ready condo offers comfort, and convenience.

3756 Idlebrook Circle Unit 108, Casselberry
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