Casselberry Homes with Playground Amenities

Casselberry Homes with Playground Amenities

Welcome to Casselberry, Florida, a vibrant gem nestled in Seminole County that perfectly blends suburban tranquility with urban convenience. Known for its lush parks, scenic lakes, and a close-knit community feel, Casselberry offers an idyllic setting for families and individuals alike. With a rich history and a commitment to preserving its natural beauty, this city is a fantastic place to call home.

One of the standout features of Casselberry is its family-friendly atmosphere, which is exemplified by the abundance of homes with playground amenities. Imagine living in a neighborhood where your children can play freely just steps from your front door. These homes often come with well-maintained playgrounds, ensuring that your little ones have a safe and fun environment to explore and make lasting memories.

In addition to playgrounds, residents enjoy easy access to Casselberry's numerous parks and recreational facilities, including the popular Casselberry Golf Club and the serene Secret Lake Park, where you can enjoy picnics, walking trails, and beautiful lake views. The community is also home to a variety of shopping and dining options, making everyday errands a breeze.

Whether you’re looking for a cozy single-family home or a spacious townhouse, Casselberry’s real estate market has something to suit every taste and budget. With its welcoming community, excellent schools, and delightful amenities, Casselberry is not just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting city today!

Newest Casselberry Homes with Playground Amenities

$325,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Townhouse SubDv. ⋅ 32730 Zip Code
Located in the quiet community of Lake of the Woods, convenient to shopping and major highways. The "Birch" is corner unit and all on one floor. It has 3 Bedroom, 2 Baths, eat-in-kitchen, screened porch, large courtyard and two car garage. Amenities include a lakefront pool, clubhouse, playground, fishing pier, fitness center, basketball and tennis courts.

661 Woodridge Drive, Fern Park
$260,000
2 Beds ⋅ 2 Baths ⋅ Sausalito SubDv. ⋅ 32707 Zip Code
Welcome to this charming one-story condo offering comfortable, easy living with an inviting open floor plan and a desirable view of the community pool. Featuring 2 bedrooms and 2 baths, this home also includes a double carport for convenient covered parking. The fully enclosed porch adds valuable living space, complete with a vaulted ceiling and laundry facilities. The well-appointed kitchen features white appliances, solid-surface countertops, and a stunning tiled accent wall, while the oversized breakfast-bar island creates the perfect gathering spot for meals, entertaining, or casual conversation. With its versatile living spaces, thoughtful layout, and poolside outlook, this condo is ready to welcome you home.

638 Sausalito Boulevard Unit B5, Casselberry
$342,999
3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code
Welcome home to this beautifully maintained 2022 end-unit townhome in the desirable Legacy Place community! Offering 3 bedrooms, 2.5 bathrooms, a versatile loft, and a private patio, this move-in-ready home showcases true pride of ownership while delivering exceptional value. Step inside to a bright, open-concept floor plan filled with natural light from energy-efficient double-pane tinted windows. The chef-inspired kitchen is the heart of the home, featuring 42-inch shaker-style cabinetry, granite countertops, a spacious center island, walk-in pantry, stainless steel appliances, and stylish LED track lighting. Ceramic tile flooring flows throughout the main living areas, kitchen, and bathrooms, creating a clean, modern feel. The spacious primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual vanities and a walk-in shower. A split-bedroom layout provides added comfort and privacy for family members or overnight guests, while the upstairs loft offers flexible space for a home office, media room, or play area. Enjoy peaceful mornings and relaxing evenings on your private patio overlooking the conservation area and walking trail, with no rear neighbors for added privacy. The home is equipped with an ADT Smart Home Security System and a Rain Soft whole-home water filtration system for added comfort and peace of mind. Additional features include a one-car garage with private driveway parking, a high-capacity smart front-load washer and dryer, a second refrigerator in the garage, and all drapes and window treatments. Residents enjoy a low HOA that includes lawn maintenance, along with outstanding community amenities including a playground, dog park, yoga lawn, picnic area, putting green, and scenic walking trails. Conveniently located near shopping, dining, SR 417, and the Cross Seminole Trail, and zoned for top-rated Seminole County schools, this exceptional home offers the perfect blend of style, comfort, convenience, and low-maintenance living. Don't miss your opportunity to own one of Legacy Place's most desirable end-unit homes! Schedule your private showing today!

1610 Grand Rue Drive, Casselberry
$449,000
3 Beds ⋅ 2 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this beautifully updated **3-bedroom, 2-bath pool home, Roof (2022)** offering the perfect combination of comfort, style, and convenience, all in a desirable **NO-HOA community**. Step inside to a bright, freshly painted interior featuring **luxury vinyl plank flooring throughout**. The thoughtfully designed floor plan includes a cozy family room, separate dining room, and a versatile **office/flex room**, providing plenty of space for both everyday living and working from home. The **upgraded kitchen** is sure to impress with beautiful **quartz countertops, new cabinetry, and stainless steel appliances**, creating a clean and modern space for cooking and entertaining. Step outside and enjoy your own private Florida retreat. The **covered patio overlooks a resurfaced swimming pool**, surrounded by beautiful palms, mature trees, and a variety of fruit trees that create a peaceful and relaxing atmosphere. The **fully fenced backyard** offers added privacy and plenty of room for entertaining, pets, gardening, or simply enjoying the outdoors. Additional highlights include a **2022 roof, 2-car garage, paved driveway, and fresh interior and exterior paint**, making this home truly move-in ready. The location adds even more appeal. **Walk or bike to Dew Drop Park**, reach **Wirz Park in approximately six minutes**, or enjoy a round at **Casselberry Golf Club just eight minutes away**. The home is also conveniently located near **Casselberry Elementary School and South Seminole Academy**, as well as restaurants, grocery stores, shopping, and everyday conveniences. With its **updated interior, private pool, NO HOA, spacious fenced backyard, and convenient Casselberry location**, this beautifully cared-for home offers everything you need to enjoy the Florida lifestyle. **Schedule your private showing today!**

1442 Canterbury Circle, Casselberry
$333,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Virtually Staged. Located in the quiet community of Lake of the Woods, convenient to shopping and major highways. The "Birch" is a one story corner unit featuring three Bedrooms, two Baths, eat-in-kitchen, large courtyard and two car garage. Many recent renovations and upgrades including new roof HVAC, HWH, re-piping, and others. Amenities include a lakefront pool, fishing pier, basketball and tennis courts, playground and picnic area, fitness center, sauna and clubhouse.

635 Woodridge Dr, Fern Park
$137,000
1 Beds ⋅ 1 Baths ⋅ Cabana Key A Condo SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this first-floor, 1-bedroom, 1-bathroom condo located in the gated community of Cabana Key. This unit offers a functional open layout and a desirable location within the community, with views of the pool and amenities. The unit is in move in conditions, giving the next owner the opportunity to update and personalize it to their taste. Most importantly, it is PRICED TO SELL and positioned as an excellent value for a buyer looking for an affordable home or investment opportunity. Enjoy Cabana Key’s community amenities, including a swimming pool, clubhouse, fitness center, playground, and gated entrance. Recent improvements to the complex include newer roofs, composite siding, exterior paint, energy-efficient windows, refreshed landscaping, and a resurfaced asphalt parking lot. Centrally located in Casselberry with convenient access to UCF, Seminole State College, Full Sail University, Red Bug Lake Park, restaurants, grocery stores, SR 436, and the 417 Expressway. Whether you're looking for your own place or an investment property, this first-floor condo offers location, convenience, and value. Priced for a quick sale—schedule your showing today!

3740 Idlebrook Circle Unit 102, 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
$309,900
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 09 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome to 805 Westwind Lane, a spacious 3-bedroom, 3-bathroom townhome located in the desirable Lake of the Woods community of Fern Park. Each bedroom features its own private bathroom, including a convenient first-floor bedroom that may serve as a primary suite, guest retreat, or flexible home office. A private entrance and inviting courtyard create a warm welcome, while the eat-in kitchen offers generous counter space and plenty of room for casual dining. Sliding glass doors throughout the first level fill the living spaces with natural light and provide easy access to the outdoor areas. Upstairs, a distinctive landing with high-set windows offers an elevated view of the surrounding scenery and leads to two additional spacious bedrooms, each with its own en suite bathroom. The home also features an enclosed screened porch, an attached two-car garage, a newer A/C system installed in 2022, and a new roof completed in 2025. Residents enjoy access to an expansive community pool and clubhouse with a fitness room, sauna, billiards room, and grand ballroom. The home may also be purchased furnished, offering added convenience for a seasonal residence or move-in-ready lifestyle. Conveniently located near shopping, dining, entertainment, sports venues, and Central Florida’s renowned attractions. Schedule your private tour today and discover everything this exceptional townhome and community.

805 Westwind Lane, Fern Park
$256,000
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Discover the lifestyle and convenience of Lake of the Woods in this inviting 2-bedroom, 2-bath home tucked away on a quiet dead-end street. The open living and dining area features a cathedral ceiling and flows seamlessly to a screened porch, creating a comfortable space to relax or entertain. Both bedrooms offer generous walk-in closets, and one includes a built-in wall unit with abundant shelving and cabinetry—ideal for storage, a home office, or hobby space. A private paved courtyard adds charm and curb appeal, while the 1-car garage provides everyday convenience. Buyers will also appreciate that the special assessment for the new roof installed in 2025 will be paid in full at closing. Lake of the Woods offers resort-style amenities, including an Olympic-size lakefront pool, kiddie pool, tennis courts, basketball court, playground, fishing dock, fitness center, library, game room, and a large, recently renovated clubhouse with a full kitchen available for residents to rent. Ideally located between Maitland, Altamonte Springs, and Casselberry, this home provides easy access to the Sun Rail station, I-4, SR 414, and SR 436, with convenience stores within walking distance and a variety of restaurants and shopping centers nearby.

602 Woodridge Drive, Casselberry
$205,000
3 Beds ⋅ 2 Baths ⋅ Cabana Key A Condo SubDv. ⋅ 32707 Zip Code
Welcome to Cabana Key, a highly desirable gated community in the heart of Casselberry where comfort, convenience and lifestyle come together. This beautifully updated condo is move-in ready and features modern upgrades throughout, including stainless steel appliances, updated cabinetry, refreshed bathrooms, an in-unit washer and dryer, and durable flooring with no carpet. Residents of Cabana Key enjoy access to gated community amenities, including a sparkling resort-style pool, fitness center and playground, all designed to enhance everyday living. The HOA adds exceptional value by covering trash service and exterior building maintenance, including roof replacement, helping to keep ownership costs low and maintenance responsibilities to a minimum. The location is second to none, with an abundance of restaurants, shopping, grocery stores and daily conveniences located just minutes away. Commuters will also love the quick and easy access to SR 417, providing seamless connectivity throughout Central Florida. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this home offers outstanding value in one of Casselberry's most convenient and desirable communities. Don't miss your chance to enjoy low-maintenance living in Cabana Key, where everything you need is just minutes from your front door. Some photos have been virtually staged to illustrate the potential use and layout of the home. Furnishings and décor shown are for illustrative purposes only and are not included in the sale.

3716 Idlebrook Circle Unit 212, Casselberry
$399,500
4 Beds ⋅ 2 Baths ⋅ Sterling Park SubDv. ⋅ 32707 Zip Code
So much house for the money with this large 4 bedroom 2 bath home inside a quiet cul de sac location only minutes to Maitland, Winter Springs Winter Park and downtown Orlando. As you enter, you'll immediately notice the soaring ceilings in the spacious great room area along with the oversized pass-through breakfast bar that connects the kitchen to the dining room. All bedrooms are generously sized, especially the primary suite, which features a large vanity and a separate glass-enclosed shower. Newer luxury vinyl plank flooring extends throughout several of the bedrooms, while tile flooring leads from the entryway through the kitchen and informal dining area—meaning there is no carpet anywhere in the home. The kitchen offers abundant cabinet and counter space, a large walk-in pantry, and newer stainless steel appliances. Just beyond the Living room, a 20-foot screened porch provides the perfect setting for morning coffee, outdoor dining, and weekend grilling. Storage is plentiful with an attic access stairwell, built-in garage shelving plus workbench and a 12' x 10' aluminum shed that can easily accommodate tools, equipment, and outdoor gear. Recent updates include a High-efficiency Carrier A/C system (less than 5 years old), a Side-by-side refrigerator with ice and water dispenser in the door (less than 2 years old), A Newer shingle roof (2021), Luxury vinyl tile flooring (2024), All new exterior paint (2026), Epoxy garage floor, washer and dryer, plus paddle fans throughout the whole home. Residents of Sterling Park enjoy access to a community picnic and playground area, a secure swimming pool, and a basketball court. 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 one today!

298 Quail Court, Casselberry
$560,000
5 Beds ⋅ 3 Baths ⋅ Oakhurst Reserve Unit One SubDv. ⋅ 32707 Zip Code
Inside the gated community of Oakhurst Reserve, step into this inviting single-story home to discover a spacious open living-room and dining-room combo. The first hallway to the right leads to a large primary bedroom, with an attached bathroom and a large walk-in closet! Past the well-appointed kitchen, with ample cabinet space and modern appliances, is a second hallway to the right. This hallway leads down to three more rooms (two carpeted bedrooms, and the third bonus room), as well as a second full bathroom. Toward the back of the house is an additional entertainment room, which shares an open concept with the kitchen. Beyond that is a third hallway, with an additional two bedrooms and a third full bathroom. This addition makes the house ideal for multi-generational living. This home has many updates, including new windows throughout, flooring and screened in lanai all done in 2024. As well as a water heater installed in 2022, a roof in 2021, and a Lennox 23 SEER HVAC system in 2020, ensuring worry-free living for years to come. The fenced backyard offers privacy and space for outdoor activities, making it ideal for entertaining guests or simply relaxing in the sunshine. Furthermore, the property includes an 8x12 storage shed, offering 100sq/ft of storage space to keep all your lawn equipment neatly organized, ensuring that your garage remains free for parking your cars. The Rainsoft EC5 water treatment system, valued at approximately $7500, will remain with the house. This system provides added value and convenience for the new homeowners, ensuring clean and fresh water throughout the home. The home is only a few houses down the street from the beautiful community pool and playground.

1737 Setting Sun Loop, Casselberry
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