Casselberry Homes with Playground Community Features

Casselberry Homes with Playground Community Features

Welcome to Casselberry, Florida—a hidden gem nestled in the heart of Seminole County, where suburban charm meets vibrant community living. Known for its picturesque lakes and lush green spaces, Casselberry offers residents a tranquil escape while being conveniently located just a short drive from the bustling city of Orlando. With its friendly neighborhoods, excellent schools, and a variety of parks, Casselberry is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Casselberry is its commitment to community living, particularly in neighborhoods that boast playgrounds and family-oriented amenities. Imagine stepping outside your front door to find a safe, well-maintained playground just a stone's throw away. These communities are designed with families in mind, providing children with a space to play, explore, and make lifelong memories, while parents can relax knowing their little ones are enjoying outdoor activities in a secure environment.

In addition to playgrounds, many homes in Casselberry feature spacious backyards, perfect for weekend barbecues or gardening enthusiasts. The real estate market here offers a variety of options, from charming single-family homes to modern townhouses, ensuring there’s something for everyone.

With its rich community spirit, beautiful surroundings, and family-friendly features, Casselberry is more than just a place to live; it’s a place to thrive. Come discover why so many are proud to call Casselberry home!

Newest Casselberry Homes with Playground Community Features

4 Beds ⋅ 2 Baths ⋅ Legacy Park Residential Ph 1 & 2 A Rep SubDv. ⋅ 32707 Zip Code

This cozy, single-story Centex home in Legacy Park features 4 bedrooms, 2 baths, and a split-bedroom floor plan. Recent updates include a new roof (2025), new carpet in all bedrooms (2026), updated appliances (2024), exterior paint (2024), new Carrier A/C (2023), new water heater (2023), a privacy vinyl fence (2023), and custom closet systems installed in three of the four bedrooms. The backyard was transformed in 2024 with a $35,000 improvement project, including tree and stump removal, a travertine patio, and upgraded pet-friendly turf. The turf features enhanced drainage designed for pets and a cooler surface for comfortable use by four-legged family members. Legacy Park offers low-maintenance living with lawn care included through the HOA, plus a community pool and playground. The neighborhood is also conveniently located near desirable schools, including The Geneva School (at the entrance to Legacy Park), Trinity Preparatory School and The Master’s Academy. This home is beautifully and lovingly maintained with major updates already completed, a low-maintenance yard, and an ideal location in Legacy Park. Schedule your showing today!

2217 Long Derby Way, Casselberry

3 Beds ⋅ 3 Baths ⋅ Legacy Park Residential Townhome A Rep SubDv. ⋅ 32707 Zip Code

Welcome to this beautiful corner-unit townhome in Legacy Park, offering the perfect blend of modern style, comfort, and convenience. Move-in ready and thoughtfully updated, this Casselberry townhome features a new roof, new hardwood floors, an exterior that was freshly painted last year, an open-concept floor plan, a two-car garage, generous storage, and energy-efficient design. From the moment you arrive, you’ll appreciate the inviting curb appeal and charming front porch, perfect for enjoying your morning coffee. Inside, the bright and airy floor plan is designed for both everyday living and entertaining, with a spacious great room that flows seamlessly into the stylish and functional kitchen, creating an inviting gathering space for family and friends. A large pantry just off the kitchen provides plenty of additional storage and keeps everyday essentials organized and within easy reach. Upstairs, generously sized bedrooms provide comfortable private retreats, with walk-in closets in every bedroom, a rare and valuable feature that offers exceptional storage. For added everyday convenience, the laundry is also located on the second floor alongside the bedrooms, making laundry day that much easier. Legacy Park offers an array of community amenities designed to complement the Florida lifestyle, including a community pool, yoga lawn, dog park, putting green, grilling area, and tot lot, giving residents plenty of ways to relax, stay active, and enjoy the outdoors. Conveniently located in Casselberry, Florida, this home provides easy access to SR-417 and I-4, making commuting throughout Central Florida simple while placing you just minutes from the shopping, dining, and entertainment of Oviedo and Winter Park, including Oviedo Mall, Park Avenue, and Winter Park Village. With its new roof, desirable corner-unit location, modern finishes, impressive community amenities, and convenient access to Casselberry, Oviedo, Winter Park, and the greater Orlando area, this nearly new townhome offers the benefits of newer construction without the wait and is ready to welcome you home.

684 Hopemore Place, Casselberry

4 Beds ⋅ 2 Baths ⋅ Legacy Park Residential Ph 1 & 2 A Rep SubDv. ⋅ 32707 Zip Code

Welcome home to 624 Legacy Park Drive in beautiful Casselberry, Florida. This 4-bedroom, 2-bath home is unique to the neighborhood being one of only a few single-story homes in Legacy Park with 4 bedrooms while also boasting its own private pool. From the moment you enter this gorgeous home you will notice the care and upkeep that could only come from having ONE owner since built in 2007. Wood-look porcelain tiles were recently laid throughout the home with complimenting tile in the bedrooms. A formal dining room with an additional room ready for an office, study, den, or playroom. The split bedroom layout is ideal for separating any noise or commotion and retreating to the primary bedroom and ensuite. The kitchen was recently renovated with stainless steel appliances, quartz countertops, and an oversized breakfast bar that spills into the welcoming family room with plenty of space for entertaining. The layout flows from there onto the screened porch and out to the spa-inspired private pool to enjoy the Florida weather. The roof is only 7 years old! The pool was built in 2020! The kitchen and appliances were renovated in 2025! This home is ready for a new owner!

624 Legacy Park Drive, Casselberry

4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 3 SubDv. ⋅ 32707 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 141 Fairway Ten Drive in Casselberry, a spacious 4-bedroom, 2-bath home offering a comfortable layout, versatile living spaces, and an impressive selection of indoor and outdoor features. With plenty of room for everyday living and entertaining, this home combines functionality, thoughtful updates, and the relaxed Florida lifestyle. The home features a functional floor plan with a spacious living room, separate family room, breakfast nook, and kitchen, creating multiple areas for gathering and relaxation. A fireplace serves as a welcoming focal point in the family room. The primary bedroom includes a private bathroom and closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Generous windows throughout bring in natural light and create a bright, comfortable atmosphere. The property has been thoughtfully updated with important improvements for comfort and efficiency. The 5-ton central air conditioning system is only one year old, and the split-unit system was installed this year. The roof is approximately five years old, the same age as the solar panels. A whole-house water filtration system and water softener provide added convenience and improved water quality throughout the home. Outside, the property is designed for privacy, relaxation, and entertaining. The entire lot is enclosed by a 250+ foot vinyl privacy fence, creating a secure and private setting. Pavers have replaced the concrete throughout the outdoor areas, adding both visual appeal and functionality. The covered and screened patio offers a comfortable space for relaxing or entertaining and connects to the screen-enclosed in-ground saltwater pool, providing a refreshing alternative to a traditional chlorine pool. A deck, private yard, gazebo, and additional storage further enhance the outdoor space, with plenty of room for recreation, gardening, gatherings, and everyday enjoyment. A covered front porch welcomes you into the home, while the expansive fenced backyard creates a private outdoor retreat. From the updated pool area to the multiple entertaining spaces, the property offers a versatile setting for enjoying Florida's year-round outdoor lifestyle. Located in an established Casselberry neighborhood, the property offers convenient access to local parks, shopping, dining, schools, and everyday services. Major roadways including SR 436 and US 17-92 provide convenient connections throughout Seminole County and the greater Orlando area.

141 Fairway Ten Drive, Casselberry

4 Beds ⋅ 2 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code

Virtually Staged. Welcome to 420 Nantahala Ct, Casselberry, FL Welcome home to this beautifully updated 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in Casselberry. Featuring a desirable open floor plan, remodeled flooring, and a private vinyl-fenced backyard, this home offers a comfortable and inviting layout designed for both everyday living and entertaining. Step inside to a spacious living area with remodeled floors that provide a fresh, modern look and a seamless flow throughout the main living spaces. The open-concept design connects the living, dining, and kitchen areas, creating an ideal setting for family gatherings and entertaining guests. The four-bedroom, two-bathroom layout provides plenty of flexibility for family, guests, a home office, or additional living space. Enjoy the Florida lifestyle in the private backyard, enclosed by a vinyl privacy fence that provides added seclusion and creates a great space for outdoor entertaining, pets, or simply relaxing. The home also features a water softener system installed in 2019, which was professionally serviced in July 2025, providing added convenience and comfort for the next homeowners. For added peace of mind, the property is equipped with a Vivint security system featuring cameras and sensors, with the capability to connect with local first responders. The current monthly service cost is $40.00, and the remaining equipment balance is $2,066.73, with payments of $75.00 per month. The security system may convey with the property to the new owners, or, if preferred, it can be completely uninstalled prior to closing. Conveniently located near shopping, dining, parks, schools, and major roadways, 420 Nantahala Ct offers the perfect combination of updated interior living, outdoor privacy, modern conveniences, and a convenient Casselberry location. Move-in ready and thoughtfully improved, this home is ready for its next chapter. Come see everything 420 Nantahala Ct has to offer!

420 Nantahala Court, Casselberry

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

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

Secret Lake Shores SubDv. ⋅ 32707 Zip Code

Virtually Staged. Rare 0.91-acre Secret Lake waterfront homesite in Casselberry with no HOA, R-12.5 residential zoning, approximately 95 feet of paved street frontage, and expansive views toward Secret Lake Park. The current boundary/topographic survey identifies approximately 6949 sq. ft. of upland, 6928 sq. ft. of wetland, and 25,640 sq. ft. of other surface waters. Significant pre-development due diligence has been completed: FDEP Formal Determination No. 0426404-001-FD establishes wetland and surface water boundaries through January 26, 2028; an environmental report, geotechnical exploration, tree study, 3D-drone mapping, and conceptual architectural plans for a 2,416 sq. ft. conditioned residence are available for review. Seller reports city water, public sewer, reclaimed water, fiber internet, and underground electric are available at the frontage. Buyer must independently verify availability, connection requirements, capacity, fees, zoning, setbacks, floodplain requirements, wetlands, permits, foundation design, and intended use. Convenient to Secret Lake Park, Casselberry City Hall/Lake Concord, Cross Seminole Trail access, shopping, dining, and recreation. Conceptual plans are not permitted or approved, and no representation is made that any particular design or development approval is guaranteed. Reclaimed water is reported available at the frontage but is not connected; buyer to independently verify availability, capacity, connection requirement and fees.

233 Secret Way, Casselberry

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. Decorate vernada in the front with flowers, coffee table at the front entrance or enjoy the spacious large sun-room in the back. 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

2 Beds ⋅ 2 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code

Welcome to easy Florida living in this spacious first-floor 2-bedroom, 2-bath condo in the desirable Oxford Square community of Casselberry. With approximately 1,126 square feet, the thoughtfully designed layout offers comfortable living and dining spaces, generous bedrooms, and the convenience of single-level living. The kitchen features granite countertops, while the screened-in patio creates a relaxing spot to enjoy your morning coffee or unwind at the end of the day. Community amenities add to the appeal, with a pool, fitness center, clubhouse and tennis facilities available for residents. The location puts everyday conveniences, shopping, dining, recreation and major Central Florida roadways within easy reach, making trips throughout Casselberry, Winter Park, Maitland, Altamonte Springs and surrounding areas convenient. Whether you're looking for a comfortable primary residence, a low-maintenance Florida lifestyle or an investment opportunity, this condo offers a compelling combination of space, amenities and location. Come see why 648 Kenwick Circle deserves a place on your must-see list!

648 Kenwick Circle Unit 102, Casselberry

4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 04 SubDv. ⋅ 32707 Zip Code

Some homes simply check the boxes. Others invite you to slow down, settle in, and imagine the life waiting for you inside. Welcome to 304 Shadow Oak Drive—a thoughtfully designed single-story, 4-bedroom, 2-bathroom pool home nestled in one of Casselberry's established communities, where abundant natural light, generous living spaces, and timeless character come together. As you step through the front door, you're welcomed by an open, airy atmosphere filled with sunshine streaming through oversized windows. The spacious living room draws you in with its warm gas fireplace, creating an inviting focal point for cozy evenings, gatherings, or quiet moments of relaxation. Designed with a desirable split-bedroom floor plan, the home offers a functional layout that balances openness with privacy. The expansive dining area provides exceptional flexibility for everyday dining, entertaining, or special occasions, while the adjoining living spaces flow seamlessly, creating an inviting environment for both everyday living and hosting guests. Tucked away for added privacy, the spacious primary suite serves as a peaceful retreat at the end of the day—a comfortable space to relax, recharge, and make your own. The additional bedrooms offer flexibility for a variety of needs, while the thoughtful floor plan makes the home feel both spacious and connected. Step outside and discover what truly makes this property shine. The backyard unfolds into your own private Florida oasis, where the sparkling in-ground swimming pool and attached spa invite you to unwind beneath the Florida sunshine. Surrounded by a fully fenced backyard, this outdoor space offers the perfect setting for entertaining, relaxing, gardening, or simply enjoying the year-round Florida lifestyle. Whether you're hosting weekend barbecues, gathering around the pool, or savoring a quiet morning outdoors, this backyard was designed to be enjoyed. A large driveway provides ample parking for multiple vehicles and guests, while the low HOA adds convenience within this well-established neighborhood. Ideally located in the heart of Casselberry, Florida, this home offers convenient access to Red Bug Lake Road, State Road 436, US Highway 17-92, Interstate 4, and SR-417, placing you just minutes from Winter Park, Altamonte Springs, Longwood, Lake Mary, Downtown Orlando, Orlando Sanford International Airport, shopping, dining, parks, recreation, grocery stores and everyday conveniences. If you've been searching for a single-story pool home in Casselberry with 4 bedrooms, 2 bathrooms, a split floor plan, a gas fireplace, a fully fenced backyard, low HOA, and generous living spaces, 304 Shadow Oak Drive offers the perfect opportunity to add your own personal style while enjoying all the comfort, space, and convenience this Central Florida location has to offer. Schedule your private showing today and experience everything 304 Shadow Oak Drive has to offer today.

304 Shadow Oak Drive, Casselberry

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

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