Casselberry Homes with Playground Community Features

Casselberry Homes with Playground Community Features

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

One of the most sought-after features in Casselberry is its Homes with Playground Community. Families with children or anyone who enjoys outdoor activities will appreciate the convenience of having a playground right in their neighborhood. These communities provide a safe and fun environment for children to play and make new friends while allowing parents to relax and socialize with neighbors.

Living in a Homes with Playground Community in Casselberry offers residents the opportunity to enjoy a healthy and active lifestyle. Whether it's a weekend picnic with the family, a playdate with friends, or simply unwinding in the fresh air, having a playground within walking distance adds value to your property and quality to your life.

In addition to the playground amenities, Casselberry boasts a variety of parks, shopping centers, restaurants, and top-rated schools, making it an ideal place to call home. With easy access to major highways and just a short drive away from Orlando's attractions, Casselberry offers the perfect balance between tranquility and excitement.

Come and discover the beauty and convenience of living in a Homes with Playground Community in Casselberry, where every day feels like a vacation!

Newest Casselberry Homes with Playground Community Features

120 Buck Court, Casselberry
$375,000
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 6 SubDv. ⋅ 32707 Zip Code
Welcome to this inviting 3-bedroom, split-floor-plan home nestled on a quiet cul-de-sac in the desirable Deer Run community! Designed for comfortable living and entertaining, this home features a spacious living room with a vaulted ceiling and wood-burning fireplace, creating a warm and welcoming atmosphere. The living room flows seamlessly into a large Florida room, offering additional living space perfect for relaxing, entertaining guests, or enjoying the Florida lifestyle year-round. The kitchen features a convenient eat-in dining area, ideal for casual meals and everyday gatherings. The thoughtfully designed split-bedroom floor plan provides added privacy between the primary suite and secondary bedrooms. Located on a peaceful cul-de-sac, this home offers a wonderful opportunity to enjoy comfortable living in an established community. Come discover all the possibilities this Deer Run home has to offer! Conveniently located near retail, restaurants, outdoor recreation and major highways. You don't want to miss this opportunity! Schedule your private showing today!

120 Buck Court, Casselberry
635 Woodridge Drive, Fern Park
$320,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
This townhome is in the highly sought-after Lake of the Woods community in Seminole County. If you’re looking for the carefree life-style, this is it. This spacious corner unit offers the Birch floorplan with lots of natural light plus 3 Bedrooms and 2 baths in this updated home. You enter the large bricked private courtyard though an Iron Gate to the front door. Inside you’ll enter the foyer to the fully equipped eat-in kitchen with new cabinets, solid surface counters, stainless appliances, deep splash sink, and pass-thru to dining, large pantry and sliding doors to the courtyard. Spacious living room with dining area and vaulted ceiling, the family room overlooks the back yard. There are two bedrooms and a guest bath in the front of the home and the large master suite and bath is in the back. The master bath has two sinks, a shower and a walk–in closet. Other extras include a 2 car garage, washer & dryer, electric panels 2020, AC 2021, re-plumbed 2021, water heater 2024, new roof 2025 and the driveway was replaced in 2018. This townhome is conveniently located with easy access to Maitland Blvd., I-4 and major highways, near hospital, restaurants, shopping, schools, the mall and Uptown Altamonte. Beautiful community pool that overlooks the lake. The Lake of the Woods community offers great amenities, an Olympic sized pool and kiddie pool, basketball courts, clubhouse, fitness center, tennis and pickleball courts, playground, gazebo, fishing pier and a clubhouse that features an exercise room, sauna, game room with ping-pong and pool tables, a library with books, videos and puzzles. Property may be under video/audio surveillance.

635 Woodridge Drive, Fern Park
629 Woodridge Drive, Fern Park
$339,900
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
COME SEE THIS OUTSTANDING TOWNHOME - COMMUNITY POOL OVERLOOKING THE LAKE! Beautiful and spacious 3 bed 3 bath townhome (nearly 1900 SF) in the highly desired Lake of the Woods community. This is one of those little hidden-gem neighborhoods you may not even know is there - so quaint and tree-lined, mature and private! Desirable floor plan features dual master suites upstairs plus another bedroom and bath downstairs. Each bedroom has its own bathroom and walk in closet. Large eat in kitchen and separate dining room open to the courtyard, while the huge living room with volume ceilings views the private setting at the rear of the home. Bright, light and airy throughout, plus a two car garage with a new garage door. Beautifully updated with a new roof in 2025 and low HOA fees. Lake of the Woods offers great amenities owner's love including an Olympic sized pool and kiddie pool that overlook a beautiful lake, tennis/pickleball/basketball courts, playground, fishing pier, fitness room, sauna, game room and clubhouse. Seasonal gatherings throughout the year foster the strong sense of community Lake of the Woods is known for. Conveniently located close to excellent shopping and dining along SR 436, Altamonte Mall, grocery, major roads and nearby Maitland, Altamonte Springs, and Winter Park. Make this your dream home! It's worth driving by and very easy to schedule your private tour today.

629 Woodridge Drive, Fern Park
800 Westwind Lane, Fern Park
$324,900
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 09 Twnhs SubDv. ⋅ 32730 Zip Code
Virtually Staged. One or more photo(s) has been virtually staged. Welcome to this 3-bedroom, 2-bath, single-story townhome in Lake of the Woods, featuring a 2-car garage, private courtyard, screened rear patio, and a spacious, functional floor plan. A gated front courtyard creates a charming and private entrance to the home. Inside, the foyer opens to two secondary bedrooms and a full guest bath, with the kitchen located just beyond. The heart of the home is the bright, open living and dining area, offering plenty of room for everyday living and entertaining. The kitchen features white cabinetry, generous storage, stainless steel appliances, and a pass-through overlooking the main living space. Sliding glass doors from the kitchen lead to the private courtyard and covered sitting area—an inviting spot for morning coffee, outdoor dining, or simply enjoying the Florida weather. Located toward the rear of the home, the spacious primary suite includes a walk-in closet, private en-suite bath, and sliding glass doors to the covered and screened rear patio. The living room also opens to this outdoor space, creating an easy indoor-outdoor flow. Additional features include LVP flooring, an interior laundry area with washer and dryer hookups conveniently located off the kitchen, and an attached 2-car garage. Lake of the Woods offers an impressive collection of community amenities, including a swimming pool, clubhouse, fitness center, tennis and pickleball courts, playground, gazebo, and fishing pier. Conveniently located near shopping, dining, entertainment, and major roadways including SR 436, US-17/92, and I-4, the property provides easy access throughout Central Florida, including Downtown Orlando and Orlando International Airport. Offered as-is, this townhome provides an excellent opportunity to personalize a home in an established community with abundant amenities and a convenient Central Florida location.

800 Westwind Lane, Fern Park
2108 Abercorn Court, Casselberry
$285,900
2 Beds ⋅ 3 Baths ⋅ Devon Place Twnhms SubDv. ⋅ 32707 Zip Code
Devon Place Townhouse – Casselberry! Come see this well-maintained 2-bedroom, 2.5-bath townhouse with a loft located in the desirable Devon Place community in Casselberry. Offering a flexible floor plan, convenient location, and a 1-car garage, this property is a great option for either an owner-occupant or investor. The main level features tile flooring throughout and a spacious living area. The kitchen offers solid-surface countertops and stainless steel appliances, providing an attractive and functional space for everyday living. Upstairs, you’ll find two bedrooms plus a versatile loft that can be used as a home office, sitting area, playroom, or additional living space. The upstairs laundry area is conveniently located near the bedrooms. Carpet provides added comfort throughout the second floor. Enjoy easy access to SR 436, Red Bug Lake Road, and SR 417, making commuting throughout Central Florida convenient. Shopping, dining, and everyday necessities are also just minutes away. Whether you're looking for your next home or an investment property, this Devon Place townhouse offers plenty of potential. Priced to sell—schedule your showing today!

2108 Abercorn Court, Casselberry
3732 Idlebrook Circle Nw Unit 100, Casselberry
$149,500
1 Beds ⋅ 1 Baths ⋅ Cabana Key A Condo SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to Cabana Key! Turn Key Condo Beautifully renovated 1Bedroom/1 Bathroom ground-floor Condominium in a desirable gated community. Move-in-ready Condo features new flooring, new Stainless Steel appliances, a renovated kitchen, and a renovated bathroom & new electrical panel additionally new exterior siding and roof from HOA in 2025. The spacious bedroom offers a walk-in closet, while the interior utility room includes a full-size new washer and new dryer. Sliding doors lead to a covered, screened-in patio overlooking a relaxing view of common green space, and beautifully landscaped grounds, with a convenient outdoor storage closet. Cabana Key amenities Community offers a range of amenities for residents to enjoy: including a sparkling community pool, spa, fitness center and playground and clubhouse where you can gather with friends and neighbors. Conveniently located off Red Bug Lake Road near Tuskawilla and Oviedo, just one mile from Willa Springs Village and close to shopping, dining, SR 417, UCF, Valencia College, and Downtown Orlando. Easy commute to major highways - 436 or 417. Located just minutes from shopping and dining options, including popular spots like Gators Dockside, Agave Azul and Dunkin Donuts/ Baskin Robbins. For convenient grocery shopping: Walmart Neighborhood Market, Publix and Fresh Market. Down the street from Red Bug Lake Park for sports fields, playground, walking trails and more. You can enjoy the benefit of this location living nearby: Ulta, Home Goods and Oviedo Mall for shopping and movies. Turn-key, beautifully updated, and ready for its new owner! Schedule your tour today and experience the comfort and convenience of living in the gated community of Cabana Key. Listing agent is related to the seller.

3732 Idlebrook Circle Nw Unit 100, Casselberry
2217 Long Derby Way, Casselberry
$525,000
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
624 Legacy Park Drive, Casselberry
$527,000
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 Seller is willing to remove additional room to create more space if Buyer needs.*** 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
141 Fairway Ten Drive, Casselberry
$529,000
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
420 Nantahala Court, Casselberry
$359,000
4 Beds ⋅ 2 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code
Virtually Staged. Seller is very motivated to sell! Offering a $5,000 concession for the buyers!! 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. 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
638 Sausalito Boulevard Unit B5, Casselberry
$250,000
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
1610 Grand Rue Drive, 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
Start Your Search