Orlando/Chickasaw Homes with Playground Community Features

Orlando/Chickasaw Homes with Playground Community Features

Welcome to the vibrant community of Chickasaw, nestled in the heart of Orlando, Florida! Known for its friendly atmosphere and family-oriented lifestyle, Chickasaw offers a perfect blend of suburban charm and urban convenience. This thriving neighborhood is located within Orange County and is just a stone’s throw away from the excitement of downtown Orlando, making it an ideal spot for those who appreciate both tranquility and access to city amenities.

Chickasaw is renowned for its diverse range of homes, many of which are situated in communities that prioritize family-friendly features. One of the standout attractions of this area is the abundance of homes equipped with playgrounds and recreational spaces. These community features not only provide a safe and fun environment for children to play but also foster a sense of camaraderie among neighbors. Imagine watching your kids swing and slide while you engage in friendly conversations with fellow residents, all within the comfort of your community.

The lush landscapes and well-maintained parks further enhance the appeal of Chickasaw. Families can enjoy picnics, sports, and outdoor activities in the nearby green spaces, ensuring that there’s never a dull moment. With top-rated schools, shopping centers, and dining options just around the corner, Chickasaw truly offers the best of both worlds.

Whether you’re looking to settle down or invest in a property, Chickasaw’s welcoming atmosphere and community-focused amenities make it a fantastic choice for families and individuals alike. Come and discover the charm of Chickasaw – where home is more than just a place; it’s a community!

Newest Orlando/Chickasaw Homes with Playground Community Features

$424,990
3 Beds ⋅ 3 Baths ⋅ O6445491 MLS ⋅ 35 BLDG.
Under Construction. EverBe is a new master planned community where convenience and connections combine to create a new standard for home. Located in Orlando with quick access to 417 & 528, this lifestyle community will offer miles of pathways & trails, wi-fi-enabled green spaces, unique outdoor recreation areas, a fitness center, a clubhouse complex with resort pool, 2G internet, and a waterfront amenity and town center. Get excited for EverBe - everything home should ever be! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, and gathering room is finished with elegant Luxury Vinyl Plank Flooring, and the bathrooms and laundry room finished with Ceramic Tile. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

7888 Emerald Palm Street, Orlando
$424,990
3 Beds ⋅ 3 Baths ⋅ O6445123 MLS ⋅ 35 BLDG.
Under Construction. EverBe is a new master planned community where convenience and connections combine to create a new standard for home. Located in Orlando with quick access to 417 & 528, this lifestyle community will offer miles of pathways & trails, wi-fi-enabled green spaces, unique outdoor recreation areas, a fitness center, a clubhouse complex with resort pool, 2G internet, and a waterfront amenity and town center. Get excited for EverBe - everything home should ever be! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, and gathering room is finished with elegant Luxury Vinyl Plank Flooring, and the bathrooms and laundry room finished with Tile. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

7876 Emerald Palm Street, Orlando
$454,990
3 Beds ⋅ 3 Baths ⋅ O6444296 MLS ⋅ 35 BLDG.
Under Construction. EverBe is a new master planned community where convenience and connections combine to create a new standard for home. Located in Orlando with quick access to 417 & 528, this lifestyle community will offer miles of pathways & trails, wi-fi-enabled green spaces, unique outdoor recreation areas, a fitness center, a clubhouse complex with resort pool, 2G internet, and a waterfront amenity and town center. Get excited for EverBe - everything home should ever be! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor features beautiful wood-look luxury vinyl plank flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

7872 Emerald Palm Point, Orlando
$750,000
4 Beds ⋅ 4 Baths ⋅ O6440739 MLS
Welcome to 6536 Bayboro Court, where modern design, thoughtful upgrades, generous living spaces, and an incredible outdoor setup come together to create a home that truly stands apart. From the moment you walk through the front door, the soaring ceilings, abundant natural light, porcelain-style flooring, contemporary staircase, and open layout immediately set the tone. At the heart of the home is a completely redesigned kitchen completed in 2023, featuring sleek Italian cabinetry, an oversized waterfall-style island, and an impressive collection of premium Thermador appliances including separate refrigerator and freezer columns, wall oven and microwave, cooktop, wine refrigerator, built-in automatic coffee station, and custom vent hood, along with a Bosch dishwasher. This is a kitchen designed not only to look incredible, but to function beautifully for everyday living and entertaining. The spacious primary suite is conveniently located on the first floor and provides plenty of room to unwind, while upstairs you’ll find additional bedrooms along with a large loft and a dedicated theater room, creating flexible spaces for movie nights, gaming, working from home, or simply spreading out. Step outside and the home continues to impress. The expansive screened lanai and heated pool create a private outdoor retreat with plenty of covered space for relaxing, dining, entertaining, and enjoying Florida living year-round. The screened heated pool was added in 2021, complementing an approximately 44-by-36-foot screened patio and pool area shown on the floor plan. The upgrades go well beyond what you can see. Major improvements include a new roof in 2020, 16 kW Tesla solar panel system installed in 2021, two Trane variable-speed HVAC systems installed in 2024, Rheem ProTerra 65-gallon high-efficiency water heater, two-tank water softener and filtration system, generator transfer switch, and speakers throughout the home. The community adds even more to enjoy with tennis and pickleball courts, basketball courts, batting cages, soccer field, park, and a community center with a fitness center, all while offering convenient access to shopping and Orlando International Airport. Modern design, extensive upgrades, an incredible kitchen, dedicated theater, heated pool, oversized screened outdoor living space, solar, and a three-car garage make 6536 Bayboro Court a home you’ll want to experience in person.

6536 Bayboro Court, Orlando
$669,500
4 Beds ⋅ 3 Baths ⋅ O6440029 MLS
RELAX AND ENJOY THE FLORIDA LIFESTYLE! LAKE VIEW HOME COMPLETE WITH SOLAR HEATED, SCREENED POOL! DESIRABLE 4 BEDROOM, 3 FULL BATH HOME WITH ADDITIONAL UPPER LEVEL BONUS ROOM PERFECT FOR GAME ROOM, CRAFT ROOM OR ADDITIONAL LIVING AREA! SPLIT BEDROOM PLAN! WOOD LOOK PLANK-TILE FLOORING THRU OUT THE MAIN LIVING AREA INCLUDING THE MASTER BEDROOM! NO CARPET! FORMAL LIVING AND DINING ROOM COMBO! VAULTED CEILINGS! NUMEROUS BUILT INS THRU OUT AND LOTS OF DETAILING AS THIS WAS A FORMER MODEL HOME! OPEN AND AIRY KITCHEN, FAMILY ROOM COMBO LEADS TO PATIO AND SCREENED POOL! OWNED WHOLE HOUSE SOLAR SYSTEM! KITCHEN FEATURES GRANITE COUNTERS, UPDATED CABINETRY WITH PULLOUT DRAWERS AND STAINLESS APPLIANCES! INSIDE LAUNDRY ROOM! 3 CAR OVERSIZED GARAGE! ROOF 2018! 15 SEER A/C 2017! VISTA LAKES OFFERS INCREDIBLE RESORT LIKE AMENITIES! OVERSIZED COMMUNITY POOL WITH A WATER SLIDE, PLUS A SEPARATE LAP POOL, KIDDIE POOL, FITNESS CENTER, PICKLE BALL COURTS, TENNIS COURTS ETC. ETC. SOMETHING FOR EVERYONE AND MINUTES FROM YOUR HOME AS A RESIDENT OF VISTA LAKES! AMAZINGLY BEAUTIFUL! WITHIN YOUR OWN GATED COMMUNITY YOU CAN ENJOY THE WALKING TRAIL AROUND THE LAKE, THE PRIVATE DOCK AS WELL AS A PLAYGROUND! WELCOME HOME!

6738 Vista Park Boulevard, Orlando
$344,900
3 Beds ⋅ 3 Baths ⋅ O6439376 MLS ⋅ 6149 BLDG.
Discover the perfect blend of comfort, style, and convenience in this beautifully maintained townhome located in the desirable community of Tivoli Gardens. Featuring an inviting open layout, spacious living areas and abundant natural light. This property offers the ideal setting for relaxation and entertaining. The kitchen boasts ample counter space and overlooks the main living area for effortless hosting. Upstairs, generously sized bedrooms provide privacy and comfort, including a serene primary suite with a walk in closet. Enjoy peaceful outdoor living with a private patio. Just a short walk tho access community amenities including pool, basketball court, and walking trails. Conveniently located near top-rated schools, major highways, shopping and dining.

6149 Apollos Corner Way, Orlando
$429,000
4 Beds ⋅ 2 Baths ⋅ O6436205 MLS
Welcome to 8251 Newbury Sound Ln! Beautiful 4-bedroom, 2-bath home offering 1,864 sq. ft. of living space on a desirable 0.19-acre lot in Orlando. Huge backyard space to make your own or even install a pool! The home features fresh interior paint, a spacious and functional floor plan, comfortable living areas, and generously sized bedrooms. Big 2 car Garage! Fresh Landscaping! A/C is 2017! Conveniently located near major highways, shopping, dining, schools, and Orlando’s many attractions. A great opportunity for homeowners or investors looking for a well-located property in the 32829 area.

8251 Newbury Sound Ln, Orlando
$310,000
2 Beds ⋅ 3 Baths ⋅ O6435329 MLS ⋅ N/A BLDG.
VISTA LAKES / RESORT STYLE LIVING. Enjoy the Heart and Soul of Gentry Park.This walkable and friendly community offers State of the Art Amenities including 3 Pools. Tennis Courts, Pickleball, Fitness Center and Clubhouse. Sellers have updated this lovely Townhome with Luxury Vinyl and wood like tile throughout (No Carpet) perfect for Florida Living. Wood Cabinetry, Stainless Steel appliances and Designer Lighting and Fixtures makes this Kitchen a joy and delight. Convenient half bath on the first floor with Laundry Closet makes everyday living easy. Open Floor Plan with Family and Dining area overlooking Private CourtYard, perfect for entertaining and outdoor grilling! The 2 car attached garage with rear entry offers additional storage and plenty of parking. Upstairs you will find your Owner Suite and New Bathroom with Glass Shower and Walk-in Closet. Second Bedroom has its own private bathroom. Volume Ceilings in both bedrooms, with custom fans, feels light and airy. Additional upgrades include New Hurricane Impact Windows, Whole House Water Filtration System and New AC/HT system. Solar System (leased) is an additional Bonus for Energy Efficiency. Publix and Major shopping is right outside the entrance to this established community. Easy access to Orlando International Airport, Medical City in Lake Nona and The University of Central Florida.

6246 Westcott Cove Boulevard, Orlando
$664,000
4 Beds ⋅ 4 Baths ⋅ O6434426 MLS
Some homes you tour. This one you settle into. It starts with the light. A corner waterfront lot in Pinewood Reserve gives this home something interior lots simply can't — open sky on two sides, pond views out back, and windows where most homes have walls. Morning sun crosses the kitchen island before you've finished the first cup of coffee. Evenings, the water goes gold. The kitchen is where the house gathers. Crisp cabinetry, upgraded counters, built-in appliances, and an island long enough that no one has to move out of the way when someone needs the sink. It was finished with real cooking in mind, not just resale. Behind it, a wall of custom sliding glass opens the living area straight onto the paver patio. Slide it open on a Saturday and the line between inside and out disappears. Close it in August and the room still glows. The primary suite sits on the main level — dual vanities, a walk-in shower, and a closet system that's already organized before you unpack the first box. Being downstairs means the rest of the house can be busy while you are not. Upstairs, wide-plank flooring runs throughout: quiet, warm underfoot, and unbothered by whatever gets spilled on it. Spacious secondary bedrooms, a genuine laundry room with upgraded storage, and a bonus room that becomes whatever the year asks of it — media room, home gym, studio, playroom. Then there's the part you'll feel in the mailbox. A fully owned solar system conveys with the home — no lease, no transfer fee, no payment inherited from anyone. Just a smaller bill, starting the day you close. Step outside the front door to a resort-style pool, playground, and shaded nature trails. Beyond the community, Lake Nona, Orlando International Airport, Waterford Lakes, and downtown Orlando are all a short drive — close to everything, quiet where it counts. Move-in ready, solar is paid off and included in asking price of home, with nothing left to fix and nothing waiting to surprise you. The seller is motivated and ready to talk.

6030 Arbor Watch Loop, Orlando
$339,900
3 Beds ⋅ 3 Baths ⋅ O6432061 MLS ⋅ 9866 BLDG.
Welcome to 9866 Tivoli Villa Drive, a well-maintained corner townhome in the desirable gated community of Crowntree Lakes. Offering 3 bedrooms and 2.5 bathrooms, this thoughtfully designed home features an inviting layout with abundant natural light from its corner location. The first floor offers an open-concept living and dining area that flows into the well-appointed kitchen, featuring stainless steel appliances, ample cabinetry, generous counter space, and a breakfast bar. The primary bedroom and dining area feature laminate flooring, while the remaining first-floor areas feature tile flooring. The first-floor primary suite provides added privacy and convenience with its own en-suite bathroom. Step outside to the pavered, screened-in lanai, an ideal space for relaxing or entertaining. Upstairs, Bedrooms 2 and 3 share a conveniently located hall bathroom, while a small loft offers flexible space for a home office, study, or sitting area. The washer and dryer are conveniently located upstairs in a dedicated laundry closet. Additional features include a one-car garage and driveway parking for an additional vehicle. Residents of Crowntree Lakes enjoy amenities including a resort-style pool, playground, sidewalks, and well-maintained common areas. Ideally located near Orlando International Airport, Lake Nona Medical City, SR 417, SR 528, shopping, dining, and major employers, this home offers the perfect combination of comfort, convenience, and low-maintenance living in a gated community.

9866 Tivoli Villa Drive, Orlando
$245,000
3 Beds ⋅ 2 Baths ⋅ O6430896 MLS ⋅ 6265 BLDG.
Exquisite Condo in the Prime Area of LeeVista/Narcoosee, just steps from Lake Nona! The Gated Community of Horizons at Vista Lakes features a Resort-Style Swimming Pool, Tennis Courts, Picketball Court, Basketball Court, Playground, Dog Park and Nature Trails. If outdoor activities are part of your Lifestyle you will LOVE this Location. Freshly painted less than a yr ago, Ceramic Tile throughout and tons of Natural Light. NEWER AC, Split bedroom floorplan, boasting spacious bedrooms and walking closets. The 2nd Bedroom has its own private bathroom and huge walk in closet. Zoned for great schools, tucked in a private yet centric Location, conveniently located less than 10 minutes from the Orlando Airport. Walking distance to shopping! Call today to view it, dont miss out!

6265 Contessa Drive Unit 210, Orlando
$585,000
3 Beds ⋅ 3 Baths ⋅ O6426803 MLS
Welcome home! You're going to fall in love with this beautiful 3-bedroom, 2.5 bath home located in Oak Crest at Tivoli Woods. As soon as you enter, you'll appreciate the bright, spacious openness of this floor plan with formal and informal spaces downstairs and a large, remodeled kitchen, solid woods cabinets and new counter tops open to the family room for easy interaction with your family. Off of the family room is a covered porch overlooking your fenced backyard where you're sure to make many memories. Upstairs you'll find an open loft perfect for an office space or game room. Also, there's 2 bedrooms separated by a full bath to one side of the loft and just on the other is the laundry room. Just down from there you enter the spacious master bedroom with a tray ceiling, large walk-in closet with built-ins for organization and a large master bath with double sinks, tub and separate shower. There's also a community pool, playground and basketball court just a couple blocks from this home. This community also has a tennis court for more fun out in the Florida sun. All of this and convenient access to many major roadways, the Orlando International Airport, theme parks, downtown Orlando, Lake Nona and much more!

10114 Oak Crest Road, Orlando
Start Your Search