$389,179Average Value$252Average Price per Sq Ft80Homes For Sale
Secluded suburb in eastern Orlando
Ease and accessibility are the cornerstones of this eastern Orlando suburb. Locals can spend their time strolling along the palm tree-lined paved paths that connect the well-constructed subdivisions that cater to a wide range of prospective buyers. Spend the day golfing at Rio Pinar Golf Club or dive into the community at local eateries like Mecatos Bakery and Café or attend annual events like the District 1 Spring Festival in March. Residents here enjoy the benefits of a suburban enclave while reaping the benefits of a quick 10-mile commute into bustling downtown Orlando. Prospective buyers are attracted to the affordable price point, the well-rated school district and the nearby urban amenities at Lee Vista Promenade. “The Chickasaw community is surrounded by mature landscaping, giving residents an impression of a secluded suburb when the city is actually not far at all,” says Raul Otero Jr., Broker at Vista Home Realty with over 9 years of experience selling in the area.
Lakeside homes in Chickasaw offer beautiful views.
Chickasaw feels very suburban but Highway 408 makes downtown a few minutes away.
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Contemporary new-builds and Mediterranean coastal homes
Chickasaw features a range of housing options from traditional ramblers and newly-constructed contemporary styles to coastal homes with Mediterranean influences and multi-family townhouses. While a few townhouses can be found in Chickasaw, most residences are single-family properties built in the 1920s. Streets here are lined with paved sidewalks leading into compact cozy cul-de-sacs dotted with palm trees throughout the community. Chickasaw comprises several subdivision options from golf communities like Rio Pinar to gated 55 and older areas like Gulfstream Harbor and townhouses found in northern areas like Villa Valencia. Homeowners Associations are commonplace in this community but not universal. With a median sales price of $360,000, price points here can range from the mid $100,000s for a manufactured Ranch-style to upwards of $2,000,000 for a 5-bedroom Mediterranean-inspired coastal home in a gated community. Homes within gated communities are subject to increased price points here. Homes here often feature back patios or screened-in pools and are typically fronted by mid-sized lawns with mature landscaping and tropical flora. “The community is very established here with well-constructed homes and lower entry prices, providing the perfect opportunity for young families to enter the area,” says Otero.
Find a modern home with a large yard in Chickasaw.
Mediterranean Coastal style homes add a pop of color to the Chickasaw Neighborhood.
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High-marks at Orange County Public Schools
Students in Chickasaw can attend schools like Deerwood Elementary, Liberty Middle and Winter Park High School, all three of which earned a ranking of B-minus or higher from the educational review site, Niche. Deerwood Elementary School serves over 400 students with a student-teacher ratio of 14:1, while Liberty Middle School offers a variety of arts and electives like Latinos In Action (LIA), and empowers Latino youth in hopes of strengthening their communities. Winter Park High School offers an advanced curriculum with 26 Advanced Placement (AP) courses for higher education preparation. Private institutions like Orlando Christian Prep and Faith Christian Academy are also common here. Those interested in pursuing higher education can look to the University of Central Florida (UCF), which is just 10 miles from Chickasaw.
Deerwood Elementary School serves the Chickasaw community.
Welcome to the main entrance used for kids taking the bus to Liberty Middle School.
Winter Park High School is the home of the Wildcats.
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Tee-Up at the Rio Pinar Golf Club
Golf enthusiasts are in luck with Rio Pinar Golf nearby, which offers an 18-hole course and driving range for golfers to enjoy. The course has hosted championship PGA and LPGA tour events and regularly sees more than 200 golfers on a typical weekend. Visitors can practice their swing at the facility for daily rates or enroll in their golf academy for children ages 7 and older. Glide under the neon lights at Astro Skate of Orlando roller-skating rink, which offers daily open-skate times and private lessons for beginners. Quad or inline skate rentals are available and vary depending on the day starting at $6 on Mondays to $8 on Fridays. Other forms of community activity are centered around South Econ Community Park, which features basketball courts and picnic tables for outdoor dining on-the-go. Also, the recreational center here offers athletic programs and classes ranging from ancient martial arts to jazzercise. Parents also take advantage of the after-school care offered here for students in kindergarten through Grade 5.
Work on your swing at Rio Pinar Golf and Country Club in the heart of Chickasaw.
Rio Pinar Golf and Country Club offers public play and memberships in Chickasaw.
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Central Florida’s District 1 Spring Festival
In March, the District 1 Commissioner partners with the Orlando Police and Fire Departments in hosting the annual District 1 Spring Festival at Amhurst Park from 11:00 am to 3:00 pm. Visitors can visit vendor tents, enjoy free hot dogs and hamburgers and participate in activities like hayrides, face painting and bounce houses. It is also recommended to bring canned goods as the Second Harvest Food Bank will be accepting donations.
Shopping at Lee Vista Promenade
Residents here can shop at Lee Vista Promenade, which offers a variety of department stores and retailers to choose from, like Michaels, HomeGoods and Ross Dress for Less. Groceries and other everyday essentials are available at nearby stores like Walmart, Publix and Walgreens Pharmacy. When dining in the area, locals can begin their day at Mecatos Bakery and Café for specialty Colombian coffee and Latin-inspired pastries. For deep-fried French toast and Cuban-inspired comfort food, head to Jack and Mary's Restaurant. And check out Don Julio Mexican Kitchen Chickasaw for authentic Mexican cuisine, margaritas and a wide selection of vibrant cocktails.
Lee Vista Promenade provides Chickasaw residents with a variety of shopping options.
Not far from Chickasaw you will find the Lee Vista Promenade shopping center that locals love.
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Nearby healthcare and transportation around Chickasaw
Chickasaw relies on U.S. Route 408 and Curry Ford Road for easy access to downtown Orlando and neighboring areas like Cypress Springs and Lee Vista. Residents seeking public transit options can take the LYNX local bus service for trips in and around Chickasaw starting at $2.00 for adults one-way. Chickasaw riders can start their ride on bus route 3, which operates along South Chickasaw Trail and stops throughout the community. For those seeking to travel longer distances, the Orlando International Airport is only 8 miles away from Chickasaw. When seeking healthcare, residents are just 4 miles from AdventHealth East Orlando. Homes in Orange County may experience emissions from the Orange County Landfill located on Young Pine Road and are encouraged to report any odors to maintain upkeep.
The large Advent health Orlando Hospital is conveniently located in Chickasaw.
Taking the Lynx Bus connects Chickasaw to the rest of the Orlando area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Interested in learning more about homes in this area?
Reach out to
Heather Unger, PA,
an experienced agent in this neighborhood.
Parks in this Area
South Econ Community Park
Baseball/Softball
Golf
Grills
Econ Soccer Complex
Bike Trails
Picnic Area
Trails
Donnybrook Park
Basketball
Picnic Area
Trails
Capehart Park
Trails
Playground
Parking Lot
Arcadia Acres Park
Basketball
Soccer
Playground
Cheney Heights Park
Basketball
Trails
Transit
Airport
Orlando International
20 min drive
Bus
Lake Underhill Rd And S Goldenrod Rd
Bus
Curry Ford Rd And S Chickasaw Trl
Bus
N Chickasaw Trl And Fenwick Dr
Bus
Lake Underhill Rd And S Chickasaw Trl
Bus
Curry Ford Rd And Goldenrod Rd
Bus
Curry Ford Rd And Autumn Run Pl
Bus
S Goldenrod Rd And Pine Fork Dr
Crime and Safety
1 - Low Crime, 10 - High Crime
Chickasaw
US
Homicide
4
4
Sexual Assault
4
4
Assault with Weapon
4
4
Robbery
3
4
Burglary
4
4
Motor Vehicle Theft
4
4
Larceny
4
4
Crime Score
4
4
Source: WhatIsMyCrimeRisk.com
Demographics and Home Trends
On average, homes in Chickasaw, Azalea Park sell after 41 days on the market compared to the national average of 47 days. The average sale price for homes in Chickasaw, Azalea Park over the last 12 months is $397,998, up 4% from the average home sale price over the previous 12 months.
Wow come check out this beautiful pool home. Tile flooring in the living areas. Brand new carpet in the 3 bedrooms. New roof replaced in 2025. Kitchen appliances installed in 2020. Water heater installed in 2015. HVAC system condenser installed in 2022 and air handler installed in 2017. Swimming pool pump replaced in 2024. Screened porch just off the living area. Private atrium just off the
Welcome to 9311 Sonia Street. This beautiful home has tile floors throughout most of it. Formal living room, dining room, family room, and huge 30'x10' Florida room give you plenty of space for entertaining. Fireplace in the family room for those cozy Winter days. Spacious primary bedroom with walk-in closet and plenty of room. Split bedroom plan. Roof replaced 2022; water heater replaced
Fully Revovated 3/2+ Home located in Rio Pinar Golf Community! Open floor plan, spacious and gorgeous layout and elegant design, MOVE IN READY! Perfectly located in Rio Pinar Estates neighborhood with NO HOA or restrictions, within minutes from Rio Pinar Country Club and Golf Course which was recently renovated as well, including restaurant and coffee shop! This unique 3/2 high end home offers
Welcome to 8213 Claire Ann Drive—your ideal home base in the heart of East Orlando. This beautifully maintained 1-bedroom, 1-bathroom ground-floor condo offers the perfect blend of comfort, value, and unbeatable location. Situated just minutes from Valencia College East Campus, University of Central Florida (UCF), and with easy access to FL-417, commuting and exploring all that Central Florida
Welcome to your next opportunity! This East Orlando gem is priced to sell. Chickasaw Woods is an established, no HOA community in a prime location. You are minutes from major highways, schools, hospitals, restaurants, and more. The home boasts 4 bedrooms and 2 bathrooms, providing for a solid foundation and generous layout. The property sits on almost a QUARTER of an acre and is
Home is rented. Can be used as triplex with a 2/1 main house and two one bedroom apartments or single family home EASY SHOW!! Please call listing agent/owner. Please Do not disturb tenants. Must call to schedule showing
Sink into the comfort of a laidback lifestyle at Avisa Lakes in East Orlando, a community offering one and two-bedroom apartments for rent in a relaxed, garden-style community. Inside your home, a spacious layout greets you with contemporary wood-inspired vinyl flooring and a variety of features that will carry you through your daily routine. Cook in a fully equipped kitchen or unwind with movie
Great location, mostly renovated. Gated Community- Beautiful 2-bedroom 2-bath condo located at the club of Orlando. Move-in ready, first floor. Featuring a separate dining room area, a large master bedroom with a spacious walk-in closet, and a washer and dryer located inside the unit. Community swimming pool and tennis court. Easy access to Downtown and Orlando International Airport. Minutes to
Discover Avida, where style meets comfort and convenience. Our one-, two-, and three-bedroom apartment homes feature spacious living areas, gourmet kitchens with stainless steel appliances, and your choice of two stylish finish packages. Just beyond your door, enjoy resort-style living with our pool surrounded by comfortable seating, loungers, and cabanas. Entertain friends and family with our
Interested in learning more about homes in this area?
Reach out to
Heather Unger, PA,
an experienced agent in this neighborhood.
Average Home Value
Source: Public Records
Property Mix - Square Feet
This Neighborhood Has More Owners
Demographics
Total Population
40,525
Median Age
41
Population Density
6 ppl/acre
Population under 18
22%
On par with the national average
23.8%
Population over 65
19%
On par with the national average
19.1%
Finances
Median Household Income
$56,133
Significantly below the national average
$71,702
Average Household Income
$74,474
Education and Workforce
High School Graduates
89%
College Graduates
25.8%
Below the national average
34.1%
Advanced Degrees
7.4%
Below the national average
13.3%
% Population in Labor Force
67.2%
Weather
Annual Precipitation
51''
Average Winter Low Temperature
52°F
Average Summer High Temperature
92°F
Annual Snowfall
0''
Area Factors
Somewhat Bikeable
Bike Score®
30/ 100
Car-Dependent
Walk Score®
9/ 100
Source: Walk Score
Source: Walk Score
Sound Score® measures the noise level of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
