Chickasaw, Azalea Park Multi-Family Homes & Duplexes for Sale

Explore Similar Apartments Within 2 Miles of Chickasaw, FL

/38
$499,990
- 5 Beds
- 4 Baths
- 2,003 Sq Ft
1234 Tino Ct, Orlando, FL 32825

Investor’s dream or perfect multi-generational living — this full duplex in Orlando offers unbeatable flexibility and value! Featuring two separate units, this well-maintained property includes a 2 bedroom, 2 bathroom unit on one side and a 3 bedroom, 2 bathroom unit on the other. Whether you're looking to live in one side and rent the other, house extended family, or maximize rental income, this

Jonathan Cole KELLER WILLIAMS WINTER PARK

1234 Tino Ct, Orlando, FL 32825
/55
$285,000
- 3 Beds
- 2 Baths
- 1,250 Sq Ft
3017 Jon Ct, Orlando, FL 32822

Charming 3-Bed, 2-Bath Duplex – No HOA! Discover this spacious 3-bedroom, 2-bathroom duplex offering generous square footage and a thoughtfully designed layout—perfect for downsizing or first-time homebuyers. The upgraded kitchen boasts modern finishes, ample cabinetry, and plenty of counter space, making it ideal for cooking and entertaining. Conveniently located just 10 minutes from Orlando

Elizabeth Colon EXP Realty LLC

3017 Jon Ct, Orlando, FL 32822
/27
$485,000
- 4 Beds
- 4 Baths
- 1,772 Sq Ft
5540 Charleston St, Orlando, FL 32807

One or more photo(s) has been virtually staged. Amazing Investment Opportunity in the Heart of Orlando! Don’t miss this fantastic duplex offering two spacious 2-bedroom, 2-bathroom units—perfect for investors, house hackers, or extended families! This sale includes 5540 Charleston St & 5544 Charleston St. Located in a prime central Orlando location near the 408 and just minutes from Costco, this

Kimberly Beers LA ROSA REALTY LLC

5540 Charleston St, Orlando, FL 32807
/47
$340,000
- 3 Beds
- 2.5 Baths
- 1,659 Sq Ft
6078 Tivoli Gardens Blvd, Orlando, FL 32829

Nestled in the desirable Tivoli Gardens gated community, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, convenience, and style. Located just 10 minutes from Orlando International Airport and with easy access to the 417 Greenway, 528 Beachline, and Lake Nona Medical City, this home is ideal for those seeking both serenity and connectivity.Step

Eric Zimmerman Adams, Cameron & Co., Realtors

6078 Tivoli Gardens Blvd, Orlando, FL 32829
/6
$429,900
- 4 Beds
- 4 Baths
- 1,934 Sq Ft
3128 Patel Dr, Winter Park, FL 32792

Don't miss this income producing duplex just minutes from University Ave and the UCF area! The separate units are 2 bedroom, 2 bath on each side and include ceramic tile/laminate flooring, spacious living room, kitchen with appliances, spacious closets, ceiling fans, washer/dryer hookups, and spacious fenced back yard.The property is currently rented on a month to month basis at

Keith Race FUSILIER MANAGEMENT GROUP

3128 Patel Dr, Winter Park, FL 32792

Florida Azalea Park Chickasaw

Why Live in Chickasaw

Chickasaw, located in the Azalea Park area of Orlando, offers a suburban lifestyle with convenient access to downtown Orlando, just 10 miles away. This neighborhood features a variety of housing options, including traditional ramblers, contemporary styles, Mediterranean-influenced coastal homes, and multi-family townhouses. The community is characterized by palm tree-lined streets, paved sidewalks, and cozy cul-de-sacs. Notable subdivisions include golf communities like Rio Pinar and gated areas such as Gulfstream Harbor. Residents enjoy amenities like the Rio Pinar Golf Club, South Econ Community Park, and the Astro Skate of Orlando roller-skating rink. Local dining options include Mecatos Bakery and Café, Jack and Mary's Restaurant, and Don Julio Mexican Kitchen Chickasaw. Shopping is convenient with Lee Vista Promenade and nearby stores like Walmart and Publix. The area is served by well-rated schools, and higher education is accessible at the University of Central Florida, 10 miles away. Public transit is available via the LYNX bus service, and the Orlando International Airport is just 8 miles away. While the neighborhood is generally safer than the national average, residents should be aware of potential emissions from the nearby Orange County Landfill.

Learn more about living in Chickasaw

Home Trends in Chickasaw, FL

On average, homes in Chickasaw, Azalea Park sell after 48 days on the market compared to the national average of 51 days. The median sale price for homes in Chickasaw, Azalea Park over the last 12 months is $370,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$370,000

Median Single Family Sale Price

$398,000

Median Townhouse Sale Price

$275,000

Median 2 Bedroom Sale Price

$188,000

Median 1 Bedroom Sale Price

$162,500

Average Price Per Sq Ft

$250

Number of Homes for Sale

Last 12 months Home Sales

349

Months of Supply

3.30

Median List Price

$397,729

Median Change From 1st List Price

Median Home Sale Price YoY Change

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Chickasaw Types of Homes for Sale

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Multi-Family Homes & Duplexes for Sale in Chickasaw, Azalea Park