13

Chickasaw Houses for Sale with Private Pool

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  • /68

    $484,900

    • 4 Beds
    • 2.5 Baths
    • 1,742 Sq Ft

    4713 Fort Knox Ct, Orlando, FL 32822

    This stunning home is move-in ready and perfectly located on a quiet cul-de-sac with 1,742 sq. ft. of living space (2,307 sq. ft. total), built in 1993, and a 2-car garage. Major systems provide peace of mind with a newer roof (2021), HVAC (2019), water heater (2022), updated plumbing (2025), and a resurfaced pool (2025) — all in a community with a low HOA of just $22/month

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 467-7999

    4713 Fort Knox Ct, Orlando, FL 32822
  • /52

    $500,000

    • 3 Beds
    • 2 Baths
    • 2,133 Sq Ft

    8688 Palos Verde Dr, Orlando, FL 32825

    Beautiful Home with huge Sparkling Screened Pool with Private newly Fenced yard, and lots of space for Entertaining!! Spacious home features a wonderful Eat-in Kitchen with impressive Custom wood Cabinetry, Corian countertops, and Stainless appliances!! Natural lighting from a peaceful Atrium!! Impressive formal Dining room!! Inviting vaulted Living room features wood-burning Stone fireplace and

    Amy Hodges RE/MAX 200 REALTY

    8688 Palos Verde Dr, Orlando, FL 32825
  • /42

    $524,900

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft

    721 Mendoza Dr, Orlando, FL 32825

    Utility Bills less than $50.00 per month due to all the energy efficiency improvements! Welcome to your personal slice of paradise in Rio Pinar East. Nestled in the highly desirable Rio Pinar East community near the renowned Golf Course in Orlando, this beautifully maintained solar-powered home blends energy efficiency, timeless charm, and resort-style living. From the moment you step inside,

    Terrie Boyd RIGHT REALTY CONNECTION, INC.

    721 Mendoza Dr, Orlando, FL 32825
  • /47

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    414 Bonifay Ave, Orlando, FL 32825

    Welcome to this Beautiful totally Remodeled Pool Home, tucked away on a cul-de-sac street in desirable Deerwood!! Every detail of this Home has been Upgraded, providing luxury and comfortable living!! Spacious floor plan featuring Separate Living and Family rooms, plus a formal Dining room that's ideal for both Casual living and Entertaining!! Gorgeous Chef's Kitchen is the Heart of the home,

    Amy Hodges RE/MAX 200 REALTY

    414 Bonifay Ave, Orlando, FL 32825
  • /20

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    7664 Boreas Dr, Orlando, FL 32822

    Great opportunity to own this beautiful 3-Bedroom, 2-Bath POOL home nestled in a quiet, established Orlando community with NO HOA! This charming single story home features an open floor plan, lots of natural light and easy-to-maintain TILE & WOOD FLOORING throughout. Kitchen is open and functional equipped with side-by-side refrigerator, range and microwave whilethe family and living areas

    Rick Martin COLDWELL BANKER RESIDENTIAL RE

    7664 Boreas Dr, Orlando, FL 32822
  • /40

    $1,050,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    4178 S Chickasaw Trail, Orlando, FL 32829

    Welcome to this fully renovated 4 bedroom, 3 bathroom pool home, situated on a sprawling 0.73 acre lot. This is truly a home-seekers paradise, with no HOA, an extended driveway leading up to the home on nearly an acre lot. Step through the double entry doors and be greeted by the open floorplan, in which the dining room seamlessly flows into the living room. Tray ceilings can be found in the

    Kevin Asenjo COLDWELL BANKER RESIDENTIAL RE

    4178 S Chickasaw Trail, Orlando, FL 32829
  • /48

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,050 Sq Ft

    7829 Acadian Dr, Orlando, FL 32822

    HOUSE IS LOCATED IN LESS THAN 10 MINUTES OF ORLANDO INTERNATIONAL AIRPORT, CLOSE TO SHOPPING PLACES, SCHOOLS, NARCOOSSEE AND LAKE NONA. HOUSE HAS ONE BONUS BEDROOM AND HALF BATHROOM, ALSO GARAGE WAS CONVERTED AS OFFICE. THE HOUSE HAS A LARGE PATIO AND A WELL MAINTAINED POOL, SHED, AND A TIKI OR GRILL COVERED AREA. HOUSE DOES NOT HAVE A COVERED GARAGE BUT CARS CAN BE PARKED ON BOTH SIDES OF THE

    Magie Aleman-Sandoval EMPIRE NETWORK REALTY

    7829 Acadian Dr, Orlando, FL 32822
  • /48

    $715,000

    • 5 Beds
    • 5 Baths
    • 3,553 Sq Ft

    2504 Greenwillow Dr, Orlando, FL 32825

    One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ BRAND NEW CARPET & STAINLESS KITCHEN APPLIANCES COMING BY 8/23!! Spacious POOL HOME with CONSERVATION VIEWS in the GATED Preserve at Rio Pinar! Major updates are already done for you: a NEW WATER HEATER (2020), NEWER ROOF (2019), and UPDATED A/C UNITS – this over 3,500 sq ft home is ready

    Jennifer Wemert WEMERT GROUP REALTY LLC

    2504 Greenwillow Dr, Orlando, FL 32825
  • /61

    $449,950 Open Sat 11PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,887 Sq Ft

    8654 San Toccoa Dr, Orlando, FL 32825

    PRICE IMPROVEMENT! Charming 4-Bedroom Pool Home in Rio Pinar Country Club! New A/C 8/13/25Welcome to this spacious and beautifully maintained 4-bedroom, 2-bath home located in the highly sought-after Rio Pinar East community. Perfect for entertaining and everyday living, this home offers both a separate gathering.The kitchen is a chef’s dream with 42-inch maple cabinetry, custom tile

    George Freelove KELLER WILLIAMS WINTER PARK

    8654 San Toccoa Dr, Orlando, FL 32825
  • /29

    $449,000

    • 3 Beds
    • 3 Baths
    • 1,804 Sq Ft

    8850 Pine Bay Ct, Orlando, FL 32825

    These homeowners after decades of raising a family and caring for this desirable three-bedroom, three-bathroom, pool home have decided to move on with the next chapter in their lives. Right away, you'll notice the entire front yard has new sod and along with that a brand-new drain field was recently installed and roof shingles were replaced just last year. And in late 2023 the house was re-piped

    Jeff Lain CHARLES RUTENBERG REALTY ORLANDO

    8850 Pine Bay Ct, Orlando, FL 32825
  • /42

    $457,000

    • 3 Beds
    • 2 Baths
    • 1,828 Sq Ft

    969 Gran Paseo Dr, Orlando, FL 32825

    ASSUMABLE VA LOAN WITH A 4.99% INTEREST RATE! Welcome to your personal slice of paradise in the highly desirable Rio Pinar East near the Golf Course community of Orlando, Florida! Key Features: Roof and Solar panels are 5 years old. Solar panels are PAID OFF keeping your electric bill CHEAP (Last month's bill was under $100, maintaining the interior temperature below 70 degrees). 2020 Lennox 5

    Carolina Taborda MOMENTUM REALTY

    969 Gran Paseo Dr, Orlando, FL 32825
  • /49

    $679,900

    • 4 Beds
    • 2.5 Baths
    • 3,552 Sq Ft

    732 Ensenada Dr, Orlando, FL 32825

    Discover the perfect blend of space, privacy, and convenience of this single-family home, nestled on a rare half-acre lot and located directly on the scenic Rio Pinar Golf Course. Located just minutes from Downtown Orlando and the Orlando International Airport, this property offers unbeatable access to city life while enjoying the peaceful serenity of a golf course backdrop.Step inside

    Kenden Pettit THE PARKS REALTY GROUP

    732 Ensenada Dr, Orlando, FL 32825
  • /22

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,447 Sq Ft

    308 S Shadow Bay Dr, Orlando, FL 32825

    Charming Single-Family Home in the heart of Orlando – Endless Potential! Welcome to 308 Shadow Bay, a hidden gem in the heart of Orlando, FL. This quaint 3-bedroom, 2-bath single-family home offers a unique opportunity for those with a vision and a passion for renovation and investment. Built in 1982, this one-story property retains its classic charm with a private pool and is being sold

    Emibeth Aviles PREMIUM PROPERTIES REAL ESTATE

    308 S Shadow Bay Dr, Orlando, FL 32825

Home Trends in Chickasaw, FL

Housing Trends

Median Sale Price
$374,500
Median Single Family Sale Price
$390,000
Median Townhouse Sale Price
$282,500
Median 2 Bedroom Sale Price
$187,750
Median 1 Bedroom Sale Price
$160,000
Average Price Per Sq Ft
$245
Number of Homes for Sale
84
Last 12 months Home Sales
330
Months of Supply
3.10
Median List Price
$389,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
1%
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