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Chickasaw Homes for Sale

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  • /25

    $427,900

    Open Thu 7AM - 11PM $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,510 Sq Ft

    4768 Crossbow Ct, Orlando, FL 32829

    Fully Renovated Pool Home with NEW ROOF (Installed July 2026) | No HOA | Oversized Lot | Seller Welcomes All Offers!Welcome to 4768 Crossbow Ct, Orlando, FL 32829—a beautifully renovated, move-in-ready 4-bedroom, 2-bathroom pool home situated on an oversized 0.27-acre lot with NO HOA in one of East Orlando's most desirable communities.A brand-new roof was installed in July 2026 with

    Agent Photo

    Merly Esgro

    IAD REAL ESTATE

    4768 Crossbow Ct, Orlando, FL 32829
  • /45

    $405,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    7712 Hoosier Place, Orlando, FL 32807

    **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 7712 Hoosier Place in Orlando, a single-story home with a flexible floorplan, multiple living areas, a studio in-law suite, and a spacious screened pool area. The layout offers a practical setup for everyday

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    7712 Hoosier Place, Orlando, FL 32807
  • /21

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    8593 Plumeria Ave, Orlando, FL 32825

    One or more photo(s) has been virtually staged. Welcome to this well-maintained 3-bedroom, 2-bath home ideally situated at the end of the street for added privacy and a quieter setting. Step inside to an inviting open layout featuring vaulted ceilings, wood-look tile flooring in the main living areas, and comfortable carpeted bedrooms. The kitchen offers granite countertops, ample cabinet space,

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    Ian Trumbach

    FLORIDA PRESTIGIOUS HOMES INC

    8593 Plumeria Ave, Orlando, FL 32825
  • /25

    $140,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 615 Sq Ft

    8213 Claire Ann Dr Unit 108, Orlando, FL 32825

    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

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    Tim Veigle

    WATSON REALTY CORP

    8213 Claire Ann Dr Unit 108, Orlando, FL 32825
  • /35

    $357,500

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,466 Sq Ft

    4027 Gander Ave, Orlando, FL 32822

    This move-in-ready 4-bedroom, 2-bath traditional home in Orlando with No HOA offers a spacious split-bedroom floor plan ideal for comfortable family living. The home features a large great room with ceramic tile flooring, an eat-in kitchen with modern appliances and a breakfast area, plus a Florida Room perfect for entertaining or game nights. Additional highlights include an indoor laundry room,

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    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    4027 Gander Ave, Orlando, FL 32822
  • /25

    $405,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft

    291 Pine Arbor Dr, Orlando, FL 32825

    Welcome to this beautifully maintained home located in the desirable Lake Underhill Pines community in East Orlando! This charming property offers a spacious and functional layout featuring a bright living room, comfortable primary suite, and a well-appointed kitchen perfect for everyday living and entertaining. Enjoy a generously sized lot with plenty of outdoor space for relaxing, pets, or

    Agent Photo

    Sheryl Cury

    LA ROSA REALTY LLC

    291 Pine Arbor Dr, Orlando, FL 32825
  • /23

    $280,000

    • 3 Beds
    • 2 Baths
    • 1,309 Sq Ft

    7865 Pine Fork Dr, Orlando, FL 32822

    Excellent opportunity for investors, flippers, or buyers looking to renovate and build equity. This 3 bedroom, 2 bathroom home with a 1 car garage offers great potential and is ready for a complete renovation. The property needs a new roof, new flooring throughout, replacement of the sliding glass patio door, repair or replacement of the front entry door, a fully renovated kitchen with new

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    Daniel Rodriguez

    NEW HEIGHTS REALTY GROUP

    7865 Pine Fork Dr, Orlando, FL 32822
  • /38

    $230,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft

    8203 Sun Spring Cir Unit 12, Orlando, FL 32825

    Welcome home to this beautifully upgraded 2-bedroom, 2-bath second-floor condo nestled in the desirable The Club at Orlando. Filled with natural light, this inviting residence features an open-concept layout with high ceilings and a stylish electric fireplace, creating a warm and welcoming atmosphere. The remodeled kitchen boasts 42" wood cabinetry, granite countertops, stainless steel

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    Kassandra Lopez

    EXP REALTY LLC

    8203 Sun Spring Cir Unit 12, Orlando, FL 32825
  • /34

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,281 Sq Ft

    701 Ashley Ln, Orlando, FL 32825

    MOVE-IN READY ORLANDO HOME WITH EXTENSIVE UPDATES! This beautifully refreshed home offers the perfect combination of comfort, convenience, and value. Major improvements include a new water heater (2025), ceramic tile flooring (2024), fresh interior paint and baseboards (2024), kitchen backsplash (2024), new fencing (2023), renovated bathrooms (2022), new plumbing and repipe (2025) The A/C was

    Diego Serna REALSTOCK ELITE PROPERTIES

    701 Ashley Ln, Orlando, FL 32825
  • /38

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,799 Sq Ft

    3127 Birmingham Blvd, Orlando, FL 32829

    This newly renovated and elegant single story residence offers a modern, low maintenance layout suited for any lifestyle. The open concept design seamlessly blends the kitchen, living, and dining areas, creating a bright and functional space with effortless access to the covered patio—perfect for indoor and outdoor Florida living. The generous owner’s suite provides a relaxing retreat, complete

    Rafael Garcia WATSON REALTY CORP

    3127 Birmingham Blvd, Orlando, FL 32829
  • /10

    $532,990

    New Construction
    • 4 - 5 Beds
    • 2.5 Baths
    • 2,566 Sq Ft

    Plan 2566 at Oasis Reserve, Orlando, FL 32825

    * Open kitchen overlooking great room * Walk-in closet at primary bedroom * Powder bath * Spacious secondary bedrooms * Dual-sink vanity at primary bath * Stainless steel appliance package * Open floor plan * Spacious great room * Den * Dedicated laundry room * Expansive primary suite * ENERGY STAR certified home * Near local schools * Close to family friendly parks * Close to medical facilities

    KB Home Builder
    8868 Curry Ford Rd Unit 38552973, Orlando, FL 32825
  • /10

    $460,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft

    Plan 1541 at Oasis Reserve, Orlando, FL 32825

    * Open kitchen overlooking great room * Primary bedroom at rear of home for added privacy * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Garage access from laundry room * Stainless steel appliances * Open floor plan * Split-bedroom layout * Spacious great room * Walk-in kitchen pantry * Dedicated laundry room * ENERGY STAR certified home * Near local schools * Close to

    KB Home Builder
    8868 Curry Ford Rd Unit 38552976, Orlando, FL 32825
  • /12

    $505,990

    New Construction
    • 3 - 4 Beds
    • 2 Baths
    • 2,168 Sq Ft

    Plan 2168 at Oasis Reserve, Orlando, FL 32825

    * Open floor plan * Primary suite at rear of home for added privacy * Oversized walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Low-VOC interior paint * Stainless steel appliance package * Split-bedroom layout * Spacious great room * Walk-in kitchen pantry * Den * Dedicated laundry room * ENERGY STAR certified home * Near local schools * Close to family friendly parks *

    KB Home Builder
    8868 Curry Ford Rd Unit 38552980, Orlando, FL 32825
  • /12

    $495,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,989 Sq Ft

    Plan 1989 at Oasis Reserve, Orlando, FL 32825

    * Open kitchen overlooking living and dining area * Primary bedroom at rear of home for added privacy * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Ample kitchen counter space * Stainless steel appliance package * Open floor plan * Split-bedroom layout * Spacious living room * Kitchen island * Dedicated laundry room * ENERGY STAR certified home * Near local schools *

    KB Home Builder
    8868 Curry Ford Rd Unit 38553035, Orlando, FL 32825
  • /12

    $474,990

    New Construction
    • 3 - 4 Beds
    • 2 Baths
    • 1,707 Sq Ft

    Plan 1707 at Oasis Reserve, Orlando, FL 32825

    * Open kitchen overlooking great room * Primary bedroom at rear of home for added privacy * Walk-in closet at primary bedroom * Dual-sink vanity at primary bath * Stainless steel appliance package * Designer-selected light fixtures * Open floor plan * Split-bedroom layout * Spacious great room * Dedicated laundry room * WaterSense labeled faucets * ENERGY STAR certified home * Near local schools

    KB Home Builder
    8868 Curry Ford Rd Unit 38552975, Orlando, FL 32825
  • /2

    $1,100,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,136 Sq Ft

    8031 Timberwood Ln, Orlando, FL 32825

    The beautifully crafted Ashley makes an immediate impression with an inviting foyer flowing past a sizable flex room into the open concept great room and casual dining area, with views to the large covered lanai beyond. The well-designed kitchen is defined by a large center island with breakfast bar, plenty of counter and cabinet space, and a sizable pantry. Secluded on the second floor, the

    Toll Brothers, Inc. Builder
    8031 Timberwood Ln, Orlando, FL 32825
  • /35

    $749,000

    $150K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,721 Sq Ft

    8255 Lake Underhill Rd, Orlando, FL 32825

    Discover the epitome of luxurious, multi-generational living in this stunning half-acre estate, where every detail whispers comfort and sophistication. Step into the expansive 2,900+ sq ft main house, a haven of high-end finishes and thoughtful design that feels like your forever home. Freshly painted throughout with custom coffered ceilings, recessed lighting, and high-quality trim everywhere,

    Nathan Poole GENESYS REALTY LLC

    8255 Lake Underhill Rd, Orlando, FL 32825
  • /15

    $50,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1266 Creek Ave, Orlando, FL 32825

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom manufactured home in the highly sought-after Shadow Hills community! Boasting 1,300 sq. ft. of living space, this home has been recently RENOVATED with exceptional updates throughout, including modern bathrooms, an upgraded kitchen, and stylish vinyl flooring in the living areas, complemented by luxury tile in the bedrooms. The open

    Samantha Rodriguez Sunset Home Sales

    1266 Creek Ave, Orlando, FL 32825
  • /45

    $269,900

    New Construction $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,067 Sq Ft

    8002 Mobilaire Dr, Orlando, FL 32822

    Brand-New 2026 Modular Home on a spacious corner lot with plenty of room for kids, pets, and outdoor living! This 3-bedroom, 2-bath home offers 1,067 sq. ft. of modern, energy-efficient living space and is perfect as a starter home or excellent rental opportunity for investors. Features include 8-foot ceilings, energy-efficient double-pane windows, brand-new appliances, a 40-gallon water heater,

    William Hunt KERRY REALTY GROUP

    8002 Mobilaire Dr, Orlando, FL 32822
  • /47

    $465,000

    Open Sat 11AM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    4040 Eagle Feather Dr, Orlando, FL 32829

    Welcome home to this beautifully renovated 3-bedroom, 2-bath home that is truly move-in ready! Nearly every detail has been thoughtfully updated, including a brand-new architectural ROOF (7/2026), new plumbing (7/2026), new WATER HEATER (7/2026), fresh interior and exterior paint (7/2026), a fully painted garage, new 51⁄4-inch baseboards, a new front door, stylish new light fixtures throughout,

    Fariba Azari Rad INVESTOR'S REAL ESTATE LLC

    4040 Eagle Feather Dr, Orlando, FL 32829
  • /15

    $119,900

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    7959 Edgelake Dr, Orlando, FL 32822

    The Remodeled Dream 3 Bed | 2 Bath | Double Island Kitchen | Lake Views | Bonus Workshop Step into a completely reimagined manufactured home where modern design meets everyday functionality. This fully remodeled, open-concept property showcases high-end finishes and unique spaces that set it apart. From the moment you enter, the craftsmanship and attention to detail stand out. Chef-Inspired

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    7959 Edgelake Dr, Orlando, FL 32822
  • /29

    $439,900

    Open Fri 12PM - 4PM $100K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,510 Sq Ft

    4901 Reginald Rd, Orlando, FL 32829

    Beautifully maintained 4-bedroom, 2-bath pool home in the desirable Chickasaw Oaks community! This move-in-ready home features tile flooring throughout (no carpet), high ceilings, abundant natural light, stainless steel appliances, a fully fenced backyard, and a private pool perfect for entertaining. Recent updates include a 2025 roof and freshly painted interior and exterior. Conveniently

    Kenia Aliaga LA ROSA REALTY ORLANDO LLC

    4901 Reginald Rd, Orlando, FL 32829
  • /41

    $699,000

    $70K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,918 Sq Ft

    7823 Shane Ct, Orlando, FL 32822

    Virtually Staged. *PRICE IMPROVEMENT - Now offered at an exceptional value. WELCOME TO PARADISE — RARE LAKEFRONT ESTATE ON OVER 1⁄2 ACREWelcome home to this lakefront estate set on a quiet dead-end cul-de-sac, just under 4,000 square feet of living space on an over half-acre lot. Expansive lake and pool views, mature palm trees and daily sightings of ducks, cranes, pelicans and Florida’s

    Steven Koleno BEYCOME OF FLORIDA LLC

    7823 Shane Ct, Orlando, FL 32822
  • /38

    $96,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    5373 Marty Rd, Orlando, FL 32822

    Bright and spacious 2B/2B located in premiere 55 plus active adult Gulfstream Harbor Community. Come see this bright, spacious and immaculate 2B/2B plus large front room in sought after active adult 55 plus community in Orlando. This home has too many updates to list. You will love the open, flowing layout. This well maintained home boasts many recent upgrades including 2022 stainless steel

    Joanne Gauthier Four Star Homes, Inc.

    5373 Marty Rd, Orlando, FL 32822
  • /38

    $449,900

    $85K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,911 Sq Ft

    2319 Island Club Way, Orlando, FL 32822

    Newer roof. Full re-pipe. Step inside to vaulted ceilings and a bright, open great room where the living, dining, and kitchen flow together — one continuous space made for hosting, or just keeping an eye on dinner and the game at the same time. The kitchen carries granite counters, a tiled backsplash, and stainless steel appliances, with new luxury vinyl and ceramic tile running throughout the

    Bryan Arenas CALL IT CLOSED INTL REALTY

    2319 Island Club Way, Orlando, FL 32822
  • /19

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,941 Sq Ft

    4613 Flatwood Ln, Orlando, FL 32829

    Are you looking for a Beautiful and Affordable Home in Orlando? This Home really does have it all with so many features including New Exterior Paint and Landscaping, New Fence, LVP Flooring, LED lighting, & Whole home water filtration system. Watch a movie in the awesome Theater room in-ceiling speakers, projector and theater screen. You will enjoy time with the family in the large enclosed lanai

    Ryan Minadie COLDWELL BANKER REALTY

    4613 Flatwood Ln, Orlando, FL 32829
  • /17

    $120,000

    • 3 Beds
    • 2 Baths

    1282 Little Brooks Trail Unit 4142, Orlando, FL 32825

    Like New! Beautiful 2020 Double-Wide Mobile Home in East /offering modern design, spacious living, and like-new condition. This Energy-Efficient home provides comfort, style, and savings on your utility bills. Situated on a desirable corner lot, this property offers ample parking space, added privacy, and a convenient storage shed. As you step inside, you'll be impressed by the bright

    Gabriel Dumeng AMAZING MOBILE HOMES LLC

    1282 Little Brooks Trail Unit 4142, Orlando, FL 32825
  • /22

    $55,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    5404 Marty Rd Unit 1361, Orlando, FL 32822

    Priced right so and get ready to move into this adorable, cute and very well maintained 2b/2b in sought after active adult 55 plus community. The most recent updates are the refrigerator (2022), complete overhaul of the A/C (2020) and roof replacement (2017). The split layout never disappoints and displays a working brick fireplace in the spacious living room. It boasts extra-large master

    Joanne Gauthier Four Star Homes, Inc.

    5404 Marty Rd Unit 1361, Orlando, FL 32822
  • /16

    $55,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1227 Running Trail, Orlando, FL 32825

    This beautifully maintained 2018 manufactured home offers modern living, a fantastic layout, and unbeatable value! This 2-bedroom, 2-bathroom home offers approximately 960 sq. ft. of comfortable living space with a bright, open-concept floor plan. The spacious kitchen features abundant cabinet storage, a large center island, and includes all appliances-including the washer and dryer. The

    Samantha Rodriguez Sunset Home Sales

    1227 Running Trail, Orlando, FL 32825
  • 8031 Timberwood Ln Unit 36358618, Orlando, FL 32825

    $598,995

    New Construction
    • 3 - 4 Beds
    • 2 - 3 Baths
    • 2,065 Sq Ft

    Arthur Plan at Woodside Preserve, Orlando, FL 32825

    The Arthur exemplifies luxury and elegance with its thoughtful design and modern features. This stylish single-story floor plan boasts an open-concept main living space highlighted by a spacious great room that offers direct access to a beautiful covered lanai. Overlooking a cozy casual dining area, the kitchen is well-appointed, offering a large center island and a generous walk-in pantry. The

    Toll Brothers, Inc. Builder
    8031 Timberwood Ln Unit 36358618, Orlando, FL 32825
  • /15

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    8201 Claire Ann Dr Unit 203, Orlando, FL 32825

    Welcome to this charming condo in the desirable Villa Valencia community, conveniently located near Valencia College, shopping, dining, and major roadways. Perfect for a student, first-time buyer, or anyone seeking low-maintenance living, this condo features an open floor plan, spacious rooms, neutral paint throughout, and a large kitchen with a breakfast bar. Residents enjoy a well-maintained

    Adrian Lopez KELLER WILLIAMS ADVANTAGE III

    8201 Claire Ann Dr Unit 203, Orlando, FL 32825
  • /18

    $59,000

    $9K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    8215 Palm Harbor Way Unit 1184, Orlando, FL 32822

    Most Desired GULFSTREAM HARBOR AN ACTIVE 55 plus community. This beautiful home has such a great location offering 2 bedrooms and 2 baths. The HVAC system was replaced in 2019. Metal roof was replaced in 2014. The kitchen has plenty of cabinet space with an extended dining area. This home has so many characteristics and has plenty of room for family and friends. The large, screened porch also has

    Joanne Gauthier Four Star Homes, Inc.

    8215 Palm Harbor Way Unit 1184, Orlando, FL 32822
  • /46

    $395,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    8509 Lyonia Dr, Orlando, FL 32829

    NO HOA | HUGE BACKYARD | MINUTES FROM DISNEY & AIRPORT! This 4-bedroom, 2-bath home offers a rare combination of location, space, and flexibility. Centrally located near major attractions, shopping, dining, and with quick access to the airport, this property is perfect for both homeowners and investors. Featuring a functional layout and well-maintained interior, the highlight is the oversized

    William Lipsey EXP REALTY LLC

    8509 Lyonia Dr, Orlando, FL 32829
  • /26

    $315,000

    $35K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    7508 Carolyn Ave, Orlando, FL 32807

    Welcome to your new home! This 3-bedroom, 1-bathroom home was renovated in 2021 and features a 2021 roof, granite countertops, real wood soft-close cabinets, waterproof vinyl floors, double-pane windows, updated plumbing and electrical, new soffits, and much more. With 1,000 square feet of living space and an oversized lot with vegetation and fruit trees, this property is located in the highly

    Andres Ospina Rivera LPT REALTY, LLC

    7508 Carolyn Ave, Orlando, FL 32807
  • /69

    $525,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,741 Sq Ft

    2337 Treymore Dr, Orlando, FL 32825

    Nestled within the desirable gated community of The Preserve, this spacious home sits on a premium corner lot and features a thoughtfully designed floor plan with 4 bedrooms, 3 full bathrooms, and a large bonus room above the garage—perfect as a media room, playroom, home office, or guest retreat. Recent updates include a new roof (2020), new HVAC system (2023), new carpet in the bedrooms, living

    Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

    2337 Treymore Dr, Orlando, FL 32825
  • /15

    $289,900

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    7916 Richwood Dr, Orlando, FL 32825

    Looking for a truly move-in-ready home? Your search ends here! This beautifully updated half-duplex is packed with modern upgrades and ready for its new owner. The brand-new kitchen features elegant quartz countertops, new cabinetry, and a full suite of stainless-steel appliances. Enjoy a completely renovated guest bathroom, updated cabinetry in the primary bathroom, fresh interior paint

    Haimdatt Sadoo DELUXE REALTY OF CENTRAL FLORIDA

    7916 Richwood Dr, Orlando, FL 32825
  • /36

    $449,900

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,661 Sq Ft

    4702 Fort Bravo Ct, Orlando, FL 32822

    $15,000 Towards Buyers Closing Cost and/or prepaids. Welcome to 4702 Fort Bravo Court, a 3-bedroom, 2-bath home offering comfort, functionality, and valuable updates throughout. The property features major system updates including a roof replaced in 2018, A/C updated in April 2018, and water heater replaced in 2018. Interior updates include a refreshed primary bathroom completed in 2019 and an

    David Sanchez LOKATION

    4702 Fort Bravo Ct, Orlando, FL 32822
  • /29

    $250,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,252 Sq Ft

    2538 Rio Pinar Lakes Blvd, Orlando, FL 32822

    Welcome home to 2538 Rio Pinar Lakes - This 3 bedroom, 2.5 bath two-story townhome offers convenience & low maintenance! Updated Kitchen with Stainless Steel appliances (2020). Spacious 1st floor with an Open Kitchen, Dining Area, Living Room & 1/2 Bath. All bedrooms are on 2nd floor. Primary Bedroom Suite offers you wood flooring, an updated Shower (2023) & views of the lake. Lots of privacy &

    Olga Jakubowski ERA GRIZZARD REAL ESTATE

    2538 Rio Pinar Lakes Blvd, Orlando, FL 32822
  • /13

    $715,000

    New Construction $32K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,921 Sq Ft

    191 Woodgrove Dr, Orlando, FL 32825

    Modern luxury meets elegant design in this stunning quick move-in home. The open-concept great room is the perfect atmosphere for entertaining, with connectivity to the dining area and expansive views of the outdoor living space. This home gives you easy access to major commuter routes. Come experience your dream home by scheduling a tour. Disclaimer: Photos are images only and should not be

    Toll Brothers, Inc. Builder
    191 Woodgrove Dr, Orlando, FL 32825
  • /25

    $325,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 1,100 Sq Ft

    7621 Ruthwind Ct, Orlando, FL 32822

    Move-In Ready charming 3-bedroom, 3-bathroom home featuring an inviting front porch and NO HOA! The garage was thoughtfully converted into a third bedroom with a beautiful updated full bath, perfect for guests, a home office, or extra living space. New Roof (2026) was just installed for added peace of mind. The home was replumbed in 2016, giving you added value and worry-free living for years to

    Linda Guzman LIV REALTY II INC.

    7621 Ruthwind Ct, Orlando, FL 32822

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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.

Chickasaw Home Prices vs. Nearby Azalea Park, FL Neighborhoods

Chickasaw Cypress Springs Conway
Median Home Price
$385,000
$439,900
$365,000
Median Sale Price
$370,000
-1% YoY
$425,000
+2% YoY
$356,000
-5% YoY
Median Single Family Price
$397,450
$440,000
$428,000
Median Townhouse Price
$256,500
$340,000
$312,500
Median Condo Price
$185,000
$235,000
$155,000
Total Active Listings
95 listings
69 listings
135 listings
Market Conditions
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market

Frequently Asked Questions

Is Chickasaw a good place to live?
Chickasaw is a good place to live. Chickasaw is considered car-dependent and somewhat bikeable. Chickasaw has 6 parks for recreational activities. It is somewhat dense in population with 6.0 people per acre and a median age of 41. The average household income is $74,474 which is below the national average. College graduates make up 25.8% of residents. A majority of residents in Chickasaw are home owners, with 34% of residents renting and 66% of residents owning their home. A local real estate agent serving Chickasaw can help you decide if this neighborhood is the right one for you. Learn more on our Chickasaw neighborhood guide.
Is Chickasaw, FL a safe neighborhood?
Chickasaw, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Chickasaw?
The median home price in Chickasaw is $385,000. If you put a 20% down payment of $77,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $1,910 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $82K a year to afford the median home price in Chickasaw. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chickasaw is $74K.
What are the best public schools in Chickasaw?
The best public schools that serve Chickasaw are:
What are the best private schools in Chickasaw?
The best private schools that serve Chickasaw are:
What are the most popular zip codes in Chickasaw, Azalea Park, FL?
The most popular zip codes in Chickasaw, Azalea Park, FL include 32825, 32822, 32829, 32807 and 32812.
What are the most popular neighborhoods near Chickasaw, Azalea Park, FL?
The most popular neighborhoods near Chickasaw, Azalea Park, FL are Cypress Springs, Engelwood Park, South Semoran, Lee Vista and Dover.
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