Chickasaw Homes for Sale

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  /60

  $649,000

  • 5 Beds
  • 3 Baths
  • 3,338 Sq Ft

  2026 Winding Oaks Dr, Orlando, FL 32825

  Nestled within the Premiere Gated Community of the Preserve at Rio Pinar lies an exquisite opportunity for homeownership. Offering both tranquility and privacy, this immaculately maintained home is all on one story and was constructed on a prime conservation, cul-de-sac lot in the back of the neighborhood, with lush woods beyond the backyard. With 5 bedrooms, 3 baths, and soaring 12ft ceilings,

  Bill Bliss

  EXP REALTY LLC

  (321) 346-0827

  2026 Winding Oaks Dr, Orlando, FL 32825
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  Explore Chickasaw

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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

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 467-7999

  4713 Fort Knox Ct, Orlando, FL 32822
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  /25

  $160,000

  • 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

  

  Tim Veigle

  WATSON REALTY CORP

  (321) 252-7064

  8213 Claire Ann Dr Unit 108, Orlando, FL 32825
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  /38

  $469,900

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft

  4021 Eagle Feather Dr, Orlando, FL 32829

  Welcome to this beautifully updated four-bedroom, two-bathroom home offering both style and comfort. With no rear neighbors and a large, privacy-fenced backyard, you’ll enjoy a peaceful setting framed by mature trees. Inside, the home features a versatile floor plan beginning with formal living and dining areas, currently enjoyed as a lounge and game room. The updated kitchen is a true

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  (321) 386-2017

  4021 Eagle Feather Dr, Orlando, FL 32829
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  /24

  $510,000 Open Fri 3PM - 6PM

  • 5 Beds
  • 4.5 Baths
  • 2,630 Sq Ft

  7551 Bear Claw Run, Orlando, FL 32825

  One or more photo(s) has been virtually staged. Inspection and appraisal completed—this home is ready for a smooth closing. Rare opportunity: a turnkey home already appraised and priced right! No need to start over, this comes fully furnished!Beautifully updated 5BD/4.5BA home in Chickasaw Place, East Orlando! Over 2,500 sq. ft. with a smart layout ideal for families, multi-gen living,

  Sheyla Apuy KELLER WILLIAMS ADVANTAGE III

  7551 Bear Claw Run, Orlando, FL 32825
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  /35

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,381 Sq Ft

  7814 Hidden Hollow Dr, Orlando, FL 32822

  ''Bundled service pricing available for buyers. Connect with the listing agent for details.'' 2022 ROOF, A/C & WATER HEATER!!! This charming 4-bedroom, 2-bathroom home is move-in ready and offers thoughtful updates inside and out. Vaulted ceilings welcome you at entry, creating an open and airy feel in the gathering spaces, while natural light fills the home throughout the day. The layout

  Juan Castro REDFIN CORPORATION

  7814 Hidden Hollow Dr, Orlando, FL 32822
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  /31

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,039 Sq Ft

  2023 Gamboge Dr, Orlando, FL 32822

  Welcome to 2023 Gamboge Dr, a beautifully updated Orlando home offering comfort, privacy, and an ideal location. Recent upgrades include a new roof (2024), newer A/C compressor and condenser (2022), water heater (2023), refrigerator (2023), garbage disposal (2022), digital thermostat, sprinkler system, and a high-wind rated garage door. Fresh carpet in the family room (2024) adds warmth, while

  Abby Nelson RE/MAX 200 REALTY

  2023 Gamboge Dr, Orlando, FL 32822
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  /24

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,666 Sq Ft

  910 Mosshart Ln, Orlando, FL 32825

  Step inside a home that blends fresh updates with timeless comfort in the heart of East Orlando. Tucked away on a private, quiet street that ends in a cul-de-sac, this Rio Pines residence offers the perfect mix of style, convenience, and everyday livability.The exterior has been thoughtfully refreshed with stunning new Hardie board siding, shake accents, and crisp trim details, giving the

  Jorge Perez Gonzalez THE AGENCY ORLANDO

  910 Mosshart Ln, Orlando, FL 32825
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  /42

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft

  8353 Fort Clinch Ave, Orlando, FL 32822

  Welcome to this beautiful two-story home in the desirable Stonebridge Village community of Orlando! Step inside to a bright foyer that opens to the formal living room, complete with soaring ceilings and a sliding glass door to the backyard. Just beyond is the formal dining room, perfect for hosting special occasions.The heart of the home is the kitchen, featuring granite countertops, a

  Monica Phu CENTURY 21 CARIOTI

  8353 Fort Clinch Ave, Orlando, FL 32822
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  /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
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  /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
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  /46

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,637 Sq Ft

  8632 Tarragon Dr, Orlando, FL 32825

  Impeccably maintained and thoughtfully renovated home in the highly-desirable Peppertree community. Situated on a prime corner lot, this property exudes pride of ownership from every angle. A full gut renovation and expansion in 2005 transformed the home into a modern, open-concept space perfect for entertaining and everyday living with incredible natural light. The home includes a

  Stephane Gregory Clear Realty, LLC.

  8632 Tarragon Dr, Orlando, FL 32825
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  /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
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  /56

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,521 Sq Ft

  124 Cinnamon Dr, Orlando, FL 32825

  Spacious corner lot two story updated home of nearly a quarter acre. Step inside to discover luxurious flooring made of porcelain tile that creates a sleek and modern ambiance. Beautiful quartz countertops are complemented by light cabinetry, making this space ideal for both cooking and entertaining. this 3-bedroom, 2.5-bath home offers a convenient half bath, and a screened back porch—perfect

  Gloria Mejia FLORIDA REALTY INVESTMENTS

  124 Cinnamon Dr, Orlando, FL 32825
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  /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
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  /46

  $429,900

  • 4 Beds
  • 2 Baths
  • 1,645 Sq Ft

  7 Madeira Ave, Orlando, FL 32825

  Updated 4/2 Home Near UCF – No HOA, Huge Yard, Tons of Potential!Beautifully updated home on a quiet cul-de-sac just minutes from UCF, Valencia, and major highways. Located in a no-HOA community with no rear neighbors, this 4-bedroom, 2-bath home offers privacy, flexibility, and room to grow.Features include quartz countertops, updated cabinetry, new flooring, and refreshed

  Junio Jean Charles YOUNG REAL ESTATE

  7 Madeira Ave, Orlando, FL 32825
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  /40

  $410,000

  • 3 Beds
  • 2 Baths
  • 2,125 Sq Ft

  9311 Sonia St, Orlando, FL 32825

  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

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  9311 Sonia St, Orlando, FL 32825
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  /14

  $403,000

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  4749 Hopespring Dr, Orlando, FL 32829

  Stunning home with Beautiful Conservation view in an established community with a LOW HOA. Experience the perfect blend of comfort and nature in this lovely 3 bedroom and 2 bath home, features a comfortable open floor plan with a wood and gas fireplace that adds warmth and charm to your living space. The modern kitchen offers new shaker cabinets with stainless steel appliances, quartz

  Fabiola Matos LARIMAR REALTY

  4749 Hopespring Dr, Orlando, FL 32829
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  /24

  $429,000

  • 3 Beds
  • 2 Baths
  • 2,007 Sq Ft

  444 S Deerwood Ave, Orlando, FL 32825

  This beautifully updated home offers the perfect blend of modern upgrades and family-friendly features. The kitchen is a true centerpiece, featuring brand-new cabinets, sleek granite countertops, and an infrared stove, all complemented by a Samsung smart fridge and other kitchen appliances, all within three years of purchase. The adjacent dining room offers additional granite surfaces, built-in

  Richard Sarta COMWIRE REALTY INC

  444 S Deerwood Ave, Orlando, FL 32825
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  /38

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  2213 Rio Pinar Lakes Blvd, Orlando, FL 32822

  **Price Adjustment**Welcome to Rio Pinar Lakes, 4 beds 2.5 baths house for sale in a great Location, and its upgraded, roof was installed in 2021, half bathroom was added, fully fenced in yard , No HOA. home is minutes away from 417 and 408 expressways, Goldenrod road, Curry Ford road, restaurants, gas stations, fire department, schools, shopping centers, etc. the perfect location for you.

  Antonio Bayron CENTURY 21 WOLF'S CROSSING REALTY

  2213 Rio Pinar Lakes Blvd, Orlando, FL 32822
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  /20

  $109,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  5570 Jean Dr Unit 1429, Orlando, FL 32822

  WELL MAINTAINED HOME IN FABULOUS GULFSTREAM HARBOR 55 PLUS ACTIVE ADULT COMMUNITY. Your search is over! Immaculately maintained 2b/2b plus another large room office or den. Not only has this home been beautifully kept but it also boasts a brand new (2021) A/C with warranty! It also features an open concept large kitchen with granite island and countertop leading into the dining room and

  Joanne Gauthier Four Star Homes, Inc.

  5570 Jean Dr Unit 1429, Orlando, FL 32822
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  /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
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  /18

  $50,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  8078 Palm Harbor Way Unit 1268, Orlando, FL 32822

  Priced to sell in the 55 plus community of Gulfstream Harbor. This home has 2 large bedrooms and 2 baths. It is completely furnished with a brand new modern living room set. Estate sale move-in ready. Newer vinyl plank flooring throughout. Updated appliances and an island bar. The community offers amenities including pools and a clubhouse. Enjoy events ranging from fine dinners to bingo every

  Joanne Gauthier Four Star Homes, Inc.

  8078 Palm Harbor Way Unit 1268, Orlando, FL 32822
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  /26

  $400,000 Open Sat 4PM - 6PM

  • 4 Beds
  • 2 Baths
  • 1,641 Sq Ft

  3826 Peace Pipe Dr, Orlando, FL 32829

  One or more photo(s) has been virtually staged. Nestled in the highly desirable Chickasaw Trails community, this beautifully maintained 4-bedroom, 2-bath home perfectly blends comfort, style, and functionality. From the moment you arrive, the well-manicured landscaping, extended driveway, and inviting entryway create a warm and welcoming first impression.Step inside to discover an open,

  Christina Munkberg COLDWELL BANKER RESIDENTIAL RE

  3826 Peace Pipe Dr, Orlando, FL 32829
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  /26

  $137,900

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

  8241 Hatteras Rd Unit 1148, Orlando, FL 32822

  Step into resort style living with this beautifully maintained three bedroom two bath manufactured home located in the highly sought after Gulfstream Harbor a gated 55 plus community in the heart of Orlando. Offering 1440 square feet of living space this home is designed for both comfort and convenience. Recent upgrades include a brand new roof installed in August 2025 two new skylights one in

  Isabel Dalgleish Four Star Homes, Inc.

  8241 Hatteras Rd Unit 1148, Orlando, FL 32822
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  /18

  $299,900

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

  7800 Richwood Dr, Orlando, FL 32825

  Welcome to this inviting 2-bedroom, 2-bath half-duplex nestled in one of Orlando’s most convenient locations. With a smart layout and plenty of natural light, this home offers both comfort and functionality—perfect for first-time buyers, downsizers, or investors looking for a great opportunity. Step inside to find an open living and dining area with vaulted ceilings that create a spacious, airy

  Jana Rodriguez LA ROSA REALTY LLC

  7800 Richwood Dr, Orlando, FL 32825
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  /41

  $119,900

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  8529 Arrow Head Cir Unit 4963, Orlando, FL 32825

  This stunning newly renovated 3 bedroom 2 bath manufactured home is filled with upgrades rarely seen in a manufactured home. Every detail has been carefully updated to create a modern stylish space that is truly move in ready. Located in a desirable all ages community this home offers comfort and convenience in a prime location. Features include a fully renovated interior with premium upgrades,

  Isabel Dalgleish Four Star Homes, Inc.

  8529 Arrow Head Cir Unit 4963, Orlando, FL 32825
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  /17

  $63,000

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

  1534 Kilbee Trail, Orlando, FL 32825

  Welcome to this unique manufactured home in the desirable Shadow Hills Family Community. This property offers 3 bedrooms and 2 bathrooms, including a 2 bedroom 1 bath main home plus a 1 bedroom 1 bath in law suite with its own kitchenette and private entrance. The home features vinyl flooring throughout, remodeled kitchen and bathrooms, and a laundry area in the shed. The in law suite also

  Maria Orozco Four Star Homes, Inc.

  1534 Kilbee Trail, Orlando, FL 32825
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  /63

  $333,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  7954 Sagebrush Place, Orlando, FL 32822

  Convenient and comfortable 3 bedroom, 2 bathroom Half-Duplex home. Renovated kitchen with Quartz countertops; Kitchen with breakfast nook; Upgraded bathrooms; New ceiling fans and lights; New room doors; New window blinds; Whole house re pipe 2019; Water heater 2019; AC 2021; New garage door Sep. 2020; Tiles through-out the house. Interior and Exterior paint 2022; Screened patio overlooks the

  Li Ju Huang AMERICA REAL ESTATE COMPANY LL

  7954 Sagebrush Place, Orlando, FL 32822
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  /26

  $370,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  9176 Fort Jefferson Blvd, Orlando, FL 32822

  Welcome to this well-maintained corner-lot home in the heart of Orlando, offering the home fully furnished and complete with solar panels for energy efficiency and long-term savings. An enclosed porch provides the perfect setting for family gatherings, entertaining, or relaxation. With low HOA fees and a location just minutes from Lake Nona and the Orlando International Airport, this property

  Luis Aparicio KELLER WILLIAMS ADVANTAGE III

  9176 Fort Jefferson Blvd, Orlando, FL 32822
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  /21

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1220 Easton St, Orlando, FL 32825

  Explore this move-in-ready 4-bedroom, 4-bathroom full duplex, featuring two units (1220 and 1218), each offering 2 bedrooms and 2 bathrooms. 2 car garage each. Great floor plan. With a rental market value of $1,850/month/unit and a roof updated in 2019 (public records), this property is a fantastic investment opportunity. Unit 1218 was recently updated kitchen and bathroom, newer countertops and

  Long Nguyen ALLIANCE REAL ESTATE GROUP

  1220 Easton St, Orlando, FL 32825
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  /25

  $364,900 Open Sun 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  8445 Quisqualis Dr, Orlando, FL 32822

  Come and see this beautiful home 3 bedrooms and a bonus room perfect for a home office or studio. This centrally located home is sitting on a large .24 acre corner lot with conservation area view from back yard for nature lovers who appreciate conservation with fenced yard for added privacy and security. Remodeled kitchen with modern amenities . New roof installed in 2024 and air conditioning

  Brenda Domingo NONA LEGACY POWERED BY LA ROSA

  8445 Quisqualis Dr, Orlando, FL 32822
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  /37

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  8215 Sun Spring Cir Unit 53, Orlando, FL 32825

  Prepare to be impressed by this beautifully upgraded 2-bedroom, 2-bath condo located in the desirable community of The Club at Orlando. This top-floor unit welcomes you with a spacious open-concept layout featuring soaring vaulted ceilings, a skylight that floods the space with natural light, and a combined living and dining area—perfect for everyday living and entertaining. Step through the

  Ling Heung KELLER WILLIAMS ADVANTAGE 2 REALTY

  8215 Sun Spring Cir Unit 53, Orlando, FL 32825
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  /12

  $92,000

  • 3 Beds
  • 2 Baths

  1543 Indian Summer Ln Unit 4920, Orlando, FL 32825

  2018 MOBILE HOME in Orlando East near Valencia college and UCF ! Beautiful manufactured home in a family-friendly community, move-in ready with a new roof, brand-new kitchen, and central A/C. Prime location: only 20 minutes from the Airport and 15 minutes from Downtown Orlando, with nearby charter schools. Financing available! Don't miss the chance to own this well-located and

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  1543 Indian Summer Ln Unit 4920, Orlando, FL 32825
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  /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
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  /52

  $364,500

  • 3 Beds
  • 2 Baths
  • 1,227 Sq Ft

  8201 Fort Thomas Way, Orlando, FL 32822

  OLD TIME BEAUTY!!! New fresh painting both inside & exterior, New dishwasher, New range, New Ceiling fans, and New blinds. Newer ROOF(7/26/23) and Newer AC (5/24/23). Quality textured tiles throughout both inside and patio floorings . House at lightly higher ground with great lighting. Partically fenced. Sold AS-IS. Total heated area 1227 squre feet from the county record plus the additioal 352

  Rachel Pan ARCHIHOME ENTERPRISES LLC

  8201 Fort Thomas Way, Orlando, FL 32822
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  /28

  $318,000

  • 3 Beds
  • 2 Baths
  • 1,113 Sq Ft

  8503 Plumeria Ave, Orlando, FL 32825

  Priced to Sell Fast – 3 Bedroom, 2 Bathroom Home in East Orlando!Looking for the perfect starter home or first-time buyer opportunity? This charming 3-bedroom, 2-bathroom home in East Orlando is priced just right and ready for its new owner!Home Features:Open floor plan with soaring ceilings for a spacious feelBright kitchen overlooking the living room – perfect

  Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

  8503 Plumeria Ave, Orlando, FL 32825
• 

  

  /25

  $179,995

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  8215 Sun Spring Cir Unit 73, Orlando, FL 32825

  Charming 2-Bedroom, 2-Bath Condo with Stunning Lake ViewsWelcome to this beautifully maintained third-floor condominium offering comfort, convenience, and a picturesque setting. Featuring 2 spacious bedrooms and 2 full bathrooms, this home is thoughtfully designed with an open-concept layout that seamlessly connects the kitchen, dining, and living areas—perfect for both entertaining and

  Cedrick Thomas LAWYERS REAL ESTATE

  8215 Sun Spring Cir Unit 73, Orlando, FL 32825
• 

  

  /4

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,201 Sq Ft

  7821 County Down Ct, Orlando, FL 32822

  Fantastic Investment Opportunity!This spacious end-unit villa in the highly sought-after Royal Manor Villas community is already leased through April 30, 2026 — giving you instant rental income.Featuring 3 bedrooms and 2 bathrooms, this beautifully maintained home offers a bright and comfortable layout. The primary suite includes a private bath and generous closet space, while the

  Debbie Frucci RE/MAX TOWN & COUNTRY REALTY

  7821 County Down Ct, Orlando, FL 32822
• 

  

  /43

  $379,995

  • 4 Beds
  • 2 Baths
  • 1,366 Sq Ft

  7609 Winter Shade Dr, Orlando, FL 32822

  Location, location, location! This completely remodeled 4-bedroom, 2-bath home is tucked away in a quiet, sought-after East Orlando neighborhood with NO HOA—offering the perfect mix of modern style, comfort, and convenience.Over $90,000 in recent upgrades (August 2025) include:New architectural shingle ROOF, Brand-new KITCHEN & BATHROOMS with luxurious Quartz countertops and

  Olbeni Vera LA ROSA REALTY ORLANDO LLC

  7609 Winter Shade Dr, 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.

Learn more about living in Chickasaw

Frequently Asked Questions

Is Chickasaw a good place to live?

Chickasaw is a good place to live. Chickasaw is considered very car-dependent and somewhat bikeable. Chickasaw is a suburban neighborhood. Chickasaw has 6 parks for recreational activities. It is fairly sparse in population with 5.6 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 33.8% of residents renting and 66.2% 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.

How much do you need to make to afford a house in Chickasaw?

The median home price in Chickasaw is $389,900. If you put a 20% down payment of $78,000 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $1,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $83K a year to afford the median home price in Chickasaw. The average household income in Chickasaw is $74K.

What are the best public schools in Chickasaw?

The best public schools that serve Chickasaw are:

• Deerwood Elementary School has an A- Niche grade and a student teacher ratio of 14:1.
• Vista Lakes Elementary has a B+ Niche grade and a student teacher ratio of 14:1.
• Odyssey Middle School has a B Niche grade, a student teacher ratio of 17:1 and an average review score of 3.9.

What are the best private schools in Chickasaw?

The best private schools that serve Chickasaw are:

• Faith Christian Academy has an A+ Niche grade, a student teacher ratio of 16:1 and an average review score of 4.4.
• Orlando Christian Prep has an A Niche grade, a student teacher ratio of 14:1 and an average review score of 4.3.
• Eastland Christian School has a B Niche grade, a student teacher ratio of 18:1 and an average review score of 3.2.

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, 32803 and 32807.

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.

Home Trends in Chickasaw, FL

On average, homes in Chickasaw, Azalea Park sell after 49 days on the market compared to the national average of 52 days. The median sale price for homes in Chickasaw, Azalea Park over the last 12 months is $374,500, up 1% from the median home sale price over the previous 12 months.

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%