Chickasaw Homes for Sale

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  /49

  $274,900

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,732 Sq Ft

  1429 S Chickasaw Trail Unit 7, Orlando, FL 32825

  Welcome to the highly sought-after Country Club Villas of Rio Pinar, an exclusive 14-unit community offering a rare opportunity to own a spacious one-story condominium in one of Orlando’s most desirable locations. Surrounded by mature landscaping and timeless brick exteriors, this beautifully maintained villa combines comfort, privacy, and low-maintenance living with the feel of a single-family

  Robert Bretz, PA EXP REALTY LLC

  1429 S Chickasaw Trail Unit 7, Orlando, FL 32825
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  /5

  $289,000

  • Land
  • 3.13 Acres
  • $92,332 per Acre

  0 Suburban Unit MFRO6296834, Orlando, FL 32829

  THIS LISTING IS FOR TWO PARCELS OF LAND BEING SOLD TOGETHER, ON EITHER SIDE OF SUBURBAN DRIVE IN CHICKASAW TRAILS AREA - CONVENIENT TO AIRPORT AND DOWN TOWN ORLANDO! NORTHERLY LOT IS OVER 3 ACRES; SOUTHERLY LOT IS NEARLY HALF ACRE! Where else can you find Gorgeous Private Wooded Acres so close to down town Orlando???? Location -- Location—Location --- Build your PERFECT wooded country estate!

  Tina Beshara REALTY GROUP SPECIALISTS, LLC

  0 Suburban Unit MFRO6296834, Orlando, FL 32829
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  /14

  $335,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3804 Janie Ct, Orlando, FL 32822

  Beautifully renovated and thoughtfully upgraded, this exceptional three-bedroom, two-bath home in the desirable East Orlando community of Eastwood Terrace offers the perfect blend of comfort, style, and convenience. Nestled on a quiet cul-de-sac with no rear neighbors, this well-maintained single-story residence provides both privacy and a peaceful setting. Step inside to discover a bright and

  Bobby Christiano COLDWELL BANKER REALTY

  3804 Janie Ct, Orlando, FL 32822
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  /17

  $277,900

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  546 Pigeon Cir, Orlando, FL 32825

  Looking for a truly move-in-ready home? Your search ends here! This beautifully updated 3-bedroom, 2-bath half-duplex is packed with modern upgrades and ready for its new owner. The brand-new kitchen features granite countertops, new cabinetry, and a full suite of stainless-steel appliances. Enjoy a fully renovated master bathroom, updated guest-bathroom cabinetry, fresh interior and exterior

  Haimdatt Sadoo DELUXE REALTY OF CENTRAL FLORIDA

  546 Pigeon Cir, Orlando, FL 32825
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  /34

  $119,500

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

  5844 Tuna Ln, Orlando, FL 32822

  Immaculately and lovingly maintained 3b/2b waterfront home in sought after active adult 55 plus community in Orlando. Your search is over! This is a must see!! Not only is this home extremely spacious with a split layout that is sure to delight, it is bright and boasts so many upgrades, can you say worry free? Starting with the most recent Water Heater (2026), A/C replaced (2024), and most

  Millie Serrano Four Star Homes, Inc.

  5844 Tuna Ln, Orlando, FL 32822
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  /16

  $380,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  45 Caswell Dr, Orlando, FL 32825

  Welcome to 45 Caswell Drive, a beautiful 3 bedroom, 2 bathroom home offering 1,662 square feet of living space on a spacious 9,359 square foot lot. The home offers a comfortable single-story layout with generous living spaces, a two-car carport, and plenty of outdoor space to enjoy the Florida lifestyle. Best of all, there is no HOA, giving you greater flexibility and freedom of

  Yolanda Aviles LPT REALTY, LLC

  45 Caswell Dr, Orlando, FL 32825
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  /22

  $409,999

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  8320 Southern Forest Dr, Orlando, FL 32829

  Welcome home to 8320 Southern Forest Dr, where modern updates meet everyday comfort.This fully renovated 3-bedroom, 2-bathroom home offers 1,324 square feet of thoughtfully designed living space in the heart of a quiet, charming Orlando neighborhood with no HOA. Step inside to an open floor plan anchored by a designated dining area, perfect for everything from quiet weeknight dinners to

  Immanuel Ferron AVENIR REAL ESTATE BROKERS LLC

  8320 Southern Forest Dr, Orlando, FL 32829
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  /11

  $390,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,339 Sq Ft

  2814 Palm Isle Way, Orlando, FL 32829

  BEAUTIFULLY MAINTAINED HOME IN A PRIME ORLANDO LOCATI9ON! 3/2 Home Centrally located near major highways 417 & 408, Offering quick and easy access to downtown Orlando, UCF, International Drive, and the areas major theme parks. Situated on a quiet cul-de-sac with limited traffic, this home is also close to local parks, shopping, dining, churches, and HIGHLY RATED SCHOOLS. This Home features a

  Caitlin Dean GREENE REALTY OF FLORIDA LLC

  2814 Palm Isle Way, Orlando, FL 32829
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  /33

  $260,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  2419 Rio Pinar Lakes Blvd, Orlando, FL 32822

  This beautifully updated 1-STORY TOWNHOME features 3 BEDROOMS, 2 BATHROOMS, and an OPEN-CONCEPT LAYOUT perfect for entertaining. Enjoy a modern kitchen with STAINLESS STEEL APPLIANCES, STYLISH BACKSPLASH, AND BUILT-IN CABINETRY, plus CEILING FANS THROUGHOUT for added comfort. Step into your ENCLOSED BACK PORCH overlooking a FULLY FENCED BACKYARD, ideal for relaxing or hosting. Additional perks

  Lizette Hernandez EXP REALTY LLC

  2419 Rio Pinar Lakes Blvd, Orlando, FL 32822
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  /27

  $329,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  7783 Pine Fork Dr, Orlando, FL 32822

  Don't miss out on this 2 Bedroom/ 2 Bathroom home plus a den in the Pine Ridge Community. Upon entry will will notice the beautifully updated tile flooring throughout as well as the gorgeous kitchen. The open floor plan makes this home perfect for entertaining. After a long day, come home and unwind on your oversized screened in lanai overlooking the serene pond out back. Roof and AC unit is

  Dana Gold RE/MAX ASSURED

  7783 Pine Fork Dr, Orlando, FL 32822
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  /16

  $70,000

  $10K PRICE DROP

  • 4 Beds
  • 3 Baths

  1155 Blackfoot Ave, Orlando, FL 32825

  Beautifully renovated home featuring a new roof, updated plumbing, and an upgraded electrical panel. This unique 4-bedroom, 3-bath property offers a versatile floor plan that can easily accommodate multi-generational living or provide private in-law suites. The current layout includes a 3-bedroom, 1-bath living area, a 1-bedroom, 1-bath suite, and a studio with its own full bath, offering privacy

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  1155 Blackfoot Ave, Orlando, FL 32825
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  /9

  $531,990

  New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 2,333 Sq Ft

  Plan 2333 at Oasis Reserve, Orlando, FL 32825

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

  KB Home Builder

  8868 Curry Ford Rd Unit 38553030, Orlando, FL 32825
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  /2

  $699,000

  New Construction $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,235 Sq Ft

  8056 Timberwood Ln, Orlando, FL 32825

  The Alina offers an exquisitely designed floor plan for entertaining and everyday living. The expansive great room is central to the alluring foyer hallway and the sizable covered lanai. Adjacent is a spacious casual dining area and a well-appointed kitchen enhanced by a center island with breakfast bar, wraparound counter and cabinet space, and a roomy walk-in pantry. Highlighting the lovely

  Toll Brothers, Inc. Builder

  8056 Timberwood Ln, Orlando, FL 32825
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  /31

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,357 Sq Ft

  803 Pinar Dr, Orlando, FL 32825

  This is the Rio Pinar Estates Golf Course home that you have been waiting for. It has 4 Bedroom and 2.5 Baths with updates galore. Before you walk in this wonderful home, the landscape and stone paver driveway may take your breath away. Both the front and back yards have been meticulously maintained, when you walk into the courtyard, it even gets better. As you walk in the front door, you are

  Jeffrey Bauer THOMAS LYNNE REALTY GROUP LLC

  803 Pinar Dr, Orlando, FL 32825
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  /8

  $5,990,000

  • Land
  • 4.15 Acres
  • $1,443,373 per Acre

  8010 Carolina Ln, Orlando, FL 32825

  **SILVER PALMS – SHOVEL-READY 72-UNIT 55+ DEVELOPMENT OPPORTUNITY IN EAST ORLANDO**A rare opportunity to acquire a **shovel-ready, 72-unit approved 55+ residential development in East Orlando, Orange County.** Silver Palms offers a new developer the ability to step into a project where approximately **four years of entitlement, engineering, permitting, and approval work has already been

  Sina Albekord CORCORAN PREMIER REALTY

  8010 Carolina Ln, Orlando, FL 32825
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  /2

  $699,999

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,388 Sq Ft

  8074 Timberwood Ln, Orlando, FL 32825

  The Alina offers an exquisitely designed floor plan for entertaining and everyday living. The expansive great room is central to the alluring foyer hallway and the sizable covered lanai. Adjacent is a spacious casual dining area and a well-appointed kitchen enhanced by a center island with breakfast bar, wraparound counter and cabinet space, and a roomy walk-in pantry. Highlighting the lovely

  Toll Brothers, Inc. Builder

  8074 Timberwood Ln, Orlando, FL 32825
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  /70

  $600,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft

  9101 Woodbridge Oak Terrace, Orlando, FL 32825

  Nestled on a quiet cul-de-sac within the gated community of Rio Pinar Lakes, this updated Lennar Cambridge floor plan combines energy efficiency, thoughtful updates, and timeless comfort into one outstanding opportunity. An owned solar electric system, water softener system, new 80 gallon solar water heater (2025), new roof (2022), and new exterior paint (2022) provide peace of mind, while the

  David Dorman CENTURY 21 CARIOTI

  9101 Woodbridge Oak Terrace, Orlando, FL 32825
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  /31

  $188,000

  $10K PRICE DROP

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

  8215 Sun Spring Cir Unit 12, Orlando, FL 32825

  Beautiful Condominium in the desirable gated community "The Club at Orlando". The open-concept floor plan features tile flooring in living room and dining room area, neutral paint colors, stone countertops, new rugs in bedrooms and stainless steel appliances. the refrigerator and Stove are new (2026). It has a Clubhouse, pool area, tennis courts, and HOA fees include Cable TV and water. The

  Roselene Guex COLDWELL BANKER REALTY

  8215 Sun Spring Cir Unit 12, Orlando, FL 32825
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  /26

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  7825 Sapphire Ln, Orlando, FL 32822

  Adorable 3-bedroom, 2-bath home in an exceptional location! This well-kept property offers a 2-car garage, covered patio, and open floor plan with vaulted ceiling. Kitchen features wood cabinetry and a wine refrigerator; living room offers extra space. Ceramic tile and laminate flooring throughout. Backyard has newly installed pavers, perfect for entertaining. Upgraded windows. Rare opportunity

  Monica Erbity HOME WISE REALTY GROUP, INC.

  7825 Sapphire Ln, Orlando, FL 32822
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  /35

  $349,900

  $10K PRICE INCREASE Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,039 Sq Ft

  7610 Autumn Pines Dr, Orlando, FL 32822

  Excellent Home for a 1st time buyer looking for a Turn Key Property! Completely remodeled and restructured boasting an Open Floor Plan, ample Kitchen with large Island, New Granite Countertops, New Cabinets, New Fixtures and High End Appliances. New Roof (2020) Newer AC (2020) and Both bathrooms were updated recently as well. Large fenced backyard, clean and flat, ready for your touch and

  Elena Cruz ELENA CRUZ HOMES, LLC

  7610 Autumn Pines Dr, Orlando, FL 32822
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  /36

  $395,000

  Pre-Foreclosure

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

  8921 Fort Jefferson Blvd, Orlando, FL 32822

  Welcome to LAKEFRONT LIVING with room to breathe! Set in the QUIET Stonebridge neighborhood, this 4BD/2BA two-story home provides a peaceful setting with a BEAUTIFUL LAKE VIEW, space between neighbors and the convenience of a central Orlando location. The lake is known for BASS AND TILAPIA FISHING, adding an enjoyable outdoor element right in your own backyard. The home has been well cared for

  Jennifer Wemert WEMERT GROUP REALTY LLC

  8921 Fort Jefferson Blvd, Orlando, FL 32822
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  /23

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,434 Sq Ft

  Unlisted Address

  Welcome to this beautifully maintained 4-bedroom, 2-bath home tucked away on a cul-de-sac in an established East Orlando neighborhood. This move-in-ready home offers a functional floor plan, updated kitchen, tile, vinyl and hardwood flooring, a 2-car garage, and a fully fenced backyard perfect for entertaining, pets or simply enjoying the Florida lifestyle.Major improvements provide added

  Laila Ocampo COMPLETE REALTY STORE, LLC

  Unlisted Address
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  /30

  $289,500

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft

  3062 Stonecastle Rd, Orlando, FL 32822

  Cozy townhouse, located in a quiet community. Has a front porch. It has two bedrooms, a living room, and a dining area. The master bedroom has a door that leads out to the backyard. The bedrooms have ceiling fans.

  Diego Francisco WEICHERT REALTORS HALLMARK PRO

  3062 Stonecastle Rd, Orlando, FL 32822
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  /18

  $269,900

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,252 Sq Ft

  2513 Rio Pinar Lakes Blvd, Orlando, FL 32822

  NEW PRICE!!! This is a very unique opportunity to own a townhouse thats very centrally located in Orlando!! This is a 3 bed 2 1/2 bath two story townhouse in The established community of Rio Pinar Lakes. The Townhouse is a rare find in this community as most units are single story. These two story units rarely hit the market. The property features a sizable front yard/driveway as well as a back

  Juan Matias LPT REALTY, LLC

  2513 Rio Pinar Lakes Blvd, Orlando, FL 32822
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  /13

  $269,900

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

  7924 Guardsmen St, Orlando, FL 32822

  Virtually Staged. Welcome to Royal Manor Villas, a distinguished and serene community in East Orlando that offers low-maintenance living, a low HOA fee, and access to a community swimming pool. This exceptional end-unit, single-story villa that offers an optimal combination of comfort and convenience in a highly desirable location. The property is a spacious villa featuring three bedrooms and two

  Kevin Gomez THE ANDERSON GROUP & CO PL

  7924 Guardsmen St, Orlando, FL 32822
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  /5

  $279,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,022 Sq Ft

  4503 Usher Ave, Orlando, FL 32822

  Virtually Staged. Reduce Price!Welcome to this charming property located in the heart of Orlando! This inviting home offers a wonderful opportunity for homeowners or investors looking for comfort, convenience, and potential. Situated on a spacious 7,912 sqft lot, the property provides plenty of outdoor space to enjoy, garden, or create your own backyard retreat.Inside, you'll find a

  Maria Orozco FOUR STAR HOME BROKERS, INC.

  4503 Usher Ave, Orlando, FL 32822
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  /40

  $190,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 962 Sq Ft

  8225 Claire Ann Dr Unit 101, Orlando, FL 32825

  Virtually Staged. Discover effortless Florida living in this beautifully maintained ground-floor condo located in the desirable gated community of Villa Valencia. Offering 2 spacious bedrooms and 2 full bathrooms, this thoughtfully designed home features dual primary suites, each with its own walk-in closet and private en-suite bath-perfect for guests, roommates, or a flexible work-from-home

  Erica Diaz HOMEVEST REALTY

  8225 Claire Ann Dr Unit 101, Orlando, FL 32825
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  /33

  $315,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,013 Sq Ft

  7524 Marietta St, Orlando, FL 32807

  Charming Home in Central OrlandoThis well-maintained 3-bedroom, 2-bathroom home with an additional flex room offers comfort, space, and convenience in a prime Orlando location. The property has been renovated and features a functional layout with inviting living areas, a fenced front and backyard perfect for pets or outdoor gatherings, and plenty of natural light throughout. Located just

  Andres Ospina Rivera LPT REALTY, LLC

  7524 Marietta St, Orlando, FL 32807
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  /20

  $363,000

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  2136 Opal Dr, Orlando, FL 32822

  **SELLER IS OFFERING $5K BUYER INCENTIVE** Centrally located 3/2 East Orlando home in Rio Pinar Lakes with several recent updates including a new roof (2024) and tankless water heater. The home features a spacious living area including tiled floors, an updated kitchen with stainless steel appliances, bathroom updates, and an inviting sunroom offering additional flexible living space. There is

  Sandra Fajardo NATIONAL REAL ESTATE

  2136 Opal Dr, Orlando, FL 32822
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  /31

  $69,999

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1264 Morning Star Ln, Orlando, FL 32825

  Well-maintained large 1280 SQ Ft 3-bedroom,2-bathroom home built in 2018, located in the desirable all-ages community of Shadow Hills, featuring spacious bedrooms and bathrooms, a bright open-concept floor plan ideal for family living, vinyl flooring throughout, and a kitchen with a central island and plenty of cabinet space for storage; the home also offers a double driveway accommodating up to

  Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

  1264 Morning Star Ln, Orlando, FL 32825
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  /26

  $65,000

  • 2 Beds
  • 2 Baths
  • 984 Sq Ft

  5403 Jean Dr, Orlando, FL 32822

  Most Desired GULFSTREAM HARBOR AN ACTIVEW 55 plus community. This beautiful home has such a great location offering 2 bedrooms and 2 baths. Shingled roof was replaced in 2022. The kitchen has plenty of cabinet space with an extended dining area with. This home has so many characteristics and has plenty of room for family and friends. The large, screened porch also to watch sunsets in the breeze.

  Joanne Gauthier Four Star Homes, Inc.

  5403 Jean Dr, Orlando, FL 32822
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  /34

  $59,000

  $6K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft

  5556 Marty Rd Unit 1379, Orlando, FL 32822

  Priced to sell!! 2bd, 2ba home in sought after active adult community in Orlando, do not miss out on this great buy! Must see this spacious open layout home. Before entering the house you will love the double driveway, manicured front lawn and little white fence on the carport, great if you have a dog and easily removed if you do not want it. Once inside, the open layout is enhanced by a large

  Millie Serrano Four Star Homes, Inc.

  5556 Marty Rd Unit 1379, Orlando, FL 32822

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