Chickasaw Homes for Sale

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  /49

  $289,900

  $10K 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

  $345,000

  $5K 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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  /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 ownership.

  Yolanda Aviles LPT REALTY, LLC

  45 Caswell Dr, Orlando, FL 32825
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  /34

  $99,900

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  5482 Jean Dr Unit 1422, Orlando, FL 32822

  This WATERFRONT home is in the 55 plus community of Gulfstream Harbor. This recently renovated home has 3 bedrooms and 2 baths. The HVAC system is in 2020. New waterproof vinyl tiled flooring throughout. Membrane roof over 2022. Wood burning fireplace in living area. This home has so many characteristics and has plenty of room for family and friends. It has an open plan living and dining area

  Joanne Gauthier Four Star Homes, Inc.

  5482 Jean Dr Unit 1422, Orlando, FL 32822
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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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  /9

  $521,990

  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

  $749,000

  New Construction

  • 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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  /70

  $625,000

  • 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

  $198,000

  • 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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  /22

  $414,900

  $5K PRICE DROP

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

  2744 Palm Isle Way, Orlando, FL 32829

  Virtually Staged. Welcome to this charming, beautifully updated single-family home offering the perfect blend of modern style and everyday comfort. Boasting an excellent location in a peaceful Orlando neighborhood, the property stands out with great curb appeal, featuring clean stucco architecture, a beautiful front bay window, a spacious two-car garage, and a wide concrete driveway. An aerial

  Elizabeth Kent LPT REALTY LLC

  2744 Palm Isle Way, Orlando, FL 32829
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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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  /28

  $185,000

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

  8217 Sun Spring Cir Unit 72, Orlando, FL 32825

  Welcome to Club at Orlando, a well-maintained gated condominium community offering comfort, convenience, and beautiful garden views. This desirable first-floor unit enjoys a peaceful setting with a spacious screened porch overlooking a picturesque manicured green space.Inside, you’ll find a bright and open floor plan designed for easy everyday living. The kitchen has a seamless flow to the

  Andy Neal THE AGENCY FL

  8217 Sun Spring Cir Unit 72, Orlando, FL 32825
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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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  /17

  $80,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths

  1208 Running Trail, Orlando, FL 32825

  Completely renovated home featuring a new roof, updated plumbing, upgraded electrical panel, and brand-new flooring throughout. Conveniently located near Valencia College and just 15 minutes from the airport-perfect for easy commuting and everyday convenience.

  Gabriel Dumeng AMAZING MOBILE HOMES LLC

  1208 Running Trail, Orlando, FL 32825
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  $720,995

  New Construction

  • 4 - 6 Beds
  • 3 - 4 Baths
  • 3,136 Sq Ft

  Ashley Plan at Woodside Preserve, 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 Unit 36358619, Orlando, FL 32825
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  /5

  $279,000

  $7K PRICE DROP

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

  4503 Usher Ave, Orlando, FL 32822

  One or more photo(s) has been 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

  Maria Orozco FOUR STAR HOMES, INC.

  4503 Usher Ave, Orlando, FL 32822
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  /27

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,209 Sq Ft

  1313 Summer Breeze Rd, Orlando, FL 32822

  Great location and newly updated. Located on a cul de sac. West facing home. 3 bedrooms, 2 full bathrooms.Completely renovated 2024 with new kitchen, appliances, and bathrooms. New Roof installed 2023New Electric panel installed 2024New AC installed 2024This is a must see.

  Simeon Streeter CLEAR BLUE SKY REAL ESTATE

  1313 Summer Breeze Rd, Orlando, FL 32822
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  /40

  $201,500

  • 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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  /16

  $80,000

  $16K 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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  /33

  $315,000

  $35K PRICE DROP

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

  7524 Marietta St, Orlando, FL 32807

  Charming Home in Central Orlando This 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 minutes

  Andres Ospina Rivera LPT REALTY, LLC

  7524 Marietta St, Orlando, FL 32807
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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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  /37

  $508,888

  $31K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,703 Sq Ft

  1055 Palos Verde Dr, Orlando, FL 32825

  Virtually Staged. Welcome to 1055 Palos Verde Drive, a beautifully updated 4 BED -3 BATH 2 car garage 2,703 SqFt home nestled in the established GOLF course community of RIO PINAR COUNTRY CLUB ESTATES. Situated on an OVERSIZED .31-acre LOT, offers the perfect combination of comfort, style, and functionality. New roof (2020), HOA just $60/year. Step inside to discover an inviting OPEN FLOOR PLAN

  Arthur Love LA ROSA REALTY ORLANDO LLC

  1055 Palos Verde Dr, Orlando, FL 32825
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  /24

  $65,000

  • 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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