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$299,900 Just Listed
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Property Description
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 home. Step through the private entrance courtyard and into an expansive 1,732-square-foot layout designed for both everyday living and entertaining. Soaring ceilings, recessed lighting, upgraded ceiling fans, and a cozy wood-burning fireplace create a warm and inviting atmosphere, while luxury vinyl plank flooring throughout the main living areas adds both elegance and durability. Upgraded solid rear sliding glass doors enhance the home's natural light and seamlessly connect the indoor living spaces to the outdoors. The beautifully updated kitchen is thoughtfully designed with upgraded solid wood 42-inch soft-close cabinetry, granite countertops, newer GE appliances, and abundant storage and prep space. A charming breakfast nook highlighted by a bay window fills the area with natural light, creating the perfect place to start your day. The spacious family room and primary suite both open to a large screened and enclosed patio featuring breathtaking 180-degree wooded conservation views, offering a peaceful setting to relax and enjoy Florida living year-round. Rain gutters and thoughtful exterior upgrades add additional convenience and value. The spacious primary retreat offers comfort and privacy with direct patio access, a beautifully upgraded dual-sink vanity, and a walk-in shower in the master bath. A split-bedroom floor plan places the guest bedroom and full bath away from the owner's suite, while the versatile flex room is ideal for a home office, den, library, or formal dining room. The guest bedroom also features a charming window bench seat that adds both character and functionality. Additional highlights include an indoor laundry room complete with front-load washer and dryer, attached two-car garage, pull-down attic stairs for additional storage, garage door replaced in 2018, LiftMaster garage door opener installed in 2022, HVAC replaced in 2022, and re-roof with gutters in 2023 for added peace of mind. Residents enjoy a truly carefree lifestyle with the association covering landscaping, exterior maintenance, roof care, and building insurance. Perfectly positioned near the renowned Rio Pinar Country Club, residents can enjoy golf, dining, and social activities just moments away. The location also provides quick access to medical facilities, Waterford Lakes Town Center, Valencia College, UCF, Orlando International Airport, world-famous attractions, and major highways including SR 417 and SR 408 for easy commuting throughout Central Florida. Whether you are searching for a primary residence, seasonal retreat, or low-maintenance lifestyle in an established community, this exceptional villa delivers space, location, thoughtful upgrades, and timeless appeal all in one. This is Florida living at its finest.
Full Property Details
Full Property Details for 1429 S Chickasaw Trail #7
General
- Price: $299,900
- HOA FEE: $681/month
- HOA FEE FREQ.: Quarterly
- Taxes: $1,666 (2025)
- Status: Active
- Type: Condo
- Source: MidFloridaRegionalMLS
- MLS ID: O6405968
- Updated: 5/17/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 12
- Interior Features: Eating Space In Kitchen, Primary Bedroom Main Floor
- Fireplace: Yes
- Fireplace(s): Living Room, Wood Burning
- Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer
- Furnishings: Negotiable
- Flooring: Ceramic Tile, Laminate
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Courtyard, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
Location
- Area: 32825 - Orlando/Rio Pinar / Union Park
- County: Orange
- Development Name: 32825 - Orlando/Rio Pinar / Union Park
- Subdivision: COUNTRY CLUB VILLAS RIO PINAR
- Driving Directions: From 417 head west on Curryford Rd, Right on Chicksaw Trail, Entrance on the right just before the 3 way stop signs
- Direction Faces: West
Community
- Community Name: 32825 - Orlando/Rio Pinar / Union Park
- Community Features: None
- Association: Yes
- Assoc. Name: Country Club Villas of Rio Pinar
- Assoc. Fees Include: Common Area Taxes, Insurance, Maintenance Structure, Maintenance Grounds
- Pet Restrictions: Buyer to Verify with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,732
- Sq. Ft. Source: Public Records
- Year Built: 1983
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 3.02
- Lot Size (Sq. Ft.): 131,633
- Lot Size: 3.0219
- Street/Road Desc.: Asphalt
Financial Considerations
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Condo Fee: $2,042
- Condo Fee Freq: Quarterly
- Tax Amount: $1,666.53
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: COUNTRY CLUB VILLAS OF RIO PINAR CONDO CB 7/138 BLDG 2 UNIT 7
- Flood Zone Info: X
- APN: 12330181002070
- Property ID: 12330181002070
- Block/Lot/Section: 2
Listed by Exp Realty Llc
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Schools
Schools serving 1429 S Chickasaw Trail #7
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Deerwood Elementary School, Orlando, FL 1356 South Econlockhatchee Trail, Orlando, FL 32825 | PK-5 | 0.9 mi |
Liberty Middle School, Orlando, FL 3405 South Chickasaw Trail, Orlando, FL 32829 | 6-8 | 1.6 mi |
Colonial High School 6100 Oleander Drive, Orlando, FL 32807 | 9-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1429 S Chickasaw Trail #7
Date
Details
Price
Change
Source
5/15/2026
Listed
$299,900
90.41%
MLS
11/20/2017
Sold
$157,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1429 S Chickasaw Trail #7
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,667
4%
$147,900
6%
2024
$1,610
8%
$139,953
3%
2023
$1,488
4%
$135,877
3%
2022
$1,433
2%
$131,919
3%
2021
$1,403
—
$128,077
1%
2021
$1,403
2%
$126,309
2%
2019
$1,369
-40%
$123,469
-11%
2018
$2,275
1193%
$138,600
27%
2017
$176
-85%
$108,923
2%
2016
$1,148
-2%
$106,683
1%
2015
$1,169
-1%
$105,941
1%
2014
$1,175
-41%
$105,100
-7%
2013
$1,982
—
$112,973
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1429 S Chickasaw Trail #7
1429 S Chickasaw Trail #7, Orlando, FL 32825 (MLS# O6405968) is a Condo property with 2 bedrooms and 2 full bathrooms. 1429 S Chickasaw Trail #7 is currently listed for $299,900 and was received on May 15, 2026. Want to learn more about 1429 S Chickasaw Trail #7? Do you have questions about finding other Condo real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

