
$299,900
1429 Chickasaw Trail
Orlando, FL 32825
Listing updated: May 17, 2026 at 2:16 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history2 days on market
- Status: ActiveMay 15, 2026
- Listed$299,900May 15, 2026
- Price increased$299,900
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 2
- Subdivision
- Country Club Villas Rio Pinar
- County
- Orange
- Year built
- 1983
- Living area
- 1,732 sq ft
- Price/sq ft
- $173
- Lot size
- 131,633 sq ft
- Flood zone
- X (12095C0270)
- Garage
- 2 spaces
- Annual taxes
- $1,667 (2025)
- Parcel #
- 01-23-30-1810-02-070
- Zoning
- P-D
- MLS #
- O6405968
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Ceramic Tile, Laminate
- Appliances
- Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer
- Interior features
- Eat-in Kitchen, Primary Bedroom Main Floor
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- West
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Garage Door Opener
HOA & Financial
- Total monthly fees
- $681/mo
- Total annual fees
- $8,168
- HOA name
- Country Club Villas of Rio Pinar
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 6 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to verify with HOA
- Approval process
- Buyer must fill submit an approval application to the HOA
Exterior & Construction
- Exterior features
- Courtyard, Rain Gutters, Sidewalk, Sliding Doors
- Construction materials
- Block
- Roof
- Shingle
- Foundation
- Brick/Mortar
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 16x17 |
| Dining Room | First | 16x9 |
| Kitchen | First | 13x13 |
| Dinette | First | 9x9 |
| Primary Bedroom | First | 13x16 |
| Primary Bathroom | First | 9x11 |
| Bedroom 2 | First | 13x13 |
| Bathroom 1 | First | 9x5 |
| Foyer | First | 6x6 |
| Den | First | 13x13 |
| Laundry | First | 5x9 |
| Balcony/Porch/Lanai | First | 24x10 |
Listing Details
- Listing date
- 2026-05-15
- On market date
- 2026-05-15
- Original list price
- $299,900
- Occupant type
- Owner
- MLS area
- 32825 - Orlando/Rio Pinar / Union Park
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-05-15
- Tax legal description
- COUNTRY CLUB VILLAS OF RIO PINAR CONDO CB 7/138 BLDG 2 UNIT 7
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From 417 head west on Curryford Rd, Right on Chicksaw Trail, Entrance on the right just before the 3 way stop signs
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 17, 2026 at 2:16 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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