
1429 S CHICKASAW TRAIL UNIT 7, ORLANDO, FL, 32825
Active88 days on marketListed May 15, 2026MLS #O6405968
About this home
1429 S CHICKASAW TRAIL UNIT 7
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.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,732
Sqft
3.02 ac
Lot size
2
Garage
1983
Year built
One
Levels
$167
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$2,134 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,134/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Orlando actives
$167 vs $250
Days on market
88 vs 43 typical
Where $167/sqft sits among the 400 Orlando actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
ORLANDO 32825 — neighborhood snapshot
Population
62,035
Median age
35.7
Median income
$79,942
Median home value
$327,900
Avg household
3
Households w/ children
6,864
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
189 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 17% below the ORLANDO 32825 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 1429 S CHICKASAW TRAIL UNIT 7
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$425,000
2791 ARBOR TRAIL WAY
3 bd · 2 ba · 1,788 sqft · $238/sqft · 11 DOM
Sold · Jun ’26$415,000
2732 HIDDEN COVE COURT
3 bd · 2.5 ba · 1,668 sqft · $249/sqft · 79 DOM
Sold · Sep ’25$390,000
2933 BIRMINGHAM BOULEVARD
3 bd · 2 ba · 1,615 sqft · $241/sqft · 47 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Cindy Fernandez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1429 S CHICKASAW TRAIL UNIT 7 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1429 S CHICKASAW TRAIL UNIT 7 — before you fall in love.
See it in person
Schedule a tour
Live availability from Cindy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1429 S CHICKASAW TRAIL UNIT 7 FAQs
What would the monthly payment be for 1429 S CHICKASAW TRAIL UNIT 7?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,134/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 1429 S CHICKASAW TRAIL UNIT 7?+
The most recent tax bill on record (2025) was $1,667. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1429 S CHICKASAW TRAIL UNIT 7?+
The listing reports pets: Cats OK, Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Orlando?+
At $289,900, this home is listed about 26% below the Orlando median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1429 S CHICKASAW TRAIL UNIT 7?+
Union Park Middle (middle), Forsyth Woods Elementary (elementary), Colonial High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the ORLANDO 32825 market on paper
$289,900 is 17% below the ORLANDO 32825 median of $347,250, and at $167/sqft it sits under the Orlando average of $263.
02Trees/Woods views
The trees/woods view is part of what you're buying — views hold value independently of the structure.
03Time on market is leverage
88 days on market against a Orlando median of 43 — sellers in this position are usually ready to negotiate.
04The price has already moved
Listed at $299,900, now $289,900 — a $10K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of EXP REALTY LLC · Bob Bretz, PA. MLS #O6405968.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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