Chickasaw Trails Ph 02
Homes for Sale in Orlando, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Price here is driven mostly by condition and updates, not floor plan variety. This is a compact, built-out community of 148 homes from a tight construction era of 1990 to 1994, with a median just over 1,850 square feet, so what separates one sale from the next is how much interior work has been done since. The median sits at $390,000, roughly $237.66 per square foot, and the spread around that number reflects renovation level more than any dramatic difference in size.
The current posture is soft and unhurried. Prices are down 7.6% year over year, the median home is taking about 34 days to sell, and the heat score of 35 points to a market that favors buyers who can be patient. Sellers should price to the current comps rather than last year's, and buyers have room to negotiate on condition rather than chase.
Chickasaw Trails Ph 02 right now
🟡 Off the recent peak. The trailing-12-month median ($390K) is down 7.6% from the prior 12 months ($422K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Low (3 and 4 sales in the two windows).
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Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Chickasaw Trails Ph 02 market snapshot (as of July 13, 2026): the median sale price is about $390K ($238 per sq ft over the trailing 12 months of closed sales), and a median 34 days on market for closed sales. The trailing-12-month median is down 8% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
Chickasaw Trails Ph 02 is a community of 148 homes in Orlando, Orange County, built between 1990 and 1994 (median 1992.0), with a median living area of about 1,858 square feet. 74% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Chickasaw Trails Ph 02 is a small, fully established east Orlando enclave in Orange County — 148 homes of a single early-1990s vintage, where a homestead share near 74% signals a largely owner-occupied street rather than a rental-heavy one.
Who Chickasaw Trails Ph 02 is best for.
Best for
- Owner-occupants seeking an established, low-turnover street around the $390,000 median with intent to hold rather than flip
- Buyers willing to renovate who want to gain on condition rather than pay for someone else's finishes
- Patient shoppers who can use the current 34-day pace and soft pricing as negotiating leverage
Probably not for
- Sellers who need a quick exit or expect to price above current comps
- Buyers counting on near-term appreciation to build equity
- Anyone wanting brand-new construction or a wide range of floor plans to choose from
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($390K) IS the median in the snapshot above, and the move from 2025 ($422K) IS the -7.6% one-year change.
Windows contain 0 to 8 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Chickasaw Trails Ph 02 buying strategy.
If we were buying in Chickasaw Trails Ph 02 today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Chickasaw Trails Ph 02.
A built-out pocket priced on condition
Because everything here was built inside a four-year window, buyers are shopping essentially the same house at different stages of maintenance and updating. The median living area of about 1,857 square feet gives you a consistent baseline; the variable is kitchens, baths, roofs, and systems. That makes inspections and a hard look at what's been replaced the single most important part of your diligence.
The high homestead share, around 74%, means turnover is limited and inventory is thin by nature. Combined with a median of 34 days on market and a cooler heat score, that translates to a slower, more deliberate pace on both sides. There is time to think, and the seller who insists on last year's number will sit.
The location and the amenities are priced into every listing in Chickasaw Trails Ph 02. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Chickasaw Trails Ph 02 buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (6.6). Basis: Recent Direction -7.6% year-over-year; Owner Commitment 74% owner-occupied; Pricing Power 97.2% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a condition-driven market with a negative year-over-year move, the money is made in reading the comps correctly and pricing to today, not yesterday. We work Orange County and the Stellar feed daily, and in a low-turnover pocket like this one we know which recent sales were renovated and which were not — the detail that actually explains the $390,000 median and everything above and below it.
Chickasaw Trails Ph 02 in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Chickasaw Trails Ph 02 buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Chickasaw Trails Ph 02 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chickasaw Trails Ph 02, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chickasaw Trails Ph 02 home worth?
Get a no-obligation home value based on real comparable sales in Chickasaw Trails Ph 02, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Chickasaw Trails Ph 02?
How long do homes in Chickasaw Trails Ph 02 take to sell?
How many homes are in Chickasaw Trails Ph 02?
What share of Chickasaw Trails Ph 02 is owner-occupied?
When were the homes in Chickasaw Trails Ph 02 built?
Do cash buyers compete in Chickasaw Trails Ph 02?
Who is the best real estate agent for Chickasaw Trails Ph 02?
How do I find a top Orlando real estate agent who knows Chickasaw Trails Ph 02?
Can Momentum Realty connect me with an agent for Chickasaw Trails Ph 02?
Should you buy in Chickasaw Trails Ph 02?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 32829)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (35 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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