Winflor Court
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 13 closed sales in Winflor Court Pt Rep in Winter Park, FL since 2016, the most recent in July 2026. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,660 ($6,990 with the full homestead exemption).
Price here is driven by the home itself, not by a uniform product type. The building stock spans from 1915 to 2024, so two addresses a block apart can be worlds apart in condition, systems, and layout. With a median living area of 3,666 square feet, these are substantial homes, and what you pay tracks the individual property's updates and footprint far more than any neighborhood-wide number.
With no closings recorded in the reporting window, there is no fresh sold data to anchor a valuation, which puts more weight on careful, property-by-property comparison. That thin transaction picture cuts both ways: sellers need honest condition-based positioning, and buyers should slow down and underwrite each house on its own merits rather than assume a going rate.
Nearby homes for sale
No active listings inside Winflor Court Pt Rep right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Winflor Court Rep is a small Winter Park pocket of roughly 70 homes in Orange County, notable for a wide age range and generously sized houses, with an owner-occupant base reflected in a homestead share near 83%.
Stellar MLS sales records identify 15 homes in Winflor Court that have changed hands since 2004, built between 1954 and 2022 (median 1996), with a median living area of about 3,523 sq ft and a typical 4-bedroom, 4-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Winflor Court is best for.
Best for
- Buyers seeking substantial square footage and willing to evaluate each home individually
- Long-hold owner-occupants comfortable in a low-turnover, predominantly homesteaded pocket
- Renovation-minded buyers who can assess older construction and prior updates on their own
Probably not for
- Buyers who need a steady stream of listings and quick, comparable inventory
- Anyone relying on recent sold comps to justify an offer, given no closings in the window
- Budget-driven shoppers looking for smaller, lower-maintenance floor plans
The market around Winflor Court
Winflor Court is too small for its own price trend, so here is the market around it.
In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 32789 (Winter Park), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months — a balanced market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Winflor Court specifically. Momentum Research analysis of MLS records.
The Winflor Court buying strategy.
If we were buying in Winflor Court 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 Winflor Court.
A wide age range in a small pocket
The defining trait of this community is variety. Homes date from 1915 through 2024, with a median build year of 1988, meaning you will find genuinely historic structures alongside recent construction and everything between. That mix rewards buyers who can read a house — original character, prior renovations, and mechanical age all matter more here than in a tract subdivision.
Scale is the other constant. A median of 3,666 square feet of living space signals larger floor plans across the pocket, and a homestead share near 83% points to a predominantly owner-occupied area with limited turnover. Small size plus low turnover means listings can be scarce, so timing and readiness to act matter.
The location and the amenities are priced into every listing in Winflor Court. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a pocket this small and this varied, the number that matters is the one on the specific house in front of you. With no recent closings to lean on, we underwrite each property on condition, systems age, and true living area rather than a blanket price, and we tell you plainly when a listing's asking price does not match what the home is.
Winflor Court in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Winflor Court 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 Winflor Court sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winflor Court, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winflor Court home worth?
Get a no-obligation home value based on real comparable sales in Winflor Court, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Winter Park →
Should you buy in Winflor Court?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2016 (13 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.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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Common questions about Winflor Court
Where is Winflor Court?
Winflor Court is a community in Winter Park, Orange County, Florida, ZIP 32789.
Are there homes for sale in Winflor Court right now?
No active listings inside Winflor Court at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Winflor Court have an HOA or CDD?
No HOA is on record for Winflor Court in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Winflor Court with Momentum Realty’s local guides.
Winflor Court Pt Rep Market Scorecard
Winflor Court Pt Rep is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $3,995,000, and homes go under contract in about 137 days.
Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.