J L Dillard
Homes for Sale in Winter Garden, FL
All 720 homes for sale in WINTER GARDEN, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, J L Dillard Sub 3 in Winter Garden, FL has 1 home for sale. As of September 2026, the MLS records 1 closed sale in J L Dillard Sub 3 in Winter Garden, FL, the most recent in April 2025. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

J L Dillard sits in Winter Garden with a single active listing as of this snapshot, which is not enough inventory to establish a market pattern. One listing tells you about one seller's condition and pricing decision, not about the subdivision as a whole.
For a buyer or seller, the practical takeaway is that this is a thin, low-turnover pocket where you cannot lean on comparable-sales trends inside the community itself. Any pricing conversation here has to pull from the broader Winter Garden market and adjust for the specific home, not from a pattern this subdivision alone can supply.
The 60-Second Overview
J L Dillard is a small subdivision in Winter Garden, Orange County, currently showing one active listing in the MLS feed with no community amenities identified from current listings.
Stellar MLS sales records identify 7 homes in J L Dillard that have changed hands since 2006, built between 1924 and 1971 (median 1948), with a median living area of about 1,518 sq ft and a typical 3-bedroom, 2-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 J L Dillard is best for.
Best for
- A buyer targeting a specific home in Winter Garden who is comfortable evaluating it on its own merits rather than subdivision-wide trends.
- A seller with the current listing who wants pricing guidance drawn from the broader Winter Garden market context.
- Someone prioritizing a Winter Garden, Orange County location over a defined amenity package.
Probably not for
- A buyer who wants to compare several recent sales within this exact subdivision before deciding.
- Anyone expecting a confirmed slate of shared community amenities based on current listing data.
- A buyer or seller who needs a clear days-on-market or pricing trend specific to this subdivision.
The market around J L Dillard
J L Dillard is too small for its own price trend, so here is the market around it.
In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.
ZIP and county figures describe the wider market, not J L Dillard specifically. Momentum Research analysis of MLS records.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
J L DILLARD SUB 3 Market Scorecard
J L DILLARD SUB 3 is currently a thin data market. Limited supply, a median asking price of $1,499,999, and homes go under contract in about 294 days.
Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in J L Dillard
Live MLS inventory for J L Dillard. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending J L Dillard listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2025. Tap any home to ask about it.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Dillard Street Elem · Elementary
- Lakeview Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent J L Dillard listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any J L Dillard address.
Shop the zone: Homes zoned for West Orange High High School
The J L Dillard buying strategy.
If we were buying in J L Dillard 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 J L Dillard.
A one-listing snapshot
With only one active listing, there is no internal price trend, days-on-market pattern, or inventory cycle to describe for this subdivision specifically. What we can say is structural: this is a small platted community within Winter Garden, and its market behavior at any given moment will largely track the broader Winter Garden and Orange County market rather than generate its own signal.
No community amenities have been identified from current MLS listings, which does not necessarily mean none exist, only that the listing data available does not surface them. Anyone evaluating a specific address here should treat the subdivision name as a location marker first, and verify lot, structure, and any shared features directly rather than assuming a standard amenity package.
The location and the amenities are priced into every listing in J L Dillard. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a subdivision this thin on active data, the value we add is pulling the right comparables from outside the subdivision itself, since one listing cannot generate a reliable internal benchmark. We will walk you through what the surrounding Winter Garden market is doing and how that context should inform an offer or a listing price for this specific address.
J L Dillard 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 J L Dillard 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 J L Dillard sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in J L Dillard, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your J L Dillard home worth?
Get a no-obligation home value based on real comparable sales in J L Dillard, 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 Garden →
Should you buy in J L Dillard?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2025 (1 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.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how J L Dillard fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about J L Dillard
Where is J L Dillard?
J L Dillard is a community in WINTER GARDEN, Orange County, Florida, ZIP 34787.
Are there homes for sale in J L Dillard right now?
Yes - 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does J L Dillard have an HOA or CDD?
No HOA is on record for J L Dillard 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.
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