Overstreet Crate
Homes for Sale in Winter Garden, FL
All 693 homes for sale in WINTER GARDEN, FL · median $585,000 · 639 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Overstreet Crate in Winter Garden, FL has 2 homes for sale. Homes listed or recently sold were built 1950 - 2026 with 1 new construction; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 122 ft).
| Location | WINTER GARDEN, Orange County, FL · ZIP 34787 |
|---|---|
| Homes in the community | 200 (FL DOR 2025 assessment roll) |
| Years built | 1910–2024 (median 1957) |
| Typical living area | 1,165 sq ft (median) |
| For sale right now | 2 active, 0 pending · median asking $437,500 · 12.0 months of supply |
| Owner-occupied (homestead) share | 44% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Overstreet Crate key facts,” movewithmomentum.com/neighborhoods/overstreet-crate-winter-garden, data as of September 20, 2026.
Last 30 days in Overstreet Crate: 1 new listing (median asking $465,000). As of October 5, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Overstreet Crate is an older pocket of Winter Garden, with a median build year of 1959 sitting inside a much wider span that runs from 1909 up through 2024. That spread means condition and vintage do more to set price here than location alone - a fully updated newer build and a century-old original can sit on the same street with very different numbers behind them.
With only 2 active listings against a 12-month supply, this is a thin market by any measure. That combination points to a buyer-leaning posture on paper, but it is really a low-volume one: few homes trade at any given time, so pricing conversations here are decided listing by listing rather than by broad trend.
Overstreet Crate right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Low (2 active and pending listings, 1 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 5, 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
A small, established pocket of Winter Garden - 340 homes total - where build years run from 1909 to 2024 and the typical home sits at 1,367 square feet. Just over half of homes here carry homestead status, consistent with an area built out gradually rather than in a single development cycle.
Stellar MLS sales records identify 22 homes in Overstreet Crate that have changed hands since 2015, built between 1924 and 2026 (median 1958), with a median living area of about 1,160 sq ft and a typical 3-bedroom, 2-bath layout; 95% 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.
County records show 16 qualified sales in Overstreet Crate across 2024 - 2025 (9 in 2024, 7 in 2025), median $315,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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.
The setting & the homes.
Aerial and on-site photos of Overstreet Crate. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Overstreet Crate; content deemed reliable but not guaranteed.
Who Overstreet Crate is best for.
Best for
- Buyers focused on Winter Garden who are flexible on home age and willing to evaluate condition property by property.
- Buyers comfortable moving quickly when one of the few active listings matches their needs.
- Sellers with a home in solid, updated condition who can stand out in a market with very few competing listings.
Probably not for
- Buyers who want to compare several active listings side by side before deciding.
- Buyers seeking a home with established community amenities, since none are currently identified from MLS data.
- Sellers expecting a fast, high-volume sale process given the current 12-month supply.
The market around Overstreet Crate
Overstreet Crate is too small for its own price trend, so here is the market around it.
In ZIP 34787, 932 homes are on the market and 29% are under contract — a steady corner of Winter Garden.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 34787 (WINTER GARDEN), 2,147 homes closed in the last 12 months at a median of $598K ($252/sq ft), down 0.8% year over year, with a median 36 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 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 Overstreet Crate specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Overstreet Crate, WINTER GARDEN
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Overstreet Crate
Live MLS inventory for Overstreet Crate. 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 Overstreet Crate listings as of 2026-10-01, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026. Tap any home to ask about it.
Every Home for Sale in Overstreet Crate Winter Garden Right Now (2)
All 2 active and pending Overstreet Crate Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- 680 Dunbar Avenue · $465,000 · 4 bd / 2 ba · listed Aug 14, 2026 · listed by La Rosa Realty Llc
- 420 E Cypress Street · $410,000 · 3 bd / 2 ba · listed Jul 6, 2026 · listed by Keller Williams Elite Partners Iii Realty
Overstreet Crate on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- William Frangus Elem · Elementary
- Lakeview Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent Overstreet Crate 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 Overstreet Crate address.
Shop the zone: Homes zoned for West Orange High High School
The Overstreet Crate buying strategy.
If we were buying in Overstreet Crate 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Overstreet Crate.
A market defined by scarcity, not volume
With 2 active listings and 12 months of supply, Overstreet Crate does not behave like a typical subdivision market. There simply is not enough current inventory to establish a clear trend line - every listing that does come up carries outsized weight in shaping perception of value for the area.
The age range of the housing stock, 1909 through 2024, is the other defining variable. A community built out over more than a century means lot size, layout, and system age vary far more than in a single-phase build. Buyers should expect to evaluate each home on its own condition and recent updates rather than assuming consistency across the area.
The location and the amenities are priced into every listing in Overstreet Crate. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this thin - 2 active listings against a full year of supply - pricing a home or making an offer requires reading condition and recent comparable activity carefully rather than leaning on volume trends that do not exist yet. We track the Overstreet Crate listings as they surface and help buyers and sellers price against the realistic pool of comparable homes rather than assumptions built for larger, more active subdivisions.
Overstreet Crate 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 Overstreet Crate 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 Overstreet Crate sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Overstreet Crate, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Overstreet Crate home worth?
Get a no-obligation home value based on real comparable sales in Overstreet Crate, 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 →
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.
27% of homes for sale in ZIP 34787 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-02).
Frequently Asked Questions
Is Overstreet Crate a buyer's or seller's market right now?
How many homes are in Overstreet Crate?
What share of Overstreet Crate is owner-occupied?
When were the homes in Overstreet Crate built?
Who is the best real estate agent for Overstreet Crate?
How do I find a top Winter Garden real estate agent who knows Overstreet Crate?
Can Momentum Realty connect me with an agent for Overstreet Crate?
Where is Overstreet Crate, and what county is it in?
Should you buy in Overstreet Crate?
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: October 1, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2015 (21 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Overstreet Crate fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Overstreet Crate with Momentum Realty’s local guides.