Overstreet Crate
Homes for Sale in Winter Garden, FL
All 749 homes for sale in Winter Garden, FL · median $589,900 · 706 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).
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.
Figures in this note are as of July 20, 2026. The live market numbers elsewhere on this page update nightly and are newer.
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 24, 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
Overstreet Crate
Overstreet Crate
Overstreet Crate
Overstreet CratePhotos 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), 2,123 homes closed in the last 12 months at a median of $595K ($252/sq ft), down 0.9% year over year, with a median 37 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.
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 2026-10-19, 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.
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 contributors.
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
Recent Developments in Overstreet Crate
Development, infrastructure, retail, and school activity affecting Overstreet Crate, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 9 miles southeast of Overstreet Crate.
Source: Spectrum News 13 - September 2026Development
Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont
The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.
What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 7 miles southwest of Overstreet Crate.
Source: Clermont Sun - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 6 miles southeast of Overstreet Crate.
Source: FOX 35 Orlando - July 2026Development
Orange County opens Enclave at Canopy Park with 104 affordable units
Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.
What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 11 miles east of Overstreet Crate, elsewhere in Orange County.
Source: ClickOrlando - July 2026Civic
Orange County previews new Innovation Center on West Colonial Drive
Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.
What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 10 miles northeast of Overstreet Crate, elsewhere in Orange County.
Source: Orange County Newsroom - June 2026Development
Planning board approves zoning for 37-story tower at 170 East Washington Street
Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.
What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 14 miles northeast of Overstreet Crate, elsewhere in Orange County.
Source: Florida YIMBY
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
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.
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 →
| 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.
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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Overstreet Crate
The newest homes for sale in Overstreet Crate right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 420 E Cypress Street $400,000 · 3 bd · 2 ba · 1,616 sq ft · listed Jun 6, 2026 Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
- 680 Dunbar Avenue $465,000 · 4 bd · 2 ba · 1,713 sq ft · listed Mar 15, 2026 Courtesy of LA ROSA REALTY LLC
Checked against the MLS nightly. All new listings in this market.
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 · $400,000 · 3 bd / 2 ba · listed by Keller Williams Elite Partners Iii Realty
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Winter Garden guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Email me new listings in Overstreet Crate
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Overstreet Crate
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Overstreet Crate will answer, and the answer is published on this page for the next buyer.
28% 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 (2026-10-23).
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.
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 19, 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.
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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.