Overstreet Oak Hill
Homes for Sale in Orlando, FL
All 4,065 homes for sale in ORLANDO, FL · median $380,000 · 114 homes for sale in 32803 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 17 closed sales in Overstreet Oak Hill Sub in Orlando, FL since 2015, the most recent in August 2025. Across Orlando as a whole, 6,171 homes closed in the last 12 months at a median of $415,000, 42 median days on market, with 1,694 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $6,920 ($6,250 with the full homestead exemption).
| Location | ORLANDO, Orange County, FL · ZIP 32803 |
|---|---|
| Homes in the community | 399 (FL DOR 2025 assessment roll) |
| Years built | 1910–2024 (median 1950.0) |
| Typical living area | 1,704 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 51% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Overstreet Oak Hill Sub key facts,” movewithmomentum.com/neighborhoods/overstreet-oak-hill-sub-orlando, data as of September 20, 2026.
Overstreet Oak Hill Sub sits in one of Orlando's older residential pockets, with a median build year of 1950 and homes dating as far back as 1910 through as recent as 2024. That spread means condition and updates, not just square footage, do most of the work in pricing any given home here - a 1910s structure and a 2024 build sitting on the same street can carry very different renovation histories even at similar sizes.
There are currently no active listings in the community, which tells you this is a market to watch rather than shop in at this exact moment. With just over half of homes (50.7%) carrying homestead exemptions, a meaningful share of the housing stock is owner-occupied long-term rather than turning over as investment or transitional inventory - when something does list, expect it to move through a smaller, more deliberate pool of interested buyers.
Nearby homes for sale
No active listings inside Overstreet Oak Hill Sub 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
A 432-home pocket of Orlando defined by its age range - homes span more than a century of construction, from 1910 through 2024, with a typical home landing around 1,718 square feet and a median build year of 1950.
Stellar MLS sales records identify 25 homes in Overstreet Oak Hill that have changed hands since 2012, built between 1910 and 2021 (median 1928), with a median living area of about 1,872 sq ft and a typical 3-bedroom, 2.5-bath layout; 92% 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 34 qualified sales in Overstreet Oak Hill across 2024 - 2025 (15 in 2024, 19 in 2025), median $593,500 - 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.
Who Overstreet Oak Hill is best for.
Best for
- Buyers prioritizing an established, centrally located Orlando area over new-build uniformity.
- Buyers willing to evaluate each home individually given the wide construction-year range.
- Buyers comfortable purchasing in a community without organized amenities.
Probably not for
- Buyers who need active inventory to compare right now - there is none listed at present.
- Buyers seeking a subdivision with shared amenities like a pool, clubhouse, or planned recreation.
- Buyers who want the predictability of a single-era, uniformly built neighborhood.
The market around Overstreet Oak Hill
Overstreet Oak Hill is too small for its own price trend, so here is the market around it.
In ZIP 32803, 147 homes are on the market and 25% are under contract — a steady corner of Orlando.
Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).
In ZIP 32803 (ORLANDO), 438 homes closed in the last 12 months at a median of $482K ($326/sq ft), down 2.9% year over year, with a median 30 days on market. Right now 51 active and 31 pending listings put supply at about 2.3 months - a healthy market. See the live ZIP 32803 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Overstreet Oak Hill specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Overstreet Oak Hill Sub, ORLANDO
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.
The Overstreet Oak Hill buying strategy.
If we were buying in Overstreet Oak Hill 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 Overstreet Oak Hill.
A neighborhood built in layers
The defining feature of Overstreet Oak Hill Sub is its construction timeline. A median year built of 1950 puts the typical home well into its second half-century, but the range extending to 2024 means infill and rebuilds have continued alongside the original housing stock. That mix rewards buyers who do their homework on individual homes - permit history, roof and systems age, and any renovation work matter more here than in a subdivision built in a single phase.
No community amenities are identified from current MLS listings, so this reads as a straightforward residential area rather than an amenity-driven community - value here is tied to the home and its lot, not a clubhouse or pool package. With homestead exemptions covering just over half the homes (50.7%), the community holds a meaningful base of longer-term occupancy, which tends to mean slower, more selective turnover rather than frequent resale activity.
The location and the amenities are priced into every listing in Overstreet Oak Hill. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with zero active listings and a construction history spanning over a century, pricing a home well requires knowing which comparable sales actually apply - a 1910s structure is not a fair comp for a 2020s build two streets over. Momentum tracks this market closely enough to flag listings the moment they surface and to help buyers and sellers sort condition-driven value from age-driven value before an offer is written.
Overstreet Oak Hill 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 Oak Hill 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 Oak Hill sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Overstreet Oak Hill, 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 Oak Hill home worth?
Get a no-obligation home value based on real comparable sales in Overstreet Oak Hill, 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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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
How many homes are in Overstreet Oak Hill?
What share of Overstreet Oak Hill is owner-occupied?
When were the homes in Overstreet Oak Hill built?
Who is the best real estate agent for Overstreet Oak Hill?
How do I find a top Orlando real estate agent who knows Overstreet Oak Hill?
Can Momentum Realty connect me with an agent for Overstreet Oak Hill?
Where is Overstreet Oak Hill, and what county is it in?
Should you buy in Overstreet Oak Hill?
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 8, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 32803)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2015 (17 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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