OSCEOLA ACRES
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
Osceola Acres is a small, older pocket of Kissimmee housing stock — 58 homes total, with a median year built of 1965 and a range stretching back to 1920 and up through 2017. That spread means condition and updates, not square footage or amenities, do most of the work in setting value here. Median living area sits at 1,318 square feet, so this is a community of modest-footprint homes, not larger new-build product.
With only 3 active listings and a single closing in the most recent tracked window, there simply is not much transaction volume to read from month to month. The 36 months of supply puts this firmly in buyer-leaning territory — inventory is turning over slowly relative to demand, which gives buyers room to negotiate on price and terms but also means sellers should expect longer marketing time and should price to the home's actual condition rather than to a fast-moving market.
OSCEOLA ACRES right now
🟢 Buyer-leaning market. 24.0 months of supply and 33% 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 August 2, 2026. Confidence: Low (3 active and pending listings, 0 closed sales in 12 months).
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Updated August 2, 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
Osceola Acres is a compact, older Kissimmee neighborhood of 58 homes, with vintages spanning 1920 to 2017 and a typical build year around 1965 — a mix that rewards buyers who evaluate each house on its own updates rather than assuming uniform condition across the block.
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 OSCEOLA ACRES. Swipe to explore the community.
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OSCEOLA ACRESWho OSCEOLA ACRES is best for.
Best for
- Buyers seeking a smaller-footprint, older home and comfortable managing condition-related repairs or updates
- Buyers who want negotiating leverage in a slow-moving, buyer-leaning market and can be patient through a longer search
- Buyers focused on long-term ownership rather than a fast resale, given the low transaction volume here
Probably not for
- Buyers who want a newer-construction home or consistent build quality across the neighborhood
- Buyers who expect a community amenity package such as a pool, clubhouse, or organized common areas
- Buyers needing a wide pool of active listings to compare in real time
The market around OSCEOLA ACRES
OSCEOLA ACRES is a small community — 21 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of KISSIMMEE.
Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).
The housing mix here is 82% single family residence, 12% mobile home - pre 1976, 3% manufactured home - post 1977.
ZIP and county figures describe the wider market, not OSCEOLA ACRES specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in OSCEOLA ACRES, KISSIMMEE
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. Source: Data provided by realMLS. Deemed reliable but not guaranteed.
The OSCEOLA ACRES buying strategy.
If we were buying in OSCEOLA ACRES 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 OSCEOLA ACRES.
A small, slow-turning pocket of older housing stock
This is not a subdivision with a builder-set amenity package or a uniform housing vintage — no community amenities are identified from current MLS listings, and the year-built range runs nearly a century, from 1920 to 2017. That combination means due diligence on any individual home here matters more than in a newer, more standardized community. Roof age, electrical and plumbing updates, and prior renovation work will vary house to house, and buyers should expect to inspect and price accordingly rather than lean on neighborhood averages.
The market posture backs that up: 36 months of supply and only 3 active listings against 58 total homes signals a thin, slow-moving inventory pool. A homestead share of 53.4% suggests a meaningful portion of the community is owner-occupied rather than turned over as rental or investment stock, which can support steadier day-to-day upkeep even where individual home ages vary widely.
The location and the amenities are priced into every listing in OSCEOLA ACRES. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this thin on listings and this wide in vintage, pricing and negotiating strategy has to be built home-by-home rather than pulled from a template. We track what few comparables exist, walk each property's condition against its build year, and structure offers or listing prices around the buyer-leaning supply picture rather than guessing at momentum that the transaction volume here cannot actually support.
OSCEOLA ACRES in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA. Confirm current dues
- 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 OSCEOLA ACRES 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 OSCEOLA ACRES sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in OSCEOLA ACRES, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your OSCEOLA ACRES home worth?
Get a no-obligation home value based on real comparable sales in OSCEOLA ACRES, 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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OSCEOLA ACRES Market Scorecard
OSCEOLA ACRES is currently a thin data market. Limited supply, a median asking price of n/a.
Go deeper: 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.
Frequently Asked Questions
Is OSCEOLA ACRES a buyer's or seller's market right now?
How many homes are in OSCEOLA ACRES?
What share of OSCEOLA ACRES is owner-occupied?
When were the homes in OSCEOLA ACRES built?
Do cash buyers compete in OSCEOLA ACRES?
Who is the best real estate agent for OSCEOLA ACRES?
How do I find a top KISSIMMEE real estate agent who knows OSCEOLA ACRES?
Can Momentum Realty connect me with an agent for OSCEOLA ACRES?
Should you buy in OSCEOLA ACRES?
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: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2006 (11 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.
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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 your area comps.
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