Osceola Acres
Homes for Sale in Kissimmee, FL
All 2,920 homes for sale in Kissimmee, FL · median $374,990 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 9 closed sales in Osceola Acres 2Nd Add in Kissimmee, FL since 2009, the most recent in February 2022. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Osceola Acres 2nd Add is a small, established pocket of Kissimmee with only 55 homes on record, built across a wide span from 1959 to 2022. That range means the neighborhood is not defined by a single architectural era or construction style — it is defined by individual homes, and each one needs to be evaluated on its own merits rather than assumed to match a community norm.
With a median year built of 1980 and a median living area of 1,589 square feet, this reads as a working, mid-size housing stock rather than a new-construction or luxury enclave. Roughly seven in ten homes here carry a homestead exemption, pointing to a base of owner-occupied properties rather than a market dominated by investor turnover or short-term rentals.
Nearby homes for sale
No active listings inside Osceola Acres 2Nd Add 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 modest, low-volume section of Kissimmee where the housing stock spans more than six decades of construction, giving buyers a mix of older and newer builds rather than a single uniform product.
Stellar MLS sales records identify 42 homes in Osceola Acres that have changed hands since 2005, built between 1920 and 2019 (median 1965), with a median living area of about 1,320 sq ft and a typical 3-bedroom, 2-bath layout; 86% 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 Osceola Acres is best for.
Best for
- A buyer prioritizing owner-occupancy in an established Kissimmee location over shared community features.
- Someone comfortable evaluating homes individually given the wide range of build years present.
- A buyer targeting a mid-size home footprint near the community's median living area.
Probably not for
- A buyer who wants HOA-managed amenities such as a pool, clubhouse, or gated access.
- Someone who wants a large inventory of directly comparable homes to shop against.
- A buyer seeking a single, consistent architectural era across the community.
The market around Osceola Acres
Osceola Acres is too small for its own price trend, so here is the market around it.
In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34744 (Kissimmee), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 months — a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Osceola Acres specifically. Momentum Research analysis of MLS records.
Osceola Acres Add by the numbers
From county property records and closed MLS sales for the Osceola Acres Add subdivision: 11 homes on record; built 1961–2019; typical size about 1,538 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2015 | 2 | $111,062 |
| 2016 | 1 | $157,500 |
| 2018 | 1 | $175,000 |
| 2019 | 2 | $257,000 |
| 2021 | 1 | $495,900 |
| 2022 | 1 | $215,000 |
Newest recorded sale: $215,000 on 2022-02-23.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
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.
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 Osceola Acres.
A neighborhood defined by range, not uniformity
The defining fact about Osceola Acres 2nd Add is its build-year spread: homes here date from 1959 through 2022. That is unusual for a community of only 55 properties, and it means shoppers should not expect matching lot layouts, consistent square footage, or a single generation of finishes. Each listing has to be judged on its own construction era, condition, and update history.
No community amenities are identified from current MLS listings, which tells buyers this is a straightforward residential area without HOA-run recreational features baked into the value proposition. Value here is driven by the individual home and lot, not by shared clubhouse, pool, or gate infrastructure — so due diligence should center on the property itself.
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 small, mixed-vintage community like this, comparables are harder to pull cleanly — a 1960s home and a 2020s home sitting a few doors apart do not compete on the same basis. We walk buyers and sellers through what is actually driving a given listing's value: age, square footage, and condition, not neighborhood-wide assumptions.
Osceola Acres 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 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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Should you buy in Osceola Acres?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2009 (9 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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Common questions about Osceola Acres
Where is Osceola Acres?
Osceola Acres is a community in Kissimmee, Osceola County, Florida, ZIP 34744.
How many homes are in Osceola Acres?
County property records list 11 homes in Osceola Acres, built between 1961 and 2019; the typical home is about 1,538 heated square feet.
What do homes in Osceola Acres sell for?
Osceola Acres has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2022 (1 sale, median $215,000). For context, ZIP 34744 has 418 homes on the market with 21% under contract.
Are there homes for sale in Osceola Acres right now?
No active listings inside Osceola Acres at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Osceola Acres have an HOA or CDD?
No HOA is on record for Osceola Acres 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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