Great Oaks
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 247 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 1 closed sale in Great Oaks Unit 1 in Kissimmee, FL, the most recent in September 2021. 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).
There is no active pricing or inventory signal in the current MLS snapshot for Great Oaks Unit 1, which itself tells you something: this is a small, quiet pocket of Kissimmee rather than a high-turnover subdivision. When a community shows no recent listing data, valuation has to lean on comparable streets nearby and on the condition of the specific home rather than on a running community average.
For a buyer, that means doing homework at the parcel level — recent permits, roof and system age, lot specifics — instead of leaning on a community-wide price trend that does not currently exist in the feed. For a seller, it means your listing may set the tone for what buyers use as a reference point going forward, so presentation and accurate pricing matter more than usual.
Nearby homes for sale
No active listings inside Great Oaks Unit 1 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
Great Oaks Unit 1 sits in Osceola County within Kissimmee, and the current MLS feed shows no identified community amenities and no active listing activity to summarize — a profile more typical of a smaller, established residential unit than an amenity-driven development.
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 Great Oaks is best for.
Best for
- A buyer specifically drawn to this Kissimmee address and willing to evaluate homes individually rather than by community trend
- A seller comfortable setting the current market reference point for the unit rather than following an existing one
- A buyer working with an agent who can pull outside comparables since the community itself shows no active MLS data
Probably not for
- A buyer who wants an amenity-rich community — none are identified here
- A buyer who wants to compare several recent sales within the community before deciding
- Anyone needing a fast, data-driven pricing decision without additional off-community research
The market around Great Oaks
Great Oaks 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 Great Oaks specifically. Momentum Research analysis of MLS records.
The Great Oaks buying strategy.
If we were buying in Great Oaks 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 Great Oaks.
A community with no current MLS footprint
Right now, Great Oaks Unit 1 has no listings feeding into Stellar MLS that describe pricing, days on market, or community facilities. That is not unusual for smaller platted units — it simply means there is nothing currently for sale, or nothing recently closed, that has populated this snapshot.
Without active data, the honest read is that this is a wait-and-see community: worth watching for when something does list, and worth researching street-by-street rather than judging by a community-wide number that does not exist yet.
The location and the amenities are priced into every listing in Great Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no current MLS activity, the value we add is watching the feed daily so you hear about a new Great Oaks Unit 1 listing the moment it appears, and pulling the right nearby comparables so any offer or listing price is grounded in real Kissimmee data rather than guesswork.
Great Oaks 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 Great Oaks 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 Great Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Great Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Great Oaks home worth?
Get a no-obligation home value based on real comparable sales in Great Oaks, 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 Kissimmee →
Should you buy in Great Oaks?
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 2021 (1 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 Great Oaks Unit 1 fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Great Oaks
Where is Great Oaks?
Great Oaks is a community in Kissimmee, Osceola County, Florida, ZIP 34744.
Are there homes for sale in Great Oaks right now?
No active listings inside Great Oaks at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Great Oaks have an HOA or CDD?
No HOA is on record for Great Oaks 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.
Nearby Communities
Explore more neighborhoods near Great Oaks with Momentum Realty’s local guides.