Big Sky
Homes for Sale in Kissimmee, FL
All 2,887 homes for sale in Kissimmee, FL · median $374,999 · 328 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 86 closed sales in Big Sky Unit 1 in Kissimmee, FL since 2007, the most recent in May 2026. Recorded prices since 2024 ran from $403,500 to $517,595 (median $457,725), on homes of 1,500 to 2,509 sq ft. Across Kissimmee as a whole, 2,523 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,265 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $6,970 ($6,370 with the full homestead exemption).
| Location | Kissimmee, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 323 (FL DOR 2025 assessment roll) |
| Years built | 1940–2024 (median 2024) |
| Typical living area | 2,336 sq ft (median) |
| Owner-occupied (homestead) share | 62% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Big Sky Unit 1 key facts,” movewithmomentum.com/neighborhoods/big-sky-unit-1, data as of September 20, 2026.
Big Sky Unit 1 is functionally a new-construction community with a footnote. The median year built sits at 2024, and with 332 homes total, that tells you most of the inventory here is recent build rather than resale stock. The 1940 date at the low end of the range is an outlier, not a signal — it does not change the fact that the bulk of what's on the ground is new.
Closing activity in the most recent window was thin — a single recorded closing — so there isn't enough transaction volume right now to draw firm price-per-square-foot conclusions or call a trend either way. Anyone pricing a listing or writing an offer here should lean on comparable new-construction pricing in the surrounding Kissimmee market rather than assuming this micro-dataset alone tells the full story.
Nearby homes for sale
No active listings inside Big SkyHomes for Sale in Kissimmee, FL 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
Big Sky Unit 1 in Kissimmee reads as a newer-build subdivision with a median living area over 2,300 square feet, and a majority-homestead ownership pattern that suggests the neighborhood functions more as a resident base than an investor or rental cluster.
Stellar MLS sales records identify 99 homes in Big Sky that have changed hands since 2005, built between 1980 and 2024 (median 2023), with a median living area of about 2,106 sq ft and a typical 4-bedroom, 2.5-bath layout; 98% 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 210 qualified sales in Big Sky across 2024–2025 (195 in 2024, 15 in 2025), median $448,000 — 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.
Who Big Sky is best for.
Best for
- Buyers prioritizing a newer-construction home over an established or amenity-rich setting
- Buyers who want a larger floor plan (median near 2,336 sq ft) without paying for a bundled amenity package
- Owner-occupant buyers comfortable in a community where the majority of homes are homesteaded
Probably not for
- Buyers who want on-site amenities like a pool, clubhouse, or fitness center as part of the purchase
- Buyers who need deep recent comp data before committing to a price, given the thin closing volume
- Investors seeking a rental-heavy or non-owner-occupied community profile
The market around Big Sky
Big Sky is too small for its own price trend, so here is the market around it.
In ZIP 34744, 447 homes are on the market and 19% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34744 (Kissimmee), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 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 Big Sky specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Big Sky Unit 1, 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. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
The Big Sky buying strategy.
If we were buying in Big Sky 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 Big Sky.
A New Build with One Old Outlier
The year-built range on record runs from 1940 to 2024, but the median lands right at 2024 — meaning the community's identity is set by its newest homes, not its oldest one. For a buyer, that means most available product should show current construction standards, current codes, and minimal deferred-maintenance risk, though it's worth confirming the build year on any specific listing rather than assuming.
At a median of 2,336 square feet, homes here run larger than a typical starter-size floor plan, positioning the community for buyers who want room to spread out rather than a compact footprint. No community amenities are currently identified from active MLS listings, so this reads as a straightforward residential subdivision rather than an amenity-driven one — worth factoring into any HOA or lifestyle expectations before writing an offer.
The location and the amenities are priced into every listing in Big Sky. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only one closing in the most recent window, pricing a home in Big Sky Unit 1 accurately takes more than pulling a comp sheet — it takes reading the surrounding Kissimmee new-construction market and knowing which nearby closings are truly comparable. We do that legwork before you set a list price or submit an offer.
Big Sky 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 Big Sky 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 Big Sky sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Big Sky, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Big Sky home worth?
Get a no-obligation home value based on real comparable sales in Big Sky, 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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Frequently Asked Questions
How many homes are in Big Sky?
What share of Big Sky is owner-occupied?
When were the homes in Big Sky built?
Who is the best real estate agent for Big Sky?
How do I find a top Kissimmee real estate agent who knows Big Sky?
Can Momentum Realty connect me with an agent for Big Sky?
Where is Big Sky, and what county is it in?
Should you buy in Big Sky?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (10 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2007 (86 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 Big Sky Unit 1 fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Big Sky with Momentum Realty’s local guides.