Seasons At Big Sky
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
224 homesBuilt 1940–2024Median sale $557K
Free · No obligation
Talk to a Seasons At Big Sky Expert

True comps, carrying-cost math, and listings before the portals.

Live · Seasons At Big Sky Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$557K
Median sold · 12 mo
up 15.4% vs the prior 12 months
+15.4%
1-yr price change
n = 7 and 76 sales in the two windows
$187/sf
Sold $/sqft · 12 mo
peak $237 in 2025
98.1%
Sale vs ask
Osceola median: 95.9%
Tempo
227days
Median DOM · closed
69 days at the 2024 low
7
Sold · last 12 mo
10-yr average: about 33 a year
Ownership and context
53%
Owner-occupied · Seasons At Big Sky
130 of 245 parcels homesteaded (FL DOR 2025)
47%
Non-owner-occupied · Seasons At Big Sky
incl. 8% trust or LLC-held · 1% out-of-state
25%
Cash buyers · Seasons At Big Sky
2 of 8 sales, 12 mo ending June 2026
224
Homes in the community
plus 21 vacant residential lots · 245 residential parcels (FL DOR 2025)
Track record · 3 years of records
Est. 1940
Community established
homes built 1940-2024, median 2024 (FL DOR 2025)
0
Failed listings · 2024
peaked at 1 in 2024
3,030sqft
Median sold home size
12-mo windows, closed sales
3.1%/yr
Turnover rate
about 7 of 224 homes trade a year
Built fromLive Stellar MLS data3 years of closingsFL DOR public recordsUpdated twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

The number that shapes Seasons At Big Sky is the median days on market: at 227 days, this is a slow, patient market where listings sit and pricing is negotiated over time rather than in a weekend. With a median price of $557,000 and a median around $187 per square foot on roughly 2,293 square feet, price here is driven by condition and specifics more than by a hot bidding floor. The wide construction span — homes built between 1940 and 2024, with the median build year at 2024 — tells you there is real variety underneath that single median, so two homes at similar prices can be very different products.

For sellers, the posture is straightforward: expect a long runway and price to the market from day one, because carrying a listing here means months, not days. For buyers, the slow pace is leverage — there is time to inspect, compare, and negotiate rather than chase. The 15.4% year-over-year move signals momentum in values, but with only 7 closings in the window, individual sales carry outsized weight, so lean on comps for the specific product you are buying, not the headline median.

Seasons At Big Sky Housing Pulse · Momentum Research · as of July 13, 2026

Seasons At Big Sky right now

🟢 Still climbing. The trailing-12-month median ($557K) is up 15.4% from the prior 12 months ($482K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Medium (7 and 76 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Seasons At Big Sky Housing Pulse · Momentum Research · as of July 13, 2026

Seasons At Big Sky right now

🟢 Still climbing. The trailing-12-month median ($557K) is up 15.4% from the prior 12 months ($482K).Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Medium (7 and 76 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 13, 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

Seasons At Big Sky market snapshot (as of July 13, 2026): the median sale price is about $557K ($187 per sq ft over the trailing 12 months of closed sales), and a median 227 days on market for closed sales. The trailing-12-month median is up 15% from the prior 12 months, computed from record-level Stellar MLS closed sales (7 closings in the current window).

Seasons At Big Sky is a community of 224 homes in Kissimmee, Osceola County, built between 1940 and 2024 (median 2024.0), with a median living area of about 2,293 square feet. 53% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Seasons At Big Sky is a 224-home community in Kissimmee, Osceola County, where a very wide age range of housing sits behind a new-construction-weighted median build year, and where homes trade slowly enough that patience is the operative skill on both sides of the table.

Best for

  • Buyers targeting newer, current-year construction who want the median-price product
  • Patient buyers who value negotiating room over speed and can wait for the right listing
  • Owner-occupant buyers planning to hold, given the meaningful homestead base

Probably not for

  • Sellers who need to close quickly and cannot carry a listing for months
  • Buyers chasing a fast, competitive close in a hot-market rhythm
  • Short-horizon flippers counting on quick turnover in a 227-day market

Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($557K) IS the median in the snapshot above, and the move from 2025 ($482K) IS the +15.4% one-year change.

Windows contain 0 to 76 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Every sale since 2023 · price vs size
$0$200K$400K$600K2k2k2k3k
132 closed sales; green = recent. Size sets the floor, condition and lot set the rest.

If we were buying in Seasons At Big Sky today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Seasons At Big Sky.

Best Buy
Buyers who want time to negotiate and are comparing across a wide range of home ages.
Biggest Risk
With only 7 closings, the median can swing on a single unusual sale.
Sweet Spot
A well-maintained home near the median where condition matches the price.
Avoid If
You need a fast sale or a quick, competitive close.

A slow market with a wide product spread

The gap between the oldest and newest homes here is the whole story. With a build range from 1940 to 2024 and a median build year of 2024, the community carries both older stock and current-year construction under one name. That means the median price and the median $187 per square foot are useful as anchors, but the actual value of any given home depends heavily on which end of that spectrum it sits on and how it has been maintained or updated.

About 53% of homes here carry a homestead exemption, which points to a meaningful owner-occupied base rather than a purely investor-driven pool. Combined with a 227-day median time on market, the takeaway is a market that rewards preparation over speed: identify the specific product type you want, study its comps, and be ready to move deliberately when the right one appears.

The location and the amenities are priced into every listing in Seasons At Big Sky. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
8.0B+ · Buy Score
Recent Direction9.8/10
Owner Commitment5.3/10
Pricing Power8.7/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (8.0). Basis: Recent Direction +15.4% year-over-year; Owner Commitment 53% owner-occupied; Pricing Power 98.1% sale-to-list. Refreshed with each data update.

Why work with Momentum here

A market this slow and this varied is where representation earns its keep. With homes spanning eight decades of construction and a low closing count, headline stats can mislead — we work the comps down to the specific vintage and condition you are trading, price for a long runway, and use the slow pace as negotiating leverage rather than a source of anxiety.

Seasons At Big Sky in 15 seconds.

Best forBuyers who want time to negotiate and are comparing across a wide range of home ages.
Biggest advantageA slow market gives buyers room to inspect, compare, and push on price.
Biggest riskWith only 7 closings, the median can swing on a single unusual sale.
Sweet spotA well-maintained home near the median where condition matches the price.
Avoid ifYou need a fast sale or a quick, competitive close.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Seasons At Big Sky sales matched to your home.

What is your Seasons At Big Sky home worth?

Get a no-obligation home value based on real comparable sales in Seasons At 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.

See homes for sale in Seasons At Big Sky on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Seasons At Big Sky?
The median sale price in Seasons At Big Sky was $557K over the 12 months ending July 13, 2026 (7 closed sales, Stellar MLS).
How long do homes in Seasons At Big Sky take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 227 days on market (7 sales, Stellar MLS).
How many homes are in Seasons At Big Sky?
The Florida DOR 2025 assessment roll shows 224 homes plus 21 vacant residential lots in Seasons At Big Sky (public records).
What share of Seasons At Big Sky is owner-occupied?
53% of Seasons At Big Sky parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Seasons At Big Sky built?
Homes in Seasons At Big Sky were built between 1940 and 2024, with a median year built of 2024.0 (FL DOR 2025 roll).
Do cash buyers compete in Seasons At Big Sky?
Cash buyers took 25% of Seasons At Big Sky sales in the 12 months ending June 2026 (2 of 8 closings, Stellar MLS).
Who is the best real estate agent for Seasons At Big Sky?
The best agent for Seasons At Big Sky is one who actively works Kissimmee and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Seasons At Big Sky.
How do I find a top Kissimmee real estate agent who knows Seasons At Big Sky?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Seasons At Big Sky and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Seasons At Big Sky?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Seasons At Big Sky purchase or sale - no call center and no pressure.
Buyers targeting newer, current-year construction who want the median-price productExcellent fit
Patient buyers who value negotiating room over speed and can wait for the right listingExcellent fit
Owner-occupant buyers planning to hold, given the meaningful homestead baseExcellent fit
Sellers who need to close quickly and cannot carry a listing for monthsProbably not
Buyers chasing a fast, competitive close in a hot-market rhythmProbably not
Short-horizon flippers counting on quick turnover in a 227-day marketProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (9 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2023 (132 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.

Windows contain 0 to 76 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Every sale since 2023 · price vs size
$0$200K$400K$600K2k2k2k3k
132 closed sales; green = recent. Size sets the floor, condition and lot set the rest.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (9 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2023 (132 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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Talk to a Local Seasons At Big Sky Expert
Call Get Listings