Seasons
Homes for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 764 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Seasons in Kissimmee, FL has 4 homes for sale and 1 pending, asking from $340,000 to $550,000 (median $452,250). Homes listed or recently sold were built 2004 - 2005; 8 of 8 report an HOA (median $225/mo); none of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 76 ft).
Last 30 days in Seasons: 1 new listing (median asking $340,000), 1 under contract right now. As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Seasons
Live MLS inventory for Seasons. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 332 daysTop listing
Active · 620 days
Active · 14 days
Active · 137 daysActive and pending Seasons listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Price in Seasons is less about a tidy range and more about condition and square footage. With a median around $475,000 and median cost near $173 per square foot, what a home sells for here depends heavily on how it shows and how big it is. Treat the median as a center of gravity, not a ceiling or floor.
The posture is firmly buyer-leaning. On the surface, homes that do sell move quickly - the median days on market is just 10 - but months of supply sits at a steep 24.0 against a thin active count. That split tells sellers to price and prepare with discipline, and tells buyers they have room to negotiate and be selective.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Seasons right now
🟢 Buyer-leaning market. 24.0 months of supply and 0% 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: Medium (6 active and pending listings, 3 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 14, 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 market snapshot (as of August 2, 2026): the median sale price is about $475K ($173 per sq ft over the trailing 12 months of closed sales), a median 10 days on market for closed sales, and 24.0 months of supply, a buyer-leaning market.
In ZIP 34746 (Kissimmee), 1,623 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.3% year over year, with a median 67 days on market. Right now 435 active and 80 pending listings. See the live ZIP 34746 housing market and the Osceola County market.
Stellar MLS sales records identify 65 homes in SEASONS that have changed hands since 2004, built between 2004 and 2005 (median 2004), with a median living area of about 2,286 sq ft and a typical 5-bedroom, 3.5-bath layout; 100% 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.
Seasons is a deed-restricted community in Kissimmee with a small, slow-churning inventory; the handful of active listings and the long supply figure mean buyers can take their time, while sellers need sharp pricing to stand out.
The setting & the homes.
Aerial and on-site photos of Seasons. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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SeasonsPhotos from Stellar MLS listings in Seasons; content deemed reliable but not guaranteed.
Who Seasons is best for.
Best for
- Buying to hold, with patience to wait for the right floor plan in a small inventory
- Buyers who want real negotiating leverage in a buyer-leaning market
- Buyers comfortable with deed restrictions and a modest amenity set
Probably not for
- Needing a fast resale, given the steep months of supply
- Wanting a broad menu of homes to compare at once
- Prioritizing extensive community amenities beyond a playground
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($475K) IS the median in the snapshot above.
Windows contain 0 to 11 sales each (3 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 2014 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
18% of homes for sale in ZIP 34746 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-11-13).
Seasons Market Scorecard
Seasons is currently a buyer-leaning market. About 24.0 months of supply, a median asking price of $492,000, and homes go under contract in about 332 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Seasons on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Seasons
- Playground · reported on 2 of 4 listings
- Deed Restrictions · reported on 1 of 4 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The Seasons buying strategy.
If we were buying in Seasons 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 Seasons.
A thin market that rewards preparation
The two headline numbers pull in opposite directions. A 10-day median days on market suggests urgency, but that figure only reflects homes that actually found a buyer. The 24.0 months of supply, measured against just six active listings and a three-closing window, is the more honest picture of depth: this is a market where well-presented homes trade and the rest sit.
For sellers, that means condition and price do the work - there is no momentum carrying a marginal listing. For buyers, the small inventory is the real constraint; the leverage is here, but you may wait for the right floor plan rather than choose among many. The amenity set is modest - a playground and deed restrictions - so the decision rests on the house itself. Confirm current amenities and HOA rules directly before you write an offer.
The location and the amenities are priced into every listing in Seasons. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a thin, buyer-leaning market like Seasons, the margin is in reading what the medians hide. We help sellers set a price that respects the long supply rather than the fast days-on-market headline, and we help buyers separate the homes worth moving quickly on from the ones that will keep sitting. We verify deed restrictions and HOA terms before they become surprises.
Seasons in 15 seconds.
Tools for a Seasons 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 Seasons sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Seasons, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Seasons home worth?
Get a no-obligation home value based on real comparable sales in Seasons, 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 →
Recently off market in Seasons
Homes in Seasons that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.
- 1165 Seasons Boulevard · off market
- 1265 Seasons Boulevard · off market
| Location | Kissimmee, Osceola County, FL |
|---|---|
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Playground, Deed Restrictions, Dog Park, Fire Alarm, Park, Security System Leased |
| For sale right now | 4 active, 0 pending · median asking $480,000 · 12.0 months of supply |
Data as of November 6, 2026. Based on Stellar MLS data distributed by MLS GRID. Market figures describe homes, not residents. Cite as: Momentum Realty, “Seasons key facts,” movewithmomentum.com/neighborhoods/seasons-kissimmee, data as of November 6, 2026.
Housing distress & ownership in SEASONS, 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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Seasons
The newest homes for sale in Seasons right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 1255 Seasons Boulevard $419,500 · 4 bd · 3 ba · 1,940 sq ft · listed Jun 12, 2026 Courtesy of REAL BROKER, LLC
- 1145 Seasons Boulevard $550,000 · 5 bd · 3 ba · 2,286 sq ft · listed Nov 29, 2025 Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
- 1310 Seasons Boulevard $485,000 · 4 bd · 3 ba · 1,940 sq ft · listed Feb 14, 2025 Courtesy of JACK KELLER INC
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Seasons Kissimmee Right Now (5)
All 5 active and pending Seasons Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1315 Seasons Boulevard · $474,999 · 6 bd / 5.5 ba · pending · listed Oct 12, 2026 · listed by Team Donovan
- 1105 Seasons Boulevard · $340,000 · 4 bd / 3 ba · listed Sep 10, 2026 · listed by Nona Legacy Powered By La Rosa
- 1255 Seasons Boulevard · $419,500 · 4 bd / 3 ba · listed Aug 15, 2026 · listed by Real Broker, Llc
- 1145 Seasons Boulevard · $550,000 · 5 bd / 3 ba · listed Aug 15, 2026 · listed by Blue Chip International Realty Llc
- 1310 Seasons Boulevard · $485,000 · 4 bd / 3 ba · listed Aug 15, 2026 · listed by Jack Keller Inc
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Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Seasons Boulevard (64 homes on record)
Email me new listings in Seasons
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Seasons
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Seasons will answer, and the answer is published on this page for the next buyer.
What it really costs to own in Seasons
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $225/month across 9 MLS listings (most billed quarterly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2005 across 8 listings. An original roof here would be about 21 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Frequently Asked Questions
What is the median home price in Seasons?
How long do homes in Seasons take to sell?
Is Seasons a buyer's or seller's market right now?
Do cash buyers compete in Seasons?
Who is the best real estate agent for Seasons?
How do I find a top Kissimmee real estate agent who knows Seasons?
Can Momentum Realty connect me with an agent for Seasons?
Where is Seasons, and what county is it in?
Should you buy in Seasons?
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: November 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2014 (37 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?
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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. A Momentum agent can price yours against live local comps.
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See how SEASONS fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Seasons
- Home values · What homes in Seasons actually sell for