Seasons
Homes for Sale in Kissimmee, FL
All 3,084 homes for sale in Kissimmee, FL · median $375,000 · 801 homes for sale in 34746 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Seasons in Kissimmee, FL has 5 homes for sale, asking from $370,000 to $550,000 (median $474,999). Over the 12 months ending 2026-08-02, 3 recorded sales closed at a median of $475,000, $173 per square foot, a median 10 days on market, sellers accepting 98% of original asking. Homes listed or recently sold were built 2004 - 2005; 9 of 9 report an HOA (median $225/mo); none of the 9 geocoded homes sit in a FEMA special flood hazard zone (median elevation 77 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $7,240 ($6,630 with the full homestead exemption).
Last 30 days in Seasons: 2 new listings (median asking $422,500), 1 closed sale (median $460,000). As of October 17, 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 · 228 daysTop listing
Active · 558 days
Active · 1 days
Active · 85 days
Active · 1 daysActive and pending Seasons listings as of 2026-10-17, 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.
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 October 18, 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 put supply at about 6.7 months - a buyer's market. 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.
Flood zones in Seasons: of 8 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.
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.
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.
17% 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 (2026-10-15).
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 85 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 closer look at the Seasons market
At a median of $173 per square foot, Seasons prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 24.0 months of supply, a buyer-leaning market. Homes that do trade take a median 10 days on market, useful leverage on any listing that has lingered.
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.
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 258 MLS listings (most billed quarterly; 2026-10-15). 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. Flood: of 8 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2005 across 9 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. |
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.
HOA, CDD & Fees
- HOA dues reported around $225/month (about $2,700/yr) · median of 258 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $225 per month ($2,700 a year) - the median AssociationFee across 258 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Flood & Insurance Context
Of 8 sampled listing addresses in this community: 100% outside the FEMA Special Flood Hazard Area (Zone X/B/C).
Address-sampled; individual parcels vary - verify any specific address at msc.fema.gov. Check any address at FEMA's Flood Map Service Center, and see average home-insurance costs by Florida county.
Source: FEMA National Flood Hazard Layer, address-level lookups (n=8) · as of 2026-10
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 · ZIP 34746 |
|---|---|
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Playground, Deed Restrictions, Fire Alarm, Park, Security System Leased |
| Sale prices, last 12 months | $475,000 median across 3 closed sales · $173 per sq ft |
| Days on market (closed sales) | 10 median |
| For sale right now | 6 active, 0 pending · median asking $492,000 · 24.0 months of supply |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Market figures describe homes, not residents. Cite as: Momentum Realty, “Seasons key facts,” movewithmomentum.com/neighborhoods/seasons-kissimmee, data as of August 2, 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.
- 1105 Seasons Boulevard $370,000 · 4 bd · 3 ba · 1,940 sq ft · 1 day on market Courtesy of CENTRIC REALTY SERVICES LLC
- 1315 Seasons Boulevard $474,999 · 6 bd · 5.5 ba · 2,901 sq ft · 1 day on market Courtesy of TEAM DONOVAN
- 1255 Seasons Boulevard $435,000 · 4 bd · 3 ba · 1,940 sq ft · 85 days on market Courtesy of REAL BROKER, LLC
- 1145 Seasons Boulevard $550,000 · 5 bd · 3 ba · 2,286 sq ft · 228 days on market Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
- 1310 Seasons Boulevard $485,000 · 4 bd · 3 ba · 1,940 sq ft · 558 days on market Courtesy of JACK KELLER INC
Checked against the MLS Oct 18, 2026. 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 · listed Oct 12, 2026 · listed by Team Donovan
- 1105 Seasons Boulevard · $370,000 · 4 bd / 3 ba · listed Sep 10, 2026 · listed by Centric Realty Services Llc
- 1255 Seasons Boulevard · $435,000 · 4 bd / 3 ba · listed Jul 17, 2026 · listed by Real Broker, Llc
- 1145 Seasons Boulevard · $550,000 · 5 bd / 3 ba · listed Jul 16, 2026 · listed by Blue Chip International Realty Llc
- 1310 Seasons Boulevard · $485,000 · 4 bd / 3 ba · listed Jul 16, 2026 · listed by Jack Keller Inc
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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)
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?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 17, 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.
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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. 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 SEASONS fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Seasons
- Home values · What homes in Seasons actually sell for
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Explore more neighborhoods near Seasons with Momentum Realty’s local guides.