Kissimmee Bay
Homes for Sale in Kissimmee, FL
All 3,104 homes for sale in Kissimmee, FL · median $375,000 · 337 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Kissimmee Bay in Kissimmee, FL has 3 homes for sale. Over the 12 months ending 2026-09-20, 7 recorded sales closed at a median of $562,000, $222 per square foot, a median 66 days on market, sellers accepting 94% of original asking (-1% versus the prior year). Homes listed or recently sold were built 1991 - 2018; 13 of 13 report an HOA (median $195/mo); none of the 13 geocoded homes sit in a FEMA special flood hazard zone (median elevation 64 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $8,560 ($7,960 with the full homestead exemption).
Last 30 days in Kissimmee Bay: 1 new listing (median asking $550,000). As of October 24, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Kissimmee Bay
Live MLS inventory for Kissimmee Bay. 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 · 87 daysTop listing
Active · 215 days
Active · 1 daysActive and pending Kissimmee Bay listings as of 2026-10-19, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Kissimmee Bay right now
🟡 Balanced market. 3.3 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.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 September 20, 2026. Confidence: Medium (3 active and pending listings, 7 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($562K) is down 1.4% from the prior 12 months ($570K). With about 5 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Medium (7 and 9 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 24, 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
Kissimmee Bay market snapshot (as of September 20, 2026): the median sale price is about $562K ($222 per sq ft over the trailing 12 months of closed sales), a median 66 days on market for closed sales, and 3.3 months of supply, a balanced market. The trailing-12-month median is down 1% from the prior 12 months, computed from record-level Stellar MLS closed sales (7 closings in the current window).
In ZIP 34744 (Kissimmee), 786 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.3% 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.
County records show 10 qualified sales in Kissimmee Bay across 2024 - 2025 (4 in 2024, 6 in 2025), median $650,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Kissimmee Bay: of 13 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.
Kissimmee Bay is a community of 154 homes in Kissimmee, Osceola County, built between 1990 and 2018 (median 1998.0), with a median living area of about 3,311 square feet. 75% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Kissimmee Bay. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Kissimmee BayPhotos from Stellar MLS listings in Kissimmee Bay; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($562K) IS the median in the snapshot above, and the move from 2025 ($570K) IS the -1.4% one-year change.
Windows contain 0 to 9 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 2004 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 34744 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 (2026-10-25).
Kissimmee BAY Market Scorecard
Kissimmee BAY is currently a seller's market. About 3.6 months of supply, a median asking price of $625,000, and homes go under contract in about 98 days.
Typical home value in the 34744 ZIP is $380,233, about 10.0% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Kissimmee Bay 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 Kissimmee Bay
- Tennis Court(s) · reported on 11 of 11 listings
- Gated · reported on 9 of 11 listings
- Gated Community - No Guard · reported on 9 of 11 listings
- Golf Carts OK · reported on 8 of 11 listings
- Golf · reported on 8 of 11 listings
- Clubhouse · reported on 7 of 11 listings
- Deed Restrictions · reported on 7 of 11 listings
- Basketball Court · reported on 7 of 11 listings
- Playground · reported on 7 of 11 listings
- Golf Course · reported on 6 of 11 listings
- Park · reported on 6 of 11 listings
- Pickleball Court(s) · reported on 5 of 11 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.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Partin Settlement Elem · Elementary
- Neptune Middle (6-8) · Middle
- Gateway High School (9 12) · High
Zoned schools reflect the assignments reported on recent Kissimmee Bay listings and can change; always confirm with Osceola County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Kissimmee Bay address.
Shop the zone: Homes zoned for Gateway High School (9 12)
Recent Developments in Kissimmee Bay
Development, infrastructure, retail, and school activity affecting Kissimmee Bay, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Infrastructure
CFX holds public meetings on 14-mile toll road through part of Split Oak Forest
The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.
What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The site is about 10 miles northeast of Kissimmee Bay.
Source: Spectrum News 13 - August 2026Civic
St. Cloud council approves $6.7 million downtown apartment and parking garage agreement
The City Council unanimously approved an agreement with Atlantic Housing Partners for apartments and a parking garage next to City Hall. The Community Redevelopment Agency contributes $6.25 million and the city $460,000. The garage would hold 450 to 500 spaces, with 250 reserved for apartment residents.
What it may mean for the marketNew downtown rental housing and public parking would add residents and parking capacity to the St. Cloud core. The site is about 5 miles southeast of Kissimmee Bay.
Source: Spectrum News 13 - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 6 miles northeast of Kissimmee Bay.
Source: ClickOrlando
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
The Kissimmee Bay buying strategy.
If we were buying in Kissimmee Bay 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 Kissimmee Bay.
A closer look at the Kissimmee Bay market
At a median of $222 per square foot, Kissimmee Bay 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 3.3 months of supply, a balanced market and the trailing-12-month median down 1% year over year. Homes that do trade take a median 66 days on market, useful leverage on any listing that has lingered.
The housing stock is 154 homes built between 1990 and 2018, and 75% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Kissimmee Bay. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Kissimmee Bay buys, holds, and resells. Momentum Research; not an appraisal.
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 4 factors (6.4). Basis: Recent Direction -1.4% year-over-year; Liquidity & Demand 3.3 months of supply; Owner Commitment 75% owner-occupied; Pricing Power 93.7% sale-to-list. Refreshed with each data update.
What it really costs to own in Kissimmee Bay
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 $195/month across 13 MLS listings (most billed monthly; 2026-10-24). 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 13 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 2000 across 13 listings. An original roof here would be about 26 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 Kissimmee Bay
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 Kissimmee Bay
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Kissimmee Bay will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $195/month (about $2,340/yr) · median of 13 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $195 per month ($2,340 a year) - the median AssociationFee across 13 MLS records, normalised to a monthly figure; most are billed monthly. 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 12 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=12) · as of 2026-10
Tools for a Kissimmee Bay 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 Kissimmee Bay sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Kissimmee Bay, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Kissimmee Bay home worth?
Get a no-obligation home value based on real comparable sales in Kissimmee Bay, 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 Kissimmee Bay
Homes in Kissimmee Bay 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. 1 on record.
- 1407 Water Lilly Lane · off market
| Location | Kissimmee, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 154 (FL DOR 2025 assessment roll) |
| Years built | 1990–2018 (median 1998.0) |
| Typical living area | 3,311 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Tennis Court(s), Gated, Golf, Golf Carts OK, Clubhouse, Gated Community - No Guard |
| Sale prices, last 12 months | $562,000 median across 7 closed sales · $222 per sq ft · -1.4% vs the prior 12 months |
| Days on market (closed sales) | 66 median |
| For sale right now | 3 active, 0 pending · median asking $644,000 · 3.3 months of supply |
| Owner-occupied (homestead) share | 75% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Kissimmee Bay key facts,” movewithmomentum.com/neighborhoods/kissimmee-bay-kissimmee, data as of September 20, 2026.
Housing distress & ownership in Kissimmee Bay, 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 Kissimmee Bay
The newest homes for sale in Kissimmee Bay right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 1805 Lee Janzen Drive $550,000 · 3 bd · 3 ba · 2,155 sq ft · listed Oct 12, 2026 Courtesy of MARK SPAIN REAL ESTATE
- 1771 Lee Janzen Drive $644,000 · 5 bd · 3 ba · 3,213 sq ft · listed Jul 16, 2026 Courtesy of SIGNATURE INTERNATIONAL REAL E
- 2747 Kissimmee Bay Circle $625,000 · 4 bd · 3.5 ba · 3,177 sq ft · listed Feb 11, 2026 Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Kissimmee Bay Kissimmee Right Now (3)
All 3 active and pending Kissimmee Bay Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1805 Lee Janzen Drive · $550,000 · 3 bd / 3 ba · listed Oct 13, 2026 · listed by Mark Spain Real Estate
- 1771 Lee Janzen Drive · $644,000 · 5 bd / 3 ba · listed by Signature International Real E
- 2747 Kissimmee Bay Circle · $625,000 · 4 bd / 3.5 ba · listed by Keller Williams Realty At The Lakes
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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
Real estate agent in Kissimmee? Join Momentum in Kissimmee: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Lee Janzen Drive (59 homes on record)
- Kissimmee Bay Circle (35 homes on record)
- Lee Janzen Drive (2 homes on record)
- Kissimmee Bay Circle (1 homes on record)
- Kissimmee Bay Circle (1 homes on record)
Frequently Asked Questions
What is the median home price in Kissimmee Bay?
How long do homes in Kissimmee Bay take to sell?
Is Kissimmee Bay a buyer's or seller's market right now?
How many homes are in Kissimmee Bay?
What share of Kissimmee Bay is owner-occupied?
When were the homes in Kissimmee Bay built?
Who is the best real estate agent for Kissimmee Bay?
How do I find a top Kissimmee real estate agent who knows Kissimmee Bay?
Can Momentum Realty connect me with an agent for Kissimmee Bay?
Where is Kissimmee Bay, and what county is it in?
Is Kissimmee Bay in a flood zone?
Is Kissimmee Bay a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 19, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2004 (85 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. 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 Kissimmee Bay fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Kissimmee Bay
- Home values · What homes in Kissimmee Bay actually sell for
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