Cadillac Homes
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 247 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Cadillac Homes in Kissimmee, FL has 1 home for sale. Homes listed or recently sold were built 1967 - 1973; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 71 ft).
Cadillac Homes is a small pocket of established construction, 20 homes total, with a median year built of 1972 and a build window running from 1967 to 1987. Pricing here is going to be driven almost entirely by individual condition and updates rather than by community-wide comparables, simply because there is so little turnover to draw from.
With only one active listing against a 6.0 months-supply reading, the market is sitting in balanced territory, but that stat is thin by nature in a 20-home inventory. A single listing can shift the read meaningfully in either direction, so anyone tracking this community should treat the current snapshot as a moment in time rather than a trend.
Cadillac Homes right now
🟡 Balanced market. 6.0 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 12, 2026. Confidence: Low (1 active and pending listings, 2 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 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
This is a small, older-built enclave in Kissimmee where homes run larger than a typical starter footprint, with a median living area of 2,263 square feet, and where high homestead occupancy at 80% points to longer average hold times rather than frequent resale activity.
Stellar MLS sales records identify 9 homes in Cadillac Homes that have changed hands since 2013, built between 1967 and 1973 (median 1972), with a median living area of about 1,800 sq ft and a typical 3-bedroom, 2-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.
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.
The setting & the homes.
Aerial and on-site photos of Cadillac Homes. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Cadillac Homes
Cadillac Homes
Cadillac HomesPhotos from Stellar MLS listings in Cadillac Homes; content deemed reliable but not guaranteed.
Who Cadillac Homes is best for.
Best for
- Buyers prioritizing square footage over community amenities
- Buyers comfortable evaluating an older-built home on its individual condition and updates
- Buyers who are patient and can wait for the right listing in a very small inventory pool
Probably not for
- Buyers who want on-site community amenities as part of the purchase
- Buyers who need a large active comp set to benchmark pricing
- Buyers looking for newer construction with fewer age-related maintenance considerations
The market around Cadillac Homes
Cadillac Homes is too small for its own price trend, so here is the market around it.
In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34744 (KISSIMMEE), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 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 Cadillac Homes specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in CADILLAC HOMES, 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.
Homes For Sale Right Now in Cadillac Homes
Live MLS inventory for Cadillac Homes. 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 and pending Cadillac Homes listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2010 through 2026. Tap any home to ask about it.
Cadillac Homes 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, tiles © CARTO.
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
- Osceola High School · High
Zoned schools reflect the assignments reported on recent Cadillac Homes 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 Cadillac Homes address.
Shop the zone: Homes zoned for Osceola High School
The Cadillac Homes buying strategy.
If we were buying in Cadillac Homes 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 Cadillac Homes.
A Tight, Established Inventory
The homes here date from 1967 to 1987, with a median year built of 1972, which puts most of the stock in a similar generation of construction. Buyers should expect the usual considerations that come with that age range, roofs, systems, and updates that vary lot by lot, and should plan on a condition-by-condition evaluation rather than assuming uniformity across the community.
No community amenities are identified in current MLS listings, so this is not an amenity-driven purchase. The value proposition rests on the homes themselves, the size, at a median of 2,263 square feet, and the location in Osceola County, not on shared recreational infrastructure.
The location and the amenities are priced into every listing in Cadillac Homes. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With only one active listing across 20 total homes, there is no meaningful public comp set to lean on. We track off-market activity and prior sales in communities this small so buyers and sellers are not pricing blind against a single data point.
Cadillac Homes 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 Cadillac Homes 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 Cadillac Homes sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cadillac Homes, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cadillac Homes home worth?
Get a no-obligation home value based on real comparable sales in Cadillac Homes, 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 →
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.
CADILLAC HOMES Market Scorecard
CADILLAC HOMES is currently a buyer's market. About 6.0 months of supply, a median asking price of $447,000, and homes go under contract in about 38 days.
Typical home value in the 34744 ZIP is $385,786, about 10.6% 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.
Frequently Asked Questions
Is Cadillac Homes a buyer's or seller's market right now?
Who is the best real estate agent for Cadillac Homes?
How do I find a top Kissimmee real estate agent who knows Cadillac Homes?
Can Momentum Realty connect me with an agent for Cadillac Homes?
Should you buy in Cadillac Homes?
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: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2010 (9 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.
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.
See how Cadillac Homes fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Cadillac Homes with Momentum Realty’s local guides.