CHERUB HOMES
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
Cherub Homes in Kissimmee is a small, older pocket of the Osceola market — 54 homes total, with construction spanning from 1958 to 2005 and a median build year of 1982. That range matters more than any single stat: buyers here are choosing between a mid-century home and something built decades later, and condition, not just square footage, is what separates one listing from the next.
With zero active listings at this snapshot and only a single closing in the most recent window, this is not a market where you browse a deep inventory and compare five similar homes side by side. Activity is thin enough that when something does list, it needs to be evaluated on its own terms — recent updates, lot specifics, and how the age of the home lines up with what you're willing to take on.
The 60-Second Overview
A modest, older-vintage pocket of Kissimmee homes with a median living area of 1,511 square feet and roughly half of owners holding a homestead exemption — a sign this is largely a stay-put community rather than a fast-turnover one.
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 CHERUB HOMES. Swipe to explore the community.
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CHERUB HOMESWho CHERUB HOMES is best for.
Best for
- Buyers who want an established, non-amenity residential setting and are comfortable with a home's age driving its price rather than a neighborhood premium.
- Buyers planning to occupy long-term, given that roughly half of current owners hold a homestead exemption here.
- Buyers who don't need a wide current selection and are willing to act when one of a small number of homes comes to market.
Probably not for
- Buyers who want on-site community amenities, since none were identified from current MLS listings.
- Buyers who want to compare several similar active listings before deciding, given there are none at this snapshot.
- Buyers who prefer newer construction exclusively and aren't open to homes built well before the 2000s.
The market around CHERUB HOMES
CHERUB HOMES is a small community — 28 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
In ZIP 34741, 306 homes are on the market and 17% are under contract — a slower corner of KISSIMMEE.
Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not CHERUB HOMES specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in CHERUB 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 August 2026 through August 2026. Deemed reliable but not guaranteed.
The CHERUB HOMES buying strategy.
If we were buying in CHERUB 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 CHERUB HOMES.
A community defined by age spread, not size
The defining fact about Cherub Homes is the gap between its oldest and newest construction — homes built as far back as 1958 sitting in the same small community as ones built up through 2005. With a median build year of 1982, the typical home here has decades on it, which means the condition of any given listing — roof, systems, updates — will do more to set its value than location within the community.
No community amenities were identified from current MLS listings, so this reads as a straightforward residential pocket rather than an amenity-driven development. At 54 total homes and no active listings in this snapshot, buyers should expect to move deliberately when something does come to market, and sellers should expect a limited, specific pool of comparable sales to lean on rather than a steady stream of them.
The location and the amenities are priced into every listing in CHERUB HOMES. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small — 54 homes with no active listings and only one recent closing — pricing a home well or making a competitive offer depends on reading a thin data set correctly rather than skimming a big one. We track what does come to market here closely enough to tell you whether a listing is priced against its actual condition and age, not just against a neighborhood average that may not apply.
CHERUB HOMES in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a CHERUB 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 CHERUB HOMES sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in CHERUB 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 CHERUB HOMES home worth?
Get a no-obligation home value based on real comparable sales in CHERUB 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.
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CHERUB HOMES Market Scorecard
CHERUB HOMES is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $399,900, and homes go under contract in about 6 days.
Go deeper: county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
How many homes are in CHERUB HOMES?
What share of CHERUB HOMES is owner-occupied?
When were the homes in CHERUB HOMES built?
Do cash buyers compete in CHERUB HOMES?
Who is the best real estate agent for CHERUB HOMES?
How do I find a top KISSIMMEE real estate agent who knows CHERUB HOMES?
Can Momentum Realty connect me with an agent for CHERUB HOMES?
Should you buy in CHERUB HOMES?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near CHERUB HOMES with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2005 (16 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.
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