CITY HEIGHTS
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
City Heights is a small, older pocket of Kissimmee — homes here date to 1954 through 1971, with a median build year of 1955, so age and condition of the individual house do most of the work in setting price. With only 15 homes in the community and a single active listing, there is no depth of comparable inventory to lean on; each sale tends to be judged on its own merits rather than against a run of recent closings.
The market band reads buyer-leaning, and with 12 months of supply against a single closing in the recent window, this is a slow-moving, thin market rather than a competitive one. That posture generally favors buyers on negotiating room and timeline, but it also means sellers should expect a longer marketing period and should price to the home's specific condition and size rather than to a broader neighborhood trend.
The 60-Second Overview
City Heights is a compact, mid-century pocket of Kissimmee homes with a median living area of 1,443 square feet — a small enough footprint of housing stock that market activity here is defined listing by listing rather than by neighborhood-wide trend.
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 CITY HEIGHTS. Swipe to explore the community.
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CITY HEIGHTSWho CITY HEIGHTS is best for.
Best for
- Buyers looking for an older, established home and comfortable with mid-century-era construction and systems.
- Buyers planning a long-term hold, consistent with the high share of owner-occupied homes here.
- Buyers who prioritize a smaller, efficient floor plan over a larger new-construction footprint.
Probably not for
- Buyers who want on-site community amenities, since none are identified in current listings.
- Buyers who need several comparable homes to choose from at once, given the total inventory of 15 homes.
- Buyers on a tight timeline who need an active, fast-moving market rather than a 12-month-supply environment.
The market around CITY HEIGHTS
CITY HEIGHTS is a small community — 10 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 CITY HEIGHTS specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in CITY HEIGHTS, 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 CITY HEIGHTS buying strategy.
If we were buying in CITY HEIGHTS 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 CITY HEIGHTS.
A small, older footprint with limited turnover
With homes built between 1954 and 1971 and a median year built of 1955, City Heights is an established, older section of housing stock. The median living area of 1,443 square feet points to modestly sized homes by current construction standards, and with only 15 homes total in the community, there simply is not a large pool of listings to draw pricing signals from at any given time.
The homestead share of 66.7% suggests a good share of these homes are owner-occupied on a long-term basis rather than cycling through as rentals or quick resales, which helps explain why active inventory stays thin — at the time of this snapshot, just one listing was on the market. No community amenities were identified from current MLS listings, so this is a housing-stock play rather than an amenity-driven purchase.
The location and the amenities are priced into every listing in CITY HEIGHTS. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small — 15 homes total, one active listing, and a full year of supply against minimal recent turnover — there is no substitute for someone who tracks the individual sales history and condition of each house rather than relying on a neighborhood-wide average. We price and negotiate here off the specific property, not a comp sheet that does not exist in volume.
CITY HEIGHTS 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 CITY HEIGHTS 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 CITY HEIGHTS sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in CITY HEIGHTS, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your CITY HEIGHTS home worth?
Get a no-obligation home value based on real comparable sales in CITY HEIGHTS, 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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CITY HEIGHTS Market Scorecard
CITY HEIGHTS is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $375,000, and homes go under contract in about 139 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 CITY HEIGHTS?
What share of CITY HEIGHTS is owner-occupied?
When were the homes in CITY HEIGHTS built?
Do cash buyers compete in CITY HEIGHTS?
Who is the best real estate agent for CITY HEIGHTS?
How do I find a top KISSIMMEE real estate agent who knows CITY HEIGHTS?
Can Momentum Realty connect me with an agent for CITY HEIGHTS?
Should you buy in CITY HEIGHTS?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near CITY HEIGHTS 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 2006 (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.
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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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