MATHEWS ADD
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
Mathews Add is a small, older pocket of Kissimmee — 125 homes with a median build year of 1952, though the range stretches all the way to 2023, so a handful of newer or heavily rebuilt homes sit alongside the original housing stock. With only one active listing at this snapshot and no closings recorded in the current window, there is essentially no live transaction data to read a price trend from. That is the honest starting point for anyone looking at this community right now.
With homestead exemptions covering roughly a third of the parcels, a meaningful share of this inventory turns over as non-homesteaded property — investment holds, second residences, or estates — which tends to keep listings sparse and pricing driven almost entirely by individual condition rather than a comparable-heavy market. Anyone buying or selling here should expect to build the case home-by-home rather than lean on a neighborhood trend line.
The 60-Second Overview
Mathews Add is a compact, established Kissimmee subdivision built out over more than a century, where a median living area near 1,730 square feet sits on lots developed long before any HOA-style amenity package became standard — there is no shared amenity infrastructure identified in current listings.
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 MATHEWS ADD. Swipe to explore the community.
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MATHEWS ADDWho MATHEWS ADD is best for.
Best for
- A buyer targeting a specific older Kissimmee home who is prepared to do independent diligence rather than lean on neighborhood comps
- An investor evaluating a single parcel where the non-homesteaded share suggests other holdings nearby may also be investment property
- A buyer or renovator comfortable assessing a pre-1950s structure on its own condition rather than a subdivision average
Probably not for
- A buyer who wants to compare several active listings within the same community before deciding
- Anyone relying on recent closed-sale data to set an offer price, since none exists in this window
- A buyer specifically seeking shared community amenities, since none are identified here
The market around MATHEWS ADD
MATHEWS ADD is a small community — 26 recorded sales on file, most recently in 2024 — 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).
The housing mix here is 88% single family residence, 12% townhouse.
ZIP and county figures describe the wider market, not MATHEWS ADD specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in MATHEWS ADD, 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.
Homes For Sale Right Now in MATHEWS ADD
Live MLS inventory for MATHEWS ADD. 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 MATHEWS ADD listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2022. Tap any home to ask about it.
The MATHEWS ADD buying strategy.
If we were buying in MATHEWS ADD 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 MATHEWS ADD.
A market of one
At just one active listing and zero recorded closings in this window, Mathews Add is not a market you can benchmark in the usual way. The 125-home base spans a build range from 1900 to 2023, meaning the neighborhood mixes original early-century construction with scattered modern rebuilds or infill — two very different renovation and inspection profiles that happen to share a zip code and a plat name.
The 32% homestead share is worth noting for anyone doing diligence here: roughly two-thirds of the parcels are not owner-occupied primary residences, which typically means a higher proportion of long-held rental property, inherited homes, or investment holds. That can mean less competitive pressure when something does list, but it also means fewer recent, comparable sales to anchor an offer or a listing price against.
The location and the amenities are priced into every listing in MATHEWS ADD. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community with one active listing and no recent closings is exactly where a broker who tracks off-market activity and prior sale history earns their fee — pricing a home in Mathews Add well requires pulling comparables from outside the immediate subdivision and understanding which of the older structures have been substantially updated versus left original.
MATHEWS ADD 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 MATHEWS ADD 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 MATHEWS ADD sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in MATHEWS ADD, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your MATHEWS ADD home worth?
Get a no-obligation home value based on real comparable sales in MATHEWS ADD, 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 homes for sale in MATHEWS ADD on the map →
MATHEWS ADD Market Scorecard
MATHEWS ADD is currently a thin data market. Limited supply, a median asking price of $359,990, and homes go under contract in about 58 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 MATHEWS ADD?
What share of MATHEWS ADD is owner-occupied?
When were the homes in MATHEWS ADD built?
Do cash buyers compete in MATHEWS ADD?
Who is the best real estate agent for MATHEWS ADD?
How do I find a top KISSIMMEE real estate agent who knows MATHEWS ADD?
Can Momentum Realty connect me with an agent for MATHEWS ADD?
Should you buy in MATHEWS ADD?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near MATHEWS ADD 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 (street-list match (2 streets, ZIP 34741)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2016 (4 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 your area comps.
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