Mathews
Homes for Sale in Kissimmee, FL
All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 173 homes for sale in 34741 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Homes listed or recently sold were built 1910 - 2015; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 69 ft). As of September 2026, the MLS records 3 closed sales in Mathews Add Resub in Kissimmee, FL since 2025, the most recent in January 2026. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
Mathews is an older platted pocket of Kissimmee - the median home here was built in 1952, and the range runs from 1900 up through 2023, so pricing is driven almost entirely by condition and how much of the original structure has been updated versus left as-is. At a median of $238,500 and $172.34 per square foot, this is a value tier relative to newer Osceola product, but that value comes with older systems, older roofs, and more variability home to home.
There are zero active listings as of this snapshot, which tells you more about current supply than about demand - with only 152 homes in the subdivision to begin with, it does not take much to empty the shelf. The median 70-day time on market from recent closings suggests these homes do not move instantly even when they do list; expect a real marketing and negotiation window rather than a bidding sprint, and know that when something does come up here, you may be one of very few options on the market at that moment.
Nearby homes for sale
No active listings inside Mathews Add Resub right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
A small, established subdivision in Kissimmee with 152 homes, a housing stock that skews early-to-mid 20th century, and a median living area of 1,545 square feet - this is a resale market defined by its age and scarcity rather than by builder-community amenities.
Stellar MLS sales records identify 12 homes in Mathews that have changed hands since 2010, built between 1910 and 2015 (median 1938), with a median living area of about 1,285 sq ft and a typical 3-bedroom, 2-bath layout; 83% 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 Mathews. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Mathews
Mathews
MathewsPhotos from Stellar MLS listings in Mathews; content deemed reliable but not guaranteed.
Who Mathews is best for.
Best for
- A buyer prioritizing lower price-per-square-foot and comfortable budgeting for updates to an older home
- A buyer with flexibility on timing who can wait for the right listing in a subdivision with no current active inventory
- A buyer or investor interested in a smaller, established platted subdivision rather than a large amenitized community
Probably not for
- A buyer who wants move-in-ready construction with minimal renovation risk
- A buyer who wants access to community amenities like a pool, clubhouse, or organized recreation
- A buyer who needs to choose from multiple active listings right now rather than wait for one to surface
The market around Mathews
Mathews is too small for its own price trend, so here is the market around it.
In ZIP 34741, 299 homes are on the market and 15% are under contract — a slower corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34741 (KISSIMMEE), 745 homes closed in the last 12 months at a median of $411K ($205/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 201 active and 47 pending listings put supply at about 6.0 months - a balanced market. See the live ZIP 34741 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Mathews specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in MATHEWS ADD RESUB, 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.
Mathews 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.
The Mathews buying strategy.
If we were buying in Mathews 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.
Old Bones, Small Footprint
With a median year built of 1952 and a range stretching to 1900 on the early end, buyers here are largely evaluating renovation history rather than floor plan trends. The presence of homes built as recently as 2023 shows some infill or rebuild activity within the subdivision, but the bulk of the inventory is legacy construction - worth budgeting for inspections that go deep on roof age, electrical, and plumbing rather than cosmetic finish.
Roughly a third of homes here (32.3%) carry a homestead exemption, which points to a meaningful base of owner-occupied stability alongside whatever share is investment or non-homestead-held. No community amenities are identified in current MLS data - this is not an amenitized subdivision, so the appeal is the location and the lot itself, not a clubhouse or pool system.
The location and the amenities are priced into every listing in Mathews. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A 152-home subdivision with zero active listings is not a market you browse casually - it is one where knowing which homes have quietly changed hands, what condition they closed in, and what the real per-square-foot spread looks like matters more than scrolling a portal. We track this kind of thin-inventory pocket closely so that when something surfaces, our clients are not starting their research from zero.
Mathews 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 Mathews 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 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Mathews, 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 home worth?
Get a no-obligation home value based on real comparable sales in Mathews, 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 →
Should you buy in Mathews?
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 2025 (3 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Mathews fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Mathews
Where is Mathews?
Mathews is a community in KISSIMMEE, Osceola County, Florida, ZIP 34741.
Are there homes for sale in Mathews right now?
No active listings inside Mathews at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Mathews have an HOA or CDD?
No HOA is on record for Mathews in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Mathews with Momentum Realty’s local guides.
More Kissimmee & Kissimmee, St. Cloud & Osceola County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.
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.
MATHEWS ADD RESUB Market Scorecard
MATHEWS ADD RESUB is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 34741 ZIP is $286,616, about 14.2% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · 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.