Westwood Forest
Homes for Sale in Kissimmee, FL
All 2,959 homes for sale in KISSIMMEE, FL · median $374,000 · 248 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $370,000, $249 per square foot, a median 8 days on market, sellers accepting 100% of original asking. Homes listed or recently sold were built 1996 - 1998; none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 87 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,640 ($5,030 with the full homestead exemption).
| Location | KISSIMMEE, Osceola County, FL · ZIP 34744 |
|---|---|
| Homes in the community | 251 (FL DOR 2025 assessment roll) |
| Years built | 1959–2002 (median 1993) |
| Typical living area | 1,807 sq ft (median) |
| Amenities listed by sellers | Closed Circuit Camera(s), Security System |
| Sale prices, last 12 months | $370,000 median across 4 closed sales · $249 per sq ft |
| Days on market (closed sales) | 8 median |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 77% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Westwood Forest key facts,” movewithmomentum.com/neighborhoods/westwood-forest-kissimmee, data as of September 20, 2026.
Westwood Forest is a tight, built-out pocket of Kissimmee - 148 homes, all constructed within a narrow window from 1990 to 1998, with a median build year of 1994. That consistency shows up in the price data: a median of $365,000 and a median price per square foot of $245.38, both signs of a market that trades on condition and updates rather than lot size or age variation.
With zero active listings at the time of this snapshot and a median days-on-market of just 6 across the last 3 closings, this is not a community where buyers get to sit and compare options. When something here does list, it moves fast. For sellers, that points to a pricing window rather than a negotiation; for buyers, it means having financing and a decision ready before the listing goes live, not after.
Nearby homes for sale
No active listings inside Westwood Forest 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
Westwood Forest market snapshot (as of September 20, 2026): the median sale price is about $370K ($249 per sq ft over the trailing 12 months of closed sales), and a median 9 days on market for closed sales.
In ZIP 34744 (KISSIMMEE), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.
County records show 12 qualified sales in Westwood Forest across 2024 - 2025 (10 in 2024, 2 in 2025), median $370,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Westwood Forest is a community of 251 homes in Kissimmee, Osceola County, built between 1959 and 2002 (median 1993), with a median living area of about 1,807 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Homes here run a median of 1,793 square feet and were built in a single, tight decade-plus stretch, giving the community a consistent housing stock rather than a mix of eras. A homestead share of 81.8% suggests most owners are settled in for the longer term, which helps explain why so few homes are on the market at any given time.
The setting & the homes.
Aerial and on-site photos of Westwood Forest. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Westwood Forest; content deemed reliable but not guaranteed.
Who Westwood Forest is best for.
Best for
- Buyers targeting a home built in the early-to-mid 1990s with a consistent size profile around 1,793 square feet.
- Buyers comfortable acting quickly, with financing pre-arranged, given the historically short time on market.
- Buyers focused on Kissimmee specifically who are flexible on timing and willing to wait for the right listing to surface.
Probably not for
- Buyers who want to tour multiple active listings side by side before deciding - there is currently nothing to compare.
- Buyers seeking a documented amenity package, since current MLS data doesn't identify any for this community.
- Buyers who need a slow, deliberate decision timeline; recent closings here haven't allowed for that.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($370K) IS the median in the snapshot above.
Windows contain 0 to 8 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Deemed reliable but not guaranteed.
19% of homes for sale in ZIP 34744 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).
Westwood Forest Market Scorecard
Westwood Forest is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Westwood Forest, 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.
Westwood Forest 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 Westwood Forest buying strategy.
If we were buying in Westwood Forest 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 Westwood Forest.
A small, steady market that rarely sits still
At 148 total homes, Westwood Forest is small enough that a handful of closings can move the read on pricing, and that's exactly what the current $365,000 median and $245.38 per-square-foot figure reflect - a narrow, fairly consistent housing stock built between 1990 and 1998. No listings were active in current MLS data, and the market heat score of 62 lines up with a community that leans toward seller-favorable conditions when inventory does surface.
The absence of identified community amenities in current MLS listings doesn't necessarily mean there are none - it means the data feed isn't capturing amenity details for this community right now, so buyers should verify directly rather than assume either way. What's clear from the numbers is that recent turnover has been quick: a median of 6 days on market over the last 3 closings, not a market built for lengthy deliberation.
The location and the amenities are priced into every listing in Westwood Forest. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with zero active listings and a median time on market of 6 days, waiting for a home to show up on a portal search is a losing strategy. We track Westwood Forest closings and pricing trends directly through MLS data so we can move the moment something comes available, and we help sellers price against the most current comparable closings rather than stale averages.
Westwood Forest 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 Westwood Forest 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 Westwood Forest sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westwood Forest, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westwood Forest home worth?
Get a no-obligation home value based on real comparable sales in Westwood Forest, 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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Frequently Asked Questions
What is the median home price in Westwood Forest?
How long do homes in Westwood Forest take to sell?
How many homes are in Westwood Forest?
What share of Westwood Forest is owner-occupied?
When were the homes in Westwood Forest built?
Who is the best real estate agent for Westwood Forest?
How do I find a top Kissimmee real estate agent who knows Westwood Forest?
Can Momentum Realty connect me with an agent for Westwood Forest?
Where is Westwood Forest, and what county is it in?
Should you buy in Westwood Forest?
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 26, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (6 streets, ZIP 34744)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2005 (35 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?
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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 local comps.
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See how Westwood Forest fits the bigger picture — live prices, inventory, and Momentum Scores:
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