Gilbert Park
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.
As of September 2026, the MLS records 11 closed sales in Gilbert Park in Kissimmee, FL since 2013, the most recent in July 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).
Gilbert Park is a small, older pocket of Kissimmee - just 30 homes total, with construction spanning from 1920 up through 2020 and a median build year of 1986. That spread means no two blocks look alike; condition and update history drive value far more than location within the community itself.
There are zero active listings as of this snapshot, which tells you this is not a market with a visible pipeline right now. Anyone interested in Gilbert Park needs a strategy built on off-market outreach and watching for the next listing to hit, not scrolling a live inventory list.
Nearby homes for sale
No active listings inside Gilbert Park 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
Gilbert Park is a compact, low-turnover pocket of Kissimmee where home size runs modest - a median of 1,308 living square feet - and the housing stock itself ranges from century-old construction to homes built as recently as 2020.
Stellar MLS sales records identify 18 homes in Gilbert Park that have changed hands since 2009, built between 1920 and 2019 (median 1985), with a median living area of about 1,188 sq ft and a typical 3-bedroom, 2-bath layout; 100% 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.
Who Gilbert Park is best for.
Best for
- Buyers who want a smaller, established home and are willing to wait for the right listing to surface
- Investors evaluating a mixed-ownership pocket where a meaningful share of homes are non-owner-occupied
- Buyers prioritizing an efficient, compact floor plan over larger square footage
Probably not for
- Buyers who need to choose among several active listings on a set timeline
- Buyers expecting shared community amenities like a pool, clubhouse, or gated access
- Buyers uncomfortable evaluating condition across a wide range of construction eras without standardized comps
The market around Gilbert Park
Gilbert Park 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 Gilbert Park specifically. Momentum Research analysis of MLS records.
The Gilbert Park buying strategy.
If we were buying in Gilbert Park 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 Gilbert Park.
A small footprint with wide condition variance
With only 30 homes in the entire community, Gilbert Park doesn't behave like a typical subdivision with repeating floor plans and predictable comps. The year-built range - 1920 to 2020 - means a buyer touring here could see a century-old structure and a recently built home on the same visit, and that gap shows up directly in renovation status, systems age, and layout.
Homestead exemption is claimed on only about 16.7% of homes in the community, a lower share than you'd see in a typical owner-occupied subdivision. That points to a meaningful mix of non-primary-residence ownership - investment holdings, rentals, or secondary property - which is worth factoring into how you read any given listing's condition or motivation. Community amenities are not identified from current MLS listings, so this is a community you buy for the home and the location, not for shared recreational infrastructure.
The location and the amenities are priced into every listing in Gilbert Park. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A 30-home community with zero active listings is not one you can shop passively. We track courthouse and MLS activity in Gilbert Park directly so you hear about a listing, a pending sale, or an off-market opportunity as it happens rather than after it's under contract, and we help you underwrite condition carefully given how wide the age range runs here.
Gilbert Park 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 Gilbert Park 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 Gilbert Park sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Gilbert Park, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Gilbert Park home worth?
Get a no-obligation home value based on real comparable sales in Gilbert Park, 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 Gilbert Park?
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 2013 (11 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 Gilbert Park fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Gilbert Park
Where is Gilbert Park?
Gilbert Park is a community in KISSIMMEE, Osceola County, Florida, ZIP 34741.
Are there homes for sale in Gilbert Park right now?
No active listings inside Gilbert Park at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Gilbert Park have an HOA or CDD?
No HOA is on record for Gilbert Park 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 Gilbert Park with Momentum Realty’s local guides.
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.
GILBERT PARK Market Scorecard
GILBERT PARK 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: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.