GILBERT PARK
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
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.
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.
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 GILBERT PARK. Swipe to explore the community.
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GILBERT PARKWho 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 a small community — 15 recorded sales on file, most recently in 2023 — 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 GILBERT PARK specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in GILBERT PARK, 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.
GILBERT PARK 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 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
- 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 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 homes for sale in GILBERT PARK on the map →
GILBERT PARK Market Scorecard
GILBERT PARK is currently a buyer's market. About 6.0 months of supply, a median asking price of $140,000, and homes go under contract in about 67 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 GILBERT PARK?
What share of GILBERT PARK is owner-occupied?
When were the homes in GILBERT PARK built?
Do cash buyers compete in GILBERT PARK?
Who is the best real estate agent for GILBERT PARK?
How do I find a top KISSIMMEE real estate agent who knows GILBERT PARK?
Can Momentum Realty connect me with an agent for GILBERT PARK?
Should you buy in GILBERT PARK?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near GILBERT PARK 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 2013 (10 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 your area comps.
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