Essex Park Villas
Homes for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 415 condos for sale in Kissimmee · 329 homes for sale in 34744 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Essex Park Villas in Kissimmee, FL has 4 homes for sale. Homes listed or recently sold were built 1973 - 1973; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 65 ft).
Last 30 days in Essex Park Villas: 2 closed sales (median $127,500). As of November 13, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Essex Park Villas is a small, fixed inventory of 79 units built in a tight window between 1970 and 1982, with a median build year of 1973. That age and the modest median living area of 1,143 square feet mean condition and updates do the heavy lifting on value here far more than location or amenities - two villas of similar size can price very differently depending on what has been touched mechanically and cosmetically.
With only one active listing and no closings recorded in the current window, this is a market with almost no real-time price signal. That is not a red flag so much as a reality: buyers and sellers here need to lean on comparable sales history and condition-by-condition comparison rather than assuming a trend line, because there simply isn't enough current activity to establish one.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Essex Park Villas is a compact, deed-restricted villa community in Kissimmee built out in the 1970s and early 1980s, with a shared pool as the primary common amenity and a notably low share of homestead-designated ownership relative to the total unit count.
Stellar MLS sales records identify 34 homes in Essex Park Villas that have changed hands since 2006, built between 1973 and 1973 (median 1973), with a median living area of about 1,118 sq ft and a typical 2-bedroom, 2-bath layout; 100% are condominiums. 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 Essex Park Villas. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Essex Park Villas
Essex Park Villas
Essex Park VillasPhotos from Stellar MLS listings in Essex Park Villas; content deemed reliable but not guaranteed.
Who Essex Park Villas is best for.
Best for
- Buyers seeking a smaller, lower-maintenance villa rather than a larger single-family footprint
- Buyers comfortable doing hands-on due diligence on a 1970s-era structure and its updates
- Investors evaluating a community where non-homestead ownership is already a meaningful share of the unit count
Probably not for
- Buyers who want new or newer construction with modern floor plans
- Buyers who need a deep pool of recent comparable sales to benchmark an offer
- Buyers seeking an extensive amenity package beyond a shared pool
The market around Essex Park Villas
Essex Park Villas is too small for its own price trend, so here is the market around it.
In ZIP 34744, 447 homes are on the market and 19% are under contract — a steady corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34744 (Kissimmee), 271 homes closed in the last 12 months at a median of $390K ($212/sq ft), up 5.3% year over year, with a median 36 days on market. See the live ZIP 34744 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Essex Park Villas specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Essex Park Villas
Live MLS inventory for Essex Park Villas. 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 Essex Park Villas listings as of 2026-11-13, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2008 through 2023. Tap any home to ask about it.
Essex Park Villas 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 contributors.
Life at Essex Park Villas
- Deed Restrictions · reported on 1 of 1 listings
- Pool · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Mill Creek Elem (K 5) · Elementary
- Denn John Middle · Middle
- Gateway High School (9 12) · High
Zoned schools reflect the assignments reported on recent Essex Park Villas listings and can change; always confirm with Osceola County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Essex Park Villas address.
Shop the zone: Homes zoned for Gateway High School (9 12)
The Essex Park Villas buying strategy.
If we were buying in Essex Park Villas 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 Essex Park Villas.
A small, older villa footprint with a thin resale market
At 79 total homes, Essex Park Villas is small enough that a single listing or sale can meaningfully shift the available picture. The homes themselves are villa-scale - a median of 1,143 square feet - built during a narrow twelve-year construction period, which means most units share a similar structural era even where individual updates diverge widely.
The homestead share sitting at just over 11% is worth noting as a market characteristic: it suggests a meaningful portion of the community's units are held as non-homestead property, which can mean more units cycling through as rentals or secondary holdings rather than long-term owner-occupied stock. That has practical implications for financing, insurance, and how quickly a given unit might reappear on the market.
The location and the amenities are priced into every listing in Essex Park Villas. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community this small with almost no current listing or closing activity is not one where you can rely on portal data or a generic market report - you need someone pulling unit-level history, checking what deed restrictions actually govern, and confirming pool access and HOA terms directly, which is exactly the groundwork we do before a showing or a listing goes live.
Essex Park Villas in 15 seconds.
Tools for a Essex Park Villas 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 Essex Park Villas sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Essex Park Villas, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Essex Park Villas home worth?
Get a no-obligation home value based on real comparable sales in Essex Park Villas, 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 Essex Park Villas?
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: November 13, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2008 (15 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. A Momentum agent can price yours against live local comps.
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See how Essex Park Villas fits the bigger picture — live prices, inventory, and Momentum Scores:
What it really costs to own in Essex Park Villas
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $345/month across 3 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1973 across 3 listings. An original roof here would be about 53 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Essex Park Villas
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Essex Park Villas
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Essex Park Villas will answer, and the answer is published on this page for the next buyer.