ESSEX PARK VILLAS in KISSIMMEE

ESSEX PARK VILLAS
Homes for Sale in KISSIMMEE, FL

Community in KISSIMMEE · Osceola County · ZIP 34744
79 homesBuilt 1970–1982
Free · No obligation
Talk to a ESSEX PARK VILLAS Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data18 years of closingsFL DOR public recordsUpdated twice daily
Live · ESSEX PARK VILLAS Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Osceola: 21% (1,149 of 5,586)
1 · 0
For sale · pending
live counts, refreshed twice daily
Ownership and context
11%
Owner-occupied · ESSEX PARK VILLAS
9 of 79 parcels homesteaded (FL DOR 2025)
89%
Non-owner-occupied · ESSEX PARK VILLAS
incl. 43% trust or LLC-held · 18% out-of-state
100%
Cash buyers · ESSEX PARK VILLAS
4 of 4 sales, 12 mo ending June 2024
79
Homes in the community
79 residential parcels (FL DOR 2025)
Track record · 18 years of records
Est. 1970
Community established
homes built 1970-1982, median 1973 (FL DOR 2025)
0
Failed listings · 2024
peaked at 27 in 2007
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

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.

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 a small community — 103 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.

In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of KISSIMMEE.

Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).

The housing mix here is 96% condominium, 4% villa.

ZIP and county figures describe the wider market, not ESSEX PARK VILLAS specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in ESSEX PARK VILLAS, KISSIMMEE

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 16 listings
Distress share trend - 0.0% now (2026-08-12 → 2026-08-23)

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.

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 2026-08-23, 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.

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

In short
  • Osceola County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Deerwood Elem (Osceola Cty) · 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.

If we were buying in ESSEX PARK VILLAS today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers looking for a small, older villa in Kissimmee who prioritize a low-maintenance footprint over new construction.
Biggest Risk
With one active listing and no recorded closings in the window, there is very little current pricing signal to lean on.
Sweet Spot
Buyers comfortable evaluating condition and updates unit-by-unit rather than relying on a community-wide trend.
Avoid If
Avoid if you need recent comparable sales or a fast-moving, data-rich resale market to inform your offer.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers looking for a small, older villa in Kissimmee who prioritize a low-maintenance footprint over new construction.
Biggest advantageThe 1970s-era construction and compact square footage keep this segment distinct from larger, newer product nearby.
Biggest riskWith one active listing and no recorded closings in the window, there is very little current pricing signal to lean on.
Sweet spotBuyers comfortable evaluating condition and updates unit-by-unit rather than relying on a community-wide trend.
Avoid ifAvoid if you need recent comparable sales or a fast-moving, data-rich resale market to inform your offer.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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 homes for sale in ESSEX PARK VILLAS on the map →

Real comps, not an automated estimate.

ESSEX PARK VILLAS Market Scorecard

Thin data

ESSEX PARK VILLAS is currently a thin data market. Limited supply, a median asking price of $119,900, and homes go under contract in about 44 days.

n/a
Months supply
$119,900
Median list
n/a
Median sold
$107
Per sqft
44
Days on mkt
1/0/0
Active/Pend/Sold

Typical home value in the 34744 ZIP is $385,786, about 10.6% 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.

Frequently Asked Questions

How many homes are in ESSEX PARK VILLAS?
The Florida DOR 2025 assessment roll shows 79 homes in ESSEX PARK VILLAS (public records).
What share of ESSEX PARK VILLAS is owner-occupied?
11% of ESSEX PARK VILLAS parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in ESSEX PARK VILLAS built?
Homes in ESSEX PARK VILLAS were built between 1970 and 1982, with a median year built of 1973 (FL DOR 2025 roll).
Do cash buyers compete in ESSEX PARK VILLAS?
Cash buyers took 100% of ESSEX PARK VILLAS sales in the 12 months ending June 2024 (4 of 4 closings, Stellar MLS).
Who is the best real estate agent for ESSEX PARK VILLAS?
The best agent for ESSEX PARK VILLAS is one who actively works KISSIMMEE and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for ESSEX PARK VILLAS.
How do I find a top KISSIMMEE real estate agent who knows ESSEX PARK VILLAS?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows ESSEX PARK VILLAS and the wider KISSIMMEE area.
Can Momentum Realty connect me with an agent for ESSEX PARK VILLAS?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your ESSEX PARK VILLAS purchase or sale - no call center and no pressure.
Buyers seeking a smaller, lower-maintenance villa rather than a larger single-family footprintExcellent fit
Buyers comfortable doing hands-on due diligence on a 1970s-era structure and its updatesExcellent fit
Investors evaluating a community where non-homestead ownership is already a meaningful share of the unit countExcellent fit
Buyers who want new or newer construction with modern floor plansProbably not
Buyers who need a deep pool of recent comparable sales to benchmark an offerProbably not
Buyers seeking an extensive amenity package beyond a shared poolProbably not

Nearby Communities

Explore more neighborhoods near ESSEX PARK VILLAS with Momentum Realty’s local guides.

Pebble Creek Kissimmee0.2 mi awayJohnston Park Kissimmee0.2 mi awayKissimmee Heights Kissimmee0.3 mi awayGAG Arnold Duplex Kissimmee0.4 mi awayNFN F Bass Kissimmee0.4 mi awayHeather Oaks Kissimmee0.6 mi awayBenita Park Kissimmee0.7 mi awaySweetwood Estates Kissimmee0.7 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-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.

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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in ESSEX PARK VILLAS? See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
Talk to a Local ESSEX PARK VILLAS Expert
Call Get Listings