Chatham Park
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 569 homes for sale in 34746 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34746
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Built fromLive Stellar MLS data21 years of closingsUpdated twice daily

As of September 2026, the MLS records 56 closed sales in Chatham Park Ph 03 in Kissimmee, FL since 2005, the most recent in February 2025. Recorded prices since 2024 ran from $340,000 to $392,000 (median $384,950), on homes of 1,677 to 1,677 sq ft. 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 $5,860 ($5,260 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Chatham Park Ph 03 is an established Kissimmee community of 251 homes built in a tight window from 1991 to 1995, with the median year built landing at 1993. When the housing stock is this uniform in age, price is driven far less by square footage on paper and far more by what has been done to each home since. Expect a wide spread between updated and original-condition properties, even where the floor plans are similar.

About 52% of homes here carry a homestead exemption, which points to a base of owner-occupants rather than a purely investor-held pocket. For a seller, that means condition and updates are your leverage, not scarcity games. For a buyer, it means you should underwrite the cost of bringing an original 1990s home current before you fall for a lower asking price.

Nearby homes for sale

No active listings inside Chatham Park Ph 03 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.

4912 SAUSALITO LANE
$372K · 0.0 mi away
3 bd · 2 ba · 1,380 sqft
4912 SAUSALITO LANE
Listed by SOVEREIGN REAL ESTATE GROUP
2611 BROOKSHIRE COURT
$380K · 0.0 mi away
3 bd · 2 ba · 1,677 sqft
2611 BROOKSHIRE COURT
Listed by KELLER WILLIAMS REALTY AT THE PARKS
2558 E CHATMAN CIRCLE
$398K · 0.1 mi away
3 bd · 2 ba · 1,380 sqft
2558 E CHATMAN CIRCLE
Listed by LA ROSA REALTY ORLANDO LLC
4870 LAKE CECILE DRIVE
$419K · 0.2 mi away
4 bd · 2 ba · 2,243 sqft
4870 LAKE CECILE DRIVE
Listed by STRICKLAND REALTY GROUP INC
2705 CHATHAM CIRCLE
$330K · 0.2 mi away
3 bd · 2 ba · 1,380 sqft
2705 CHATHAM CIRCLE
Listed by CENTURY 21 CARIOTI
4881 LAKE CECILE DR
$448K · 0.2 mi away
3 bd · 2 ba · 1,999 sqft
4881 LAKE CECILE DR
Listed by ORLANDO PREMIUM PROPERTIES LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

This is a settled early-1990s neighborhood in Osceola County with a median living area just under 2,000 square feet, so the product is consistent and the variables that move value are condition, systems age, and updates rather than radically different home sizes.

Stellar MLS sales records identify 132 homes in Chatham Park that have changed hands since 2005, built between 1991 and 1995 (median 1994), with a median living area of about 1,677 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.

Best for

  • Buyers seeking a settled Osceola County neighborhood with around 2,000 square feet of living space
  • Value-minded buyers willing to take on an original-condition home at a lower price and update it over time
  • Owner-occupant buyers who want a stable, established community rather than a heavily investor-driven pocket

Probably not for

  • Buyers set on new construction or homes with the latest builder finishes
  • Buyers with no budget or appetite for near-term system replacements on a 1990s home
  • Buyers expecting a wide range of dramatically different home sizes to choose from

The market around Chatham Park

Chatham Park is too small for its own price trend, so here is the market around it.

In ZIP 34746, 975 homes are on the market and 17% 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 34746 (Kissimmee), 1,615 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.5% year over year, with a median 67 days on market. Right now 421 active and 72 pending listings put supply at about 6.7 months — a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Chatham Park specifically. Momentum Research analysis of MLS records.

If we were buying in Chatham Park 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 Chatham Park.

Best Buy
Buyers who want an established Kissimmee community with consistent, usable floor plans.
Biggest Risk
Homes of this age carry aging systems — roofs, HVAC, and windows deserve scrutiny.
Sweet Spot
An updated home where the major components have already been replaced.
Avoid If
You want new construction or a turnkey home with zero near-term maintenance.

An established early-1990s stock

With homes clustered between 1991 and 1995, this is a community where the big-ticket components — roofs, HVAC, water heaters, windows — are all reaching or past the point where replacement matters. That is not a negative; it is a checklist. The homes that have already had those items addressed will command a premium, and the ones that haven't should price to reflect the work ahead.

The median living area of roughly 1,956 square feet gives you real, usable space in a plan type that has aged well. Because the sizes are broadly similar across the 251 homes, buyers can compare apples to apples and focus their attention where it belongs: finishes, mechanical condition, and lot specifics rather than guessing at value from square footage alone.

The location and the amenities are priced into every listing in Chatham Park. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a neighborhood this uniform, the money is made or lost on condition, and that is exactly where a local read pays off. We walk the systems, price the deferred work honestly, and position an updated home to capture the premium it has earned — or help a buyer avoid overpaying for cosmetics laid over a home that still needs its bones addressed.

Chatham Park in 15 seconds.

Best forBuyers who want an established Kissimmee community with consistent, usable floor plans.
Biggest advantageUniform early-1990s stock makes value easy to compare home to home.
Biggest riskHomes of this age carry aging systems — roofs, HVAC, and windows deserve scrutiny.
Sweet spotAn updated home where the major components have already been replaced.
Avoid ifYou want new construction or a turnkey home with zero near-term maintenance.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Chatham Park sales matched to your home.

What is your Chatham Park home worth?

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Real comps, not an automated estimate.
Buyers seeking a settled Osceola County neighborhood with around 2,000 square feet of living spaceExcellent fit
Value-minded buyers willing to take on an original-condition home at a lower price and update it over timeExcellent fit
Owner-occupant buyers who want a stable, established community rather than a heavily investor-driven pocketExcellent fit
Buyers set on new construction or homes with the latest builder finishesProbably not
Buyers with no budget or appetite for near-term system replacements on a 1990s homeProbably not
Buyers expecting a wide range of dramatically different home sizes to choose fromProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2005 (56 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.

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Thinking of selling in Chatham Park Ph 03? 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.

Common questions about Chatham Park

Where is Chatham Park?

Chatham Park is a community in Kissimmee, Osceola County, Florida, ZIP 34746.

Are there homes for sale in Chatham Park right now?

No active listings inside Chatham 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 Chatham Park have an HOA or CDD?

No HOA is on record for Chatham 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 Chatham Park with Momentum Realty’s local guides.

Chatham Park At Sausalito0.1 mi away · median $330K, 8 sales/12 moLCLake Cecile Park0.2 mi awayLake Cecile Park0.3 mi awayMontego Bay0.3 mi away · median $345K, 4 sales/12 mo

Browse all neighborhood guides →

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