2629 CHATHAM CIRCLE, KISSIMMEE, FL, 34746
Active11 days on marketListed Jul 28, 2026MLS #O6428723
About this home
2629 CHATHAM CIRCLE
Discover your perfect Florida retreat! This beautifully updated 4-bedroom, 2-bath pool home in the sought-after Chatham Park community offers 1,874 sq ft of comfortable living space on an oversized lot with no rear neighbors, providing privacy and peaceful wooded views. An extended driveway offers ample parking for multiple vehicles and guests. The home features a first-floor primary suite with direct access to the pool, an open-concept kitchen with granite countertops, spacious bedrooms, and wood and tile flooring throughout, no carpet. Relax in your private screened pool, recently renovated with travertine decking, a new pool finish, and updated screening, creating the perfect outdoor space to unwind or entertain. Solar panels help keep electric bills low, providing significant monthly energy savings. Ideally located just minutes from Disney, shopping, dining, and Highway 192, Chatham Park also offers a community pool, tennis and basketball courts, a playground, and scenic green spaces. Enjoy comfort, privacy, energy efficiency, and an unbeatable location in the heart of Central Florida.
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
1,874
Sqft
0.25 ac
Lot size
2
Garage
1994
Year built
Two
Levels
$2
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$182 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$182/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Kissimmee actives
$2 vs $209
Days on market
11 vs 55 typical
Where $2/sqft sits among the 400 Kissimmee actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
The investor lens
Two ways this home pays
This home sits inside Chatham Park, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,100/mo median
Live Kissimmee rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Chatham Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Chatham Park is a short-term-rental community. See the full guide →
Chatham Park — neighborhood snapshot
Population
1,342
Median age
35
Median income
$57,691
Median home value
$278,700
Avg household
3
Households w/ children
144
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
175 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2629 CHATHAM CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$340,000
2519 CHATHAM CIRCLE
3 bd · 2.5 ba · 1,874 sqft · $181/sqft · 9 DOM
Sold · Feb ’26$407,000
4902 MONARCH LANE
4 bd · 2.5 ba · 1,874 sqft · $217/sqft · 35 DOM
Sold · Apr ’26$285,000
2896 CLUB CORTILE CIRCLE
4 bd · 3 ba · 1,880 sqft · $152/sqft · 244 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Darrick Cook
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2629 CHATHAM CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2629 CHATHAM CIRCLE — before you fall in love.
See it in person
Schedule a tour
Live availability from Darrick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2629 CHATHAM CIRCLE FAQs
What would the monthly payment be for 2629 CHATHAM CIRCLE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $182/mo — principal and interest, estimated property taxes and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
Can 2629 CHATHAM CIRCLE be rented short-term?+
Yes — this home sits inside Chatham Park, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 2629 CHATHAM CIRCLE?+
The listing reports pets: Cats OK, Dogs OK, Pet Deposit. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Kissimmee?+
At $3,000, this home is listed about 99% below the Kissimmee median of $379,395. The market section on this page shows how the area is trending.
Which schools are assigned to 2629 CHATHAM CIRCLE?+
Celebration High School (high), Westside K-8 School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Under the KISSIMMEE 34746 market on paper
$3,000 is 99% below the KISSIMMEE 34746 median of $345,000, and at $2/sqft it sits under the Kissimmee average of $216.
02Zoned for nightly rentals
Chatham Park is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04The price has already moved
Listed at $3,200, now $3,000 — a $200 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of KARDOSH REALTY · Emilia Faria. MLS #O6428723.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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