2558 E CHATMAN CIRCLE, KISSIMMEE, FL, 34746
Active310 days on marketListed Sep 30, 2025MLS #S5135623
About this home
2558 E CHATMAN CIRCLE
Virtually Staged. Location, Location, Location. One of the most desirable community with low HOA fees in kissimmee Florida .Welcome to this immaculate beautiful must see property, if you like to pay attention to details look no further this 3 bedroom and 2 full baths lead you into the open concept living and split bedrooms well maintained and remodeled with great touch. The kitchen has 2015 appliances refrigerator stove microwave and dishwasher has granite counter tops and a bar . The master full bathroom fully renovated with the latest best quality materials and design .Ceramic tiles throughout the entire house with sliding doors leading to the resurfacing pool with screened enclosure has child safety fence round the pool with great vinyl property fence for privacy with a french design Travertine tiles throughout the entire backyard a shed for your tools or can be a tiny house for your dogs .The entire exterior freshly painted a month ago the property has 2 car garage with great quality solid hurricane proof garage door with 2 remotes control also has 2018 AC unit 2023 water heater and laundry area washer /dryer included. Mature landscape with design 2 trees and 1 palm tree in front lawn .Security system installed with total of 4 cameras and 6 sensors throughout the property visual and audio 24 hours . ( This property can be short term long term rental Airbnb or primary resident ).
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,380
Sqft
0.12 ac
Lot size
2
Garage
1994
Year built
One
Levels
$288
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$2,953 /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
$2,953/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. 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.
vs edgeAI estimate
+14.1%
$/sqft vs Kissimmee actives
$288 vs $209
Days on market
310 vs 53 typical
Where $288/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.
The Florida short-term market
▼ Softening50%
Occupancy
▼ 32% yr/yr
$296
Avg nightly rate
▲ 15% yr/yr
$35K/yr
Revenue per listing
$148
RevPAR
63 days
Booking lead time
5.5 nights
Avg stay
3
Typical min nights
10,047
Active rentals
▲ 12% supply
Seasonality — monthly occupancy
Peaks at 58% in Feb · bottoms at 38% in Jun
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Florida — the projection above is specific to this home’s size.
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)
169 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 14% above the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2558 E CHATMAN CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$310,000
4915 MONARCH LANE
3 bd · 2 ba · 1,380 sqft · $225/sqft · 46 DOM
Sold · Oct ’25$320,000
2604 AVONDALE COURT
3 bd · 2 ba · 1,380 sqft · $232/sqft · 35 DOM
Sold · Oct ’25$309,000
2765 MONTEGO BAY BOULEVARD
3 bd · 2 ba · 1,381 sqft · $224/sqft · 54 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2558 E CHATMAN CIRCLE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2558 E CHATMAN CIRCLE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
2558 E CHATMAN CIRCLE FAQs
What would the monthly payment be for 2558 E CHATMAN CIRCLE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,953/mo — principal and interest, the actual property-tax bill, the $50/mo association fee 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.
How much are the HOA fees at 2558 E CHATMAN CIRCLE?+
The association fee works out to $50 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2558 E CHATMAN CIRCLE?+
The most recent tax bill on record (2024) was $2,693. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2558 E CHATMAN 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 2558 E CHATMAN CIRCLE?+
The listing reports pets: Yes. 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 $398,000, this home is listed about 5% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2558 E CHATMAN 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
Five things that matter here
01Positioned at the premium end
$398,000 runs 14% above the KISSIMMEE 34746 median.
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.
04Time on market is leverage
310 days on market against a Kissimmee median of 53 — sellers in this position are usually ready to negotiate.
05The price has already moved
Listed at $415,000, now $398,000 — a $17K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LA ROSA REALTY ORLANDO LLC · Morelys Caraballo. MLS #S5135623.
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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