
2705 CHATHAM CIRCLE, KISSIMMEE, FL, 34746
Active20 days on marketListed Jul 13, 2026MLS #O6424766
About this home
2705 CHATHAM CIRCLE
Location! Location! Location! This adorable one-story pool home sits on one of the best lots in Chatham Park, offering breathtaking water and conservation views. Few homes capture sunsets like this one — enjoy the evening sky reflecting over the water from your west-facing pool deck, the perfect place to unwind. Inside, the home features ceramic tile flooring in all living and wet areas, with carpet in the three bedrooms. The kitchen includes granite countertops and backsplash and has plenty of space for a dinette table. The primary bedroom also enjoys the stunning rear view and offers sliding glass doors to the pool deck along with a good-sized closet already set up with a lockable owner’s closet. A new roof was installed in 2020, and the exterior has been recently painted. The garage includes a utility sink for added convenience. This home is ideal as a primary residence or an investment property for either long-term or short-term rentals. Chatham Park is fully zoned for short-term vacation rentals, making it an excellent choice for a holiday home close to the attractions. The community is conveniently located near grocery stores, shopping centers, restaurants, golf courses, major highways, and so much more. Neighborhood amenities include a community pool, tennis court, basketball court, playground, and park.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,380
Sqft
0.12 ac
Lot size
2
Garage
1992
Year built
One
Levels
$239
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.
$2,690 /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
$2,690/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
−5.7%
$/sqft vs Kissimmee actives
$239 vs $207
Days on market
20 vs 45 typical
Where $239/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
$2,150/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
$369K → $358K
Kissimmee median sold, yr/yr
97.2%
Sale-to-list ratio (12 mo)
170 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 5% below the KISSIMMEE 34746 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2705 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 · same community
3 bd · 2.5 ba · 1,874 sqft · $181/sqft · 9 DOM
Sold · Oct ’25$309,000
2765 MONTEGO BAY BOULEVARD
3 bd · 2 ba · 1,381 sqft · $224/sqft · 54 DOM
Sold · May ’26$340,000
4729 WINDWOOD DRIVE
3 bd · 2 ba · 1,382 sqft · $246/sqft · 138 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 2705 CHATHAM CIRCLE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2705 CHATHAM 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
2705 CHATHAM CIRCLE FAQs
What would the monthly payment be for 2705 CHATHAM CIRCLE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,690/mo — principal and interest, the actual property-tax bill, the $60/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 2705 CHATHAM CIRCLE?+
The association fee works out to $60 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2705 CHATHAM CIRCLE?+
The most recent tax bill on record (2025) was $4,578. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2705 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 2705 CHATHAM CIRCLE?+
The listing reports pets: Cats OK, Dogs OK. 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 $329,900, this home is listed about 13% below the Kissimmee median of $379,850. The market section on this page shows how the area is trending.
Which schools are assigned to 2705 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
$329,900 is 5% below the KISSIMMEE 34746 median of $349,000.
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 $334,900, now $329,900 — a $5K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of CENTURY 21 CARIOTI · Simone Wynne. MLS #O6424766.
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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