
1837 WIMBLEDON STREET, KISSIMMEE, FL, 34743
Active17 days on marketListed Sep 3, 2026MLS #S5156819
About this home
1837 WIMBLEDON STREET
Very comfortable and spacious 3 bedroom 2 bath with an inground pool. Come and make it yours.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,760
Sqft
0.14 ac
Lot size
2
Garage
1997
Year built
One
Levels
$233
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.
$2,809 /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
$2,809/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
+3%
$/sqft vs Kissimmee actives
$233 vs $209
Days on market
17 vs 55 typical
Where $233/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.
Where it sits
Inside Sheffield At Lakeside Estates
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
Sheffield At Lakeside Estates — neighborhood snapshot
Population
1,102
Median age
45
Median income
$43,066
Median home value
$257,000
Avg household
3
Households w/ children
85%
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)
204 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 67% above the KISSIMMEE 34743 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 1837 WIMBLEDON STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$375,000
2513 CROWN RIDGE CIRCLE
3 bd · 2 ba · 1,766 sqft · $212/sqft · 39 DOM
Sold · Jun ’26$365,000
2538 CROWN RIDGE CIRCLE
4 bd · 2 ba · 1,766 sqft · $207/sqft · 176 DOM
Sold · Jul ’26$365,000
170 THORNBURY DRIVE
4 bd · 2 ba · 1,766 sqft · $207/sqft · 84 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
Jillian Kobylesky
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1837 WIMBLEDON STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1837 WIMBLEDON STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Jillian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1837 WIMBLEDON STREET FAQs
What would the monthly payment be for 1837 WIMBLEDON STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,809/mo — principal and interest, the actual property-tax bill, the $29/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 1837 WIMBLEDON STREET?+
The association fee works out to $29 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1837 WIMBLEDON STREET?+
The most recent tax bill on record (2025) was $297. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 1837 WIMBLEDON STREET?+
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 $410,000, this home is listed about 8% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1837 WIMBLEDON STREET?+
Cypress Elementary School (elementary), Gateway High School (high), Denn John Middle School (middle) — Osceola County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of FLORIDA STAR REALTY GROUP · Rafael Ceballos. MLS #S5156819.
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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