939 KYLEE ALLEY, WINTER GARDEN, FL, 34787
Active8 days on marketListed Oct 5, 2026MLS #O6447293
Come see it
Upcoming open house
Sat, Oct 17
12:00 PM – 2:00 PM
About this home
939 KYLEE ALLEY
Virtually Staged. Welcome to this gorgeous, exceptionally well-maintained home in the highly sought-after Oakland Park community of Winter Garden! Practically brand new, this beautiful residence features 9-foot ceilings, a charming front porch, and a bright, open-concept layout designed for both everyday living and entertaining. The first and second floors feature beautiful luxury vinyl plank flooring, with carpet reserved only for the bedrooms. The stunning kitchen is a true centerpiece of the home, offering beautiful finishes, ample cabinetry, and a functional layout perfect for gatherings. A new tankless water heater adds modern efficiency and convenience.Enjoy the best of the Winter Garden lifestyle, located within the Winter Garden Golf Cart District, with convenient access to nearby shopping, dining, parks, and entertainment. Oakland Park features beautiful tree-lined streets, green spaces, playgrounds, community amenities, and a charming neighborhood atmosphere. The home is just minutes from Downtown Winter Garden, Plant Street Market, the West Orange Trail, Winter Garden Village, and an array of restaurants, breweries, boutiques, and local events. With easy access to major roadways and Central Florida attractions, this beautifully cared-for home offers an exceptional combination of style, comfort, and location.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
1,772
Sqft
0.05 ac
Lot size
2
Garage
2022
Year built
Two
Levels
$378
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.
$4,869 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,869/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+8.6%
$/sqft vs OAKLAND PARK
$378 vs $387
Days on market
8 vs 64 typical
Where $378/sqft sits among the 8 homes for sale in OAKLAND PARK
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 Winter Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
WINTER GARDEN 34787 — neighborhood snapshot
Population
93,064
Median age
37.4
Median income
$114,988
Median home value
$475,000
Avg household
3.02
Households w/ children
13,499
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$585K → $611K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
5 of 8
OAKLAND PARK have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 35% above the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 939 KYLEE ALLEY
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$675,000
936 KYLEE ALY · same community
3 bd · 2.5 ba · 1,772 sqft · $381/sqft · 25 DOM
Sold · Sep ’26$587,000
914 TROWMAN ALLEY · same community
3 bd · 2.5 ba · 1,642 sqft · $357/sqft · 87 DOM
Sold · Apr ’26$800,000
1087 HUNTSPOINT STREET · same community
3 bd · 2 ba · 1,932 sqft · $414/sqft · 0 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
Shawn Lewis
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 939 KYLEE ALLEY — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 939 KYLEE ALLEY — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
939 KYLEE ALLEY FAQs
What would the monthly payment be for 939 KYLEE ALLEY?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,869/mo — principal and interest, the actual property-tax bill, the $356/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 939 KYLEE ALLEY?+
The association fee works out to $356 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 939 KYLEE ALLEY?+
The most recent tax bill on record (2026) was $5,838. 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 939 KYLEE ALLEY?+
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 Winter Garden?+
At $670,000, this home is listed about 15% above the Winter Garden median of $584,000. The market section on this page shows how the area is trending.
Which schools are assigned to 939 KYLEE ALLEY?+
Hamlin Elementary (elementary), Hamlin Middle (middle), West Orange High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of HOMEVEST REALTY · Erica Diaz. MLS #O6447293.
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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