9357 JAYWOOD ROAD, WINTER GARDEN, FL, 34787
Active26 days on marketListed Aug 28, 2026MLS #S5156518
About this home
9357 JAYWOOD ROAD
Welcome to this charming single story home in Waterleigh, offering 3 bedrooms, 2 bathrooms, and a bright, open concept layout designed for comfortable living and effortless entertaining. The well appointed kitchen overlooks the spacious family room and features stainless steel appliances, generous preparation space, a walk in pantry, and a large center island ideal for casual dining and gatherings. Brick pavers enhance the driveway, welcoming front porch, and covered lanai creating an inviting outdoor space to relax and enjoy the Florida lifestyle. Located in Winter Garden’s desirable Horizon West area near Walt Disney World, Waterleigh offers exceptional amenities, including two clubhouses, resort-style pools, two fitness centers, tennis courts, and a putting green. Schedule your private showing and experience everything this home and community have.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,685
Sqft
0.15 ac
Lot size
2
Garage
2021
Year built
One
Levels
$290
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.
$4,072 /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
$4,072/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
+6.2%
$/sqft vs Winter Garden actives
$290 vs $260
Days on market
26 vs 42 typical
Where $290/sqft sits among the 400 Winter Garden 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 Hickory Hut
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
Hickory Hut — neighborhood snapshot
Population
5,306
Median age
38
Median income
$152,813
Median home value
$545,824
Avg household
3
Households w/ children
664
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)
223 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
Paper trail
This home's history
Reality check
What actually sold near 9357 JAYWOOD ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Sep ’26$400,000
16209 ADMIRALS COVE LANE · same community
3 bd · 2.5 ba · 1,568 sqft · $255/sqft · 132 DOM
Sold · Oct ’25$430,000
16261 ADMIRALS COVE LANE · same community
3 bd · 2.5 ba · 1,814 sqft · $237/sqft · 152 DOM
Sold · Dec ’25$645,000
16436 ADMIRALS COVE LANE · same community
4 bd · 3 ba · 2,117 sqft · $305/sqft · 39 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
Tyler Stoddard
REALTOR · CENTURY 21 Edge
Tours, negotiation, and every question about 9357 JAYWOOD ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 9357 JAYWOOD ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Tyler's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
9357 JAYWOOD ROAD FAQs
What would the monthly payment be for 9357 JAYWOOD ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,072/mo — principal and interest, the actual property-tax bill, the $257/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 9357 JAYWOOD ROAD?+
The association fee works out to $257 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 9357 JAYWOOD ROAD?+
The most recent tax bill on record (2025) was $6,722. 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 9357 JAYWOOD ROAD?+
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 Winter Garden?+
At $489,000, this home is listed about 15% below the Winter Garden median of $574,950. The market section on this page shows how the area is trending.
Which schools are assigned to 9357 JAYWOOD ROAD?+
Atwater Bay Elementary (elementary), Horizon High School (high), Water Spring Middle School (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of AVANTI WAY REALTY LLC · Javin Lopez. MLS #S5156518.
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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