16933 OAKBORO STREET, WINTER GARDEN, FL, 34787
Active143 days on marketListed Mar 22, 2026MLS #R4910916
About this home
16933 OAKBORO STREET
Waterleigh! In this master planned community lies this beautiful two story, with all new exterior paint, three bedroom, two and a half bathroom, with a second floor den/flex space, which is perfect for a home office or kids space.! The spacious kitchen features stainless steel appliances, stone countertops, new backsplash and a large island/breakfast bar. This open plan has a large living room/dining room combo with crown molding and a sliding glass door which opens up to the covered lanai area. The master bedroom is on the first floor and has a new tile floor. The owners bath features a walk in shower, double sinks and stone counter top, as well as a walk in closet and a separate linen closet for convenience and extra storage. The laundry area is located on the first floor. Upstairs, you will find two additional bedrooms, a full bath and flex area. This home features an attached rear 2 car garage entrance with convenient drop zone with lots of cabinets for extra storage and granite counter top. Residents have access to four incredible amenity centers with resort-style pools, offering 2 stunning clubhouses with fitness centers, putt putt golf, beach volleyball, tennis, pickleball, BBQ/picnic areas, playground, & dog park. Even better, LANDSCAPING IS INCLUDED in the HOA, allowing you to spend less time on yard work and more time enjoying the community. This property is conveniently located nearby to shopping, grocery stores, restaurants, and hospitals, alongside being close to Walt Disney World, which makes it a magical place to live! Home available to view no appointment needed come take a look .
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
2,027
Sqft
0.13 ac
Lot size
2
Garage
2020
Year built
Two
Levels
$276
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.
$4,266 /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
$4,266/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
+10.9%
$/sqft vs Winter Garden actives
$276 vs $261
Days on market
143 vs 41 typical
Where $276/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 → $623K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
184 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 6% 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 16933 OAKBORO STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$515,000
9354 MCLAREN ALLEY · same community
3 bd · 2.5 ba · 2,014 sqft · $256/sqft · 51 DOM
Sold · Oct ’25$515,000
9432 KOMIKA LANE · same community
3 bd · 2.5 ba · 2,014 sqft · $256/sqft · 160 DOM
Sold · Jul ’26$735,000
9506 BOLERO ROAD · same community
4 bd · 3 ba · 2,117 sqft · $347/sqft · 14 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
Kat Bonelli
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 16933 OAKBORO STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 16933 OAKBORO STREET — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Kat's phone and CRM.
Straight answers
16933 OAKBORO STREET FAQs
What would the monthly payment be for 16933 OAKBORO STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $4,266/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 16933 OAKBORO STREET?+
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 16933 OAKBORO STREET?+
The most recent tax bill on record (2025) was $3,651. 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 16933 OAKBORO 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 Winter Garden?+
At $560,000, this home is listed about 4% below the Winter Garden median of $581,000. The market section on this page shows how the area is trending.
Which schools are assigned to 16933 OAKBORO STREET?+
Water Spring 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 KIMBRIDGE REALTY, LLC · Scott Butts. MLS #R4910916.
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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