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Overview

3 bd3 ba2,020 sqft2 car garageSingle Family
TypeSingle Family
HOA$127/mo
Built2019
Lot6,403 sqft
Living area2,020 sqft
Price / sqft$277
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Eat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanTray Ceiling(s)SidewalkDishwasherDryer

16466 Olive Hill Dr is a 2019-built home in Hawksmoor-ph 1, Winter Garden. Inside you'll find 3 bedrooms, 3 bathrooms, and 2,020 square feet of living space. Listed at $560,000 (about $277/sqft), 137 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $127 monthly.

From the listing

Single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the Hawksmoor community. This property boasts brand new countertops, tyle and carpet flooring, complemented by a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida’s Turnpike, your daily commute will be a breeze.

The essentials

Built
2019
Price / sqft
$277
On market
137 days
Annual tax
$8,758
HOA
$127/mo
Flood zone
X · Low risk
Lot
6,403 sqft
Type
Single Family Residence

At a glance

Single family
Built 2019
2 car garage
6,403 sqft lot
Lot size
2,020 sqft
Living area

Payment

Est. monthly payment
$4,058/mo
Down payment (20%)
$112,000
Property taxes
$730/mo
HOA
$127/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2019
Lot
6,403 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
137
Eat-in Kitchen
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Tray Ceiling(s)
Sidewalk
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
Elementary
Water Spring Elementary
Middle
Horizon West Middle School
High
Horizon High School

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$8,758
Parcel #
31-23-27-2723-01-840

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Hawksmoor-ph 1
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
6,403 sqft
HOA
$127/mo
Extreme Management Team

Price history

Date
Event
Price
9/29/2026
Price change
Source: Stellar MLS #O6409922
$560,000-6.5%
$277/sqft
-
Price change
Source: Stellar MLS #O6409922
$599,000-9.2%
$297/sqft
6/3/2026
Listed for sale
Source: Stellar MLS #O6409922
$660,000
$327/sqft

Neighborhood

16466 Olive Hill Dr
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $560,000
$555,000 – $560,000
99.5% – 100% of listTops out right at the list price
80% of listList price
222 of the last 442 home closings in 34787 landed at this number or higher (50%). The median one sat 22 days before it went under contract, and this one is on day 137 after a $100,000 cut.

Sample: 442 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$4,057/mo
Principal & interest$2,921
Property taxes$730
Insurance$280
HOA$127
Down payment20% · $112,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$560,000

$277 per sq ft

Beds and baths

3 beds, 3 baths

Size

2,020 sq ft

Time on market

137 days

Year built

2019

Monthly payment

About $4,058/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $8,758 annual tax bill, insurance, and the $127/mo HOA fee.

HOA fee

$127/mo

Managed by Extreme Management Team.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byON ME REALTYListing agent: Eduardo PavoneListing data from Stellar MLS, MLS# O6409922.

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