5863 Cypress Hill Rd, photo 1
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Overview

2 bd3 ba1,594 sqft2 car garageTownhouse
TypeTownhouse
HOA$1,018/qtr
Built2018
Lot2,989 sqft
Living area1,594 sqft
Price / sqft$223
Garage2 car

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Open house

Sunday, Oct 25 · 12:00 PM to 2:00 PM

About this home

Ceiling Fans(s)Primarybedroom UpstairsWindow TreatmentsBalconyLightingClubhouseCommunity MailboxGolf Carts OK

5863 Cypress Hill Rd is a 2018-built home in Orchard Hills Ph 4, Winter Garden. Inside you'll find 2 bedrooms, 3 bathrooms, and 1,594 square feet of living space. Listed at $355,000 (about $223/sqft), 116 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $1,018 quarterly.

From the listing

Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!

The essentials

Built
2018
Price / sqft
$223
On market
116 days
Annual tax
$2,633
HOA
$1,018/qtr
Flood zone
X · Low risk
Lot
2,989 sqft
Type
Townhouse

At a glance

Townhouse
Built 2018
Community pool
Shared amenity
2 car garage
2,989 sqft lot
Lot size
1,594 sqft
Living area

Payment

Est. monthly payment
$2,587/mo
Down payment (20%)
$71,000
Property taxes
$219/mo
HOA
$1,018/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Townhouse
Year Built
2018
Lot
2,989 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
116
Ceiling Fans(s)
Primarybedroom Upstairs
Window Treatments
Balcony
Lighting
Clubhouse
Community Mailbox
Golf Carts OK
Playground
Pool
Sidewalks
Convection Oven
Dryer
Microwave
Washer
Homestead exemption on file Flood Zone X
Annual Tax (2025)
$2,633
Parcel #
15-23-27-5856-05-880

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
Orchard Hills Ph 4
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
2,989 sqft
HOA
$1,018/qtr
Paul Clark Management

Price history

Date
Event
Price
10/10/2026
Price change
Source: Stellar MLS #TB8522840
$355,000-4.0%
$223/sqft
-
Price change
Source: Stellar MLS #TB8522840
$369,900-5.2%
$232/sqft
6/24/2026
Listed for sale
Source: Stellar MLS #TB8522840
$390,000
$245/sqft

Neighborhood

5863 Cypress Hill Rd
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $355,000
$352,500 – $355,000
99.5% – 100% of listTops out right at the list price
80% of listList price
83 of the last 131 townhouse or villa closings in 34787 landed at this number or higher (63%). The median one sat 33 days before it went under contract, and this one is on day 116 after a $35,000 cut.

Sample: 131 closed townhouse or villa sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$2,587/mo
Principal & interest$1,851
Property taxes$219
Insurance$178
HOA$339
Down payment20% · $71,000
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

$355,000

$223 per sq ft

Beds and baths

2 beds, 3 baths

Size

1,594 sq ft

Time on market

116 days

Year built

2018

Monthly payment

About $2,587/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,633 annual tax bill, insurance, and the $1,018/qtr HOA fee.

HOA fee

$1,018/qtr

Managed by Paul Clark Management.

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 byZENITH REALTY FIRM LLCListing agent: Brianna GordonListing data from Stellar MLS, MLS# TB8522840.

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