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$390,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,594 Sq. Ft.
  • Updated 2 days ago
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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!

Full Property Details for 5863 Cypress Hill Rd

General

  • Price: $390,000
  • HOA FEE: $339/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $2,633 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8522840
  • Updated: 6/24/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), PrimaryBedroom Upstairs, Window Treatments
  • Appliances: Convection Oven, Dryer, Microwave, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Upper Level

Exterior

  • Exterior Features: Balcony, Lighting

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: ORCHARD HILLS PH 4
  • Driving Directions: Start on International Drive North. Turn left onto Sand Lake Road (FL-482 W). Merge onto Florida's Turnpike North toward Ocala. Take Exit 267A for FL-429 North / Apopka. Continue on FL-429 North for approximately 6 miles. Take Exit 15 for New Independence Parkway. Turn left onto New Independence Parkway. Continue to Hamlin Groves Trail and turn right. Turn left onto Tiny Road. Turn right onto Orchard Hills Boulevard. Turn left onto Cypress Hill Road. Arrive at 5863 Cypress Hill Road, Winter Garden, FL 34787
  • Direction Faces: North

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Clubhouse, Community Mailbox, Golf Carts OK, Playground, Pool, Sidewalks
  • Association: Yes
  • Assoc. Name: Paul Clark Management
  • Assoc. Fees Include: Community Pool, Recreational Facilities, Sewer, Trash

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,594
  • Sq. Ft. Source: Owner
  • Year Built: 2018

Lot Features

  • Lot Size (Acres): 0.07
  • Lot Size (Sq. Ft.): 2,989
  • Lot Size: 2989
  • Street/Road Desc.: Asphalt, Paved

Financial Considerations

  • Association Fee: $1,018
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,633
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ORCHARD HILLS PHASE 4 91/129 LOT 588
  • Flood Zone Info: X
  • APN: 152327585605880
  • Property ID: 152327585605880
  • Block/Lot/Section: 1

Listed by Zenith Realty Firm Llc

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Listing agent

— 5863 Cypress Hill Rd —

  • Zenith Realty Firm Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5863 Cypress Hill Rd

School District:Orange County School District
NameGradesDistance
Keenes Crossing Elementary School
5240 Keenes Pheasant Drive, Windermere, FL 34786
PK-50.5 mi
Bridgewater Middle School
5600 Tiny Road, Winter Garden, FL 34787
6-80.6 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5863 Cypress Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/24/2026
Listed
$390,000
56.63%
MLS
9/28/2018
Sold
$249,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5863 Cypress Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,633
8%
$165,257
6%
2024
$2,448
8%
$156,377
3%
2023
$2,274
7%
$151,822
6%
2021
$2,125
-1%
$143,107
-3%
2022
$2,153
1%
$147,400
4%
2021
$2,125
-49%
$141,131
-38%
2019
$4,160
302%
$227,784
551%
2018
$1,035
78%
$35,000
—
2017
$582
—
$35,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 5863 Cypress Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Zenith Realty Firm Llc

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5863 Cypress Hill Road, Winter Garden, FL 34787 (MLS# TB8522840) is a Townhouse property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 5863 Cypress Hill Road is currently listed for $390,000 and was received on June 24, 2026. Want to learn more about 5863 Cypress Hill Road? Do you have questions about finding other Townhouse real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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