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$434,900 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,712 Sq. Ft.
  • Updated 4 days ago
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Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida's most sought-after communities. The property is currently tenant-occupied.

Full Property Details for 5686 Cypress Hill Rd

General

  • Price: $434,900
  • HOA FEE: $330/month
  • Taxes: $6,441 (2025)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6410760
  • Updated: 6/5/2026
  • Added to Site: 5 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Other
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Closet

Exterior

  • Exterior Features: Balcony

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: From SR-429: Take Exit 15 toward New Independence Parkway. Head south from the exit, turn left onto New Independence Parkway, turn left onto Hamlin Groves Trail, continue straight onto Cypress Hill Road, and the property will be on the right.
  • Direction Faces: Northeast

School Information

  • Elementary School: Keene Crossing Elementary
  • Middle School: Bridgewater Middle
  • High School: Windermere High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Special Community Restrictions
  • Association: Yes
  • Assoc. Name: Paul Clark
  • Assoc. Fees Include: Other, Trash

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Other

Structural Information

  • Exterior Const.: Block, Stucco, Wood Frame
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 1,712
  • Sq. Ft. Source: Public Records
  • Year Built: 2019

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.07
  • Lot Size (Sq. Ft.): 2,830
  • Lot Size: 2830
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $330
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,441
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ORCHARD HILLS PHASE 4 91/129 LOT 651
  • Flood Zone Info: X
  • APN: 152327585606510
  • Property ID: 152327585606510
  • Block/Lot/Section: 6

Listed by Condo Metropolis, Llc

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Listing agents

— 5686 Cypress Hill Rd —

  • Condo Metropolis, Llc

  • Condo Metropolis, 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 5686 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
9-121.5 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 5686 Cypress Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/04/2026
Listed
$434,900
64.11%
MLS
9/13/2019
Sold
$265,000
—
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 5686 Cypress Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,441
—
$360,740
-1%
2025
$6,441
7%
$365,050
—
2024
$6,017
20%
$365,081
26%
2023
$5,032
18%
$290,217
21%
2021
$4,279
-9%
$239,601
-16%
2022
$4,718
10%
$285,794
24%
2021
$4,279
436%
$230,902
560%
2019
$798
-1%
$35,000
—
2018
$805
38%
$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 5686 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

Get Pre-Approved

Listed by Condo Metropolis, Llc

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5686 Cypress Hill Road, Winter Garden, FL 34787 (MLS# O6410760) is a Townhouse property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 5686 Cypress Hill Road is currently listed for $434,900 and was received on June 04, 2026. Want to learn more about 5686 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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