5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

$399,0003 Beds3 Baths1,712 Sq. Ft.$233 / sq. ft.

WINTER GARDEN, FL 34787 · MLS# O6410760 · Active · ORCHARD HILLS PH 4

Status
Active
Type
Townhouse
Year Built
2019
Days on Market
62
Lot Size
2,830 sqft
MLS #
O6410760
County
Orange

Description of 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

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. Current tenant is paying: $2325 per month until 2/28/27.

Property Details for 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

Bathrooms Full
2
Bathrooms Half
1
Interior Features
Ceiling Fan(s), Other
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator
Flooring
Carpet, Tile
Heating
Electric
Cooling
Central Air
Furnished
Unfurnished
Garage Spaces
2
Attached Garage
Yes
Pool Private
No
Direction Faces
Northeast

Building Information for 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

Building Area Total
2830
Building Area Units
Square Feet
Association
Yes
Association Fee
$330
Association Fee Frequency
Monthly
Pets Allowed
Cats OK, Dogs OK, Yes

Property Information for 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

Lot Size Square Feet
2,830
Waterfront
No
View
Trees/Woods
Construction Materials
Block, Stucco, Wood Frame
Roof
Shingle
Exterior Features
Balcony
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

Parcel Number
152327585606510
Tax Annual Amount
$6,441
Tax Year
2025
Tax Legal Description
ORCHARD HILLS PHASE 4 91/129 LOT 651
Zoning
P-D
County Or Parish
Orange

Schools Near 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

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

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$3,085/mo
Principal & Interest
$2,018
Property Taxes
$537
Home Insurance
$200
HOA Dues
$330

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787 · See all Winter Garden homes for sale

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More information about 5686 CYPRESS HILL ROAD, WINTER GARDEN, FL 34787

5686 CYPRESS HILL ROAD is a townhome for sale in WINTER GARDEN, FL 34787. This property was listed for sale on June 4, 2026 by CONDO METROPOLIS, LLC, it's currently listed at $399,000. This listing's school district is Orange Public Schools. Nearby schools include Keene Crossing Elementary, Bridgewater Middle and Windermere High School. 5686 CYPRESS HILL ROAD is a 3-bed, 3-bath, 1,712 sqft townhome built in 2019.