Home in 5887 Cypress Hill Rd Winter Garden for sale with MLS# O6438059

Welcome to 5887 Cypress Hill Rd, a beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Orchard Hills community of Winter Garden. Built in 2017, this spacious 1,810-square-foot home offers an inviting open floor plan with high ceilings, modern finishes, and plenty of natural light. The kitchen features granite countertops and opens seamlessly to the main living and dining areas, making it ideal for both everyday living and entertaining. The primary suite offers a comfortable retreat with a walk-in closet, while the additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the convenience of a 2-car garage, low-maintenance living, and a location just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways including the 429. Orchard Hills residents enjoy fantastic amenities including a community pool, clubhouse, fitness center, playground, dog park, sidewalks, and lawn maintenance included with the HOA. With its combination of comfort, convenience, and an exceptional Winter Garden location, this home is a must-see!

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5887 Cypress Hill Rd, Winter Garden, FL 34787

Price
Price:
$475,000.00
Original List Price:
$475,000.00
List Price per Sq Ft (Calculated, Approx.):
$262.43
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6438059
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
3
Full Bath:
2
Half Bath:
1
Measures
Living Area:
1,810 Sqft
Built-Up Area:
2,615 Sqft
Lot Area:
4,347 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.1
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range
Interior:
Eat-in Kitchen, Ceiling Fans(s), Kitchen/family Room Combo, Stone Counters, Thermostat
Exterior:
Courtyard
Laundry:
Inside, Laundry Closet, Upper Level
Air Conditioning System:
Central Air
Heating System:
Central
Property Entrance Faces:
North
Construction
Year Built:
2017
Roof:
Shingle
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Carpet, Tile, Vinyl
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$7,251.64
Tax Year:
2025
Association Fee:
$565.00
Association Fee Frequency:
Quarterly
Total Annual Fees:
$2,260.00
Total Monthly Fees:
$188.33
Parking
Garage
Garage Spaces:
2
Parking Features:
Other
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Available
Water Source:
Public
Community
Association
Minimum Lease Term:
7 Months
Pets Allowed?:
Yes, Breed Restrictions, There is a limit on the number of pets allowed, Dogs Ok, Cats Ok
Number of Pets Allowed:
3
Subdivision Name:
ORCHARD HILLS PH 4
Community Features:
Clubhouse, Fitness Center, Pool, Dog Park
Senior Community:
No
Association Fee Required:
Required
Association Management:
Edward Clark
Association Phone:
(407)347-9923
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
ORCHARD HILLS PHASE 4 91/129 LOT 584
Real Estate Folio Number (Parcel Number):
15-23-27-5856-05-840
Zoning:
P-D
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Wesley Chapel Elementary-po
High School:
Windermere High School
Middle Or Junior School:
Bridgewater Middle
Listing History
Originally published on:
September 1, 2026 3:02 pm
Active on the market since:
September 1, 2026
Listing Agreement executed on:
September 1, 2026
Listing Status Last Changed On:
September 1, 2026 3:02 pm
Photos updated on:
September 1, 2026 3:05 pm
Last Modified:
September 2, 2026 8:02 pm
Additional Information
Courtesy of:
KELLER WILLIAMS ELITE PARTNERS III REALTY
Attribution:
murraycoleman@kw.com
Road Surface Type:
Paved
Location
Street Name:
CYPRESS HILL
Street Number:
5887
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 29' 8.8''
Longitude:
W82° 23' 30''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of September 2, 2026, 8:02 PM.