Under contract-accepting backup offers. 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!
Property Details
Price:
$450,000
MLS #:
O6438059
Status:
Active Under Contract
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ORCHARD HILLS PH 4
Neighborhood:
34787wintergardenoakland
Listed Date:
Sep 1, 2026
Finished Sq Ft:
1,810
Total Sq Ft:
2,615
Lot Size:
4,347 sqft / 0.10 acres (approx)
Year Built:
2017
See this Listing
Schools
Elementary School:
Keene Crossing Elementary
Middle School:
Bridgewater Middle
High School:
Windermere High School
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile, Vinyl
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Stone Counters, Thermostat
Laundry Features
Inside, Laundry Closet, Upper Level
Levels
Two
Exterior
Community Features
Clubhouse, Dog Park, Fitness Center, Pool
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Courtyard
Garage Spaces
2
Parking Features
Other
Roof
Shingle
Financial
HOA Fee
$565
HOA Fee Frequency
Quarterly
HOA Name
Edward Clark
HOA Phone
(407)347-9923
Tax Year
2025
Taxes
$7,252
Map
Community
- Address5887 CYPRESS HILL ROAD WINTER GARDEN FL
- SubdivisionORCHARD HILLS PH 4
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Oct 19, 2026
806
Single Family Listed
120
Avg DOM
278
Avg $ / SqFt
$744,002
Avg List Price
Property Summary
- Located in the ORCHARD HILLS PH 4 subdivision, 5887 CYPRESS HILL ROAD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $450,000 and features 3 beds, 3 baths, and has approximately 1,810 square feet of living space, and was originally constructed in 2017. The current price per square foot is $249. The average price per square foot for Single Family listings in WINTER GARDEN is $278. The average listing price for Single Family in WINTER GARDEN is $744,002. To schedule a showing of MLS#o6438059 at 5887 CYPRESS HILL ROAD in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5887 CYPRESS HILL ROAD
WINTER GARDEN, FL