Date
Details
Price
Change
Source
8/14/2026
Listed
$3,100
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/23
$3,100 Just Listed
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1/23
Property Description
Located in the highly desirable Horizon West area, this beautiful home is in an excellent community surrounded by A-rated schools, including Independence Elementary and Bridgewater Middle School. Enjoy beautiful pond and natural reserve views from the property, along with the magical Disney fireworks visible from the backyard and the spacious covered second-floor front porch. The large, welcoming porch is the perfect place to relax and enjoy the evening views. The entire second floor features beautiful wood flooring. The Orchard Hills community offers resort-style amenities, including a beautiful community pool, fitness center, clubhouse, dog park, playgrounds, green spaces, and walking paths. The community is conveniently located near Disney attractions, shopping, Winter Garden Village, and a variety of excellent restaurants.
Full Property Details
Full Property Details for 5923 Cypress Hill Rd
General
- Rent: $3,100
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6433661
- Updated: 8/14/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Kitchen and Family Room Combination, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room
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 Downtown Orlando, take FL-408 W to FL-91 N/Florida’s Turnpike. Take Exit 267A toward FL-429 S/Tampa. Continue on FL-429 S and take Exit 15. Turn left onto New Independence Parkway, then turn left at the Independence Gate. Continue onto Tiny Road, then turn left onto Cypress Hill Road. The house will be on the right.
Community
- Community Name: 34787 - Winter Garden/Oakland
- Association: Yes
- Assoc. Name: Paul Clark
- Number of Pets: 2
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Structural Information
- Stories/Levels: Two
- Square Feet: 2,466
- Year Built: 2017
Lot Features
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,813
- Lot Size: 5813
- Street/Road Desc.: Asphalt
Water Features
- Water Access: Yes
- Water Access Desc: Pond
Financial Considerations
- Lease Price: $3,100
- Assoc Fee Desc.: Required
- Application Fee: $45
Disclosures and Reports
- Flood Zone Info: X
- APN: 152327585605810
- Property ID: 152327585605810
Listed by Century 21 Carioti
Schools
Schools serving 5923 Cypress Hill Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Keenes Crossing Elementary School 5240 Keenes Pheasant Drive, Windermere, FL 34786 | PK-5 | 0.6 mi |
Bridgewater Middle School 5600 Tiny Road, Winter Garden, FL 34787 | 6-8 | 0.5 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 5923 Cypress Hill Rd
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- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,460Sq. Ft.
Listed by Kardosh Realty
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,529Sq. Ft.
Listed by Kel Realty Inc
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 1,970Sq. Ft.
Listed by York Mills Realty Llc
- Single Family
- Active
- Updated 2 hours ago
- 4Beds
- 3Total Baths
- 2,476Sq. Ft.
Listed by Ingram Realty Services Llc
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 5Total Baths
- 3,984Sq. Ft.
Listed by Ms Land & Building Llc
- Single Family
- Active
- Updated 5 days ago
- 5Beds
- 3Total Baths
- 2,601Sq. Ft.
Listed by Wra Business & Real Estate
- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 3Total Baths
- 2,742Sq. Ft.
Listed by Wra Business & Real Estate
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 2,062Sq. Ft.
Listed by Darwin Homes, Llc.
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- Mobile Home
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 864Sq. Ft.
Listed by Elite Evolution Properties
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,724Sq. Ft.
Listed by Arellano Realty & Investments
- Single Family
- Active
- Updated 17 hours ago
- 3Beds
- 2Total Baths
- 1,495Sq. Ft.
Listed by Florida Connexion Properties
- Apartment
- Active
- Updated 1 day ago
- 1Bed
- 1Total Bath
- 779Sq. Ft.
Listed by The Apartment Brothers Llc
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- Single Family
- Closed
- 3Beds
- 3Total Baths
- 1,974Sq. Ft.
Listed and Sold by Exp Realty Llc
- Single Family
- Closed
- 3Beds
- 3Total Baths
- 2,203Sq. Ft.
Listed and Sold by Shane Jordan
- Townhouse
- Closed
- 4Beds
- 3Total Baths
- 1,997Sq. Ft.
Listed and Sold by Agent Trust Realty Corporation
- Single Family
- Closed
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,973Sq. Ft.
Listed and Sold by York Mills Realty Llc
5923 Cypress Hill Road, Winter Garden, FL 34787 (MLS# O6433661) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 5923 Cypress Hill Road is currently listed for rent at $3,100 and was received on August 14, 2026. Want to learn more about 5923 Cypress Hill Road? Do you have questions about finding other real estate for sale or rent in Winter Garden? You can browse all Winter Garden rentals or contact a Coldwell Banker agent to request more information.