$475,000
5887 Cypress Hill Road
Winter Garden, FL 34787
Listing updated: September 2, 2026 at 6:52 AM ET
Listing courtesy of Keller Williams Elite Partners Iii Realty · Trevor Zwick · MLS #O6438059 · Active · 321-527-5111Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveSep 1, 2026
- Listed$475,000Sep 1, 2026
- Price increased$475,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Orchard Hills Ph 4
- County
- Orange
- Year built
- 2017
- Living area
- 1,810 sq ft
- Price/sq ft
- $262
- Building area
- 2,615 sq ft (Public Records)
- Lot size
- 4,347 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0380H)
- Garage
- 2 spaces
- Annual taxes
- $7,252 (2025)
- Parcel #
- 15-23-27-5856-05-840
- Zoning
- P-D
- MLS #
- O6438059
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Tile, Vinyl
- Appliances
- Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Stone Counters, Thermostat
- Laundry
- Inside, Laundry Closet, Upper Level
- Stories / Levels
- Two
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
- Parking features
- Other
HOA & Financial
- HOA fee
- $565 / Quarterly
- Monthly HOA
- $188/mo
- Total monthly fees
- $188/mo
- Total annual fees
- $2,260
- HOA name
- Edward Clark
- CDD
- No
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer and buyer's agent must verify with the association.
- Approval process
- Buyer and buyer's agent must verify with the association.
Exterior & Construction
- Exterior features
- Courtyard
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available
Community
- Pets allowed
- Breed Restrictions, Cats OK, Dogs OK, Number Limit, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 20.9x26.1 |
| Dining Room | First | 11.8x13.2 |
| Kitchen | First | 10.8x13.3 |
| Primary Bedroom | Second | 13.9x14.4 |
| Primary Bathroom | Second | |
| Bedroom 2 | Second | 11.1x13.9 |
| Bedroom 3 | Second | 9.11x13.3 |
| Laundry | Second |
Listing Details
- Listing date
- 2026-09-01
- On market date
- 2026-09-01
- Original list price
- $475,000
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Lake and Sumter
- Status changed
- 2026-09-01
- Tax legal description
- ORCHARD HILLS PHASE 4 91/129 LOT 584
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
FL-408 W to Winter Garden. Take exit 19 from FL-429 S. Follow Winter Garden Vineland Rd, Tilden Rd and Tiny Rd to Cypress Hill Rd in Horizon West. Merge onto Stoneybrook W Pkwy. Use the left 2 lanes to turn left onto Winter Garden Vineland Rd. Turn right onto Tilden Rd. Turn left onto Tiny Rd. Turn left onto Cypress Hill Rd. Turn right onto Chestnut Chase Rd. Turn left onto Cypress Hill Rd. Destination will be on the rigHT.
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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.
Based on information submitted to the MLS GRID as of September 2, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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