$390,000
5863 Cypress Hill Road
Winter Garden, FL 34787
Listing updated: June 25, 2026 at 1:01 AM ET
Listing courtesy of Zenith Realty Firm Llc · Brianna Gordon · MLS #TB8522840 · Active · 941-718-3786Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that seamlessly blends the living, dining, and kitchen areas, creating the perfect space for both everyday living and entertaining. Pride of ownership is evident throughout, with the home having been exceptionally maintained and cared for. Upstairs, you'll find two generously sized bedroom suites, each designed for comfort and privacy. The spacious secondary bedroom is a standout feature, offering its own private en-suite bathroom and a large walk-in close, making it ideal for guests, roommates, or a growing family. The primary suite provides a relaxing retreat with ample space and storage. Outside, enjoy the low-maintenance lifestyle that townhome living provides while taking advantage of the incredible community amenities nearby. Residents enjoy access to resort-style amenities, including community pools, playgrounds, walking trails, parks, sports courts, and beautifully maintained common areas that make this one of Winter Garden's most sought-after communities. Conveniently located near shopping, dining, entertainment, major roadways, and top-rated schools, this home places you in the heart of everything Horizon West and Winter Garden has to explore. Don't miss your opportunity to own this meticulously maintained townhome in one of Central Florida's most desirable locations. Schedule your private showing today!
Local Insight
At $245/sqft for a 2018 townhouse in a rapidly growing area, you're getting decent value, but the $339 monthly HOA is meaningful on top of a mortgage—factor that into your long-term cost picture. Winter Garden proper has more established walkability and appeal, so being in unincorporated Orange County here means you're betting on Orchard Hills' continued development rather than buying into an already-defined community character. The tiny 0.07-acre lot and townhouse density are the trade-off for that price point, so make sure the 360° tour and floor plan actually work for your lifestyle before moving forward.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history0 days on market
- Status: ActiveJun 24, 2026
- Listed$390,000Jun 24, 2026
- Price increased$390,000
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 0
- Subdivision
- Orchard Hills Ph 4
- County
- Orange
- Year built
- 2018
- Living area
- 1,594 sq ft
- Price/sq ft
- $245
- Building area
- 2,313 sq ft (Owner)
- Lot size
- 2,989 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0380H)
- Garage
- 2 spaces
- Annual taxes
- $2,633 (2025)
- Parcel #
- 15-23-27-5856-05-880
- Zoning
- P-D
- MLS #
- TB8522840
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Convection Oven, Dryer, Microwave, Washer
- Interior features
- Ceiling Fans(s), PrimaryBedroom Upstairs, Window Treatments
- Laundry
- Upper Level
- Stories / Levels
- Two
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $1,018 / Quarterly
- Monthly HOA
- $339/mo
- Total monthly fees
- $339/mo
- Total annual fees
- $4,072
- HOA name
- Paul Clark Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Balcony, Lighting
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Electricity Connected, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 12x18 |
| Kitchen | First | 10x11 |
| Primary Bedroom | Second | 14x16 |
Listing Details
- Listing date
- 2026-06-24
- On market date
- 2026-06-24
- Original list price
- $390,000
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Suncoast Tampa
- Status changed
- 2026-06-24
- Tax legal description
- ORCHARD HILLS PHASE 4 91/129 LOT 588
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
Start on International Drive North. Turn left onto Sand Lake Road (FL-482 W). Merge onto Florida's Turnpike North toward Ocala. Take Exit 267A for FL-429 North / Apopka. Continue on FL-429 North for approximately 6 miles. Take Exit 15 for New Independence Parkway. Turn left onto New Independence Parkway. Continue to Hamlin Groves Trail and turn right. Turn left onto Tiny Road. Turn right onto Orchard Hills Boulevard. Turn left onto Cypress Hill Road. Arrive at 5863 Cypress Hill Road, Winter Garden, FL 34787
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Listing provided by Stellar MLS
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 June 25, 2026 at 1:01 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.
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