$434,900
5686 Cypress Hill Road
Winter Garden, FL 34787
Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied.
Local Insight
At $254/sqft for a 2019 townhouse with no flood risk in a rapidly growing area, this is competitively priced, but you're paying $330/month in HOA fees on top of mortgage—worth calculating into your true monthly cost over time. Winter Garden schools here are solid and the neighborhood's in the path of serious development momentum (315% population growth since 2010), which means both appreciation potential and the likelihood of increased traffic and density around you. The tight 0.07-acre lot is standard for townhome living, so make sure the layout and common amenities justify the HOA cost relative to what a single-family home would offer at this price point in the area.
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 history1 days on market
- Status: ActiveJun 5, 2026
- Listed$434,900Jun 4, 2026
- Price increased$434,900
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 1
- Subdivision
- Orchard Hills Ph 4
- County
- Orange
- Year built
- 2019
- Living area
- 1,712 sq ft
- Price/sq ft
- $254
- Building area
- 2,830 sq ft (Public Records)
- Lot size
- 2,830 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X
- Garage
- 2 spaces
- Annual taxes
- $6,441 (2025)
- Parcel #
- 15-23-27-5856-06-510
- Zoning
- P-D
- MLS #
- O6410760
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Tile
- Appliances
- Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator
- Interior features
- Ceiling Fans(s), Other
- Laundry
- Laundry Closet
- Stories / Levels
- Two
- Direction faces
- Northeast
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $330 / Monthly
- Monthly HOA
- $330/mo
- Total monthly fees
- $330/mo
- Total annual fees
- $3,960
- HOA name
- Paul Clark
- CDD
- No
- Min lease term
- 8-12 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- No Aggressive Breeds. No Short Term Rentals
Exterior & Construction
- Exterior features
- Balcony
- Construction materials
- Block, Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Other
Community
- Pets allowed
- Cats OK, Dogs OK, 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 |
|---|---|---|
| Kitchen | First | 11x18 |
| Dining Room | First | 10x18 |
| Living Room | First | 12x12 |
| Primary Bedroom | Second | 14.5x14.5 |
| Bedroom 2 | Second | |
| Bedroom 3 | Second | |
| Bathroom 1 | Second | |
| Bathroom 2 | Second |
Listing Details
- Listing date
- 2026-06-04
- On market date
- 2026-06-04
- Original list price
- $434,900
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-05
- Tax legal description
- ORCHARD HILLS PHASE 4 91/129 LOT 651
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
From SR-429: Take Exit 15 toward New Independence Parkway. Head south from the exit, turn left onto New Independence Parkway, turn left onto Hamlin Groves Trail, continue straight onto Cypress Hill Road, and the property 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 June 5, 2026 at 6:53 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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