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. Current tenant is paying: $2325 per month until 2/28/27.
For sale
Price cut: $23K (6/29)
$399,000
5686 Cypress Hill Rd, Winter Garden, FL 34787
3beds
1,712sqft
Townhouse
Built in 2019
2,830 Square Feet Lot
$393,300 Zestimate®
$233/sqft
$330/mo HOA
What's special
Electric water heaterWell-maintained two-story townhomeBuilt-in ovenSpacious family roomOpen-concept layout
- 27 days |
- 314 |
- 8 |
Zillow last checked:
Listing updated:
Listed by:
Marcus Burke 407-394-4628,
CONDO METROPOLIS, LLC 407-901-5161,
Ryan Vargas 561-252-0311,
CONDO METROPOLIS, LLC
Source: Stellar MLS,MLS#: O6410760
Originating MLS: Orlando Regional

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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Built-in Closet
- Level: Second
- Area: 210.25 Square Feet
- Dimensions: 14.5x14.5
Bedroom 2
- Features: Built-in Closet
- Level: Second
Bedroom 3
- Features: Built-in Closet
- Level: Second
Bathroom 1
- Level: Second
Bathroom 2
- Level: Second
Dining room
- Level: First
- Area: 180 Square Feet
- Dimensions: 10x18
Kitchen
- Level: First
- Area: 198 Square Feet
- Dimensions: 11x18
Living room
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator
- Laundry: Laundry Closet
Features
- Ceiling Fan(s), Other
- Flooring: Carpet, Tile
- Has fireplace: No
Interior area
- Total structure area: 2,830
- Total interior livable area: 1,712 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Exterior features: Balcony
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 2,830 Square Feet
Details
- Parcel number: 152327585606510
- Zoning: P-D
- Special conditions: None
Construction
Type & style
- Home type: Townhouse
- Property subtype: Townhouse
Materials
- Block, Stucco, Wood Frame
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2019
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Other
Community & HOA
Community
- Features: Fitness Center, Irrigation-Reclaimed Water, Park, Playground, Pool, Sidewalks, Special Community Restrictions
- Pet fee: $0 monthly
- Subdivision: ORCHARD HILLS PH 4
HOA
- Has HOA: Yes
- Services included: Other, Trash
- HOA fee: $330 monthly
- HOA name: Paul Clark
Location
- Region: Winter Garden
Financial & listing details
- Price per square foot: $233/sqft
- Tax assessed value: $365,081
- Annual tax amount: $6,441
- Date on market: 6/4/2026
- Cumulative days on market: 28 days
- Ownership: Fee Simple
- Total actual rent: 27900
- Road surface type: Asphalt
Estimated market value
$393,300
$374,000 - $413,000
$2,679/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/29/2026 | Price change | $399,000-5.5%$233/sqft |
Source: | ||
| 6/19/2026 | Price change | $422,000-3%$246/sqft |
Source: | ||
| 6/5/2026 | Listed for sale | $434,900+64.1%$254/sqft |
Source: | ||
| 10/2/2019 | Sold | $265,000$155/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,017 +19.6% | $318,909 +10% |
| 2023 | $5,032 +6.7% | $289,917 +10% |
| 2022 | $4,718 +10.3% | $263,561 +10% |
| 2021 | $4,279 +3% | $239,601 +3.8% |
| 2020 | $4,153 +420.7% | $230,902 +559.7% |
| 2019 | $798 -0.9% | $35,000 |
| 2018 | $805 | $35,000 |
| 2017 | $805 | $35,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 34787
Nearby schools
GreatSchools rating
- 10/10Keenes Crossing Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 9/10Bridgewater Middle SchoolGrades: 6-8Distance: 0.6 mi
- 7/10Windermere High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- Elementary: Keene Crossing Elementary
- Middle: Bridgewater Middle
- High: Windermere High School
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Winter Garden
- 34787
- 5686 Cypress Hill Rd







