5966 Cypress Hill Road
WINTER GARDEN, FL 34787
4
Bed
4
Bath
2,839Sqft
0.22Acre(Lot)
Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, par
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 4Bathroom Information
Total Baths: 4 Full Baths: 3 Half Baths: 1Interior Features
Ceiling Fans(s), Primary Bedroom Main Floor Roof: Shingle Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer Laundry Features: Laundry Room, Washer HookupRoofing Information
Shingle -
Flooring Information
Flooring: Carpet, Ceramic Tile Construction Materials: Stucco -
Heating & Cooling
Heating: Central, Natural Gas Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 2017 -
Exterior Features
Garden Construction Materials: Stucco Foundation Details: Concrete Perimeter
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Lot Information
Lot Square Feet: 9798 Lot Acres: 0.22 Lot Size (SqMt): 910Property Information
Property Type: Residential Sub Type: Single Family Residence
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Listing Price Information
Original List Price:$719000
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Tax Information
Tax Block: 83/27 Tax Book Number: 83/27 Tax Lot: 1843 Tax Legal Description: SIGNATURE LAKES PHASE 3B-4, 3B-5 AND 3B-7 83/27 LOT 1843 Annual Tax: $9648 Tax Year: 2025 Parcel Number: 16-23-27-8135-01-843
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Virtual Tour
Garage Information
Has Garage: Yes Garage Space: 2Homeowners Association Information
Included Fees: Internet Included Amenities: Clubhouse, Fitness Center, Park, Playground, Pool HOA: $195.00 Monthly
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School Information
Elementary School: Independence Elementary Junior High School: Bridgewater Middle Senior High School: Windermere High School -
Utility Information
Cable Available, Electricity Available, Electricity Connected, Public, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: SIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184 City: WINTER GARDEN Direction: From FL-429, take the Seidel Rd exit and head west. Turn right onto Independence Pkwy, then turn left onto Cypress Hill Rd. Property will be on your right at 5966 Cypress Hill Rd, Winter Garden, FL 34786.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 921 Westcliffe Drive, Winter Garden, FL, 34787 | $750,000 | 4 | 3 | 2,354 | 2,354 SqFt |
| 15806 Gem View St, Winter Garden, FL, 34787 | $495,000 | 2 | 2 | -- | |
| 15115 Pigeon Plum Lane, Winter Garden, FL, 34787 | $505,000 | 3 | 2 | 1,728 | 1,728 SqFt |
| Undisclosed Address, Winter Garden, FL, 34787 | $599,000 | 3 | 2 | 1,827 | 1,827 SqFt |
| 120 Blue Stone Circle, Winter Garden, FL, 34787 | $747,900 | 4 | 3 | 2,529 | 2,529 SqFt |
| 1701 E Bay Street, Winter Garden, FL, 34787 | $295,000 | 2 | 2 | 825 | 825 SqFt |
| 12513 Scarlett Sage Court, Winter Garden, FL, 34787 | $875,000 | 5 | 3 | 3,570 | 3,570 SqFt |
| 849 Shadowmoss Drive, Winter Garden, FL, 34787 | $710,000 | 5 | 3 | 2,620 | 2,620 SqFt |
| 680 Dunbar Avenue, Winter Garden, FL, 34787 | $465,000 | 4 | 2 | 1,713 | 1,713 SqFt |
| 1672 Malcolm Pointe Drive, Winter Garden, FL, 34787 | $499,900 | 3 | 2 | 2,035 | 2,035 SqFt |
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Based on information submitted to the MLS GRID as of 06/21/2026 @ 18:20. All data is obtained from various sources and may not have been verified by the 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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ByOwner last updated this listing 06/21/2026 @ 18:20
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