5966 Cypress Hill Rd
Description
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...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, parks, and frequent community events
• Internet included through Spectrum as part of the HOA
The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
- Listed by Mahmoud Mango • Brokerage DRE #1047837 • DALTON WADE INCP: (321)-830-4678 C: (321)-830-4678 info@mangosrealty.com
Property Details for 5966 Cypress Hill Road
Property Details for 5966 Cypress Hill Road
| Status | Active |
|---|---|
| MLS # | O6376219 |
| Days on Market | 121 |
| Taxes | $9,648 / year |
| HOA Fees | $195 / month |
| Condo/Co-op Fees | - |
| Property Type | Single Family |
| MLS Type | Residential / Single Family Residence |
| Year Built | 2017 |
| Lot Size | 0.22 AC / 9,798 SF |
| County | Orange County |
Location
Virtual Tour
Building Information for 5966 Cypress Hill Road
Payment Calculator
$4,462 per month
30 year fixed, 6.36% Interest
$3,463
$804
$195
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1Property Information for 5966 Cypress Hill Road
- Building Area Source: Public Records
- Building Area Total: 2839.0
- Building Area Units: Square Feet
- Community Features: Boat Slip, Fishing, Lake, Private Boat Ramp, Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
- Direction Faces: East
- Directions: 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.
- Elementary School: Independence Elementary
- Middle Or Junior School: Bridgewater Middle
- High School: Windermere High School
- Mls Major Change Type: Price Decrease
- Listing Service: Full Service
- Senior Community: No
- Unit Number: No
- Street Number: 5966
- Street Name: CYPRESS HILL
- Street Suffix: ROAD
- State: FL
- City: WINTER GARDEN
- Attached Garage: No
- Carport: Yes
- Garage: Yes
- Association Approval Required: No
- Association Fee Includes: Internet
- Association Fee Requirement: Required
- Association Name: Tyler Parsons
- Association Phone: 4076547479
- Association: Yes
- CDD: No
- Pet Restrictions: Buyer and buyer’s agent are solely responsible for verifying all information, including but not limited to property details, restrictions, square footage, HOA rules, and any use limitations. Listing agent and seller make no representations or warranties.
- Tax Block: 83/27
- Tax Book Number: 83/27
- Tax Legal Description: SIGNATURE LAKES PHASE 3B-4, 3B-5 AND 3B-7 83/27 LOT 1843
- Tax Lot: 1843
- Tax Year: 2025
- Virtual Tour URL Unbranded: https://view.spiro.media/5966_cypress_hill_rd-5070
- Virtual Tour URL Unbranded 2: https://my.matterport.com/show/?m=oBJoJMYZ3oU
- Additional Parcels: No
- Parcel Number: 162327813501843
- Total Acreage: 0 to less than 1/4
- Water Access: No
- Water Extras: No
- Zoning: P-D
- Living Area: 2839
- Year Built Numeric: 2017
- Association Amenities: Clubhouse, Fitness Center, Park, Playground, Pool
- Flood Zone Code: X
- Flood Zone Date: 09-24-2021
- Flood Zone Panel: 12095C0380H
- Homestead: Yes
- New Construction: No
- Public Survey Range: 27
- Public Survey Section: 16
- Electric: Photovoltaics Seller Owned
- Green Energy Generation: Solar
- Sewer: Public Sewer
- Utilities: Cable Available, Electricity Available, Electricity Connected, Public, Solar, Water Connected
- Water Source: Public
- Construction Materials: Stucco
- Exterior Features: Garden, Irrigation System
- Foundation Details: Concrete Perimeter
- Levels: Two
- Pool Private: No
- Pool: Community
- Pool Private: Yes
- Roof: Shingle
- Waterfront Features: Lake
- Waterfront Feet Total: 0
- Number Of Stories: 2
- Bedrooms Total: 4
- Bathrooms Full: 3
- Additional Rooms: Loft
- Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
- Cooling: Central Air
- Fireplace: No
- Flooring: Carpet, Ceramic Tile
- Heating: Central, Natural Gas
- Interior Features: Ceiling Fan(s), Primary Bedroom Main Floor
- Laundry Features: Laundry Room, Washer Hookup
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Room Count: 12.0
- Water View: No
- Bathrooms Half: 1
- Minimum Lease Period: 0
- Pets Allowed: Yes
Property History for 5966 Cypress Hill Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Apr 26, 2026 | Price Change MFRMLS #O6376219 | $695,000 | — |
| Jan 23, 2026 | Listed (Active) MFRMLS #O6376219 | $719,000 | — |
| Dec 15, 2021 | Sold (Public Record) Public Record #1480282616 | $516,000 | +7.0% / yr |
| Dec 15, 2021 | Sold MFRMLS #O5976348 | $516,000 | — |
| Oct 14, 2021 | Pending MFRMLS #O5976348 | — | |
| Sep 29, 2021 | Listed (Active) MFRMLS #O5976348 | $516,000 | — |
| Mar 20, 2017 | Sold (Public Record) Public Record #592627797 | $373,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 04/26/2026 | Price Change MFRMLS #O6376219 | $695,000 |
| 01/23/2026 | Listed (Active) MFRMLS #O6376219 | $719,000 |
| 12/15/2021 | Sold (Public Record) Public Record #1480282616 | $516,000 +7.0% / yr |
| 12/15/2021 | Sold MFRMLS #O5976348 | $516,000 |
| 10/14/2021 | Pending MFRMLS #O5976348 | — |
| 09/29/2021 | Listed (Active) MFRMLS #O5976348 | $516,000 |
| 03/20/2017 | Sold (Public Record) Public Record #592627797 | $373,900 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 5966 Cypress Hill Road
Schools near 5966 Cypress Hill Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Charter - | K to 8 | |||
| Public - | 6 to 8 | |||
| Charter - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Independence Elementary PublicK to 5 | ||
Cornerstone Academy Charter CharterK to 8 | ||
Bridgewater Middle School Public6 to 8 | ||
Cornerstone Charter Academy High School Charter9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of DALTON WADE INC, Mahmoud Mango
The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 04/26/2026 10:47 AM
