5966 CYPRESS HILL ROAD Winter Garden, FL $ 719,000
5966 CYPRESS HILL ROAD
$ 719,000
Recently Listed
Share Save

5966 CYPRESS HILL ROAD

Winter Garden, FL, 34787
$ 719,000
Bedrooms4 Baths3.1 Sq 2,839

Monthly Estimate*

$ 4,427

5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 1
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 2
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 3
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 4
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 5
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 6
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 7
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 8
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 9
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 10
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 11
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 12
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 13
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 14
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 15
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 16
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 17
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 18
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 19
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 20
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 21
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 22
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 23
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 24
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 25
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 26
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 27
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 28
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 29
5966 CYPRESS HILL ROAD, Winter Garden, FL 34787 - Image 30
View a Virtual Tour

Single Family Home for sale in Winter Garden, FL

for $719,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,839 square foot home was built in 2017 on a lot size of 0.22.

Welcome to 5966 Cypress Hill Rd, located in the highly desirable Independence community of Winter Garden. This beautifully maintained home offers a rare combination of privacy, space, and lifestyle perks that truly set it apart. One of the standout features is the solar system that will be fully paid off prior to closing, allowing the next owner to enjoy very low electric bills (approximately $35/month) — a huge long-term savings and peace of mind. The home sits on a larger lot than most homes in the community and backs to an open area with no rear neighbors, creating a quiet, private setting perfect for relaxing or entertaining. The covered side lanai, long driveway, and detached garage add both functionality and a luxury feel, with plenty of space for parking and gatherings. Located in the sought-after Independence community, residents enjoy an unmatched lifestyle with: Two private boat ramps with access to Lake Speer and Lake Hancock Two clubhouses, resort-style pools, fitness centers, and basketball courts Internet included through Spectrum as part of the HOA Miles of walking trails, parks, and green spaces Weekly community events such as food trucks and movie nights The home is zoned for A-rated schools, including Independence Elementary, Bridgewater Middle, and Windermere High School, all nearby. This is a quiet, well-kept, family-friendly community that offers both convenience and a true neighborhood feel — close to shopping, dining, major highways, and everything Central Florida has to offer. Water softener is not included in the sale but may be purchased separately. This is a rare opportunity to own a home with privacy, energy efficiency, and resort-style amenities in one of Winter Garden’s most loved communities.

See more

Single Family Active

Price

$ 719,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 9,648

Style

Single Family Residence

Lot Size

0.22

Year Built

2017

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6376219

Features
General
Sewer Public Sewer
Heating Central Natural Gas
Cooling Central Air
Utilities Cable Available Electricity Available Electricity Connected Public Solar Water Connected
Roof Shingle
Appliances Cooktop Dishwasher Disposal Dryer Microwave Washer
Zoning P-D
HOA Fee 195
Garage Spaces 2
Association Fee Includes Internet
Construction Materials Stucco
Pets Allowed Yes
Year Built 2017
Electric Photovoltaics Seller Owned
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake
Community Features Boat Slip Fishing Lake Private Boat Ramp Clubhouse Dog Park Fitness Center Park Playground Pool Sidewalks
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Fitness Center Park Playground Pool
Attached Garage false
Subdivision Name SIGNATURE LAKES PH 3B-4 3B-5 & 3B-7 83/27 LOT 184
Facing Direction East
Garage Y/N true
Green Energy Generation Solar
Total Rooms 12
Full Baths 3
Status Active
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.
High School Windermere High School
City WINTER GARDEN
Association Name Tyler Parsons
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 9798
Carport Spaces 1
Carport Y/N true
Listing Terms Cash Conventional FHA Other VA Loan
Elementary School Independence Elementary
Land Lease Y/N false
Tax Annual Amount 9648
Middle/Junior High School Bridgewater Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://my.matterport.com/show/?m=oBJoJMYZ3oU https://my.matterport.com/show/?m=oBJoJMYZ3oU
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 1843
Legal Description SIGNATURE LAKES PHASE 3B-4 3B-5 AND 3B-7 83/27 LOT 1843
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 195
Additional Rooms Loft
Water View Y/N false
Flood Zone Code X
See more
Interior
Interior Amenities Ceiling Fan(s) Primary Bedroom Main Floor
Flooring Carpet Ceramic Tile
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Laundry Room Washer Hookup
Total Bedrooms 4
Total Baths 4
See more
Exterior
Exterior Amenities Garden Irrigation System
Water Source Public
Lot Size Area 9798
Foundation Details Concrete Perimeter
Building Area Total 2839
Lot Size Acres 0.22
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 3
See more
* Excluded Features
List By
Dalton Wade Inc

Broker

info@mangosrealty.com

Email

Affordability Calculator

$5,231
Per Month
85%
15%
0%
Monthly Principal & Interest
$4,427
Monthly Property Taxes
$804
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
1/23/2026$719,000 Listed Price

Map


See all

5966 CYPRESS HILL ROAD, Winter Garden, FL, 34787 is a Single Family Home for sale at $719,000 with 2,839 sqft and a lot size of 0.22. 5966 CYPRESS HILL ROAD has 4 bedrooms, 3.1 baths, and was built in 2017. The property's zip code is 34787 which is in Winter Garden, FL