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$719,000
22 Days On Site

5966 CYPRESS HILL ROAD
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,839
SqFt
$253
/SqFt
2017
Built
Subdivision:
SIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184
County:
Orange
Call Now: 321-804-3112
Is this the listing for you? We can help make it yours.
321-804-3112
5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD
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Mortgage Calculator

Monthly Payment (Est.)

$3,280
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

Welcome to 5966 Cypress Hill Rd, nestled in the highly sought-after Independence community of Winter Garden. This beautifully cared-for home offers a rare blend of privacy, space, and lifestyle amenities that truly make it stand out. One of the biggest highlights is the fully paid-off solar system, giving the next owner the benefit of extremely low electric bills—around $35 per month. It’s a huge long-term savings and a great bonus for anyone looking for efficiency and peace of mind. The home sits on a larger-than-average lot and backs up to an open area with no rear neighbors, creating a peaceful and private setting—perfect for relaxing or entertaining. The covered side lanai, extended driveway, and detached garage add both functionality and a touch of luxury, offering plenty of space for parking, storage, and gatherings with family and friends. Living in Independence means enjoying an exceptional lifestyle, including: 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 like food trucks and movie nights The home is zoned for A-rated schools, including Independence Elementary, Bridgewater Middle, and Windermere High School, all conveniently nearby. Independence is known for being a quiet, well-maintained, and family-friendly community that still offers easy access to shopping, dining, major highways, and everything Central Florida has to offer. Note: The water softener is not included in the sale but may be purchased separately. This is a rare opportunity to own a home that offers privacy, energy efficiency, and resort-style amenities in one of Winter Garden’s most beloved communities.

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Listing Snapshot
Price 
$719,000
Days On Site 
22 Days
Bedrooms 
4
Inside Area (SqFt) 
2,839 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.22 Acres
Year Built 
2017
MLS® Number 
O6376219
Status 
Active
Property Tax 
$9,648
HOA/Condo/Coop Fees 
$195 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.22
Carport 
1
Direction Faces 
East
Energy Features 
Solar
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Number Of Stories 
2
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
2839
Utilities 
Cable AvailableElectricity AvailableElectricity ConnectedWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
CooktopDishwasherDisposalDryerMicrowaveWasher
Cooling 
Central Air
Flooring 
CarpetCeramic Tile
Furnished 
Unfurnished
Heating 
CentralNatural Gas
Laundry Features 
Laundry RoomWasher Hookup
Balcony/Porch/Lanai 
Dimensions - 13x9Level - First
Bathroom 2 
Dimensions - 15x12Level - Second
Bathroom 3 
Dimensions - 12x12Level - Second
Bedroom 4 
Dimensions - 12x12Level - Second
Dining Room 
Dimensions - 11x12Level - First
Family Room 
Dimensions - 19x17Level - First
Kitchen 
Level - First
Living Room 
Dimensions - 20x8Level - First
Loft 
Dimensions - 12x12Level - Second
Master Bathroom 
Level - First
Master Bedroom 
Dimensions - 14x15Level - First
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Exterior Features
Construction Details 
Stucco
Exterior 
Garden
Roof 
Shingle
Community Features
Association Amenities 
ClubhouseFitness CenterParkPlaygroundPool
Association Dues 
195
Community Features 
ClubhouseFitness CenterParkPlaygroundPoolSidewalks
Financing Terms Available 
CashConventionalFHAVA Loan
HOA Fee Frequency 
Monthly
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
23
Schools
School District
Unknown
Elementary School
Independence Elementary
Middle School
Bridgewater Middle
High School
Windermere High School
Listing courtesy of DALTON WADE INC (321) 830-4678



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-14 10:43 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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