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$719,000
1 Day 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

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5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD5966 CYPRESS HILL ROAD
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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.

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Listing Snapshot
Price 
$719,000
Days On Site 
1 Day
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
17 hours agoListing updated with changes from the MLS®
yesterdayListing 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: 2026-01-24 11:54 PM EST

Neighborhood & Commute
Source: Walkscore
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