WINTER GARDEN, FL 34787 5966 CYPRESS HILL ROAD

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Presented By: DALTON WADE INC with 888-668-8283. - 888-668-8283
  • MLS# O6376219
  • 01/21/2026
  • Request Tour
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 3 / 1
  • SQFT • 2,839
  • Garage • 2

Home Details

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.
Presented By: DALTON WADE INC with 888-668-8283. - 888-668-8283

Interior Features for 5966 CYPRESS HILL ROAD

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths1
Total Baths4

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
FlooringCarpet, Ceramic Tile
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Primary Bedroom Main Floor
Laundry FeaturesLaundry Room, Washer Hookup
Total Stories2

General for 5966 CYPRESS HILL ROAD

Additional Parcels Y/NNo
Additional RoomsLoft
AppliancesCooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
Assoc Fee Paid PerMonthly
Association AmenitiesClubhouse, Fitness Center, Park, Playground, Pool
Association Fee IncludesInternet
Association NameTyler Parsons
Attached Garage No
Building Area UnitsSquare Feet
Carport Spaces1
Carport Y/NYes
CityWINTER GARDEN
Community FeaturesBoat Slip, Fishing, Lake, Private Boat Ramp, Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
Construction MaterialsStucco
CoolingCentral Air
CountyOrange
DirectionsFrom 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.
ElectricPhotovoltaics Seller Owned
Elementary SchoolIndependence Elementary
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces2
Garage Y/NYes
Green Energy GenerationSolar
HOA Fee$195
HeatingCentral, Natural Gas
High SchoolWindermere High School
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionSIGNATURE LAKES PHASE 3B-4, 3B-5 AND 3B-7 83/27 LOT 1843
LevelsTwo
Listing TermsCash, Conventional, FHA, Other, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet9798
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolBridgewater Middle
Minimum Lease7 Months
Monthly HOA Amount195
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Pets AllowedYes
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameSIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184
Tax Annual Amount9648
Tax Lot1843
Tax Year2025
Total Rooms12
UtilitiesCable Available, Electricity Available, Electricity Connected, Public, Solar, Water Connected
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Waterfront FeaturesLake
Year Built2017
ZoningP-D

Exterior for 5966 CYPRESS HILL ROAD

Building Area Total2839
Covered Spaces3
Exterior AmenitiesGarden, Irrigation System
Foundation DetailsConcrete Perimeter
Lot Size Acres0.22
Lot Size Area9798
Private PoolNo
Road Surface TypeAsphalt
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $719,000
MLS#O6376219
List Date 01/21/2026
Property Type Single Family
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