5966 CYPRESS HILL ROAD, Winter Garden, FL 34787

• 4 beds |
• 4 baths |
• 2,839 sqft

Property Description

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.

Listing Status:

Active

Date Added:

January 23, 2026

Data Last Updated:

February 9, 2026 at 4:23PM

Listing Office:

DALTON WADE INC : 888-668-8283

Listing Agent:

Mahmoud Mango : 321-830-4678

MLS ID:

O6376219

Interior

• General: Ceiling Fans(s)Primary Bedroom Main Floor
• Rooms: Loft
• Appliances: CooktopDishwasherDisposalDryerMicrowaveWasher
• Laundry: Laundry RoomWasher Hookup
• Flooring: CarpetCeramic Tile
• A/C: Central Air
• Heating: CentralNatural Gas
• Eco/Green Feature: Solar

Exterior

• General: Garden

Construction

• Roofing: Shingle
• General: StuccoTwoConcrete Perimeter

Location

• Road/Access: Asphalt
• HOA Amenities: ClubhouseFitness CenterParkPlaygroundPoolInternet195.0Monthly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: P-DSIGNATURE LAKES PHASE 3B-43B-5 AND 3B-7 83/27 LOT 184316-23-27-8135-01-843

Utilities

• Utilities: Cable AvailableElectricity AvailableElectricity ConnectedPublicWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple