5966 CYPRESS HILL ROAD,WINTER GARDEN,Orange,Residential

  • $719,000
5966 CYPRESS HILL ROAD
Residential Active
5966 CYPRESS HILL ROAD,WINTER GARDEN,Orange,Residential
5966 CYPRESS HILL ROAD
  • $719,000

Overview

Property ID: O6376219
  • Single Family Residence
  • Property Type
  • 4
  • Bedrooms
  • 3.5
  • Bathrooms
  • 2
  • Garages
  • 2839
  • Square Feet
  • 2017
  • Year Built

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.

  • Address CYPRESS HILL
  • City WINTER GARDEN
  • State/county Orange, State FL
  • Zip/Postal Code 34787

Details

Updated on February 10, 2026 at 11:34 am
  • Property ID: O6376219
  • Price: $719,000
  • Property Size: 2839 Square Feet
  • Land Area: 9798 Square Feet
  • Bedrooms: 4
  • Bathrooms: 3.5
  • Garages: 2
  • Year Built: 2017
  • Property Type: Single Family Residence
  • Property Status: Residential

Additional details

  • Association Fee: 195
  • Association Fee Frequency: Monthly
  • Association Fee Includes: Internet
  • Bathrooms Full: 3
  • Days OnMarket: 16
  • Direction Faces: East
  • Elementary School: Independence Elementary
  • HighSchool: Windermere High School
  • MiddleOrJuniorSchool: Bridgewater Middle
  • OnMarketDate: 2026-01-23
  • Street Name: CYPRESS HILL
  • Street Number: 5966
  • TaxAnnualAmount: 9648
  • Tax Year: 2025

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