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5966 Cypress Hill Road, Winter Garden, FL 34787

$719,000
BEDS4 BATHS3 full 1 partial SQUARE FEET2,839 MLS#O6376219
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5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787

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5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787
5966 Cypress Hill Road, Winter Garden, FL 34787

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 HancockTwo clubhouses, resort-style pools, fitness centers, and basketball courtsInternet included through Spectrum as part of the HOAMiles of walking trails, parks, and green spacesWeekly community events like food trucks and movie nightsThe 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.

5966 Cypress Hill Road | MLS# O6376219

This single family home located at 5966 Cypress Hill Road, Winter Garden, FL 34787 is currently listed for sale with an asking price of $719,000. This property was built in 2017 and has 4 bedrooms and 3 full and 1 partial baths with 2839 sq. ft. Cypress Hill Road is located in the SIGNATURE LAKES subdivision. Search SIGNATURE LAKES real estate on www.signwithsanford.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2
Heating: Central, Natural Gas
Lot Size: 0.22 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $9,648
Year Built: 2017
Square Feet: 2,839

Amenities

Ceiling Fans(s)
Primary Bedroom Main Floor
Garden

Feature Descriptions

Additional Rooms: Loft
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
Association Amenities: Clubhouse, Fitness Center, Park, Playground, Pool
Community Features: Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
Days on Site: 38
Directions: From 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.
Exterior: Stucco
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile
Foundation: Concrete Perimeter
HOA Fee: 195/ Monthly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, Other, VA Loan
Lot Dimensions: 0.22
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Pets Allowed: Yes
Pets Restrictions: Buyer and buyerâ??s agent are solely responsible for verifying all information, including but not limited to property details, restrictions, square footage, HOA rules, and any use limitations. Listing agent and seller make no representations or warranties
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Before Showing, Call Listing Agent, No Lockbox, ShowingTime
Special Sale Provisions: None
Utilities: Cable Available, Electricity Available, Electricity Connected, Public, Water Connected
Water: Public
Water Access Y/N: No
Zoning: P-D

Room Sizes

Primary Bedroom: 14x15
Bathroom 2: 15x12
Bathroom 3: 12x12
Bedroom 4: 12x12
Loft: 12x12
Dining Room: 11x12
Family Room: 19x17
Living Room: 20x8
Balcony/Porch/Lanai: 13x9
Balcony/Porch/Lanai: 13x9

Local Schools

High School: Windermere High School
Middle School: Bridgewater Middle
Elementary School: Independence Elementary

Listed By / Shown By

Listed By

Agency Name: DALTON WADE INC
Agency Contact: 888-668-8283

Shown By

Agent Name: The Sanford Group
Agent Phone: Cell: (904) 868-9651
Agency Title: Watson Realty Corp., REALTORS ®

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Estimate Your Payment

Estimated Payment

$ 4,480.84 per month $3,467.13 Principal & Interest $804.00 Property Tax $209.71 Homeowner's Insurance

Change Payment Information

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 12:00:00 AM EST) or GAMLS (last updated Mon 03/02/2026 11:14:53 PM EST) or Stellar MLS (last updated Mon 03/02/2026 11:44:09 PM EST) or SPC MLS (last updated Mon 03/02/2026 11:20:25 PM EST) or Martin MLS (last updated Mon 03/02/2026 11:38:10 PM EST) or Indian River MLS (last updated Mon 03/02/2026 11:30:22 PM EST) or Daytona MLS (last updated Mon 03/02/2026 11:36:41 PM EST) or Northeast Florida MLS (last updated Mon 03/02/2026 11:58:41 PM EST) or Beaches MLS (last updated Mon 03/02/2026 11:55:48 PM EST) or BORMLS (last updated Mon 03/02/2026 11:14:58 PM EST) or Golden Isles MLS (last updated Mon 03/02/2026 11:26:31 PM EST) or Amelia/Nassau MLS (last updated Mon 03/02/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/02/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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