5966 CYPRESS HILL ROAD WINTER GARDEN FL 34787 MLS #O6376219

5966 CYPRESS HILL ROAD
WINTER GARDEN, FL, 34787
$695,000
4 Beds
3.5 Baths
2,839 SqFt
0.22 Acres
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MLS #O6376219 image #0
Price Improvement –
Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities.

Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space.

Enjoy resort-style living in Independence, including:
• Two private boat ramps with access to Lake Speer and Lake Hancock
• Two clubhouses, pools, fitness centers, and sports courts
• Internet included through Spectrum as part of the HOA
• Walking trails, parks, and frequent community events
• Internet included through Spectrum as part of the HOA


The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways.

Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan.

Note: Water softener not included but may be purchased separately.
Solar loan assumption required; details available upon request.

Property Details

Price:
$695,000
MLS #:
O6376219
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184
Neighborhood:
34787wintergardenoakland
Listed Date:
Jan 23, 2026
Finished Sq Ft:
2,839
Total Sq Ft:
2,839
Lot Size:
9,798 sqft / 0.22 acres (approx)
Year Built:
2017
WaterfrontLakefrontPoolPrimary Bedroom Main FloorCommunity Club House34787 – Winter Garden/oakland34787wintergardenoaklandSignature Lakes Ph 3b-4, 3b-5 & 3b-7 83/27 Lot 184Independence ElementaryBridgewater MiddleWindermere High SchoolBuyer And Buyer’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.7 MonthsPets Allowed

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Schools

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

Interior

Appliances
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Natural Gas
Interior Features
Ceiling Fan(s), Primary Bedroom Main Floor
Laundry Features
Laundry Room, Washer Hookup
Levels
Two

Exterior

Association Amenities
Clubhouse, Fitness Center, Park, Playground, Pool
Community Features
Boat Slip, Fishing, Lake, Private Boat Ramp, Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
Construction Materials
Stucco
Covered Spaces
3
Direction Faces
East
Exterior Features
Garden, Irrigation System
Garage Spaces
2
Roof
Shingle
Waterfront Features
Lake

Financial

HOA Fee
$195
HOA Fee Frequency
Monthly
HOA Includes
Internet
HOA Name
Tyler Parsons
HOA Phone
4076547479
Tax Year
2025
Taxes
$9,648

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of May 23, 2026
816
Single Family Listed
107
Avg DOM
282
Avg $ / SqFt
$766,943
Avg List Price

Property Summary

    Located in the SIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184 subdivision, 5966 CYPRESS HILL ROAD WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $695,000 and features 4 beds, 4 baths, and has approximately 2,839 square feet of living space, and was originally constructed in 2017. The current price per square foot is $245. The average price per square foot for Single Family listings in WINTER GARDEN is $282. The average listing price for Single Family in WINTER GARDEN is $766,943. To schedule a showing of MLS#o6376219 at 5966 CYPRESS HILL ROAD in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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broker reciprocity Courtesy of DALTON WADE INC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved.
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5966 CYPRESS HILL ROAD
WINTER GARDEN, FL