5966 CYPRESS HILL RD

Winter Garden, FL 142

Price: $719,000

4 beds | 4 baths | 2 garages
Living area: 2839 sq ft
Year built: 2017

Financial Information

Taxes: $9,648 (2025)
Total Monthly Assoc. Fees: $195
CDD: No

Subdivision Name: SIGNATURE LAKES PH 3B-4, 3B-5 & 3B-7 83/27 LOT 184
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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.

Land, Site, and Tax Information

Legal description: SIGNATURE LAKES PHASE 3B-4, 3B-5 AND 3B-7 83/27 LOT 1843
Parcel ID: 162327813501843
Lot size: 0.23 acres
Zoning: P-D
Front exposure: East
Water access: No-
Water name:

Interior Information

Utilities: Cable Available, Electricity Available, Electricity Connected, Public, Solar, Water Connected
Flooring covering: ,
A/C: Central Air
Heat/Fuel: Central, Natural Gas
Water: Public
Sewer: Public Sewer
Room type Dimensions Level Length Width
Bathroom 2 15x12 Second 12 15
Bathroom 3 12x12 Second 12 12
Loft 12x12 Second 12 12
Primary Bedroom 14x15 First 15 14
Dining Room 11x12 First 12 11
Bedroom 4 12x12 Second 12 12
Family Room 19x17 First 17 19
Balcony/Porch/Lanai 13x9 First 9 13
Living Room 20x8 First 8 20
Balcony/Porch/Lanai 13x9 First
Primary Bathroom First
Kitchen First

Exterior Information

Ext construction:
Roof:
Foundation:
Architectural style:
Ext features: Garden, Irrigation System
Patio And Porch Features:
Private pool: No
Pool features:

Community Information

Association: Yes
HOA fee: $195
HOA fee frequency: Monthly
Fee includes: Internet
Community features: Boat Slip, Fishing, Lake, Private Boat Ramp, Clubhouse, Dog Park, Fitness Center, Park, Playground, Pool, Sidewalks
Association amenities: Clubhouse, Fitness Center, Park, Playground, Pool
Elementary school: Independence Elementary
Middle school: Bridgewater Middle
High school: Windermere High School

Open House History

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