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Virtually Staged. Some homes are updated. Other are completely reimagined. Welcome to an extraordinary lakefront retreat in the highly sought-after golf cart district of historic Downtown Winter Garden where an extensive, designer-led transformation has brought fresh style, thoughtful functionality and an entirely new feel to this exceptional property. Offering 5 bedrooms, 4.5 bathrooms, a dedicated office, and a theater/loft area, this home delivers the space and flexibility to fit the way you live. The interior has been gutted and beautifully redesigned with light, bright airy living spaces and curated finishes that make an impression from the moment you walk through the door. The stunning kitchen is a true centerpiece: open, inviting and designed to bring everyone together, whether it's a relaxed weeknight dinner or a house full of guests. Beautifully renovated bathrooms carry the designer aesthetic throughout, creating a cohesive balance of comfort and sophistication. Every gathering space feels connected, yet the layout still provides plenty of places to find a little privacy. Two primary suites give this floor plan rare versatility for multigenerational living, visiting family or simply having room to spread out. The first-floor primary suite offers privacy and convenience, while the upstairs primary retreat features its own balcony overlooking the lake. Imagine starting the day with coffee and a waterfront views or watching the sunset from your private escape. the upstairs suite also has its own laundry and a separate custom laundry room with double washers and dryers keeps busy households running smoothly. Outside is where this home truly becomes a lifestyle. Your private waterfront setting features a swimming pool, poolside cabana, boathouse, dock and direct access to the lake. Spend your afternoons boating or fishing, host unforgettable gatherings by the pool and end the day relaxing by the water. Newly added electric service at the dock adds convenience for evenings spent enjoying the lakefront atmosphere. Whether you love being on the water or simply love looking out over it, the outdoor spaces invite you to slow down and enjoy where you live. There's room here for quiet mornings, lively weekends, and all the moments in between. The improvements extend well beyond the finishes. An upgraded 400-amp electrical service supports modern living, while the whole-home generator and solar panels offer added practicality and peace of mind. This thoughtful combination of beauty and meaningful infrastructure upgrades makes the renovation as functional as it is striking. And the location? It's one of Winter Garden's most loved. Hop in the golf cart and head downtown, then come home to your own peaceful lakefront haven. Few settings offer this kind of everyday convenience while still feeling like a private getaway. Extensively transformed, exceptionally located and ready for its next chapter, this is a rare chance to have the designer finished home you've been dreaming of without giving up the waterfront lifestyle that makes Winter Garden so special. From mornings on the balcony to evenings on the dock, every day here offers another reason to stay a little longer.
Property Details
Price: $2,249,999
Sq Ft: 4,176
($539 per
sqft)
Bedrooms: 5
Bathrooms: 4
Partial Baths: 1
City: Winter Garden
County: Orange
Type: Single Family
Development: Lake Cove Pointe
Subdivision: Lake Cove Pointe Ph 02
Acres: 0.3900
Year Built: 2015
Listing Number: O6447759
Status Code: A-Active
Taxes: $11,479.00
Tax Year: 2025
Garage:
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $91
Total Recurring Fee Frequency: 0.00
Interior Features:
Crown Molding
Dry Bar
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Primary Bedroom Main Floor
Split Bedroom
Stone Counters
Tray Ceiling(s)
Walk-In Closet(s)
Financial Information:
Taxes: $11,479.00
Tax Year: 2025
Association Fee: $1,095.00
Association Fee Frequency: Annually
Exterior Features:
Lighting
Rain Gutters
Sidewalk
Equipment:
Dishwasher
Disposal
Electric Water Heater
Exhaust Fan
Microwave
Range
Water Filtration System
View:
Water
Waterfront Description:
Lake Front
Lake Privileges
Boathouse
Deck
Seawall - Concrete
Skiing Allowed
Lake Apopka
View: Lake
School Information:
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Junior High: Lakeview Middle
High School: West Orange High
Additional Information:
MLS Area: 34787 - Winter Garden/Oakland
Total Square Footage: 5,331
Price per Square Feet: $538.79
Water: Public
Construction: Block, Stucco
Date Listed: 2026-11-05 00:00:00
Pool: Y
Pool Description: In Ground, Child Safety Fence, Deck, Gunite, Heated, Lighting, Pool Alarm, Salt Water
Private Spa: Y
Furnished: Unfurnished
Parking: Driveway, Ground Level
Garage Description: Y
Attached Garage: Y
Flooring: Carpet, Ceramic Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Laundry: Inside, Laundry Room
Pets: Yes
Sewer: Public Sewer
Lot Desc.: Historic District, Landscaped, Level, Paved
Parcel ID: 15-22-27-4430-0
Map of 557 Lake Cove Pointe Circle, Winter Garden, FL 34787
Listing Courtesy Of: Homevest Realty
erica@ericadiazteam.com