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1529 HOLTS GROVE CIRCLE, Winter Park, FL 32789 (Sold on )

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  • Price Reduced$55,000
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 $2,795,000

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  • 4 BedBeds
  • 6 BathBaths
  • 4,356 SqFtSqFt
  • TypeResidential
  • Active
  • MLS# O6395062

Virtual Tour

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Property Description

Tucked within the prestigious enclave of Windsong Lakeside in Winter Park, this extraordinary estate is a masterclass in refined living—where thoughtful design, cutting-edge technology, and timeless elegance converge. From the moment you arrive, the circular drive and stately presence set a tone of quiet grandeur. Step inside, and the home unfolds with an effortless sense of scale, defined by soaring vaulted ceilings and an abundance of natural light filtering through custom windows. Every detail has been meticulously curated—from the rich new flooring installed in 2025 to the soft glow of Currey & Co. lighting that adds warmth and sophistication to each space. Designed for both comfort and control, the residence is fully integrated with a wireless home automation system, allowing seamless management of lighting, climate, security, and more. Three A/C units ensure optimal comfort, while a new tankless water heater, water softener, and whole-home surround sound system elevate everyday living. A comprehensive security camera system and ADT Home Control provide peace of mind with modern convenience. Each of the four bedrooms is a private sanctuary, complete with its own en-suite bath, offering an elevated sense of privacy for residents and guests alike. The primary suite is a retreat unto itself, featuring custom built-in storage and electric storm shutters with blackout capability. The spa-inspired primary bath showcases a dual Grohe shower system, thermostatic auto tub filler and integrated TV - creating an environment of indulgence and serenity. At the heart of the home lies a newly renovated (2025) chef’s kitchen—an exquisite blend of form and function. Outfitted with premier appliances including a Wolf six-burner gas range, Sub-Zero refrigerator, Monogram built-in microwave, and dual dishwashers, the space is designed for both intimate meals and grand entertaining. Custom cabinetry with integrated lift features, dual sinks, filtered water dispenser, and elegant stone countertops complete this culinary haven. The living room invites relaxation with its newly renovated gas fireplace (2025), while a dedicated office offers bespoke built-in cabinetry with marble surfaces and glass shelving—ideal for sophisticated work-from-home living. Upstairs, the home transforms into an entertainment destination, complete with a projector theatre setup, wet bar, additional powder bath, and extensive storage. A dedicated A/V closet and the potential for an upstairs laundry add both function and flexibility. Outdoors, a private resort-style oasis awaits. The backyard has been completely reimagined, featuring lush turf, a sun deck platform, and even an in-ground trampoline—blending luxury with playfulness. The saltwater pool and spa, enhanced with upgraded LED lighting and a new heater (2025), were fully refinished and redesigned in 2021 to create a serene and visually stunning escape. A fully equipped summer kitchen—complete with a built-in gas grill, dual burners, refrigerator, and screened enclosure—sets the stage for unforgettable gatherings under the Florida sky. The three-car garage is equally impressive, featuring a Wallbox Level 2 electric vehicle charger (2023), seamlessly blending luxury with modern sustainability. This is more than a home—it is a statement of lifestyle, craftsmanship, and elevated living in one of Central Florida’s most sought-after lakefront communities.

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Property Details 1529 HOLTS GROVE CIRCLE, WINTER PARK, FL 32789

Facts & Features

  • MLS #: O6395062
  • Status: Active
  • Type: Residential
  • SubType: Single Family Residence
  • Year Built: 2005
  • Price: $2,795,000
  • Acres: 0.37
  • Area: 32789 - Winter Park
  • County: Orange
  • Bedrooms: 4
  • Bathrooms: 6
  • Full Baths: 4
  • Half Baths: 2
  • Total SqFt: 4,356

Amenities

  • Amenities: Playground, Pool
  • Parking: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Oversized
  • Garage Spaces: 3
  • EV Charging: 1
  • Gated Community: Yes
  • Waterfront: No
  • Pool: Yes
  • Pool Type: Child Safety Fence, Gunite, Heated, In Ground, Lighting, Salt Water, Tile
  • Spa: Yes
  • Spa Type: Heated, In Ground
  • Pets: Yes

Interior Features

  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Pest Guard System, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Flooring: Hardwood, Tile
  • Utilities: Cable Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Water Connected
  • Heating: Central, Electric, Heat Pump, Zoned
  • Cooling: Central Air, Humidity Control, Zoned
  • # of Stories: 2

Exterior Features

  • Exterior Features: French Doors, Hurricane Shutters, Lighting, Outdoor Grill, Outdoor Kitchen, Sidewalk
  • Lot Description: Corner Lot, Landscaped, Level, Sidewalk, Paved
  • Windows: Double Pane Windows, Shutters
  • Roof: Tile
  • Construction: Block, Stone, Stucco

Schools

  • Elementary: Brookshire Elem
  • Middle: Glenridge Middle
  • High: Winter Park High

Additional Information

  • List Date: 04/01/2026
  • Zoning: PURD

Tax Information

  • Tax Amount: $21,342
  • Tax Year: 2025

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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