Virtual Tour

1529 HOLTS GROVE CIR Winter Park, FL 32789 Open Fri 4PM-6PM

UPDATED: 04/02/2026 12:58 AM ON MARKET: 1 days on market

$2,850,000

4 Beds6 Baths4,356 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,356 sqft

Price per Sqft $654

Subdivision Windsong Lakeside Sec 02 43/71

MLS Listing ID O6395062

Bedrooms 4

Full Baths 4

Half Baths 2

HOA Fees $785/qua

HOA Y/N Yes

Annual Recurring Fee 3140.0

Year Built 2005

Annual Tax Amount $21,342

Lot Size 0.370 Acres

Acres 0.37

Property Sub-Type Single Family Residence

Source Stellar MLS

Location

State FL

County Orange

Community Windsong Lakeside Sec 02 43/71

Area 32789 - Winter Park

Zoning PURD

Rooms

Other Rooms Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Inside Utility,Loft,Media Room

Interior

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

Heating Central,Electric,Heat Pump,Zoned

Cooling Central Air,Humidity Control,Zoned

Flooring Hardwood,Tile

Fireplaces Type Family Room,Gas

Furnishings Unfurnished

Fireplace true

Appliance Bar Fridge,Dishwasher,Disposal,Gas Water Heater,Ice Maker,Microwave,Range,Range Hood,Refrigerator,Tankless Water Heater,Water Softener,Wine Refrigerator

Laundry Inside,Laundry Room

Exterior

Exterior Feature French Doors,Hurricane Shutters,Lighting,Outdoor Grill,Outdoor Kitchen,Sidewalk

Parking Features Circular Driveway,Driveway,Electric Vehicle Charging Station(s),Garage Door Opener,Garage Faces Side,Oversized

Garage Spaces 3.0

Fence Fenced

Pool Child Safety Fence,Gunite,Heated,In Ground,Lighting,Salt Water,Tile

Community Features Association Recreation - Owned,Deed Restrictions,Gated Community - No Guard,Golf Carts OK,Playground,Pool,Sidewalks,Special Community Restrictions

Utilities Available Cable Available,Cable Connected,Electricity Connected,Natural Gas Connected,Sewer Connected,Sprinkler Meter,Water Connected

Amenities Available Playground,Pool

Water Access Yes

Water Access Desc Lake

Roof Type Tile

Porch Covered,Enclosed,Patio,Rear Porch,Screened,Side Porch

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Corner Lot,Landscaped,Level,Sidewalk,Paved

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 1/4 to less than 1/2

Sewer Public Sewer

Water Public

Structure Type Block,Stone,Stucco

New Construction false

Schools

Elementary Schools Brookshire Elem

Middle Schools Glenridge Middle

High Schools Winter Park High

Others

Pets Allowed Yes

HOA Fee Include Pool,Recreational Facilities

Senior Community No

Ownership Fee Simple

Monthly Total Fees $261

Acceptable Financing Cash,Conventional

Membership Fee Required Required

Listing Terms Cash,Conventional

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6395062

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.