$2,495,000
$2,699,000
7.6%For more information regarding the value of a property, please contact us for a free consultation.
1529 HOLTS GROVE CIR Winter Park, FL 32789
4 Beds
6 Baths
4,356 SqFt
Key Details
Sold Price $2,495,000
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Sold
Purchase Type For Sale
Square Footage 4,356 sqft
Price per Sqft $572
Subdivision Windsong Lakeside Sec 02 43/71
MLS Listing ID O6395062
Sold Date 08/14/26
Bedrooms 4
Full Baths 4
Half Baths 2
HOA Fees $261/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
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.
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, 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
View Y/N No
Water Access Yes
Water Access Desc Lake
Roof Type Tile
Porch Covered, Enclosed, Patio, Rear Porch, Screened, Side Porch
Attached Garage true
Exposure North
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
Read Less
Want to know what your home might be worth? Contact us for a FREE valuation!

Our team is ready to help you sell your home for the highest possible price ASAP

© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Bought with Rikhil Amin FANNIE HILLMAN & ASSOCIATES

