1529 HOLTS GROVE CIRCLE WINTER PARK FL 32789 MLS #O6395062

1529 HOLTS GROVE CIRCLE
WINTER PARK, FL, 32789
$2,795,000
4 Beds
5 Baths
4,356 SqFt
0.37 Acres
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MLS #O6395062 image #0
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.

Property Details

Price:
$2,795,000
MLS #:
O6395062
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDSONG LAKESIDE SEC 02 43/71
Neighborhood:
32789winterpark
Listed Date:
Apr 1, 2026
Finished Sq Ft:
4,356
Total Sq Ft:
6,601
Lot Size:
16,079 sqft / 0.37 acres (approx)
Year Built:
2005
WaterfrontLakefrontPoolPrimary Bedroom Main Floor32789 – Winter Park32789winterparkWindsong Lakeside Sec 02 43/71Brookshire ElemGlenridge MiddleWinter Park HighBuyer To Verify Any Lease Restrictions With The Hoa And City.8-12 MonthsPets Allowed

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Schools

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

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Softener, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Humidity Control, Zoned
Flooring
Engineered Hardwood, Porcelain Tile, Tile
Heating
Central, Electric, Heat Pump, Zoned
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space 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
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Association Amenities
Playground, Pool
Attached Garage YN
1
Community Features
Dock, Fishing, Lake, Water Access, Association Recreation – Owned, Deed Restrictions, Gated Community – No Guard, Golf Carts OK, Playground, Pool, Sidewalks, Special Community Restrictions
Construction Materials
Block, Stone, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
French Doors, Hurricane Shutters, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Sidewalk
Fencing
Fenced
Garage Spaces
3
Lot Features
Corner Lot, Landscaped, Level, Sidewalk
Open Parking YN
1
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Oversized
Patio And Porch Features
Covered, Enclosed, Patio, Rear Porch, Screened, Side Porch
Roof
Tile
Security Features
Security System, Security System Owned, Smoke Detector(s)
Spa Features
Heated, In Ground
Waterfront Features
Lake
Window Features
Double Pane Windows, Shutters

Financial

HOA Fee
$785
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Pool Maintenance, Recreational Facilities
HOA Name
Leland Management/Greg Ashworth
HOA Phone
407-781-1836
Tax Year
2025
Taxes
$21,342

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Apr 25, 2026
275
Single Family Listed
84
Avg DOM
486
Avg $ / SqFt
$1,457,623
Avg List Price

Property Summary

    Located in the WINDSONG LAKESIDE SEC 02 43/71 subdivision, 1529 HOLTS GROVE CIRCLE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $2,795,000 and features 4 beds, 5 baths, and has approximately 4,356 square feet of living space, and was originally constructed in 2005. The current price per square foot is $642. The average price per square foot for Single Family listings in WINTER PARK is $486. The average listing price for Single Family in WINTER PARK is $1,457,623. To schedule a showing of MLS#o6395062 at 1529 HOLTS GROVE CIRCLE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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