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1529 HOLTS GROVE CIRCLE

House For Sale
$2,699,000

BTC: 43.67313916

ETH: 1,545.81901489

-$151K (2026/05/18)
64 days
4 bds
4 ba
4,356 sqft

Overview

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

Details

Type:
Residential
Parking:
Circular Driveway / Driveway / Electric Vehicle Charging Station(s) / Garage Door Opener / Garage Faces Side / Oversized
Year Built:
2005
Lot:
0.37 Acres
Heating:
Central / Electric / Heat Pump / Zoned
Price/sqft:
$620
Cooling:
Central Air / Humidity Control / Zoned
HOA:
$785

Valuation

Our model vs. what's actually selling nearby.
Estimate
$1,895,000
$933K – $2.5M
Confidence Low
List vs. estimate
$804K above estimate
List $2,699,000 · +42.4%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$619
+34.2% vs. city median $461
Based on
7 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$21,342
2025
HOA
$785/qtr
Community Pool, Pool Maintenance, Recreational Facilities
Pool
Child Safety Fence
Garage
3 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Engineered Hardwood

    • Porcelain Tile

    • Tile

    Heating

    • Central

    • Electric

    • Heat Pump

    • Zoned

    Cooling

    • Central Air

    • Humidity Control

    • Zoned

    Appliances

    • Bar Fridge

    • Dishwasher

    • Disposal

    • Gas Water Heater

    • Ice Maker

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Tankless Water Heater

    • Water Softener

    • Wine Refrigerator

    Other 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

    Bedrooms and bathrooms

    • Bedrooms: 4

    • Bathrooms: 2

    • Full bathrooms: 4

  • Parking

    • Circular Driveway

    • Driveway

    • Electric Vehicle Charging Station(s)

    • Garage Door Opener

    • Garage Faces Side

    • Oversized

    Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: French Doors / Hurricane Shutters / Irrigation System / Lighting / Outdoor Grill / Outdoor Kitchen / Sidewalk

    Lot

    • Lot: 0.37 Acres

    Other Property Information

    • Parcel Number: 082230936300190

    • Zoning: PURD

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Cable Connected

    • Electricity Connected

    • Natural Gas Connected

    • Sewer Connected

    • Sprinkler Meter

    • Water Connected

  • Other financial information

    • HOA: $785

    • HOA Frequency: Quarterly

    • Annual tax amount: $21,342

  • Source details

    • MLS ID: O6395062

    Other facts

    • Construction Materials: Block / Stone / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Family Room / Gas

    • Laundry Features: Inside / Laundry Room

    • Lot Features: Corner Lot / Landscaped / Level / Sidewalk

    • Patio And Porch Features: Covered / Enclosed / Patio / Rear Porch / Screened / Side Porch

    • Pool Features: Child Safety Fence / Gunite / Heated / In Ground / Lighting / Salt Water / Tile

    • Window Features: Double Pane Windows / Shutters

    • Direction Faces: North

    • Fireplace: Yes

    • Garage Spaces: 3

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 4356

    • Water Source: Public

    • Subdivision Name: WINDSONG LAKESIDE SEC 02 43/71

Private inquiry
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The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: KGV REALTY GROUP