Virtual TourMap

SoldSingle Family ResidenceSold

1529 Holts Grove Circle

Winter Park, FL 32789

$2,495,000

  • 4Beds
  • 6Baths4 full, 2 half
  • 4,356Sq Ft
  • $573Per Sq Ft
  • 0.37Acres
  • 2005Built
Subdivision
Windsong Lakeside Sec 02 43/71
County
Orange
MLS®
O6395062

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.

Listing Snapshot

Price
$2,495,000
Days On Site
N/A
Bedrooms
4
Inside Area (SqFt)
4,356 sqft
Total Baths
6
Full Baths
4
Partial Baths
2
Lot Size
0.37 Acres
Year Built
2005
MLS® Number
O6395062
Status
Sold
Property Tax
$21,342.45 (2025)
HOA/Condo/Coop Fees
$261.67 monthly
Sq Ft Source
Public Records

Property Details

General Features

17 items
Acres
0.37
Attached Garage
Yes
Direction Faces
North
Foundation
Slab
Garage
Yes
Garage Spaces
3
Levels
Two
Number Of Stories
2
Parking
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Side, Oversized, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Security
Security System, Security System Owned, Smoke Detector(s)
Sewer
Public Sewer
SqFt Total
6,601
Utilities
Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
Water Source
Public
Zoning
PURD

Interior Features

20 items
Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Softener, Wine Refrigerator
Cooling
Central Air, Humidity Control, Zoned
Fireplace
Yes
Fireplace Features
Family Room, Gas
Flooring
Hardwood, Tile
Furnished
Unfurnished
Heating
Central, Electric, Heat Pump, Zoned
Interior
Built-in Features, Cathedral Ceiling(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Laundry Features
Inside, Laundry Room
Spa
Yes
Window Features
Double Pane Windows, Shutters

Rooms

RoomDimensionsLevelFeatures
Bedroom 216x12Second
Bedroom 321x14Second
Bedroom 414x12Second
Bonus Room21x18Second
Den13x11First
Dining Room13x12First
Kitchen16x15FirstGranite Counters, Kitchen Island
Living Room23x16First
Master Bedroom18x15First

Exterior Features

12 items
Construction Details
Block, Stone, Stucco
Exterior
Lighting, Outdoor Grill, Outdoor Kitchen
Fencing
Fenced
Lot Features
Corner Lot, Landscaped, Level, Paved
Patio And Porch
Covered, Enclosed, Patio, Rear Porch, Screened, Side Porch
Pool Features
Gunite, Heated, In Ground, Salt Water, Tile, Private
Private Pool
Yes
Roof
Tile
Spa
Yes
Spa Features
Heated, In Ground
Waterfront Features
Lake Privileges
Windows/Doors
Double Pane Windows, Shutters

Community Features

8 items
Association Amenities
Playground, Pool
Association Fee
$785.0
Association Fee Frequency
Quarterly
Community Features
Playground, Pool, Sidewalks
MLS Area
32789 - Winter Park
Township
22
Financing Terms Available
Cash, Conventional
Roads
Asphalt, Paved

Location

1529 Holts Grove Circle, Winter Park, FL 32789 · 32789 - Winter Park

Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $2,699,000

Friends & Family

Similar Homes

For sale in Winter Park, single family residence, within 20% of this price.

Listing courtesy of KGV REALTY GROUP (407) 417-7206

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-14 10:38 PM EST

Powered by Showcase IDX, a Constellation1 company

We use cookies to improve your experience and our marketing. Privacy Policy