1529 HOLTS GROVE CIRCLE Winter Park, FL $ 2,850,000
1529 HOLTS GROVE CIRCLE
$ 2,850,000
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1529 HOLTS GROVE CIRCLE

Winter Park, FL, 32789
$ 2,850,000
Bedrooms4 Baths4.2 Sq 4,356

Monthly Estimate*

$ 17,548

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Single Family Home for sale in Winter Park, FL

for $2,850,000 with 4 bedrooms and 4 full baths, 2 half baths. This 4,356 square foot home was built in 2005 on a lot size of 0.37.

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.

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Single Family Active

Price

$ 2,850,000

Bedrooms

4

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 21,342

Style

Single Family Residence

Lot Size

0.37

Year Built

2005

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6395062

Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump Zoned
Cooling Central Air Humidity Control Zoned
Utilities Cable Available Cable Connected Electricity Connected Natural Gas Connected Sewer Connected Sprinkler Meter Water Connected
Roof Tile
Appliances Bar Fridge Dishwasher Disposal Gas Water Heater Ice Maker Microwave Range Range Hood Refrigerator Tankless Water Heater Water Softener Wine Refrigerator
Zoning PURD
HOA Fee 785
Garage Spaces 3
Association Fee Includes Community Pool Pool Maintenance Recreational Facilities
Patio/Porch Features Covered Enclosed Patio Rear Porch Screened Side Porch
Pool Features Child Safety Fence Gunite Heated In Ground Lighting Salt Water Tile
Security Features Security System Security System Owned Smoke Detector(s)
Construction Materials Block Stone Stucco
Pets Allowed Yes
Year Built 2005
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake
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
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Playground Pool
Attached Garage true
Subdivision Name WINDSONG LAKESIDE SEC 02 43/71
Facing Direction North
Garage Y/N true
Total Rooms 9
Full Baths 4
Status Active
Directions From Interstate 4 take Exit 87 for Fairbanks Avenue (State Road 426) and head east toward Winter Park. Continue on Fairbanks Avenue for approximately 2 miles then turn left onto Pennsylvania Avenue. Follow Pennsylvania Avenue as it becomes Glenridge Way then continue straight into the Windsong community. Proceed through the neighborhood then turn onto Holts Grove Circle. Continue along Holts Grove Circle and 1529 will be located on your right within the Windsong Lakeside community.
High School Winter Park High
City WINTER PARK
Association Name Leland Management/Greg Ashworth
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 16079
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Brookshire Elem
Land Lease Y/N false
Tax Annual Amount 21342.45
Middle/Junior High School Glenridge Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6395062
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 19
Legal Description WINDSONG - LAKESIDE SECTION 2 43/71 LOT19
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 261.67
Additional Rooms Bonus Room Breakfast Room Separate Den/Library/Office Family Room Formal Dining Room Separate Inside Utility Loft Media Room
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities 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
Flooring Engineered Hardwood Porcelain Tile Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room Gas
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Shutters
Fireplace Y/N true
Half Baths 2
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 6
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Exterior
Exterior Amenities French Doors Hurricane Shutters Irrigation System Lighting Outdoor Grill Outdoor Kitchen Sidewalk
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Fenced
Parking Features Circular Driveway Driveway Electric Vehicle Charging Station(s) Garage Door Opener Garage Faces Side Oversized
Lot Features Corner Lot Landscaped Level Sidewalk
Water Source Public
Lot Size Area 16079
Foundation Details Slab
Spa true
Building Area Total 6601
Lot Size Acres 0.37
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 3
Road Frontage Type Street Paved
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* Excluded Features
List By
Kgv Realty Group

Broker

kristinleahgreen@gmail.com

Email

Affordability Calculator

$19,326
Per Month
91%
9%
0%
Monthly Principal & Interest
$17,548
Monthly Property Taxes
$1,779
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
4/1/2026$2,850,000 Listed Price

Map


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1529 HOLTS GROVE CIRCLE, Winter Park, FL, 32789 is a Single Family Home for sale at $2,850,000 with 4,356 sqft and a lot size of 0.37. 1529 HOLTS GROVE CIRCLE has 4 bedrooms, 4.2 baths, and was built in 2005. The property's zip code is 32789 which is in Winter Park, FL