Home in 1529 Holts Grove Cir Winter Park for sale with MLS# O6395062
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.
1529 Holts Grove Cir, Winter Park, FL 32789
- Price:
- $2,850,000.00
- Original List Price:
- $2,850,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $654.27
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6395062
- Bedrooms:
- 4
- Bathrooms Total:
- 6
- Full Bath:
- 4
- Half Bath:
- 2
- Additional Rooms:
- Den/library/office, Inside Utility, Loft, Bonus Room, Media Room, Family Room, Formal Dining Room Separate, Breakfast Room Separate
- Living Area:
- 4,356 Sqft
- Built-Up Area:
- 6,601 Sqft
- Lot Area:
- 16,079 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Corner Lot, Paved, Level, Sidewalk, Landscaped
- Lot Size Acres:
- 0.37
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Gunite, Heated, In Ground, Salt Water, Child Safety Fence, Lighting, Tile
- Spa
- Spa Features:
- Heated, In Ground
- Security:
- Smoke Detector(s), Security System, Security System Owned
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Disposal, Microwave, Refrigerator, Gas Water Heater, Ice Maker, Water Softener, Range, Range Hood, Tankless Water Heater, Wine Refrigerator, Bar Fridge
- Interior:
- Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Built-in Features, Wet Bar, Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Solid Surface Counters, Solid Wood Cabinets, Crown Molding, Tray Ceiling(s), Pest Guard System, Coffered Ceiling(s), Primary Bedroom Main Floor
- Exterior:
- Lighting, Outdoor Grill, Sidewalk, French Doors, Hurricane Shutters, Outdoor Kitchen
- Patio and Porch:
- Patio, Screened, Covered, Rear Porch, Enclosed, Side Porch
- Windows:
- Double Pane Windows, Shutters
- Laundry:
- Inside, Laundry Room
- Fireplace
- Fireplace:
- Gas, Family Room
- Air Conditioning System:
- Zoned, Central Air, Humidity Control
- Heating System:
- Central, Electric, Zoned, Heat Pump
- Fence:
- Fenced
- Vegetation and Trees:
- Trees/landscaped, Mature Landscaping, Oak Trees
- Property Entrance Faces:
- North
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake
- Water Extras
- Water Extra Details:
- Fishing Pier, Boat Port
- Year Built:
- 2005
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Block, Stucco, Stone
- Flooring:
- Tile, Hardwood
- Number of stories:
- 2
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $21,342.45
- Tax Year:
- 2025
- Association Fee:
- $785.00
- Association Fee Frequency:
- Quarterly
- Total Annual Fees:
- $3,140.00
- Total Monthly Fees:
- $261.67
- Garage
- Garage Spaces:
- 3
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Circular Driveway, Electric Vehicle Charging Station(s), Oversized, Garage Faces Side
- Garage Dimensions:
- 30X10
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected, Cable Connected, Sprinkler Meter
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?
- Amenities Provided by the Homeowner's Association (HOA):
- Pool, Playground
- Subdivision Name:
- WINDSONG LAKESIDE SEC 02 43/71
- Community Features:
- Sidewalks, Pool, Playground, Association Recreation - Owned, Deed Restrictions, Golf Carts Ok, Special Community Restrictions, Gated Community - No Guard
- Association Fee Includes:
- Pool, Recreational Facilities
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Leland Management/Greg Ashworth
- Association Phone:
- 407-781-1836
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- WINDSONG - LAKESIDE SECTION 2 43/71 LOT19
- Real Estate Folio Number (Parcel Number):
- 08-22-30-9363-00-190
- Zoning:
- PURD
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Annabel C. Perry Pk-8
- High School:
- Winter Park High
- Middle Or Junior School:
- Glenridge Middle
- Originally published on:
- April 1, 2026 2:13 pm
- Active on the market since:
- April 1, 2026
- Listing Agreement executed on:
- April 1, 2026
- Listing Status Last Changed On:
- April 1, 2026 2:13 pm
- Photos updated on:
- April 1, 2026 2:15 pm
- Last Modified:
- April 9, 2026 8:25 pm
- Courtesy of:
- KGV REALTY GROUP
- Attribution:
- 407-474-0844
- Road Surface Type:
- Paved, Asphalt
- Street Name:
- HOLTS GROVE
- Street Number:
- 1529
- City:
- WINTER PARK
- State:
- Florida
- Zip Code:
- 32789
- County:
- Orange
- Latitude:
- N28° 35' 41.5''
- Longitude:
- W82° 40' 3.9''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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