1529 Holts Grove CircleWinter Park, FL 32789Price: $2,699,000

  • Price: $2,699,000
  • Est. Mortgage of $/month
  • 89 Days on Market
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
Pending
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  • 4Bedrooms
  • 0.37Acreage
  • 6Bathrooms
  • 2005Year Built
Under contract-accepting backup offers. 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 Courtesy of KGV REALTY GROUP

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More Info

Location Information

  • Road Frontage DescriptionAsphalt, Paved

School Information

  • Elementary SchoolBrookshire Elem
  • High SchoolWinter Park High
  • Junior HighGlenridge Middle

Parking

  • Parking Features
    • Circular Driveway
    • Driveway
    • Electric Vehicle Charging Station(s)
    • Garage Door Opener
    • Garage Faces Side
    • Oversized

Location

  • Address1529 Holts Grove Circle
  • AreaWinter Park
  • CountyOrange
  • Exterior Features
    • French Doors
    • Hurricane Shutters
    • Lighting
    • Outdoor Grill
    • Outdoor Kitchen
    • Sidewalk
  • StateFL
  • SubdivisionWindsong Lakeside Sec 02 43/71
  • TownWinter Park
  • Township 22
  • Zip32789

Property Information

  • Acreage0.37
  • Attached Garage YN Yes
  • Building Area Total 6,601
  • BuildingAreaUnitsSquare Feet
  • Fencing Fenced
  • LivingAreaUnitsSquare Feet
  • Lot DescriptionCorner Lot, Landscaped, Level, Sidewalk, Paved
  • Lot Size Square Feet 16,079
  • MFR Garage Dimensions 30X10
  • MFR Living Area Meters 404
  • MFR Lot Size Square Meters 1494
  • MFR Total Acreage 1/4 to less than 1/2
  • MFR Water Extras Boat Port, Fishing Pier
  • Square Feet4,356

Other

  • Building Area Source Public Records
  • Date Listed04/01/2026
  • MFR Additional Lease Restrictions Buyer to verify any lease restrictions with the HOA and City.
  • MFR Exist Lse Tenant YN No
  • MFR Flood Zone Code X
  • MFR Flood Zone Date 2009-09-25
  • MFR Minimum Lease 8-12 Months
  • Status Change Timestamp2026-06-16T02:29:16
  • Usm Previous StatusActive
  • Vegetation Mature Landscaping, Oak Trees, Trees/Landscaped
  • View Count2

Basic Information

  • List Price$2,699,000
  • ListingContractDate2026-04-01
  • MLS NumberO6395062
  • Mls Status Pending
  • OriginalListPrice2850000
  • PostalCodePlus45114
  • PublicSurveyRange30
  • StatusPEN

Rooms

  • Bedrooms4
  • Full Bath4
  • Half Baths2
  • MFR Additional Rooms Bonus Room, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility, Loft, Media Room

Property

  • ZoningPURD

Interior

  • Flooring Hardwood, Tile
  • Furnished Unfurnished

Utilities

  • Cooling Central Air, Humidity Control, Zoned
  • Heating Central, Electric, Heat Pump, Zoned
  • Laundry Features Inside, Laundry Room
  • Sewer Public Sewer
  • Utilities
    • Cable Available
    • Cable Connected
    • Electricity Connected
    • Natural Gas Connected
    • Sewer Connected
    • Sprinkler Meter
    • Water Connected
  • Water Source Public

Amenities

  • Appliances IncludedBar Fridge, Dishwasher, Disposal, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Water Softener, Wine Refrigerator
  • Association Amenities Playground, Pool
  • Association Fee Includes Pool, Recreational Facilities
  • Association YN Yes
  • Community Features
    • Association Recreation - Owned
    • Deed Restrictions
    • Golf Carts OK
    • Playground
    • Pool
    • Sidewalks
    • Special Community Restrictions
  • MFR Amenities Additional Fees Boat owned by HOA can be rental daily for an additional charge.
  • MFR Pet Restrictions Buyer to verify any pet restrictions with the HOA and City.
  • Other AmenitiesFireplace, Pool, Lakefront
  • Other Equipment Irrigation Equipment
  • PetsYes
  • Pool Features
    • Child Safety Fence
    • Gunite
    • Heated
    • In Ground
    • Lighting
    • Salt Water
    • Tile
  • Security Features Security System, Security System Owned, Smoke Detector(s)
  • Spa Features Heated, In Ground

Tax Information

  • Association Fee $785
  • Association Fee Frequency Quarterly
  • Fees$3,140
  • MFR Association Fee Requirement Required
  • Monthly HOA Amount $261
  • Tax Year 2025
  • Taxes$21,342
  • Total Monthly Fees $261

Basic Information

  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • Virtual TourView Tour

Building

  • Bathroom6
  • Construction Materials Block, Stone, Stucco
  • FireplaceFamily Room, Gas
  • Fireplace YN Yes
  • Foundation Details Slab
  • GarageYes
  • Garage Spaces3
  • Levels Two
  • Patio And Porch Features
    • Covered
    • Enclosed
    • Patio
    • Rear Porch
    • Screened
    • Side Porch
  • RoofTile
  • Rooms9
  • Stories2
  • Window Features Double Pane Windows, Shutters
  • Year Built2005

Water Body

  • MFR Additional Water Information 3 Boat Docks in the Windsong Community. Boat owned by HOA can be rented for a daily charge.
  • MFR Water Access YN Yes
  • Pool Private YN Yes
  • Water AccessLake
  • Water ViewNo
Fusilier Realty Group
Fusilier Realty Group
Office: 407-281-8455
10016 Wellness Way
Orlando, FL 32832

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 28, 2026 11:32 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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