1529 Holts Grove Circle Winter Park, FL 32789
For Sale MLS# O6395062
4 beds 6 baths 4,356 sq ft Single Family
Details for 1529 Holts Grove Circle
MLS# O6395062
Description for 1529 Holts Grove Circle, Winter Park, FL, 32789
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 Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 6
Lot Size: 0.37 Acres
Square Feet: 4,356 sq ft
Year Built: 2005
Garage: Yes
Stories: 2 Story
Construction: Block,Stone,Stucco
Subdivision: Windsong Lakeside Sec 02 43/71
Foundation: Slab
County: Orange
School Information
Elementary: Brookshire Elem
Middle: Glenridge Middle
High: Winter Park High
Room Information
Main Floor
Primary Bedroom: 15x18
Den: 11x13
Dining Room: 12x13
Living Room: 16x23
Kitchen: 15x16
Upper Floor
Bonus Room: 18x21
Bedroom 4: 12x14
Bedroom 3: 14x21
Bedroom 2: 12x16
Bathrooms
Full Baths: 4
1/2 Baths: 2
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Bar Fridge, Wine Refrigerator, Ice Maker, Range Hood, Water Softener, Tankless Water Heater, Gas Water Heater, Range, Refrigerator, Microwave, Dishwasher, Disposal
Flooring: Engineered Hardwood,Porcelain Tile,Tile
Doors/Windows: Double Pane Windows, Shutters
Fireplaces: Gas, Family Room
Additional Interior Features: Kitchen/Family Room Combo, Crown Molding, Coffered Ceiling(s), Open Floorplan, Wood Cabinets, Solid Surface Counters, Stone Counters, Loft, Walk-In Closet(s), Tray Ceiling(s), Built-in Features, Cathedral Ceiling(s), Split Bedrooms, Main Level Primary, Separate/Formal Dining Room, High Ceilings, Living/Dining Room, Vaulted Ceiling(s), Wet Bar, Eat-In Kitchen, Ceiling Fan(s)
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Cable Connected,Electricity Connected,Natural Gas Connected,Sewer Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air, Zoned, Humidity Control
Heating: Zoned, Central, Heat Pump, Electric
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Garage, Garage Door Opener, driveway, Circular Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Oversized
Roof: Tile
Pool: Gunite, In Ground, Community, Salt Water, Other, Association, Heated, Tile
Fencing: fenced
Additional Exterior/Lot Features: Outdoor Grill, Sprinkler/Irrigation, Outdoor Kitchen, Lighting, Storm/Security Shutters, French Patio Doors, Rear Porch, Side Porch, Enclosed, Screened, Covered, Patio, Corner Lot, Flat, Level, Landscaped
Waterfront Details
Water Front Features: Lake Privileges
Community Features
Community Features: Pool, Sidewalks, Lake, Playground, Dock, Gated, Fishing, Golf Carts OK, Recreation Area, Water Access
Security Features: Security System, Security System Owned, Smoke Detector(s), Gated Community
Association Amenities: Playground, Pool
HOA Dues Include: Recreation Facilities, Pool(s)
Homeowners Association: Yes
HOA Dues: $785 / Quarterly
Driving 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 08-22-30-9363-00-190
Tax Amount: 21342.45
Tax Year: 2025
A broker reciprocity listing courtesy: KGV REALTY GROUP
Based on information provided by Stellar MLS as distributed by the MLS GRID. Information from the Internet Data Exchange is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 1529 Holts Grove Circle
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1529 Holts Grove Circle
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.