


$3,195,000
1825 Whitehall DriveWinter Park, FL 32789
Listing updated: October 21, 2026 at 4:53 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed natural stone, a stately brick entry, and striking black-framed windows define its European-inspired architecture in Winter Park’s coveted Kenilworth Shores. Brand-new and awaiting its first owner, this expansive custom residence offers over 4,300 square feet of timeless character and bespoke craftsmanship. Inside, natural light moves across wide-plank engineered white oak floors. Grand entertaining spaces meet intimate rooms, rich in architectural elegance. Architectural symmetry defines the great room, where a soaring fluted terrazzo fireplace is framed by custom walnut cabinetry and brass picture lights. Expansive glass opens to the lanai, while a sitting room features a custom bar with brass mesh cabinetry, illuminated shelving, glazed tile, and wine refrigeration. The kitchen is a masterpiece, and you'll know it the moment you walk in. A Taj Mahal quartzite island commands the room, framed by floor-to-ceiling bespoke cabinetry, illuminated reeded glass, and a sculptural fluted hood. Sweeping waterfall edges meet a custom fluted wood base. A 48-inch Thermador gas range, double ovens, and separate refrigerator and freezer columns complete the kitchen. Beyond, a windowed butler’s pantry offers quartzite countertops, illuminated shelving, and beverage refrigeration. Opening to the pool, the dining room invites memorable dinners that linger long after the last guest should have left. And then there's the first-floor primary suite—where luxury becomes personal. Vaulted ceilings with stained oak beams bring warmth and architectural character, while the bathroom is a destination in itself. Brass-inlaid marble floors, lilac-veined stone, a quartzite double vanity, and makeup station introduce a spectacular wet room with four rainfall showerheads, two handheld showers, and a sculptural fluted soaking tub. An oversized, fully customized walk-in closet features built-in cabinetry and elegant glass-front displays. Just off the foyer, the library is a room you'll fall in love with. Color-drenched walls, a stained oak-plank ceiling, custom built-ins, and brass-lit shelving create an intimate retreat, enclosed in glass with doors to a secluded side patio. The mudroom, plum-cabinetry laundry, and plaster-inspired powder bath complete the level. Upstairs, a light-filled loft opens to an uncovered terrace with checkerboard stone flooring, made for sunset conversations beneath the stars. Three bedrooms each feature an en-suite bath and custom closet. A jewel-box powder bath and vaulted bonus room, ideal for a cinema or game lounge, complete the level. Outside, a covered lanai with stained tongue-and-groove ceiling features a summer kitchen in whitewashed brick, fluted cabinetry, and leathered granite. French-pattern Talya leathered stone frames the PebbleTec pool, tanning ledge, inset spa, and calming waterfall—a setting made for sunlit afternoons, entertaining, and memorable evenings. Custom-built by Structure Redevelopment, LLC, this residence reflects a passion for distinctive architecture, superior craftsmanship, and uncompromising detail. Among Kenilworth Shores' distinguished residences and lakefront estates, it places you moments from Park Avenue’s restaurants, boutiques, and cafés, Rollins College, and the Chain of Lakes. Here, neighborhood tranquility meets the charm of Winter Park living. Schedule your private showing today.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveOct 21, 2026
- Listed$3,195,000Oct 21, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Kenilworth Shores Sec 06
- County
- Orange
- Year built
- 2026
- Living area
- 4,311 sq ft
- Price/sq ft
- $741
- Building area
- 5,782 sq ft (Builder)
- Lot size
- 11,631 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0255F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $11,169 (2025)
- Parcel #
- 08-22-30-4133-05-150
- Zoning
- R-1A
- MLS #
- O6450811
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 4
- Half bathrooms
- 2
- Flooring
- Hardwood
- Appliances
- Dishwasher, Microwave, Range, Range Hood, Refrigerator, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Inside, Laundry Room, Sink, Washer Hookup
- Stories / Levels
- Two
- Direction faces
- South
- Fireplace
- Yes
- New construction
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- None
- Total annual fees
- None
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters
- Construction materials
- Block, Brick, Stone, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Public, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Great Room | 25x20 | |
| Living Room | 20x12 | |
| Kitchen | 14x16 | |
| Dining Room | 12x12 | |
| Primary Bedroom | 18x14 | |
| Bedroom 2 | 14x12 | |
| Bathroom 3 | 16x12 | |
| Bedroom 4 | 16x12 | |
| Game Room | 24x21 | |
| Balcony/Porch/Lanai | 26x12 |
Listing Details
- Listing date
- 2026-10-20
- On market date
- 2026-10-21
- Original list price
- $3,195,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Osceola
- Status changed
- 2026-10-21
- Tax legal description
- KENILWORTH SHORES SECTION SIX V/111 LOT15 & W 5 FT LOT 16 BLK E
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Park Avenue near Rollins College, head east on Fairbanks Avenue, continuing onto Aloma Avenue. Turn right onto Lakemont Avenue, then right onto Whitehall Drive. Property will be on the right at 1825 Whitehall Drive.
Property sale history
Public records1825 WHITEHALL DR, Winter Park 32789
- Mar 2025$795,000
4,311 sq ft · Built 1958 · 0.2670 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 21, 2026 at 4:53 PM ET. 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.
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