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Welcome to 1760 Alabama Drive, a striking mid-century residence where architectural character, thoughtful modernization, and exceptional livability come together in one of Winter Park's most desirable neighborhoods. Spanning 2,841 square feet, this distinctive home celebrates authentic mid-century design with clean lines, intentional geometry, and expansive walls of glass that bring the outdoors in. Natural light pours through oversized windows throughout the home, while dramatic 20 foot hedges on both sides create a rare sense of privacy. The result is a space that feels bright, open, and connected to nature while remaining remarkably secluded. At the heart of the home is an extraordinary chef's kitchen designed for people who truly love to cook. Completely custom cabinetry is paired with restaurant-quality appliances to create a culinary workspace that rivals professional kitchens. This is not decorative luxury, it is functional craftsmanship. Every detail has been considered to support both serious cooking and effortless entertaining, with the kitchen flowing naturally into the home's main living areas and gathering spaces. The home offers four bedrooms and two and a half baths, including an impressively scaled primary suite that serves as a private retreat within the home. One of the most memorable spaces is the massive great room anchored by a functional fireplace. Currently styled as a study and office, the room offers incredible flexibility and architectural presence, equally suited as a dramatic living room or central gathering space. Outdoor living is just as compelling. The backyard is designed for entertaining at scale, centered around a fully realized outdoor gourmet kitchen and generous gathering area built for long dinners, celebrations, and relaxed evenings under the Florida sky. The lot still offers ample room for a future pool without compromising the integrity of the entertaining space, a rare balance of finished outdoor living and future opportunity. A private rear driveway and two car garage provide convenience and privacy rarely found in this part of Winter Park. And then there is the location. 1760 Alabama Drive sits within Winter Park's coveted Golden Triangle, known locally as The Vias, just steps from Kraft Azalea Park and moments from the Chain of Lakes lifestyle. Tree lined streets, lakefront sunsets, and one of the area's most respected racquet clubs are all part of the daily rhythm here. In a market where location ultimately drives long term value, this address delivers something rare: architectural distinction, extraordinary privacy, and immediate access to some of Winter Park's most treasured spaces. This address is not just a location, it's a strategic position.
| DAYS ON MARKET | 21 | LAST UPDATED | 3/20/2026 |
|---|---|---|---|
| TRACT | J KRONENBERGER SUB | YEAR BUILT | 1971 |
| COMMUNITY | 32789 - Winter Park | GARAGE SPACES | 2.0 |
| COUNTY | Orange | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Lakemont Elem |
|---|---|
| Jr. High School | Maitland Middle |
| High School | Winter Park High |
| PRICE HISTORY | |
| Prior to Mar 20, '26 | $2,498,000 |
|---|---|
| Mar 20, '26 - Today | $2,298,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Convection Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Water Softener, Wine Refrigerator |
| AREA | 32789 - Winter Park |
| CONSTRUCTION | Block, HardiPlank Type |
| EXTERIOR | Balcony, Outdoor Grill |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central |
| INTERIOR | Cathedral Ceiling(s), High Ceilings, Vaulted Ceiling(s) |
| LOT | 8712 sq ft |
| PARKING | Attached |
| SEWER | Public Sewer |
| STORIES | 2 |
| SUBDIVISION | J KRONENBERGER SUB |
| TAXES | 16368 |
| UTILITIES | Natural Gas Available, Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Available, Water Connected |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Brian Ruth, DAILLAND REAL ESTATE, 407-666-7860
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/24/26 6:49 AM PDT.
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