1760 ALABAMA DRIVE, Winter Park, FL, 32789 | $2,298,000

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 anyone 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. 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.

Features

  • Rooms: 7
  • Bedrooms: 4
  • Baths: 2 full / 1 half
  • Laundry: In Garage, Laundry Room
  • Year Built: 1971
  • Garage: 2-car
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 2,841
  • Acreage: 0.2
  • Est. Taxes: $16,368
  • Lot Desc: City Lot
  • Elem. School: Lakemont Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High
  • Appliances: Built-In Oven, Convection Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Water Filtration System, Water Softener, Wine Refrigerator
  • MLS#: O6386409
  • Days on Market: 21 days
  • Website: https://www.raveis.com
    /eprop/O6386409/1760alabamadrive_winterpark_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 4/4/2026 9:47:09 AM)
Listing courtesy of DAILLAND REAL ESTATE   Phone: 407-666-7860

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

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1760 ALABAMA DRIVE, Winter Park, FL, 32789

$2,298,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,838,400 $1,838,400 $1,838,400
Term 360 months 360 months 180 months
Initial Interest Rate** 5.750% 6.125% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.263% 6.259% 6.223%
Monthly Tax Payment $1,364 $1,364 $1,364
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $10,728 $11,170 $15,513
Total Monthly Payment $12,217 $12,659 $17,002

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.