$2,298,000

1760 ALABAMA DRIVE, Winter Park, FL 32789

  • 4 beds |
  • 3 baths |
  • 2,841 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1971
  • Property Lot Size Icon8,712sqft lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $809/sqft
  • Property List Date Icon Listed 24 days ago

Property Description

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.

Listing Status:
Pending
Date Added:
March 4, 2026
Data Last Updated:
March 27, 2026 at 7:23PM
Listing Office:
DAILLAND REAL ESTATE : 407-666-7860
Listing Agent:
Brian Ruth : 407-881-8185
MLS ID:
O6386409
  • General: Cathedral Ceiling(s)Ceiling Fans(s)Central VaccumHigh CeilingsKitchen/Family Room ComboVaulted Ceiling(s)
  • Rooms: AtticDen/Library/OfficeFamily RoomFormal Dining Room Separate
  • Appliances: Built-In OvenConvection OvenDishwasherDisposalElectric Water HeaterExhaust FanGas Water HeaterMicrowaveRangeRange HoodRefrigeratorWater Filtration SystemWater SoftenerWine Refrigerator
  • Laundry: In GarageLaundry Room
  • Flooring: Ceramic TileWood
  • A/C: Central Air
  • Heating: Central
  • Fireplace: OtherWood BurningFireplace
  • General: BalconyOutdoor Grill
  • Roofing: Shingle
  • Windows: Skylight(s)Blinds
  • General: BlockHardiPlank TypeTwoSlab
  • Road/Access: ConcretePaved
  • Originating MLS: Stellar MLS
  • County: Orange
  • Zoning: R-1AAJ KRONENBERGER SUB G/56 BEG 194.95 FT EOF SW COR LOT 4 BLK F RUN E 20 FT TO SECOR LOT 3 BLK B N 29 DEG E 168.3 FT TO NE COR LOT 3 N 60 DEG W 60 FT S 29 DEG W103 FT S 87 FT TO POB31-21-30-4220-02-030
  • Utilities: Cable AvailableElectricity ConnectedNatural Gas ConnectedPublicSewer ConnectedUnderground UtilitiesWater AvailableWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Brian Ruth , DAILLAND REAL ESTATE

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

L

Lakemont Elementary School

901 N Lakemont Ave, Winter Park, FL, 32792

Grades KG-5

0.70 miles away

M

Maitland Middle School

701 N Thistle Ln, Maitland, FL, 32751

Grades 6-8

1.70 miles away

W

Winter Park High School

2100 Summerfield Rd, Winter Park, FL, 32792

Grades 9-12

2.09 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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