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Single family home for sale at 1260 Alabama Dr, Winter Park, FL 32789 | MLS# O6387200 | Listing updated on 2026-09-20
Photo 1 of Single family home for sale at 1260 Alabama Dr, Winter Park, FL 32789 | MLS# O6387200 | Listing updated on 2026-09-20
Photo 2 of Single family home for sale at 1260 Alabama Dr, Winter Park, FL 32789 | MLS# O6387200 | Listing updated on 2026-09-20
Photo 3 of Single family home for sale at 1260 Alabama Dr, Winter Park, FL 32789 | MLS# O6387200 | Listing updated on 2026-09-20
Photo 4 of Single family home for sale at 1260 Alabama Dr, Winter Park, FL 32789 | MLS# O6387200 | Listing updated on 2026-09-20
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$6,900,000

Monthly Est:$34,344

  • Beds Icon6 Beds
  • Beds Icon
    7 Baths
  • Beds Icon6,396sqft

1260 Alabama Dr, Winter Park, FL 32789

$34,344/moEst:

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  • Single Family Residence

  • Built in 1991

  • $-- HOA

  • 24,742 sqft lot

  • $1,079/sq.ft

Description

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue.
From the moment you arrive, the circular driveway, porte-cochère, and motor court signal that something extraordinary awaits. Solid brick construction and lush, manicured landscaping frame a grand entrance that sets the tone for every detail within.
Step through the dramatic grand foyer into a
home defined by elevated ceilings, rich hardwood floors, and exquisite crown moldings throughout. The formal living and dining rooms offer elegant spaces for entertaining, while a beautifully appointed wine room with stunning glass doors adds an unmistakable touch of sophistication. A chef's kitchen that truly inspires — outfitted with professional WOLF, Sub-Zero, and Miele appliances, dual islands with breathtaking countertops, a prep sink, built-in nugget ice machine, and a butler's hallway with floor-to-ceiling storage — flows effortlessly into the warm and inviting family room (complete with fireplace) and informal dining area. Bright, sun-drenched interiors and French doors open to a spectacular covered outdoor kitchen and a beautifully landscaped turf backyard, where a stunning saltwater pool and spa invite you to unwind in style.
The first-floor primary suite is a sanctuary unto itself — featuring a private office, den, or sitting room anchored by a stunning double-sided fireplace, and a spa-caliber en suite with double vanities, jetted soaking tub, walk-in shower, and an oversized custom-built walk-in closet. A true retreat from the world.
Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests alike. One bedroom enjoys its own private en suite and a delightful secret bonus room — a magical hideaway perfect for children. Two bedrooms share a beautifully appointed Jack-and-Jill bath, each with its own private vanity area, and the fourth bedroom is spacious and well-served by the hall bath. The pièce de résistance of the upper level is a state-of-the-art home theater, complete with projector and screen, ceiling surround sound speakers, and a built-in dry bar with wine fridge — the ultimate in at-home entertainment.
A detached guest casita with a full bath and wet bar provides ideal accommodations for visitors, while a detached three-car garage offers ample space for vehicles and storage. Two laundry rooms — one per floor — add everyday convenience, and custom storage solutions are found throughout. The whole-house Lutron lighting system and full-house generator ensure comfort, security, and seamless living at every turn.
And then there is the water. The private boathouse along the Venetian Canal, with 95 feet of serene waterfront, offers a lifestyle that simply cannot be replicated — direct access to Winter Park's legendary chain of lakes, all from your own backyard.
Located just a short stroll to the boutiques and dining of Park Avenue, the beauty of Kraft Azalea Gardens, and the Winter Park Racquet Club, this estate offers not just a home — but a way of life that the most discerning buyers have only dreamed of.

  • Houzeo last checked: 10 minutes ago
  • Listing updated: September 20, 2026 at 8:05 pm
  • Listing Provided by: Kelly Price (407) 645-4321 | KELLY PRICE & COMPANY LLC (407) 645-4321
  • Source: Stellar MLS-FL | MLS#: O6387200 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1991

  • HOA Fees

    -

  • Finished Area

    6,396 sqft

  • Lot Size

    24,742 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6387200

  • MLS Status

    Active

  • Days on Market

    221

  • Cumulative Days on Market

    201

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 7

  • Foyer

    Level: First

    Area: 117.00 Square Feet

    Dimensions: 13x9

  • Living Room

    Level: First

    Area: 225.00 Square Feet

    Dimensions: 15x15

  • Dining Room

    Level: First

    Area: 225.00 Square Feet

    Dimensions: 15x15

  • Kitchen

    Level: First

    Area: 408.00 Square Feet

    Dimensions: 17x24

  • Dinette

    Level: First

    Area: 304.00 Square Feet

    Dimensions: 19x16

  • Primary Bedroom

    Level: First

    Area: 304.00 Square Feet

    Dimensions: 16x19

  • Den

    Level: First

    Area: 255.00 Square Feet

    Dimensions: 17x15

  • Bedroom 2

    Level: Second

    Area: 252.00 Square Feet

    Dimensions: 14x18

  • Bedroom 3

    Level: Second

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Bedroom 4

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 12x13

  • Bedroom 5

    Level: Second

    Area: 285.00 Square Feet

    Dimensions: 19x15

  • Media Room

    Level: Second

    Area: 375.00 Square Feet

    Dimensions: 25x15

Interior

  • Cooling

    Central Air

  • Heating

    Central, Electric

  • Exterior Features

    Outdoor Kitchen

  • Interior Features

    Built In Features, Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat

  • Flooring

    Wood

  • Appliances

    Built In Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Wine Refrigerator

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1991

  • Home type

    Single Family Residence

  • Roof

    Shingle

  • Foundation Details

    Slab

  • Construction Materials

    Brick

Utilities & Energy

  • Laundry Features

    Laundry Room

  • Fireplace Features

    Family Room

  • Utilities

    Natural Gas Connected

  • Water Source

    Public

  • Pool Features

    In Ground

Other Features

  • Vegetation

    Trees/landscaped

  • Subdivision Name

    J Kronenberger Sub

Price History

DateEventPrice

03/04/2026

Source: mls_logoStellar MLS-FL #MFRO6387200

Listed for Sale

$6,900,000 +77.84%

$1,079/sqft

03/11/2022

Source: mls_logoStellar MLS-FL #MFRJ943466

Sold

$3,880,000 +38.82%

$607/sqft

02/27/2020

Source: mls_logoStellar MLS-FL #MFRO5815513

Price Decreased

$2,795,000 -6.82%

$437/sqft

07/30/2019

Source: mls_logoStellar MLS-FL #MFRO5789322

Listing Removed

$2,999,500 +30.41%

$469/sqft

05/01/2018

Source: mls_logoStellar MLS-FL #MFRO5511707

Price Decreased

$2,300,000 -7.82%

$360/sqft

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Based on information from Stellar MLS® through Oct 12, 2026, 12:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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