1530 ALABAMA DRIVE WINTER PARK FL 32789 | MLS #O6436553

1530 ALABAMA DRIVE
WINTER PARK, FL, 32789
$5,900,000
5 Beds
3.5 Baths
3,680 SqFt
0.75 Acres
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MLS #O6436553 image #0
Under contract-accepting backup offers. Have you been waiting for a home on the Winter Park Chain of Lakes? Here is your chance!! Discover an unparalleled living experience on the prestigious Winter Park Chain of Lakes! Nestled on highly sought-after Alabama Drive, this exquisite two-story residence invites you to embrace a lifestyle of comfort and elegance. With 3,680 square feet of meticulously designed space, this home offers five bedrooms and three and a half baths, including a charming guest suite above the garage complete with a private bath and kitchenette – perfect for visitors or extended family. A covered front porch and a welcoming circular driveway, framed by mature trees, greet you with incredible, sweeping views of Lake Maitland, promising serene mornings and breathtaking sunsets.
Step inside and feel instantly at home as original hardwood floors guide you through a spacious foyer, where a grand staircase sets a tone of refined sophistication. The heart of this home, the kitchen, is a captivating blend of functionality and style, ready for culinary adventures. It features a generous central island with a stovetop, complemented by crisp white countertops, warm wooden cabinetry, and stainless steel appliances. A built-in oven, microwave, and a charming terracotta wine rack enhance the culinary experience. Spacious, open and roomy.
Thoughtfully designed living spaces beckon, perfect for grand entertaining or cozy, intimate gatherings. An elegant living room offers a warm ambiance with a fireplace and captivating lake views that will enchant you all day long! Another expansive living area off the kitchen showcases exposed wooden beams and rich brick tile flooring, exuding rustic charm. Large windows throughout the front of the home frame picturesque lake views, creating a serene backdrop for daily life. With a total of four fireplaces—three gas and one wood-burning—you’ll find inviting focal points throughout. A sunroom, bathed in natural light from its expansive windows and finished with cheerful brick tile flooring, provides a tranquil retreat, further enhanced by the endless windows. Enjoy casual meals in the eat-in dining room, or host memorable dinners in the formal dining room, which boasts amazing custom shelving, detailed molding, a beautiful gas fireplace, original hardwood floors and of course view of the lake.
The primary suite is a luxurious sanctuary, generously sized and anchored by stunning views of Lake Maitland and a cozy fireplace, creating an inviting sitting area within the bedroom itself. The spacious primary bathroom offers a double vanity, an updated shower, and a separate soaking tub for ultimate relaxation. In the main home, you’ll find three additional bedrooms, each offering spacious comfort and ample storage.
A truly distinctive feature of this property is the private guest suite, thoughtfully designed with one bedroom, one bath, a kitchenette, and a cozy wood-burning stove, offering comfort and privacy. This versatile space serves as the home’s fifth bedroom, providing a wonderful haven for guests.
Beyond the inviting interior, the property extends its allure to the outdoors. A private wooden dock extends onto Lake Maitland, part of the prestigious Winter Park Chain of Lakes, offering direct access to shimmering waters and endless aquatic adventures. A boathouse further enhances lakeside enjoyment. A charming patio area provides an ideal setting for outdoor leisure and entertaining amidst the verdant surroundings. Welcome home!

Property Details

Price:
$5,900,000
MLS #:
O6436553
Status:
Active Under Contract
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ALABAMA OAKS
Neighborhood:
32789winterpark
Listed Date:
Sep 21, 2026
Finished Sq Ft:
3,680
Total Sq Ft:
4,672
Lot Size:
32,662 sqft / 0.75 acres (approx)
Year Built:
1980
Waterfront32789 – Winter Park32789winterparkAlabama OaksBuyer And Buyer Agent To Verify All Lease Restrictions With Governing Municipality7 Months

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Schools

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Split Bedroom, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Wood Frame, Wood Siding
Covered Spaces
2
Direction Faces
North
Exterior Features
Lighting, Private Mailbox
Garage Spaces
2
Roof
Other
Waterfront Features
Lake – Chain of Lakes

Financial

Tax Year
2025
Taxes
$12,869

Map

Community

Subdivisions in WINTER PARK

Market Summary

Current real estate data for Single Family in WINTER PARK as of Sep 25, 2026
317
Single Family Listed
87
Avg DOM
491
Avg $ / SqFt
$1,356,396
Avg List Price

Property Summary

    Located in the ALABAMA OAKS subdivision, 1530 ALABAMA DRIVE WINTER PARK FL is a Single Family for sale in WINTER PARK, FL, 32789. It is listed for $5,900,000 and features 5 beds, 4 baths, and has approximately 3,680 square feet of living space, and was originally constructed in 1980. The current price per square foot is $1,603. The average price per square foot for Single Family listings in WINTER PARK is $491. The average listing price for Single Family in WINTER PARK is $1,356,396. To schedule a showing of MLS#o6436553 at 1530 ALABAMA DRIVE in WINTER PARK, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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1530 ALABAMA DRIVE
WINTER PARK, FL