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1530 Alabama Drive, Winter Park, FL 32789

$5,900,000
  • 1530 Alabama Drive, Winter Park, FL 32789 Main Photo

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New to the Market Pending
BEDS5 BATHS3 full 1 partial SQUARE FEET3,680 MLS#O6436553
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONALABAMA OAKS

Property Description

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!

1530 Alabama Drive | MLS# O6436553

This single family home located at 1530 Alabama Drive, Winter Park, FL 32789 is currently listed for sale with an asking price of $5,900,000. This property was built in 1980 and has 5 bedrooms and 3 full and 1 partial baths with 3680 sq. ft. Alabama Drive is located in the ALABAMA OAKS subdivision. Search ALABAMA OAKS real estate on rpierre.realty100.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.75 Acres
Roof Type: Other
Stories: 2.0
Taxes: $12,869
Year Built: 1980

Amenities

Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
PrimaryBedroom Upstairs
Split Bedroom
Walk-In Closet(s)
Lighting
Private Mailbox

Feature Descriptions

Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Refrigerator, Washer
Directions: From Palmer turn onto Alabama Drive
Exterior: Frame, Wood Siding
Fireplace: Family Room, Gas, Living Room, Non Wood Burning, Other, Primary Bedroom, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Tile, Wood
Foundation: Crawlspace
Home Warranty Y/N: No
Lot Dimensions: 0.75
Ownership: Fee Simple
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only
Special Sale Provisions: None
Special View Info: Water
Utilities: Cable Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Sewer Connected, Water Connected
Water: Public
Water Access: Lake - Chain of Lakes
Water Access Y/N: Yes
Waterfront Features: Lake Privileges, Boathouse, Skiing Allowed
Water View: Lake - Chain of Lakes
Zoning: R-1AA

Listed By / Shown By

Listed By

Agency Name: CHARLES RUTENBERG REALTY ORLANDO
Agency Contact: 407-622-2122

Shown By

Agent Name: Ryan Pierre
Agent Phone: (954) 479-4809
Agency Title: Realty 100

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Estimated Payment

$ 15,924.09 per month $13,130.84 Principal & Interest $1,072.42 Property Tax $1,720.83 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 09/22/2026. The listing information on this page last changed on 09/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 09/22/2026 12:00:15 AM EST) or Miami MLS (last updated Mon 09/21/2026 11:48:43 PM EST) or Stellar MLS (last updated Mon 09/21/2026 11:54:53 PM EST) or Beaches MLS (last updated Mon 09/21/2026 5:53:42 PM EST). Real estate listings held by brokerage firms other than Realty 100 may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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