Location: J Kronenberger Sub, Winter Park
Do Not Show Listings
1110 ALABAMA DR, WINTER PARK, FL 32789
$1,699,00058 Days on yellowkey MLS ID: O6395692
REDUCED by $51,000 (2.9%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 1958 Tax: $12,858 (2025)Community: J Kronenberger SubSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,858
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: Come home to this gorgeous 3 Bed/3 Bath Winter Park masterpiece on a premier corner lot at the intersection of the coveted Alabama Drive and Palmer Avenue. FULLY RENOVATED DOWN TO THE STUDS IN 2020. Located in one of Winter Park’s most highly sought-after areas, the property is beautifully framed by the iconic tree-lined brick streets of the Chain of Lakes district and surrounded by historic estate homes. The Lifestyle: Central Florida's Premier Luxury Destination Living at 1110 Alabama Drive means immersing yourself in the rich culture and timeless elegance of Winter Park. This historic city is celebrated for its deep canopy oak trees, world-class amenities, and a laid-back atmosphere. A Walker's & Boater's Paradise: You are just a short, scenic stroll from the exclusive boutiques, acclaimed sidewalk cafes, and Michelin-starred dining lining Park Avenue. Spend your weekends grabbing fresh produce at the famous local farmers' market or launching a boat onto the stunning interconnected freshwater Chain of Lakes. Surrounded by Beauty: This home places you moments from the breathtaking, massive cypress trees and vibrant blooms of Kraft Azalea Gardens, as well as the private, historic Winter Park Racquet Club. The Residence: Fully Renovated & Refined No detail has been spared in this total home transformation, seamlessly blending a classic, highly coveted location with cutting-edge modern amenities. Gourmet Kitchen: Discover a massive chef’s footprint appointed with premium granite countertops and high-end finishes, making it the focal point for both daily living and grand entertaining. Designer Upgrades: Rich hardwood flooring flows effortlessly throughout the home, beautifully complemented by high-efficiency upgraded Pella windows that provide enhanced aesthetics and excellent energy savings. Modern Infrastructure: Enjoy total peace of mind with meticulously updated systems, including a 5-year-old tankless water heater, a custom-designed garage door, and a well-maintained 12-year-old roof. The Ultimate Outdoor Oasis Designed intentionally for the true Florida lifestyle, the exterior of this property serves as a completely private sanctuary. Signature Screened Porch: Step out into an expansive outdoor living space anchored by a cozy gas fireplace—serving as the ultimate venue for year-round entertaining. The Grounds: Relax by the private, open-air pool surrounded by lush, tropical landscaping and a fully irrigated lot, capturing resort-style living in your own backyard. Whether you are searching for a turnkey luxury residence or looking to secure a rare, premier canvas in Central Florida’s most coveted zip code, this estate has it all.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Omar Albaba (813-951-7475)
1760 ALABAMA DR, WINTER PARK, FL 32789
$2,198,00087 Days on yellowkey MLS ID: O6386409
0 Days Off yellowkey (back on 5/18/2026)
REDUCED by $100,000 (4.4%) on 04/23/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2841 Built: 1971 Tax: $16,368 (2025)Community: J Kronenberger SubSingle Family
Taxes:$16,368
Remarks: Under contract-accepting backup offers. Move-in ready and tucked into a desirable Winter Park setting, this home offers a rare blend of privacy, functionality, and elevated everyday living. For buyers relocating or purchasing a second home, this property eliminates the typical friction points of contractor timelines, uncertain updates, and drawn-out closings. Instead new homeowner gets a clean, turnkey experience in one of Winter Park’s most desirable areas. Inside, the heart of the home is a beautifully designed chef’s kitchen, built for both serious cooking and effortless entertaining, with high-end appliances, generous prep space, and seamless flow into the main living areas. The primary suite serves as a true retreat, featuring a spacious ensuite bath and a layout designed for comfort and quiet. Natural light, clean finishes, and intentional design choices throughout create a calm, polished environment that supports both relaxation and hosting. With both front and rear driveway access, the property provides a unique sense of separation and ease—ideal for discreet entry, guest flow, and a more flexible approach to daily life. Outdoor spaces are designed for privacy and ease, offering a more intimate setting without the demands of a larger property. Well-maintained and thoughtfully updated, the home allows for immediate enjoyment while still offering flexibility to personalize over time. Located just minutes from Winter Park’s dining, shopping, and top-rated schools, this property delivers a refined lifestyle with practical advantages of privacy, flexibility, and a layout that simply works. Easy to show, easy to love, easy to make your own!
Listing is courtesy of: DAILLAND REAL ESTATE (407-666-7860)
Listing Agent: Brian Ruth (407-881-8185)
1260 ALABAMA DR, WINTER PARK, FL 32789
$6,900,00088 Days on yellowkey MLS ID: O6387200
Bed: 6 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6396 Built: 1991 Tax: $59,749 (2025)Community: J Kronenberger SubSpa: YesSingle Family
Taxes:$59,749
Remarks: 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.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Kelly Price (407-645-4321)
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