Winter Park Property Search

Hot Winter Park Properties

$2,500,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,699,900
3 Beds 2 Baths 32789 Zip Code
Once in a lifetime opportunity! POSSIBLY THE BEST PRICED LAKEFRONT PROPERTY IN WINTER PARK. 1/3 acre Winter Park lakefront. Over 100 feet on the water with dock and boathouse. Just imagine beautiful sunrises from your spacious lanai and most of the other rooms in the home as well. Then a quick dip in your pool before the day gets rolling OR maybe cast your line out from the dock and land a nice bass for your dinner OR you could boat over to Hillstones for a gourmet dinner or Shake Shack for a casual meal and watch an amazing sunset. It is on an approximately 300 acre private lake with no public access so you don't have a lot of boat traffic at all hours of the day or night. Occasionally you may see a seaplane land for lunch or dinner. Now a little about the home. It is the epitome of mid-century modern. Custom built in 1958 for the National Sales Director of Dale Carnegie, so price was no object. No cutting corners on anything! There was no annual "Street of Dreams" event at that time, but if there had been, this spacious and well planned home would have been the hands down winner, with its stainless appliances and screened in pool with covered lanai. Intercom with music throughout and much much more. But, that was then and this is now. New roof November of 2023. Entire home replumbed, electric upgraded including new main breaker box. Living area has a 12 foot tall brick fireplace, huge laundry room that is also plumbed for a 3rd bath if you wish. Master suite has a walk in closet as does the den. The one in the den is presently set up as a wine cellar. (Sorry, the wines don't stay.) Oversize 2 car garage with built in cabinets. You really need to see it to believe it. Very possibly it will be "Love at First Sight"!

2016 Lake Drive, Winter Park

$1,350,000
2 Beds 2 Baths Phillips Circle Rep SubDv. 32789 Zip Code
This sophisticated New York-style condo, located on the fifth floor, offers picturesque tree-top and lake views. The one-story unit, spanning over 2000 square feet, has been beautifully updated with custom millwork throughout. It delivers an open layout featuring oversized living and dining areas that lead to an outdoor porch, perfect for indoor/outdoor entertaining. The stylish kitchen is well-equipped with custom wood cabinets, stainless steel appliances, granite countertops, and center island with breakfast bar. The condo includes a spacious guest suite with double closets and a dramatic guest bath with custom designer vanity & lighting plus large walk-in shower. The very generous Owner's suite offers plenty of additional lounging areas and treetop views. The spa-like owner's bath boasts dual custom vanities, a soaking tub, and a large walk-in closet with built-ins. Additional features include specialty glass panels doors throughout, automated blinds in the living room, and an indoor laundry closet. The well-maintained complex, located on the shores of Lake Osceola, provides underground parking and a storage closet, along with amenities such as a pool and community room. Notably, the property comes with a deeded boat slip to the Chain of Lakes. Situated just steps away from Winter Park's vibrant Park Avenue, residents can easily enjoy cafes, eateries, museums, and boutiques, as well as the convenience of Sun Rail/Amtrak. Overall, this condo offers a luxurious and convenient lifestyle in a sought-after location. The Condo fee includes: ELECTRIC, GAS, WATER, SEWER, MAINTENANCE, ON SITE MANAGER, POOL, GROUNDS MAINTENANCE, ROOFS, INSURANCE EXTERIOR and more. Mail and packages delivered to your front door - Easy Living!

311 E Morse Boulevard Unit 6-18, Winter Park

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