Winter Park real estate

3 Beds ⋅ 2.5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Nestled in the charming city of Winter Park, Florida, lies a remarkable mid-century modern pool home that effortlessly combines style and comfort. With its sleek lines, expansive windows, and open floor plan, this architectural gem captures the essence of mid-century design. The spacious living areas are adorned with tasteful retro accents, while the abundance of natural light creates an inviting and airy atmosphere. Step outside onto the sprawling patio, and you'll be greeted by a sparkling turquoise pool, surrounded by lush tropical landscaping, offering a private oasis perfect for relaxation and entertaining. This Winter Park residence embodies the timeless elegance of mid-century modern architecture, harmoniously blending indoor and outdoor living for the ultimate Florida lifestyle. Renovations completed by RLH, New Roof installed 2020, AC 2021, Landscaping and new GE appliances 2022, artificial turf and other enhancements throughout the home make this charming home turnkey ready.!

1610 Chestnut Avenue, Winter Park

$450,000

Capens Add SubDv. ⋅ 32789 Zip Code

This is a Perfect high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park. A perfect homesite for your future custom home. Bring your builders to take a look. What a Winter Park sweet spot. Lots in this area are hard to come by. Ride your bike to Park Avenue or just stroll over to the Winter Park Village. Your search is over, this is it. There is a NEW HOME community right across the street with Million Dollar homes. Value all around this area. Nestled in the heart of trendy Winter Park there are only a few lots left to build your "One of a kind masterpiece" in Old "32789" Winter Park. Zones for A+ Winter Park Schools, this prestigious lot is rare and are hard to come by. Huge area of re-ubanization of real estate there is so much character in this area. Zoned R-1A this lot is approximately 96x49'. Location has quick access to I-4, shopping all around with every convenience and Park Avenue, dining at Hannibal Square, Park Avenue in addition to the 17-92 corridor, grocery and many specialty shops close by. The Winter Park Community Center and Park is close by. Rollins and Advent Health are close to this area too. Soon there will not be any land left! Don't let it get away...

786 W Canton Avenue, Winter Park

$155,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

GREAT INVESTMENT OPPORTUNITY WITH TENANT ALREADY IN PLACE! This great second floor one-bedroom condo is in the quiet community of Waterfall Cove just off Lee Road and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue, Maitland, Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan freshly painted with new blinds, walk in closet, and stackable washer and dryer. Assigned parking space. Community features swimming pool, tennis court and playground. Rent price includes use of the amenities, free basic cable TV, free internet, grounds care and pest control

1695 Lee Road Unit B210, Winter Park

$625,000

2 Beds ⋅ 1.5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

*Investors Special* Accepting cash offers only. This property is a great candidate for new construction! This Winter Park location offers a luxurious lifestyle with convenient amenities. This little gem is two (2) blocks away from the Winter Park YMCA and Phelps Park, two (2) miles from the Park Avenue Shopping District where Central Park hosts the Winter Park Sidewalk Art Festival, Autumn Art Festival, Winter on the Avenue, the Winter Park Farmers' Market, and the Winter Park Gulf Course. Schedule a walk-thru now- This investment property will not last long!

1660 N Walnut Avenue, Winter Park

$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

$399,900

3 Beds ⋅ 1.5 Baths ⋅ Horton Aaron SubDv. ⋅ 32789 Zip Code

RIPE FOR DEVELOPMENT in central Winter Park. Value is the LOCATION ! House needs rehab. Surrounded by new & rehabbed homes. Priced for quick sale. Please wear mask when viewing. MULTIPLE OFFER SITUATION, Highest & Best by December 11th at 12pm

670 W Canton Avenue, Winter Park

$2,200,000

4 Beds ⋅ 4.5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Gorgeous house in the heart of Winter Park on a cul-de-sac. Custom home with open floor plan and modern kitchen. 4 full bedrooms and a bonus room. 3 of the bedrooms have attached bathrooms. Master bedroom is on the first level. 4 and a half full bathrooms. Ceiling Fans throughout the house. Beautiful backyard with a built in spool(pool/spa) and completely fenced. Very tall ceilings. Lots of storage. Beautiful open staircase. All appliances transfer with the house including a big screen tv and sound system. Built in Alarm system.

2519 Chantilly Avenue, 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

$370,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood ceiling and a wall closet, adjoining bath with a shower, dual sinks and the laundry closet for the washer and dryer. The two other bedrooms share the hall bath which is light and bright and has a tub shower. A 12 x 16 sq ft enclosed porch is off the kitchen overlooking the large backyard with an adjacent patio. Two storage sheds in the backyard convey with the property. Home Updates: New Roof in August of 2017, New Electrical panel in August of 2023, Septic System located in the back was Inspected and cleaned out in August of 2023 and the HVAC System in 2018. This home is located minutes from Interstate 4, Downtown Winter Park, Advent Health Hospital and Downtown Orlando.

780 Baffie Avenue, 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

Hot Winter Park Properties