Winter Park Homes for Sale

MLS Number O6259891

• Residential
• Area Winter Park/Aloma
• Mls Status Active
• Square Feet 3,898
• Year Built 1954

Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already completed for you. The brand new roof was installed in 2022 along with all new LeafGuard gutters, the exterior was re-painted with a fresh modern color palette and the entire interior was just freshly painted. The complete renovation of the gourmet kitchen includes fabulous sandstone flooring, which is also found in the massive primary bathroom. This spacious light filled interior with high end fixtures and features throughout, provides stunning views of skiable Lake Howell. The expansive living spaces in the main house include a split plan with a large private primary bedroom and en-suite spa inspired bathroom, 2 additional generous sized bedrooms with a gorgeous remodeled bathroom perfectly situated in between, a massive living room with an elegant fireplace, a formal dining room, a huge chef's kitchen with a large eating area, another flex space which makes a great family room, and an updated interior laundry room with a conveniently located half bath. The attached over-sized 2 car garage leads to the rarely found basement, which has an additional storage room. Above the 3 car detached air-conditioned garage, you will find a renovated 2 bedroom apartment with a separate entrance, its own air conditioner and water heater, a beautiful full bathroom, a lovely kitchen, and walk-in closets. The property itself sits on almost 2 acres with a massive renovated composite back deck with unobstructed views of the tranquil lake and plenty of room for outdoor seating along with a modern firepit. The extra long boat dock includes built-in benches, an electric lift for your large ski boat and another lift perfect for a jet ski. A separate matching storage shed is also included. This unique property seamlessly blends modern luxury with serene lakefront living. With no HOA and this abundance of land, the possibilities are endless...add an ADU, rent out the garage apartment or use it as a separate office for a tax write-off, convert the basement into a theater room or a wine cellar, or utilize the air-conditioned 3 car garage as a home gym, a workshop or storage for antique cars! Whether you're looking for a vacation getaway or a forever home, this is a rare opportunity you won't want to miss. Schedule your private showing today!

Listing Courtesy of COLDWELL BANKER RESIDENTIAL RE

MLS Number O6268289

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 2,995
• Year Built 1947

Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of glass sliders and expansive picture windows that flood the home with natural light and showcase breathtaking lake views. Gleaming hardwood floors flow throughout, complementing the modern updates and timeless charm of this exceptional residence. The spacious primary suite is a serene oasis with unparalleled views of the lake, while the fourth bedroom serves as a secondary primary suite, featuring a large en-suite bath and an oversized walk-in closet, making it ideal for guests or multigenerational living. The gourmet kitchen, equipped with high-end appliances, a central island, and a walk-in pantry, is both a chef's dream and a stylish gathering space. The living room, complete with a gas fireplace and custom built-ins, exudes warmth and comfort, and the dining area provides a stunning backdrop of the lake, perfect for unforgettable meals and entertaining. Step outside to experience true Florida lakefront living. The expansive back deck is an ideal space for relaxation or hosting, while the newer Trex deck and covered boat dock with lift offer seamless access to boating and water activities. Situated across Lake Mizell from the scenic Windsong Preserve, this home provides a sense of seclusion while remaining just a short stroll from the renowned shops and restaurants of Park Avenue in downtown Winter Park. This rare lakefront masterpiece combines unmatched views, modern updates, and an unbeatable location. Don't miss the chance to make this slice of paradise your own - schedule your private showing today.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number V4923820

• CommercialSale
• Property SubType Mixed Use
• Subdivision Woodcrest Unit 8
• Square Feet 13,855
• Acreage 10.24

10.26 acres located in Winter Park, Fl. 3 different parcels with 6 total structures, 2 structures are large barns / outdoor buildings with one having a large loft - large roll up doors on barns. Includes 5510, 5500 & 5490 Howell Branch Rd. Future land use of Low Density Residential with possible multiple transitional land uses. Keep the houses and have rental incomes or develop the properties into numerous possibilities. 2020 24 hr car count of approx 29,343.

Listing Courtesy of LANDSHARK REALTY

MLS Number O6245393

• Condo
• Mls Status Active
• Area Winter Park
• Year Built 2008
• Square Feet 2,143

Introducing the coveted corner penthouse unit in one of winter park's luxury condo building. The landmark building is an award winning luxury condo building located in downtown winter park. An extensive private balcony, unique only to the penthouse unit provides an abundance of light as well as panoramic city and tree top views of downtown winter park. As you enter the secured main entry gate, you are immediately impressed with the award winning architectural details. A mosaic tile fountain and ceiling is the centerpiece of the open air courtyard with a beautiful seating area with private summer kitchen for all the residents to enjoy. Take the spacious elevator to the penthouse floor where you will step into your private entrance balcony leading to your front door, the first of 3 balconies for this residence. As you enter you immediately are impressed with the architectural details of this home. This unique penthouse floorplan has all upgrades you would expect in a luxury home. The residence features 3 bedrooms and 3 full bathrooms. From the gourmet kitchen boasting luxury appliances to the well thought out floor plan. Enjoy a beautiful meal with family and friends in the spacious dining room while enjoying the views of winter park from the french glass doors. The living room features a gas fireplace, another unique feature to this unit. His and hers separate areas in the primary bathroom with a shared glass enclosed walk in shower. Bedroom #2 with access to a full bath and bedroom #3 also has access to a full bath. Bedroom #3 is currently being used as an office with gorgeous views from the french glass doors leading to the expansive balcony! Another unique feature of this residence is the unfinished roof top area that is deeded to this penthouse unit. An opportunity to build a roof top patio! The landmark building is considered one of winter park's gem. Enjoy the winter park lifestyle with dining, shopping and many community events that take place in central park. Imagine sitting on your balcony and watching the sunsets or tree lighting ceremony, observing the annual parade or listening to the annual philharmonic concert from the comforts of your private penthouse while enjoying your favorite beverage. Be sure to visit the landmark, the gem of winter park. Deeded 2 parking spaces and a/c storage unit. Schedule your private showing today. This residence will not last.

Listing Courtesy of KELLER WILLIAMS WINTER PARK

MLS Number O6015999

• CommercialSale
• Property SubType Warehouse
• Subdivision 4572 Palmetto Condo
• Square Feet 11,500
• Acreage 0.2

Location! Location! Location! PRICE REDUCTION, AI OFFICER AUTHORIZED THE NEW PRICE. WAREHOUSE building located in Winter Park with OFFICE and SHOWROOM space. ~ ZONED INDUSTRIAL with great exposure ~ Over 275 feet road frontage to high trafficked Palmetto Ave.(also known as Goldenrod Road) ~WAREHOUSE space is approx. 8,000 sq ft with 2 overhead doors, high loading dock, exhaust fans and mezzanine. ~ SHOWROOM/ WHOLESALE & RETAIL has approx. 3,500 sq. ft. a/c space with 2 OFFICES, 2 FULL BATHROOMS and a FULL KITCHEN. ~Selling BUILDING ONLY~ Business , inventory, furniture, autos, etc. do not convey.

Listing Courtesy of DEVLIN INVESTORS & ASSOCIATES

MLS Number O6260076

• CommercialSale
• Property SubType Office
• Square Feet 2,700
• Acreage 0.24

Flagship Office Building for Sale - perfectly positioned for businesses seeking a prestigious address in Winter Park, FL. This expansive property combines cutting-edge design with functionality, offering an ideal environment for forward-thinking companies. Strategically located for maximum visibility and adjacent to the highly anticipated Minnesota Row - a transformative, multi-million-dollar, 2.41-acre mixed-use development - this office building places you in the heart of a destination that will become the crown jewel of Winter Park. The Minnesota Row project promises to deliver an exquisite blend of dynamic dining, retail, creative workspaces, lush greenspaces, and a vibrant pedestrian gathering hub. As this revitalization unfolds, Minnesota Avenue will undoubtedly emerge as the most coveted business district in Winter Park. Winter Park's reputation as a cultural and economic powerhouse, combined with its proximity to Orlando's Executive & International Airport, ensures a thriving environment for business success. The area's exclusive dining, boutique shops along Park Avenue, and an abundance of recreational facilities - including pristine golf courses and scenic parks - presents an extraordinary lifestyle for executives and professionals. These enviable amenities attract top-tier companies and high-net-worth individuals, making this address one of the most desirable in Central Florida. Spanning 2,700-square-feet, this office building exudes sophistication at every turn. Designed to perfection, it combines timeless mid-century elegance with contemporary luxury. Floor-to-ceiling windows shower the interior with natural light, while 10-foot-high ceilings enhance the sense of openness. Rich walnut interior doors and paneling set the tone for an elegant and functional environment, with a grand reception welcome area, a fully equipped breakroom, two private washrooms, six expansive office/patient rooms, and a versatile meeting room separated by foldable glass panel technology. The centerpiece of the open office area is a striking hanging art installation, inspiring business creations and gatherings. The corner office executive suite is a testament to luxury, offering a private garage entrance for added exclusivity. Inside, you'll find a personal sanctuary - a spa-like en-suite bathroom, walk-in closet, and an overall design that invites relaxation and focus - the perfect retreat for leadership. The exterior is equally impressive, the property boasts sleek LPE tongue-and-groove paneling, a paver parking lot with 10 dedicated parking spaces, and a climate-controlled 2-car garage. This meticulously crafted office building is the ideal canvas for any visionary business, combining timeless design with unparalleled amenities, and offering an extraordinary opportunity for those looking to establish their mark. Experience the ultimate in style, sophistication, and business potential at 1460 Minnesota Avenue.

Listing Courtesy of FLORIDA REALTY INVESTMENTS

MLS Number O6254839

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 4,074
• Year Built 2017

New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue's shops, Winter Park Village, and Whole Foods Market. This stunning home, set on a prime lot adjacent to the Winter Park Golf Course, provides the perfect balance of privacy and convenience. Upon entering through custom double front doors, you're greeted by an impressive foyer with soaring ceilings and a striking wall-mounted water fountain. The luxurious primary suite is privately situated on one side of the home and features an elegant bath, dual sinks, exquisite shower, and customized his-and-her walk-in closets. A second bedroom or office/study (with a private ensuite bath and walk-in closet) is also on the first floor across from the primary bedroom. This flexible space includes a custom walnut Murphy bed, allowing for dual use as a guest room or office.Continue into the open-concept home as it seamlessly flows from the living room to the dining room. A massive double-sided gas fireplace serves as a centerpiece between the dining room and family room areas. The gourmet kitchen is a chef's dream, outfitted with Sub-Zero Wolf appliances, a reverse osmosis water system, and a large island with bar-top seating that joins the family room. Oversized windows allow natural light to flood these spaces. Sliding doors open to an expansive 35-foot covered lanai, ideal for entertaining or al fresco dining. The lanai features a summer kitchen (with Egg grill) and retractable screens, leading out to a private saltwater pool and spa, which can be heated quickly through a mobile app. A fenced yard includes a small, turfed area, perfect for pets or play. A gate leads right out to the adjacent golf course. Upstairs, you'll find a private third bedroom with an ensuite bath, along with a versatile multi-use space that can be used as a gym, theater room, or additional living area. For added privacy, a separate fourth bedroom suite is located at the rear of the home. This "apartment-like" suite includes a bedroom, private bath, living area with small refrigerator and sink along with a large second-story private terrace with sweeping views of the golf course. This living area features its own outside entry and security system, offering complete independence from the rest of the home and a door within that can be locked to separate, if desired. Additional features include a whole-home Briggs & Stratton generator, water softener system, tankless water heaters, two newer Trane 16 seer HVAC systems, a security system with multiple cameras, and exterior painting with a lifetime transferable warranty. With its unparalleled location and exceptional design, 1010 N Pennsylvania Ave is a rare opportunity to own a home that combines luxury living with modern convenience. Don't miss your chance to make this exceptional property your next home! Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home!

Listing Courtesy of BHHS FLORIDA REALTY

MLS Number O6201756

• Condo
• Mls Status Active
• High School Winter Park High
• Area Winter Park
• Year Built 1990

One or more photo(s) has been virtually staged. Luxury lock & leave living from 147 S Interlachen Ave. This penthouse is a four-bedroom, 4.5 bath two-story condominium home in the heart of downtown Winter Park overlooking one of the most prestigious tree-lined streets in the city. The floor plan is great for entertaining with a two-story great room with a spectacular Chihuly chandelier as the centerpiece, along with an all-glass circular staircase. A wall of glass has access to the open balcony overlooking Interlachen Avenue. The spacious primary suite offers large en-suite bath and a double walk-in closet. The remaining three bedrooms, all with ensuite baths plus a dedicated office/den is on the second floor which can also be accessed by the private in-unit elevator. 147 Interlachen is boutique condominium complex with a gorgeous center courtyard with fountain, under-building secured parking and a lovely community pool. Steps to Park Avenue fine dining and restaurants, the Winter Park Farmer's Market and Central Park.

Listing Courtesy of PREMIER SOTHEBY'S INTL. REALTY

MLS Number O6206511

• Residential
• Area Winter Park
• Mls Status Active
• Square Feet 4,500
• Year Built 2024

Welcome to the sophistication and contemporary masterpiece developed by DaVinci Development. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet of meticulously designed living space. Nestled within the exclusive enclave of Winter Park, this new construction opportunity redefines opulent living. The architectural marvel boasts a unique contemporary design, seamlessly integrating form and function. From the moment you arrive, the striking facade captivates with sleek lines and 10 foot ceilings on both levels of the home. Inside, natural light floods the open-concept living spaces, creating an inviting atmosphere that is both luxurious and welcoming. Entertain with ease in the gourmet kitchen, equipped with top-of-the-line appliances, Sub Zero, Wolf and Miele, custom cabinetry, a spacious island, and a wine cooler. The adjacent living and dining areas provide the perfect backdrop for gatherings, both large and small. The lavish primary suite, located on the first level, offers a private sanctuary of comfort and style. Indulge in the spa-like en-suite bath, featuring a soaking tub, oversized shower with dual shower rain shower heads , and dual vanities, creating the ultimate haven for relaxation. Escape to your outdoor oasis directly from the primary suite. An additional bedroom on the first level adds convenience, featuring a walk in closet and ensuite bathroom and currently staged as the home office. Retreat to the upper level to find a spacious loft that features a wrap around balcony, this space is ideal for relaxation and entertainment. Adjacent to the loft are three generously sized bedrooms, each offering a unique blend of comfort and style. Whether for family members, guests, or a home office, these bedrooms provide versatile spaces that adapt to your lifestyle needs. Outside, discover your personal paradise that sits on the largest lot on the street, featuring a sparkling pool, expansive patio, and outdoor kitchen, perfect for alfresco dining and year-round entertaining thanks to the retractable screens enclosing the lanai when needed. Additional features include a three-car garage with an EV car connection, leading to a mudroom and laundry area with ample storage, ensuring every aspect of this residence exceeds the expectations of the most discerning homeowner. Nestled in a highly sought-after location, this residence enjoys an enviable address surrounded by top-rated schools and is moments from renowned attractions such as Park Avenue, that promises unique shopping and upscale dining. Experience the pinnacle of luxury living with this exceptional new construction home.Brought to you by http://my.matterport.com/show/?m=hii6iJs7gyG

Listing Courtesy of COMPASS FLORIDA LLC