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$1,650,000
3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code
Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can be used as additional bedrooms, beautiful natural oak floors throughout, higher ceilings with varied heights up to 12 feet, extensive millwork, moldings & built-ins, newer windows, 2 natural gas fireplaces, wet bar, and generous-sized laundry room. The eat-in island kitchen was completely renovated in 2017 designed by Signature Kitchens with Wolf & Bosch appliances, custom cabinets, and quartz countertops. The expansive owner’s suite has a large bedroom with a fireplace, spa-like bathroom with walk-in shower and separate soaker tub, and 2 walk-in closets. Outdoor living areas include a covered porch with a remote-controlled ceiling to enjoy the outdoor living rain or shine, a summer kitchen with natural gas grill, all overlooking a beautiful private and manicured yard with mature landscaping. Natural gas generator. A short distance to Park Avenue, YMCA, and within the top-rated Winter Park school system.

1120 Palmer Ave, Winter Park
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code
Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park
$2,300,000
4 Beds ⋅ 5 Baths ⋅ Golf View Heights Un A SubDv. ⋅ 32789 Zip Code
SHOWCASE HOME- Resort style living! Beautiful Modern-Mediterranean Custom Pool Home, built by Dave Cahill Company. 4,611 heated square feet! Flexible split bedroom floorplan featuring spacious open living spaces full of natural light. Open and airy home has 4 large bedrooms with private bathrooms, including a rare DOWNSTAIRS guest suite, walk-in closets, powder bath, great room with a gas fireplace and lofty ceilings, den/office, family dining room with built in area for bar or credenza. Huge gourmet kitchen gas 4- burner cooktop 2 pantries (one hidden in cabinetry), floor to ceiling windows, island and eat-in space, honed granite countertops, farmhouse sink with commercial grade faucet, stainless steel Bosch appliances. Luxurious PRIMARY downstairs bedroom and elegant primary bathroom- double headed shower, dual vanities, soaking tub and enormous primary closet. Upstairs boasts a large game room, a spacious media room with vaulted ceilings pre- plumbed and pre-wired for a home theatre and 2 large bedrooms with private bathrooms, office and walk-in closets. Loft currently being used as a playroom and gym. You will never run out of closet space! Large storage closets throughout. Nicely sized laundry room with built in dog house for our furry friends. Spacious back porch with remote retractable screens, summer kitchen, backyard with a cabana and gas fireplace (new heating mechanism), pool with beach shelf and water feature. Very private backyard and fully landscaped. New exterior paint 2022 and freshened interior paint 2023. Oversized 2 car garage. Neighborhood draws lots of doctors due to proximity to hospitals. Walk the brick street and bike around Windsong and Baldwin Park. Minutes from Park Avenue Restaurants and shopping! Close to Lake Highland Prep, Park Maitland, and Geneva Schools. Winter Park public schools- Brookshire, Glenridge and WPHS.

1730 Greenwich Avenue, Winter Park
$2,200,000
6 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Welcome to this stunning contemporary home on a brick-lined, tree street in the heart of Winter Park. Boasting a seamless blend of timeless charm and modern luxury, this 1963 home was fully remodeled in 2018. This residence showcases impeccable craftsmanship and thoughtful design, ensuring a comfortable and stylish living experience. Upon entering, you'll be greeted by an inviting foyer that leads you into the heart of the home. The main level features an open-concept layout, allowing for effortless flow and an abundance of natural light. The spacious living area is perfect for entertaining guests or relaxing with loved ones. The kitchen exudes modern sophistication with its sleek cabinetry, high-end appliances and exquisite countertops, and offers plenty of dining space for hosting friends and family. The first floor has three bedrooms and 3.5 baths, and extra space that could be an additional bedroom or office space. A highlight of this property is the addition of a second floor completed during the 2018 remodel. Here, you'll find a luxurious primary suite that serves as a private oasis. The main bedroom offers a tranquil retreat, featuring generous proportions and ample closet space. The accompanying main bath is a spa-like sanctuary, complete with a walk-in shower and contemporary fixtures, providing the ultimate in relaxation and comfort. The second floor also offers an additional bedroom with its own private bath and a flexible space that could be another bedroom, media room or additional office. Throughout the home, attention to detail is evident in the choice of finishes and fixtures, which perfectly complement the contemporary style. From the sleek flooring to the designer lighting, every aspect has been carefully selected to create a cohesive and visually striking environment. The outdoor spaces are equally impressive, with a professionally landscaped yard and a spacious patio area. Whether you prefer to unwind in the privacy of your own backyard or host gatherings for friends and family, this property offers the ideal setting. Located in a wonderful neighborhood, this home is conveniently situated near top-rated schools, Park Avenue shopping and dining, and the Winter Park Racquet Club and Interlachen Country Club. With its ideal blend of classic charm and modern updates, this fully remodeled residence is a rare find, offering an exceptional opportunity for those seeking a contemporary lifestyle in a sought-after location.

1340 Chestnut Avenue, Winter Park
$9,700,000
5 Beds ⋅ 8 Baths ⋅ Isle Of Sicily SubDv. ⋅ 32789 Zip Code
Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… Extremely RARE opportunity to purchase a spectacular residence located on the Isle of Sicily (only 11 homes on this exclusive island) with dramatic water views on both sides of the property to enjoy sunrises and sunsets across Lake Maitland (largest lake on the 6-lake chain of lakes). This property is a one owner custom built home resting on approximately 3/4 acre upland (1.41 total acres per tax records) of property secluded on a private island off the Via’s neighborhood inclusive of the Winter Park Racquet Club walking/boating distance away… This custom-built residence was completed only 9 years ago with wonderful bright-open floor plan and flooded with light from extensive walls of glass… The interiors are not only light, but sleek, modern, and tastefully decorated with gorgeous lighting, extensive moldings and top-quality craftsmanship that will captivate you from the moment you enter the grand foyer looking straight through the 2-story living room to breathtaking views of the pool, grounds & lake... Additionally, downstairs you will enjoy a private library, formal (but open) dining room, fabulous chef’s island kitchen with Sub-Zero, Thermador Italian ILVE appliances including a casual dining area open to the lakeside gathering room with masonry fireplace, plus wine room along with the lavish primary owner’s quarters including a “Four Seasons” spa-like bath & his/her dressing areas, bar with refrigerator, fireplace & steam room… Upstairs commences with a stunning winding stairwell of glass panels taking you up to an expansive, open lounge area with curved corner bar and separate billiards are all open to the lakefront terrace… Plus, 3 flexible rooms: currently utilized as a media room, massage room, and exercise room… As well as a junior oversized guest suite and three more bedrooms all with private en-suite baths… The outdoor lakefront living includes majestic Cypress trees, expansive covered lanai, summer kitchen, tropical heated salt pool and spa with beach entry, fiberoptic lighting, fire bowls & fountain, a dedicated fire pit seating area, complete boathouse & more… Other notable features include an elevator, 5 masonry fireplaces, 2 separate laundry rooms up/down, 2 dishwashers, butler’s pantry, wine room, Control4 home automation, 4 zoned AC systems, termite bond, lake irrigation, dedicated outdoor pool bath, “oversized 4-car garage”, automatic gated circular drive entry, & more…

4 Isle Of Sicily, Winter Park
$4,200,000
4 Beds ⋅ 6 Baths ⋅ Morse And Pennsylvania SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Under Construction. “UNDER CONSTRUCTION” Completion end of November. This custom-built Winter Park home is the epitome of luxury. Located at Morse and Pennsylvania is neighboring Park Avenue and Hannibal Square for fabulous dining and shopping. This Phil Kean-designed home features an open porch entry showcasing a courtyard heated pool/spa with a dramatic waterfall feature. The Summer Kitchen is perfect for indoor/outdoor entertaining. This 3-level home, with a walnut-finished elevator, offers multiple gathering and entertaining areas, a study or office, and a 3-car garage with an electric car charging station. The spacious gourmet kitchen features a Wolf professional range and 54” Dacor column refrigerator and freezer. The kitchen has a huge island, coffered lighted ceilings, beautiful custom wood cabinets that extend to the 10-foot ceilings, storage space, and a walk-in pantry. The adjacent wet bar features a built in Wolf coffee maker, Dacor wine tower, and ice maker. The lower level gathering space showcases a 20-foot ceiling with clerestory Anderson windows for a healthy lifestyle. The private owner’s suite, located on the second level, has separate his and hers closets with custom built-ins, a spa-like master bath with separate vanities, expansive mirrors, a free-standing soaking tub, and glass glass-enclosed shower. Outside the owner’s suite is a bright, airy loft that opens to a second-floor balcony. The Game room with a double coffered ceiling, located on the third level, includes golf simulator and wet bar. The massive entertaining balcony has expansive views of Winter Park. Additional exceptional features include; Anderson doors and windows, Smart house wiring, speakers, lighted staircase, elevator, upstairs balcony wired for projector, ensuite secondary bedrooms, water filtration system, tankless hot water, linear AC ventilation, prewires for window shades, ice maker, glass garage doors, and many more fabulous custom features.

664 W Morse Boulevard, Winter Park
$6,850,000
8 Beds ⋅ 10 Baths ⋅ 0000 SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver’s suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don’t miss your chance to own a piece of Winter Park history!

1190 N Park Avenue, Winter Park
$?
5 Beds ⋅ 7 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code
Live in the Via's of Winter Park in this brand new Italian Inspired Tuscan Farm House Design. Walk to the Racquet Club! Dramatic floating Grand Staircase topped with silver flaked dome and magnificent chandelier as you enter the front door. These are someof the special features of this Five En Suite Bedroom home: Oversized kitchen and fully equipped service bar for entertaining, top of the line appliances, Bali imported Teak columns in family room, 23' ceilings throughout first floor, imported granite countertops, Olde World brick and wood beam ceilings in kitchen, oversized laundry room with pet care station and shower, three stone fireplaces, Italian Travertine floors, Hand Hewned Walnut floors, Knotty Alder doors throughout, all custom cabinetry, 4 zoned A/C, Clay Tiled Roof, Groin ceilings, faux finishes and niches throughout, game room, media room, seperate office, formal living and dining, wired for sound system, oversized corner lot with plenty of room for a pool, 3 car garages.

1800 Via Amalfi, Winter Park