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$3,000,000
5 Beds 6 Baths Waterbridge SubDv. 32789 Zip Code
Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$1,297,000
4 Beds 4 Baths Phillips Place Winter Park SubDv. 32789 Zip Code
Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$1,066,405
4 Beds 3 Baths Dommerich Cove SubDv. 32789 Zip Code
Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park

$500,000
5 Beds 5 Baths Glencoe Sub SubDv. 32789 Zip Code
Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$1,965,000
4 Beds 4 Baths Windsong Elizabeths Walk SubDv. 32789 Zip Code
Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$3,650,000
4 Beds 6 Baths Winflor Court Pt Rep SubDv. 32789 Zip Code
In the heart of Winter Park, Elegant, Immaculate, Stunning, One of a Kind…the list could go on & on. Welcome to the house that has absolutely “everything.” This one-story, newly constructed 2022 custom masterpiece, nestled at the end of a private cul-de-sac, has a modern, transitional & timeless style that appeals to anyone & everyone. Enjoy the combination of luxury, the highest quality finishes and a cozy & comfortable warmth that always feels like “home.” While this house is made for entertaining family & friends, it is also premierly located behind the renowned Enzian movie theater & less than 1 mile from Winter Park Village where you can enjoy a plethora of shopping, phenomenal restaurants and entertainment. Additionally, it is situated in the highly-coveted Dommerich school district offering A-rated educations for all families. If the sun is too much, just press your remote control and lower your electronic shades. If the mosquitos come out at night, don’t worry, just turn on your mosquito mister. When it’s unusually cold outside, just turn on your wall-mounted space heaters on the outdoor covered lanai. If you are thirsty, grab some wine from the kitchen wine refrigerator, pour yourself a beer from the summer kitchen keg or grab a soft drink from one of the 4 refrigerators. Enjoy the detached Fitness building with full gym equipment set up, powder bath & steam shower. If you prefer to swim laps, turn on your Badu Swim Jet Pool System & swim as many laps as like against the current. You have 4,060 SF which includes 4 Bedrooms (all en-suites with customized closet systems), 5 full baths, a powder bath, Bonus Room with built-in Office, large utility room with custom doggie area, huge gourmet Kitchen overlooking the family room, dining room and pool area along with an additional Chef’s Kitchen complete with sink, refrigerator & dishwasher. Additionally, the oversized 2 car garage does not disappoint with it’s industrial epoxy floor, custom wall & cabinet storage, incredible dog wash area, side door access to outside and access to a special attic storage under AC. No detail has been overlooked in this beauty from custom built-ins throughout, unique accent walls and metalwork, spectacular light fixtures, 3 sets of Nano Doors for indoor/outdoor living, the finest building materials, including luxurious engineered hardwood floors and the highest-end appliances including 2 WOLF ovens, SubZero refrigerator & Wine Refrigerator and so much more. Enjoy your wood-burning fireplace inside or your gas fire pit outside where you can add an above ground hot tub if you choose with the pre-wire already in place. There is a dedicated speaker for the fire pit area and surround sound speakers throughout. You will appreciate the curb appeal of this home from the outside with its clean, manicured, simplicity and ease of maintenance. No mowing in the back as it is all beautiful, artificial turf that stays green and manicured year-round. Not only does this home offer privacy, it also offers safety with it’s Simply Safe alarm system which includes 3 surveillance cameras (2 outside, 1 inside), window sensors, motion sensors, glass breakage alarms and a doorbell camera. Enjoy NO HOA and no water bill for irrigation with your own private well. This home also has underground utilities which is a bonus when Mother Nature comes around. Too many amazing components and features of this home to list here so come and see what could be your Dream Home!

1441 Cardinal Court, Winter Park

$6,600,000
5 Beds 7 Baths Chapman & Chase Plan/Town/Wint SubDv. 32789 Zip Code
Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$560,000
4 Beds 3 Baths Quail Hollow SubDv. 32789 Zip Code
VINTAGE FIXER-UPPER IN THE RIGHT PLACE! Desirable Quail Hollow in Winter Park. This traditional charmer is waiting for its new owners to make it sparkle and shine again. Lots of room in this 4 bedroom, 2 ½ bath home of 1,981sf. Sitting on a corner lot of over ¼ acre, in this well-established estate neighborhood, there is also potential to build new too. This traditional layout with formal living and dining rooms, formal entry, kitchen with dinette space, family room with fireplace, downstairs half-bath, with all bedrooms upstairs. Nice rear-entry, oversized 2-car garage and screened in back porch. Plenty of room to add a pool too! Rare opportunity to own an original-owner home here, on this nice corner lot on a cul-de-sac. This neighborhood is bikeable to famous Park Ave., nearby desirable schools, trendy Corrine Drive with its shops and restaurants. This home is also close to downtown Orlando, local hospitals and major highways. Use your creative vision to see this diamond in the rough, polished and shined to perfection…Don’t wait, call today to see this one, before it’s gone!

339 Grouse Court, Winter Park

$1,251,000
4 Beds 3 Baths Osceola Court SubDv. 32789 Zip Code
Under contract-accepting backup offers. It's a beautiful day in this neighborhood in the heart of old Winter Park with great views and access to Lake Osceola, and just across the street from the home where Rollins grad Mr. Rogers and his wife spent their winters. This 3-bedroom, 2-bath gem on a quiet cul-de-sac is just steps away from Lake Osceola, part of the Winter Park chain of lakes, Rollins College and the Alfond Inn and Park Avenue. A fully updated kitchen includes granite countertops, GE Profile appliances and a stainless-steel hood. The kitchen opens into a naturally lit informal dining area with skylights and sliding glass doors, one of various indoor and outdoor habitats throughout the home. A spacious primary suite includes a walk-in closet, with the bathroom fully updated with a large shower, double vanities, with marble throughout. A formal dining room with custom built-ins opens into a warm and inviting living room complete with a wood-burning fireplace. Classically arched windows and French patio doors that were newly replaced last year open up in the back to a stone patio offering relaxing views of the lake and surrounding tree canopy. Other features include full home surround sound with Pioneer speakers, a climate-controlled attic for extra storage, an air-conditioned, fully finished basement spotlighting a custom wine room, and an electric car charger. Perfect for welcoming guests, the home also includes a detached 1-bedroom in-law suite with bath and laundry, as well as a transferable Orkin termite bond. Don't miss out on seeing this charming, classic Winter Park home.

215 Osceola Court, Winter Park

$2,450,000
4 Beds 5 Baths Pennsylvania Place Rep SubDv. 32789 Zip Code
This exquisite French Country estate is a true masterpiece, boasting a grand total of 4900 square feet of luxurious living space. Located in the highly coveted Penn Place neighborhood and within walking distance to the lively shops and restaurants of Park Ave, this property offers the perfect combination of peaceful serenity and urban convenience. Situated on a quiet cul-de-sac overlooking the park, this home boasts stunning curb appeal with a paver driveway leading to a three-car rear load garage. The first floor features high vaulted ceilings and gorgeous wood flooring, creating an inviting and warm atmosphere throughout. The gourmet kitchen is every chef's dream, complete with top-of-the-line appliances and custom cabinetry. Adjacent to the kitchen is the perfect space for hosting family dinners or entertaining guests. The master suite, located on the first floor, offers a luxurious retreat with a large master bath, soaking tub, and separate shower. Upstairs, you'll find two separate quarters - one perfect for use as an in-law suite or game room, complete with an additional bedroom and bathroom. The other quarter features two bedrooms, one and a half bathrooms, and a private office. Step outside and be transported to a tropical oasis, with lush and vibrant landscaping surrounding the property. The outdoor space features a beautiful pool and spa, perfect for relaxing or hosting outdoor gatherings. For golf enthusiasts, the backyard also boasts a putting green, allowing you to practice your swing in the comfort of your own home. Don't miss your opportunity to own this one-of-a-kind property in the heart of Winter Park.

617 Penn Place, Winter Park

$1,010,000
5 Beds 3 Baths Parklando 03 SubDv. 32789 Zip Code
BACK ON THE MARKET!!! This beautiful, lovingly cared for move-in ready, one story 4-bedroom 2.5 bath home offers you a unique opportunity to own in Winter park for under $2 million. It even has a large detached guest house or mother-in law suite complete with large bedroom, full bathroom and a kitchenette. As you drive down the mature oak lined street, the first thing you notice is the pride of ownership in this upscale neighborhood. The home sits on a unique .35-acre lot on a secluded cul-de-sac surrounded by multimillion dollar custom built homes that is perfect for your family whether you want to do nothing and move in, update it and make it your own or build your dream home. The rooms are bathed in natural light, have real wood floors and have access, through the French Doors, to the screened enclosed back porch. The spacious kitchen was recently updated, has a breakfast nook and an interior laundry room. Off the kitchen is the dining room that leads to the family room complete with a fireplace. The master bathroom has 14-inch tile, a jacuzzi soaking tub, walk-in shower and dual vanities. Storage is not a problem with the many walk-in closets and the detached 2 car garage. Zoned for Audubon School District. LOCATION, LOCATION, LOCATION. You are minutes away from the Advent Health complex, Orlando Museum of Art, Orlando Science Center, Mennello Museum, Orlando Repertory Theater, Leu Gardens, Loch Haven Park, Mead gardens, Beeman Park on Lake Sue, the shopping and dining districts of the Ivanhoe Village, the Mills District, College Park, Winter Park, Baldwin Park and Downtown Orlando. Be sure to check out the 3-D Virtual Tour or the homes own website by clicking the tour buttons. What are you waiting for? Call me for a private showing. This opportunity will not last long!

2315 Janice Avenue, Winter Park

$3,001,950
3 Beds 4 Baths N/A SubDv. 32789 Zip Code
Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter Park, this secluded historic lakefront estate showcases the finest in authentic Spanish-style architecture. Built in 1930 and known as “Casa Felice” or House of Happiness, this is reportedly the 2nd home in the Winter Park area designed by James Gamble Rogers II… Boasting classic materials from the era and brimming with meticulous attention to every detail, the character, style and elegance of old-world Spain is highlighted throughout. Exceptional appointments include heart pine flooring, impressive solid stucco walls, gorgeous, beamed ceilings and pecky cypress doors. Three bedrooms (all upstairs) and all living areas/kitchen downstairs in the main residence. Additionally, there is a separate guesthouse, that could be one or two additional bedrooms or perfect for hosting friends and family with a multitude of flexible uses... Extremely well-constructed on over an acre of land, an outdoor private oasis features a saltwater pool, extensive flagstone terrace along with a sprawling back yard leading down to the lake with boathouse & waterfront entertaining. An extremely rare opportunity not only to own a part of Winter Park history, but to thoroughly enjoy the character & charm of one of Winter Park’s landmark special homes with the added bonus for those seeking to enjoy the quintessential Central Florida chain of lakes lifestyle…

1290 N Park Ave, Winter Park

$?
5 Beds 4 Baths Sharon Place SubDv. 32789 Zip Code
This Elegant & Charming Cape Cod Revival home is fully renovated with 5 bdrms/3 full baths/2 half baths & is situated on a large lot. It's ideally located on a secluded cul de sac with towering trees in the heart of Winter Park. It features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts new GE Stainless appliances, wine refrigerator with built in wine rack plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai comes with new brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise area & a gorgeousnew bath. One of the best features of the home is the new detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. All the additional baths have also been redone with travertine, granite & custom wood cabinetry. The expansive backyard offers plenty of space for play & room to add a pool & pool cabana, if desired. Its walking distance to Winter Park Racquet Club & minutes from downtown WP restaurants & shops. Don't miss the opportunity to live in this architecturally unique & appealing home in the very desirable WP School District! Also available for lease at $4750/month.

1217 Sharon Place, Winter Park