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$3,217,500
4 Beds 6 Baths Winter Park Town Of SubDv. 32789 Zip Code
Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, 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

$1,050,000
5 Beds 5 Baths Dommerich Hills Fourth Add SubDv. 32789 Zip Code
Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

2501 Modac Trail, Winter Park

$2,699,999
5 Beds 6 Baths Windsong-Lookout Lndg Add 01 SubDv. 32789 Zip Code
Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$700,000
6 Beds 4 Baths Golfview SubDv. 32789 Zip Code
Working from home takes on a whole new meaning here! Experience opportunity and creativity intertwined in this sprawling residence that has been home to a state-of-the-art recording studio: Studio 18. Boasting premium acoustics, and multiple studios, this Orlando gem redefines opulence for music enthusiasts. Immerse yourself in a harmonious blend of elegance and innovation or revert the property to a traditional home and have the flexibility of income from the 5 Bedroom, 3 Bath 3396 square-ft main house & the additional 2 car garage (currently used as a garage studio - perfect for a jam session) with a spacious 790 square-ft 1 Bedroom, 1 Bath GUEST HOUSE above! From the moment you step inside the reception area, be prepared to be transported into a unique environment & journey past studio B, a vocal closet, additional bedrooms, and gathering space which are found on the main level. If the heart of the home is the kitchen, this enormous kitchen with 2 full-size refrigerators and an abundant island is a Chef's Dream and is perfect for entertaining! Proceed down the hall, to find 2 additional bedrooms with private living spaces and a full bath. Ascending the stairs, you'll find Studio A, the largest studio with specially built walls and storage access, and a fabulous loft with a kitchenette - perfect for midnight snacks while finishing up a late-night session. Do not skip the 2nd story, 645 square-foot patio that is perfect for enjoying the evening with friends. The Primary Bedroom features a walk-in closet and a large 5-piece bathroom with a separate garden tub & shower. Additionally, the Roof was replaced last year (2023), Water Heater (2023), 1st A/C (2013), and 2nd A/C (2020). The original home was constructed in as a concrete bunker-style home - and the ACOUSTICAL OUTCOME is prime for creating functional studio rooms where sound does not bleed. PLEASE NOTE: Artwork, Equipment, Acoustical Treatments and the Business are not included in this listing. Can be negotiated separately. The current use is licensed with the city and compliant as a Home-Based Business. With parking for up to 15 cars, the proximity to Downtown Orlando, Winter Park, and College Park makes this the perfect location to make dreams come true!

1209 Formosa Avenue, Winter Park

$3,450,000
5 Beds 7 Baths Windsong North Shore 43/74 SubDv. 32789 Zip Code
Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000
5 Beds 4 Baths Fremar SubDv. 32789 Zip Code
Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, 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

$4,250,000
6 Beds 7 Baths Ardmore SubDv. 32789 Zip Code
Enjoy your private lakefront retreat in one of Winter Park's most exclusive neighborhoods on Lake Mizell, just a short walk from Rollins College and Park Avenue's restaurants and shops. This spacious 6-bedroom, 7-bath home features gorgeous views of the lake from formal living and dining rooms, a large primary suite, and several other areas of the home. A large bonus room with a full bath over the detached garage is perfect for a potential guest house. Amenities include an open foyer with marble floors, hardwood dining and living room floors, and plantation shutters and and detailed crown molding throughout. A gourmet chef's kitchen includes island seating for 6, as well as a large dine-in area overlooking the pool and lake. The kitchen includes a warming drawer, subzero refrigerator, dual dishwashers, a 6-burner Wolf gas stove, 3 sinks, and granite countertops. A large family room is adjacent to the kitchen, while a roomy office includes stately finishes and built-ins, including a murphy bed. The first-floor primary suite includes a sitting area with beautiful water views, two large walk-in closets, and a bathroom with dual sinks, a large shower, and separate soaking tub. Upstairs are 5 bedrooms, 1 ensuite and 4 with shared Jack and Jill bathrooms. Another large bonus room could be converted into a workout room, and the house includes both an upstairs and downstairs laundry room. This 6,115 square foot gem on a .62-acre lot off Genius Drive is an unparalleled quiet, tranquil lakefront oasis in the heart of old Winter Park. In addition to the beautiful large swimming pool, the lakefront side includes a boat house with electric hoist. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

201 Genius Drive, Winter Park

$950,000
4 Beds 2 Baths Winter Park Heights SubDv. 32789 Zip Code
Start the New Year off with a BOOM in this quintessential Winter Park mid-century modern classic pool home located on one of the largest lots (75x151) at .26 acres in a sought-after neighborhood! Surrounded by beautiful new homes & with a popular 'tree street' address, it's the perfect Tri-fecta offering a move-in ready home as well as the bones for a spectacular addition or even a possible new build opportunity! Options abound! Renos have been completed w/ Italian wood, 7" wide plank flooring, tongue & groove accented ceiling details in the showstopper L-shaped rear patio, complete w/ porcelain tile & eat-in bar. The heavy lifting is done & insurance a breeze w/ a new (shingle) roof (2022), variable speed 4 Ton A/C (2023), pool pump (2021), tankless gas water heater & newer windows. With a modern yet eclectic feel, its split plan features 4 spacious bedrooms, 2 baths, open living room, spacious dining area & a galley kitchen w/ recessed lighting tying it all together. Stainless steel appliances, Subzero fridge, granite counters, gas range & custom wood cabinetry make it functional and cozy. Huge, fully-fenced backyard for the kiddos w/ zoysia landscape. A side yard lends itself to a dog run or outdoor storage & a huge, expansive pool with unique tile detail offers year-round outdoor fun! Natural gas and a brick paver drive add to the appeal of this home as well as Southern exposure! Conveniently located to shopping, restaurants, hospitals, YMCA, Lake Knowles, Phelps Pk, Winter Pk Farmers Market, Winter Pk Scenic Boat Tour, Kraft Azalea Gardens & Park Avenue, plus top-rated Winter Pk schools! So much to offer & in the heart of Winter Park/32789! - Call for an appointment to see this fantastic home today!

1720 Palm Avenue, Winter Park

$815,000
4 Beds 3 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown molding, tall baseboards, refinished original hard wood floors, recessed lighting, French doors, paver driveway and newer windows though out with new plantation shutters. Large living room has a fabulous brick wood burning fireplace. There is extra living space in the front family room which has three huge beautiful windows that let in tons of natural light with new wood floors. The kitchen is updated with stainless steel appliances, solid wood cabinets, solid counter tops, marble backsplash, under cabinet lighting, wainscoting and gourmet 4-chair island kitchen features a stainless steel induction/convection stove, solid wood cabinets with solid stone countertops and Carrera marble backsplash. There is also a lovely eat-in area off the kitchen that is perfect for a kitchen table. There is a large dry bar complete with solid wood cabinets, stone counter tops and backsplash and wine fridge. The first floor master bedroom has a large walk in closet and plenty of space and natural light. The master bathroom has a built in jacuzzi tub, separate shower with multiple sprayers, pedestal sink and marble top vanity and separate commode. There is a door that leads to the back yard that has plenty of room for a pool. The wood staircase leads you to the other three bedrooms and second full bathroom. Each bedroom has a large walk in closets. The upstairs bathroom has been recently renovated with a large walk in shower, tile floors. There is also a linen closet for additional storage in the hall. The very large back yard can be accessed through the kitchen through a beautiful pair of French doors. There is also a storage shed, patio area off of the kitchen and patio off of the master bedroom. Newer triple pane low E-windows, roof: 2011 tile. ac: 2008, 16 seer, electrical: 2009, plumbing: pex. Centrally located to Rollins College and Park Avenue.

1310 Aloma Avenue, Winter Park

$2,250,000
5 Beds 5 Baths Comstock Park SubDv. 32789 Zip Code
Elegant Charleston-style residence resting on an elevated lot across the street from lakefront residences with city owned lake access to Lake Osceola directly across the street. Premier location off Bonita Drive on a quiet, beautiful tree-lined brick street in the heart of Olde Winter Park. Oversized lot of .33 acres and 122 feet across the front of the property. Secluded dead-end street with only three neighbors. Gracious five-bedroom plus bonus room, five-bath home with a welcoming circular driveway. Wonderful floorplan with no wasted space. Downstairs enjoys a den and office or formal living room, plus a formal dining room, island kitchen open to gathering room and the fifth bedroom, and guest room off the bright two-story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful built-ins. Spectacular chef’s kitchen of Skolfield Homes 2016 offers marble countertops, stainless steel appliances of Miele, Wolf and Sub-Zero, gas range with hood, built-in double oven, an oversized island and open eating space. Adjacent to the kitchen is the family room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs guest/in-law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new primary bath of Skolfield 2023 complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. Three additional oversized, designer bedrooms and two full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private shaded backyard offers several amenities including covered patio with summer kitchen and a tropical pool ideal for those hot Florida summer days. Air conditioners Trane and Nexia replaced in 2019. Rinnai gas water heater in 2022. All new interior paint, wallpaper in dining, office, powder bath, primary bath and guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million-dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access via a city-owned lot across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout are perfect for guests, multiple cars and parking. Ample storage spaces with under stairs closet, mud room, large hallway closet upstairs, attic and garage storage. Improvements list available upon request and attached to MLS. Home is "staged only" and ready for a flexible and fast closing.

1411 Elizabeth Drive, Winter Park

$1,250,000
4 Beds 5 Baths Chantilly Sub SubDv. 32789 Zip Code
Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,900,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
MAJOR PRICE IMPROVEMENT! 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

$1,725,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$510,500
2 Beds 2 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

$445,000
2 Beds 1 Baths Garden Acres SubDv. 32789 Zip Code
Welcome home to your charming and centrally located Winter Park bungalow. This home is nearby beautiful Mead Botanical Gardens, Rollins College, Park Avenue and the Winter Park Tennis Center. 4-minute drive to Advent Health, I-4, Orlando Museum of Art, Lake Ivanhoe Antique District, and lots more! You will instantly be drawn in by it's stunning curb appeal. This 2 bedroom/ 1 bath (plus an office) home has gorgeous, refinished original hard wood floors, new windows (2022), new exterior paint (2021), new interior paint (2023), fresh landscaping and sod (2021). A very large screened-in rear patio offers an ideal spot for entertaining and relaxing. Bonus features include a 1-car garage, newer wood fencing (2021), washer and dryer plus a flex room that can be used as an office, den or hobby space. Roof – 2008, HVAC – 2005, Plumbing main drain replaced in 2019, electrical panel updated in 2004. Don’t miss out on this affordable home, perfect for you!

914 Grover Avenue, Winter Park

$1,325,000
4 Beds 2 Baths Tuscany Place First Add SubDv. 32789 Zip Code
Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$1,430,000
3 Beds 4 Baths Kenilworth Shores Sec 1 SubDv. 32789 Zip Code
Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$925,000
3 Beds 2 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$4,087,500
5 Beds 9 Baths Osceola Shores Sec 03 SubDv. 32789 Zip Code
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$2,600,000
4 Beds 4 Baths Ethel Park SubDv. 32789 Zip Code
This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park

$1,250,000
4 Beds 3 Baths Green Oaks Rep SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. MASSIVE PRICE REDUCTION ! FOR QUICK SALE Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$1,475,000
5 Beds 5 Baths Fontainebleau SubDv. 32789 Zip Code
You will feel right at home in this newer energy-efficient 5-bedroom, 4.5-bath home. Location is the key as this home is beautifully situated on a corner homesite in desirable Winter Park. A covered entry followed by the foyer and formal dining space greet you as you enter the home. The rich ebony wood flooring is throughout the main level and will certainly impress all. Experience the elegant chef's kitchen with Silestone countertops, full Electrolux appliance package, induction cooktop, double stacked cabinets, designer tilework, walk-in pantry, and dry bar. A large walk-in pantry and dry bar can be found in between the dining and kitchen. The open concept kitchen and great room are ideal for entertaining family and friends and provides easy access to the generous covered lanai through large sliding doors. The main level office/study has a closet in the event you would prefer to use as a fifth bedroom, with a full bath just outside the doorway. Plentiful storage options throughout the home include generous under stair storage room. Enjoy Florida evenings on the large, covered lanai overlooking the private fenced backyard with a convenient outdoor half bath. Custom window coverings, modern light fixtures, new carpeting, new landscaping, and fresh exterior paint are simply a bonus. The primary bedroom and three additional bedrooms can be found on level two. The primary bedroom and spa bath are both generous in size and include tray ceilings, ensuite bath, dual sink vanity, garden tub with window, frameless glass walk-in shower and an enormous brand-new custom walk-in closet. The spacious bonus room and laundry room with full-size front-loading Electrolux washer/dryer can also be found on level two. A side entry garage with paver driveway and walkway only adds to the curb appeal of this special home. Close to the Winter Park Racquet Club, Park Avenue shops/restaurants, YMCA, and some of the best schools in Central Florida!

2329 Lafayette Avenue, Winter Park

$1,375,000
3 Beds 3 Baths Kenilworth Shores Sec 02 SubDv. 32789 Zip Code
413 Balmoral Road combines contemporary Craftsman design features with traditional charm. The floor plan delivers loads of character along with the privacy needed for separate living activities. The chef’s kitchen with attached breakfast room/butler’s pantry has Sub-Zero, Wolf and Miele appliances and custom handmade wall tiles. Included are an oversized gas range, warming drawer, wall oven, microwave, separate refrigerator, freezer, beverage fridge with freezer, 3 dishwashers, 3 sinks, 3 disposals and a built-in coffee station and blender. The large island has a heavy-duty mixer lift and plenty of storage. The cabinetry is solid wood with soft close features. There is a walk-in pantry. An attached vaulted ceiling family room with gas fireplace and tranquil water view provides the perfect setting to connect and relax. The home also has two additional living areas-one includes the home entertainment system and a wood burning fireplace. The second area is attached to the formal dining room and the 2 walls of glass create a harmonious connection with the outdoors. The expansive primary suite is a private retreat and includes a bonus dressing room, office or nursery; an ensuite bath with water closet, linen closet, walk in and built-in closets, a laundry room with sink and easy pool access. Additionally, there is a second office space, 2 bedrooms, 2 baths (hall/pool bath and a jack-n-jill) and a mud room/drop zone across from the garage. There are an abundance of extra coat and linen closets throughout the home. The attached two car garage has plenty of room for your vehicles, extra storage and a second washer and dryer. Located on an oversized lot, the private, fenced backyard oasis provides a sanctuary for calming the nerves and enjoying a refreshing dip in the pool (which was refurbished a couple of years ago). The covered rear deck provides plenty of shade and combined with the pool paver patio area, there is plenty of room for outdoor entertaining. There is a pond water view, buried utility lines and no immediate rear neighbors. Other features include Anderson dual pane windows (all but 2 bedrooms), a buried propane tank, gas grill hookup and storage on the deck off kitchen, six zone irrigation system with a separate water meter, 3 attic accesses -2 with pull-down stairs, 2 HVAC systems for zoned heat and cooling and a transferrable Terminix termite warranty. The architect owner has lived in this home for over 50 years. It has been a labor of love to create this unique, one-of-a-kind home in sought after Winter Park, FL with its top rated schools and world class shopping and dining. This home is conveniently located near area hospitals, UCF, downtown Orlando and Orlando International Airport. Don’t miss this rare opportunity to make this your next residence!

413 Balmoral Rd, Winter Park

$1,275,000
4 Beds 4 Baths Parklando 02 SubDv. 32789 Zip Code
Move In Ready Just For You!! Do not wait to see this amazing Winter Park home! Enjoy all the benefits of a newer home with all the luxurious features while experiencing a great neighborhood with soooo many conveniences including sought after the Audubon Park K-8 School plus local shops & dining at the nearby Corrine Corridor & Downtown Baldwin Park. You can play all day at Blue Jacket Park, the perfect place to picnic or participate in its many year-round outdoor activities. This could be the one you have been waiting for and you should reach out today to schedule a private showing. Hi-Flex floor plan offering downstairs master and private office with 3 bedrooms and large loft upstairs perfect if you need to spread out. Beautiful open kitchen featuring huge island with seating, cooktop with hood, built-in wall oven and microwave, wine refrigerator, walk-in pantry, tons of cabinets and counter space & designer back splash. The great room space is usually where owners relax and spend the most of their time and it is impressive with tons of natural light, wood flooring, and beautiful views overlooking the pool and private backyard. The downstairs Owner's Retreat is oversized and has a large en-suite bath featuring separate vanities, walk-in shower, garden tub and 2 oversized walk-in closets. While the upstairs features one bedroom with adjoining bath, two bedrooms with jack & jill style bath, plus a loft/ bonus room area. Schedule your private showing today and make it your "Home for the Holidays!" Room Feature: Linen Closet In Bath (Primary Bedroom).

2715 Wright Avenue, Winter Park

$4,250,000
4 Beds 5 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
Welcome to "Modern Hacienda", the recipient of the 2022 American Residential Design Award - Best Custom Home by the American Institute of Building Design. A magnificent courtyard and garden masterpiece designed and built by award-winning and renowned architect/builder, Phil Kean Design Group. A perfect blend of indoor and outdoor living located on a lovely, large private oversized lot, walking distance to Park Avenue and Rollins College. With just over 4000 square feet, this one-story sprawling villa includes 14 ft. vaulted ceilings in the main living and gallery room, an oversized state-of-the-art Wolf/Subzero kitchen, a detached guest apartment with private living room, kitchenette, washer/dryer, and patio overlooking the pool and backyard. The very private owner's suite offers a luxury bathroom with two separate walk-in closets. The oversized, side-entry garage accomodates 4 cars, and is accessed by a covered walkway. The custom European-style cocktail pool is a focal point to the professionally landscaped backyard oasis, flanked by gorgeous, resort-style covered lanais.

120 Trismen Terrace, Winter Park