luxury real estate for sale Maitland, United States

Backup offers requested. Beautifully appointed on one of the most coveted streets in Winter Park, this exquisite transitional masterpiece combines grandeur and elegance for your enjoyment of living. Spanning over 4,000 square feet of living space and resting on over a quarter of an acre lot, this home is the quintessential dwelling place for life in 2021. Upon entering, you'll be greeted by high ceilings and a beautiful entryway opening up gracefully to the formal dining room and formal living space. Continue through the first floor to find your gourmet kitchen featuring marble countertops, an island with gas cooktop, butler's pantry, double ovens, Thermador appliances and picturesque views of your backyard pool. The first-floor owner's retreat beckons you with its oversized windows, French doors to outdoor space, walk-in closet and soaker tub. The first floor also features a powder room and elegant fireplace located in the formal living room. A staircase adorned with beautiful railing leads you to your second floor and continues to unfold sheer elegance. Four spacious bedrooms with three full baths occupy the remaining space on the second floor. Outside, the lush landscape, saltwater pool and spa deliver an abundance of space for outdoor enjoyment and exemplify the epitome of Winter Park living. An exclusive respite, this home represents a refined lifestyle for those who enjoy peace and convenient living.

One or more photo(s) has been virtually staged. Nestled within the charming enclave of Winter Park, this captivating residence transcends the ordinary, offering an unparalleled living experience that seamlessly blends contemporary luxury with thoughtful design. From the moment you step into the spacious office space, it becomes evident that every aspect of this home has been meticulously crafted to cater to both productivity and relaxation. At the heart of the home lies the gourmet kitchen, a culinary enthusiast's dream come true. Boasting top-tier appliances, abundant quartz countertops, and a generously sized central island, it effortlessly marries style with functionality, setting the stage for culinary adventures and delightful gatherings alike. The seamless flow from the kitchen into the dining and living areas ensures that every shared moment becomes a cherished memory. Here, the ambiance of the space enhances the joy of connection and celebration, creating an inviting atmosphere where laughter and conversation abound. Step outside into the outdoor oasis, where a serene lanai awaits, beckoning you to indulge in moments of tranquility and outdoor entertainment, complete with a summer kitchen and a sparkling pool. Picture yourself hosting gatherings or enjoying al fresco dining, as the lush surroundings elevate your lifestyle to new heights. The four bedrooms have been thoughtfully designed with comfort and privacy in mind, offering ample closet space and large windows that bathe the rooms in natural light, including a complete guest suite on the main floor. Each floor has its own laundry (two washers and two dryers included!) as well as one AC unit per floor, maximizing comfort, practicality and energy efficiency. Situated in the heart of Winter Park, this home offers convenient access to an array of amenities, including top-rated schools, shopping centers, dining, and recreational facilities. Here, the location isn't just a backdrop but an integral part of the lifestyle. Custom-built in 2024 to perfection, this gem seamlessly combines modern living with timeless design, making it an exceptional residence for those who seek the perfect fusion of elegance and functionality. Don't miss the chance to turn this dream home into your own reality —schedule a private tour today and step into the lifestyle you've been envisioning. Your ideal home awaits!

Luxury is a lifestyle, and this Winter Park modern bungalow is full of natural light, clean lines and crisp open spaces. With three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and is a home that beckons the green of the outdoor lifestyle. Over 2,400 square feet include an additional dwelling that is being used as a studio but easily could transform to a guest house or mother-in-law suite, whatever function fits your needs. The kitchen is open to the gathering room and recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, mature landscape and upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well well-established neighborhood providing a lifestyle like no other.

Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from the picturesque brick street, this stunning residence offers unparalleled privacy and elegance, exuding sophistication from the moment you arrive. Stately double-front doors open into a grand foyer with direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF, double islands, two dishwashers, and top-of-the-line Wolf/Subzero/Miele appliances, the kitchen is a chef's dream with ample storage for all your needs. The inviting family room features a stunning gas fireplace, coffered ceilings, and a large custom bar complete with a wine refrigerator. Designed for grand entertaining, the home offers large-scale rooms with soaring ceilings that create an open and airy ambiance. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the sprawling grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area, and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. Upstairs, you'll find a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a luxurious spa-like soaking tub, and a glass-enclosed shower. For added convenience, there's an upstairs wet bar perfect for refreshments, alongside ample cabinetry providing extra storage and space for hanging clothes. Additional features include a full-house generator, well irrigation system, a five-zone A/C system for optimal climate control, and a three-car attached garage with a brick paver-gated driveway leading to a motor court, ensuring ample parking and privacy. This truly unique property has been done and maintained to the highest standards, offering an unparalleled lifestyle. Situated in a top-notch location, just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course, this home is a rare opportunity to experience the epitome of luxury living in Winter Park.

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

Discover the charm and downtown Winter Park ambiance with this two-bedroom plus office, two-bath Mediterranean villa, a true “hidden gem” out of the way to find off Interlachen Avenue! The quaint six-villa condominium community is adjacent to the historic Winter Park Golf Course & Casa Feliz. Just footsteps from the vibrant shopping and dining on Park Avenue, this peaceful, private retreat is a European style sanctuary right in the heart of downtown Winter Park. This 1,610-square-foot, two-level condominium is a unique find and wonderful opportunity to make it your own private oasis. On the main level there is a lovely kitchen open to dining room and gorgeous living area featuring vaulted wood ceilings, a wood-burning fireplace, and two walls of French doors opening to separate private courtyards, covered lanai and fountain... There is also a secondary bedroom suite that includes an ensuite bath, perfect for guests or family. Lastly, there is a secluded office/sunroom with gorgeous arched windows and a separate entrance that offers a versatile space for work or relaxation. Upstairs solely encompasses the spacious primary suite boasting a sitting area, French doors and windows and two balconies including an expansive covered balcony off the bedroom, a walk-in closet, and ensuite bath. Embrace the old-world feel of the Spanish/Mediterranean architecture, complete with a newer community tile roof, recent new exterior paint, and peaceful winding courtyards. A secretive brick drive leads to the unit's two designated parking spots including one in a covered carport. Enjoy the Lock and Leave lifestyle with the enjoyment of downtown living and the seclusion of this Winter Park treasure. Walk to the Winter Park Golf Course, Casa Feliz, and stroll through the iconic streets of downtown Winter Park. Don't miss this incredible opportunity to own a piece of Winter Park's history.

Discover the charm and convenience of this beautiful one-story home in the desirable Winter Park Hills. It offers four bedrooms with 2.5 baths, and the fifth room can be used as an office or an additional bedroom, and 2,441 square feet. This residence offers a spacious and comfortable living environment for families and guests. The heart of the home is the inviting family room, featuring a cozy wood burning fireplace with built-in shelving that adds warmth and character. The open floor plan ensures easy flow between the living areas, making it ideal for everyday living and entertaining. The kitchen offers wood cabinets and stainless appliances. The living room area is wonderfully renovated with built-in cabinetry, wood floors and French doors out to the pool area. The beautiful renovated primary suite has travertine floors, French doors, an en-suite bath with dual sinks, oversized double shower head shower, Jacuzzi tub and custom walk-in closet with custom shelving, along with a separate makeup area. Step outside to your private haven on a generous .28-acre lot. The covered lanai provides a spot for alfresco dining or relaxing, while the paver pool area is ideal for enjoying sunny Florida days and hosting gatherings. The home boasts several recent updates for added peace of mind including a new roof in 2022, air conditioner compressor replaced in 2018, re-plumbed, tankless water heater, propane tank and more. These modern upgrades complement the home's classic appeal. In a neighborhood known for its top-rated schools such as Dommerich, Maitland Middle and Winter Park High School! Don't miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony.

Discover this unique farmhouse chic home, just two blocks from renowned Park Avenue. This adorable two-bedroom, two-bath home is full of character, featuring a picturesque white picket fence. Originally built in 1925, this property has been transformed, blending historic charm with modern comforts. Step inside to an airy open floor plan where a spacious living room, dining area and kitchen flow seamlessly together. Relax by the electric fireplace in the living room or entertain in the kitchen, complete with whimsical, retro-style Big Chill appliances that add a bright and cheerful touch. The home is filled with vintage character and modern flair, featuring vibrant colors, shiplap walls and solid heart pine floors throughout. Both baths are tastefully designed with handcrafted cement tiles, and the two bedrooms are cozy yet surprisingly spacious, with ample closet space efficiently integrated into the design. The outdoor living space is just as inviting, with a 300-square-foot screened back porch, ideal for relaxing or entertaining year-round. A carport pergola featuring an electric car charger adds even more versatility to the indoor-outdoor living experience. Garfield will have you gushing with its storybook setting! Don't miss your chance to own this one-of-a-kind Winter Park gem featured in Winter Park Magazine so schedule your visit today!

Charming home in prime Orlando location. Welcome to this delightful and well-maintained home at 709 Malone Drive in the heart of Orlando. This residence combines the best of comfort and convenience, ideal for anyone seeking a warm and inviting space in a sought-after neighborhood. Key features are spacious layout, three bedrooms and two full baths, with an open floor plan that maximizes every inch, offering plenty of room to relax and entertain. Galley-style kitchen. Bright and airy living spaces enjoy abundant natural light, enhanced by large windows throughout. Outdoor oasis, step outside to a backyard that's ideal for outdoor gatherings, gardening or unwinding after a long day. The backyard is fully fenced, providing privacy and space for pets or kids to play. Prime location near popular Orlando attractions, dining, shopping, and entertainment venues. Plus, you're just minutes from major highways for easy commuting. This home is a fantastic find for those looking to settle in a vibrant community with modern amenities and classic Florida charm. Don't miss the opportunity to call this gem yours!

Sophisticated four-bedroom, 3.5-bath townhome in the heart of downtown Winter Park. This elegantly appointed, three-level corner townhome offers a flexible floor plan in the vibrant heart of downtown Winter Park. The premier corner unit design allows for expansive French doors and windows, flooding the space with natural light and providing access to wrap-around porches on the first and second levels, ideal for enjoying the outdoors. A private interior elevator provides seamless access to all levels, including the rooftop terrace. The first floor features a welcoming foyer, a convenient laundry room, two spacious bedroom suites with en-suite baths, and direct access to the private two-car garage. The second floor serves as the primary living space, designed for entertainment and everyday comfort. It includes a chef's kitchen, living room, dining room and family room. The kitchen boasts top-tier appliances, including a 36-inch Wolf gas range, Sub-Zero refrigerator and Bosch dishwasher. A butler's pantry with an under-counter beverage cooler connects the kitchen to the dining and living areas. The open-concept kitchen which overlooks the family room features a marble-topped island, gas fireplace and built-in bar. The wrap-around porch on this level provides additional space for outdoor relaxation, complete with a gas grill. The third floor is dedicated to the private primary suite, offering two walk-in closets and a luxurious, spa-inspired bath with marble countertops and a Japanese wet room concept, and second laundry room for added convenience. French doors open to a balcony with a spiral staircase leading to the rooftop terrace. This floor also includes a large secondary bedroom that can double as extra flex space that could be used as an office, exercise room or den with a built-in bar area and spacious closet. The rooftop terrace, accessible by the spiral staircase and private elevator, provides ample space for outdoor living and offers breathtaking views of downtown Orlando. Designed by acclaimed Phil Kean Design Group, the Morse & Virginia brownstones are ideally just two blocks from Park Avenue's renowned shopping and dining. Residents can enjoy leisurely strolls to Hannibal Square, Winter Park Library, farmers market and more. Ideal for those seeking a low-maintenance, lock-and-leave lifestyle with all conveniences of urban living!

Wonderful 4-bedroom, 1-story home on one of the most desired streets in the heart of Winter Park. Situated on a large 100' wide lot with gorgeous mature and well-maintained landscaping, this home has tall ceilings and is very light and bright throughout with an open floor plan that offers flexible living spaces to adapt to your lifestyle. The private master retreat overlooks the backyard and has a spa-like master bathroom with a jetted tub, separate walk-in shower and large custom finished closet. Three additional bedrooms and two bathrooms on the other side of the home boast vaulted ceilings, hardwood floors, and custom closets. Large kitchen and butler's pantry with granite countertops, stainless appliances, and beautiful custom cabinets. Other features include designer tile flooring, LED lighting, custom built-ins, large laundry room, and dual-sided fireplace. Large fenced-in backyard with covered porch and patio, perfect for entertaining. Spectacular location just blocks from the Park Avenue retail district and restaurants. Winter Park has A-rated schools.

One or more photo(s) has been virtually staged. Experience urban sophistication with a small-town ambiance in this exquisite three-bedroom, 3.5-bath two-story condominium at The Douglas Grand, in the bustling heart of Winter Park. This home embodies luxury living with an array of upgraded high-end millwork that echoes the European-inspired charm of Winter Park. The first level reveals a culinary paradise with Busby custom cabinetry, a state-of-the-art Wolf oven and range, Sub-Zero refrigerator, and stunning quartz granite countertops. Entertain in grandeur in the dining and living rooms adorned with judges paneling and French doors that open to a sunny atrium. A generously sized guest bedroom includes a private bath and balcony offering picturesque views of Morse Boulevard, doubling as a second primary suite. Ascend via the elegant staircase or convenient elevator to the second floor where the opulent primary suite awaits, boasting an expansive walk-in closet, a fireplace and French doors leading to a magnificent 26-foot-wide outdoor terrace. The third bedroom, complete with an en-suite bath and a well-equipped laundry room, round out this level. Step just outside, you'll discover a vast selection of fine dining and shopping, and cultural options encapsulating the essence of urban convenience combined with a charming neighborhood feel.

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…

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

Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.