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luxury houses for sale Maitland, United States

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House with pool Maitland (United States)

Step into the serenity of Mediterranean-inspired living with this stunning 1,800-square-foot townhome in the gated Montacino/Enclave community, ideally situated just off I-4 in Maitland. Fresh neutral interior and exterior paint ensure that the home is move-in ready, and preserved in pristine condition by its one owner who is offering a one-year home warranty to ensure immediate peace of mind for you! This low-maintenance home is perfect for anyone seeking a blend of comfort and convenience, featuring three bedrooms and two and a half baths across two meticulously designed floors. The first floor welcomes you with elegant tile flooring and crown molding throughout the kitchen, dinette, living room, and a convenient half bath off the entry. This open floor plan offers an abundance of storage (under-stairs storage) and the living room is wired for surround sound as a bonus! Here, the kitchen shines with 42-inch solid wood cabinetry, under cabinet lighting, tile backsplash, granite countertops, and a closet pantry including a breakfast bar that overlooks the family room/dinette area. Upstairs you'll find stylish wood-like laminate flooring (no carpet), the layout includes an expansive primary suite with a private balcony, a large walk-in closet, and a luxurious primary bath with dual sinks and a separate shower. Two additional bedrooms, a full hall bath, and a handy laundry closet complete the second floor, making daily living both practical and private. Additional features include an upgraded two-zone HVAC system and double-pane insulated tinted windows for efficiency, upgraded five-inch baseboards, six-panel interior doors, wrought iron designer handrails, wired security system, a pest defense system (tubes in wall), and a paver driveway/walk. Outside, the covered porch offers tranquil views of grassy open spaces, adding to the home's appeal. Residents of Montacino/Enclave enjoy access to a resort-style sparkling pool and cabana overlooking the private Lake Charity, enhancing this community's allure. With easy access to Downtown Orlando, Winter Park, theme parks, beaches, shopping, and restaurants, this property is not just a home but a gateway to a lifestyle of leisure and convenience.

$410,000
3bedrooms
3bathrooms
land  162

By Premier Sotheby's International Realty

50

House Maitland (United States)

This one-of-a-kind custom home was crafted by Meridian Homes in 2017 and includes five bedrooms, downstairs primary and four full baths with upstairs bonus space all sprawling over 3,560 square feet with flexible function for ease of living. A front entrance surrounded in washed brick welcomes you into foyer with volume ceilings and views to the backyard entertaining area and pool. Dining space or formal living at front of the house with views to the front yard with designer chandelier feature and built-in storage wall. Light and bright kitchen with 42-inch cabinetry, granite with leather finish island, stainless appliances, farmhouse sink and bar seating as well as large pantry. Gathering room is framed by French doors and custom bookcases for plenty of storage. An additional den is off open living space and could function as dining, home office or any flexible space you need. Backyard enjoys a covered porch with summer kitchen, tongue and groove ceiling, deck with pavers on about a quarter acre. A sparkling pool to cool off in and enjoy our incredible Florida weather with plenty of green space to enjoy. Upstairs features four bedrooms and a generous bonus space retreat. Two of the bedrooms are oversized, adding to the character of the home and allowing for additional seating and lounging. Other features include custom designer wallpaper, designer fixtures, custom built-in cabinetry, circle drive for ample parking, plantation shutters and other window coverings, inside laundry upstairs and downstairs and more. Dommerich Estates is a place everyone comes home to and continues to be one of the best Maitland Communities. Enjoy a short distance to the park, the lake lot and schools, and enjoy Lake Lily, the weekend farmers market, fantastic restaurants and shops and close to all major roadways. Absolutely some of the best Orange County schools, zoned for Dommerich Elementary, Maitland Middle and Winter Park High. Enjoy the simplicity of moving straight into this home, totally turnkey and well-appointed

$1,595,000
5bedrooms
4bathrooms
land  971

By Premier Sotheby's International Realty

35

House Maitland (United States)

Enjoy an incredibly quiet Maitland street among the trees in Dommerich. This home is tucked away in the back of the neighborhood, a stone's throw to the green fields and an easy walk to the schools. This five-bedroom three-bath split plan home doesn't come around often with open living which provides great spacious functionality with many options for the layout. An intimate pavered courtyard with subtle arch architectural detail invites you into this special home. A large gathering space overlooks the pool through new slider doors bringing the outside in. The kitchen is light and bright with a center island, newer stainless steel appliances, granite counters, and an eat-up bar seating that connects to the dining space making entertaining simple. A four-bedroom stack of bedrooms make it easy to accommodate a home office as well as guest space with plenty of room to spare. The primary suite is oversized with a renovated bath and walk-in closet. Many updates to the home include a new roof (2022), new AC (2022), pool updated with Pebble Tec finish, newer garage door and floor finish, a pavered drive, pavered courtyard and pool decking, updated hurricane grade windows and sliding doors, newer engineered hardwood, plantation shutters, updated doors and fixtures, recessed lighting, and so much more. The location is superior, offering so much privacy and quiet with Dommerich Elementary and Maitland Middle schools as well as Maitland Community Park just a couple blocks away. Zoned for Winter Park High. Enjoy the amenities only Dommerich provides which is why its home values continue to be strong and the neighborhood is always in high demand. A community like no other and a town that everyone wants to come home to. Let's make this one yours.

$799,000
5bedrooms
3bathrooms
land  1,012

By Premier Sotheby's International Realty

Contract pending
44

House Maitland (United States)

Welcome to your dream home nestled in the sought-after prestigious gated community in a Winter Park/Maitland blended neighborhood with deeded boat slips on Lake Maitland, providing boating access to the six-lake Chain of Lakes! This exquisite, one-owner, custom-built true five-bedroom traditional Charleston-style residence, built in 2001, boasts unparalleled elegance and pride of ownership. Lovingly cared for by one family over the years, the home offers a rare opportunity to purchase in this unique gated community with only eight residences. As you step through the front door, you'll be greeted by the charm of the formal library and dining rooms, creating a perfect setting for entertaining guests. There are numerous amenities beyond the gated entrance, including a walkway to Lake Maitland, individual boat slips, and an oversized community lawn that creates a park-like setting to enjoy by the lake. The main gathering room, sunroom, and bonus room offer versatile spaces for relaxation and recreation, while the dedicated fitness room caters to your active lifestyle. The first-floor primary suite is a true retreat, featuring views of the 45 by 10-foot lap pool and a meticulously landscaped backyard. The spacious island kitchen with a breakfast area provides a welcoming space for culinary creations, with easy access to a covered outdoor living area for al fresco dining. Step outside and discover your own private oasis – an outdoor cabana complete with a fireplace and TV, perfect for outdoor entertaining with a lushly landscaped perimeter. Roof was replaced in 2022. Both air conditioning units were replaced in 2015, newer appliances. This residence offers tranquility and exclusivity that is rare to find. Embrace the great outdoors and create lasting memories by the water. Beyond the gated community, this home is ideally situated for convenience to local area restaurants, Park Maitland School, and the famed Enzian Theatre. A short bike ride takes you to the renowned Winter Park's Park Avenue, offering upscale shopping, dining, and cultural experiences. With top-notch schools and easy access to major roadways, this location seamlessly combines luxury living with practicality. Don't miss the chance to make this exquisite property your own – where elegance meets comfort, and every day feels like a vacation.

$2,495,000
5bedrooms
4bathrooms
land  1,255

By Premier Sotheby's International Realty

108 listings near Maitland

Nearby
50

House Winter Park (United States)

A rare opportunity in the Vias of Winter Park to own .63 of an acre in a secluded cul-de-sac framed with mature oaks and landscaping. This home has been carefully renovated and stretches nearly 4,000 square feet on mostly one-level living making daily function effortless for today's modern family. Five-bedroom four-bath home with split living bedroom plan, formal living and dining spaces and large open kitchen gathering space that spills into the covered porch and outdoor living and pool area. Kitchen has been completely redesigned with beautiful custom cabinetry, quartz counters, a spacious island for gatherings and preparation, light and bright finishes, and custom backsplash. The kitchen blends family space with custom milled bookcases providing terrific storage with views through glass doors and transom windows that lead to the outdoors and allowing beautiful ambient light through the house. Primary suite is in its own wing of the home for incredible privacy. This suite also features large closets, a large primary bath with double sinks and a seamless glass shower with marble porcelain tile accents for a clean and timeless look. Other bedrooms enjoy a split plan and are nestled on the other side of the house. With fully renovated baths, this home is ready to move in. One of the bedrooms is currently being used as a den but generous enough to be a mother-in-law suite or designed to be a secondary primary. The outdoor spaces makes the house an incredible home for entertaining with its summer kitchen. The large Florida pool and spa and a backdrop of greenery encourage relaxation at the end of the day. Professionally landscaped and outdoor lighting create an oasis that is hard to find in the Vias. It is a prime location and unique opportunity to find a property of this size in old Winter Park! Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High.

$2,100,000
5bedrooms
4bathrooms
land  2,550

By Premier Sotheby's International Realty

Nearby
Contract pending
30

House Winter Park (United States)

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

$2,950,000
4bedrooms
5bathrooms
land  1,174

By Premier Sotheby's International Realty

Nearby
Contract pending
40

House Winter Park (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.

$2,000,000
5bedrooms
6bathrooms
land  1,174

By Premier Sotheby's International Realty

Nearby
Contract pending
22

House Winter Park (United States)

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an A location lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a move-in condition option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

$1,995,000
4bedrooms
4bathrooms
land  1,862

By Premier Sotheby's International Realty

Nearby
5

House Winter Park (United States)

Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this rare opportunity is offered at a price reflective of its finished state. The buyer will seamlessly step into the process, with the price fully encompassing the cost of completion. This architectural gem is situated on a nearly half-acre lot spanning 6,774 square feet and perfectly balances a private retreat and an entertainer's paradise. Boasting five expansive bedrooms and six and a half baths, including a full pool bath, a first-level primary suite, a home office, and a wine cellar. The opulent pool/guest house provides ideal accommodation for guests or in-laws. As you enter the foyer, you will be captivated by the sprawling open floor plan and meticulously designed living space. You will be provided ample room for relaxation and entertainment, with the elevated pool and heated spa taking center stage. The expansive floor-to-ceiling windows flood the interior with natural light, creating an airy and inviting atmosphere. This modern residence is designed with clean lines and sleek finishes, showcasing impeccable attention to detail. High ceilings and porcelain tile flooring will define the interior on the main level, exuding an atmosphere of contemporary elegance. Laundry rooms are located on both levels for your convenience. The chef-inspired kitchen is a culinary masterpiece, featuring Gaggenau kitchen appliances, custom cabinetry, and quartz countertops. Whether hosting intimate gatherings or preparing gourmet meals, this kitchen will impress even the most discerning cooks. Complementing the gathering room adjacent to the kitchen, the vast 600-square-foot outdoor area seamlessly integrates with the contemporary luxury of the home. Enjoy your summer kitchen featuring a Kalamazoo gas grill and artisan pizza oven, perfect for alfresco dining, entertaining guests, or simply unwinding in the tranquility of nature. Step outside to your own private sanctuary, which includes an outdoor shower, where the landscaped areas are to be completed by Signature Landscape Contractors. The primary suite features a spa-like ensuite bath with a soaking tub and two spacious walk-in closets. The floating staircase leads to the upstairs lounge and family room with additional en-suite bedrooms that offer comfort and privacy, each thoughtfully designed with modern amenities and stylish finishes. Drive into your private and spacious three-car garage. Whether you're a car enthusiast or need ample storage space, this garage provides the flexibility and convenience you desire. Additional features include a complete Lutron system with KETRA lighting, Bang and Olufsen sound system and home theatre, IMG all aluminum window and door package, BOFFI kitchen and all baths, Dornbracht rain shower and fixtures, ITALdoor pivot front door, and Rimadesio interior doors. This one-of-a-kind new construction opportunity offers easy access to top-rated schools, upscale shopping, fine dining, and recreational amenities. Only minutes away from Park Avenue, Winter Park Racquet Club, and Interlachen Country Club. Enjoy a vibrant urban lifestyle while relishing the serenity of your private retreat. Why not have it all? Construction is progressing; secure this modern masterpiece before it's finished! Please inquire with the list agent for further details.

$7,370,000
6bedrooms
7bathrooms
land  1,821

By Premier Sotheby's International Realty

Nearby
35

House Winter Park (United States)

Nestled in the heart of The Vias, this Mediterranean masterpiece encompasses 3,217 square feet of beauty and elegance for your enjoyment of living. Dating back to 1953, this iconic home rests on a corner lot, offering captivating views of Lake Knowles. A stately entrance greets you with a large open living and dining space adorned with a beautiful gas fireplace and hardwood floors. Continue your journey through the first floor to find your incredible gourmet kitchen accompanied by custom cabinetry, Viking gas range, marble backsplash, quartz countertops, stainless steel appliances, a warming drawer, oversized walk-in pantry and an abundance of natural light illuminating the space well. The main floor features a guest suite, a full bath, a spacious laundry room and an office that leads to the private backyard. The owner's suite beckons you with its grandeur and features French doors that lead to a large, covered balcony overlooking Lake Knowles and an en-suite bath boasting a glass-enclosed shower, dual vanities, two custom walk-in closets, and a clawfoot tub where you can soak and take in some of the best views Winter Park has to offer. A second private staircase leads to an additional guest en suite, providing seclusion and luxurious living quarters for your family or guests. The enclosed backyard offers low-maintenance landscaping and also features a gas generator for additional peace of mind. Revel in the glorious views of the sunrise over Lake Knowles and enjoy being situated ideally, just a short golf cart ride from Park Avenue shops and restaurants, the Winter Park Racquet Club, and near Kraft Azalea Garden, Phelps Park and the Winter Park YMCA. An exclusive respite, this home represents the epitome of Winter Park living at its finest.

$1,895,000
3bedrooms
3bathrooms
land  809

By Premier Sotheby's International Realty

Nearby
25

House Winter Park (United States)

Welcome to Luxury Townhome Living in Winter Park. Indulge in sophisticated urban living with this meticulously designed three-bedroom, three-and-a-half-bath townhome by renowned architect Phil Kean. Spanning over 3,000 square feet, this residence seamlessly blends privacy, convenience, and luxury. Every detail has been thoughtfully curated, from the custom wood cabinetry to the exquisite Carrara marble primary bath. Upon entering, you'll find a spacious office and a bedroom with an en-suite bath on the ground floor. The private elevator provides effortless access to all three stories, as well as the rooftop terrace. The second floor unveils an open-concept living area, perfect for entertaining, featuring a gourmet kitchen equipped with top-of-the-line Wolf and Sub-Zero appliances, a 36-inch gas range, quartz countertops, and a dry bar with wine refrigerator. The third-floor primary suite is a sanctuary with two walk-in closets, a private balcony, and a spa-like bath featuring a soaking tub within a large glass and marble shower. An additional bedroom on this level also includes a private balcony and an en-suite bath, along with a walk-in closet. Outdoor living reaches new heights on the rooftop terrace, complete with an outdoor television, ideal for gatherings and enjoying breathtaking Florida sunsets. The home is adorned with custom built-ins, designer fixtures, California closets, and a Control 4 security system for peace of mind. Enjoy the ease of the lock-and-leave lifestyle and explore all Winter Park has to offer, just steps from fine dining, boutique shops on Park Avenue, Hannibal Square, and the Winter Park Farmers' Market. This residence is the epitome of sophisticated living, where every detail embodies elegance and comfort.

$2,150,000
3bedrooms
4bathrooms
land  162

By Premier Sotheby's International Realty

Nearby
Contract pending
25

House with terrace Winter Park (United States)

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.

$769,000
4bedrooms
3bathrooms

By Premier Sotheby's International Realty

Nearby
Contract pending
21

House Winter Park (United States)

Step into luxury living at its finest in this exquisite two-story condominium in the Douglas Grand of downtown Winter Park. Boasting sophistication and elegance, and offering unparalleled comfort and convenience. Spanning across two levels on the north side of the building which is more energy efficient, this residence features three bedrooms, two owner suites one on the main level and one up, 3.5 baths, and a private interior elevator, ensuring effortless access and seamless transitions between spaces. The bright open floor plan is ideal for entertaining and everyday living, highlighted by a spacious kitchen equipped with top-of-the-line Sub-Zero, Bosch and Wolf appliances, complemented by custom cabinetry for a touch of refinement. Indulge in the serenity of the interior atrium, creating a tranquil oasis of natural light in the comfort of your home. Each bedroom is accompanied by its own en-suite bath and walk-in closet, providing ultimate privacy and convenience. The primary suite is a sanctuary of relaxation, offering a generous 25-by-13-foot layout, a large walk-in closet, and access to the outdoor terrace with a treetop view overlooking Morse Boulevard ideal for a morning coffee or evening wine. Convenience meets luxury with two deeded parking spaces in the secured parking garage, ensuring peace of mind and ease of access. There is plenty of additional common area parking as well separate from the gated-off owner's parking area. In the heart of downtown Winter Park, Douglas Grand offers unrivaled access to renowned Park Avenue, Winter Park Farmer's Market, Central Park, Winter Park Village and Rollins College, placing an array of dining, shopping and entertainment options only a short distance away. Embrace the lock-and-leave lifestyle with the SunRail station just a short stroll away, providing convenient access to downtown Orlando for sporting events or the Dr. Phillips Performing Arts Center. Whether you're seeking a serene retreat or a vibrant urban experience, this sophisticated condominium offers the ideal blend of luxury, convenience and elegance, promising a lifestyle of unparalleled comfort and style.

$1,550,000
3bedrooms
4bathrooms

By Premier Sotheby's International Realty

Nearby
28

House Winter Park (United States)

Welcome to your exclusive opportunity to own a luxurious condo in the Douglas Grand, situated in the heart of downtown Winter Park. This impeccable property offers the epitome of sophisticated living. Its single-level, top-floor unit boasting three bedrooms, three baths, and two private balconies, all within the most highly desired quadrant of Park Avenue. Located on the Virginia side of the property which is very quiet, a secured parking garage provides simple lock-and-go living. With a short walk from the vibrant Park Avenue shopping and dining district, as well as Hannibal Square, every convenience and indulgence is at your doorstep. Step inside to discover the 2,615 square-foot open floor plan adorned with beautiful finishes, gorgeous wood floors and custom details throughout. Entertain with ease in the expansive gourmet kitchen, seamlessly connected to the dining and living areas. The kitchen features top-of-the-line appliances from Subzero, Wolf, and Bosch, custom 42-inch cabinetry, granite counters, fabulous task lighting and a closet pantry. Bar seating allows you to enjoy your guests when entertaining and overlooking the living space. The home offers a lush backdrop of the outdoors and long views of downtown Orlando. And the 4th floor invites lovely breezes throughout the unit. Two primary bedrooms with ensuite baths feature updated dual vanities, separate showers, and indulgent soaking tubs. A third bedroom or office offers versatility and functionality. Elevate your lifestyle with a host of modern amenities, including updated light fixtures and fans, new doors to outside balconies, renovated baths, fresh paint, plantation shutters that add an extra touch of elegance, and spacious walk-in closets that provide ample storage in every bedroom. Enjoy the added convenience of two deeded parking spaces in the gated attached garage, complete with direct access to the fourth floor. This unit is steps away from the access door for the garage, making daily functions super easy. Every aspect of luxury living has been meticulously curated for your enjoyment. Indulge in the unparalleled convenience of strolling to nearby restaurants, coffee shops, and boutiques. Rollins College is walkable, as well as fabulous events in Central Park and the bustling farmer's market. Don't miss your chance to experience the pinnacle of urban sophistication at the Douglas Grand.

$1,135,000
3bedrooms
3bathrooms
land  1,862

By Premier Sotheby's International Realty

Nearby
41

House Winter Park (United States)

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…

$4,750,000
5bedrooms
9bathrooms
land  2,914

By Premier Sotheby's International Realty

Nearby
24

House with pool Winter Park (United States)

Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

$1,695,000
2bedrooms
2bathrooms

By Premier Sotheby's International Realty

Nearby
24

House with pool Winter Park (United States)

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.

$3,495,000
4bedrooms
5bathrooms

By Premier Sotheby's International Realty

Nearby
38

House with pool Winter Park (United States)

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.

$825,000
2bedrooms
2bathrooms
land  121

By Premier Sotheby's International Realty

Nearby
Contract pending
32

House Winter Park (United States)

Fabulous transitional style Charleston home on a premier brick street in Old Winter Park. The home has been completely renovated by Z Properties & Wolfe-Rizor Interiors in recent years and meticulously maintained in better than like new condition with fresh paint, refinished wood floors and new carpet, etc. Bright open flexible floor plan with extensive detail, quality and modern design features. Sleek sophisticated interiors with stunning chef's island kitchen open to family room with warm gas fireplace and a full bar for entertaining. Downstairs also includes a wonderful oversized side entry mud/laundry room with additional refrigerator, dog gated area and office/workspace for family projects, along with a beautiful dining room and flex/den with a wall of built-ins. Upstairs includes a lavish master retreat, 3 other bedroom suites and storage closets along with the main house low voltage control panel. Outdoor living is magnificent with a very private park-like backyard including a tropical heated salt pool, incredible mature signature landscaping, covered lanai with TV, separate full pool/cabana bath, stainless commercial grilling area and house generator. The driveway to the rear of the property is on automatic gated entry and the garage is detached, however completely air-conditioned, fully finished and carpeted with a clear glass door. Truly a special home.

$1,595,000
4bedrooms
5bathrooms
land  1,093

By Premier Sotheby's International Realty

Nearby
50

House Winter Park (United States)

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,300 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. All drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

$2,995,000
5bedrooms
6bathrooms
land  1,619

By Premier Sotheby's International Realty

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