Homes for Sale in Winter Park

Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of Winter Park. This home spans two levels of exquisite living spaces designed for comfort and entertainment, featuring four bedrooms, three full bathrooms, two half bathrooms, and a large bonus room. As you enter, the grand foyer invites you into a voluminous layout, accented by Brazilian Cherry hardwood floors, extensive crown molding, and plantation shutters that add a touch of elegance to the 10-foot high ceilings. The formal living and dining rooms provide an impeccable setting for hosting, complemented by a gourmet kitchen that’s sure to impress with its high-end stainless steel appliances, including a 48” gas stove, granite countertops, and an island with a built-in wine cooler, making it perfect for any culinary adventure. The family room, anchored by a cozy gas fireplace and French doors, opens to a lush tropical oasis with mature landscaping ensuring privacy with high hedging surrounding the property. Here, a screened pool and spa create a serene retreat with a pool bathroom and surround sound system for ultimate relaxation and entertainment. The ground floor primary suite is a true sanctuary, featuring two California Closets, a hand-painted tray ceiling, and direct outdoor access through beautiful French doors. The opulent en-suite bathroom offers a whirlpool tub, a separate shower with multiple shower heads, and a vanity mirror with a built-in TV for a spa-like experience. Upstairs, the additional bedrooms include a second primary suite with a dressing room and another bedroom with an en-suite bathroom. A spacious bonus room on this floor serves ideally as a game room or home theater, adding to the home's luxurious appeal. Located in a highly sought-after neighborhood and a prime location that provides easy access to top-rated schools, boutique shopping, fine dining, and cultural venues, making it a perfect blend of luxury living and convenience. This home is not just a residence but a statement of luxury, exclusivity, and a testament to the careful craftsmanship in one of Florida's most sought-after neighborhoods. Schedule your private showing today and enjoy the best of both worlds – a private haven and a splendid venue for entertaining guests. Welcome to your new home in Winter Park, designed for those who desire the very best in life.

This stunning & revived one-story Winter Park home is the perfect mix of classic charm & modern comforts. Featuring NEW oak hardwood floors, crown molding, two master suites & soaring ceilings, no expense was spared in the recent extensive remodel with top-of-the-line luxury finishes. The split floor plan is both wonderful & fascinating. As you go into the home you enter the living room & close by is the sun room, two bedrooms, NEW bathroom w/ tiled shower/tub & built in shelves. The bonus room off the living room can be a fifth bedroom, office, nursery, workout room, wine room, etc. The formal dining room nearby opens to a tranquil private courtyard & near that is the laundry room w/ utility sink. Next to the kitchen is an additional living room w/ natural gas fireplace & built in cabinets/shelves. Now step outside to your shaded backyard oasis w/ a NEW privacy fence w/ gate, oversized patio for dining/entertaining & a large storage shed/workshop. You'll love the abundance of natural light especially through the large outdoor courtyard in the middle of the home w/ views & access from the kitchen, primary master suite & living room. Featuring NEW impact rated 8 ft. tall sliding glass doors including a 12 ft wide grand entrance which opens from both directions in the middle near the living room. With views of towering trees this area offers endless possibilities & is the perfect transition for indoor & outdoor entertaining & relaxation. The open kitchen has been transformed into a spectacular masterpiece featuring vaulted ceilings, skylight, Calcutta quartz, center island, large peninsula w/ bar seating & decorative pendant lighting, new stainless appliances including Brama microwave, vented hood, custom backsplash & solid wood cabinets, including 42 in. upper cabinets & four large pantry cabinets. The primary master suite is spacious w/ vaulted ceilings, two walk-in closets & one w/ a closet organizer. The NEW master bathroom is exquisite boasting a large glass shower w/ two shower heads & dual vanities w/ quartz. The second master has a private entrance which is perfect for guests or mother-in-law suite, walk-in closet & NEW bathroom w/ spacious glass shower & a vanity w/ quartz. The air conditioned two car garage has a NEW garage door/opener, NEW epoxy floor & lots of extra storage areas. The long driveway is perfect for guests, multiple cars & parking. Other upgrades include a NEW roof/gutters, NEW plumbing/electrical/AC, NEW windows/doors, NEW int/ext paint, NEW pavers/landscaping/irrigation & Rinnai tankless gas water heater. Please ask for a list of the $290K in improvements & is attached to MLS. Centrally located on the famous tree lined Palmer Ave, you're a short stroll to Phelps Park & the YMCA, and minutes to shopping & dining on Park Ave, Interlachen Country Club & Winter Park Racquet Club. Don't miss your chance to make this truly breathtaking home yours!

Under contract-accepting backup offers. **Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

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.

1650 Lakehurst Avenue, Winter Park, FL Offered at $1,695,000 Beautiful brick home on a huge 0.38 acre corner lot, in the Heart of Winter Park! Designed with traditional elegance in mind, this stately residence offers 4 bedrooms, 4 full baths, and over 3,700 sf of living space. Enter the home through the foyer where you’ll find formal living and dining rooms to your left and right, and a large gathering area that includes the family room and kitchen is just down the hall. Featuring custom cabinetry, stone counters, Subzero appliances, a natural gas cooktop, and double ovens, the kitchen is an absolute dream space. The family room centers around a grand fireplace and leads to a quiet reading room overlooking the back pathway and gardens. A first-floor primary bedroom offers a private en suite with double vanities, a large soaking tub, stand-alone shower, and large walk-in closet. Upstairs are 3 generously sized bedrooms, two of which share a Jack-and-Jill bath, and one with its own en suite. A bonus room with built-in storage and desks is well suited for a playroom, home office, or study. Located minutes from Park Avenue, Rollins College, Advent Health, and more this home is conveniently located and zoned for the A-rated Lakemont/Maitland Middle/WPHS school district.

This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

Welcome to your new dream home in Winter Park, Florida! Conveniently nestled just steps away from Park Avenue's charming shops and restaurants, this 2,955 square feet residence is currently being crafted by Anchor Homes Development and designed by MJS Designers group. Boasting 3 bedrooms and 2.5 baths, the first floor graciously accommodates all 3 bedrooms. The second floor offers a generously sized bonus room, perfect for use as an office or den. The kitchen, a culinary masterpiece, showcases elegant hardwood floors and top-notch Thermador appliances. Schedule your private showing today and be among the first to experience the charm and luxury of this exceptional residence!

Under contract-accepting backup offers. Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shores. Which is a neighborhood of luxury homes in Winter Park, Florida. WALKABLE TO PARK AVENUE This home offers the finest of quality throughout, with uncompromising attention to detail, finish, form, function and durability. High Ceilings, Open Floor Plan, High-End Stainless THERMADOR Appliances, Gas Stove, Wine Frig, Mid Century Modern Lighting, Oversized Kitchen Island, spectacular 48 ft long Pool with Travertine Deck and a Summer Kitchen in the Lanai, making this home an outright Treasure. Flawless floor plan with the Primary Bedroom, guest room and an office on the first floor. Primary Bedroom has a Custom-Built Walk-In Closet of your Dreams. Open Floor plan leads pleasantly into the chef -style kitchen with the perfect layout for entertaining. Custom Made Wood Barn Doors lead to the Office and Pantry. Upstairs includes 3 additional Oversized Bedrooms, one with a balcony. Tons of storage, with a Loft Space and an additional room that can serve as a gym, playroom or a home theater. 2 Laundry Rooms one up, one down. The Outdoor Stainless Steel Gas Fireplace on the Lanai is a star attraction of the home. Home comes complete with Solar that pays 40% of the energy bill. Circular Drive with plenty of parking. Mature Oak Trees and complete privacy fence in rear with child safety screen on pool. Less than 1 mile from Park Avenue shops, restaurants, and entertainment. (1 mile radius) of 47 Restaurants. Don’t miss out on this captivating home. Please see attached feature sheet. NO HOA which means No rules & No Fees. Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today!

Under Construction. Welcome to this stunning 4-bedroom, 4-bathroom home nestled in the heart of Audubon Park. Boasting 2,978 square feet of living space, this residence combines spaciousness with elegance.This home offers both comfort and style. Audubon Park living at its finest awaits you here. Seller willing to buy 1 point down on buyers loan.