Homes for Sale in Winter Park

A thoughtfully reimagined Winter Park custom home with transitional style & Mediterranean architectural influences awaits. Built by renowned Bates Driscoll Homes & designed by Gary Hancock, no detail has been overlooked. Located in one of the most sought-after areas in 32789, on a cobblestone street with walkability to lifestyle that makes this town unique. A streamlined design blends warm surfaces & modern appointments with volume ceilings that welcome you. Gentle view lines were carefully considered to emit abundant light. Living & dining spaces combine travertine marble floors, Georgian wood windows, smooth finish level 5 museum quality walls, add to the carefully selected Designer finishes. Function was at the forefront when designed with 4,692 sf featuring a 3-way split bedroom plan, with a main-floor owner’s retreat & upstairs 3-bed ensuites, one could be a second master, a large multi-purpose space. Main floor foyer French doors welcome you into a dedicated entry to office or library, living & dining rooms combine, open kitchen & family concept overlooks covered porches & courtyard with pool, ultimate privacy. A chef’s kitchen is expansive with stainless Wolf Pro Range/Subzero appliances, 42” Kitchen wood cabinetry, granite counters task lighting, alabaster pendants & luxurious alabaster backlit backsplash behind range. A side entry door opens to a family drop-zone for backpacks & shoes and easy access for deliveries to “back of the house” function. Center Island, casual bar seating & additional dining allow for any size gathering. The family room enjoys cypress beamed ceiling, stone fireplace, oversized chandelier with Agate disks sparkles above. Unobstructed views through 4 sets of French doors across gathering space & open to courtyard, so green & filled with afternoon light. The veranda features wood ceilings, a stone gas fireplace, breezy ramada porches with lantern lights that reflect in the pool. Travertine deck surrounds the pool and leads out to greenspace at the back. It’s about bringing the outside in as views abound and emphasize the beauty of the professional landscape. First-floor primary retreat is tucked away with doors to veranda & a spacious seating area for peace & quiet as you wind down the day. The owner’s bath showcases mother of pearl in-sets in floor, in walk in shower, & accented in custom-made dual vanity doors & fixtures. Main closet is expansive with a space for a peloton, intimate yoga retreat or for a newborn to snuggle in. Upstairs flex space is oversized with great possibilities for a variety of uses. New wood floors throughout second floor & all bedrooms have a dedicated bath with generous closet. Juliette balcony with windows to the floor capture the beauty of the views & add to the charm of the spaces. The back balcony adjoins 2 bedrooms with views of the treetops & captivating sunsets. Other features: opened spaces – walls removed, smooth walls, new interior/exterior paint, spectacular barrel tile roof, plantation shutters, utility closet added, all baths, lighting, fixtures & hardware updated, solid doors, professionally landscaped, artificial turf in back, 2 staircases include a service stair from laundry for easy housekeeping, add a chair lift for those in need & a front grand stair with iron details. A short walk to Lake Chelton, Sue & Virginia, Park Avenue, Rollins College, Corrine Dr & downtown. Zoned for Audubon K-8, WP High & step from the 9th grade Center.

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

Under Construction. Breathtaking modern home just weeks away from completion. This sleek five-bedroom, six-and-a-half-bath residence abounds with high-end details throughout with expansive open floor plan designed for the utmost functional family living. The dramatic 28-foot-high entrance foyer welcomes you into the 4,500 square feet of living spaces surrounded by excellent natural light, which emphasizes the simplicity of the home’s design and construction. The main floor features an expansive kitchen/dining/great room looking out directly to the pool. The kitchen includes upgraded appliances, custom European cabinets and quartz countertops. In addition, the first floor boasts en-suite bedroom that can easily be converted to an office as well as a generous master suite designed with comfort and space in mind featuring a large walk-in closet, free-standing tub and oversized shower. The second floor consists of a bonus space, perfectly suited for a second family room, movie room or exercise room as well as three additional large bedrooms, all en suite. The spacious backyard features a saltwater pool, a full bath, a summer kitchen and ample spaces to build additional seating areas, add a swing set and even space to play catch. Complete with a three-car garage and low-maintenance tropical landscaping, this beautiful home will be ready for move in June 2023.

THE LANDMARK IS AN AWARD WINNING LUXURY BUILDING IN DOWNTOWN WINTER PARK. AS YOU ENTER THE SECURED MAIN ENTRY GATE, YOU ARE IMMEDIATELY IMPRESSED WITH THE MOSAIC TILE CEILING AND THE TILE FOUNTAIN AS THE CENTERPIECE TO THE OPEN AIR COURTYARD WITH A SUMMER KITCHEN AND A BEAUTIFUL SEATING AREA FOR ALL THE RESIDENTS TO ENJOY. TAKE THE SPACIOUS ELEVATOR TO YOUR RESIDENCE. AS YOU ENTER YOUR PRIVATE FRONT BALCONY PORCH OVERLOOKING THE OPEN AIR COURTYARD YOU WILL STEP INTO THE RESIDENCE. THIS STUNNING 3 BEDROOM, 2 BATH RESIDENCE HAS BEEN COMPLETELY UPDATED IN 2021 BY A TOP INTERIOR DESIGNER. BEAUTIFUL RICH HARDWOOD FLOORS THROUGHOUT, KOHLER PLUMBING FIXTURES, VISUAL COMFORT LIGHTING FIXTURES and a SONOS MUSIC SYSTEM. THE SPACIOUS CHEF’S DREAM KITCHEN IS EQUIPPED WITH ALL THE UPGRADED APPLIANCES YOU WOULD EXPECT IN A LUXURY HOME, THERMIDOR DOUBLE OVENS, SUBZERO REFRIGERATOR, and a MIELE DISHWASHER. Gorgeous cabinetry by BUSBY CABINETS. THE BRIGHT AND SPACIOUS LIVING ROOM/DINING ROOM IS PERFECT FOR ENTERTAINING FAMILY AND GUESTS. FRENCH DOORS LEAD TO A SECOND BACK BALCONY WITH CITY VIEWS. THE GENEROUS SIZED MASTER BEDROOM HAS A SEPARATE WALK IN CLOSET WITH BUILT INS FOR PLENTY OF STORAGE. THE MASTER BATH FEATURES A SEPARATE SOAKING TUB, WALK IN SHOWER, and DUAL VANITIES. THE ADDITIONAL BEDROOMS SHARE A BATH. THE 3RD BEDROOM IS CURRENTLY BEING USED AS AN OFFICE/DEN WITH BEAUTIFUL WOOD PANELING. YOU HAVE NEVER SEEN A LAUNDRY ROOM AS SPACIOUS AS THIS WITH FULL SIZE WASHER/DRYER, A SINK, BUILT IN DESK AND CABINETRY, EXTRA FRIG FOR LARGE DINNER PARTIES AS WELL AS A SEPARATE WINE FRIG. UPGRADED SECURITY CAMERAS THROUGHOUT THE BUILDING FOR ADDED SECURITY, AND THERE IS A PRIVATE LOCKED AREA FOR PARCEL DELIVERIES. EACH UNIT IS ASSIGNED 2 PARKING SPACES UNDERNEATH THE BUILDING IN THE SECURE PARKING AREA. THERE IS ALSO AN A/C STORAGE UNIT FOR EACH RESIDENT. WALK TO PARK AVE AND ENJOY DINING, SHOPPING AND COMMUNITY EVENTS THROUGHOUT THE YEAR IN CENTRAL PARK. THIS IS TRULY LUXURY LIVING IN THE HEART OF WINTER PARK. CALL TODAY FOR YOUR PRIVATE SHOWING AND START LIVING THE WINTER PARK LIFESTYLE!

Pre-Construction. To be built. Experience the perfect fusion of indoor-outdoor living, clean lines, and minimalist design in the heart of Winter Park. This California Modern home boasts 3,997 s/f, 4 bedrooms, 4.5 bathrooms, 2 car garage, pool and Summer kitchen. Exceptional interior features will include walls of windows, Wolf and SubZero appliances, solid surface tops, and hard surface flooring throughout. A generous allowance has been provided for your outdoor, courtyard style, entertaining space complete with a Summer kitchen and pool. This home will be situated on a wide, corner lot allowing the grandeur of this stunning elevation to be the focal point of the home. Call today to schedule an appointment.

Welcome to your lakefront home in Old Winter Park's coveted Tree Streets - a place where your dream home is waiting for you! This truly sustainable 5/3 property rests in a neighborhood teeming with charisma and personality, offering a one-of-a-kind lifestyle in one of Central Florida's most sought-after communities. Location, as we all know, is everything, and this home hits the nail on the head. Set in a prime spot, you'll find yourself amidst graceful streets graced with pavers exuding everlasting elegance. Step outside, and you're instantly embraced by the pulse of a bustling community. A stone's throw away, Phelps Park, with its basketball and pickleball courts and playgrounds, beckons. Families desiring quality education will appreciate the zoning for top-tier schools and proximity to Lakemont Elementary. Plus, with the nearby YMCA, a plethora of recreational opportunities is at your disposal. But the perks don't stop there! Imagine being a leisurely golf cart ride away from the buzzing heart of downtown Winter Park. Treat yourself to delightful boutiques, mesmerizing art galleries, and top-notch eateries that lend this area its distinctive character. Boasting a stunning lakefront location, you'll be part of an energetic community that values the beauty and serenity of its environment. Inside this flawless residence, completely rebuilt in 2013, you're in for a treat. Offering nearly 3200 square feet of luxe living space, this home masterfully blends elegance and functionality. With every step on the bamboo and travertine marble floors, you'll admire the painstaking attention to detail in the renovation process. The jewel in the crown of this home is the striking kitchen, revamped in 2019, complete with high-end Thermidor appliances to satiate the foodie in you. Its open-plan design merges effortlessly with the living and dining spaces, forming an ideal setting for hosting loved ones. Ascend to the second floor, and behold the awe-inspiring lake vistas that promise to start and end your day on a tranquil note. Beyond its stunning visuals, this home is a testament to modern innovation and efficiency. Features like paid-off solar panels, a hybrid water heater, and all-LED lighting underscore its commitment to sustainability. With two electric vehicle charging outlets, you're set to lead the charge in the green revolution. Sleep peacefully knowing your home has a comprehensive security system, premium window tinting, and a home-wide water softening system to guarantee comfort and peace of mind. Framed by mature greenery and featuring a well irrigation system, this property strikes the right chord between natural allure and water conservation. The high energy efficiency rating translates to incredibly low electricity bills, freeing up funds for what truly counts in your life. Homes of this standard seldom hit the market and are typically snapped up quickly. Don't miss the opportunity to call this extraordinary property yours. Book a viewing today and prepare to immerse yourself in a world of luxury, serenity, and unmatched community living. The tree-canopied streets of Old Winter Park are excited to welcome you home.

Under contract-accepting backup offers. Offered at $2,275,000 - 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Killarney. Offering an expansive 3,555 SF interior layout the home features a 4 bedroom, 3.5 bath, split-bedroom floorplan with a dedicated office. The family/great room at the back of the home has 3 sets of French doors that open to the lanai and screened pool area overlooking the tranquil waters. Off the family room is the dining room and kitchen. The chef’s kitchen is a dream space to work in: bar top peninsula, large island, deep counters, high end, stainless steel appliances, and a pass thru window. The master bedroom also sits at the back of the home taking full advantage of those water views and features two walk-in closets and an en suite bath complete with a dressing vanity. Two of the guest bedrooms are comfortably sized and share a hall bath with tub/shower combo. The fourth bedroom is larger and has its own private bath with walk in shower. There’s no shortage of outdoor living space at this home. From the covered lanai, to the pool and spa, to the covered boathouse with lift, you’ll find there are year-round opportunities to entertain friends and family at this lakefront oasis. Although this home is tucked away in a quiet neighborhood nearby shops and restaurants are just around the corner. Lake Killarney is just minutes from Park Avenue, the Winter Park Village, the Enzian, Whole Foods, and more. Additional property highlights include European Red Oak floors, recessed lighting, a wood burning fireplace, and custom built-ins. For more information on this fantastic waterfront property, inquire today!

Under contract-accepting backup offers. Welcome home to this Phil Kean designed home in the heart of a beautiful Winter Park neighborhood! This elegant residence offers an unmatched blend of style, sophistication, and tranquility. Located on an oversize corner lot (.32 acre), this gem features 5 spacious bedrooms and 5 1/2 bathrooms. As you step into the foyer, you’ll be captivated by the high ceilings custom wrought iron banister and Italian marble floors. Beyond the foyer, a tropical paradise awaits. Revel in the serenity of your private, screened & heated saltwater pool oasis, beautifully accented with brick pavers and a cozy gas fire pit – an entertainer's dream! Whether it's a summer pool party or a relaxing winter night by the fire, this backyard has got you covered. The gourmet kitchen is complete with Viking stainless steel appliances, custom wood cabinets and an island breakfast bar. On the second floor, three generously proportioned bedrooms each with private bathrooms and walk-in closets, assure privacy and convenience for all family members. The Master suite on the first floor enjoys a brand new, luxurious bath, providing the ultimate retreat. Key features also include a robust whole-house generator ensuring continuous power supply, a comprehensive water softening system, wired sound system and CCVT throughout the house, newly installed tankless water heater, wifi-capable shower controller in master bathroom, and a newly installed roof (2022). The family room is particularly striking with an exquisite, curved window wall, adding an artistic touch to the contemporary design. Location is everything and this home has it all! Walking distance to Park Avenue and nestled within the top-rated school districts – Dommerich Elementary, Maitland Middle & Winter Park High – education and entertainment are at your fingertips. Don't let this exceptional opportunity slip away! Schedule your tour today and step into a world of refined living.

Under contract-accepting backup offers. This custom four bedroom, three and one half bathroom, 4,610 square foot pool home is located in the heart of Olde Winter Park. From the paver covered circular drive your guests will be greeted by a welcoming covered entry, glass double front doors and the soft landing of a formal foyer. The open floor plan with soaring 13-15’ ceilings, extensive millwork, large scale windows and cast stone fireplace will be a few of things immediately appreciated. To the left of the foyer is a private office with newly installed engineered wood floors, custom built-ins and three tall arched windows. Across from the office, located at the rear of the home is the primary suite. The bedroom is extraordinarily spacious at roughly 23’ by 16’ with finished with tall 11” baseboards and crown molding as well as a stained wood detailed double tray ceiling. French doors from the bedroom lead to the covered outdoor area. Along with the windows they are equipped with custom shutters. Double solid wood doors open the bedroom to the ensuite primary bathroom and closet. The primary bathroom includes double vanities with marble tops, a linen closet, a private water closet, a jetted separate tub and separate walk-in shower. The primary closet is a dream come true with custom built organization to optimize every inch of the 17’ X 10’ space. To the right of the foyer is the ample sized formal dining room with an abundance of natural light and views into the front garden. Straight ahead is the formal living space with custom built-ins, a gas fireplace, large scale windows and french doors that afford a beautiful view of the pool and spa. Towards the rear of the home is the kitchen and casual living spaces. Highlights of the kitchen include real wood custom cabinetry, a brass plumbing sink fixture, Thermador appliance package with stainless vent hood, marble countertops, a desk space, bar and more. The kitchen opens to the family room and eat-in area with views into the backyard which is almost entirely bordered with landscaping for privacy. Three large beams accent the ceiling of the family room and have been stained to match the custom built-in that anchors the room and is equipped with a large flat screen television. Located off a short, private hallway there is another downstairs bedroom suite with newly installed engineered wood floors, mounted flat screen television and remodeled walk-in shower with glass shower enclosure. On the back side of the kitchen you will find a storage room with customized organization and cabinetry as well as the mudroom/laundry area including six sets of cabinets, marble counter tops, a sink, washer, dryer, rack with bar for hanging clothes and counter below for folding laundry. This is the functional and beautiful connection to the kitchen from the oversized, side facing, three car garage. The upstairs is complete with two bedrooms that “Jack and Jill” one bathroom, a loft, several storage closets and a storage room roughly 15’x15’ in size. The backyard oasis includes a lagoon style pool, spa, covered and uncovered areas for entertaining, a summer kitchen, putting green and more. Sitting on a lot that is almost one half acre in size, this home is a rare opportunity to buy in the core of Winter Park, roughly one half mile from the restaurants and retail of Park Avenue. Private showings are being scheduled now.

Pre-Construction. To be built. Modern Farmhouse with Pool is located in Winter Park and offers over 4500 sq. ft. of air-conditioned living space, with another 1,000 sq. ft. of space under roof. Featuring a dramatic open living plan with space for a large family and gracious entertaining including 7 bedrooms, 6 full baths, optional Flex Room that is perfect for an office, a home gym, or even an “in-law suite with separate bath and walk-in closet. The open living/kitchen with a ceiling height of 11'-4” is over 30' x 32' and features a wall of glass out to the large vaulted lanai and onto the pool. Adjoining the pool is a stand-alone cabana with a bath and walk-in closet in addition to a small kitchenette – YES- it could be a guest apartment for those “extended stay” visitors. Between the cabana and the house (just outside the Master Bedroom) is another outdoor living space with a fire pit for parties or simply a quiet night of conversation. The luxurious Master Suite includes a stepped ceiling with wood accents, a large 125 sq.ft. walk-in closet and a dream bath with a free-standing tub, over-sized open shower, and a 9' long double vanity. Other features on the main floor include: • large walk-in pantry • mudroom with a closet and cubbies • utility area with cabinetry and craft sink • a dramatic U-shaped open stairway • a 200 sq. ft. front porch, ideal for a quiet cup of coffee in the morning Upstairs the visual feast continues as you step into a Game Room that is almost 18'x 30', with room for an entertainment center and a pool table! 4 large bedrooms, all with walk-in closets, and 3 baths upstairs. Don't miss the study alcove at the entry to the Bedroom #2. Circular Drive with plenty of parking. Indoors and out, with over 5,500 sq. ft. of total living area this home has it all and more! 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! Features can be customized.

Pre-Construction. To be built. Pre-Construction. To be built. This Cape Cod inspired home provides a rare pre-construction opportunity in highly coveted Winter Park. Make this modern marvel your forever home and take advantage of the initial planning stages by adding your personal touches and finish options. This beautiful home boasts a warm balance between being environmentally conscious (featuring EV charger and solar panels with back-up battery) and smart-home-ready (including appliances, A/C, Lutron lighting system and optional automatic whole-house generator). The home features 10 ft ceilings throughout, beautiful tray/coffered or wood beam finishes, open living room, great room, kitchen, loft and more. Designed by Ben McCoy, known for engineering/building custom homes in Winter Park for over 15yrs, the exterior illustrates a contemporary coastal theme with iron/glass windows, sconces, and French doors inside and out. The home includes pool w/ jacuzzi and optional outdoor kitchen to host either intimate or grand parties on the lanai. Laundry facilities can be found on both the 1st and 2nd floors, complete with a master bedroom on each floor for multigenerational families or guests. Estate also features a fully furnished or designer-ready option with customizable luxuries for select interior and/or exterior preferences. Home is centrally located near Rollins College, Glenridge Park, East End Market. Minutes from Winter Park Hospital, Park Ave, rich botanical gardens, museums, and only 10 mins from Downtown Orlando. Zoned for all Winter Park schools such as the award-winning Winter Park High School and Glenridge Middle. No HOA/Homeowner's association fees! Financing available. Take advantage of this extraordinary opportunity before final permitting is approved. Plans are subject to change. CLOSING COSTS INCLUDED AT THIS PRICE. Home scheduled to be completed within 7 - 8 months from closing. Call today and schedule your consultation.

Under Construction. Beautiful New Construction home in the heart of Winter Park. This upscale Magnolia Home features upscale design features throughout. As you enter through the double front doors you are greeted by a tastefully designed foyer and a large office. The large kitchen features an upgraded appliance package, custom cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. The primary suite is located on the first floor with a beautifully designed bathroom. Upstairs you will find a large loft, a bonus laundry room and 3 bedrooms each with en-suite bathrooms and beautiful finishes. The outdoor entertaining area is enhanced by a large, covered lanai which features a built-in summer kitchen and a lavish saltwater pool with heated spa. Completion Date September 2023. Call to schedule a showing