Homes for Sale in Winter Park

Welcome to Tuscany Island in Winter Park! Private gated enclave of 5 magnificent luxury estate homes, resting on the lake shore of Bear Gulley. This highly sought-after area is located convenient to the most exclusive private schools,Trinity Prep,Masters Academy,and Seminole Cnty's best public schools.It is a close drive to Park Avenue shopping,cafés,art festivals,farmers markets,highways,malls,2 Int'l airports,private jet port,attractions,performance art centers, bike trails,and all your heart's desires.This dream home can be your reality and oasis offering every amenity to relax peacefully or entertain your family and friends poolside,cooking or by the fire,boating & playing on the lake or enjoying the waterfalls into the 40-foot freeform saltwater pool & gas heated hot tub! All living areas offer breathtaking views of the lake with colorful sunsets you will not want to miss!The flow of the home is perfect for everyone to gather around,especially the chef’s delight kitchen,family room & game room opening to the outside where everyone loves and is the heart of the home!Upon entry you have a grand foyer, beautiful living and dining room (venetian plaster walls) inclusive of a wine closet & butler's pantry serving/bar area for the holidays.Private office w/custom cabinetry/bookshelf/wainscoting/faux gator-skin coffered ceiling detail.This home was designed to bring the outdoors in,inclusive of doors that completely open to the outside screened summer kitchen with fireplace for expanded entertaining/living space. The kitchen offers top-of-the-line appliances (Dacor,Wolf,Bosch,Thermidor,GE Monogram) built in desk area & huge hidden walk-in pantry. The downstairs owner’s retreat bathroom has been remodeled in 2022 & has 2 mirror-image vanity areas with extensive cabinetry and has 2 shower heads,hand sprayer & 6 body jets with gas tankless water heater & HVAC separate from the rest of the residence,2 custom designed walk-in closets & a romantic fireplace in the bedroom with blackout blinds & curtains for a perfect nights sleep.This home offers every appointment you would expect,including the latest technology for full house security/entertainment systems with built-in & commercial surge protectors as well as superior construction including Icynene insulation for energy efficiency & sound deadening between floors,water leak detection system,Pella windows/doors,wood plantation shutters.During the building process the home was pretreated for mold/termite prevention.NEW PEEL & STICK BARREL TILE ROOF in process of being replaced.There are 16 TVs throughout for movies & everyone is able to watch their favorite game simultaneous or throughout the home inside & out including the pool. There is more than enough storage & very well thought out in every way.Every bedroom has a private bathroom,walk-in closet & balcony access overlooking the lake.The bonus/flex space room has a full bathroom.Mudroom/Drop zone has Subzero Refrig/Freezer & huge Laundry room (sink,craft desk,tv,plumbed for gas).The oversized three-car garage has epoxy floor,5 storage closets that spans the entire wall,& a step-in closet that you can store large items.Paver driveway to accommodate 2 vehicles.The paver walkway leads to your fully equipped TREX dock including boat and dual jet ski lifts, water, storage, swing, and 137 acre lake to play on.Professionally landscaped,lake-fed sprinkler and LED lighting including dock.Call today for your exclusive showing and be ready to say WOW!

Pre-Construction. To be built. Timeless Mid-Century inspired Lake-front residence with approx. 115' of water frontage in a very secluded setting. Open floor plan with high ceilings and extensive walls of glass bringing the outdoors in, perfect for entertaining.Situated on .74 acre lot with tranquil, picturesque water views of Lake Killarney.Wonderful 24-foot entry volume ceilings allow light to flow through the open living spaces. The main residence features, 4 bedrooms suites with in-suite baths and split floor plan. The 2nd level main suite, features 2 large walk-in closets, spa-like bathroom and expansive private terrace with amazing water views. The first level offers an additional suite/office & media/theater room, spacious lanai, main living areas, a courtyard 2 car garage and 2 car covered parking. The clean and understated approach to this home reveals its modern aesthetic and sense of place. Approx. 4300 square feet of living area in the main residence and an additional aprox. 670 square feet in the detached garage. There are multiple entertaining areas that come together to create an exciting and dramatic residence. The large kitchen features an exotic calacatta island in addition to stainless appliances and gas cooktop and a large walk-in pantry. The expansive lanai overlooks a tropical 60' x 10' sparkling pool, lush landscaping, expansive yard, with a covered dock. Just a few minutes from Interlachen golf course, Winter Park Racquet Club and charming Park Avenue shops and fine dining.

It’s time to live your best life! Casa Allegra is a full-custom Spanish-villa style home designed by the awarded company Morales-Keesee Design Associates, the same company that designed the famous Casa Teresa and many others for the signature annual event, Parade of Homes, hosted by the Greater Orlando Builder Association. From the impressive construction quality featuring concrete Masonry walls, tile roof, double pane hurricane and sound-proof windows, 11-foot ceilings, and casement windows to the patterned travertine floor throughout the first level, custom carved woodwork throughout the whole house, handmade by El Salvadorian Artist-Carpenter Alexhino, and included artwork brought all the way from the Amalfi Coast in Italy. This home is filled with lavish touches. Casa Allegra or “Happy Home” will be where your family will enjoy their happiest moments! Inside this magnificent home, you will find the epitome of luxury for daily life. The fully custom gourmet kitchen features granite countertops, premium Wolf, Sub Zero, and Kitchen Aid stainless steel appliances, gas stove, custom cabinets, huge island, walk-in pantry, and a peninsula bar. It overlooks the family room with its dual gas fireplace to the back patio, and has easy access to the wine cove and a private courtyard space. The laundry room is also located on the main floor, right next to the 3-car garage, and pet room. On the opposite side of the home, there is a dining room, large storage room, and a library with office space on left right side. The secluded Master Bedroom has luxurious touches including a sitting area with a morning bar, exposed ceiling beans, and a spacious master bath that is designed to pamper, with separate closets, separate vanity areas, a whirlpool tub, and a shower stall. Upstairs, you’ll appreciate the hardwood floors throughout. There are 5 bedrooms, being 4 suites with Jack-and-Jill bathrooms and covered balcony. Each suite has its own sink. You’ll also find an inviting activity area with a fireplace and snack bar. The crown jewel of the home is the outdoor area at the back. From the charming private courtyard with plenty of sitting space to enjoy the water fountain, the luxurious pool and spa to the trellis located by the fully-equipped summer kitchen in the same area – you will feel like you are at your own private resort oasis! The prestigious community of Windsong has many amenities including a clubhouse, 2 community pools, a splash pad, 2 playgrounds, and access to the beautiful Winter Park Chain of Lakes. Conveniently located – just minutes to Winter Park, Baldwin Park, Downtown Orlando, Park Avenue, top-rated Winter Park schools, and a plethora of dining options, parks, gardens, museums, golf courses, shopping, and so much more! Ready make this home yours? Call to schedule your private showing today!

A Custom Home in Timberlane Shores… JACKPOT!! This stunning & sophisticated masterpiece sits on a corner lot, which spans almost 16,000 SF, offers over 5,300 SF of living space, with 5 bedrooms including a downstairs Main suite, 5.1 bathrooms, 2 designated office spaces, a 3-car garage under AC, dual staircases, an amazing mud/laundry room, and abundant storage throughout. Nothing short of inspiring, the 1st floor was intricately designed by Marc-Michaels Interior Designs, with a fabulous & functional floorplan elevated by timeless, elegant finishes, and built by Carmen Dominguez Construction. It features an open layout, ceilings with beautiful millwork, Mohawk wood floors, custom wood cabinetry, abundant storage solutions, and captivating light fixtures in each room. The kitchen offers an enormous island with a quartz waterfall, Thermador appliances including a 48” 6-burner gas range with a griddle and a convection oven, pot filler, and a custom brass & stainless-steel hood. The walk-in pantry is the perfect “dirty kitchen” with a 2nd refrigerator and counterspace for prepping meals & additional appliances. Lead guests to the elegant dining room through the fabulous wet bar, an extension of the custom kitchen with glass cabinets, quartz counters, and a beverage refrigerator. The downstairs Main suite is spacious, with a private sitting area and a stunning bathroom with marble floors, large soaking tub that fills from the ceiling, double entry shower with multiple heads, and 2 custom walk-in closets. The ideal drop zone/ mudroom/ laundry room is expansive with custom laundry bins, a bench, and cubbies, and even a corner pet condo. Head upstairs from the main stairs or back staircase to 4 designer bedrooms & 3 full baths, plus a playroom/study with additional storage. The fenced-in backyard is a Floridian’s dream, where the covered summer kitchen, with a gas grill, gas burner, beverage fridge, and sink, overlooks the heated pool with a fountain and sun shelf, a firepit, and direct access to a full pool bath with both an indoor and outdoor shower. Located in a coveted neighborhood, across from Blue Jacket Park, down from East End Market, and downtown Winter Park, this home has many more bells and whistles to discover, like a 3-car garage with storage closets and a designated AC system, a 4-zone security camera system, surround sound, a Sonos music system, structured wiring package, and more… This home is must-see!

Under Construction. Sleek lines and a monochromatic palette converge in this Deco Revival masterpiece by Cole Homes and SMRS Design. This 6 bedroom, 5 1/2 bath home abounds with bespoke finishes for the discerning homeowner, from the custom cabinetry to the inlaid Carrara porcelain entryway. The expansive floor-plan is lined with Legno Bastone wide-plank white oak floors and modern millwork, complete with hidden doors and slat feature walls. Outdoor areas are an entertainer’s paradise with a raised spa, PebbleTec pool, water feature and fireplace. Integrated technology, from the Lutron lighting system to the Kohler Konnect plumbing features, makes everyday tasks simple. Culinary aficionados will be delighted by Thermador appliances and bespoke kitchen cabinetry, designed with ergonomics and practicality in mind. Storage and entertaining is effortless with the scullery, complete with an additional sink, dishwasher, refrigerator and laundry suite. This magnificent home is located in the heart of Winter Park’s prestigious Via streets and is a short stroll away from Lake Maitland, the Winter Park Racquet Club and Kraft Azalea Gardens.

Pre-Construction. To be built. Under Construction, Winter Park opportunity with F.G. Schaub Custom Homes. This Timeless Modern elevation offers a grand entrance with Anderson double doors, oversized windows, and a 3 car garage. The interior will offer 4,905sqft, including 5 beds, and 7 baths, a sprawling open floor plan and of course an outside entertainment oasis. Adding to the grandeur of the home is a homesite with nearly 1/2 acre of land, creating private destination within town limits. Zoned for Audubon School District. Estimated Completion in August 2023. Call Today for more information

Presenting an architecturally stunning, Posada Custom Homes estate in Winter Park’s Windsong community. Designed to perfection, this exquisite Spanish-Mediterranean home sits on an oversized lot overlooking the tranquil pond and fountain. Grand curb appeal invites you onto the grounds where you’ll drive through the porte-cochere into the centralized motor court. Step inside the home, into the foyer entry hand painted by Andrew Speer, and you’ll immediately recognize the amount of attention and detail that has been put into the construction of this home. To the left of the foyer entry is the private study with bench seating and paneled walls. Continue through the foyer to the formal living and dining rooms where 17’ ceilings and 6-paneled glass French doors enlarge the space and illuminate the room the natural light and direct water views. The custom designed Busby kitchen features high-end Thermador appliances, a gas range, warming drawers, and an abundance of storage. Off the kitchen is a large dinette area and the family room with French doors to the covered outdoor living space and pool. Located on the first floor is the primary bedroom with a private patio and a large en suite that includes two walk-in closets, a walk-in shower, double vanities, and jetted soaking tub. Upstairs in the main home you’ll find two comfortably sized guest suites, each with a full bath. This home was designed to include a separate in-law suite or guest apartment above the garage. A private entrance to the space makes it ideal for guests who are visiting. This spacious suite comes with a 16x13 living space, a kitchenette, full bath, separate AC unit and back up generator. Throughout the home are numerous upgraded features and finishes, including Travertine and hardwood flooring, Pecky Cypress beams and ceilings, two tankless hot water heaters, 3-gas fireplaces, an electronic sub-station, two half baths, and more. The exterior features of this home are just as masterfully selected as the interior: outdoor grill, heated saltwater pool, hand selected Columbian roof tiles, Bevolo lanterns, and lightning rods for those Florida summers. Located in the highly-desirable community of Windsong, residents of this neighborhood enjoy exclusive amenities like access to the Winter Park Chain of Lakes, two pools, a splash pad, parks, playgrounds, A-rated schools, and closeness to nearby dining and retail.

Pre-Construction. To be built. New construction by M. Lahr Homes, Orlando and Winter Park's premier custom home builder. This 5-bedroom, 5.5-bathroom home is situated on a 90' x 142' wide lot in the prestigious Vias neighborhood of Winter Park! The location is walking distance to the Winter Park Racquet Club and a short drive to Interlachen Country Club and Park Avenue. Don't miss an amazing opportunity to build a custom home and save time with plans that are complete and ready to submit to permitting! The list price includes allowances for finishes of your choice throughout the home, inside and out! M. Lahr Homes provides a dedicated interior designer and an experienced project management team working together to bring your vision to life. The 4737 sq. ft. pool home features an open, thoughtfully designed floor plan, with details galore! Schedule a time to meet with the builder and go over all the details this beautiful home has to offer!

New Construction. Contemporary luxury masterpiece home ready to closing at the end of this year. Exclusive Architectural Design, strong structure with two-story concrete-filled walls, steel joists/floors, Composite Steel Deck w/ waterproof Concrete in Roof. Architectural details, craftsmanship and finishes, Pella Windows. 4 bed/3.5 bath, super open floor plan, upper and lower master bedrooms, 10+ foot ceilings on first and second floors, filled with natural light. Poggenpohl Gourmet kitchen with island, Consentino Granite Cascade countertops, seamless backsplash, stainless steel Miele, Wolf and Sub-Zero appliances. Spectacular floating staircase (ViewRail) with ceiling heights of over 20 feet. Natural Stone Interior & Exterior Accents, Custom Walk-In Closet, Ceiling Accents, 8' High 1-Panel Whiteshaker Doors, Handcrafted Luxury Entry Door, Clopay Modern Garage Doors, Pella Windows, Hardwood Floors of engineering. Corner lot with extra patio space, attractive landscaping, pool and summer kitchen (Bull appliances). Do not be shy, make an offer.

Pre-Construction. To be built. Pre-Construction, To Be Built. Elegance, comfort, and a welcoming environment blend cohesively at this modern West Indies new construction home in one of the most highly desirable places to live in the City of Winter Park - Fontainebleau. With construction slated to be finished in late 2023, this magnificent five-bedroom, four-bath home embraces high-end finishes and true quality craftsmanship that can be noted throughout - refined luxury at its finest. The expansive two-story floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces and private rooms, creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, opulence of high-end appliances. Dine in the formal dining that features a walk-in wine closet for the best selections of wines for entertaining. After a long day head over to the first-floor huge master suite and bathroom for tranquility and relaxation with the addition of a nice sized custom walk-in closet. This breathtaking custom built home offers a guest En-suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being a second En-suite. The second floor Playroom/Entertaiment room/Theater sits perfectly between the second-floor bedrooms. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the Lanai with views of the pool, spa, and shaded cabana and a summer kitchen just waiting to be used. This marvelous home additionally includes a private flex room/ office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes of your driveway, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

Pre-Construction. To be built. Don't miss this Beautiful Pre-Construction Home In Winter Park, Minutes to Park Avenue! 6 Bedroom, 6 Bath home with Master on the First Floor and 5 Bedroom Upstairs! Spacious Great Room Living Space With Chef's Kitchen of your dream! This home has an amazing lot size with plenty of room for your Dream Backyard Oasis with Gorgeous Pool,Lanai, Summer Kitchen and Private Cabana With Ensuite! There is still time to pick some finishes and make some interior changes to this amazing forever home! The construction will begin as soon as the city approves the plans.

Stunning lakefront home located on a quiet brick road in the heart of Winter Park! Enjoy breathtaking views and gorgeous sunsets from this elevated property. Enter through the front door to a completely open living space, offering lake views from front to back. The living room features a lovely custom stone gas fireplace & opens to the dining room all with wonderful lake views. French doors open to the front terrace where you can enjoy your morning coffee while enjoying all that Lake Sue has to offer. A state-of-the-art chef's kitchen anchors the living space, complete with dual islands, an oversized sub-zero refrigerator and separate freezer, six-burner Thermador gas stove with griddle and pot filler, steam oven with a warming drawer, additional prep sink, elegant custom cabinetry dressed with quartzite counter tops, a built-in desk and a butler’s pantry including a sink and dual-temperature wine refrigerator and two refrigerator drawers. Enjoy beautiful views of the lake from the cozy breakfast nook featuring oversized windows. The kitchen opens to the family room where double French doors take you to the back patio, pool and spa. Completely renovated (2020) powder room right off living space is perfect for entertaining. Primary suite includes an additional balcony overlooking the lake, two walk-in closets, and a recently renovated (2021) ensuite bathroom featuring dual sinks, a standalone soaking tub, and separate shower. Additional bedrooms on main floor share a Jack-and-Jill bathroom with door for pool access. Stairs lead to a downstairs area with large bedroom that would make a great guest space, bonus area or playroom. Full bathroom, walk-in closet/storage and laundry area are adjacent. The serene backyard features mature, lush landscaping offering privacy for the pool & spa. Enjoy cookouts using the built-in outdoor kitchen area complete with grill, mini fridge and countertop eating area. Paver circular driveway leads to oversized two-car garage. Front lawn leads to boat dock with lift, and a hidden swing set make this a great yard for little ones to play. Two brand new HVAC units have just been installed (Sept 2022), new roof installed November 2022. Lake Sue is a private, ski lake with wonderful wildlife. Conveniently located between popular Park Avenue and Downtown Orlando, plus minutes to all the shops and restaurants Corrine Drive has to offer. Minutes from both Advent Health and Orlando Health campuses. Top Winter Park Schools!