Homes for Sale in Winter Park

Magnificent-Custom Mediterranean Master Piece in prime location of Winter Park.Carefully designed and built by using European influences, this gorgeous estate was planned to meet the needs of the most discriminating buyer. Featuring only the best authentic materials, extensive travertine - and wood throughout, top of the line solid stone surfaces and extensive stonework inside and outside the home.The oversized gourmet kitchen offers a commercial size gas range, Thermador and Kitchen Aid appliances, a walk in pantry and breakfast area. The master bedroom is located on the first floor and the other 3 bedrooms with their own private bath are on the second floor. The formal dining room also provides direct access to an open patio overlooking the property and Park Ave. Walking distance to Winter Park golf course, shopping and dining. The private, gated property centers around a stone pool/spa with waterfall accents, outdoor living and build in grill.Call and schedule your private viewing today !

Park avenue welcomes you into this custom Carlos Posada, gated Winter Park estate, with a courtyard design for seamless views from every vantage point inside the home. The guesthouse is an added bonus and a rare find in Winter Park, with a private entrance and efficiency kitchen and full bath. The architectural details in this California hacienda-inspired home are in abundance and combine seamlessly with modern function. A bricked circle drive with fountain feature draws you into a welcoming foyer and into the living and dining spaces. A dedicated office or reading room is off the main living which all overlook dipping pool with fountain. With over 5,000 square feet, five bedrooms and five-and-a-half baths, there is plenty of room for everyone. Kitchen features Custom cabinets by BUSBY with undermount lighting, stainless steel Thermador and Bosch appliances, and granite countertops and are adjoining to gathering room. Kitchen is spacious with center island and additional eat-in space which is surrounded by windows and light. Kitchen includes a large breezeway pantry and elegant serving area with wet bar and ample wine storage for ease of entertaining. Family space opens to covered lanai with fireplace for alfresco summer dining and all overlook pool and greenspace. Downstairs master suite is a retreat with doors to courtyard as well as generous bath and closet. Three large bedrooms upstairs and bonus room round out the home and allow for lots of choices to retreat to. Other architectural details include warm wood beam ceiling details, custom wood doors, stone trim accents, authentic barrel tile roof, subtle arched focal points, neutral marble and wood floors, reclaimed brick patios and walkways, three-car garage with epoxy flooring and gladiator lockers and mini splits air units, turf grass, and wrought iron security gate in courtyard for ease of maintenance, 3 fireplaces and so much more. This is a special location, a block from the Winter Park golf course and truly walkable to everything Park Avenue offers: fabulous shopping, gourmet restaurants, museums, Central Park and home to Rollins College. If you are choosing Winter Park as your place to call home, there is no better location to invest in. Park Avenue continues to stand the test of time. Call today for your private showing.

1200 Via Salerno is an elegant and timeless estate home located in the highly sought after Via's neighborhood of beautiful Winter Park, Florida. This exceptional 5 bedroom, 5 ½ bathroom residence is thoughtfully designed by award winning Nasrallah Architecture Group. Whether it's cocktails by the wet bar in the living room, fine dining in the grand dining room, movies in the bonus/media room, or an outdoor pool party, this home seamlessly accommodates all types of gatherings from large crowds to intimate groups. The great room is the perfect blend of comfort and luxury with vaulted ceilings, pecky cypress beams, a wood burning stone fireplace, and custom French doors overlooking the private resort style backyard. The primary suite is intentionally situated in a separate wing on the first floor and boasts a fireplace, dual walk-in cedar closets and a fabulous bathroom. Just off the primary suite is the richly appointed spacious study with Busby cabinetry, floor to ceiling wainscoting, a fireplace, and views of the pool. The quality of design and finishes is maintained on the second floor where there are 4 bedrooms, 3 full bathrooms, a loft, custom built-ins, and lots of closet space. The bonus/media room, accessible from a secondary staircase, includes a wet bar, 2 large closets and an approximately 100 square foot walk-in storage space. Outside there are several areas to enjoy spending time including a patio just off the breakfast room, perfect for morning coffee. The loggia provides plentiful, comfortable outdoor living with a dual sided fireplace, TV and a refrigerator. Additionally, there is a covered porch accessible from every room on the back side of the home. Custom built by Rex-Tibbs, the excellence of the construction is evident through both opulent features like the custom floating staircase and practical items like the whole house generator. Via Salerno is a quiet brick, tree-lined street within close proximity to the restaurants and shops on Park Avenue, Kraft Azalea Gardens, the Winter Park Golf Course, the Racquet Club, and Interlachen Country Club.

Seize this rare opportunity to live in an exquisite downtown Winter Park residence that is luxury living at its finest. Welcome home to this elegant and chic three-story townhome that is bathed in an abundance of natural light throughout. Each floor of this townhome is accessible with a private elevator from the underground garage to the amazing rooftop terrace. This home features a designer-curated beautiful and fully furnished interior throughout. Wonderful functional living that is private and convenient. Many upgrades, including a Lutron lighting system with quiet electronic shades and functions that are programmable from day to night and while you are away. The entire home is wired for sound and controlled by the Control4 system. Upon entering through the gate, you are greeted with a wonderfully spacious and private front patio, continue through the double-frosted glass front doors that offer privacy while allowing light in. The first main level offers a spacious living room and a dining room that graciously flows into the state-of-the-art kitchen that includes high-end appliances, a natural gas five-burner Wolf cooktop, a full wine beverage cooler and a large island with seating and solid wood custom cabinetry. The charming morning room is adjacent to the kitchen to stream your favorite new series, have a cup of coffee or a cocktail at the end of the day! The second level is dedicated to the private master suite with a soothing bedroom, a walk-in shower, double sinks, an automatic Toto Washlet in the separate water closet, a large vanity with great storage and a huge master closet. This level also has a great space for a media room, a gym or office. The washer and dryer are housed on this level. The third level treats you to the two lovely guest bedrooms each with its own separate bath and walk in closets and its own living/television/reading room. The rooftop terrace is an entertainer’s delight with an outdoor kitchen, terrific fireplace and can be totally uncovered or close the louvers to cover a portion of the patio to protect you from the sun rays or a rainy day. The terrace is served by its own powder room. The oversized two-car garage is located underground and accessed through a gated entrance and includes guest parking spaces and a huge storage closet. This exquisite residence is steps away from culinary experiences and exclusive shops! An elegant home to simply lock and leave for a carefree time whether walking to the avenue for dinner, or for a short or longer period of time away. You will so enjoy living here! Call me to schedule your private showing!

Welcome to this gorgeous custom built pool home located in the prestigious Windsong community. The home offers 5,179 sq. ft. of living space with 5 bedrooms, 5 bathrooms, 2 half bathrooms, and 3 car garage. Built in 2016 by Parkland homes, this thoughtfully created designer home has an open floor plan, vaulted and wood beamed ceilings, hardwood flooring, and custom cabinetry. The first level features the master suite with custom designed his and hers walk-in closets, a guest suite, formal dining room and living room, laundry room and wine room. The second level has 3 additional bedroom suites, including an office I media room with private entrance. The gourmet kitchen is enhanced with solid white wood cabinets, stone backsplash, gorgeous Taj Mahal quartzite countertops, whole house water filtration system, and top of the line appliances including Wolf range, Subzero refrigerator, and farmhouse sink. The kitchen opens to a large great room with beautiful La Cantina fold-out doors that open completely to the covered lanai with new summer kitchen and outdoor gas fireplace overlooking the luxurious saltwater pool and spa. Play or swim in the shaded backyard, pick fresh fruit from the avocado and lemon trees in the garden or enjoy the many exclusive amenities of the Windsong community including the clubhouse, 2 community pools, splash pad, 2 playgrounds and access to the beautiful Winter Park Chain of Lakes. Conveniently located to Winter Park, Baldwin Park, downtown Orlando, Park Avenue, and top-rated Winter Park schools. Call today for your private showing.

Located in the prestigious Via’s of Winter Park, this timeless home was custom-built on ½ an acre, and has been meticulously maintained by the original owners. The high-quality construction, intricate details, and an additional $1.8 million in renovations, additions, & upgrades over the years, including a NEW roof (2021) & NEW upstairs AC unit (July 2022), make this exquisite home feel like new. Beyond the expanded, circular brick drive, surrounded by distinguished new landscaping and lighting, you’ll enter a grand foyer that welcomes you with 22-foot ceilings and stunning hardwood floors in every direction. The bright, sunny living and dining rooms are separated by a double-sided gas fireplace and lined with French doors that offer views to the sprawling back lanai. The first floor features a front-facing private office, a powder bath, and a completely renovated (2020) chef’s kitchen/family room combo, where 22-foot ceilings and expansive windows accentuate the views of the backyard fountain and garden. Enjoy the brand-new kitchen of your dreams, featuring double islands with sinks, 2 refrigerator drawers, Subzero appliances, a 6-burner Thermador gas cooktop with a copper hood, and a dinette area overlooking the patio, pool, and summer kitchen. The first floor is complete with 2 bedrooms & 2 full baths, plus a large laundry room wrapped in cabinets, with a sink, ice maker, and storage closet with a safe. Head up to the 2nd floor from either the grand front staircase, the back private staircase, or ride the elevator (2011), where you’ll find an open den with built-in cabinetry/desk, a wet bar, and surround sound speakers. The 2nd story Main Suite offers a sitting area, his & her walk-in closets, and a completely renovated Main Bathroom (2018). The 4th guest bedroom and full bath are located on the opposite end, accessible from a back private staircase entrance. Solid hardwood floors span the entire home, including the bedrooms, while new porcelain tiles extend from the kitchen to the family room. The back covered lanai was a $300K+ addition (2010) that added a new dimension of living space to this home. The 1,100 SF lanai is complete with oscillating mister fans that spread across the wood-beamed ceiling and retractable screens across the back. The vast patio space offers a summer kitchen like no other, with a full-size Subzero refrigerator and freezer, Wolf warming drawer, deep fryer, Wolf gas grill (2020), durable composite cabinetry with granite counters, and a wrap-around bar. This magnificent outdoor living space opens up to the sparkling resurfaced pool, spa, and sun shelf. The pergola offers shade for lounging or dining by the gas fireplace (2021), and the backyard boasts a fountain and charming gazebo & swing, all wrapped in a concrete block wall, making this ½ acre feel like a private fortress. This stunning home is jam-packed with luxurious features, including a wood-panel elevator, insulated 3-car garage, 10-camera surveillance system, whole-house natural gas generator, water softener, 2 built-in safes, brand new upstairs AC unit (July 2022), brand new roof (2021), new exterior paint (2021) and so much more…this one is a must-see! Ask for a full list of improvements and a floorplan.

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. Preparing to break ground on this newest 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. Call Today for more information

Location, location location! Stately yet friendly, classic yet modern, one-of-a-kind property in highly sought-after Windsong, the only upscale true neighborhood in Winter Park, with access to the historic Winter Park Chain of Lakes. Precious nearly half-acre lot with extremely valuable unobstructed lake view and rarely seen privacy both front and back. Fantastic opportunity to own a home that offers the unique combination of an incredible view, a bright and open floor plan, a spacious executive office, a large very private lot, and a sizable lap pool with spa; you will not find a home like this anywhere else in Winter Park. The distinctively grand and open front yard, circular driveway and large front pillars make for impressive curb apeal. Through beautiful double doors, the open foyer provides ample viewing of the sizable lap pool and greenery of the backyard. The formal dining room dazzles with its stunning glass chandelier. An oversized executive office features two built-in granite-finished desks and cabinets. The formal living room bridges the indoor and outdoor spaces, with views of both the lake in front and the pool and pergola in back. The exquisite staircase unifies the great room and open floor plan with the vaulted wood-beam ceilings of the family room. The recently remodeled, nearly new kitchen is notable for its 48 Subzero refrigerator and True under-counter refrigerator, along with Thermador natural gas stove and Dolce Vita quartzite countertops with backsplash from Venice. The screened lanai 40-foot saltwater lap pool and spa with both gas and electric heaters, along with waterfall feature, provide a peaceful respite. The outdoor kitchen offers a natural gas grill and dedicated sink, along with a leathered finished granite top and backsplash. The spacious master suite on the second floor adjoins the large master bathroom with double vanity and separate shower and tub. Each floor has its own set of washers and dryers. The true three-car garage is accessed by its own additional driveway and has newly replaced wifi-control doors. Roof and AC units replaced in 2022. Windsong boat/water access, community pool, and playground are additional amenities. A-rated school district. Easy access to downtown Winter Park and Aloma shopping centers. Short drive to Baldwin Park.

Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 5 acres of High and Dry Land in a serene natural setting. The lot can be split into two parcels allowing for two Single Family Homes. The current list price reflects the selling of the entire parcel. There is the availability to purchase a single lot at an adjusted price. After viewing the beauty and potential this Lakefront Land has to offer, follow the Boardwalk to the Gazebo where you may encounter Bald Eagles, Red Foxes, Wild Turkey and Osprey. Continue to the Dock to enjoy Impressive Views of Lake Howell from the Private Boathouse with Electric Lift. Lake Howell is a 404-Acre Lake located in the Howell Creek watershed of Seminole County the Lake Access is Limited to Private Residences on Lake Howell. Skiing, Paddle Boarding, Kayaking, Row Boating and Fishing are all activities that the new property owner can enjoy. Build your dream home on this private residence which is also zoned for horses. A piece of Old Florida paradise just minutes away from Park Avenue, Lake Lily, Maitland City Centre, Local Dining and Boutique Shopping. Please note the value is in the land, potential purchasers should consider the existing home as a tear down. The potential buyer has the ability to design / build a Custom home with our Established Homebuilder or a builder of their choice.

A rare gem in the heart of old Winter Park, this historic-designated estate home is nestled on nearly one full acre of lushly landscaped land, just steps from downtown shops and restaurants. This remarkable 1930’s home boasts elegant craftmanship throughout, including four fireplaces, a vaulted ceiling and custom beams in a 27-feet long great room, and wooden floors. With 3 bedrooms and 2.5 baths, the 3,589 sq. ft. main house features a spacious master suite overlooking a large private backyard and luxurious swimming pool, an eat-in kitchen, and artist studio with private entrance. A separate, beautifully updated 1,360 sq. ft. guest house includes 1 bedroom and 1.5 baths. Main house updates include rewiring, replumbing and newer windows. Oozing with character, this prime Winter Park estate won’t last long.

ONE-OF-A-KIND, 8-Acre, LAKEFRONT, Paradise on Lake Howell (a private, skiable lake) in Winter Park. Over 220 FT. of LAKE FRONTGE w/ Dock & Panoramic Private Lake Views in a Park-like Setting. 5 Bed/4 Bath MAIN HOUSE, 3 Bed/2 Bath GUEST HOUSE, 4 Car Garage, 50 ft. Lap Pool, Spa, 2 Professional Sand Volleyball Courts, Firepit Area, Zip Line, Dock w/ Boat Lift, Workshop w/ extra Garage, 3 Covered Carport Areas, Walking Paths, Beautiful Oak & Cypress trees, Abundance of Nature---literally everything you could possibly want---it’s like your own Resort! Enter the Private Front Gate & wind through the old Florida tree-lined, paver, driveway up to the home compound. The Main House is 4440 sq. ft. w/ an attached 1650 sq. ft. Guest House; home was rebuilt in 2004. The home was designed to enjoy the beautiful Lake views from all the main living areas w/ soaring 14 ft ceilings, huge windows & an open floor plan. Family Room w/Gas Fireplace; Formal Dining Room w/ double tray ceiling, Kitchen w/ Island & Bar Area flow into the Game Room w/ French Doors out to the Covered Lanai & Outside Pool Area. 3-way split bedroom plan. Spacious Master Suite w/ Sitting Room; Master Bath w/ large shower, jetted garden tub, & 15x9 Custom Closet. 3 large secondary Bedrooms on the Main Floor, 2 Baths & Laundry Room complete the First Floor. 2nd Floor is its own Suite w/ Bonus Room, Bedroom & private Bath. Walk through the 4 Car Garage to the attached Guest House; a spacious 3 Bedroom/ 2 Bath Home complete w/ Living Room, Dining Room, Large Eat-in Kitchen & Laundry Room. Guest home was totally remodeled in 2017! The highlight of this property is the UNBELIEVEABLE SETTING. First, there is the 220 ft. of Lakefront w/ unobtrusive panoramic views set from the middle of Lake Howell, complete w/ Boat Dock, Lift & Touchless Boat Cover. You can Ski, Canoe, Fish or just enjoy the peaceful setting of being on a private 400-acre lake. Next, for activity or adventure, there are an abundance of options: Zip Line down to the lake (see video), play a game of Sand Volleyball, sit by the Firepit, relax in the Spa, swim a few laps in the Pool, hang out on the covered, screened Lanai, cook out on the Summer Kitchen, relax in one of the many Parklike settings throughout the property or take a leisurely walk down the Nature Trail & see the old Possum Flats miniature railway tunnel. And, at the end of the day, enjoy the beauty of an evening sunset over the lake. There are a great quantity of upgrades including whole house generators, Kinetico water softener system, plantation shutters throughout, termite bond and so much more (see list in attachments). This may be a Once in a Lifetime Opportunity to own a piece of paradise right in the heart of Orlando. Owner Financing Available---ask for Details.