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Virtual Tour. Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bedrooms, 5.5 lovely bathrooms, charming casita, and gas-heated saltwater pool. Wrapped in hand-troweled smooth finish stucco, with a copper metal roof feature and exceptional landscaping, the exterior hints at the details within. The brick driveway, handcrafted in herringbone pattern, leads to two separate garages with copper Primo gas lantern accents. Follow the brick path, framed by two more lanterns, and enter the first courtyard with artificial turf. Step through the 10-foot front doors and experience approachable luxury around every turn. The first floor includes a bold powder room, classic study/office, and luxurious primary suite with pool view, oversized walk-in closet, and spa-like Kallista tub and rainfall shower. Gathering spaces abound, including the great room with pre-cast stone fireplace surround opening to the main kitchen, formal dining, and outdoor dining and patio areas. Ideal for entertaining, the main kitchen features Quartzite waterfall countertops and backsplash, GE Monogram appliances and built-in refrigerator, and Kohler fixtures. A separate glass-front cabinet features two wine refrigerators and display storage beyond the large hidden walk-in pantry. A scullery kitchen houses an additional refrigerator and dishwasher conveniently located behind-the-scenes for preparation and clean up while hosting. Casual island bar seating is complemented by the adjacent formal dining room, which boasts custom paneling and Quartzite buffet with rift-cut white oak trim details. Indoor entertaining areas flow seamlessly to the beautiful outdoor spaces through grand sliding glass doors. Sandblasted marble decking grounds the outdoor kitchen with motorized retractable screens, and a relaxing gas-heated saltwater pool invites guests to indulge year-round. A second courtyard with artificial turf connects the main home to the adorable casita, featuring a full bathroom and separate cooling unit. The staircase, with curved brass railing and intuitive lighting, leads to an open landing space and four additional bedrooms, each with plenty of storage space and custom-designed bathrooms. This home has been meticulously crafted and careful selections made to ensure comfort, style, and luxury. Additional design details that elevate this home beyond expectations are Level 5 drywall, rift-cut white oak trim details, Oak engineered wood flooring, LED recessed lighting, and pre-wiring for wireless access. Seeing is believing, and 1851 Windsor Drive has it ALL in the ideal location! Just completed in 2024, this home is ready for the most discerning buyer.

Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

Under contract-accepting backup offers. Welcome to this beautiful, 1 bedroom 1 bath condo, first floor end unit, in The of Stratford Winter Park. The Stratford has recently been renovated to include a new roof, plumbing and exterior paint. Step inside this gem and experience the open floor plan that maximizes space and creates a seamless flow throughout. Laminated wood flooring, tile & Laminated wood flooring in the bedroom. Washer/Dryer in unit as well. You also have a very nice and updated pool area, fitness facility, and clubhouse to enjoy within the community and high speed internet. The prime location of this condo is unbeatable. Nearby colleges include Rollins College, UCF, and Full Sail. Just minutes away, you'll find the iconic Park Avenue, where you can explore trendy shops, dine at top-notch restaurants, and immerse yourself in the vibrant atmosphere. Enjoy the convenience of having a shopping plaza right across the street, featuring Starbucks, Publix and TJ Max, ensuring that all your shopping needs are just steps away. Don't miss this incredible opportunity! Schedule your private showing today and experience the perfect blend of functionality, prime location, and desirable community amenities in this fantastic condo.

Don’t miss this spacious, classical 2-story single family home located within the City of Winter Park. A rare find with beautiful golf course views on both the front and rear sides of the home. Boasting over 3,000 square feet of newly renovated spacious living, this home features 4 bedrooms, 3.5 bathrooms, open floor concept for the family room and kitchen, and a 2-car garage; offering plenty of space for your family and friends. There are wood tile planks throughout the entire downstairs and new carpet (2023) throughout the upstairs. The kitchen and breakfast nook are impeccably designed to invite family gatherings with upgraded stainless steel appliances. The master bedroom retreat, located downstairs, offers an oversized walk-in closet, separate his and her counter space, large walk-in shower, and a modern, free-standing bathtub. Upstairs, are 3 additional bedrooms and 2 full baths, along with a study nook. In addition, 2 large air-conditioned walk-in storage rooms are found upstairs. The outdoor patio looks out to the beautiful Winter Pines golf course. Enjoy cooking outdoors with a built-in wet bar on the patio. This home is conveniently located 0.5 miles away from the Cady Way Trail, 2 miles from Advent Health Hospital Winter Park, 4 miles from Park Avenue shops and restaurants, and 5.5 miles from Winter Park Village. The neighborhood is zoned for top-rated schools which include Brookshire Elementary School, Glenridge Middle School, and Winter Park High School. It is approximately 4 miles to Rollins College and 8 miles to the University of Central Florida.

Great Location!!!! Spacious 2 bedroom, 2 bath Condominium in the beautiful Winter Park area with a large balcony overlooking the pool. Primary bedroom, complete with an ensuite bathroom and a spacious walk-in closet. The additional bedroom is generously sized and offers two closets, providing ample storage. It has beautiful laminate wood flooring throughout with the exception of the bathrooms and the kitchen,and these have ceramic tile. All appliances are included. Located in the desirable community of Stratford, which has also recently been completely renovated to include exterior paint Community has two pools, tennis court and activity center. Nearby colleges including, Full sail, and UCF. Incredible shopping with anything you could possibly need nearby/walking distance with easy access.OIA (20 Minutes), Downtown (25 minutes) and the Maitland Business Hub (20 Minutes)

Under contract-accepting backup offers. Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown molding, tall baseboards, refinished original hard wood floors, recessed lighting, French doors, paver driveway and newer windows though out with new plantation shutters. Large living room has a fabulous brick wood burning fireplace. There is extra living space in the front family room which has three huge beautiful windows that let in tons of natural light with new wood floors. The kitchen is updated with stainless steel appliances, solid wood cabinets, solid counter tops, marble backsplash, under cabinet lighting, wainscoting and gourmet 4-chair island kitchen features a stainless steel induction/convection stove, solid wood cabinets with solid stone countertops and Carrera marble backsplash. There is also a lovely eat-in area off the kitchen that is perfect for a kitchen table. There is a large dry bar complete with solid wood cabinets, stone counter tops and backsplash and wine fridge. The first floor master bedroom has a large walk in closet and plenty of space and natural light. The master bathroom has a built in jacuzzi tub, separate shower with multiple sprayers, pedestal sink and marble top vanity and separate commode. There is a door that leads to the back yard that has plenty of room for a pool. The wood staircase leads you to the other three bedrooms and second full bathroom. Each bedroom has a large walk in closets. The upstairs bathroom has been recently renovated with a large walk in shower, tile floors. There is also a linen closet for additional storage in the hall. The very large back yard can be accessed through the kitchen through a beautiful pair of French doors. There is also a storage shed, patio area off of the kitchen and patio off of the master bedroom. Newer triple pane low E-windows, roof: 2011 tile. ac: 2008, 16 seer, electrical: 2009, plumbing: pex. Centrally located to Rollins College and Park Avenue.

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36 GAS cooktop, built in microwave and wall oven and a 36 French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

A stunning and spacious 3-beds, 2-baths condo is up for sale in Winter Park Woods. Perfect for both investment and residential purposes, it is situated in the top-rated Winter Park school district. It also boasts vaulted ceilings and a split floor plan. The condo complex offers two community pools, a playground, and tennis courts as amenities. It is conveniently located near Full Sail University, UCF, and the Orlando International Airport.

If you’re looking to own a property in the heart of luxurious Winter Park, then this is it! This stunning Mediterranean style 3bed/2.5bath has been completely remodeled by RLH Construction and offers all the high end finishes you've been looking for! From the moment you walk in you'll be welcomed by the natural lighting, high ceilings and stunning wood floors, which run throughout. The gourmet kitchen is a chef's dream, equipped with custom cabinets and high-end appliances such as Sub-Zero industrial fridge, Viking gas cooktop, Monogram convection oven/microwave combo and Miele dishwasher. The kitchen leads into an extremely spacious family room which includes custom woodwork and shelving, a cozy gas fireplace and spectacular views of the resort style pool and backyard. The outdoor living space lends itself to a quaint paradise, complete with a covered lanai, several seating areas, and a gas fire feature for the perfect ambiance. The primary bedroom is a true retreat featuring a spa-like en-suite bathroom complete with glass enclosed shower, free standing tub, custom floating vanity with dual sinks and lavish walk-in closet with custom built-ins and storage island. Down the hall you'll find the secondary bedrooms split by a beautifully upgraded bathroom. The secondary bath has a shower and separate spa tub with a custom vanity and designed with a Schulter drainage system. For convenience the laundry room is located on the second floor with full sized washer/dryer, custom cabinets and dog shower with Cle Tiles. Other features & upgrades include: bonus room above the garage, hardwired Sonos speakers, high end light fixers and fans, remote controlled shades, Rejuvenation hardware, Moen Flo Smart Water Leak Detection Alarm and smart home switches. Located minutes from all Park Ave has to offer: boutiques, art galleries, and gourmet restaurants. Plenty of nearby parks, lakes, and golf courses for you to enjoy! Plus, zoned for top-rated Winter Park schools. Come see this gem before someone snags it first!

Beautiful 2 bedroom 2 bathroom FURNISHED CONDO in Winter Park! Brand New Carpet and freshly interior painting. Washer and Dryer included. Centrally Located!! Close to all shopping, restaurants, highways. Near University Blvd and Goldenrod. Easy drive to UCF and Full Sail. Community includes Swimming Pool. Property will not last long!!!

Welcome to your dream home in the heart of the enchanting Winter Park, Orlando area! Step into this meticulously maintained 1 bed, 1 bath condominium that effortlessly combines comfort and style. The community boasts delightful amenities, including a sparkling pool, a playground for the little ones, and even a charming dog park for your furry friends. The kitchen is a culinary haven with its modern appliances, offering a perfect blend of functionality and aesthetics. Imagine preparing meals in this inviting space, whether you're a seasoned chef or just enjoy the pleasure of a beautifully designed kitchen. Located near major universities, this condominium is an ideal haven for professionals. Dive into the vibrant academic atmosphere while enjoying easy access to a myriad of entertainment options and shopping centers. Whether you're seeking a cozy retreat or an investment opportunity, this condominium promises a lifestyle of convenience and sophistication. Don't miss the chance to make this Winter Park gem your own – schedule a viewing today and step into a world of comfort and convenience!

Discover refined living in this elegantly renovated 2-level, 2-bedroom, 1.5-bath condo, exuding a townhouse charm. The high ceilings throughout the unit amplify the sense of space and enhance the influx of natural light, creating a warm and inviting atmosphere. Each level is adorned with accessible balconies that seamlessly extend your living space outdoors, providing tranquil views of the beautifully landscaped courtyard – ideal for relaxation or hosting guests. The heart of this home is the updated kitchen, where new granite countertops, modern cabinets, high-end stainless steel appliances, and chic porcelain tiling converge to create a culinary haven. Bathrooms have been refreshed with sleek, contemporary vanities. The recent replacement of the hot water heater in 2023 guarantees efficiency and comfort. Notably, the convenience of laundry is just steps away, with the laundry room thoughtfully situated on the balcony. Nestled in a prime location, this condo is within easy reach of Full Sail University and is surrounded by well-known educational institutions including Barry University Dwayne O. Andreas School of Law, Herzing University, Keiser University, University of Central Florida, Rollins College, and Valencia College. The neighborhood is a hub of activity with nearby Costco Wholesale, Walmart, Chili's Grill and Bar, and Firehouse Subs. Situated only 4 miles from Winter Park SunRail Train Station, 20 minutes from Orlando International Airport, and with swift access to major highways, this location is perfect for commuters and explorers alike. Your comfort and convenience are further enhanced by the HOA, which covers water, sewer, trash, and exterior pest control. Immerse yourself in the community's vibrant lifestyle with amenities like pools, tennis courts, a playground, and a clubhouse. For those seeking additional convenience, a carport is available for a fee.

Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.