Winter Park FL Real Estate & Homes for Sale

Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

FEATURED ON HOUSE HUNTERS LAKEFRONT EDITION! Indulge in the epitome of LAKEFRONT luxury living on the shores of stunning Lake Killarney. Nestled within the vibrant heart of Winter Park, this exceptional residence offers a serene retreat on the largest private lake in Winter Park. Lake Killarney, a cherished gem, spans 259 acres of pristine, ski-able waters, ensuring exclusive tranquility for residents, with no access for non-residents. Convenience meets sophistication with this prime location, mere minutes from premier amenities including Whole Foods, Trader Joe's, REI, and the charming boutiques of Park Avenue Winter Park. Downtown Orlando, Maitland, Lake Mary, and the upscale shopping paradise of the Mall at Millenia are all within effortless reach, promising a lifestyle of unparalleled convenience. Step inside this bespoke custom home and be captivated by its distinctive features. With 10-foot ceilings, designer finishes throughout, and a meticulously crafted kitchen and baths, every detail exudes elegance. Boasting 3 bedrooms and a versatile loft that can easily transition into a fourth bedroom, along with 2.5 baths, this residence caters to every need. Embrace outdoor bliss with a dark bottom swimming pool, a private BOAT DOCK complete with a cradle, and lifts for both jet skis and paddle boards, ensuring effortless access to the water. Lavish low maintenance backyard landscaping with luxury turf surrounds the pool & lake, creating a picturesque oasis for relaxation and entertainment. Additional highlights include an upstairs balcony offering panoramic lake views, a secluded private courtyard, a spacious 2-car garage, and deluxe amenities such as a wine cooler, mini-fridge, and wet bar in the master suite. Granite and marble adorn the countertops and showers, while an oversized tub in the master bath provides the ultimate in indulgence. With an unrivalled level of craftsmanship and attention to detail, this home offers a lifestyle of unparalleled luxury. The value of this exquisite property surpasses its asking price, making it a wise investment in a rapidly appreciating area. Envision a life spent lounging by the pool, paddle boarding on the lake, or cruising to Hillstone for a waterfront dining experience. Create lasting memories with family and friends in your own slice of paradise at 580 Ololu Drive. Experience the epitome of lakeside living and make this dream home yours today.

Explore the serene beauty of this hidden gem situated on the picturesque shores of spring fed Lake Killarney in Winter Park's coveted 32789 area. Tucked away in a peaceful enclave, this charming 1 bedroom, 1 bath condominium offers 645 sq. ft. of cozy living space on the second floor of a quaint two story complex. Despite its tranquil surroundings, the property enjoys convenient access to I-4 and is nestled within a quiet, tree lined environment, providing residents with a serene retreat just moments away from major amenities and transportation routes. Lakeside Manor, renowned for its low HOA fees and strong HOA board, remains one of Winter Park's best kept secrets. The community boasts a clubhouse with a lakefront pool, perfect for relaxation or entertainment, along with onsite boat launch facilities, boat slips, and dockage, offering residents the opportunity to fully embrace the lakefront lifestyle. Reserved parking and onsite laundry facilities enhance convenience, while the ability to boat to popular local destinations such as Hillstone and Trader Joe's adds to the allure of this exceptional property. Discover the epitome of lakeside living in Winter Park-schedule a showing today to experience the tranquility and charm of Lakeside Manor firsthand.

Step into the heart of Winter Park, Florida, at 940 Moss Lane, where sophistication and vitality intersect, painting a portrait of vibrant living. This home embodies the essence of the quintessential Florida lifestyle, featuring 4 bedrooms plus a bonus room, 3 full baths, and a high-flex floor plan to cater to your every need. Upon entry, you will be drawn in by all the natural light and unobstructed view to the beautiful backyard. Enjoy the indulgence of hard to find 3-way split plan with spacious bedrooms. Whether unwinding after a long day or entertaining guests, this home sets the stage for creating cherished memories. Venture beyond the confines of this residence and discover a plethora of community treasures. Winter Park beckons with its tree-lined streets, charming boutiques, and culinary delights, attracting both locals and visitors alike. Imagine leisurely walks along Park Avenue, savoring culinary delights from around the world, or exploring the diverse array of shops adorning the streets. Immerse yourself in the cultural tapestry of the area with visits to the Morse Museum or revel in the serenity of nature at the picturesque Mead Botanical Garden. For outdoor enthusiasts, Winter Park offers boundless opportunities for adventure, from its sprawling parks to its tranquil lakes. Spend your weekends kayaking on Lake Virginia, enjoying a picnic in Central Park, or simply relaxing in the expansive privacy of your own backyard. Ideally situated just minutes from the bustling downtown of Orlando, Winter Park offers a harmonious blend of urban convenience and suburban tranquility. With its top rated schools, thriving businesses, and a dynamic arts scene at your doorstep, it's no surprise that Winter Park consistently ranks among Florida's most sought-after locales. Don't let this opportunity pass you by. Experience the allure of Winter Park living at 940 Moss Lane, where each day unfolds with the promise of new adventures and endless possibilities. Schedule your private visit today.

Under Construction. Completed SUMMER 2024! Offering an exquisite English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms, 3 and 1/2 bathrooms of luxury living. Step inside and discover the European influence in both classic design and luxury selections. Level 4 drywall, soft arches, Pyramid dining ceiling feature, and 1-3/4" solid core doors with Emtek hardware - just to name a few. The Anderson window and door package are oversized filling the space with natural warmth and light. Down stairs offers a strategic office/bedroom option at the front of the house, and an Owner's suite boasting custom features such as a furniture piece sink, full soaking tub with a satin Etch glass for privacy; plus a private bonus outdoor for evening enjoyment all crafted with breeze block for added privacy. The gathering and kitchen space are expansive and boast a Thermadore appliance package, custom cabinetry, Quartz tops and designer hardware, faucets, and lighting package. Plus a private dining room set off the kitchen with walls of windows and natural light. Upstairs are two additional on-suite bedrooms with 13.5' volume ceilings in each bedroom. Oversized closets that could also be converted to additional living space. Completing this house is the clean outdoor living space with a custom detailed ceiling and flooring creating a seamless transition from the living space to the pool entertainment space.

Welcome to your income-producing oasis in the heart of Winter Park! These exclusive townhomes complex boasts six units, providing a rare opportunity for full control with no HOA fees. Each unit offers three bedrooms and two and a half bathrooms, fully upgraded to meet the highest standards of modern living, In addition 2 car garage , large upper patio and a fenced backyard.Recent renovations include a brand-new roof, redone in March 2021, ensuring durability and peace of mind for years to come. Select units feature new HVAC systems and water heaters, adding to the appeal of this investment opportunity.Strategically positioned, this property is a mere 5-15 minutes away from Downtown Orlando, the Mills District, and Downtown Winter Park, offering unparalleled convenience and access to the vibrant pulse of the city. Despite its prime location, all leases are currently under market value, presenting a promising chance to maximize returns.Currently fully occupied, these units offer below-market rents, making them an attractive proposition for investors seeking immediate cash flow. The updated interiors ensure tenant satisfaction and minimal maintenance, allowing you to build your portfolio effortlessly.Situated in the bustling Winter Park area, this property is surrounded by a myriad of shopping, dining, and entertainment options, catering to the diverse needs of tenants. Additionally, its close proximity to Rollins College adds to its appeal, attracting a steady stream of potential renters seeking convenience and quality living.Don't miss out on this exceptional opportunity to own six income-producing properties in one of Winter Park's most sought-after locations. Seize the chance to secure your financial future with this lucrative investment. Schedule a viewing today and experience the essence of effortless property ownership!

Introducing 861 Bonita Drive, located within Winter Park's charming brick-lined streets. This exquisite custom estate spans nearly 7,000 square feet, boasting Mediterranean architecture complemented by lush landscaping, creating a serene oasis in the heart of the city. As you step through the grand double glass-paneled door you're led to an elegant parlor room divided by ornate cast stone columns. Every detail of the home has been custom-selected with luxurious designer finishes. The walls of the home are adorned with modern Venetian plaster, while Forbes and Lomax light switches, Waterworks faucets and custom vent covers add a touch of sophistication throughout the home.The gourmet kitchen is at the heart of the home featuring custom cabinetry, marble counter tops, and design elements from Portugal. A Lacanche range offers the convenience of gas and electric ovens. The kitchen is equipped with a spacious pantry room, two Sub-zero refrigerator drawers, a Sub-zero Pro 48 glass door refrigerator, a pebble ice machine, and paired with dual sinks and dishwashers.A butler's pantry, situated between the kitchen and dining area, offers a perfect space for entertaining, complete with a long marble counter for serving, a Sub-zero wine refrigerator, two additional Sub-zero refrigerator drawers, two warming drawers, and plaster shelving for storage.A generously sized primary bedroom is conveniently located off the main living area with privacy in mind, filled with natural light and complete with a sitting area and views of the pool. The primary bathroom suite, renovated in 2019, features designer touches from top to bottom. Connected to the bathroom is a thoughtfully designed closet equipped with custom shelving with plenty of room for storage and dressing.Upstairs is a state-of-the-art home theater, three additional bedrooms, and a dedicated laundry room with the largest capacity washer and dryer. A desk/office area caters to the needs of a home manager. Outside is a covered patio area overlooking the tranquil saltwater pool and spa. An in-law suite with a separate entry and guest quarters over the garage provides privacy and comfort for visitors. The rear garage, boasting three spaces and air conditioning, coupled with the front garage's single space, offers ample parking and storage options.The home has a four-zone air conditioning system ensuring year-round comfort. Additionally, the property is equipped with two tankless water heaters, one on each side of the house, a whole-house generator, and a water softener system.With its timeless elegance and modern amenities, this home offers a unique lifestyle of comfort and sophistication in the heart of Winter Park.

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional bedroom and full bath in the detached guest quarters. A large gourmet kitchen with white cabinetry, a stainless steel Thermador gas range and GE Monogram built-in refrigerator and microwave. The adjacent family room that opens to the kitchen has custom-built in shelving surrounding the brick fireplace and is the perfect place for family night movies. French doors lead to the large covered porch with another brick fireplace and an open patio for dining al fresco and also leads to the detached guest quarters which makes a perfect place for a home gym. Take a cool dip in the saltwater pool that was installed in 2018 or after a long day jump in the hot tub! The living room is located off the porch as well with French doors and features a wet bar and yet another brick fireplace (3). The master bedroom has French doors and two custom built-shelved closets, one is a large walk-in. A central laundry room is conveniently located between the split bedroom plan. There is a secondary master with en-suite and two more bedrooms and a shared bath. Roof 2019. Conveniently located between Maitland and Winter Park, enjoy easy access to top-rated schools, upscale shopping, dining destinations, and recreational amenities. Embrace the quintessential Florida lifestyle in this prestigious community. Don't miss your opportunity to own this exceptional residence in Winter Park. Schedule your private tour today and discover the luxury and sophistication of 1801 Legion Dr.

Welcome to this charming bungalow nestled in Winter Park's beloved Tree Streets neighborhood! You'll love living close by Phelps Park, the YMCA, Lake Knowles, and Lakemont Elementary. Plus, hop on your bike for a quick ride to downtown Winter Park and Park Ave for even more fun. Step inside to find a home that's been lovingly maintained, with backyard spaces perfect for enjoying the Florida sunshine. Relax with a cool drink on the front porch or host barbecues on the screened-in back patio. There's plenty of room in the spacious backyard for games and outdoor fun. Inside, original wood floors add warmth and character to the living areas and bedrooms. Need extra space? You've got it! There's a bonus room that's perfect for a home office, family room, playroom, or your own personal gym. Don't miss out on this fantastic opportunity to call this cozy bungalow home in one of Winter Park's most desirable neighborhoods!

Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of "Olde Winter Park" but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a "hidden" entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as "magical", this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

Private deeded lake access (see pics) to Lake Virginia on the Winter Park chain of lakes overlooking gorgeous Rollin College. Also includes access to huge private park on lake and deeded boat slip.This home is located on one of the most sought after tree-lined brick streets in Winter Park. This newly renovated 5/4 pool home is within a short walk to Park Avenue.New tile roof 2019. Kitchen remodeled/new appliances 2024. Whole home water filtration/softener system, Paver driveway, travertine tile front and back, and fully automated outdoor LED lighting front and back.Interior renovations include new plumbing, tankless instant hot water heater, light fixtures w/LED lighting, modern classic mixture of Spanish tile and wood flooring, quartz countertops, bathrooms completely remodeled in 2023. Gas connection for stove, dryer, and outdoor grill.Feel like you're on permanent vacation out back w/ luxurious tropical paradise, covered summer kitchen, heated salt water LED remote controlled pool w/ built in hot tub (gas for utility savings) and two soothing waterfalls. Grass for the young ones to play, or work on your golf game, and 8 ft permitted fence for 100% privacy.Master bedroom 1st floor w/master bath featuring jacuzzi tub, skylight, and 3 walk in closets.*NOTE: some kitchen pics contain photos before granite was replaced w/ white. Quartz in 2022. *Walk-through video filmed before kitchen, bathrooms, and whole house repainted in 2022.

Welcome to 1161 Lincoln Circle, a stunning gem nestled in the heart of Winter Park's most desirable area. This charming residence offers the perfect blend of modern comfort and classic elegance, boasting impeccable craftsmanship and attention to detail throughout. As you step inside, you'll be greeted by a spacious and inviting floor plan flooded with natural light. The open concept living area is ideal for entertaining, featuring hardwood floors, soaring ceilings, and a cozy fireplace, creating a warm and inviting atmosphere for gatherings with family and friends. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, custom built-in banquette with mahogany table, and ample cabinet space, perfect for preparing delicious meals and culinary creations. The adjacent dining area provides a seamless flow for hosting intimate dinners or festive celebrations. Retreat to the luxurious master suite, where relaxation awaits. This private oasis boasts a tranquil atmosphere, complete with a spa-like ensuite bathroom featuring dual vanity, a Jacuzzi tub, and a separate shower. Three additional bedrooms offer comfort and versatility, accommodating guests, family members, or a home office space with ease. Step outside to discover your own private paradise, with a swimming pool and lush landscaping and mature trees provide privacy and serenity. Whether you're enjoying a morning coffee on the porch or hosting a barbecue with loved ones you will love the Zen-like atmosphere the tropical Koi Pond offers. Conveniently located just a few steps away from Winter Park's charming downtown area and golf course, you'll enjoy easy access to boutique shops, gourmet restaurants, and cultural attractions. With top-rated schools and recreational amenities nearby, this is more than just a home"it's a lifestyle! Don't miss your opportunity to own this exquisite residence in one of Winter Park's most coveted location, location, locations! Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle."

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Customize the finishes-to-suit on your new home located on one of the most sought-after streets in Winter Park. Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to your favorite shops, restaurants, and the Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home includes premium features, appliances, fixtures and finishes as follows: ELEVATOR, WOLF/SUB ZERO appliances, wine cooler tower, built-in coffee maker, trash compactor, AUTOMATED LIGHTING and window treatments, full house SOUND SYSTEM, first floor primary bedroom with ensuite washer/dryer and two-person shower, additional GUEST SUITE FIRST FLOOR, 11'4" FIRST FLOOR CEILINGS with 10' DOORS, wet bar, large vaulted loft, bonus room, three full suites upstairs, trey ceilings, master-carpentry detail throughout, "store-front" window and door system in front, two 10'x10' full-view garage doors, circular driveway, heated pool with spa and wet sun deck, plenty of pool deck space, and exquisite landscaping. A 6' masonry-stucco wall encompasses the rear perimeter. The rear cabana houses the summer kitchen, a pool bar, pool-bath and outdoor shower. Enjoy two fireplaces: a linear electric fireplace in living room and natural gas fireplace on rear lanai. Life-like virtual renderings show sample finishes only. You may select your own finishes and colors upon pre-construction purchase. Call now to schedule your meeting with the Builder and get started on your new home!

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,300 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. All drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

Step into luxury living at its finest in this exquisite two-story condominium in the Douglas Grand of downtown Winter Park. Boasting sophistication and elegance, and offering unparalleled comfort and convenience. Spanning across two levels on the north side of the building which is more energy efficient, this residence features three bedrooms, two owner suites one on the main level and one up, 3.5 baths, and a private interior elevator, ensuring effortless access and seamless transitions between spaces. The bright open floor plan is ideal for entertaining and everyday living, highlighted by a spacious kitchen equipped with top-of-the-line Sub-Zero, Bosch and Wolf appliances, complemented by custom cabinetry for a touch of refinement. Indulge in the serenity of the interior atrium, creating a tranquil oasis of natural light in the comfort of your home. Each bedroom is accompanied by its own en-suite bath and walk-in closet, providing ultimate privacy and convenience. The primary suite is a sanctuary of relaxation, offering a generous 25-by-13-foot layout, a large walk-in closet, and access to the outdoor terrace with a treetop view overlooking Morse Boulevard ideal for a morning coffee or evening wine. Convenience meets luxury with two deeded parking spaces in the secured parking garage, ensuring peace of mind and ease of access. There is plenty of additional common area parking as well separate from the gated-off owner's parking area. In the heart of downtown Winter Park, Douglas Grand offers unrivaled access to renowned Park Avenue, Winter Park Farmer's Market, Central Park, Winter Park Village and Rollins College, placing an array of dining, shopping and entertainment options only a short distance away. Embrace the lock-and-leave lifestyle with the SunRail station just a short stroll away, providing convenient access to downtown Orlando for sporting events or the Dr. Phillips Performing Arts Center. Whether you're seeking a serene retreat or a vibrant urban experience, this sophisticated condominium offers the ideal blend of luxury, convenience and elegance, promising a lifestyle of unparalleled comfort and style.

Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, where luxury meets convenience with NO HOA fees! This meticulously renovated and updated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a detached 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by brand-new AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching vinyl flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own!

Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and groove ceiling which adds a touch of character to this heart of the home. Enjoy meals in the spacious dining room, illuminated by natural light streaming through French doors leading to the courtyard. The dining room seamlessly flows into the inviting living room, adorned with a stunning white brick wood-burning fireplace and elegant plantation shutters. Throughout the home, you'll find gorgeous bamboo flooring adding warmth and sophistication. The first floor is complete with a chic powder bath for guests and a cozy desk nook tucked under the stairs. Upstairs, the large primary bedroom awaits with ample natural light, pitched ceilings, and a rustic barn door leading to the ensuite bathroom. Pamper yourself in the primary bathroom boasting double vanities, a large shower, and two walk-in closets. Two additional generously sized bedrooms share a beautifully renovated secondary bathroom. Step outside to the back patio and bask in the beauty that surrounds you. A pergola adorned with stunning jasmine vines creates a picturesque scene, while fern pine trees offer both elegance and privacy. With an oversized two-car garage, a parking pad for guests, and a low HOA fee of only $400/month, this townhouse offers both convenience and exceptional value. Other highlights include a new roof installed in 2021, a new AC unit in 2022, and fresh exterior and interior paint. Located centrally in Winter Park, this property provides easy access to all major roads and highways. Plus, it's just minutes away from Downtown Winter Park's renowned Park Avenue shopping and dining. Don't miss out on this fabulous opportunity to call this townhouse your home sweet home!

LOCATION, LOCATION, LOCATION in UPSCALE Winter Park ! This MODERN RENOVATED TOWNHOME is perfectly located where you can walk to PARK AVE, MEAD GARDENS, Azalea TENNIS Courts & ROLLINS COLLEGE & ORANGE AVE area with coffee shops & bakeries enjoy some of the best shopping & restaurants in Winter Park with over 2,000 SF of living space & lots of natural light this townhome offers it all to those seeking a peaceful oasis The property sits on a private quiet cobblestone street Once inside the home has a Mediterranean courtyard with BBQ a? great outdoor space for entertaining. The EUROPEAN KITCHEN with modern quartz countertops, new cabinets & appliances opening up to a great room with lots of natural light & wood burning fireplace. Modern staircase brings you to the 2nd floor where you will find laminate floors throughout, HUGE MASTER SUITE with a corridor of multiple closets and walk-in closet, Master bath has a dual sink vanity, tub & shower.. Oversized 2nd & 3rd bedrooms w/lots of closet space, 2nd bed has access to a private screened balcony

One or more photo(s) has been virtually staged. Welcome home to this well maintained 3-bedroom 2-bathroom home right in the heart of Winter Park. The location is phenomenal - walking distance to East End Market, a short bike ride to Baldwin Park, Ivanhoe Village, or esteemed Park Avenue. While the area boasts an endless list of places to visit you will also enjoy the quiet, oak tree lined streets of his highly sought after Eastern Parkway address as you are welcomed with lush landscaping surrounding the bungalow style home. This home boasts a separate dining area off the living room, with a breakfast nook located off the kitchen. The stunning wood floors lead you back to a primary suite that includes a spacious walk-in closet with custom built-ins and an entry room perfect for an office, sitting area, baby's room, or anything in between. You will also find 2 bedrooms and a fully renovated bathroom as you continue down the hallway. Florida living at its finest is found on the newly installed patio located in the oversized backyard. Enjoy a completely fenced in backyard with room for BBQ, games, and the perfect place for hosting. The backyard also includes a shed for extra storage. Extra features and updates include: new HVAC 2018, re-piped interior, no cast iron (rare), Roof 2017, replaced well pump for irrigation (low waste water and sewer bills), renovated patio, updated landscape, and renovated guest bathroom.

Condo in the heart of Winter Park! Recently renovated with new bathroom fixtures and fresh paint. Clean and efficiently updated with lots of room, and lots of storage and cabinets! Best screened back porch Garden views offer privacy & shade - The perfect place to enjoy your coffee, or share a meal! Mount on wall remains for big screen TV easy-mount in large living room! Interior laundry room (Washer/Dryer included!) PLEASE NOTE: This is one of only a few units that is allowed to have in-unit washer and dryer!! Stainless Streel Appliances, hard surface counters, extended kitchen counters and storage area--- Beautiful & Convenient (within a block or so) to the new Down Town Winter Park Movie-in-the-park infrastructure being built currently - which features open green areas, garden walkways, and an outside event venue. About 30 minutes to Orlando International Airport, and other smaller private and public airport(s), shopping malls, main artery roadways, and Down Town Orlando and Down Town Winter Park! So much to do! Mead Gardens is in rear of this complex! Please note that NO DOGS are allowed in this complex. However, cats are allowed. Assigned Parking is #210, and plenty of visitor parking also available.

Welcome to your dream home in the coveted Waterbridge neighborhood! This stunning one-story pool home boasts everything you've been searching for and more, including a three-car garage. Situated on a spacious corner lot, this residence offers both elegance and comfort. Step inside to discover a welcoming ambiance, highlighted by a gathering living room featuring a double-sided gas fireplace, perfect for cozy evenings or entertaining guests. The dining room is conveniently located off the kitchen, complete with double built-in ovens and overlooking the inviting family room. A sunny Florida room extends off the family room, offering picturesque views of the lush backyard oasis and sparkling pool"a true haven for relaxation and enjoyment. Retreat to the primary suite, featuring a spacious walk-in closet for all your wardrobe needs. Two additional bedrooms, each boasting generous walk-in closets, ensure ample space for family or guests. Plantation shutters throughout add a touch of sophistication, while the large laundry room with cabinetry provides convenience and storage. Step outside to your own private paradise, where a gorgeous pool awaits, complete with a heated spa, sun shelf, and seating bench"all within the confines of a large privacy fenced backyard. Waterbridge residents enjoy access to community amenities including a park and tennis courts, fostering a sense of community and recreation. Conveniently located near shopping, restaurants, and minutes from Park Avenue, this home offers easy access to all the best Winter Park has to offer. Plus, with sought-after Winter Park schools just a stone's throw away, you'll enjoy peace of mind knowing your family is in a top-notch educational environment.

Welcome to a great street in Winter Park where you can build the home of your dreams or simply remodel the existing home. This property is surrounded by Multi Million Dollar homes Enjoy yourself in the Winter Park lifestyle on this beautiful street while having the luxury of just being minutes from downtown Winter Park and Orlando. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park.

Welcome to this RARE find on Dana Way on the corner of Dana Way and Winter Park Road. This 1/4 acre lot is ready for you to remodel the current home or build your dream home. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park. Immerse yourself in the Winter Park lifestyle on this brick street while having the luxury of just being minutes from downtown Winter Park and Orlando. The last time a house sold on this street was four years ago.

Step into luxury with this newly renovated 3 bed, 2.5 bath townhome in the heart of Winter Park. As you enter, you're greeted by a spacious living room boasting high ceilings and flooded with natural light, enhanced by the luxury vinyl flooring and a cozy wood burning fireplace. The kitchen is a chef's dream, featuring new slate GE appliances, Quartzite countertops with a waterfall edge, soft-closing cabinets, and a convenient seating area. Adjacent to the kitchen is a charming dining room. Completing the downstairs is a half bath and a 2 car garage. Upstairs, retreat to the roomy primary suite with vaulted ceilings, crown molding, and ample natural light pouring through the large windows. The oversized primary bathroom offers two vanities and a large walk-in shower. Two additional bedrooms are also located upstairs and share a jack and jill bathroom. The entire home is outfitted with cellular shades. Outside, each side of the home boasts a private patio, with one featuring a water fountain for tranquil moments and AstroTurf for low maintenance. The community comprises just 4 units, offering access to a shared community pool. Location is key, and you'll love being just a short stroll from Rollins College, Park Avenue, and Hannibal Square.