luxury houses for sale Winter Park, United States

An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive itself is a mix of longtime homes and newer builds, shaded by mature trees and free of through traffic. Once the site is prepared, the parcel supports a custom plan with room to work in a pool, covered lanai and summer kitchen. Bring your own builder, or ask for an introduction to builders already working in the area. Park Avenue shops and restaurants, Rollins College, the Farmers Market and the chain of lakes are all a short drive away. Property sold as is. The buyer is to verify setbacks, utilities, impact fees, demolition requirements and permitted building dimensions with the City of Winter Park.

WOW! AN AMAZING NEW PRICE! SEE IT THIS WEEKEND! Perfectly situated along a picturesque brick lined street with sidewalks in the heart of Winter Park, this beautifully refined residence offers timeless elegance, exceptional craftsmanship and a warm, inviting atmosphere just moments from the area's renowned parks, boutiques and dining. Bathed in natural light, the thoughtfully designed two story floor plan features four bedrooms, four full baths and rich maple wood flooring throughout the main living areas. At the heart of the home, the stunning chef's kitchen is designed for both everyday living and effortless entertaining, showcasing an expansive center island with a beverage refrigerator, granite countertops, a beautiful backsplash, abundant custom wood cabinetry, a pantry and a five burner gas range with double ovens. The kitchen flows seamlessly into the spacious family room, where a gas fireplace creates a welcoming focal point and French doors open to the covered patio and private backyard, extending the living space outdoors. The elegant dining room, accented with custom wainscoting, provides a sophisticated yet comfortable setting for intimate dinners and larger family gatherings alike. Just beyond, the thoughtfully designed laundry room with a butcher block countertop, custom shelving and storage. A versatile first floor room, currently serving as a playroom, is adjacent to a beautifully appointed marble floored full bath and is equally suited as a guest suite, executive office, fitness room or flex space. Upstairs, a cozy loft landing provides an additional sitting area or workspace, while the luxurious primary suite serves as a peaceful retreat featuring a beautifully new spa inspired bath with dual vanities, granite countertops, a soaking tub, an oversized walk in shower and an impressive custom walk in closet. Two additional bedrooms are connected by a beautifully renovated Jack and Jill bath, each with its own private vanity area for added comfort and functionality. Thoughtful details including higher ceilings, generous storage, plantation shutters, crown molding and baseboards enhance the home's refined character throughout. Adding exceptional versatility, the detached guest house features a full bath and a spacious walk in closet, creating the ideal space for guests, a private home office, studio or multigenerational living. The front paver area along with a long, deep driveway provides abundant parking while complementing the home's exceptional curb appeal. Ideally zoned for highly regarded Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional property also offers a 2021 roof, three HVAC systems (one approximately three years old and two approximately six years old), a Rinnai gas tankless water heater, newly added insulation and a storage shed not within site yet easily accessed just behind the guest house and the added benefit of no HOA. This is more than a home, it is a place to gather, entertain, relax and create lasting memories in one of Winter Park's most sought after neighborhoods and a most desirable lifestyle. A conceptual pool rendering illustrates the potential for a pool, including approximate placement and size. Welcome Home!

Available furnished or unfurnished, lease-to-own or straight lease (6-12 months). On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full baths, and a flexible three-story layout designed for everyday living and effortless entertaining. A welcoming front porch leads into a bright foyer highlighted by custom millwork and warm wood flooring, setting the tone for the home's clean, curated style. The open-concept main living space flows seamlessly from the dining area into a spacious family room and a chef's kitchen designed to impress. Anchored by a generous marble island with seating, the kitchen features Viking stainless steel appliances, a gas cooktop, honed granite perimeter countertops, custom cabinetry with upper and under-cabinet lighting, and stylish tile backsplash. A wet bar with wine refrigerator adds to the home's entertaining appeal. The first floor also includes a versatile office or playroom with custom built-ins, a functional mudroom/drop zone and abundant storage throughout. Upstairs, the primary suite offers a peaceful retreat with natural light and a spa-inspired bath featuring dual vanities, a soaking tub and a glass-enclosed shower. Secondary bedrooms are well-sized and thoughtfully designed, while the third-floor bonus suite with full bath provides ideal space for guests, a home office or additional living. Outdoor living is equally inviting, with a covered back porch equipped with remote-controlled phantom screens overlooking a private, professionally landscaped yard with artificial turf and a low-maintenance pool, ideal for year-round enjoyment. Additional features include two HVAC systems with Nest thermostats, hardwood flooring on the main level, and designer finishes throughout. Zoned for sought-after schools including Dommerich Elementary, Maitland Middle and Winter Park High. This is a rare opportunity to own a move-in ready home that balances style, function and location in one of Winter Park's desirable settings.

Nestled along one of Winter Park's picturesque brick streets, this beautifully appointed four-bedroom, three-and-one-half-bath residence combines timeless charm with modern luxury in an exceptional location. Thoughtfully designed with an open-concept floor plan, the home offers seamless everyday living and effortless entertaining. At the heart of the home is the beautifully updated chef's kitchen overlooking the spacious living room. Premium Thermador appliances include an impressive eight-burner range featuring six gas burners and two induction burners, a separate steam oven, a built-in microwave and a three-tower refrigeration system with refrigerator, freezer and wine refrigeration. A generous breakfast nook provides abundant seating for casual dining, while the adjacent formal dining room offers versatility and is currently utilized as a private home office. The inviting living room is filled with natural light and features French doors that open to the covered lanai, creating an ideal indoor-outdoor living experience. The first-floor primary suite serves as a peaceful retreat with a spacious walk-in closet, two sets of blackout window treatments, a luxurious spa-inspired bath featuring a glass-enclosed shower and separate soaking tub and private access to the lanai and pool area. Completing the first floor are a convenient built-in workspace, a separate laundry room and a stylish powder bath. A graceful staircase leads to the second level, where you'll find three additional bedrooms, including one with an ensuite bath, along with a generous family room that provides the perfect gathering space for family and guests. Expansive windows throughout the home fill every room with abundant natural light, creating a bright and welcoming atmosphere. Outside, the covered lanai features remote-controlled retractable screens, including an integrated pet door, allowing the space to be fully enclosed for year-round enjoyment. The sparkling saltwater pool with a tranquil waterfall feature is surrounded by a beautifully landscaped, fully fenced backyard, offering exceptional privacy and a true backyard oasis. Additional features include LeafGuard-protected rain gutters, new exterior paint completed in July 2026 and a spacious two-car garage. Ideally located, this exceptional home is just an easy bike ride to the renowned boutiques, restaurants, coffee shops and Central Park along Park Avenue, as well as the popular weekly Winter Park Farmers' Market. Offering luxurious finishes, thoughtful design and an unbeatable location, this is a wonderful opportunity to enjoy the very best of Winter Park living.

Virtually Staged. Beautifully updated and thoughtfully designed, this four-bedroom, three-and-one-half-bath residence blends sophisticated interiors, inviting living spaces and an impressive outdoor setting. Gorgeous curb appeal and meticulously maintained landscaping create a welcoming first impression, while extensive recent improvements bring a fresh, refined feel throughout. Just off the entry, a stately office/den with a wood-burning fireplace offers a handsome, versatile space for a home office, library or sitting room, while a formal dining room provides an elegant setting for entertaining. At the heart of the home is the beautifully updated kitchen, featuring new cabinetry and hardware, marble countertops and an expansive center island with generous seating. Luxury appliances include a striking induction range, integrated refrigerator and convenient beverage refrigeration drawer, while a dedicated coffee bar adds function and style. A sunny breakfast nook provides casual dining space, and the kitchen opens seamlessly to the spacious great room, where French doors lead to the covered lanai and fill the interiors with natural light. A cleverly concealed doorway in the kitchen provides access to the garage and a large bonus room above, complete with a custom wet bar and under-counter beverage refrigerator, an exceptional space for entertaining, recreation or media. Privately on the first floor, the primary suite offers direct access to the covered lanai, an ample custom walk-in closet and spa-inspired bath with dual vanities, soaking tub and glass-enclosed shower. A laundry room with custom cabinetry and powder bath with outdoor access complete the main level. Upstairs, a bright and spacious family room accompanies three additional bedrooms. One features a private en-suite bath, while the remaining two share a Jack-and-Jill bath. All closets feature custom organizational systems. Outdoor living is equally impressive. Accessible from the great room and primary suite, the covered lanai overlooks the newly refinished heated saltwater pool and spa, surrounded by new non-slip pool deck pavers. Wi-Fi-enabled pool and spa equipment provides convenient app-based control. Redesigned by Signature Landscape, the backyard features a turf area for loungers, dedicated firepit space and new fence installed in 2023, creating a wonderful setting for outdoor entertaining. A professionally installed Mist and More mosquito misting system adds another level of comfort, while a gas line from the street supplies the pool and firepit. Extensive upgrades include three HVAC systems installed in 2024 and 2025, a new water heater, whole-home water filtration system and Ecobee smart thermostats. The interior and exterior were repainted in 2025, complemented by new flooring, baseboards and crown molding, custom window treatments, wallpaper and carefully selected designer finishes. Interiors by nationally recognized designer Jaime Garnet of WYC Designs create a polished, cohesive aesthetic throughout. Ideally just minutes from downtown Winter Park, the home offers convenient access to exceptional dining, shopping and cultural amenities, along with major roadways for easy connectivity throughout Central Florida. With extensive updates, flexible living spaces, sophisticated interiors and a beautifully redesigned outdoor setting, this exceptional residence is move-in ready.

Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportunity to own a thoughtfully curated custom home by renowned builder Floridian Custom Homes, brought to life in collaboration with Winter Park Design, Brianna Michelle Interior Design and Signature Landscape. Offering 4,775 heated square feet of expertly crafted living space, this four-bedroom plus office, four-and-one-half-bath home blends timeless architecture, elevated finishes and effortless lakefront living. Designed with an open-concept floor plan ideal for everyday living and entertaining, the home showcases stunning European white oak hardwood flooring throughout all main living areas and bedrooms. The heart of the home is the spectacular chef's kitchen, featuring two oversized islands, custom-designed wood cabinetry, an expansive walk-in pantry, and a premium Sub-Zero and Wolf appliance package highlighted by a 48-inch, eight-burner range. The private first-floor primary suite serves as a luxurious retreat, complete with an expansive walk-in closet and a spa-inspired bath adorned with marble tile shower walls and flooring. Also on the main level is a versatile office/den with a built-in closet. Upstairs, an expansive media/family room provides additional gathering space, accompanied by a dedicated office and three generously sized secondary bedrooms, each featuring en-suite baths and walk-in closets. The fourth bedroom offers exceptional flexibility and may easily serve as a secondary primary suite, ideal for guests or multigenerational living. Designed to embrace seamless indoor-outdoor living, expansive glass sliders extend from the gathering and dining rooms to a covered lanai overlooking the resort-style custom pool. Retractable screens create a setting for year-round enjoyment, while the fully equipped summer kitchen and generous lounge and dining areas make entertaining effortless. Expertly designed by Signature Landscape, the pool features a sun shelf, LED lighting and elegant travertine limestone decking, all surrounded by lush professional landscaping, Zoysia grass and privacy hedging for a serene outdoor setting. Additional notable features include a Brava slate tile roof and a striking custom glass front entry door, further elevating the home's exceptional curb appeal. Ideally just minutes from the vibrant shops and dining of Park Avenue, this remarkable residence also offers convenient access to major roadways, leading area hospitals and top private schools, all within an A-rated school district. An exceptional opportunity to enjoy luxury lakefront living in one of Central Florida's desirable settings.

One or more photo(s) has been virtually staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly crafted masterpiece by Urban Perch, a boutique home builder. In downtown Winter Park, this stunning new construction home offers 3,421 square feet of elegant, efficient living area. The primary residence features four bedrooms plus a generous flex space, the perfect office, home gym or playroom and 4.5 baths with designer fixtures and finishes. A separate casita with a full bath provides additional space for multigenerational living or as a private guesthouse. Upon entering, you are greeted by an expansive open-plan living area with soaring ceilings that effortlessly blends sophisticated style with indulging comfort. The kitchen is a culinary dream, equipped with Le Cornue and Monogram appliances, marble and quartzite countertops and a separate scullery with plenty of storage and ample prep space. The kitchen opens to one of the main living areas, featuring a precast concrete fireplace surround with exquisite millwork details, forming a focal point leading up to the angular ceiling and overhead beams. Engineered hardwood floors throughout and curated specialty tiles in wet spaces ensure the home maintains a clean, classic and modern feel. Floor-to-ceiling French doors and oversized sliders invite natural light and offer views of the beautifully landscaped grounds, including a sparkling heated saltwater pool and fully equipped outdoor kitchen. This wellness home incorporates advanced features to ensure a healthy living environment, from air and water purification systems to specialty lighting, all designed to promote a balanced lifestyle. Just moments from charming parks, highly rated restaurants and boutique shopping, 1627 Mizell Avenue is more than just a home, it's a sanctuary. With excellent accessibility and a vibrant community, this is an ideal setting for those seeking a blend of suburban tranquility and urban convenience.

Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the home, the chef's kitchen blends elegance and function with gleaming stainless steel appliances, crisp white cabinetry, granite countertops, and a well-appointed Butler's pantry with a dedicated bar, creating a sophisticated setting for effortless entertaining. Integrated smart features further elevate daily living, including an intercom system for seamless communication, electronic blackout curtains for instant privacy and ambiance, and thoughtful, layered lighting throughout. The magazine-worthy primary bath-featured in Florida Home-feels like a private spa retreat, with floor-to-ceiling back-lit mirrors, a self-cleaning smart toilet with bidet, a custom Barclay soaking tub with black matte exterior, and Calcutta gold marble countertops and backsplash. These luxe finishes are anchored by an oversized chevron pattern tile by Crossville in Ice White, a throwback diamond-pattern shower floor, and a sculptural Kuzco LED chandelier that completes the space with dramatic flair. Expansive living areas open to resort-inspired outdoor spaces where a heated saltwater pool and spa, private mini-golf green, and a summer kitchen with tongue-and-groove wood ceiling create a true indoor-outdoor sanctuary. Velux solar-powered skylights with acoustic rain sensors that automatically close at the first sign of rain, a Mosquito NIX misting system, comprehensive surveillance, and electronic private gated access provide both comfort and peace of mind. Natural gas service and a dedicated hook-up for a whole-house generator underscore the home's emphasis on performance and preparedness. Crafted for those who expect uncompromising quality, this Winter Park residence is more than a home-it is a refined sanctuary where architectural presence, rich materiality, and thoughtful technology converge in one coveted address.

Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. Set on a homesite with desirable southern exposure in the heart of Winter Park, this four-bedroom, 3.5-bath, custom pool and spa residence offers more than 3,200 square feet of thoughtfully updated living space near Park Avenue, the Chain of Lakes and top-rated schools. The fully renovated 2025 kitchen serves as the centerpiece of the home, featuring quartzite countertops, a custom wood hood, Zellige-style backsplash, induction cooktop, oversized workstation sink and an expansive island designed for gathering and entertaining. The first-floor primary suite offers a private retreat with a completely reimagined spa-inspired bath showcasing marble flooring, quartzite surfaces, custom solid wood cabinetry, a freestanding soaking tub and upgraded walk-in shower. Designed for comfort and entertaining, the home also features a dedicated office and an upstairs loft with a custom dry bar and beverage refrigerator. Outdoors, the backyard lives like a private resort-style oasis, complete with a saltwater pool and spa, sun shelf, travertine decking, electronic roll-down screens and a fully equipped outdoor kitchen designed for year-round enjoyment. Lush new backyard landscaping completed in May 2026, including enhanced privacy elements, creates an intimate outdoor setting rarely found this close to the heart of Winter Park. Additional highlights include updated irrigation supported by a private well, a new downstairs HVAC system and a home warranty provided for the buyer at closing. Move-in ready and impeccably maintained, this residence offers refined living in one of Winter Park's desirable settings.

Wake up on top of the world with panoramic mountain views and feel the peacefulness wash over as you unwind with pure nature. Ski, hike, bike, fish, boat, dine, and RELAX. Only an hour from Denver, by car or train Winter Park is one of the fastest growing mountain towns in Colorado. Offering over 3000 acres of terrain as part of the legendary Ikon Pass, skiing is just one of the endless activities in this winter wonderland. During summer the town boasts world class mountain biking, expansive hiking trails, stunning golf courses, nearby lakes, and weekly music and cultural festivals. Situated on a quiet cul-de-sac, this fully renovated home was mindfully curated with love by Roxy Blu Homes & By Brooke Design. Perfectly located, you'll enjoy being fully immersed in nature, while being minutes to downtown. Surrounded by breathtaking mountains, swaying trees and chirping birds. Enter into the open floor plan with dreamy kitchen, butler pantry, and 20' vaulted ceilings. The perfect blend of indoor/outdoor living, the main room's glass wall opens to the front deck with 180 degree unobstructed mountain views. Soak up the sun all year long whether barbecuing with friends in summer or melting into the hot tub with winter. The primary suite oasis offers a stunning bathroom and spacious walk in closet. Above enjoy a custom built bunk room and balcony nook with all the mountain views. The lower level offers a perfect hang out space with kitchenette, game area, and media room. 2 beds and 2 baths on lower level give endless options including making the entire level a private apartment. Massive 3 car garage and driveway perfect for cars, gear, and toys. Plenty of room for snowmobiles, boat, and camper. Mudroom with built in storage lockers. 2 laundry rooms.2 gas fireplaces. Deck engineered and wired for hot tub. Designed for lower level to be separate apartment if desired. Steps to free ski bus. New hvac, electrical, plumbing, sewer. Potential for $15K+ per month in rental income

Welcome to your dream mountain retreat in the coveted Leland Creek neighborhood of Winter Park. This immaculate 6-bedroom, 4.5-bath home is designed for entertaining and embracing the mountain lifestyle. Step inside to soaring tongue-and-groove vaulted ceilings, pristine hardwood floors, and sweeping Continental Divide views. The chef's kitchen--featuring a large island, Wolf gas cooktop, and spacious butler's pantry--flows seamlessly into the great room, where French doors open to an expansive covered patio with a built-in wood-burning fireplace--perfect for year-round gatherings. After a day on the slopes, relax in the hot tub with mountain views or unwind in the luxurious primary suite. Main-level living includes a guest suite with ensuite bath and a third bedroom or home office, alongside the primary. The walkout lower level offers a generous TV/game room with wet bar and beverage fridge, plus three additional bedrooms (two sharing a Jack-and-Jill bath). A cozy loft adds flexible space for guests or game night. An oversized 3-car garage and large unfinished storage area provide plenty of room for all your gear. Radiant heat throughout (including the garage), a recently replaced boiler, new roof (2023), fresh exterior stain, and new driveway (2023), this home is as functional as it is beautiful. Set on a .62 acre lot with trail access nearby and downtown Winter Park just a short walk away. Sold fully furnished--just bring your belongings and start living the mountain lifestyle.

Spacious 4BR townhome conveniently located in Downtown Winter Park within walking distance to all the action! This Red Quill Townhome offers lots of space on multiple levels including 2 dining areas, 2 gas log fireplaces, formal living room and lower level rec room for accommodating large groups. This oversized end unit is located at the back of the complex with walls of windows and tons of natural light on every level. It also features a private hot tub, heated 1-car garage, front and back decks as well as a new boiler system for the radiant heat syatem. The complex is set back off of Main Street away from the hustle and bustle, you'll find the green spaces of Confluence Park just behind the townhomes as well as easy access to the Fraser River Trail. This one is teed up for Summer fun!

Ideally located in Winter Park, this newer end-unit townhome offers an exceptional opportunity to enjoy the Colorado mountain lifestyle with nature, town, and world-class skiing all close at hand. Just steps from the Arapahoe National Forest, miles of hiking and biking trails are right outside your door, while Winter Park's restaurants, shops, and activities are within easy walking distance. A short drive or complimentary shuttle ride takes you to Winter Park Resort for world-class skiing and snowboarding. Inside, the home is bright, inviting, and designed to take full advantage of its beautiful mountain setting. The open-concept main level features a spacious great room with large windows, a contemporary fireplace, and seamless connection to the kitchen and dining areas. Warm wood cabinetry, quartz countertops, stainless-steel appliances, and a generous center island create a welcoming kitchen that is equally suited to casual mornings and entertaining. The dining area looks out to the surrounding trees, while the expansive windows throughout the main level bring the scenery into the home. The private deck is a natural extension of the living space and a wonderful place to gather or unwind. A hot tub, outdoor seating, and fire feature create an inviting outdoor retreat, perfect for relaxing after a day on the trails or slopes while taking in sweeping Continental Divide views. All three bedrooms are located on the upper level, creating a comfortable sense of privacy while taking advantage of the home's elevated views. The primary suite features an ensuite bath with dual vanities and a spacious walk-in shower. A generous guest bedroom also captures the scenery, while the bunkroom offers a fun and flexible space for family and guests. A full bath serves the guest bedroom and bunkroom. The upper landing features a dedicated desk and window overlooking the surrounding landscape, creating a quiet, light-filled space for working remotely. A three-car attached garage is an uncommon and highly desirable feature for a townhome, offering plenty of room for vehicles and all the gear that comes with mountain living. An EV charger adds further convenience. With its newer construction, end-unit setting, beautiful mountain views, private outdoor living, generous garage, and enviable proximity to both the national forest and Winter Park's vibrant town center, this is a wonderful place to enjoy everything the mountains have to offer, in every season.

Within ROAM, you'll find Wilds 360, a collection of single family residences designed specifically for mountain living. The Torrey's Peak floor plan is built for an active Colorado lifestyle with high quality, durable interior and exterior finishes. Inside the homes you'll find three bedrooms plus a second living/rec/bunk room thoughtfully laid out over three levels of luxurious living and fresh, mountain modern design. Multiple outdoor living spaces include an open air rooftop deck with snow-melt system, community dark skies design for stargazing, options to add a rooftop bar, outdoor kitchen and hot tub. Boasting an open gourmet kitchen with premium stainless appliances, these homes are comfortably finished with ERV air exchange systems & in-floor radiant heat, designed for comfort! Adjacent to the kitchen and breakfast bar you flow seamlessly into the large dining area and living room with fireplace designed for groups of any size. Premium standard finishes include solid wood doors and trim, wood cased JeldWen windows, hand troweled walls, luxury vinyl plank flooring, in-floor radiant heat, open floating staircase, insulated, and heated garage. Enjoy the surroundings from your private rooftop hot tub while taking in spectacular views of the Continental Divide, the Winter Park ski area and all of the wildlife that ROAM through the meadow on a daily basis. With the next phase anticipated by the end of this year, now's your chance to secure a brand new, mountain modern home nestled between Winter Park's Main Street and the Fraser River! ***Listing photos are virtually staged and from a previous phase. They are only a general representation of the floor plan. Specific colors, finishes & appliances for this home may differ. Sq. footage provided by architect's renderings in the Documents section.

Rare 4-bedroom condo in the heart of downtown Winter Park with slope views, outdoor living, and strong income potential. Located in Apres Winter Park, this residence offers the convenience buyers want most: walkability to restaurants, shops, coffee, entertainment, and access to Winter Park Resort from the Lift bus line just outside. Enjoy a private rooftop deck for taking in the mountain setting, plus a wraparound deck off the primary suite with views toward the ski slopes. During ski season, the property has rented for up to $7,000/month, making it a compelling mountain getaway, second home, or investment opportunity. The building also offers amenities including a welcoming lobby, fitness center, and ski lockers for effortless mountain living in one of Colorado's most exciting ski towns.

Within ROAM, you'll find Wilds 360, a collection of single-family residences designed specifically for mountain living. The Gray's Peak floor plan is built for an active Colorado lifestyle with high quality, durable interior and exterior finishes. Inside the homes you'll find three bedrooms plus a second living/rec/bunk room thoughtfully laid out over three levels of luxurious living and fresh, mountain modern design. Multiple outdoor living spaces include an open air rooftop deck with snow-melt system, community dark skies design for stargazing, options to add a rooftop bar, outdoor kitchen and hot tub. Boasting an open gourmet kitchen with premium stainless appliances, these homes are comfortably finished with ERV air exchange systems & in-floor radiant heat, designed for comfort! Adjacent to the kitchen and breakfast bar you flow seamlessly into the large dining area and living room with fireplace designed for groups of any size. Premium standard finishes include solid wood doors and trim, wood cased JeldWen windows, hand troweled walls, luxury vinyl plank flooring, in-floor radiant heat, open floating staircase, insulated, and heated garage. Enjoy the surroundings from your private rooftop hot tub while taking in spectacular views of the Continental Divide, the Winter Park ski area and all of the wildlife that ROAM through the meadow on a daily basis. With the next phase anticipated by the end of this year, now's your chance to secure a brand new, mountain modern home nestled between Winter Park's Main Street and the Fraser River! ***Listing photos are virtually staged and from a previous phase and are only a general representation of the floor plan. Specific colors, finishes & appliances for this home may differ. Sq. footage provided by architect's renderings in the Documents section.

Within ROAM, you'll find Wilds 360, a collection of single family residences designed specifically for mountain living. The Ptarmigan floor plan is built for an active Colorado lifestyle with high quality, durable interior and exterior finishes. Inside the homes you'll find three bedrooms plus a second living/rec/bunk room, thoughtfully laid out over three levels of luxurious living and fresh, mountain modern design. Multiple outdoor living spaces include an open air rooftop deck with snow-melt system, community dark skies design for stargazing, options to add a rooftop bar, outdoor kitchen and hot tub. Boasting an open gourmet kitchen with premium stainless appliances, these homes are comfortably finished with ERV air exchange systems & in-floor radiant heat, designed for comfort! Adjacent to the kitchen and breakfast bar you flow seamlessly into the large dining area and living room with fireplace designed for groups of any size. Premium standard finishes include solid wood doors and trim, wood cased JeldWen windows, hand troweled walls, luxury vinyl plank flooring, in-floor radiant heat, open floating staircase, insulated, and heated garage. Enjoy the surroundings from your private rooftop hot tub while taking in spectacular views of the Continental Divide, the Winter Park ski area and all of the wildlife that ROAM through the meadow on a daily basis. With the next phase anticipated by the end of this year, now's your chance to secure a brand new, mountain modern home nestled between Winter Park's Main Street and the Fraser River! ***Listing photos are from a previous phase and are only a general representation of the floor plan. Specific colors, finishes & appliances for this home may differ. Sq. footage provided by architect's renderings in the Documents section.

Within ROAM, you'll find Wilds 360, a collection of single family residences designed specifically for mountain living. The Ptarmigan floor plan is built for an active Colorado lifestyle with high quality, durable interior and exterior finishes. Inside the homes you'll find three bedrooms plus a second living/rec/bunk room, thoughtfully laid out over three levels of luxurious living and fresh, mountain modern design. Multiple outdoor living spaces include an open air rooftop deck with snow-melt system, community dark skies design for stargazing, options to add a rooftop bar, outdoor kitchen and hot tub. Boasting an open gourmet kitchen with premium stainless appliances, these homes are comfortably finished with ERV air exchange systems & in-floor radiant heat, designed for comfort! Adjacent to the kitchen and breakfast bar you flow seamlessly into the large dining area and living room with fireplace designed for groups of any size. Premium standard finishes include solid wood doors and trim, wood cased JeldWen windows, hand troweled walls, luxury vinyl plank flooring, in-floor radiant heat, open floating staircase, insulated, and heated garage. Enjoy the surroundings from your private rooftop hot tub while taking in spectacular views of the Continental Divide, the Winter Park ski area and all of the wildlife that ROAM through the meadow on a daily basis. With the next phase anticipated by the end of this year, now's your chance to secure a brand new, mountain modern home nestled between Winter Park's Main Street and the Fraser River! ***Listing photos are from a previous phase and are only a general representation of the floor plan. Specific colors, finishes & appliances for this home may differ. Sq. footage provided by architect's renderings in the Documents section.

Welcome to your fully reimagined Florida home. Among tree-canopied streets in the desired Kenilworth Shores neighborhood, this mid-century modern ranch home was completely transformed in 2005. The redesign added substantial square footage and created a completely unique, functional floor plan that separates it from any other home in the area. Spanning 2,638 square feet of seamless indoor-outdoor living, the property features four bedrooms, 4.5 baths, including three complete en-suite setups that offer maximum privacy for family or guests, plus a dedicated 130-square-foot office. Key property features include elegant design. Step onto gorgeous, rich Brazilian cherry wood flooring that flows beautifully through the open living spaces. Work from home where a dedicated, quiet office space provides an environment for remote work, study or creative projects. Spacious kitchen allows you to enjoy an open-concept floor plan, an eating space in the kitchen, solid wood cabinetry, Silestone countertops and coordinating GE Profile appliances, including a convection oven microwave, giving the kitchen dual oven capacity. Indoor laundry room is a convenient, separate indoor laundry room that keeps household chores organized, quiet and out of sight. Private saltwater oasis allows you to relax in your fully fenced, private backyard featuring an in-ground saltwater pool with spa jets and solar heat. Turnkey infrastructure where peace of mind comes built-in with a new roof (2022), fresh exterior paint and trim (2022), and an updated 200-amp electrical panel. Smart home and systems, equipped with an app-controlled smart security system covering all doors and windows, an EcoBee thermostat and energy-efficient LED recessed lighting. Location and lifestyle benefits include top-tier education, zoned for premier Orange County schools, including Brookshire Elementary, Glenridge Middle School and Winter Park High School (home to a globally recognized International Baccalaureate program). Active recreation to Cady Way Park to enjoy the community pool, playground, sports fields and extensive bike trails. Unbeatable convenience just minutes away from Winter Park Pines Golf Course, two Publix grocery stores, and the upscale dining, boutique shopping, and museums of Park Avenue and Baldwin Park Town Center. This exceptional property blends classic Winter Park lifestyle with the modern infrastructure you demand.

Experience resort-style living at 1836 Whitehall Drive! Inspired by the warm breeze and seaside elegance of a tranquil island paradise, this new custom home by Urban Perch, A Boutique Home Builder, offers a timeless front elevation, exquisite finishes inside and out, and unobstructed views of the beautiful outdoors from almost every room. Totaling 4,168 square feet, this five-bedroom, five-bath residence (and casita!) features a unique U-shaped floor plan ensuring natural light shines through every gathering space. Channeling the natural sands of a sunny retreat, the kitchen features white marble countertops and backsplash with blush pink undertones. A custom plaster hood, La Cornue gas range, a wall of cabinets with paneled GE Monogram appliances and a scullery with additional prep space create a kitchen ideal for entertaining. The marble island overlooks one of the main living rooms, where white oak trim highlights the precast stone surrounding the gas fireplace. A vaulted ceiling with natural wooden beams accentuates the bubble chandelier and level 5 drywall finish. Full-height sliding glass doors invite you to soak in the saltwater pool, summer kitchen, landscaped grounds and detached casita beyond. With accordion-style doors and a side entrance, the casita can serve as a pool house, personal home gym or additional bedroom with full bath. Sightlines from the main entrance lead you to the outdoors but also serve as observation points for the color-drenched first floor bedroom and primary suite with arched entry. A freestanding tub with smart glass window, zero-entry shower and extra thick Taj Mahal quartzite countertops elevate the primary bath to pure relaxation. Outside the primary suite, a concealed under-stairs laundry closet appears elegant, as impeccable millwork provides seamless transitions to the adjacent accent wall. Completing the first floor is a formal living room and dining room, a bold powder room, and a charming mudroom with custom cabinets. Follow the wrought-iron railing and engineered wood flooring to the expansive second floor. A flex room, three additional bedrooms and baths, a large laundry room, and built-in closets and benches keep everything organized and beautiful. This exceptional Winter Park home, crafted with intention and experience from award-winning local custom home builder, Urban Perch, elevates everyday living to approachable luxury.

Park Hill is one of Winter Park's most coveted addresses, a distinguished collection of luxury brownstones situated at the northern end of Park Avenue, moments from the city's finest boutiques, restaurants, cultural landmarks and the historic Winter Park Golf Course. Within this exclusive enclave, residence 649 occupies one of the community's most private settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, this three-story home with a private elevator is thoughtfully scaled for refined living. Not oversized, but extraordinarily well-appointed. Ten-foot ceilings, intricate millwork and moldings and generous windows establish an ambiance of quiet elegance, while hardwood floors and designer fixtures carry that standard throughout. The open-concept main living area is built for effortless entertaining. The chef's kitchen features Wolf and Sub-Zero appliances, custom wood cabinetry, marble accents, a center island with bar seating and a wet bar with a beverage refrigerator and ice maker. The space opens directly to a private courtyard with a summer kitchen and dedicated alfresco dining area, creating a genuinely tranquil retreat that feels removed from the energy of the avenue. Upstairs, two guest suites each offer walk-in closets and en-suite baths. A dedicated laundry room and a covered terrace with a fireplace, wet bar and half bath complete the level. The third-floor primary suite provides a true sense of retreat, with two custom walk-in closets, a private balcony and a spa bath filled with natural light from windows and skylights. Dual vanities, a glass-enclosed steam shower and a soaking tub are finished throughout in premium materials. Constructed of Old Carolina brick with three-story block construction, precast exterior trim and a slate mansard roof, the residence features a two-car air-conditioned garage, ample storage and soundproof hollow core floors. With exterior maintenance managed by the association, the lifestyle here is genuinely lock-and-leave. This is a rare opportunity to own in one of Central Florida's most prestigious communities, in a location that simply cannot be replicated.

One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-concept living spaces with natural light while creating a seamless connection between the indoors and outdoors. The main living area flows effortlessly from the formal living room and spacious dining area into the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and premium Sub-Zero and Wolf appliances. A refined yet inviting family room with a fireplace provides the perfect setting for everyday living and entertaining. The private first-floor primary suite offers direct access to the lanai and heated saltwater pool and is complemented by a spa-inspired bath with a steam shower and custom his-and-her walk-in closets. A secondary ground-floor bedroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, a spacious loft with a custom dry bar leads to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a whole-house generator supported by a 250-gallon buried propane tank, new pool solar equipment, a newly added semi-circular driveway that enhances both curb appeal and functionality, two newer A/C units, and a new 2026 A/C system featuring re-engineered, high-efficiency ductwork designed to provide optimal climate control throughout the home. The outdoor living space is equally impressive, featuring a heated saltwater pool and spa with a cascading waterfall, elegant stone decking, an outdoor shower, ambient lighting, and a covered summer kitchen-perfect for year-round entertaining. A rare three-car garage completes this exceptional property. All of this is just moments from the shops, dining, parks, and unmistakable charm of downtown Winter Park

Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from Park Avenue's boutiques, galleries and celebrated restaurants, Winter Park Golf Course, Winter Park Racquet Club, historic Rollins College and vibrant Winter Park Village. Built in 2010, this four-bedroom, 4.5-bath residence spans 3,661 square feet across two floors, with cathedral ceilings, a cozy fireplace and colonial windows and French doors, which frame the resort-style pool retreat. A gracious main-floor primary suite offers dual vanities and a large walk-in closet. The double-island chef's kitchen features a gas range and premium Thermador appliances, anchoring an open-plan living, dining and kitchen design, modeled for everyday ease and effortless entertaining. A flexible bonus space is ideal for a home office, formal dining or gym. Upstairs, three additional spacious bedrooms each offer their own en-suite bath and walk-in closet. The home wraps around a covered courtyard leading to the heated saltwater pool and spa, creating a private outdoor enclave. Parking is a breeze with an oversized two-car garage, additional golf cart parking, plus utility pad. Ample storage and workspace complete the rear of the property, which is also wired for a future whole-home generator. A rare offering in the heart of Winter Park, where timeless design meets an unmatched lifestyle.

Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living room featuring a gas fireplace, classic built-in shelving and abundant natural light. At the heart of the home is a stunning chef's kitchen, complete with custom floor-to-ceiling cabinetry, premium Thermador appliances, a charming breakfast nook and an inviting bar with wine refrigeration that flows effortlessly into the formal dining room, ideal for entertaining. A distinguished first-floor office offers an exceptional work-from-home environment, showcasing a breathtaking custom wall of built-in shelving, cabinetry and an integrated desk. This versatile space also serves beautifully as a library or den. Upstairs, all four bedrooms provide privacy and comfort. The luxurious primary suite features two separate closets, a spacious spa-inspired bath with a soaking tub overlooking the golf course and a private covered balcony perfect for enjoying peaceful morning coffee or evening sunsets. A generously sized secondary suite offers exceptional flexibility with its own custom walk-in closet, en suite bath and private rear staircase, making it ideal for guests, multigenerational living or a secluded retreat. Two additional bedrooms and a well-appointed full bath complete the second level. Updated features include smart house lighting, cabinet and shelving accent lighting, custom built-ins and much more. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers a screened porch accessible from both the dining room and breakfast nook, creating an inviting space for year-round entertaining. Two additional open patios provide the perfect setting to relax while enjoying picturesque golf course views and the tranquil surroundings. Perhaps the home's greatest luxury is its exceptional location. Just steps from the boutiques, acclaimed restaurants, sidewalk cafés and vibrant atmosphere of Park Avenue, this residence offers an unmatched Winter Park lifestyle. Convenient access to downtown Orlando, major hospitals, world-renowned attractions and both Orlando International and Orlando Executive airports makes everyday living as effortless as it is elegant. This is a rare opportunity to own a beautifully updated Mediterranean home in one of Winter Park's most coveted and locations.