$1,885,000 Stunning new Winter Park residence. 4 Beds ⋅ 5 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code Stunning new Winter Park residence. 2144 Sycamore Drive, Winter Park
$2,625,000 Step into luxury with this stunning three-story townhouse featuring an elevator and abundant natural light. A breathtaking staircase elegantly wraps around a magnificent chandelier, creating a striking focal point from the first floor to the third. The first floor boasts a chef's kitchen with high-end cabinets, top-of-the-line appliances, and premium flooring. The second floor offers four elegant main suites, each designed for comfort and privacy. The third floor is home to the impressive main suite, located next to the rooftop terrace, which includes a gazebo and jacuzzi. This home is equipped with an internal vacuum system and a state-of-the-art Pelican water filtration system for ultimate convenience and water quality. A charming backyard garden, a two-car garage, and a prime location within walking distance to top restaurants, parks, and farmer's market complete this exquisite property- ideal for stylish buyers seeking a vibrant lifestyle. 4 Beds ⋅ 6 Baths ⋅ Virginia & Morse Brownstones SubDv. ⋅ 32789 Zip Code Step into luxury with this stunning three-story townhouse featuring an elevator and abundant natural light. A breathtaking staircase elegantly wraps around a magnificent chandelier, creating a striking focal point from the first floor to the third. The first floor boasts a chef's kitchen with high-end cabinets, top-of-the-line appliances, and premium flooring. The second floor offers four elegant main suites, each designed for comfort and privacy. The third floor is home to the impressive main suite, located next to the rooftop terrace, which includes a gazebo and jacuzzi. This home is equipped with an internal vacuum system and a state-of-the-art Pelican water filtration system for ultimate convenience and water quality. A charming backyard garden, a two-car garage, and a prime location within walking distance to top restaurants, parks, and farmer's market complete this exquisite property- ideal for stylish buyers seeking a vibrant lifestyle. 141 N Virginia Avenue, Winter Park
$770,000 Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of fresh interior paint and contemporary flooring that sets the tone for stylish living. Revel in the comfort of privacy shades, chic lighting fixtures, and ceiling fans that create an atmosphere of calm and relaxation. The kitchen is a gourmet's delight, boasting a natural gas cooktop and a dedicated wine refrigerator, providing the perfect backdrop for memorable gatherings. Unwind in the opulent master suite, complete with a stunning walk-in glass shower, a private water closet, and ample closet space to accommodate your wardrobe. Your very own retreat awaits on the expansive rooftop terrace, where you can enjoy treetop vistas, a charming pergola, and a spacious lounge area—ideal for hosting soirées or indulging in quiet stargazing. With soaring 10'6" ceilings and oversized storefront-style windows, natural light pours into the living space, creating an uplifting and inviting ambiance. Each of the three generously sized bedrooms features its own bathroom, ensuring privacy and comfort for family and guests alike. Perfectly positioned just north of downtown Orlando, this luxury enclave offers a lifestyle like no other. Bask in breathtaking views of Lake Killarney from the newly constructed dock, or find tranquility at the lakeside pavilion as the sun sets. If you’re drawn to aquatic adventures, a private boat slip is available for purchase, allowing you to glide across the lake to Trader Joe’s or savor a meal at Shake Shack. For outdoor enthusiasts, the community’s kayak and paddleboard racks provide effortless access to fishing, exercising, or simply soaking up the peaceful surroundings. Explore Winter Park Village for an array of shopping and fine dining experiences and immerse yourself in local culture at the vibrant Farmer’s Market and the acclaimed Enzian Theater. Welcome to The Mondrian Winter Park—a harmonious blend of luxury, comfort, and the promise of adventure at every turn. Your new home is waiting! 3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of fresh interior paint and contemporary flooring that sets the tone for stylish living. Revel in the comfort of privacy shades, chic lighting fixtures, and ceiling fans that create an atmosphere of calm and relaxation. The kitchen is a gourmet's delight, boasting a natural gas cooktop and a dedicated wine refrigerator, providing the perfect backdrop for memorable gatherings. Unwind in the opulent master suite, complete with a stunning walk-in glass shower, a private water closet, and ample closet space to accommodate your wardrobe. Your very own retreat awaits on the expansive rooftop terrace, where you can enjoy treetop vistas, a charming pergola, and a spacious lounge area—ideal for hosting soirées or indulging in quiet stargazing. With soaring 10'6" ceilings and oversized storefront-style windows, natural light pours into the living space, creating an uplifting and inviting ambiance. Each of the three generously sized bedrooms features its own bathroom, ensuring privacy and comfort for family and guests alike. Perfectly positioned just north of downtown Orlando, this luxury enclave offers a lifestyle like no other. Bask in breathtaking views of Lake Killarney from the newly constructed dock, or find tranquility at the lakeside pavilion as the sun sets. If you’re drawn to aquatic adventures, a private boat slip is available for purchase, allowing you to glide across the lake to Trader Joe’s or savor a meal at Shake Shack. For outdoor enthusiasts, the community’s kayak and paddleboard racks provide effortless access to fishing, exercising, or simply soaking up the peaceful surroundings. Explore Winter Park Village for an array of shopping and fine dining experiences and immerse yourself in local culture at the vibrant Farmer’s Market and the acclaimed Enzian Theater. Welcome to The Mondrian Winter Park—a harmonious blend of luxury, comfort, and the promise of adventure at every turn. Your new home is waiting! 1816 Mondrian Circle, Winter Park
$1,850,000 This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue. 5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue. 1627 Elizabeths Walk, Winter Park
$939,000 Top floor direct lakefront view of this Renovated condominium. Professional pictures coming. 2 Beds ⋅ 2 Baths ⋅ Cloisters The SubDv. ⋅ 32789 Zip Code Top floor direct lakefront view of this Renovated condominium. Professional pictures coming. 100 S Interlachen Avenue Unit 502D, Winter Park
$3,550,000 This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property! 3 Beds ⋅ 5 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The home boasts breathtaking lake views from the primary retreat, family room, dining room, and Florida room, providing a seamless connection to nature. Upon entering, you're greeted by a spacious living room that flows effortlessly into the family room. Adjacent to the living room is a formal dining room, ideal for entertaining guests. The expansive primary retreat has dual closets. Across from the primary, a generously sized bedroom features its own ensuite bathroom. The kitchen, located off the dining room, also captures stunning views of the lake, making it a delightful space. An additional bedroom with an ensuite bathroom provides privacy and comfort, while a half bath is conveniently located near this bedroom. A second half bathroom is situated in the garage. A recent update includes a new roof installed in 2022. The property spans .61 acres, providing plenty of room for future development. Located on one of Winter Park's most beautiful streets, this home is just a short walk from the charming shops and restaurants of Park Avenue and Rollins College. Experience the best of lakeside living and the vibrant Winter Park community from this stunning property. Opportunity awaits the buyer of this gorgeous property! 443 Lakewood Drive, Winter Park
$4,100,000 Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park. Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft. masterpiece, including white oak floors, beams, and wood details in most rooms, 5 BRs, and 4.5 BAs. The first floor features a primary suite and guest suite as well as an office, great room, dedicated bar, dining area, and exquisite kitchen with a secret pass-through door to the scullery. The second level boasts three generously sized bedrooms and two baths. Cable wire railing, stone, wood inlay details, custom front door, oversized lanai with summer kitchen, outdoor fireplace, huge pool with firepit and separate firepit conversation area, the list goes on and on... This unique lot is a rare find in Winter Park - oversized in both width and depth with dimensions of 155’ deep and 143’ wide. The interior features over 6600 square feet under roof and a 4-car garage with a work-bench area included. The outdoor area features a 34-foot patio with a built-in gas grill, gas fireplace, and large-format porcelain pavers. The remote screen provides you with ease of access to your custom-designed pool with pebbletec, an outdoor shower, and a firepit nestled amongst the landscaping. The rear yard is completely irrigated and includes a well for irrigation to keep water expenses down significantly. The custom-designed pool is large for Winter Park, featuring a lounging shelf as well as a 10’ fire feature and swim-out. The massive deck is adorned with wood-like porcelain pavers with a porcelain coping. Smart home features in this home include wireless controls for audio, a/c, garage doors, pool equipment, lighting, and exterior cameras. Additionally there is upgraded spray foam insulation, gas appliances (water heaters, fireplaces, washer, range), and an elevation featuring Cultured stone, Hardi Siding, and a Jeldwyn 10’ front entry door. Herringbone pavers lead you from the cobblestone street to the magnificent front entry. Buyers will enjoy the extensive landscaping and privacy hedges. The landscaping is mature for a brand-new home! Privacy abounds everywhere in this home. Custom landscape lighting adds to the estate feel of this home. The gourmet kitchen features all Wolf and Sub-zero appliances, which include a Wolf range, Wolf 2cd oven, steam oven, Sharp microwave, Cove dishwasher with custom wood panel, a Sub-zero Refrigerator with custom panel, and a Sub-zero Freezer also with a custom panel. Disguised between the refrigerator and freezer is a secret hidden door to the scullery. Exotic countertops abound throughout the house. Quartzite like you have never seen before is evident in the kitchen and bar. Antolini Italian marble that was specially treated with “Zerocare Plus” can be found on the kitchen counters and kitchen backsplash. Custom cabinetry throughout the house, featuring white oak. Additional appliances include 3 beverage refrigerators, 1 wine refrigerator, ice maker, and a secondary 36” refrigerator. Every detail has been thought-out and implemented for you in this breathtaking home! Do not wait - the work has been done for you with NO waiting time for new construction. This elegant home will not last! 5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park. Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft. masterpiece, including white oak floors, beams, and wood details in most rooms, 5 BRs, and 4.5 BAs. The first floor features a primary suite and guest suite as well as an office, great room, dedicated bar, dining area, and exquisite kitchen with a secret pass-through door to the scullery. The second level boasts three generously sized bedrooms and two baths. Cable wire railing, stone, wood inlay details, custom front door, oversized lanai with summer kitchen, outdoor fireplace, huge pool with firepit and separate firepit conversation area, the list goes on and on... This unique lot is a rare find in Winter Park - oversized in both width and depth with dimensions of 155’ deep and 143’ wide. The interior features over 6600 square feet under roof and a 4-car garage with a work-bench area included. The outdoor area features a 34-foot patio with a built-in gas grill, gas fireplace, and large-format porcelain pavers. The remote screen provides you with ease of access to your custom-designed pool with pebbletec, an outdoor shower, and a firepit nestled amongst the landscaping. The rear yard is completely irrigated and includes a well for irrigation to keep water expenses down significantly. The custom-designed pool is large for Winter Park, featuring a lounging shelf as well as a 10’ fire feature and swim-out. The massive deck is adorned with wood-like porcelain pavers with a porcelain coping. Smart home features in this home include wireless controls for audio, a/c, garage doors, pool equipment, lighting, and exterior cameras. Additionally there is upgraded spray foam insulation, gas appliances (water heaters, fireplaces, washer, range), and an elevation featuring Cultured stone, Hardi Siding, and a Jeldwyn 10’ front entry door. Herringbone pavers lead you from the cobblestone street to the magnificent front entry. Buyers will enjoy the extensive landscaping and privacy hedges. The landscaping is mature for a brand-new home! Privacy abounds everywhere in this home. Custom landscape lighting adds to the estate feel of this home. The gourmet kitchen features all Wolf and Sub-zero appliances, which include a Wolf range, Wolf 2cd oven, steam oven, Sharp microwave, Cove dishwasher with custom wood panel, a Sub-zero Refrigerator with custom panel, and a Sub-zero Freezer also with a custom panel. Disguised between the refrigerator and freezer is a secret hidden door to the scullery. Exotic countertops abound throughout the house. Quartzite like you have never seen before is evident in the kitchen and bar. Antolini Italian marble that was specially treated with “Zerocare Plus” can be found on the kitchen counters and kitchen backsplash. Custom cabinetry throughout the house, featuring white oak. Additional appliances include 3 beverage refrigerators, 1 wine refrigerator, ice maker, and a secondary 36” refrigerator. Every detail has been thought-out and implemented for you in this breathtaking home! Do not wait - the work has been done for you with NO waiting time for new construction. This elegant home will not last! 1691 Chestnut Avenue, Winter Park
$2,800,000 Discover the pinnacle of luxury and privacy in this stunning Villa Siena penthouse residence, perfectly positioned in the charming brick-lined streets of Winter Park. While nestled in the heart of the city's vibrant dining, shopping, and cultural scene, this exclusive retreat offers unparalleled tranquility and seclusion. Designed for those who appreciate sophistication, this secured building boasts lavish amenities that extend your living space beyond the walls of your penthouse. Host guests in the elegant resident lounge, complete with a bar for entertaining, marvel at rocket launches from the spectacular rooftop terrace, or take advantage of the private conference room, ideal for high-level meetings or remote work. Stay active in the state-of-the-art exercise room, offering convenience and wellness steps from your front door. With private, secured covered parking and concierge-level service, every detail has been designed to elevate your lifestyle. Inside, refined elegance meets cutting-edge technology—custom millwork, exquisite tile work, and smart-home automation blend seamlessly with high-end video conferencing capabilities. Expansive living spaces, soaring ceilings, and generous room sizes create an inviting atmosphere, while every bedroom features a spa-like ensuite and a private balcony to take in the beauty of Winter Park. Enjoy world-class restaurants, boutique shopping, and lively events at the park, all just steps from your front door. With the nearby train station providing effortless access to Orlando and even Miami, your next adventure is always within reach. This penthouse is a rare opportunity—luxury, location, and lifestyle converge in perfect harmony. Schedule your private tour today! 3 Beds ⋅ 4 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code Discover the pinnacle of luxury and privacy in this stunning Villa Siena penthouse residence, perfectly positioned in the charming brick-lined streets of Winter Park. While nestled in the heart of the city's vibrant dining, shopping, and cultural scene, this exclusive retreat offers unparalleled tranquility and seclusion. Designed for those who appreciate sophistication, this secured building boasts lavish amenities that extend your living space beyond the walls of your penthouse. Host guests in the elegant resident lounge, complete with a bar for entertaining, marvel at rocket launches from the spectacular rooftop terrace, or take advantage of the private conference room, ideal for high-level meetings or remote work. Stay active in the state-of-the-art exercise room, offering convenience and wellness steps from your front door. With private, secured covered parking and concierge-level service, every detail has been designed to elevate your lifestyle. Inside, refined elegance meets cutting-edge technology—custom millwork, exquisite tile work, and smart-home automation blend seamlessly with high-end video conferencing capabilities. Expansive living spaces, soaring ceilings, and generous room sizes create an inviting atmosphere, while every bedroom features a spa-like ensuite and a private balcony to take in the beauty of Winter Park. Enjoy world-class restaurants, boutique shopping, and lively events at the park, all just steps from your front door. With the nearby train station providing effortless access to Orlando and even Miami, your next adventure is always within reach. This penthouse is a rare opportunity—luxury, location, and lifestyle converge in perfect harmony. Schedule your private tour today! 315 E New England Avenue Unit 30, Winter Park
$260,000 This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence 2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence 700 Melrose Avenue Unit B-4, Winter Park
$1,395,000 Welcome to your new home in Timberlane Shores. This one-story ranch offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout, granite counters in the kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment. 4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code Welcome to your new home in Timberlane Shores. This one-story ranch offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout, granite counters in the kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment. 1771 Winchester Drive, Winter Park
$1,835,000 A timeless masterpiece, this 1935 English Cottage, designed by the renowned Gamble Rogers, stands as a testament to classic elegance and enduring craftsmanship. Nestled on nearly half an acre in one of Winter Park’s most coveted neighborhoods, this home has been thoughtfully updated with modern luxuries while preserving its original charm. Inside, warm Heart of Pine floors, beadboard vaulted ceilings, restored period hardware, and custom built-ins create an inviting ambiance. Spacious formal and casual living areas include a dining room, separate living and family rooms, an office, and a versatile flex space. The expanded and renovated kitchen is a chef’s dream, now featuring marble countertops, custom white cabinetry, a Wolf gas range, stainless steel appliances, a built-in Miele espresso machine, and a farmhouse sink. The thoughtful redesign includes a custom range hood, a new ventilation system, and an integrated refrigerator/freezer drawer in the island. The first-floor primary suite is a private retreat with serene backyard views, two walk-in closets, and a bathroom with dual vanities, a clawfoot tub, and a separate shower. Upstairs, two bedrooms share a charming bathroom. Outside, a lushly landscaped backyard offers an idyllic escape with a newly installed pool heater (2023), a restored koi pond, and extensive hardscape additions. A covered porch and a newly added summer kitchen with plumbing make this home an entertainer’s paradise. The fully fenced property is surrounded by mature landscaping, refreshed with new perennials and heirloom camellias. Additional recent upgrades include a new roof (2021), restored siding, new gutters with leaf guards, and a new irrigation system. A detached guest house with a sitting area and loft provides the perfect private space for visitors. Located just minutes from Park Avenue, downtown Orlando, and zoned for the sought-after Audubon Park K-8 and Winter Park High School, this home embodies the perfect blend of historic elegance and modern convenience. 4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code A timeless masterpiece, this 1935 English Cottage, designed by the renowned Gamble Rogers, stands as a testament to classic elegance and enduring craftsmanship. Nestled on nearly half an acre in one of Winter Park’s most coveted neighborhoods, this home has been thoughtfully updated with modern luxuries while preserving its original charm. Inside, warm Heart of Pine floors, beadboard vaulted ceilings, restored period hardware, and custom built-ins create an inviting ambiance. Spacious formal and casual living areas include a dining room, separate living and family rooms, an office, and a versatile flex space. The expanded and renovated kitchen is a chef’s dream, now featuring marble countertops, custom white cabinetry, a Wolf gas range, stainless steel appliances, a built-in Miele espresso machine, and a farmhouse sink. The thoughtful redesign includes a custom range hood, a new ventilation system, and an integrated refrigerator/freezer drawer in the island. The first-floor primary suite is a private retreat with serene backyard views, two walk-in closets, and a bathroom with dual vanities, a clawfoot tub, and a separate shower. Upstairs, two bedrooms share a charming bathroom. Outside, a lushly landscaped backyard offers an idyllic escape with a newly installed pool heater (2023), a restored koi pond, and extensive hardscape additions. A covered porch and a newly added summer kitchen with plumbing make this home an entertainer’s paradise. The fully fenced property is surrounded by mature landscaping, refreshed with new perennials and heirloom camellias. Additional recent upgrades include a new roof (2021), restored siding, new gutters with leaf guards, and a new irrigation system. A detached guest house with a sitting area and loft provides the perfect private space for visitors. Located just minutes from Park Avenue, downtown Orlando, and zoned for the sought-after Audubon Park K-8 and Winter Park High School, this home embodies the perfect blend of historic elegance and modern convenience. 160 Glenridge Way, Winter Park
$2,495,000 Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom, cozy living room with a fireplace, and a large welcoming family room. The gourmet kitchen features custom wood cabinets, quartzite counters, a convenient office nook and an adjoining breakfast room, while the formal dining room boasts elegant moldings and built-in corner cabinets. A secret basement presents options for additional storage or a wine cellar. The second floor features a generously- sized master suite, two additional bedrooms, two updated baths, and a versatile nursery or bonus room, perfect for a study or home office. The property includes a detached two-car garage and a charming guest house with a bedroom, bath, and loft area. Newly renovated resort back yard includes heated salt water pool and spa, multiple seating areas, complete with gas hookups for fire pit and outdoor kitchen and a maintenance-free travertine and turf pool scape. You’ll love the inviting ambiance of both this home and its vibrant Winter Park location. 5 Beds ⋅ 4 Baths ⋅ Cortland Park SubDv. ⋅ 32789 Zip Code Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom, cozy living room with a fireplace, and a large welcoming family room. The gourmet kitchen features custom wood cabinets, quartzite counters, a convenient office nook and an adjoining breakfast room, while the formal dining room boasts elegant moldings and built-in corner cabinets. A secret basement presents options for additional storage or a wine cellar. The second floor features a generously- sized master suite, two additional bedrooms, two updated baths, and a versatile nursery or bonus room, perfect for a study or home office. The property includes a detached two-car garage and a charming guest house with a bedroom, bath, and loft area. Newly renovated resort back yard includes heated salt water pool and spa, multiple seating areas, complete with gas hookups for fire pit and outdoor kitchen and a maintenance-free travertine and turf pool scape. You’ll love the inviting ambiance of both this home and its vibrant Winter Park location. 140 Cortland Avenue, Winter Park
$411,250 Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park! 2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park! 767 Baffie Avenue, Winter Park
$905,000 Welcome to 533 Balmoral Road, a beautifully updated mid-century modern gem nestled in the desirable Kenilworth Shores neighborhood of Winter Park. This 3-bedroom, 3-bathroom residence, spanning 1,900 square feet, offers a harmonious blend of classic design and contemporary upgrades. As you step inside, you'll be greeted by an open-concept layout that seamlessly connects the living area and kitchen, with a wood burning fire place creating an inviting space perfect for both relaxation and entertaining. The heart of the home is its modernized kitchen, featuring sleek cabinetry, quartz countertops, and stainless steel appliances, catering to the needs of today's discerning homeowner. One of the standout features of this home is the unique central courtyard, visible from the main living areas, providing a serene outdoor retreat and flooding the interior with natural light. The thoughtful design ensures a seamless indoor-outdoor living experience, ideal for Florida's pleasant climate. The private quarters include three generously sized bedrooms. Two of these boast en suite bathrooms, offering added convenience and privacy, while the third bedroom is serviced by a well-appointed hall bath. An additional bonus room could be used as an office, dining, sunroom or whatever you desire. Each space has been thoughtfully designed to provide comfort and style. Situated in the heart of Winter Park, this property offers more than just a beautiful home and lush landscaping. Residents will appreciate the proximity to top-rated schools, picturesque parks, and the vibrant local dining and shopping scenes. The community's tree-lined streets and friendly atmosphere make it a sought-after location for families and professionals alike. Experience the perfect blend of mid-century charm and modern amenities at 533 Balmoral Road—a place you'll be proud to call home. Upgrades include: New Paint & Finishes, Modernized Bathrooms (New vanities and a renovated master shower) Custom Master Closet, New Interior Doors and windows, New Upgraded HVAC System (2021), Tankless gas hot water heater, Roof (2020), HVAC (2021) Exterior Stone Façade, Updated Landscaping & Outdoor Living spaces (Lanai, pergola, and firepit) irrigation, New Front Door & Exterior Lighting, Solar Panels (paid off) Security System Ready (Wired for easy setup) Upgraded Laundry Room (Added storage, tile, and cabinetry) 3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 02 SubDv. ⋅ 32789 Zip Code Welcome to 533 Balmoral Road, a beautifully updated mid-century modern gem nestled in the desirable Kenilworth Shores neighborhood of Winter Park. This 3-bedroom, 3-bathroom residence, spanning 1,900 square feet, offers a harmonious blend of classic design and contemporary upgrades. As you step inside, you'll be greeted by an open-concept layout that seamlessly connects the living area and kitchen, with a wood burning fire place creating an inviting space perfect for both relaxation and entertaining. The heart of the home is its modernized kitchen, featuring sleek cabinetry, quartz countertops, and stainless steel appliances, catering to the needs of today's discerning homeowner. One of the standout features of this home is the unique central courtyard, visible from the main living areas, providing a serene outdoor retreat and flooding the interior with natural light. The thoughtful design ensures a seamless indoor-outdoor living experience, ideal for Florida's pleasant climate. The private quarters include three generously sized bedrooms. Two of these boast en suite bathrooms, offering added convenience and privacy, while the third bedroom is serviced by a well-appointed hall bath. An additional bonus room could be used as an office, dining, sunroom or whatever you desire. Each space has been thoughtfully designed to provide comfort and style. Situated in the heart of Winter Park, this property offers more than just a beautiful home and lush landscaping. Residents will appreciate the proximity to top-rated schools, picturesque parks, and the vibrant local dining and shopping scenes. The community's tree-lined streets and friendly atmosphere make it a sought-after location for families and professionals alike. Experience the perfect blend of mid-century charm and modern amenities at 533 Balmoral Road—a place you'll be proud to call home. Upgrades include: New Paint & Finishes, Modernized Bathrooms (New vanities and a renovated master shower) Custom Master Closet, New Interior Doors and windows, New Upgraded HVAC System (2021), Tankless gas hot water heater, Roof (2020), HVAC (2021) Exterior Stone Façade, Updated Landscaping & Outdoor Living spaces (Lanai, pergola, and firepit) irrigation, New Front Door & Exterior Lighting, Solar Panels (paid off) Security System Ready (Wired for easy setup) Upgraded Laundry Room (Added storage, tile, and cabinetry) 533 Balmoral Road, Winter Park
$1,877,500 Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods. 5 Beds ⋅ 6 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods. 1446 Berkshire Avenue, Winter Park
$3,295,000 Stunning turnkey luxury home in one of the sought-after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking four-bedroom, six-bath estate built in 2020, offering over 4,300 square feet of exquisitely designed living space. Every bedroom is a private retreat with its en-suite bath, and the home is adorned with designer finishes and exceptional craftsmanship throughout. Step into the expansive great room, a versatile space that seamlessly blends formal and casual living, featuring a glass-enclosed temperature-controlled wine room, a gas fireplace and a chic dry bar. The chef’s kitchen is a culinary dream, showcasing a massive quartz island, top-of-the-line Thermador six-burner plus griddle gas range with double ovens, a separate freezer and refrigerator, beverage refrigerator, and a spacious walk-in butler’s pantry with a built-in convection microwave and warming drawer. The primary suite is a sanctuary of luxury, featuring dual spa-like baths, a stunning soaking tub, a steam shower, a smart toilet, custom-designed dressing rooms and a hidden safe room. French doors lead to a private lanai with a seating area, an outdoor tub and a serene open-air shower. Upstairs, a spacious 23-by-15-foot family room connects three additional bedroom suites, each with its private bath. One of the bedrooms features a hidden passageway to a 12-by-7-foot bonus room, ideal as a playroom, private media space or climate-controlled storage. Designed for seamless indoor-outdoor living, a 21-by-20-foot covered lanai with a gas fireplace and motorized screens extends from the kitchen and great room via folding glass doors. The two outdoor retreats include a sun-soaked pool deck, built-in grill, firepit, turf lawn, built-in trampoline and basketball court. Additional highlights include a drop-zone off the two-car garage for added convenience. On a charming brick-lined street, this home offers prime access to Park Avenue’s premier dining and shopping, downtown Orlando, major hospitals and Orlando International Airport just 25 minutes away. A rare opportunity to own a turnkey masterpiece that offers the ideal balance of comfort style, and exceptional entertainment spaces. 4 Beds ⋅ 6 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Stunning turnkey luxury home in one of the sought-after neighborhoods of Winter Park. Experience unparalleled luxury in this breathtaking four-bedroom, six-bath estate built in 2020, offering over 4,300 square feet of exquisitely designed living space. Every bedroom is a private retreat with its en-suite bath, and the home is adorned with designer finishes and exceptional craftsmanship throughout. Step into the expansive great room, a versatile space that seamlessly blends formal and casual living, featuring a glass-enclosed temperature-controlled wine room, a gas fireplace and a chic dry bar. The chef’s kitchen is a culinary dream, showcasing a massive quartz island, top-of-the-line Thermador six-burner plus griddle gas range with double ovens, a separate freezer and refrigerator, beverage refrigerator, and a spacious walk-in butler’s pantry with a built-in convection microwave and warming drawer. The primary suite is a sanctuary of luxury, featuring dual spa-like baths, a stunning soaking tub, a steam shower, a smart toilet, custom-designed dressing rooms and a hidden safe room. French doors lead to a private lanai with a seating area, an outdoor tub and a serene open-air shower. Upstairs, a spacious 23-by-15-foot family room connects three additional bedroom suites, each with its private bath. One of the bedrooms features a hidden passageway to a 12-by-7-foot bonus room, ideal as a playroom, private media space or climate-controlled storage. Designed for seamless indoor-outdoor living, a 21-by-20-foot covered lanai with a gas fireplace and motorized screens extends from the kitchen and great room via folding glass doors. The two outdoor retreats include a sun-soaked pool deck, built-in grill, firepit, turf lawn, built-in trampoline and basketball court. Additional highlights include a drop-zone off the two-car garage for added convenience. On a charming brick-lined street, this home offers prime access to Park Avenue’s premier dining and shopping, downtown Orlando, major hospitals and Orlando International Airport just 25 minutes away. A rare opportunity to own a turnkey masterpiece that offers the ideal balance of comfort style, and exceptional entertainment spaces. 100 E Rockwood Way, Winter Park
$3,130,000 Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 square feet of meticulously crafted living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of beautiful hardwood floors and the high ceilings. The chef-inspired kitchen boasts quartz countertops, custom cabinetry, and top-of-the-line Thermador Appliances, perfect for the chef in the family. The open-concept living, dining, and kitchen areas flow seamlessly, creating an inviting atmosphere for everyday living and entertaining. The primary bedroom suite offers a peaceful retreat with a separate sitting area and massive glass sliding doors with views of the pool and back yard. The spa bath features a wet room with a large walk-in shower and freestanding tub, there is also a spacious walk in closet, and dual vanities with custom cabinetry and quartz countertops. On the second floor you will find three additional bedrooms, each with its own private bathroom, and a massive bonus room with a secret hidden playroom for the little ones. Outside, the home continues to impress with a full covered lanai with retractable screen, ideal for relaxing and enjoying Florida’s beautiful weather. There is also a full summer kitchen, a sparkling pool with a hot tub, and ample backyard space with lush landscaping. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park features. Schedule your private showing today and experience the epitome of luxury Winter Park living. 5 Beds ⋅ 6 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 square feet of meticulously crafted living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of beautiful hardwood floors and the high ceilings. The chef-inspired kitchen boasts quartz countertops, custom cabinetry, and top-of-the-line Thermador Appliances, perfect for the chef in the family. The open-concept living, dining, and kitchen areas flow seamlessly, creating an inviting atmosphere for everyday living and entertaining. The primary bedroom suite offers a peaceful retreat with a separate sitting area and massive glass sliding doors with views of the pool and back yard. The spa bath features a wet room with a large walk-in shower and freestanding tub, there is also a spacious walk in closet, and dual vanities with custom cabinetry and quartz countertops. On the second floor you will find three additional bedrooms, each with its own private bathroom, and a massive bonus room with a secret hidden playroom for the little ones. Outside, the home continues to impress with a full covered lanai with retractable screen, ideal for relaxing and enjoying Florida’s beautiful weather. There is also a full summer kitchen, a sparkling pool with a hot tub, and ample backyard space with lush landscaping. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park features. Schedule your private showing today and experience the epitome of luxury Winter Park living. 210 E Lake Sue Avenue, Winter Park
$1,975,000 Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first floor, is a private retreat with spa-like amenities. The open-concept living and dining areas flow seamlessly into the gourmet kitchen, complete with top-of-the-line gas appliances, custom cabinetry, and a separate catering kitchen—ideal for entertaining. The sun-drenched Florida room, surrounded by floor-to-ceiling windows and French doors, provides breathtaking views of the serene private patio and courtyard.A separate office/den on the first floor offers the perfect work-from-home space, while an elevator leads to the second-floor loft-style living area, two additional bedrooms, and a well-appointed Jack-and-Jill bathroom.The detached three-car garage provides ample storage and the opportunity to add a mother-in-law suite above, making this estate both functional and future-ready. The gated driveway and fully fenced property ensure security and exclusivity, all within one of Winter Park’s most sought-after neighborhoods.This is a rare opportunity to own a luxurious estate in a prestigious Winter Park location, surrounded by the beauty of the Lake Sue neighborhodd and just moments from the best shopping, dining, and cultural experiences the area has to offer. 3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first floor, is a private retreat with spa-like amenities. The open-concept living and dining areas flow seamlessly into the gourmet kitchen, complete with top-of-the-line gas appliances, custom cabinetry, and a separate catering kitchen—ideal for entertaining. The sun-drenched Florida room, surrounded by floor-to-ceiling windows and French doors, provides breathtaking views of the serene private patio and courtyard.A separate office/den on the first floor offers the perfect work-from-home space, while an elevator leads to the second-floor loft-style living area, two additional bedrooms, and a well-appointed Jack-and-Jill bathroom.The detached three-car garage provides ample storage and the opportunity to add a mother-in-law suite above, making this estate both functional and future-ready. The gated driveway and fully fenced property ensure security and exclusivity, all within one of Winter Park’s most sought-after neighborhoods.This is a rare opportunity to own a luxurious estate in a prestigious Winter Park location, surrounded by the beauty of the Lake Sue neighborhodd and just moments from the best shopping, dining, and cultural experiences the area has to offer. 140 Dana Way, Winter Park
$460,000 Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows, and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes). 3 Beds ⋅ 2 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code Here's your opportunity to own a charming Winter Park bungalow with convenient access to 1792, I4, and all of the best shopping and dining in Winter Park, Maitland, and College Park. On the exterior of the home, you'll appreciate with the mature landscaping and the very low traffic, dead-end street that is Eland Ave. Notable systems include the roof, which was replaced in 2015, the 2018 windows, and the HVAC, which was replaced in 2022. In the backyard, the pool and hot tub provide an oasis environment that you're sure to fall in love with. The pool was resurfaced in 2023, along with new pavers, LED lighting, and tile so it looks and feels brand new! The hot tub was added in 2018 and will convey with the property. Inside, the space is perfect for entertaining and the layout is highly multifunctional. The kitchen overlooks the family room with all of its natural light and original wood flooring and there is a large bonus room, ideal for a home office or a playroom/secondary living space depending on the buyers' needs. 3 bedrooms and 2 bathrooms can be found down the hall. Additional upgrades to this property include windows, exterior LED lighting, and the irrigation system. This home is zoned for Hungerford Elementary, which is an OCPS Magnet Program for Advanced Curriculum (STEAM). In less than 10 minutes, you can get from this property to Park Avenue (6 minutes), Hannibal Square (7 minutes), Winter Park Village (5 minutes), Edgewater Drive (7 minutes), I-4 (3 minutes), Rollins College (10 minutes), and Lake Lily Park (6 minutes). 1937 Eland Avenue, Winter Park
$745,000 This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood. Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway and Front Walkway in 2022, and new Hardie Plank Siding and Exterior Paint in 2018. From the moment you pull up, you’ll love the curb appeal with new landscaping, a beautiful pavered driveway with an electric gate, and a welcoming pavered walkway that leads you to the front door. Inside, the open floor plan has an abundance of natural light, showcasing beautiful floors, tall ceilings, and an inviting, spacious layout. The family room is the perfect space to relax or entertain. It flows seamlessly into the dining room and gourmet kitchen, which is a dream for any chef. The kitchen features quartz countertops with a breakfast bar, an induction cooktop with a sleek vent hood, stainless steel appliances, and 42” solid wood cabinetry with plenty of storage and counter space. On the first floor, you’ll also find a convenient powder room for guests and a home office, ideal for working remotely or creating your own private retreat. On the second floor, you’ll find three of the four bedrooms, including the spacious primary suite. The primary suite boasts custom window treatments, generous closet space, and a beautifully updated ensuite bathroom featuring a custom vanity with quartz countertops and a custom glass-enclosed tiled shower. The two additional bedrooms are bright and spacious, conveniently located near the upgraded second full bathroom and the laundry room. The fourth bedroom is located on its own level, running the full length of the home. This versatile space can easily serve as a bonus room, home gym, playroom, or whatever fits your needs! Step outside into your private, fenced backyard, with a Trex planked deck, lush green space, and an oversized detached 1-car garage for additional storage. The extended driveway offers plenty of parking, perfect for family and guests. This home is centrally located, just a short drive to I4, and a quick walk or bike ride to nearby shops and restaurants in Winter Park, Downtown Orlando and College Park. If you’ve been looking for the perfect home in a wonderful neighborhood, this is it. Don’t miss your chance to see it - schedule your showing today! 4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood. Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway and Front Walkway in 2022, and new Hardie Plank Siding and Exterior Paint in 2018. From the moment you pull up, you’ll love the curb appeal with new landscaping, a beautiful pavered driveway with an electric gate, and a welcoming pavered walkway that leads you to the front door. Inside, the open floor plan has an abundance of natural light, showcasing beautiful floors, tall ceilings, and an inviting, spacious layout. The family room is the perfect space to relax or entertain. It flows seamlessly into the dining room and gourmet kitchen, which is a dream for any chef. The kitchen features quartz countertops with a breakfast bar, an induction cooktop with a sleek vent hood, stainless steel appliances, and 42” solid wood cabinetry with plenty of storage and counter space. On the first floor, you’ll also find a convenient powder room for guests and a home office, ideal for working remotely or creating your own private retreat. On the second floor, you’ll find three of the four bedrooms, including the spacious primary suite. The primary suite boasts custom window treatments, generous closet space, and a beautifully updated ensuite bathroom featuring a custom vanity with quartz countertops and a custom glass-enclosed tiled shower. The two additional bedrooms are bright and spacious, conveniently located near the upgraded second full bathroom and the laundry room. The fourth bedroom is located on its own level, running the full length of the home. This versatile space can easily serve as a bonus room, home gym, playroom, or whatever fits your needs! Step outside into your private, fenced backyard, with a Trex planked deck, lush green space, and an oversized detached 1-car garage for additional storage. The extended driveway offers plenty of parking, perfect for family and guests. This home is centrally located, just a short drive to I4, and a quick walk or bike ride to nearby shops and restaurants in Winter Park, Downtown Orlando and College Park. If you’ve been looking for the perfect home in a wonderful neighborhood, this is it. Don’t miss your chance to see it - schedule your showing today! 1375 Suffolk Road, Winter Park
$1,100,000 Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open living area has a spacious dining room/living room combo with fireplace and is great for entertaining. Large windows make the kitchen and home light and bright with custom cabinetry, recessed under plus inner cabinet lighting and marble countertops. An expansive primary suite includes a large sitting area with a fireplace, luxurious bath and large walk-in closet. The 2020 renovation added new AC, insulation, new impact and triple pane windows for efficiency. Parking is easy with a circular driveway, carport and a 2-car garage with plenty of storage. Call today for an appointment! 4 Beds ⋅ 4 Baths ⋅ Osceola Court SubDv. ⋅ 32789 Zip Code Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open living area has a spacious dining room/living room combo with fireplace and is great for entertaining. Large windows make the kitchen and home light and bright with custom cabinetry, recessed under plus inner cabinet lighting and marble countertops. An expansive primary suite includes a large sitting area with a fireplace, luxurious bath and large walk-in closet. The 2020 renovation added new AC, insulation, new impact and triple pane windows for efficiency. Parking is easy with a circular driveway, carport and a 2-car garage with plenty of storage. Call today for an appointment! 567 Osceola Avenue, Winter Park
$2,599,000 Nestled in the exclusive, sought-after cul-de-sac of Via Tuscany Oaks, this estate offers a rare opportunity to own a premier piece of Winter Park real estate. Situated among only six other distinguished homes and surrounded by a meticulously landscaped central park, this property perfectly blends privacy, elegance, and an unmatched location. The chef’s kitchen is a masterpiece of both design and functionality, featuring custom copper sinks, exquisite marble countertops, and custom cabinetry—an ideal space for both intimate meals and large gatherings. Step outside to find an entertainer’s dream: a custom-built summer kitchen complete with a grill, wet bar, refrigerator, and kegerator. This outdoor space is designed for luxury living, with a pool bath, putting green, and outdoor shower, creating the perfect atmosphere for both relaxation and entertainment. The first-floor Master Suite is a true sanctuary, offering a serene retreat with a spacious spa-like bath that includes a steam shower, vaulted ceilings, and dual walk-in closets—providing both comfort and luxury. Upstairs, four additional bedrooms, two full baths, and a balcony overlooking the central park offer an abundance of space and tranquility, with a perfect balance of privacy and scenic views. Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences. 5 Beds ⋅ 5 Baths ⋅ Via Tuscany Oaks 47/75 SubDv. ⋅ 32789 Zip Code Nestled in the exclusive, sought-after cul-de-sac of Via Tuscany Oaks, this estate offers a rare opportunity to own a premier piece of Winter Park real estate. Situated among only six other distinguished homes and surrounded by a meticulously landscaped central park, this property perfectly blends privacy, elegance, and an unmatched location. The chef’s kitchen is a masterpiece of both design and functionality, featuring custom copper sinks, exquisite marble countertops, and custom cabinetry—an ideal space for both intimate meals and large gatherings. Step outside to find an entertainer’s dream: a custom-built summer kitchen complete with a grill, wet bar, refrigerator, and kegerator. This outdoor space is designed for luxury living, with a pool bath, putting green, and outdoor shower, creating the perfect atmosphere for both relaxation and entertainment. The first-floor Master Suite is a true sanctuary, offering a serene retreat with a spacious spa-like bath that includes a steam shower, vaulted ceilings, and dual walk-in closets—providing both comfort and luxury. Upstairs, four additional bedrooms, two full baths, and a balcony overlooking the central park offer an abundance of space and tranquility, with a perfect balance of privacy and scenic views. Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences. 1000 Via Tuscany Oaks Way, Winter Park
$2,500,000 In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality. 5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality. 1506 Chestnut Ave., Winter Park
$2,325,000 Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing. 4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing. 1522 Lake Knowles Circle, Winter Park
$1,235,739 Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm. 3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm. 370 E Lake Sue Avenue, Winter Park
$2,300,000 Stunning New Construction Pool Home – Available Now! Completed in 2024, this exquisite 5-bedroom, 4-bathroom home with an office and bonus room offers a perfect blend of luxury, comfort, and functionality. Available for immediate move-in, this exceptional residence features high-end finishes and is designed for modern living. As you step inside, you're greeted by soaring ceilings and rich hardwood floors that flow seamlessly throughout the home—no carpeting here! The spacious master suite is conveniently located on the first floor, offering a serene retreat complete with a spa-like bath and a custom walk-in closet. A second bedroom on the first floor is ideal for guests, providing them with a private and comfortable space. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large bonus room—perfect for a media room, play area, or home gym. Plus, there's a huge walk-in storage room lined with shelves, offering an abundance of organizational space. For those who love to entertain, the formal dining room features an impressive walk-in wine room, adding a touch of sophistication. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances, a spacious island with ample seating, and plenty of cabinetry for storage. An adjacent fully equipped summer kitchen with gas appliances and phantom screens ensures seamless indoor-outdoor living. Additional highlights include custom plantation shutters throughout, a heated spa/pool combo for year-round enjoyment, and an oversized two-car garage with plenty of storage options. This home has it all—luxury, convenience, and modern design, all in a prime location. Don't miss the opportunity to make this dream home yours today! Contact us for a private tour and more information! 5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code Stunning New Construction Pool Home – Available Now! Completed in 2024, this exquisite 5-bedroom, 4-bathroom home with an office and bonus room offers a perfect blend of luxury, comfort, and functionality. Available for immediate move-in, this exceptional residence features high-end finishes and is designed for modern living. As you step inside, you're greeted by soaring ceilings and rich hardwood floors that flow seamlessly throughout the home—no carpeting here! The spacious master suite is conveniently located on the first floor, offering a serene retreat complete with a spa-like bath and a custom walk-in closet. A second bedroom on the first floor is ideal for guests, providing them with a private and comfortable space. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large bonus room—perfect for a media room, play area, or home gym. Plus, there's a huge walk-in storage room lined with shelves, offering an abundance of organizational space. For those who love to entertain, the formal dining room features an impressive walk-in wine room, adding a touch of sophistication. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances, a spacious island with ample seating, and plenty of cabinetry for storage. An adjacent fully equipped summer kitchen with gas appliances and phantom screens ensures seamless indoor-outdoor living. Additional highlights include custom plantation shutters throughout, a heated spa/pool combo for year-round enjoyment, and an oversized two-car garage with plenty of storage options. This home has it all—luxury, convenience, and modern design, all in a prime location. Don't miss the opportunity to make this dream home yours today! Contact us for a private tour and more information! 2172 Temple Drive, Winter Park
$1,400,000 Tuscan-inspired Mediterranean gem in the Via’s of olde Winter Park. Step into the charm of an Italian villa with this elegant residence located on a quiet tree-lined street off Via Tuscany and near the Winter Park Racquet Club. Featuring hardwood floors throughout, this residence combines timeless elegance with modern functionality. The open-concept kitchen boasts a central island, casual dining and overlooks the spacious gathering room. A wall of French doors floods in natural light and opens onto a tranquil outdoor retreat — a gorgeous pool surrounded by a brick-paver deck, evoking the serenity of a quaint European escape. The home offers a formal dining room or works well for a private den/office by adding French doors. The first-floor primary suite is a true sanctuary, with more French doors offering picturesque backyard views. The luxurious primary bath is designed for relaxation, featuring a large soaking tub, dual sinks, a walk-in closet, and a private water closet. The second level of the home hosts two spacious bedrooms, ideal for family or guests. The mudroom/laundry area provides access to a half bath en route to a 2-car attached garage — complete with a cabinet system — adds convenience to everyday living. The meticulously maintained landscaping enhances the home’s curb appeal, while its location in a grade-A school district offers access to quality education. The immediate Via’s neighborhood includes Chain of Lakes access through a park-like setting with boat ramp leading to Lake Maitland only footsteps away at the intersection of Venetian Way & Poinciana Lane (1 block to the S of this property). Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box. 3 Beds ⋅ 3 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code Tuscan-inspired Mediterranean gem in the Via’s of olde Winter Park. Step into the charm of an Italian villa with this elegant residence located on a quiet tree-lined street off Via Tuscany and near the Winter Park Racquet Club. Featuring hardwood floors throughout, this residence combines timeless elegance with modern functionality. The open-concept kitchen boasts a central island, casual dining and overlooks the spacious gathering room. A wall of French doors floods in natural light and opens onto a tranquil outdoor retreat — a gorgeous pool surrounded by a brick-paver deck, evoking the serenity of a quaint European escape. The home offers a formal dining room or works well for a private den/office by adding French doors. The first-floor primary suite is a true sanctuary, with more French doors offering picturesque backyard views. The luxurious primary bath is designed for relaxation, featuring a large soaking tub, dual sinks, a walk-in closet, and a private water closet. The second level of the home hosts two spacious bedrooms, ideal for family or guests. The mudroom/laundry area provides access to a half bath en route to a 2-car attached garage — complete with a cabinet system — adds convenience to everyday living. The meticulously maintained landscaping enhances the home’s curb appeal, while its location in a grade-A school district offers access to quality education. The immediate Via’s neighborhood includes Chain of Lakes access through a park-like setting with boat ramp leading to Lake Maitland only footsteps away at the intersection of Venetian Way & Poinciana Lane (1 block to the S of this property). Also, easy access to major roadways for stress-free commutes and just minutes from the vibrant shopping and dining of downtown Winter Park, this home is a unique jewel box. 907 Moss Lane, Winter Park
$1,250,000 We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits! 3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits! 1778 Mondrian Circle, Winter Park
$2,530,000 This stunning one-story home, situated on a nearly half acre lot in the heart of the Vias in Winter Park, offers a rare combination of luxury, comfort, and modern amenities. Boasting soaring ceilings between 12' and 17' and an expansive private pool area, this home is designed for both entertaining and everyday living. The home features solid maple cabinetry, maple hardwood floors, and custom built-ins throughout. Pella thermal pane windows provide excellent energy efficiency and natural light. Two remote-controlled gas fireplaces add warmth and elegance to the living/dining rooms and primary bedroom. Multi-slide glass pocket doors create a seamless flow between the interior and outdoor spaces, perfect for enjoying the resort-style pool area. A true culinary haven, the kitchen includes granite countertops, a 30” double Thermador convection oven, a 48” built-in Sub-Zero refrigerator, Bosch dishwasher, Viking wine refrigerator, and Dacor 6-burner gas cooktop—ideal for both intimate meals and large gatherings. The luxurious primary suite is a true retreat, with its own fireplace, his and her custom-designed walk-in closets, and an updated spa-like bathroom. The home offers an idyllic backyard with lush landscaping and a completely private pool and spa area. Retractable screens on the patio allow you to enjoy the outdoors in comfort, even on cooler days or without the presence of insects. Recent updates include a new tile roof in (2023), a renovated guest half bath (2023), and a renovated primary bath and closet (2024). The home has also been freshly painted inside (2022) and out (2024). A circular drive and 3-car garage provide ample parking and convenience, while the porte-cochère adds a touch of elegance to the entrance. The well-appointed laundry room includes a Leibherr 36” refrigerator, washer and dryer, sink, and pantry for extra storage. Set on a double lot (120 X 165), this home offers expansive outdoor space, providing privacy and room for relaxation or recreation. Nestled on a charming “Olde” Winter Park brick street, this home enjoys both tranquility and proximity to the best that Winter Park has to offer. This home is truly a rare find—combining luxury, comfort, and practicality in one exceptional package. It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round! 4 Beds ⋅ 5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code This stunning one-story home, situated on a nearly half acre lot in the heart of the Vias in Winter Park, offers a rare combination of luxury, comfort, and modern amenities. Boasting soaring ceilings between 12' and 17' and an expansive private pool area, this home is designed for both entertaining and everyday living. The home features solid maple cabinetry, maple hardwood floors, and custom built-ins throughout. Pella thermal pane windows provide excellent energy efficiency and natural light. Two remote-controlled gas fireplaces add warmth and elegance to the living/dining rooms and primary bedroom. Multi-slide glass pocket doors create a seamless flow between the interior and outdoor spaces, perfect for enjoying the resort-style pool area. A true culinary haven, the kitchen includes granite countertops, a 30” double Thermador convection oven, a 48” built-in Sub-Zero refrigerator, Bosch dishwasher, Viking wine refrigerator, and Dacor 6-burner gas cooktop—ideal for both intimate meals and large gatherings. The luxurious primary suite is a true retreat, with its own fireplace, his and her custom-designed walk-in closets, and an updated spa-like bathroom. The home offers an idyllic backyard with lush landscaping and a completely private pool and spa area. Retractable screens on the patio allow you to enjoy the outdoors in comfort, even on cooler days or without the presence of insects. Recent updates include a new tile roof in (2023), a renovated guest half bath (2023), and a renovated primary bath and closet (2024). The home has also been freshly painted inside (2022) and out (2024). A circular drive and 3-car garage provide ample parking and convenience, while the porte-cochère adds a touch of elegance to the entrance. The well-appointed laundry room includes a Leibherr 36” refrigerator, washer and dryer, sink, and pantry for extra storage. Set on a double lot (120 X 165), this home offers expansive outdoor space, providing privacy and room for relaxation or recreation. Nestled on a charming “Olde” Winter Park brick street, this home enjoys both tranquility and proximity to the best that Winter Park has to offer. This home is truly a rare find—combining luxury, comfort, and practicality in one exceptional package. It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round! 1215 Via Salerno, Winter Park
$2,100,000 Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM. 4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM. 1032 Early Avenue, Winter Park