$1,635,000 Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete with a double-door entry for added privacy. The formal dining room features a pass-through to the Butler's Pantry, which leads into a chef's oasis—Wolf stainless steel appliances for the serious chef, and solid surface countertops. The gourmet kitchen opens up to the family room. This home is a Great floor plan for entertaining friends and family. Eat in nook is located off the kitchen for dinners together. The primary suite is located on the first floor with a spa-like ensuite. Double vanity, extra-large shower, large bathtub for when a relaxing bath is just what you need after a long day. Upstairs, you will find a bonus room, as well as the remaining bedrooms. off the bonus room is a bedroom and a full bathroom, great for guests. The other two bedrooms and bathroom are located on the opposite side of the upstairs to create a split floor plan. Large backyard for enjoying the Florida weather. New EV charger in garage, new A/C unit. Home includes surround sound. This home features numerous upgrades, too many to list. Windsong community offers a resort-style pool with lake views, a playground, lake for fishing. Close to restaurants, schools, and shopping. 4 Beds ⋅ 4 Baths ⋅ Windsong-Knowles Place SubDv. ⋅ 32789 Zip Code Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete with a double-door entry for added privacy. The formal dining room features a pass-through to the Butler's Pantry, which leads into a chef's oasis—Wolf stainless steel appliances for the serious chef, and solid surface countertops. The gourmet kitchen opens up to the family room. This home is a Great floor plan for entertaining friends and family. Eat in nook is located off the kitchen for dinners together. The primary suite is located on the first floor with a spa-like ensuite. Double vanity, extra-large shower, large bathtub for when a relaxing bath is just what you need after a long day. Upstairs, you will find a bonus room, as well as the remaining bedrooms. off the bonus room is a bedroom and a full bathroom, great for guests. The other two bedrooms and bathroom are located on the opposite side of the upstairs to create a split floor plan. Large backyard for enjoying the Florida weather. New EV charger in garage, new A/C unit. Home includes surround sound. This home features numerous upgrades, too many to list. Windsong community offers a resort-style pool with lake views, a playground, lake for fishing. Close to restaurants, schools, and shopping. 1841 Harland Park Drive, Winter Park
$1,250,000 Experience the charm and endless convenience of Beloit Avenue, one of Winter Park’s most coveted streets! Just steps from the WP-9 Golf Course, and 2 blocks from the lively, renowned Park Avenue, this 3-bedroom/2.5-bath residence presents a unique opportunity for reimagination in a location that is simply unmatched. The 1-story home provides the ideal framework for function yet stylish living, with the existing open floorplan, detailed crown molding, and timeless hardwood floors. French doors off the rear family room lead to an open side courtyard, offering plenty of space to create an outdoor oasis that's perfect for relaxing or entertaining, all wrapped in a masonry wall for added privacy. Access the rear-facing two-car garage from a private brick-paved alley exclusive to Beloit homeowners. Combining charm, convenience, and the added perks of natural gas and a 4-year-old roof, this opportunity is a rare find in the very heart of Winter Park. 3 Beds ⋅ 3 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code Experience the charm and endless convenience of Beloit Avenue, one of Winter Park’s most coveted streets! Just steps from the WP-9 Golf Course, and 2 blocks from the lively, renowned Park Avenue, this 3-bedroom/2.5-bath residence presents a unique opportunity for reimagination in a location that is simply unmatched. The 1-story home provides the ideal framework for function yet stylish living, with the existing open floorplan, detailed crown molding, and timeless hardwood floors. French doors off the rear family room lead to an open side courtyard, offering plenty of space to create an outdoor oasis that's perfect for relaxing or entertaining, all wrapped in a masonry wall for added privacy. Access the rear-facing two-car garage from a private brick-paved alley exclusive to Beloit homeowners. Combining charm, convenience, and the added perks of natural gas and a 4-year-old roof, this opportunity is a rare find in the very heart of Winter Park. 359 Beloit Avenue, Winter Park
$4,450,000 SOLD DATA ENTRY ONLY Welcome to this exceptional custom residence located on one of Winter Park’s most desirable streets. Built in 2017 and impeccably maintained, this like-new home offers timeless architecture, modern luxury, and thoughtful design throughout. Offering 6 bedrooms, 6 full bathrooms, and 1 half bath, the home encompasses over 5,100 square feet of living space on a generous half-acre lot, providing both privacy and an impressive sense of scale. Upon entry, engineered hardwood flooring, high ceilings, and abundant natural light set the tone for the refined interiors.The open-concept floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The kitchen is equipped with custom solid-wood cabinetry, premium Wolf and Sub-Zero appliances, a large center island, and ample storage, all opening to the family and dining spaces for effortless flow.The primary suite is located on the main level and offers a peaceful retreat with a spacious walk-in closet and a spa-inspired bathroom. Each additional bedroom is generously sized and features its own en-suite bath, ensuring comfort and privacy for family and guests. Multiple flex spaces throughout the home provide versatility for a home office, gym, or media room.Additional features include a Crestron lighting and sound system, a four-car garage with built-in cabinetry, a cement tile roof, and built-in closet systems throughout. The expansive backyard offers ample room for outdoor living and future enhancements. Ideally situated just minutes from Park Avenue, top-rated schools, dining, and shopping, this move-in-ready home presents a rare opportunity to own a nearly new estate in the heart of Winter Park. 5 Beds ⋅ 7 Baths ⋅ Stonehurst Estates SubDv. ⋅ 32789 Zip Code SOLD DATA ENTRY ONLY Welcome to this exceptional custom residence located on one of Winter Park’s most desirable streets. Built in 2017 and impeccably maintained, this like-new home offers timeless architecture, modern luxury, and thoughtful design throughout. Offering 6 bedrooms, 6 full bathrooms, and 1 half bath, the home encompasses over 5,100 square feet of living space on a generous half-acre lot, providing both privacy and an impressive sense of scale. Upon entry, engineered hardwood flooring, high ceilings, and abundant natural light set the tone for the refined interiors.The open-concept floor plan seamlessly connects the main living areas, making the home ideal for both everyday living and entertaining. The kitchen is equipped with custom solid-wood cabinetry, premium Wolf and Sub-Zero appliances, a large center island, and ample storage, all opening to the family and dining spaces for effortless flow.The primary suite is located on the main level and offers a peaceful retreat with a spacious walk-in closet and a spa-inspired bathroom. Each additional bedroom is generously sized and features its own en-suite bath, ensuring comfort and privacy for family and guests. Multiple flex spaces throughout the home provide versatility for a home office, gym, or media room.Additional features include a Crestron lighting and sound system, a four-car garage with built-in cabinetry, a cement tile roof, and built-in closet systems throughout. The expansive backyard offers ample room for outdoor living and future enhancements. Ideally situated just minutes from Park Avenue, top-rated schools, dining, and shopping, this move-in-ready home presents a rare opportunity to own a nearly new estate in the heart of Winter Park. 1812 Stonehurst Road, Winter Park
$2,600,000 Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise. 6 Beds ⋅ 7 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise. 560 Country Club Drive, Winter Park
$615,000 Mid-Century Modern architecture meets modern comfort in this beautifully updated Winter Park home. Clean lines, open sightlines, and warm architectural details create a timeless aesthetic that feels both stylish and inviting from the moment you arrive. Inside, the home features an open-concept layout with multiple living areas—ideal for entertaining or everyday living. The renovated kitchen is the heart of the home, showcasing sleek cabinetry, stainless steel appliances, modern lighting, generous counter space, and a large island that flows seamlessly into the dining and living areas. Natural light fills each room, highlighting the home’s thoughtful design and functional layout. Step outside from the large, cozy family room into your private backyard oasis—an entertainer’s dream. The resurfaced pool (Dec 2025) and updated pool equipment (Dec 2025) provide worry-free enjoyment, while expansive patio areas, string lighting, and multiple seating areas create the perfect setting for relaxing or hosting gatherings. The outdoor space is both private and versatile, delivering true Florida living year-round. Garden enthusiasts will love the raised garden beds, established landscaping, and fruit trees, including mango, peach, fig, and Meyer lemon—perfect for anyone who enjoys homegrown produce and sustainable living. A charming garden pathway adds character and connects the outdoor spaces beautifully with a garden shed for your tools. Additional highlights include modern flooring throughout, updated bathrooms, flexible living spaces, and a layout that balances comfort with architectural character. Centrally located just minutes from Park Avenue, Rollins College, dining, shopping, downtown, and major roadways, this home offers the perfect blend of style, location, and lifestyle. A rare opportunity to own a Mid-Century Modern home with a private backyard setting and a gardener’s paradise in one of Winter Park’s most desirable areas. This is a welcoming, connected community where neighbors know one another and come together for festive street events throughout the holidays, creating a warm and inviting atmosphere. 3 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code Mid-Century Modern architecture meets modern comfort in this beautifully updated Winter Park home. Clean lines, open sightlines, and warm architectural details create a timeless aesthetic that feels both stylish and inviting from the moment you arrive. Inside, the home features an open-concept layout with multiple living areas—ideal for entertaining or everyday living. The renovated kitchen is the heart of the home, showcasing sleek cabinetry, stainless steel appliances, modern lighting, generous counter space, and a large island that flows seamlessly into the dining and living areas. Natural light fills each room, highlighting the home’s thoughtful design and functional layout. Step outside from the large, cozy family room into your private backyard oasis—an entertainer’s dream. The resurfaced pool (Dec 2025) and updated pool equipment (Dec 2025) provide worry-free enjoyment, while expansive patio areas, string lighting, and multiple seating areas create the perfect setting for relaxing or hosting gatherings. The outdoor space is both private and versatile, delivering true Florida living year-round. Garden enthusiasts will love the raised garden beds, established landscaping, and fruit trees, including mango, peach, fig, and Meyer lemon—perfect for anyone who enjoys homegrown produce and sustainable living. A charming garden pathway adds character and connects the outdoor spaces beautifully with a garden shed for your tools. Additional highlights include modern flooring throughout, updated bathrooms, flexible living spaces, and a layout that balances comfort with architectural character. Centrally located just minutes from Park Avenue, Rollins College, dining, shopping, downtown, and major roadways, this home offers the perfect blend of style, location, and lifestyle. A rare opportunity to own a Mid-Century Modern home with a private backyard setting and a gardener’s paradise in one of Winter Park’s most desirable areas. This is a welcoming, connected community where neighbors know one another and come together for festive street events throughout the holidays, creating a warm and inviting atmosphere. 2811 Eastern Parkway, Winter Park
$630,000 SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort and its own ATTACHED 2bed/1 Bath IN-LAW SUITE!!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own! 5 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort and its own ATTACHED 2bed/1 Bath IN-LAW SUITE!!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own! 2612 Roxbury Road, Winter Park
$1,575,000 Welcome to 1780 Mizell Avenue, a masterpiece where timeless charm meets modern luxury. This 4-bedroom, 4-bathroom plus office single-family residence offers 2,743 square feet of finely curated living space designed for the discerning buyer who values sophistication, comfort, and convenience. Perfectly positioned just moments from downtown Winter Park’s boutique shopping, fine dining, and Chain of Lakes; this home embodies the best of upscale Florida living. Step inside and experience the 10-foot ceilings, level 5 walls, hardwood flooring and upgraded designer lighting that set an elegant tone throughout. The first-floor master suite is a serene retreat featuring a custom walk-in closet and a spa-inspired bath with wall-to-wall tile, a frameless glass shower enclosure, Kohler three-way shower system, and a freestanding soaking tub. The chef’s kitchen is a masterpiece in itself, equipped with a Viking range, paneled Fisher & Paykel refrigerator, wine fridge, and granite countertops, all framed by sleek custom cabinetry and sophisticated finishes. Dual Trane HVAC systems with Nest smart thermostats ensure year-round comfort with effortless control. The home office, adorned with custom millwork and direct pool access, provides an inspiring space for work or study, ideal for today’s lifestyle. Outdoor living is equally impressive. Entertain in style with a 9-foot stainless-steel summer kitchen, outdoor shower, and a spacious backyard perfect for gatherings or quiet relaxation. Additional highlights include a two-car garage with an epoxy-coated floor, pre-wired EV charger, glass stair railing, and a cozy electric chimney feature adding warmth and character to the main living area. Located in one of Winter Park’s most established neighborhoods residents enjoy top-rated schools, tree-lined streets, and proximity to award-winning restaurants and the Chain of Lakes, all within walking distance. This is more than a home, it’s a statement of luxury, design, and lifestyle. Offered exclusively at 1780 Mizell Avenue, Winter Park, FL where sophistication meets everyday comfort. 4 Beds ⋅ 4 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code Welcome to 1780 Mizell Avenue, a masterpiece where timeless charm meets modern luxury. This 4-bedroom, 4-bathroom plus office single-family residence offers 2,743 square feet of finely curated living space designed for the discerning buyer who values sophistication, comfort, and convenience. Perfectly positioned just moments from downtown Winter Park’s boutique shopping, fine dining, and Chain of Lakes; this home embodies the best of upscale Florida living. Step inside and experience the 10-foot ceilings, level 5 walls, hardwood flooring and upgraded designer lighting that set an elegant tone throughout. The first-floor master suite is a serene retreat featuring a custom walk-in closet and a spa-inspired bath with wall-to-wall tile, a frameless glass shower enclosure, Kohler three-way shower system, and a freestanding soaking tub. The chef’s kitchen is a masterpiece in itself, equipped with a Viking range, paneled Fisher & Paykel refrigerator, wine fridge, and granite countertops, all framed by sleek custom cabinetry and sophisticated finishes. Dual Trane HVAC systems with Nest smart thermostats ensure year-round comfort with effortless control. The home office, adorned with custom millwork and direct pool access, provides an inspiring space for work or study, ideal for today’s lifestyle. Outdoor living is equally impressive. Entertain in style with a 9-foot stainless-steel summer kitchen, outdoor shower, and a spacious backyard perfect for gatherings or quiet relaxation. Additional highlights include a two-car garage with an epoxy-coated floor, pre-wired EV charger, glass stair railing, and a cozy electric chimney feature adding warmth and character to the main living area. Located in one of Winter Park’s most established neighborhoods residents enjoy top-rated schools, tree-lined streets, and proximity to award-winning restaurants and the Chain of Lakes, all within walking distance. This is more than a home, it’s a statement of luxury, design, and lifestyle. Offered exclusively at 1780 Mizell Avenue, Winter Park, FL where sophistication meets everyday comfort. 1780 Mizell Avenue, Winter Park
$2,100,000 Back on the market—an exceptional opportunity in Winter Park. Now offered below appraised value, this residence has been thoughtfully refreshed with new carpet, interior paint, and thoughtful enhancements. Presented for the first time, this beautifully appointed 2014 David Weekley home is tucked away on a large corner lot within a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. Featuring 5 bedrooms and 5 bathrooms, the home is designed for both refined living and effortless entertaining, this home includes a private office and expansive bonus spaces. A standout feature of this property is its exceptional and highly sought-after parking flexibility. In addition to the 3-car garage, a newly added driveway (2024) provides additional space for guests and everyday convenience. Beyond that, a gated parking area—discreetly tucked behind an accessible double gate—offers secure storage for a boat, jet skis, or additional vehicles, eliminating the need for off-site storage and enhancing both lifestyle and practicality. Inside, the home showcases a curated collection of upgrades, including custom built-ins throughout the living spaces, office, flex areas, and dining room; custom built closets in every room; and a thoughtfully redesigned pantry with pull-out shelving. Unique touches such as under-stair storage with a hidden “secret door,” custom barn doors, and a LaCantina slider elevate both function and design. Outside is an entertainer’s paradise. There is a covered custom-built summer kitchen with metal roof featuring a built-in LP Grill, Primo Kamodo Smoker, stainless steel storage drawers and cabinets, counter storage ice bucket and plenty of island space for dining. The large pool and adjoining hot tub provide ample space for hours of fun and entertainment. The backyard putting green adds a fun distinctive, resort-style touch. Additional enhancements include brand new luxurious Berber carpet, attic flooring, overhead garage storage, plantation shutters, landscape lighting, updated exterior paint and interior paint, a tankless gas water heater, updated designer lighting through the home and multiple bathroom updates. The roof was replaced in 2021 for added peace of mind. The kitchen is a cooks dream with abundant storage, ample counter space and two ovens. A GE Monogram Dual Fuel Range was added to the kitchen in 2023. The 2021 dining room renovation introduces a custom bar, added storage and striking raw-edge floating shelves—perfectly blending modern sophistication with everyday livability. With its prime location, elevated finishes, and rare combination of luxury and utility—particularly its unmatched parking and storage capabilities, this move-in-ready Winter Park home is truly a standout offering! Inspection report available upon request. 5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code Back on the market—an exceptional opportunity in Winter Park. Now offered below appraised value, this residence has been thoughtfully refreshed with new carpet, interior paint, and thoughtful enhancements. Presented for the first time, this beautifully appointed 2014 David Weekley home is tucked away on a large corner lot within a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. Featuring 5 bedrooms and 5 bathrooms, the home is designed for both refined living and effortless entertaining, this home includes a private office and expansive bonus spaces. A standout feature of this property is its exceptional and highly sought-after parking flexibility. In addition to the 3-car garage, a newly added driveway (2024) provides additional space for guests and everyday convenience. Beyond that, a gated parking area—discreetly tucked behind an accessible double gate—offers secure storage for a boat, jet skis, or additional vehicles, eliminating the need for off-site storage and enhancing both lifestyle and practicality. Inside, the home showcases a curated collection of upgrades, including custom built-ins throughout the living spaces, office, flex areas, and dining room; custom built closets in every room; and a thoughtfully redesigned pantry with pull-out shelving. Unique touches such as under-stair storage with a hidden “secret door,” custom barn doors, and a LaCantina slider elevate both function and design. Outside is an entertainer’s paradise. There is a covered custom-built summer kitchen with metal roof featuring a built-in LP Grill, Primo Kamodo Smoker, stainless steel storage drawers and cabinets, counter storage ice bucket and plenty of island space for dining. The large pool and adjoining hot tub provide ample space for hours of fun and entertainment. The backyard putting green adds a fun distinctive, resort-style touch. Additional enhancements include brand new luxurious Berber carpet, attic flooring, overhead garage storage, plantation shutters, landscape lighting, updated exterior paint and interior paint, a tankless gas water heater, updated designer lighting through the home and multiple bathroom updates. The roof was replaced in 2021 for added peace of mind. The kitchen is a cooks dream with abundant storage, ample counter space and two ovens. A GE Monogram Dual Fuel Range was added to the kitchen in 2023. The 2021 dining room renovation introduces a custom bar, added storage and striking raw-edge floating shelves—perfectly blending modern sophistication with everyday livability. With its prime location, elevated finishes, and rare combination of luxury and utility—particularly its unmatched parking and storage capabilities, this move-in-ready Winter Park home is truly a standout offering! Inspection report available upon request. 2503 Versailles Avenue, Winter Park
$1,130,000 Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus propane gas cooking. Sophisticated touches include in-cabinet and drawer lighting, a dedicated coffee station, and wine cooler—perfect for the culinary enthusiast. Enjoy main-floor living with a spacious primary bedroom suite featuring a spa-inspired ensuite bath with jetted tub and separate shower. Throughout this beautifully appointed home, you'll find 11-foot ceilings, fresh paint inside and out, new porcelain flooring on the main level, and designer light fixtures. A gas fireplace adds warmth and ambiance, while plantation shutters and custom draperies provide elegant window treatments. The second floor offers two generous bedrooms with charming Juliet balconies, connected by a convenient Jack and Jill bath. The versatile loft/bonus room features a built-in entertainment center with surrounding bookcases and beverage center—ideal as a media room, home office, or recreation space. A detached two-car garage opens to a private patio and backyard—perfect for entertaining. The unbeatable location offers walkability to the YMCA and Phelps Park. This turnkey residence represents the perfect blend of luxury, location, and lifestyle in Winter Park's vibrant community. 3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus propane gas cooking. Sophisticated touches include in-cabinet and drawer lighting, a dedicated coffee station, and wine cooler—perfect for the culinary enthusiast. Enjoy main-floor living with a spacious primary bedroom suite featuring a spa-inspired ensuite bath with jetted tub and separate shower. Throughout this beautifully appointed home, you'll find 11-foot ceilings, fresh paint inside and out, new porcelain flooring on the main level, and designer light fixtures. A gas fireplace adds warmth and ambiance, while plantation shutters and custom draperies provide elegant window treatments. The second floor offers two generous bedrooms with charming Juliet balconies, connected by a convenient Jack and Jill bath. The versatile loft/bonus room features a built-in entertainment center with surrounding bookcases and beverage center—ideal as a media room, home office, or recreation space. A detached two-car garage opens to a private patio and backyard—perfect for entertaining. The unbeatable location offers walkability to the YMCA and Phelps Park. This turnkey residence represents the perfect blend of luxury, location, and lifestyle in Winter Park's vibrant community. 1600 Palmer Avenue, Winter Park
$899,000 Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this charming property delivers the ultimate blend of convenience, recreation, and Winter Park lifestyle. Wake up to serene water views, spend your days boating across crystal-clear Lake Killarney, and end each evening with breathtaking sunsets on the water. From your private dock, you can cruise straight over to Hillstone for happy hour or pull up to Trader Joe’s for a quick grocery run—the kind of effortless, magical living that only this lake can offer. Located just minutes from Park Avenue’s boutique shops, fine dining, and cultural attractions, this home feels worlds away while keeping you close to everything you love. Whether you're wanting to downsize and have low maintenance, a seasonal resident seeking a warm-weather sanctuary, or a local looking for the perfect weekend getaway to store your boat, this home delivers a lifestyle unlike anything else in Winter Park. A unique location, a turn-key home, and an unmatched lake experience; this Lake Killarney gem is a must-see and you won’t want to miss it. 2 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this charming property delivers the ultimate blend of convenience, recreation, and Winter Park lifestyle. Wake up to serene water views, spend your days boating across crystal-clear Lake Killarney, and end each evening with breathtaking sunsets on the water. From your private dock, you can cruise straight over to Hillstone for happy hour or pull up to Trader Joe’s for a quick grocery run—the kind of effortless, magical living that only this lake can offer. Located just minutes from Park Avenue’s boutique shops, fine dining, and cultural attractions, this home feels worlds away while keeping you close to everything you love. Whether you're wanting to downsize and have low maintenance, a seasonal resident seeking a warm-weather sanctuary, or a local looking for the perfect weekend getaway to store your boat, this home delivers a lifestyle unlike anything else in Winter Park. A unique location, a turn-key home, and an unmatched lake experience; this Lake Killarney gem is a must-see and you won’t want to miss it. 560 Ololu Drive, Winter Park
$1,150,000 Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today! 4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today! 1611 Walnut Avenue, Winter Park
$415,000 Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice added space for dining and entertainment. It is one out of only a handful of lots to have a view of MLK Park, made even better by our Florida sunsets, which can be seen right from the kitchen window! This home is perfect for anyone seeking a high-convenience and low-maintenance lifestyle. The location puts you right in the heart of town with scenic walks to Winter Park's famous Park Avenue, Hannibal Square, Winter Park Village, The WP9 Golf Course, Rollins College, and plenty more. There are endless options for shopping, entertainment, events, and dining. As the saying goes, "LOCATION, LOCATION, LOCATION!" Home Facts: Metal Roof (2019). AC (2018). Water Heater (2024). Vinyl Flooring (2025). Repiped supply and drain lines. Freshly painted living space. Washer and Dryer included. Spray foam insulation in attic to reduce energy bills. Turnkey and ready for her new Owner! 2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code Don't miss this rare opportunity to own a slice of historic Hannibal Square! This 2 bed 2 bath bungalow showcases an open floorplan with high-vaulted ceilings in the main living areas, plenty of natural light, and a separate indoor laundry room. The paver patio on the side of the home offers a nice added space for dining and entertainment. It is one out of only a handful of lots to have a view of MLK Park, made even better by our Florida sunsets, which can be seen right from the kitchen window! This home is perfect for anyone seeking a high-convenience and low-maintenance lifestyle. The location puts you right in the heart of town with scenic walks to Winter Park's famous Park Avenue, Hannibal Square, Winter Park Village, The WP9 Golf Course, Rollins College, and plenty more. There are endless options for shopping, entertainment, events, and dining. As the saying goes, "LOCATION, LOCATION, LOCATION!" Home Facts: Metal Roof (2019). AC (2018). Water Heater (2024). Vinyl Flooring (2025). Repiped supply and drain lines. Freshly painted living space. Washer and Dryer included. Spray foam insulation in attic to reduce energy bills. Turnkey and ready for her new Owner! 875 W Lyman Avenue, Winter Park
$3,000,000 Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, then coming home to launch your paddleboard from the end of your street. From the moment you pull up, the home makes an impression from its striking architecture to the curved driveway that feels both elegant and inviting. Inside, it’s designed for the way people actually live and entertain today. The chef’s kitchen is the heart of the home, featuring a massive marble island, sleek custom cabinetry, and high-end appliances, all opening up to light-filled living spaces and three sets of French doors that flow seamlessly to the outdoors. Step outside and you’ll find your own private resort: a heated pool and spa, full summer kitchen, and a cozy cabana with a gas fireplace, all enclosed by automatic screens so you can enjoy the space year-round. Whether it’s a casual family dinner or a lively evening with friends, this backyard is one of the best in Winter Park. The first-floor primary suite feels like a spa retreat, with a soaking tub and peaceful views of the pool. Upstairs, each bedroom has its own en-suite bath, plus there’s a versatile bonus room and a large home gym that could easily flex into whatever you need, playroom, office, media space, or studio. Every detail was thoughtfully designed and beautifully executed, but what makes this home truly special is how it feels. Sophisticated yet comfortable. Private yet connected to everything that makes Winter Park so desirable. Just steps from Lake Osceola and moments from the charm of Park Avenue, this home offers a lifestyle that’s as effortless as it is exceptional. 5 Beds ⋅ 6 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, then coming home to launch your paddleboard from the end of your street. From the moment you pull up, the home makes an impression from its striking architecture to the curved driveway that feels both elegant and inviting. Inside, it’s designed for the way people actually live and entertain today. The chef’s kitchen is the heart of the home, featuring a massive marble island, sleek custom cabinetry, and high-end appliances, all opening up to light-filled living spaces and three sets of French doors that flow seamlessly to the outdoors. Step outside and you’ll find your own private resort: a heated pool and spa, full summer kitchen, and a cozy cabana with a gas fireplace, all enclosed by automatic screens so you can enjoy the space year-round. Whether it’s a casual family dinner or a lively evening with friends, this backyard is one of the best in Winter Park. The first-floor primary suite feels like a spa retreat, with a soaking tub and peaceful views of the pool. Upstairs, each bedroom has its own en-suite bath, plus there’s a versatile bonus room and a large home gym that could easily flex into whatever you need, playroom, office, media space, or studio. Every detail was thoughtfully designed and beautifully executed, but what makes this home truly special is how it feels. Sophisticated yet comfortable. Private yet connected to everything that makes Winter Park so desirable. Just steps from Lake Osceola and moments from the charm of Park Avenue, this home offers a lifestyle that’s as effortless as it is exceptional. 473 Fletcher Place, Winter Park
$110,000 HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass doors open to a spacious private balcony overlooking a serene, park-like setting with walking paths. Take comfort in knowing the unit is equipt with impact doors and windows for protection from flying debris, strong winds and forced entry. Waterfall Cove boasts beautiful grounds, including rolling lawns, a pool, and a dog park, all in a quiet community. Enjoy the convenience of being within walking distance to shopping centers, gyms, cinemas, and more. With easy access to Rollins College, UCF Valencia College, and major roads leading to theme parks, this unit is perfect for first-time buyers, those looking to downsize, or investors. The HOA covers exterior maintenance, including your balcony, cable, and internet as well as bi-monthly pest control. Don’t miss this opportunity! 2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass doors open to a spacious private balcony overlooking a serene, park-like setting with walking paths. Take comfort in knowing the unit is equipt with impact doors and windows for protection from flying debris, strong winds and forced entry. Waterfall Cove boasts beautiful grounds, including rolling lawns, a pool, and a dog park, all in a quiet community. Enjoy the convenience of being within walking distance to shopping centers, gyms, cinemas, and more. With easy access to Rollins College, UCF Valencia College, and major roads leading to theme parks, this unit is perfect for first-time buyers, those looking to downsize, or investors. The HOA covers exterior maintenance, including your balcony, cable, and internet as well as bi-monthly pest control. Don’t miss this opportunity! 1695 Lee Road Unit E211, Winter Park
$325,000 PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to the living space. The spacious indoor laundry room adds practicality to your daily routine. The master suite impresses with a walk-in closet and a beautifully updated bathroom. The charming screened balcony off the second bedroom is perfect for enjoying the fresh air. The community features a refreshing pool that overlooks the picturesque Lake Killarney, along with a kayak and paddleboard rack providing easy access to enjoy adventures on the lake. EXCELLENT LOCATION! Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. This condo is not just a home; it’s a lifestyle waiting to be embraced. Don't miss out! Call today to schedule your showing! 2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to the living space. The spacious indoor laundry room adds practicality to your daily routine. The master suite impresses with a walk-in closet and a beautifully updated bathroom. The charming screened balcony off the second bedroom is perfect for enjoying the fresh air. The community features a refreshing pool that overlooks the picturesque Lake Killarney, along with a kayak and paddleboard rack providing easy access to enjoy adventures on the lake. EXCELLENT LOCATION! Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. This condo is not just a home; it’s a lifestyle waiting to be embraced. Don't miss out! Call today to schedule your showing! 520 Killarney Bay Court Unit 2, Winter Park
$300,000 Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood built-ins in the living room. Open to the living room is a sleeping alcove that accommodates a queen-size bed. An additional 9’ by 6’ enclosed room could be used as a bedroom, an office, or a lounging space. With easy access from your new pad to both Interlachen Avenue and Morse Boulevard, your downtown Winter Park adventures await.< Included is one assigned parking space in the secured underground garage, where you will also find a community laundry room. Enjoy mail and package delivery directly to your door. Electricity, gas, water, and sewer are included in your monthly condo fee for worry-free simplicity. Community amenities include: • Community swimming pool; • Lakeview social club room; • Outdoor patios overlooking Lake Osceola; • On-site management. Whispering Waters is a 55+ Community. 1 Beds ⋅ 1 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood built-ins in the living room. Open to the living room is a sleeping alcove that accommodates a queen-size bed. An additional 9’ by 6’ enclosed room could be used as a bedroom, an office, or a lounging space. With easy access from your new pad to both Interlachen Avenue and Morse Boulevard, your downtown Winter Park adventures await.< Included is one assigned parking space in the secured underground garage, where you will also find a community laundry room. Enjoy mail and package delivery directly to your door. Electricity, gas, water, and sewer are included in your monthly condo fee for worry-free simplicity. Community amenities include: • Community swimming pool; • Lakeview social club room; • Outdoor patios overlooking Lake Osceola; • On-site management. Whispering Waters is a 55+ Community. 311 E Morse Boulevard Unit 6-3, Winter Park
$2,000,000 Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request. 3 Beds ⋅ 3 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request. 1624 Barcelona Way, Winter Park
$2,185,000 Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the exceptional. Step through the grand entry and into a home where natural light, texture, and scale set the tone for unforgettable living. The heart of the home is a chef’s kitchen featuring Quartz countertops, custom cabinetry full Thermador appliance suite, and integrated LED underlighting. It opens seamlessly to the dining and living rooms, creating a layout that makes everyday living feel elevated and hosting feel natural. The primary suite is not simply a bedroom, but a place to unwind at the end of the day. The primary bathroom features dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious closet all crafted with a calming, spa-like atmosphere in mind. Beyond the interior, sliding glass doors reveal an outdoor sanctuary that unfolds like a private resort. A covered lanai expands into a summer kitchen built for lavish entertaining, while the pool and spa shimmer beneath Florida’s year-round sun. Positioned within the esteemed Audubon Park school district and mere steps from the iconic East End Market, the location offers a lifestyle that is both vibrant and intimate. Baldwin Park’s lakeside paths and cafés are minutes away, and Park Avenue Winter Park’s crown jewel of fine dining, boutiques, and culture is just a golf-cart ride from your front door. This is more than a home, it is a narrative of LUIH’s impeccable craftsmanship, elegance, and intentional design, crafted for those who understand that true luxury is not a statement, but a feeling. 5 Beds ⋅ 5 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the exceptional. Step through the grand entry and into a home where natural light, texture, and scale set the tone for unforgettable living. The heart of the home is a chef’s kitchen featuring Quartz countertops, custom cabinetry full Thermador appliance suite, and integrated LED underlighting. It opens seamlessly to the dining and living rooms, creating a layout that makes everyday living feel elevated and hosting feel natural. The primary suite is not simply a bedroom, but a place to unwind at the end of the day. The primary bathroom features dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious closet all crafted with a calming, spa-like atmosphere in mind. Beyond the interior, sliding glass doors reveal an outdoor sanctuary that unfolds like a private resort. A covered lanai expands into a summer kitchen built for lavish entertaining, while the pool and spa shimmer beneath Florida’s year-round sun. Positioned within the esteemed Audubon Park school district and mere steps from the iconic East End Market, the location offers a lifestyle that is both vibrant and intimate. Baldwin Park’s lakeside paths and cafés are minutes away, and Park Avenue Winter Park’s crown jewel of fine dining, boutiques, and culture is just a golf-cart ride from your front door. This is more than a home, it is a narrative of LUIH’s impeccable craftsmanship, elegance, and intentional design, crafted for those who understand that true luxury is not a statement, but a feeling. 2722 Eastern Parkway, Winter Park
$1,690,000 Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence. 3 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence. 1630 Chestnut Avenue, Winter Park
$2,195,000 Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club and Interlachen Country Club, this home offers exceptional quality, location, and lifestyle. NEW April 2026 Black Steel doors windows with low e-dual pane glass ($150k value!). 5 Beds ⋅ 4 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club and Interlachen Country Club, this home offers exceptional quality, location, and lifestyle. NEW April 2026 Black Steel doors windows with low e-dual pane glass ($150k value!). 1885 Temple Drive, Winter Park
$2,232,000 Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous. 3 Beds ⋅ 4 Baths ⋅ Perle Du Lac SubDv. ⋅ 32789 Zip Code Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous. 660 Osceola Avenue Unit 101, Winter Park
$1,850,000 Experience refined townhome living in the heart of Winter Park. Designed by renowned architect Phil Kean, this three-bedroom, three-and-a-half-bath residence spans more than 3,000 square feet and delivers a seamless blend of privacy, luxury and convenience. A private elevator offers access to all levels, including a rooftop terrace designed for elevated outdoor living. The ground floor features a spacious office and a guest suite with a private bath. On the second level, the open-concept living area includes a designer kitchen appointed with Wolf and Sub-Zero appliances, a 36-inch gas range, quartz countertops, custom cabinetry, and a dry bar with wine refrigerator. The third-floor primary suite offers two walk-in closets, a private balcony, and a Carrara marble bath with a soaking tub and a frameless glass shower. An additional bedroom on this level features a private balcony, walk-in closet and en-suite bath. Additional enhancements include California Closets, custom built-ins, designer lighting and a Control 4 security system. The rooftop terrace, complete with an outdoor television, provides a private setting to enjoy Florida sunsets. Ideally near Park Avenue, Hannibal Square and Winter Park Farmers Market, this townhome offers a lock-and-leave lifestyle with proximity to premier dining, shopping and cultural attractions. 3 Beds ⋅ 4 Baths ⋅ Virginia & Morse Brownstones SubDv. ⋅ 32789 Zip Code Experience refined townhome living in the heart of Winter Park. Designed by renowned architect Phil Kean, this three-bedroom, three-and-a-half-bath residence spans more than 3,000 square feet and delivers a seamless blend of privacy, luxury and convenience. A private elevator offers access to all levels, including a rooftop terrace designed for elevated outdoor living. The ground floor features a spacious office and a guest suite with a private bath. On the second level, the open-concept living area includes a designer kitchen appointed with Wolf and Sub-Zero appliances, a 36-inch gas range, quartz countertops, custom cabinetry, and a dry bar with wine refrigerator. The third-floor primary suite offers two walk-in closets, a private balcony, and a Carrara marble bath with a soaking tub and a frameless glass shower. An additional bedroom on this level features a private balcony, walk-in closet and en-suite bath. Additional enhancements include California Closets, custom built-ins, designer lighting and a Control 4 security system. The rooftop terrace, complete with an outdoor television, provides a private setting to enjoy Florida sunsets. Ideally near Park Avenue, Hannibal Square and Winter Park Farmers Market, this townhome offers a lock-and-leave lifestyle with proximity to premier dining, shopping and cultural attractions. 419 W Morse Boulevard, Winter Park
$2,500,000 Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone façade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef’s kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler’s hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue’s fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida’s most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city’s historic brick streets, Villa Toscana embodies the essence of refined Winter Park living. 3 Beds ⋅ 7 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone façade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef’s kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler’s hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue’s fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida’s most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city’s historic brick streets, Villa Toscana embodies the essence of refined Winter Park living. 1401 Green Cove Road, Winter Park
$520,000 Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency. 3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency. 3025 Northwood Boulevard, Winter Park
$630,000 SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own! 5 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!! Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper — boasting shaker cabinets, quartz countertops, subway tile backsplash, and stainless steel appliances with stylish hardware accents. Located just a 10 minute walk to Lake Killarney and a 3 minute walk to Killarney Elementary School! What is even more fantastic is the distance to I-4 is literally just 2 minutes away for fast and convenient travel to and from downtown Orlando and just 10 minutes from Park Avenue Winter Park!! So many restaurants, parks, local shops and family activities, Especially during the holidays!! Come see this home with potential income and your own private 3/2 as well. This home includes a versatile 2-bedroom, 1-bath in-law suite with its own private entrance, perfect for extended family, guests, or rental potential. Enjoy extra living space in the spacious Florida room, ideal for entertaining, relaxing, or creating the perfect indoor-outdoor flow. With its thoughtful upgrades and multi-generational layout, this home blends functionality with timeless design — truly move-in ready and waiting for you to make it your own! 2612 Roxbury Road, Winter Park
$2,175,000 This stunning LunDev-built pool home has been meticulously maintained and thoughtfully updated, blending timeless craftsmanship with modern style. The ideal floorplan features a first-floor primary suite, a private office, and an open kitchen and family room that flow effortlessly to the home’s exceptional outdoor living space. Outside, the spacious backyard is a private retreat complete with an oversized covered patio, gas firepit, and a fully equipped summer kitchen with a pizza oven, all surrounding a sparkling pool and heated spa. In 2022, the kitchen received a major renovation, showcasing a new island, updated countertops and backsplash, fresh fixtures and cabinet hardware, and elegant lighting that elevate the space. The primary bath renovation mirrors the same level of quality, with new custom vanities topped with quartz countertops, all-new tile, a glass-enclosed shower, a relaxing soaking tub, and classic lighting and mirrors. Additional improvements include a new roof (2021), newer hardwood floors throughout the 2nd floor, updated brick paver driveway, newer pool equipment, and fresh interior and exterior paint, each reflecting consistent care and attention to detail. Designed for both everyday comfort and effortless entertaining, this home is truly move-in ready and radiates pride of ownership inside and out. 4 Beds ⋅ 5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code This stunning LunDev-built pool home has been meticulously maintained and thoughtfully updated, blending timeless craftsmanship with modern style. The ideal floorplan features a first-floor primary suite, a private office, and an open kitchen and family room that flow effortlessly to the home’s exceptional outdoor living space. Outside, the spacious backyard is a private retreat complete with an oversized covered patio, gas firepit, and a fully equipped summer kitchen with a pizza oven, all surrounding a sparkling pool and heated spa. In 2022, the kitchen received a major renovation, showcasing a new island, updated countertops and backsplash, fresh fixtures and cabinet hardware, and elegant lighting that elevate the space. The primary bath renovation mirrors the same level of quality, with new custom vanities topped with quartz countertops, all-new tile, a glass-enclosed shower, a relaxing soaking tub, and classic lighting and mirrors. Additional improvements include a new roof (2021), newer hardwood floors throughout the 2nd floor, updated brick paver driveway, newer pool equipment, and fresh interior and exterior paint, each reflecting consistent care and attention to detail. Designed for both everyday comfort and effortless entertaining, this home is truly move-in ready and radiates pride of ownership inside and out. 2030 Versailles Avenue, Winter Park
$2,295,000 Introducing a stunning new custom home by Ellsworth Gallimore and Butler Ridge Development, ideally situated in a prime Winter Park neighborhood. This residence combines timeless elegance with modern luxury, showcasing exceptional design and craftsmanship throughout. The thoughtfully designed home features a marble front façade and professional landscaping. Inside, you’ll find an open, bright layout with high ceilings, wide-plank white oak floors, oversized picture windows, and refined crown molding. A welcoming flex space—perfect as a sitting room or den—greets you at the entry, across from another room ideal for a private office. The great room, at the center of the home, offers 12-foot ceilings, a sleek fireplace, and a full wall of sliding glass doors that open to the resort-style backyard. Designed for both entertaining and daily living, the open-concept kitchen, dining, and living areas flow seamlessly together. The chef’s kitchen impresses with a striking waterfall island, premium Thermador appliances, a dual-fuel range with a 6-burner gas cooktop, a third oven plus convection microwave, and an expansive custom pantry. A stylish mudroom and decorative laundry room complete the main level’s amenities. The primary suite on the first floor features direct access to the pool, a spa-inspired bath with a soaking tub, multi-spray shower, dual sinks with a large vanity, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room connects to three additional bedroom suites, each with custom closets and ample storage. Outdoor living includes a saltwater pool with an elegant fountain feature, marble pavers, a summer kitchen with a built-in grill, sink, and beverage fridge, an outdoor bathroom, and a lush grassy area perfect for play or pets. Additional highlights include a two-car garage and zoning for top-rated schools—Lakemont Elementary, Maitland Middle, and Winter Park High. Walk to the Winter Park YMCA and Phelps Park, and enjoy being just minutes from vibrant downtown Winter Park. Elegant design, modern luxury, and a prime location—this exceptional new home offers the very best of Winter Park living. 4 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code Introducing a stunning new custom home by Ellsworth Gallimore and Butler Ridge Development, ideally situated in a prime Winter Park neighborhood. This residence combines timeless elegance with modern luxury, showcasing exceptional design and craftsmanship throughout. The thoughtfully designed home features a marble front façade and professional landscaping. Inside, you’ll find an open, bright layout with high ceilings, wide-plank white oak floors, oversized picture windows, and refined crown molding. A welcoming flex space—perfect as a sitting room or den—greets you at the entry, across from another room ideal for a private office. The great room, at the center of the home, offers 12-foot ceilings, a sleek fireplace, and a full wall of sliding glass doors that open to the resort-style backyard. Designed for both entertaining and daily living, the open-concept kitchen, dining, and living areas flow seamlessly together. The chef’s kitchen impresses with a striking waterfall island, premium Thermador appliances, a dual-fuel range with a 6-burner gas cooktop, a third oven plus convection microwave, and an expansive custom pantry. A stylish mudroom and decorative laundry room complete the main level’s amenities. The primary suite on the first floor features direct access to the pool, a spa-inspired bath with a soaking tub, multi-spray shower, dual sinks with a large vanity, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room connects to three additional bedroom suites, each with custom closets and ample storage. Outdoor living includes a saltwater pool with an elegant fountain feature, marble pavers, a summer kitchen with a built-in grill, sink, and beverage fridge, an outdoor bathroom, and a lush grassy area perfect for play or pets. Additional highlights include a two-car garage and zoning for top-rated schools—Lakemont Elementary, Maitland Middle, and Winter Park High. Walk to the Winter Park YMCA and Phelps Park, and enjoy being just minutes from vibrant downtown Winter Park. Elegant design, modern luxury, and a prime location—this exceptional new home offers the very best of Winter Park living. 1661 Palm Avenue, Winter Park
$5,700,000 SOLD DATA ENTRY.. Welcome to this timeless lakefront estate located on the shores of Lake Virginia, offering approximately 143 feet of private waterfront along the highly sought-after Winter Park Chain of Lakes. Situated on over an acre, this beautifully updated residence blends classic architecture with modern luxury and an exceptional indoor-outdoor lifestyle. Thoughtfully renovated in 2016, the home features spacious formal and informal living areas, high ceilings, custom millwork, and stunning lake views throughout.The chef’s kitchen is equipped with Wolf and Sub-Zero appliances, double ovens, built-in Miele coffee system, wine refrigeration, and additional refrigerator/freezer drawers. The kitchen opens to the main living space and flows seamlessly to the outdoor entertaining areas. The primary suite offers a serene lakefront setting with a spa-inspired bath and generous closets. Additional bedrooms are well-appointed and offer both privacy and flexible living arrangements.Step outside to a resort-style waterfront setting, complete with a large pool and spa, expansive terrace, summer kitchen, gas fire pit, and private boat dock with lift. Enjoy boating, paddleboarding, or sunset cruises right from your backyard. The property’s elevation provides exceptional views stretching across Lake Virginia toward downtown Orlando and Rollins College.Located on a quiet, private street just moments from Park Avenue dining, shops, and Winter Park’s most desirable amenities, this is a rare opportunity to enjoy lakefront living in one of Central Florida’s most distinguished neighborhoods. 5 Beds ⋅ 6 Baths ⋅ Thomas M Henkels Add SubDv. ⋅ 32789 Zip Code SOLD DATA ENTRY.. Welcome to this timeless lakefront estate located on the shores of Lake Virginia, offering approximately 143 feet of private waterfront along the highly sought-after Winter Park Chain of Lakes. Situated on over an acre, this beautifully updated residence blends classic architecture with modern luxury and an exceptional indoor-outdoor lifestyle. Thoughtfully renovated in 2016, the home features spacious formal and informal living areas, high ceilings, custom millwork, and stunning lake views throughout.The chef’s kitchen is equipped with Wolf and Sub-Zero appliances, double ovens, built-in Miele coffee system, wine refrigeration, and additional refrigerator/freezer drawers. The kitchen opens to the main living space and flows seamlessly to the outdoor entertaining areas. The primary suite offers a serene lakefront setting with a spa-inspired bath and generous closets. Additional bedrooms are well-appointed and offer both privacy and flexible living arrangements.Step outside to a resort-style waterfront setting, complete with a large pool and spa, expansive terrace, summer kitchen, gas fire pit, and private boat dock with lift. Enjoy boating, paddleboarding, or sunset cruises right from your backyard. The property’s elevation provides exceptional views stretching across Lake Virginia toward downtown Orlando and Rollins College.Located on a quiet, private street just moments from Park Avenue dining, shops, and Winter Park’s most desirable amenities, this is a rare opportunity to enjoy lakefront living in one of Central Florida’s most distinguished neighborhoods. 374 Henkel Circle, Winter Park
$2,925,000 This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. The property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own en suite bathroom. A separate guest house (ADU) provides an additional 932 square feet with two bedrooms, one bathroom, newly refinished original hardwood floors, fresh paint and a wood burning fireplace perfect for guests or extended family. Inside the main residence, you’ll find solid wood and travertine flooring throughout the first floor, surround sound speakers, a wood burning fireplace and freshly painted interiors. The living room features large windows overlooking the lake, with an open floor plan that flows seamlessly into the dining room and kitchen. The gourmet kitchen showcases a beamed ceiling, Busby custom three tone cabinetry with granite countertops, a six burner gas cooktop, and a built in ice maker. The dining area offers easy access to the outdoor entertaining spaces, perfect for enjoying lakeside gatherings. The primary suite occupies the entire second level, offering dual bathrooms, individual walk in closets, and a private balcony with unobstructed lake views. Additional features include an inviting office/den with french doors and custom built ins, as well as a spacious laundry room with ample cabinetry, a 120 bottle wine fridge, and a secondary refrigerator for added convenience. An expansive paver driveway leads to covered parking that accommodates up to three vehicles. Traditional gas lanterns and built in landscape lighting enhance the home’s Mediterranean charm and highlight its mature, manicured grounds. Outdoor living is the centerpiece of this property, featuring durable composite board decking, a summer kitchen with an infrared grill, and a hot tub for relaxing and entertaining. Enjoy multiple inviting seating areas with stunning east facing lake views. The private boat dock includes a storage closet, boat lift, and the boat itself is included. This home offers relaxed luxury and timeless lakefront living in one of Winter Park’s most desirable neighborhoods. 5 Beds ⋅ 6 Baths ⋅ Thomas M Henkels Add SubDv. ⋅ 32789 Zip Code This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. The property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own en suite bathroom. A separate guest house (ADU) provides an additional 932 square feet with two bedrooms, one bathroom, newly refinished original hardwood floors, fresh paint and a wood burning fireplace perfect for guests or extended family. Inside the main residence, you’ll find solid wood and travertine flooring throughout the first floor, surround sound speakers, a wood burning fireplace and freshly painted interiors. The living room features large windows overlooking the lake, with an open floor plan that flows seamlessly into the dining room and kitchen. The gourmet kitchen showcases a beamed ceiling, Busby custom three tone cabinetry with granite countertops, a six burner gas cooktop, and a built in ice maker. The dining area offers easy access to the outdoor entertaining spaces, perfect for enjoying lakeside gatherings. The primary suite occupies the entire second level, offering dual bathrooms, individual walk in closets, and a private balcony with unobstructed lake views. Additional features include an inviting office/den with french doors and custom built ins, as well as a spacious laundry room with ample cabinetry, a 120 bottle wine fridge, and a secondary refrigerator for added convenience. An expansive paver driveway leads to covered parking that accommodates up to three vehicles. Traditional gas lanterns and built in landscape lighting enhance the home’s Mediterranean charm and highlight its mature, manicured grounds. Outdoor living is the centerpiece of this property, featuring durable composite board decking, a summer kitchen with an infrared grill, and a hot tub for relaxing and entertaining. Enjoy multiple inviting seating areas with stunning east facing lake views. The private boat dock includes a storage closet, boat lift, and the boat itself is included. This home offers relaxed luxury and timeless lakefront living in one of Winter Park’s most desirable neighborhoods. 516 Henkel Circle, Winter Park
$879,000 Experience the best of Winter Park living at 451 Fairfax Avenue, an exceptional townhouse in the sought-after Virginia Heights neighborhood. This elegant residence offers timeless style and the rare advantage of no HOA. Designed for comfort and convenience, this home features three spacious bedrooms, three full baths and a private two-car garage. Upon entry, you are greeted by an open-concept living and dining area that flows seamlessly into the well-appointed kitchen, creating the perfect space for everyday living and entertaining. A bedroom and full bath on the main level provide flexible living options for guests. The main level also features a well-equipped laundry room with a sink, ice maker and generous storage. A bright sunroom with abundant natural light offers a versatile space for an office, reading nook or cozy sitting area. Upstairs, the primary suite features a spacious bath and walk-in closet, along with a secondary suite with its own en-suite bath. Beyond its inviting spaces, this home has been meticulously maintained, with new landscaping and drip-line irrigation for all patio planters. Enhancements include a tankless gas water heater, newer windows and doors with transferable warranties, new air-conditioner heat pumps (2024 and 2025), interior/exterior painting, and honeycomb roll shades throughout. In one of Winter Park’s most desirable neighborhoods, you’re a short distance from Lake Virginia, Mead Botanical Garden, and the Winter Park Tennis Center. Stroll to Rollins College or enjoy the boutiques and dining along Park Avenue, all less than a mile away. A rare opportunity to own a low-maintenance, luxury residence in the heart of Winter Park. Zoned for Audubon K-8 and WP High School. Schedule your private showing today to experience 451 Fairfax Avenue for yourself. 3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code Experience the best of Winter Park living at 451 Fairfax Avenue, an exceptional townhouse in the sought-after Virginia Heights neighborhood. This elegant residence offers timeless style and the rare advantage of no HOA. Designed for comfort and convenience, this home features three spacious bedrooms, three full baths and a private two-car garage. Upon entry, you are greeted by an open-concept living and dining area that flows seamlessly into the well-appointed kitchen, creating the perfect space for everyday living and entertaining. A bedroom and full bath on the main level provide flexible living options for guests. The main level also features a well-equipped laundry room with a sink, ice maker and generous storage. A bright sunroom with abundant natural light offers a versatile space for an office, reading nook or cozy sitting area. Upstairs, the primary suite features a spacious bath and walk-in closet, along with a secondary suite with its own en-suite bath. Beyond its inviting spaces, this home has been meticulously maintained, with new landscaping and drip-line irrigation for all patio planters. Enhancements include a tankless gas water heater, newer windows and doors with transferable warranties, new air-conditioner heat pumps (2024 and 2025), interior/exterior painting, and honeycomb roll shades throughout. In one of Winter Park’s most desirable neighborhoods, you’re a short distance from Lake Virginia, Mead Botanical Garden, and the Winter Park Tennis Center. Stroll to Rollins College or enjoy the boutiques and dining along Park Avenue, all less than a mile away. A rare opportunity to own a low-maintenance, luxury residence in the heart of Winter Park. Zoned for Audubon K-8 and WP High School. Schedule your private showing today to experience 451 Fairfax Avenue for yourself. 451 Fairfax Ave., Winter Park