Homesinorlando.forsale Search Results

$2,900,000

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park

$1,575,000

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

3 Beds ⋅ 4 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

101 S New York Avenue Unit 303, Winter Park

$1,750,000

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

4 Beds ⋅ 5 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$2,700,000

Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

6 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

1620 Palm Avenue, Winter Park

$3,450,000

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$1,050,000

Welcome to luxury living at its finest in this gorgeous END UNIT residence in the Douglas Grand in the heart of downtown Winter Park. This single level three bedroom, three bathroom residence features a gourmet kitchen which opens to the living and dining area, perfect for entertaining and everyday living. The chefs kitchen includes a Sub-Zero refrigerator, Wolf cooktop, Bosch dishwasher, custom granite counters, island with bar seating, and a large walk-in pantry. The spacious primary bedroom with sitting area includes two custom walk-in closets, an en suite bathroom with separate vanities, walk-in shower, and soaking tub. The second primary suite also features a walk-in closet and en suite bathroom with a walk-in shower and tub. The third bedroom/flex room includes a walk-in closet and full bathroom down the hall. Finishes and custom details include beautiful travertine flooring throughout, high volume ceilings, new lighting, crown molding, sound system, newer hot water heater, and Nest thermostat. This residence offers 3 DEEDED PARKING SPACES conveniently located in the gated parking garage along with a DEEDED STORAGE room. From the Douglas Grand, you can easily stroll to renowned Park Avenue and its abundance of restaurants, coffee and wine bars, and boutique shops. Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more.

3 Beds ⋅ 3 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to luxury living at its finest in this gorgeous END UNIT residence in the Douglas Grand in the heart of downtown Winter Park. This single level three bedroom, three bathroom residence features a gourmet kitchen which opens to the living and dining area, perfect for entertaining and everyday living. The chefs kitchen includes a Sub-Zero refrigerator, Wolf cooktop, Bosch dishwasher, custom granite counters, island with bar seating, and a large walk-in pantry. The spacious primary bedroom with sitting area includes two custom walk-in closets, an en suite bathroom with separate vanities, walk-in shower, and soaking tub. The second primary suite also features a walk-in closet and en suite bathroom with a walk-in shower and tub. The third bedroom/flex room includes a walk-in closet and full bathroom down the hall. Finishes and custom details include beautiful travertine flooring throughout, high volume ceilings, new lighting, crown molding, sound system, newer hot water heater, and Nest thermostat. This residence offers 3 DEEDED PARKING SPACES conveniently located in the gated parking garage along with a DEEDED STORAGE room. From the Douglas Grand, you can easily stroll to renowned Park Avenue and its abundance of restaurants, coffee and wine bars, and boutique shops. Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more.

100 S Virginia Avenue Unit 314, Winter Park

$3,250,000

Traditional Winter Park LAKEFRONT estate on the shores of Lake Virginia with stunning unobstructed views that overlook the Genius Drive nature preserve. This beautiful four bedroom, four bath, three level home is a rare find on the Winter Park Chain of Lakes. The main level, with hardwood floors throughout, offers speculator views of the lake from the moment you walk in the front door. Spacious separate dining and living rooms, family room, with french doors that open to the oversized balcony where you will have gorgeous panoramic views of Rollins College and the Winter Park skyline, two fireplaces, one wood-burning and one gas, a large office overlooking the lake, a guest bath, and a large kitchen with tray ceilings, a butcher block island, two pantries and a large dining area with french doors that open to the balcony. There is a green house with a watering system that is accessible from the kitchen and the balcony. The master suite on the second level offers spectacular views of the lake and two large custom walk-in closets. Three additional bedrooms and a guest bathroom complete the second level. There is a full stand up attic with a stairway in one of the bedrooms. The lower level offers a 33 x 18 game room with a wet bar and opens to the 20 x 40 newly refinished pool, a separate pool bath, laundry room, workshop and entry into the three car garage. The beautiful lushly landscaped backyard leads the way to a private boathouse and custom dock with over 100’ of lake frontage. This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes.

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Traditional Winter Park LAKEFRONT estate on the shores of Lake Virginia with stunning unobstructed views that overlook the Genius Drive nature preserve. This beautiful four bedroom, four bath, three level home is a rare find on the Winter Park Chain of Lakes. The main level, with hardwood floors throughout, offers speculator views of the lake from the moment you walk in the front door. Spacious separate dining and living rooms, family room, with french doors that open to the oversized balcony where you will have gorgeous panoramic views of Rollins College and the Winter Park skyline, two fireplaces, one wood-burning and one gas, a large office overlooking the lake, a guest bath, and a large kitchen with tray ceilings, a butcher block island, two pantries and a large dining area with french doors that open to the balcony. There is a green house with a watering system that is accessible from the kitchen and the balcony. The master suite on the second level offers spectacular views of the lake and two large custom walk-in closets. Three additional bedrooms and a guest bathroom complete the second level. There is a full stand up attic with a stairway in one of the bedrooms. The lower level offers a 33 x 18 game room with a wet bar and opens to the 20 x 40 newly refinished pool, a separate pool bath, laundry room, workshop and entry into the three car garage. The beautiful lushly landscaped backyard leads the way to a private boathouse and custom dock with over 100’ of lake frontage. This is an incredible opportunity to live in the existing home, remodel or build your own on the Winter Park Chain of Lakes.

681 Virginia Drive, Winter Park

$1,890,000

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$5,770,000

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

4 Beds ⋅ 5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

HISTORIC LAKEFRONT ESTATE ON THE CHAIN OF LAKES – WALK TO PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

$1,200,000

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

4 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

$4,100,000

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

$10,900,000

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

5 Beds ⋅ 8 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

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

181 Virginia Drive, Winter Park

$4,000,000

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

5 Beds ⋅ 6 Baths ⋅ Twelve Oaks SubDv. ⋅ 32789 Zip Code

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

1228 N Park Avenue, Winter Park

$1,050,000

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

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

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

1203 Germaine Drive, Winter Park

$4,923,750

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

5 Beds ⋅ 6 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

Luxurious lakefront living with unparalleled view of Lake Maitland, part of the famed Winter Park chain of lakes with 180 feet of water frontage. Enjoy tranquil views from the lake from almost every room. This custom home is located in the Via's of Winter Park and is close distance to downtown Park Ave and the Winter Park Racquet Club. This home was built by Gallimore and features five bedroom, five & one half bath. As you enter the foyer, you are immediately greeted by high ceilings, open floor plan and panoramic views of the lake. The family room is a fantastic place for entertaining, featuring a gas fireplace, wet bar with refrigerator and opens to the screened pool and gorgeous lakefront. The gourmet kitchen is a chef’s dream featuring a large center island, custom cabinetry, quartz surfaces, top of the line Thermador appliances, and walk-in pantry. The spacious master bedroom is a retreat of its own with amazing views of the lake and a sitting area. The master bathroom has custom cabinets with dual sinks, makeup vanity, modern stand alone tub, walk-in shower and a large walk around closet. There is a guest suite on the first floor with en suite bathroom and walk in closet. Two additional bedrooms upstairs with en suite bathrooms and a huge bonus room or fifth bedroom. This home also features a 3 car garage, a home office, laundry room and walk-in storage room with a large wine refrigerator. Step outside to the backyard paradise, where the pool, heated spa and sun shelf beckons you to relax and unwind. The large covered boat dock is a perfect place to watch the colorful sunset at night and has a separate enclosed storage room. Bring your boat and all your toys and enjoy lakefront living at its best! Roof and boathouse roof updated 2022.

1761 Pinetree Road, Winter Park

$1,475,000

Presenting an exquisite property at 1251 Palmer Avenue, Winter Park, FL 32789. Built in the year 1948 and completely re-built/remodeled in mid-1990’s. Close to the vibrant Park Ave shopping and dining district, the location offers convenience and lifestyle. The four spacious bedrooms and three full bathrooms, along with a fireplace, are ideal for family gatherings, and the screened, heated pool offers year-round enjoyment. The property also boasts a 3-car garage with an easy access circle driveway and ample parking for residents and guests alike. From its well-planned layout to its prime location, this property offers a perfect blend of comfort and convenience. Experience the best of Winter Park living with this exceptional property. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

4 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Presenting an exquisite property at 1251 Palmer Avenue, Winter Park, FL 32789. Built in the year 1948 and completely re-built/remodeled in mid-1990’s. Close to the vibrant Park Ave shopping and dining district, the location offers convenience and lifestyle. The four spacious bedrooms and three full bathrooms, along with a fireplace, are ideal for family gatherings, and the screened, heated pool offers year-round enjoyment. The property also boasts a 3-car garage with an easy access circle driveway and ample parking for residents and guests alike. From its well-planned layout to its prime location, this property offers a perfect blend of comfort and convenience. Experience the best of Winter Park living with this exceptional property. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1251 Palmer Avenue, Winter Park

$3,270,500

Sold Data Entry Purpose Only!

5 Beds ⋅ 7 Baths ⋅ Parklando 03 SubDv. ⋅ 32789 Zip Code

Sold Data Entry Purpose Only!

2413 Winter Park Road, Winter Park

$2,485,000

This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

5 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

1655 Barcelona Way, Winter Park

$4,500,000

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

6 Beds ⋅ 7 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

1444 Grove Terrace, Winter Park

$3,200,000

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$1,066,405

Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

4 Beds ⋅ 3 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park

$500,000

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$3,350,000

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,965,000

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$2,150,000

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5 Beds ⋅ 6 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

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1875 Grinnell Terrace, Winter Park

$3,450,000

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3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

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300 S Interlachen Avenue Unit 503, Winter Park

$2,699,999

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

5 Beds ⋅ 6 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

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

1737 Lookout Landing Circle, Winter Park

$3,450,000

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

5 Beds ⋅ 7 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000

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

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

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

1755 Grinnell Terrace, Winter Park