Homesinorlando.forsale Search Results

$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

$2,600,000

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

5 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York Avenue, Winter Park

$1,615,000

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

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

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

1864 Grinnell Terrace, 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

$1,629,000

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

5 Beds ⋅ 5 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

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

1801 Legion 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

$1,700,000

Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

5 Beds ⋅ 4 Baths ⋅ Temple Heights SubDv. ⋅ 32789 Zip Code

Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

1333 Mayfield Avenue, Winter Park

$1,030,500

Sold Data Entry only

5 Beds ⋅ 4 Baths ⋅ Quail Hollow SubDv. ⋅ 32789 Zip Code

Sold Data Entry only

419 Mallard Circle, Winter Park

$2,750,000

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,200 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. Drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

5 Beds ⋅ 6 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,200 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. Drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

1563 Lakehurst Avenue, Winter Park

$2,345,000

This gorgeous home has been meticulously maintained. From the moment you walk in the home, you will notice the natural light and luxurious space that this home provides. As you enter, you find the office space off to the left. As you walk forward, you will see the bar area, perfect for entertaining. The bar area overlooks the spacious family room and dining room. From these areas, you can see the beautiful outdoor space and pool. The kitchen area is complete with beautiful quartzite countertops, a gas grill, double ovens and a huge walk in pantry. The primary suite is located off of the living room area. It overlooks the pool and outdoor area. The beautiful en suite bathroom features dual vanities, a walk in shower and free standing soaking tub. Off of the kitchen is the full pool bath with a walk in shower. The backyard is truly an oasis with a covered area for relaxing, a summer kitchen and a pool perfect for enjoying the hot Florida days. Upstairs, you will find three more bedrooms. There is also a large bonus room area perfect for entertaining or just relaxing. This home is zoned for great schools and is located close to Park Avenue and all that Winter Park has to offer.

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

This gorgeous home has been meticulously maintained. From the moment you walk in the home, you will notice the natural light and luxurious space that this home provides. As you enter, you find the office space off to the left. As you walk forward, you will see the bar area, perfect for entertaining. The bar area overlooks the spacious family room and dining room. From these areas, you can see the beautiful outdoor space and pool. The kitchen area is complete with beautiful quartzite countertops, a gas grill, double ovens and a huge walk in pantry. The primary suite is located off of the living room area. It overlooks the pool and outdoor area. The beautiful en suite bathroom features dual vanities, a walk in shower and free standing soaking tub. Off of the kitchen is the full pool bath with a walk in shower. The backyard is truly an oasis with a covered area for relaxing, a summer kitchen and a pool perfect for enjoying the hot Florida days. Upstairs, you will find three more bedrooms. There is also a large bonus room area perfect for entertaining or just relaxing. This home is zoned for great schools and is located close to Park Avenue and all that Winter Park has to offer.

1651 Oneco Avenue, 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

$1,199,000

Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.

5 Beds ⋅ 4 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.

1880 Windsor Drive, Winter Park

$1,355,000

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! Walk or bike to all the wonderful things that are right at your doorstep. This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

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

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! Walk or bike to all the wonderful things that are right at your doorstep. This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

3629 Midiron Drive, 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

$2,312,000

Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

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

Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, 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

$3,000,000

Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

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

Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$1,915,000

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

5 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

1362 Richmond Road, Winter Park

$1,535,000

Welcome to your beautiful mid-century modern home located in the Tuscany Place neighborhood of the Winter Park This two-story home sits on a large lot with plenty of potential for your personal touch. The property features a charming brick circular driveway and is tucked away in a quiet cul de sac. Inside, you'll find a contemporary California inspired style mixed with classic elements, providing the perfect blank canvas for your design ideas. The spacious interiors offer endless possibilities for creating your dream home. Upon entering the home, you'll be greeted by a bright and open foyer with cathedral ceilings and large windows that fill the space with natural light. The living room features a cozy fireplace, while the connected dining room is perfect for hosting dinner parties. The open-concept kitchen/family room allows you to seamlessly blend indoor and outdoor living with its Anderson French doors. Step outside to the screened-in lanai and enjoy the lush backyard, complete with a pool and ample space for outdoor activities. The master bedroom suite is truly a retreat, with cathedral ceilings, an "enclosed garden shower," dual vanities, a walk-in closet, and a private garden patio where you can enjoy your morning coffee. Upstairs, you'll find two additional bedrooms, a bathroom, and a versatile multi-function room that can be used as a fourth bedroom, playroom, or home office. The pool is surrounded by mature landscaping and a spacious brick patio area. This well-maintained home has recently been upgraded with a new roof in 2022, New pluming 2023 and a new wooden fence. Conveniently located near Park Avenue, top-rated schools, the Winter Park Racquet Club, Interlachen Country Club, parks, restaurants, and more. The main house boasts four bedrooms, two and a half baths, and a separate guesthouse with its own amenities, making it ideal for a growing family or hosting guests. As a member of the Maitland Shores Protection Association, you'll have access to Lake Maitland and a private lakefront community lot, perfect for picnics and enjoying the Winter Park Chain of Lakes. Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED.

5 Beds ⋅ 4 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Welcome to your beautiful mid-century modern home located in the Tuscany Place neighborhood of the Winter Park This two-story home sits on a large lot with plenty of potential for your personal touch. The property features a charming brick circular driveway and is tucked away in a quiet cul de sac. Inside, you'll find a contemporary California inspired style mixed with classic elements, providing the perfect blank canvas for your design ideas. The spacious interiors offer endless possibilities for creating your dream home. Upon entering the home, you'll be greeted by a bright and open foyer with cathedral ceilings and large windows that fill the space with natural light. The living room features a cozy fireplace, while the connected dining room is perfect for hosting dinner parties. The open-concept kitchen/family room allows you to seamlessly blend indoor and outdoor living with its Anderson French doors. Step outside to the screened-in lanai and enjoy the lush backyard, complete with a pool and ample space for outdoor activities. The master bedroom suite is truly a retreat, with cathedral ceilings, an "enclosed garden shower," dual vanities, a walk-in closet, and a private garden patio where you can enjoy your morning coffee. Upstairs, you'll find two additional bedrooms, a bathroom, and a versatile multi-function room that can be used as a fourth bedroom, playroom, or home office. The pool is surrounded by mature landscaping and a spacious brick patio area. This well-maintained home has recently been upgraded with a new roof in 2022, New pluming 2023 and a new wooden fence. Conveniently located near Park Avenue, top-rated schools, the Winter Park Racquet Club, Interlachen Country Club, parks, restaurants, and more. The main house boasts four bedrooms, two and a half baths, and a separate guesthouse with its own amenities, making it ideal for a growing family or hosting guests. As a member of the Maitland Shores Protection Association, you'll have access to Lake Maitland and a private lakefront community lot, perfect for picnics and enjoying the Winter Park Chain of Lakes. Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED.

1016 Tuscany Place, Winter Park

$1,900,000

WOW!!! Repainted! Refinished Wood Floors, Refreshed Throughout!!! Wait until you see this transformation: Entire interior, freshly painted, hardwood floors refinished, new roof, new pool heater, new downstairs washer/dryer, professionally cleaned and staged! Master shower and marble floors replaced 2024... the list goes on and on. Like NEW - Move in ready! Stunning traditional home on a tree lined street in Olde Winter Park. Gorgeous custom trim, woodworking and architectural details such as coffered ceilings, French doors, plantation shutters throughout, beautiful Schonbeck crystal chandeliers. Open concept with soaring ceilings, gourmet chef's kitchen, wine room, salt water pool and spa. Fabulous large and spacious primary suite, with walk-in closet, including a washer/dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping. Outdoor covered areas including a summer kitchen and a brick fireplace.

5 Beds ⋅ 5 Baths ⋅ Sylvan Park Rep SubDv. ⋅ 32789 Zip Code

WOW!!! Repainted! Refinished Wood Floors, Refreshed Throughout!!! Wait until you see this transformation: Entire interior, freshly painted, hardwood floors refinished, new roof, new pool heater, new downstairs washer/dryer, professionally cleaned and staged! Master shower and marble floors replaced 2024... the list goes on and on. Like NEW - Move in ready! Stunning traditional home on a tree lined street in Olde Winter Park. Gorgeous custom trim, woodworking and architectural details such as coffered ceilings, French doors, plantation shutters throughout, beautiful Schonbeck crystal chandeliers. Open concept with soaring ceilings, gourmet chef's kitchen, wine room, salt water pool and spa. Fabulous large and spacious primary suite, with walk-in closet, including a washer/dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping. Outdoor covered areas including a summer kitchen and a brick fireplace.

451 Shepherd Ave., 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

$2,150,000

In the highly sought-after Virginia Heights Historic District with Lake Virginia access, an updated residence combines modern luxuries and timeless charm sitting on nearly a third of an acre and surrounded by a live oak tree canopy. This home offers a blend of original architectural elements and contemporary features. The new solid wood custom door opens to a warm living room space with a fireplace. A newly updated dining room features Schumacher wall covering, custom window treatments and a stylish chandelier that compliments the new designer lighting selected throughout the home. The owners have added a professionally designed butler’s pantry offering the ideal space for staging parties or more intimate gatherings and tastings. Whimsical Thibaut wall covering mixes with sleek dark countertops and space for cases of your favorite varietals. The updated kitchen includes solid surface countertops, a gas range, abundant storage and casual countertop dining space. Off the kitchen is the recently added utility mudroom with plenty of space for a home office and additional storage for a busy household. The open plan includes the kitchen, casual dining and the family room in a shared space. The owners have also added built-in benches, an additional fireplace and warm lighting to make the family room a cozy space for gatherings. Flexible space for an office or playroom as well as a full bath completes the first floor. The second floor includes a newly renovated primary suite with an expansive closet and a new primary bath. All of the baths throughout the home have been updated to match the renovations of this home. Three additional bedrooms and two additional baths finish this second story. The spacious screened lanai off the family room opens up to a saltwater pool and heated spa added in 2021. The poolside ambiance is further enhanced by the detached 400-square-foot guest house, which stands as an independent structure outside the main square footage, ideal for a guest house or owner’s workshop or studio. The owners have construction plans available that show the potential to turn this space into a gym, entertaining area and guest space. Throughout the meticulous renovations, great care has been taken to preserve the age and historic significance of the home, ensuring it seamlessly integrates into its distinguished surroundings. This Winter Park gem invites discerning homeowners to experience the union of heritage and contemporary living. Don't miss the opportunity to own a piece of history with this extraordinary residence in Winter Park.

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

In the highly sought-after Virginia Heights Historic District with Lake Virginia access, an updated residence combines modern luxuries and timeless charm sitting on nearly a third of an acre and surrounded by a live oak tree canopy. This home offers a blend of original architectural elements and contemporary features. The new solid wood custom door opens to a warm living room space with a fireplace. A newly updated dining room features Schumacher wall covering, custom window treatments and a stylish chandelier that compliments the new designer lighting selected throughout the home. The owners have added a professionally designed butler’s pantry offering the ideal space for staging parties or more intimate gatherings and tastings. Whimsical Thibaut wall covering mixes with sleek dark countertops and space for cases of your favorite varietals. The updated kitchen includes solid surface countertops, a gas range, abundant storage and casual countertop dining space. Off the kitchen is the recently added utility mudroom with plenty of space for a home office and additional storage for a busy household. The open plan includes the kitchen, casual dining and the family room in a shared space. The owners have also added built-in benches, an additional fireplace and warm lighting to make the family room a cozy space for gatherings. Flexible space for an office or playroom as well as a full bath completes the first floor. The second floor includes a newly renovated primary suite with an expansive closet and a new primary bath. All of the baths throughout the home have been updated to match the renovations of this home. Three additional bedrooms and two additional baths finish this second story. The spacious screened lanai off the family room opens up to a saltwater pool and heated spa added in 2021. The poolside ambiance is further enhanced by the detached 400-square-foot guest house, which stands as an independent structure outside the main square footage, ideal for a guest house or owner’s workshop or studio. The owners have construction plans available that show the potential to turn this space into a gym, entertaining area and guest space. Throughout the meticulous renovations, great care has been taken to preserve the age and historic significance of the home, ensuring it seamlessly integrates into its distinguished surroundings. This Winter Park gem invites discerning homeowners to experience the union of heritage and contemporary living. Don't miss the opportunity to own a piece of history with this extraordinary residence in Winter Park.

1470 Glencoe Road, 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

$1,050,000

Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

5 Beds ⋅ 5 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

2501 Modac Trail, 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

$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

$2,400,000

Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bedrooms, 5.5 lovely bathrooms, charming casita, and gas-heated saltwater pool. Wrapped in hand-troweled smooth finish stucco, with a copper metal roof feature and exceptional landscaping, the exterior hints at the details within. The brick driveway, handcrafted in herringbone pattern, leads to two separate garages with copper Primo gas lantern accents. Follow the brick path, framed by two more lanterns, and enter the first courtyard with artificial turf. Step through the 10-foot front doors and experience approachable luxury around every turn. The first floor includes a bold powder room, classic study/office, and luxurious primary suite with pool view, oversized walk-in closet, and spa-like Kallista tub and rainfall shower. Gathering spaces abound, including the great room with pre-cast stone fireplace surround opening to the main kitchen, formal dining, and outdoor dining and patio areas. Ideal for entertaining, the main kitchen features Quartzite waterfall countertops and backsplash, GE Monogram appliances and built-in refrigerator, and Kohler fixtures. A separate glass-front cabinet features two wine refrigerators and display storage beyond the large hidden walk-in pantry. A scullery kitchen houses an additional refrigerator and dishwasher conveniently located behind-the-scenes for preparation and clean up while hosting. Casual island bar seating is complemented by the adjacent formal dining room, which boasts custom paneling and Quartzite buffet with rift-cut white oak trim details. Indoor entertaining areas flow seamlessly to the beautiful outdoor spaces through grand sliding glass doors. Sandblasted marble decking grounds the outdoor kitchen with motorized retractable screens, and a relaxing gas-heated saltwater pool invites guests to indulge year-round. A second courtyard with artificial turf connects the main home to the adorable casita, featuring a full bathroom and separate cooling unit. The staircase, with curved brass railing and intuitive lighting, leads to an open landing space and four additional bedrooms, each with plenty of storage space and custom-designed bathrooms. This home has been meticulously crafted and careful selections made to ensure comfort, style, and luxury. Additional design details that elevate this home beyond expectations are Level 5 drywall, rift-cut white oak trim details, Oak engineered wood flooring, LED recessed lighting, and pre-wiring for wireless access. Seeing is believing, and 1851 Windsor Drive has it ALL in the ideal location! Just completed in 2024, this home is ready for the most discerning buyer.

5 Beds ⋅ 6 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bedrooms, 5.5 lovely bathrooms, charming casita, and gas-heated saltwater pool. Wrapped in hand-troweled smooth finish stucco, with a copper metal roof feature and exceptional landscaping, the exterior hints at the details within. The brick driveway, handcrafted in herringbone pattern, leads to two separate garages with copper Primo gas lantern accents. Follow the brick path, framed by two more lanterns, and enter the first courtyard with artificial turf. Step through the 10-foot front doors and experience approachable luxury around every turn. The first floor includes a bold powder room, classic study/office, and luxurious primary suite with pool view, oversized walk-in closet, and spa-like Kallista tub and rainfall shower. Gathering spaces abound, including the great room with pre-cast stone fireplace surround opening to the main kitchen, formal dining, and outdoor dining and patio areas. Ideal for entertaining, the main kitchen features Quartzite waterfall countertops and backsplash, GE Monogram appliances and built-in refrigerator, and Kohler fixtures. A separate glass-front cabinet features two wine refrigerators and display storage beyond the large hidden walk-in pantry. A scullery kitchen houses an additional refrigerator and dishwasher conveniently located behind-the-scenes for preparation and clean up while hosting. Casual island bar seating is complemented by the adjacent formal dining room, which boasts custom paneling and Quartzite buffet with rift-cut white oak trim details. Indoor entertaining areas flow seamlessly to the beautiful outdoor spaces through grand sliding glass doors. Sandblasted marble decking grounds the outdoor kitchen with motorized retractable screens, and a relaxing gas-heated saltwater pool invites guests to indulge year-round. A second courtyard with artificial turf connects the main home to the adorable casita, featuring a full bathroom and separate cooling unit. The staircase, with curved brass railing and intuitive lighting, leads to an open landing space and four additional bedrooms, each with plenty of storage space and custom-designed bathrooms. This home has been meticulously crafted and careful selections made to ensure comfort, style, and luxury. Additional design details that elevate this home beyond expectations are Level 5 drywall, rift-cut white oak trim details, Oak engineered wood flooring, LED recessed lighting, and pre-wiring for wireless access. Seeing is believing, and 1851 Windsor Drive has it ALL in the ideal location! Just completed in 2024, this home is ready for the most discerning buyer.

1851 Windsor Drive, 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

$1,875,000

Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

1331 Wooddale Avenue, Winter Park