Homesinorlando.forsale Search Results

$2,150,000

Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1651 Oakhurst Avenue, a stunningly renovated Key West style home on a charming bricked street. This meticulously maintained property offers a spacious and open floor plan, perfect for modern living. With 4 bedrooms and 3.5 bathrooms, this home provides ample space for comfortable family living. The downstairs primary bedroom offers convenience and privacy. The updated baths add a touch of luxury to this already impressive home. Situated on an oversized lot measuring 100 x 157, this property boasts a huge pool, ideal for outdoor entertaining and relaxation. The expansive backyard provides plenty of space for outdoor activities and gatherings. The new kitchen is a chef's dream, featuring top-of-the-line appliances and stylish finishes. The open layout seamlessly connects the kitchen to the living and dining areas, creating a perfect space for entertaining guests. Spanning approximately 3,059 square feet, this home offers generous living spaces and abundant natural light throughout. The tasteful renovations and meticulous attention to detail make this property truly stand out. Located in Winter Park, this home is surrounded by a vibrant community and offers easy access to a variety of amenities, including shopping, dining, and entertainment options. The area is known for its excellent schools and proximity to beautiful parks and lakes. Don't miss the opportunity to own this exceptional property. Contact us today to schedule a private viewing and make this your dream home.

1651 Oakhurst Avenue, 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

$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

$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

$700,000

Step into luxury with this newly renovated 3 bed, 2.5 bath townhome in the heart of Winter Park. As you enter, you're greeted by a spacious living room boasting high ceilings and flooded with natural light, enhanced by the luxury vinyl flooring and a cozy wood burning fireplace. The kitchen is a chef's dream, featuring new slate GE appliances, Quartzite countertops with a waterfall edge, soft-closing cabinets, and a convenient seating area. Adjacent to the kitchen is a charming dining room. Completing the downstairs is a half bath and a 2 car garage. Upstairs, retreat to the roomy primary suite with vaulted ceilings, crown molding, and ample natural light pouring through the large windows. The oversized primary bathroom offers two vanities and a large walk-in shower. Two additional bedrooms are also located upstairs and share a jack and jill bathroom. The entire home is outfitted with cellular shades. Outside, each side of the home boasts a private patio, with one featuring a water fountain for tranquil moments and AstroTurf for low maintenance. The community comprises just 4 units, offering access to a shared community pool. Location is key, and you'll love being just a short stroll from Rollins College, Park Avenue, and Hannibal Square.

3 Beds ⋅ 3 Baths ⋅ Pennsylvania Station 01 Condo SubDv. ⋅ 32789 Zip Code

Step into luxury with this newly renovated 3 bed, 2.5 bath townhome in the heart of Winter Park. As you enter, you're greeted by a spacious living room boasting high ceilings and flooded with natural light, enhanced by the luxury vinyl flooring and a cozy wood burning fireplace. The kitchen is a chef's dream, featuring new slate GE appliances, Quartzite countertops with a waterfall edge, soft-closing cabinets, and a convenient seating area. Adjacent to the kitchen is a charming dining room. Completing the downstairs is a half bath and a 2 car garage. Upstairs, retreat to the roomy primary suite with vaulted ceilings, crown molding, and ample natural light pouring through the large windows. The oversized primary bathroom offers two vanities and a large walk-in shower. Two additional bedrooms are also located upstairs and share a jack and jill bathroom. The entire home is outfitted with cellular shades. Outside, each side of the home boasts a private patio, with one featuring a water fountain for tranquil moments and AstroTurf for low maintenance. The community comprises just 4 units, offering access to a shared community pool. Location is key, and you'll love being just a short stroll from Rollins College, Park Avenue, and Hannibal Square.

782 S Pennsylvania Avenue Unit 1, Winter Park

$1,475,000

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

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

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

1251 Palmer Avenue, Winter Park

$1,800,000

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an "A location" lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a "move-in condition" option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

4 Beds ⋅ 4 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Located within the heart of the Vias, this premier property boasts an expansive, almost half-acre lot spanning 19,800 square feet, with dimensions of 120 by 165 feet, all set along a picturesque brick street. Representing a rare find in an "A location" lot, its over 100-foot width opens up a realm of design possibilities, making it an ideal canvas for your dream home. At the heart of this property stands a spacious four-bedroom home, offering over 4,700 square feet of living space. This dwelling is currently vacant and impeccably maintained, presenting a "move-in condition" option for those seeking immediate occupancy or rental income while planning their custom residence. Alternatively, delve into the meticulously crafted proposed remodel plans, designed by Ashley Martin Home and brought to life by M Lahr Homes. These plans, with an investment of approximately $50,000 by the seller, outline a renovation encompassing around 5,400 square feet, promising a blend of modern luxury and timeless charm. While the value lies predominantly in the land and its generous proportions, the existing home exudes a blend of elegance and functionality. Primarily one-level living, it features an owner's suite along with two additional spacious bedrooms, each with en suite facilities, offering the utmost comfort and privacy. A private office, discreetly positioned behind the garage with a separate entrance, adds versatility to the space, catering to various needs from work to creative pursuits. The interior unfolds with an array of captivating features, including soaring ceilings, plantation shutters, crown molding, and solid oak floors throughout. The primary retreat boasts a luxurious en suite and a large walk-in closet, ensuring indulgent relaxation. A gourmet kitchen, adorned with expansive cabinetry and stainless steel appliances, adjoins a charming eat-in area, offering the perfect setting for culinary endeavors. Entertainment options abound with a formal dining room, a living room adorned with a wood-burning fireplace, and a den complete with a wet bar, ideal for hosting guests or unwinding in style. The enclosed Florida room adds a touch of serenity, overlooking the lush backyard oasis. Upstairs, a second potential owner's suite awaits, boasting its own entrance, vaulted ceilings, and a spacious closet. French doors lead to a private covered balcony, offering scenic views of the meticulously landscaped grounds below. Outside, the allure continues with a park-like setting, characterized by mature landscaping, majestic trees, and an expansive brick patio, covered porch, and pergola. This outdoor haven provides the perfect backdrop for al fresco dining, relaxation, and gatherings with loved ones. Situated in the highly sought-after Vias neighborhood of Old Winter Park, this property offers unparalleled convenience and ambiance, with proximity to WPRC, ICC, and downtown Park Avenue. Embrace the opportunity to create your own haven of luxury and sophistication in this coveted locale. Experience the essence of timeless elegance and modern comfort at this remarkable address.

1251 Woodmere Drive, Winter Park

$1,350,000

JUST LISTED!!!! FANTASTIC WINTER PARK POOL HOME IN WINDSONG! Located in the heart of Winter Park, this upscale neighborhood is one of the most sought-after communities in the Metro Orlando/Winter Park area! Home boasts a grand, sophisticated, elegant, yet fun feel that lives large. Custom level finishes and timeless design features all come together in an incredibly well thought out floor plan. Home has an estate like feel and boasts an open kitchen/family room combo that opens to the exterior patio and pool area perfectly making this entire outdoor space a fantastic natural extension of the interior living space. Perfect for family get-togethers and entertaining! Grounds are beautifully landscaped! One of the unique features of this home is the builder/designer's interior/exterior space integration utilizing multiple French doors, two primary suite balconies and an additional second level balcony on the front to expand the beautiful interior spaces into the light and airy feel of their surroundings! 4 Bedrooms plus office/study including a fabulous large private primary suite with great closet on the second floor with an additional 3 bedrooms and laundry room completing the second level composition. Kitchen is well appointed with double Kitchen Aid Refrigerator, Gas Range and additional GE Monogram appliances! Fantastic double sided gas fireplace in family room and a great open main floor plan! NOTE, recent updates and add-ons include New Generac Whole Home Generator, powers entire house, (2020), 2 New HVAC Systems (2020) and (2019), New Tankless Gas Hot Water Heater (2020) and New Pool Pump! This is an unbeatable opportunity at this price point in Windsong! Amazing location across from Blue Jacket Park - Baldwin Park. Minutes to downtown Winter Park - Park Ave, and Orlando's trending hot spots on Corrine Drive, DT Orlando and more. Short drive to Advent Health and Orlando Regional Medical Center. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Windsong offers great amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splash pad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Central Florida living at its best in one of Winter Park's most sought-after communities.

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

JUST LISTED!!!! FANTASTIC WINTER PARK POOL HOME IN WINDSONG! Located in the heart of Winter Park, this upscale neighborhood is one of the most sought-after communities in the Metro Orlando/Winter Park area! Home boasts a grand, sophisticated, elegant, yet fun feel that lives large. Custom level finishes and timeless design features all come together in an incredibly well thought out floor plan. Home has an estate like feel and boasts an open kitchen/family room combo that opens to the exterior patio and pool area perfectly making this entire outdoor space a fantastic natural extension of the interior living space. Perfect for family get-togethers and entertaining! Grounds are beautifully landscaped! One of the unique features of this home is the builder/designer's interior/exterior space integration utilizing multiple French doors, two primary suite balconies and an additional second level balcony on the front to expand the beautiful interior spaces into the light and airy feel of their surroundings! 4 Bedrooms plus office/study including a fabulous large private primary suite with great closet on the second floor with an additional 3 bedrooms and laundry room completing the second level composition. Kitchen is well appointed with double Kitchen Aid Refrigerator, Gas Range and additional GE Monogram appliances! Fantastic double sided gas fireplace in family room and a great open main floor plan! NOTE, recent updates and add-ons include New Generac Whole Home Generator, powers entire house, (2020), 2 New HVAC Systems (2020) and (2019), New Tankless Gas Hot Water Heater (2020) and New Pool Pump! This is an unbeatable opportunity at this price point in Windsong! Amazing location across from Blue Jacket Park - Baldwin Park. Minutes to downtown Winter Park - Park Ave, and Orlando's trending hot spots on Corrine Drive, DT Orlando and more. Short drive to Advent Health and Orlando Regional Medical Center. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Windsong offers great amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splash pad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Central Florida living at its best in one of Winter Park's most sought-after communities.

1425 Chapman Circle, Winter Park

$927,000

Prime Winter Park location (between Meade Gardens & Lake Virginia) * Welcome to Villas of Casa Jardin with the feel of an Old World Spanish Village * Since 2021, EXTENSIVE Community Renovations, with over $600,000 in updates, including NEW roofs with resurfaced/resealed rooftop terrace decks, NEW sliding glass doors, NEW French Doors, and all NEW windows with screens, NEW paint, NEW exterior light fixtures, and NEW landscaping - Built like a Fortress! * An architectural gem with exterior features including Spanish stucco finishes, turrets, balconies & arched doorways * This premier unit’s elegant interior features include a hardwood & wrought-iron spiral staircase rising to the top of the turret - providing access to the treetop terrace, hidden bonus room & storage space * The in-house elevator makes living in a 3-level home almost like one story! The original owner of this exclusive residence has meticulously maintained it and enjoyed the lock-and-leave lifestyle for over 17 years! From the front porch, enter through a handsome arched & hand stained door, into a foyer with synthetic stone running throughout the main level * Expansive living room with 17’ ceilings enjoys abundant natural light as a result of a dramatic floor-to-ceiling wall of glass overlooking the 2 story, screened atrium * Columned walkway leads to family room and eat-in kitchen with center island * Expansive white quartz countertops with counter-to-ceiling subway tile backsplash make this a light, bright and inviting informal living space overlooking the atrium with pavers and sliding glass door access * Kitchen also has a butler’s pantry with bar fridge, pantry cabinetry and overlooks an exclusive private patio/garden area plumbed for natural gas grilling * 2nd level of stairway opens to an expansive balcony with hardwood floors overlooking living room & atrium * Hardwood floors extend from balcony/hallway into owner’s bedroom suite with luxurious bath including expansive double vanity, oversize Kohler jetted tub, glass shower, dual walk-in closets and private balcony * Secondary bedrooms are separate from primary bedroom & share a hall bath * 3rd bedroom is set up as a studio, has a 16’ vaulted ceiling, is light & bright and has a sliding glass door leading to a private balcony * Laundry closet located on the 2nd floor * But wait, there’s more! A third-level, featuring a secluded tree-top terrace and hidden office, exercise or media room with an added window (approximately 200 additional square feet of air-conditioned, full height - space not included in the county records) * This romantic and private treetop hideaway provides secluded space for morning coffee, sunbathing and candlelight dinners (sunsets to the West - space launches to the East) * A 2 car garage with epoxy floors, utility sink and extensive Closets by Design work/storage space * 2024 interior renovations include fresh paint throughout, kitchen countertops, backsplash, solid oak stairs and flooring on the second level, including the primary bedroom and LED lighting & fixtures * Amenities within walking distance include Park Avenue, Rollins College and deeded access to Lake Virginia with private neighborhood park including a dock, spacious grassy area, benches overlooking the lake, and canoe, kayak & paddleboard storage - park overlooks beautiful Lake Virginia & Rollins College * Nearby are Winter Park Tennis Center, Azalea Park playground and brand new 7 Oaks Park * Old Republic Home Warranty

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

Prime Winter Park location (between Meade Gardens & Lake Virginia) * Welcome to Villas of Casa Jardin with the feel of an Old World Spanish Village * Since 2021, EXTENSIVE Community Renovations, with over $600,000 in updates, including NEW roofs with resurfaced/resealed rooftop terrace decks, NEW sliding glass doors, NEW French Doors, and all NEW windows with screens, NEW paint, NEW exterior light fixtures, and NEW landscaping - Built like a Fortress! * An architectural gem with exterior features including Spanish stucco finishes, turrets, balconies & arched doorways * This premier unit’s elegant interior features include a hardwood & wrought-iron spiral staircase rising to the top of the turret - providing access to the treetop terrace, hidden bonus room & storage space * The in-house elevator makes living in a 3-level home almost like one story! The original owner of this exclusive residence has meticulously maintained it and enjoyed the lock-and-leave lifestyle for over 17 years! From the front porch, enter through a handsome arched & hand stained door, into a foyer with synthetic stone running throughout the main level * Expansive living room with 17’ ceilings enjoys abundant natural light as a result of a dramatic floor-to-ceiling wall of glass overlooking the 2 story, screened atrium * Columned walkway leads to family room and eat-in kitchen with center island * Expansive white quartz countertops with counter-to-ceiling subway tile backsplash make this a light, bright and inviting informal living space overlooking the atrium with pavers and sliding glass door access * Kitchen also has a butler’s pantry with bar fridge, pantry cabinetry and overlooks an exclusive private patio/garden area plumbed for natural gas grilling * 2nd level of stairway opens to an expansive balcony with hardwood floors overlooking living room & atrium * Hardwood floors extend from balcony/hallway into owner’s bedroom suite with luxurious bath including expansive double vanity, oversize Kohler jetted tub, glass shower, dual walk-in closets and private balcony * Secondary bedrooms are separate from primary bedroom & share a hall bath * 3rd bedroom is set up as a studio, has a 16’ vaulted ceiling, is light & bright and has a sliding glass door leading to a private balcony * Laundry closet located on the 2nd floor * But wait, there’s more! A third-level, featuring a secluded tree-top terrace and hidden office, exercise or media room with an added window (approximately 200 additional square feet of air-conditioned, full height - space not included in the county records) * This romantic and private treetop hideaway provides secluded space for morning coffee, sunbathing and candlelight dinners (sunsets to the West - space launches to the East) * A 2 car garage with epoxy floors, utility sink and extensive Closets by Design work/storage space * 2024 interior renovations include fresh paint throughout, kitchen countertops, backsplash, solid oak stairs and flooring on the second level, including the primary bedroom and LED lighting & fixtures * Amenities within walking distance include Park Avenue, Rollins College and deeded access to Lake Virginia with private neighborhood park including a dock, spacious grassy area, benches overlooking the lake, and canoe, kayak & paddleboard storage - park overlooks beautiful Lake Virginia & Rollins College * Nearby are Winter Park Tennis Center, Azalea Park playground and brand new 7 Oaks Park * Old Republic Home Warranty

1264 S Pennsylvania Avenue Unit 10, Winter Park

$765,000

A wonderful opportunity to live in the “Heart” of Winter Park, conveniently located across from Baldwin Park and just a short commute to downtown Orlando. Popular Park Avenue and Corrine Drive with all of their restaurants and shops are just minutes away. Waterbridge is a beautiful neighborhood with several homes located on Lake Berry. This well-maintained home has had ALL of the major components recently replaced including, New Tile Roof & Soffits (2024), New HVAC & Insulation (2023 & 2018), Water Heater (2023), Completely Re-Piped (2024) and updated Electrical Panel (2023). Now, this lovely home is just waiting for you to add your own special touches. You will love how this home is nestled in a cul-de-sac next to a beautiful park, filled with lush landscaping and a gazebo. It is like having a spacious side yard without having to maintain it. The walkway to the front door is lovely with freshly planted flowers and a covered front porch. As you enter, you are greeted with a spacious foyer which flows to the bright living & dining rooms featuring high ceilings, sliding glass doors to the backyard and a wood burning fireplace. The kitchen has great space with an open bar area and breakfast nook. This could easily be opened to overlook the living and dining rooms. Enjoy a spacious downstairs Primary Suite with a lovely private courtyard. The primary bath features dual sinks, 2 walk- in closets and a bidet. Rounding out the downstairs is a powder room, laundry room and oversized 2 car garage. Upstairs has a cozy loft, 2 additional bedrooms and bath. Enjoy beautiful walks through the neighborhood and 2 private tennis courts which are owned by the association. Great Winter Park Schools! --

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

A wonderful opportunity to live in the “Heart” of Winter Park, conveniently located across from Baldwin Park and just a short commute to downtown Orlando. Popular Park Avenue and Corrine Drive with all of their restaurants and shops are just minutes away. Waterbridge is a beautiful neighborhood with several homes located on Lake Berry. This well-maintained home has had ALL of the major components recently replaced including, New Tile Roof & Soffits (2024), New HVAC & Insulation (2023 & 2018), Water Heater (2023), Completely Re-Piped (2024) and updated Electrical Panel (2023). Now, this lovely home is just waiting for you to add your own special touches. You will love how this home is nestled in a cul-de-sac next to a beautiful park, filled with lush landscaping and a gazebo. It is like having a spacious side yard without having to maintain it. The walkway to the front door is lovely with freshly planted flowers and a covered front porch. As you enter, you are greeted with a spacious foyer which flows to the bright living & dining rooms featuring high ceilings, sliding glass doors to the backyard and a wood burning fireplace. The kitchen has great space with an open bar area and breakfast nook. This could easily be opened to overlook the living and dining rooms. Enjoy a spacious downstairs Primary Suite with a lovely private courtyard. The primary bath features dual sinks, 2 walk- in closets and a bidet. Rounding out the downstairs is a powder room, laundry room and oversized 2 car garage. Upstairs has a cozy loft, 2 additional bedrooms and bath. Enjoy beautiful walks through the neighborhood and 2 private tennis courts which are owned by the association. Great Winter Park Schools! --

1821 Jill Court, Winter Park

$1,060,000

4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

4 Beds ⋅ 4 Baths ⋅ Hamilton Place SubDv. ⋅ 32789 Zip Code

4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, Winter Park

$2,750,000

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

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

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1254 Via Estrella, Winter Park

$700,000

This home is a diamond in the rough that is waiting for the right buyer to love it's uniqueness***Location Location-Virginia Heights, walk to Rollins College and Park Ave!!This fabulous 2/2 has a HUGE bonus room that can be used for a baby/toddler room, office, gym or convert it into a huge dressing room. This home is in great condition and well maintained!! Lake Virginia is one block away with PRIVATE kayak storage just for Virginia Heights. Be prepared to be impressed with this charming 1925 Bungalow with lots of character. Tons of open space, natural light and a wood burning fireplace. The downstairs bedroom is a wonderful private suite of its own with access to the back patio. The upstairs LARGE master bedroom has plenty of closet and storage space and a sky light in the tub/shower area. The BONUS ROOM is off of this room which would be perfect for an office or the "little ones" room. The upstairs loft area could be a library, work out room or office. Enjoy evenings in the back oasis with lighting, pavers and dining under the pergola. The kitchen has a motorized retractable Sunsetter Awning. 2022 roof with a 7 year transferrable warranty. Newer water heater. Termite Bond. Fruit trees with mango, avocado and citrus. Call today for your private showing! Buyer and buyers agent to confirm square footage and all other MLS data.

2 Beds ⋅ 2 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

This home is a diamond in the rough that is waiting for the right buyer to love it's uniqueness***Location Location-Virginia Heights, walk to Rollins College and Park Ave!!This fabulous 2/2 has a HUGE bonus room that can be used for a baby/toddler room, office, gym or convert it into a huge dressing room. This home is in great condition and well maintained!! Lake Virginia is one block away with PRIVATE kayak storage just for Virginia Heights. Be prepared to be impressed with this charming 1925 Bungalow with lots of character. Tons of open space, natural light and a wood burning fireplace. The downstairs bedroom is a wonderful private suite of its own with access to the back patio. The upstairs LARGE master bedroom has plenty of closet and storage space and a sky light in the tub/shower area. The BONUS ROOM is off of this room which would be perfect for an office or the "little ones" room. The upstairs loft area could be a library, work out room or office. Enjoy evenings in the back oasis with lighting, pavers and dining under the pergola. The kitchen has a motorized retractable Sunsetter Awning. 2022 roof with a 7 year transferrable warranty. Newer water heater. Termite Bond. Fruit trees with mango, avocado and citrus. Call today for your private showing! Buyer and buyers agent to confirm square footage and all other MLS data.

1131 Oxford Road, Winter Park

$525,900

INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

4 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

2228 Howard Drive, Winter Park

$1,965,000

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

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

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

1729 Elizabeths Walk, Winter Park

$510,500

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

$850,000

Elegant Waterbridge courtyard style residence on quiet cul-de-sac street artfully renovated in 2022 with light-open transitional interiors… This home has a modern bright, flexible floor plan with natural light flooding in from all directions with vaulted ceiling details with all popcorn removed throughout, neutral colors, LED lighting, new wide plank light wood flooring throughout home with porcelain tiles in remodeled baths… On the main level, this residence offers a spacious owner’s suite with spa like bath, large walk-in closet with built-ins, and a separate shower & tub along with French doors opening to a second patio area with turf grass. along with great entertaining spaces with updated and expanded island kitchen including new countertops, hardware, backsplash, under cabinet LED lighting, stainless steel appliances (Electrolux induction oven, Bosch ultra-quiet dishwasher, and Samsung refrigerator/freezer). All windows are double glazed and energy efficient by HURD finished with Hunter Douglas Silhouette window shadings. Upstairs includes the 3 additional bedrooms. The outdoor living offers maximum privacy with an enclosed back yard features a perfect sized pool recently resurfaced with Pebble Tech (2022) new tile, new spa jets, and pool pump. The grounds have been spruced with new plantings and a revised and updated irrigation system. The Waterbridge community, in Winter Park, features tennis courts, mature landscaping, and is secluded with only 2 entrances. Conveniently located between downtown Winter Park / Park Avenue and all Baldwin Park amenities… as well as nearby Winter Park hospital and downtown Orlando… Great opportunity to purchase a move in condition, “lock & leave” residence in established, well designed Olde Winter Park neighborhood… The complete list of recent seller improvements on this property: • New roof - December 2023 • New hardwood flooring throughout • New countertops & backsplashes kitchen & baths • Other misc remodeling items in baths • Expanded kitchen island when remodeling • New hardware throughout • New lighting throughout • Closed off and framed out staircase • Removed all popcorn ceilings to smooth finish • Re-painted home inside & out • New washer/dryer • Replaced garage door openers w/ wifi enabled • Updated landscaping and irrigation system • Resurfaced pool w/ pebble tech, new tile, new spa jets, bringing up to current code items & new pool pump

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

Elegant Waterbridge courtyard style residence on quiet cul-de-sac street artfully renovated in 2022 with light-open transitional interiors… This home has a modern bright, flexible floor plan with natural light flooding in from all directions with vaulted ceiling details with all popcorn removed throughout, neutral colors, LED lighting, new wide plank light wood flooring throughout home with porcelain tiles in remodeled baths… On the main level, this residence offers a spacious owner’s suite with spa like bath, large walk-in closet with built-ins, and a separate shower & tub along with French doors opening to a second patio area with turf grass. along with great entertaining spaces with updated and expanded island kitchen including new countertops, hardware, backsplash, under cabinet LED lighting, stainless steel appliances (Electrolux induction oven, Bosch ultra-quiet dishwasher, and Samsung refrigerator/freezer). All windows are double glazed and energy efficient by HURD finished with Hunter Douglas Silhouette window shadings. Upstairs includes the 3 additional bedrooms. The outdoor living offers maximum privacy with an enclosed back yard features a perfect sized pool recently resurfaced with Pebble Tech (2022) new tile, new spa jets, and pool pump. The grounds have been spruced with new plantings and a revised and updated irrigation system. The Waterbridge community, in Winter Park, features tennis courts, mature landscaping, and is secluded with only 2 entrances. Conveniently located between downtown Winter Park / Park Avenue and all Baldwin Park amenities… as well as nearby Winter Park hospital and downtown Orlando… Great opportunity to purchase a move in condition, “lock & leave” residence in established, well designed Olde Winter Park neighborhood… The complete list of recent seller improvements on this property: • New roof - December 2023 • New hardwood flooring throughout • New countertops & backsplashes kitchen & baths • Other misc remodeling items in baths • Expanded kitchen island when remodeling • New hardware throughout • New lighting throughout • Closed off and framed out staircase • Removed all popcorn ceilings to smooth finish • Re-painted home inside & out • New washer/dryer • Replaced garage door openers w/ wifi enabled • Updated landscaping and irrigation system • Resurfaced pool w/ pebble tech, new tile, new spa jets, bringing up to current code items & new pool pump

1872 Jessica Court, Winter Park

$5,995,000

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

4 Beds ⋅ 5 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$1,430,000

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

3 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$925,000

This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$1,350,000

Welcome to the epitome of refined living in the charming enclave of Winter Park. Nestled in the elegant Douglas Grand community, this remarkable penthouse townhouse exemplifies the perfect blend of sophistication and comfort. Exquisite Design and Timeless Elegance As you step inside, you'll be greeted by an air of sophistication that radiates from every corner. The open-concept design, coupled with high ceilings and abundant natural light, creates an inviting and spacious atmosphere. The attention to detail is evident in every square foot, from the meticulously crafted moldings to the rich hardwood floors that grace the interior. Including your own personal elevator Gourmet Kitchen for Culinary Enthusiasts The gourmet kitchen is a chef's dream come true. Equipped with top-of-the-line stainless steel including sub zero appliances, granite countertops, and custom cabinetry, it's the ideal space for creating culinary masterpieces. The generous kitchen provides the perfect setting for casual dining or hosting friends and family. Spectacular Views and Outdoor Living Step out onto the expansive private terrace, where you'll be captivated by breathtaking views of Winter Park and its lush surroundings. This is the ideal spot to savor your morning coffee, host al fresco dinners, or simply relax in the sun-drenched serenity. Master Suite Oasis The spacious master suite is a sanctuary of peace and luxury. It boasts a spa-like en-suite bathroom, complete with a soaking tub, double vanities, and a walk-in shower. The custom walk-in closet offers ample storage space and keeps your attire impeccably organized. A Home for All Seasons Douglas Grand Amenities Residents of the Douglas Grand community enjoy an array of amenities, including a fitness center and secure underground parking, with two oversized parking spaces right outside your front door ensuring the utmost convenience and security. Ideal Location Situated in the heart of Winter Park, you're just moments away from Park Avenue's upscale boutiques, restaurants, and cultural attractions. The tranquil setting of this townhouse is truly a hidden gem within the vibrant city. Don't miss the opportunity to call this Douglas Grand Penthouse Townhouse your own. Schedule a private viewing today and experience the luxurious lifestyle that awaits you in Winter Park. This exquisite townhouse offers a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Act fast, as this remarkable property won't stay on the market for long.

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

Welcome to the epitome of refined living in the charming enclave of Winter Park. Nestled in the elegant Douglas Grand community, this remarkable penthouse townhouse exemplifies the perfect blend of sophistication and comfort. Exquisite Design and Timeless Elegance As you step inside, you'll be greeted by an air of sophistication that radiates from every corner. The open-concept design, coupled with high ceilings and abundant natural light, creates an inviting and spacious atmosphere. The attention to detail is evident in every square foot, from the meticulously crafted moldings to the rich hardwood floors that grace the interior. Including your own personal elevator Gourmet Kitchen for Culinary Enthusiasts The gourmet kitchen is a chef's dream come true. Equipped with top-of-the-line stainless steel including sub zero appliances, granite countertops, and custom cabinetry, it's the ideal space for creating culinary masterpieces. The generous kitchen provides the perfect setting for casual dining or hosting friends and family. Spectacular Views and Outdoor Living Step out onto the expansive private terrace, where you'll be captivated by breathtaking views of Winter Park and its lush surroundings. This is the ideal spot to savor your morning coffee, host al fresco dinners, or simply relax in the sun-drenched serenity. Master Suite Oasis The spacious master suite is a sanctuary of peace and luxury. It boasts a spa-like en-suite bathroom, complete with a soaking tub, double vanities, and a walk-in shower. The custom walk-in closet offers ample storage space and keeps your attire impeccably organized. A Home for All Seasons Douglas Grand Amenities Residents of the Douglas Grand community enjoy an array of amenities, including a fitness center and secure underground parking, with two oversized parking spaces right outside your front door ensuring the utmost convenience and security. Ideal Location Situated in the heart of Winter Park, you're just moments away from Park Avenue's upscale boutiques, restaurants, and cultural attractions. The tranquil setting of this townhouse is truly a hidden gem within the vibrant city. Don't miss the opportunity to call this Douglas Grand Penthouse Townhouse your own. Schedule a private viewing today and experience the luxurious lifestyle that awaits you in Winter Park. This exquisite townhouse offers a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Act fast, as this remarkable property won't stay on the market for long.

101 S New York Avenue Unit 301, Winter Park

$329,900

Every detail was upgraded! Move right in with complete peace of mind to your new Winter Park home. Beautifully renovated 2 bedroom, 1 bathroom, 2 car garage home located in the popular Glencoe community just minutes from everything the center of Winter Park has to offer. Kitchen highlights include custom cabinetry, stone counters, pendant lighting over the breakfast bar top, new appliances, and ample storage and counter space to cook your favorite meals for friends and family. Vaulted ceilings, porcelain tile flooring, modern light fixtures, ceiling fans throughout, and a beautifully updated bath with a new tub, flooring, and vanity complete this picture-perfect home. The detached, extended 2-car garage can house all your tool and workshop needs. This beautifully remodeled home also has a stellar location. You are just around the corner to Trader Joes, Winter Park Village and movie theatre, Publix, tons of restaurants, and only minutes to Park Ave, Mills50, and the shops at College Park. I-4 is also close by making it an easy 15-minute drive to the heart of Orlando. No HOA.

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Every detail was upgraded! Move right in with complete peace of mind to your new Winter Park home. Beautifully renovated 2 bedroom, 1 bathroom, 2 car garage home located in the popular Glencoe community just minutes from everything the center of Winter Park has to offer. Kitchen highlights include custom cabinetry, stone counters, pendant lighting over the breakfast bar top, new appliances, and ample storage and counter space to cook your favorite meals for friends and family. Vaulted ceilings, porcelain tile flooring, modern light fixtures, ceiling fans throughout, and a beautifully updated bath with a new tub, flooring, and vanity complete this picture-perfect home. The detached, extended 2-car garage can house all your tool and workshop needs. This beautifully remodeled home also has a stellar location. You are just around the corner to Trader Joes, Winter Park Village and movie theatre, Publix, tons of restaurants, and only minutes to Park Ave, Mills50, and the shops at College Park. I-4 is also close by making it an easy 15-minute drive to the heart of Orlando. No HOA.

2721 Salisbury Boulevard, Winter Park

$1,200,000

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park

$398,500

Charming 2-Bedroom, 1-Bathroom Bungalow, Just Steps Away from Dubsdread Golf Club! As you approach this charming bungalow, you're immediately struck by its curb appeal. The home's façade exudes a timeless Florida charm with its manicured exterior, Recent Roof and Newer AC, and lush tropical landscaping. The meticulously maintained front yard welcomes you with a profusion of native plants, creating an inviting atmosphere that sets the tone for the entire property. The front porch, adorned with classic chairs, is the perfect spot to relax and soak in the warm Florida sunshine. It's an ideal place to unwind after a round of golf at Dubsdread or simply enjoy a cup of morning coffee while taking in the serene surroundings. Upon entering this bungalow, you'll be greeted by a cozy and light-filled living space that seamlessly flows into the dining area and kitchen. The open floor plan enhances the feeling of spaciousness, making it perfect for both daily living and entertainment. The living room is adorned with ceramic tile floors throughout that exude warmth and character. Large windows invite ample natural light, creating a bright and welcoming ambiance. A decorative woodburning fireplace adds a touch of old-world charm to the room, making it an ideal space for cozy evenings with family and friends. The adjacent dining area features comfortable seating, creating a quaint and intimate space for meals. The kitchen is efficiently designed with ample cabinet space, stainless steel appliances, and gorgeous granite countertops. The combination of modern appliances and classic cabinetry maintains the home's overall aesthetic while providing all the functionality you need for meal preparation. The primary bedroom is spacious and can accommodate a king-size bed, while the second bedroom is perfect for guests or use as a home office. Both bedrooms offer ample closet space, ensuring that storage is never an issue. The single bathroom in the home features a classic design with dual sinks, a bathtub with a shower, and updated vanity. The vintage charm is complemented by modern fixtures and finishes. One of the standout features of this bungalow is the expansive outdoor space in front and back. The backyard is surrounded by mature landscaping and native plants. It's the perfect setting for gardening, or simply unwinding in the fresh air. The patio deck is ideal for hosting barbecues and gatherings with friends and family. A one-car garage/workshop provides additional storage space and the convenience of covered parking. The long driveway can accommodate multiple vehicles, making it easy to host guests or even an RV if need be. Winter Park itself is known for its tree-lined streets, charming boutiques, and exceptional dining options, Winter Park is a community that values both its rich history and its commitment to modern living. Park Avenue, a short drive away, is a bustling hub of activity, featuring upscale shops, art galleries, and a wide array of restaurants and cafes. The Winter Park Farmers' Market, is a beloved local institution where you can sample fresh produce, artisanal goods, and enjoy live music. The city's parks offer recreational opportunities for residents of all ages, from jogging and picnicking to paddleboarding and kayaking. Families are drawn to Winter Park for its excellent schools. Welcome Home!

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Charming 2-Bedroom, 1-Bathroom Bungalow, Just Steps Away from Dubsdread Golf Club! As you approach this charming bungalow, you're immediately struck by its curb appeal. The home's façade exudes a timeless Florida charm with its manicured exterior, Recent Roof and Newer AC, and lush tropical landscaping. The meticulously maintained front yard welcomes you with a profusion of native plants, creating an inviting atmosphere that sets the tone for the entire property. The front porch, adorned with classic chairs, is the perfect spot to relax and soak in the warm Florida sunshine. It's an ideal place to unwind after a round of golf at Dubsdread or simply enjoy a cup of morning coffee while taking in the serene surroundings. Upon entering this bungalow, you'll be greeted by a cozy and light-filled living space that seamlessly flows into the dining area and kitchen. The open floor plan enhances the feeling of spaciousness, making it perfect for both daily living and entertainment. The living room is adorned with ceramic tile floors throughout that exude warmth and character. Large windows invite ample natural light, creating a bright and welcoming ambiance. A decorative woodburning fireplace adds a touch of old-world charm to the room, making it an ideal space for cozy evenings with family and friends. The adjacent dining area features comfortable seating, creating a quaint and intimate space for meals. The kitchen is efficiently designed with ample cabinet space, stainless steel appliances, and gorgeous granite countertops. The combination of modern appliances and classic cabinetry maintains the home's overall aesthetic while providing all the functionality you need for meal preparation. The primary bedroom is spacious and can accommodate a king-size bed, while the second bedroom is perfect for guests or use as a home office. Both bedrooms offer ample closet space, ensuring that storage is never an issue. The single bathroom in the home features a classic design with dual sinks, a bathtub with a shower, and updated vanity. The vintage charm is complemented by modern fixtures and finishes. One of the standout features of this bungalow is the expansive outdoor space in front and back. The backyard is surrounded by mature landscaping and native plants. It's the perfect setting for gardening, or simply unwinding in the fresh air. The patio deck is ideal for hosting barbecues and gatherings with friends and family. A one-car garage/workshop provides additional storage space and the convenience of covered parking. The long driveway can accommodate multiple vehicles, making it easy to host guests or even an RV if need be. Winter Park itself is known for its tree-lined streets, charming boutiques, and exceptional dining options, Winter Park is a community that values both its rich history and its commitment to modern living. Park Avenue, a short drive away, is a bustling hub of activity, featuring upscale shops, art galleries, and a wide array of restaurants and cafes. The Winter Park Farmers' Market, is a beloved local institution where you can sample fresh produce, artisanal goods, and enjoy live music. The city's parks offer recreational opportunities for residents of all ages, from jogging and picnicking to paddleboarding and kayaking. Families are drawn to Winter Park for its excellent schools. Welcome Home!

775 Baffie Avenue, Winter Park

$1,164,000

Stunning one of a kind, move in ready lakefront home on private Lake Spier. Built from the ground up in 2010 utilizing just three walls of the original property, this all block single story, three bedroom, two bathroom contemporary home with 1.17 acres has been meticulously designed for incredible views and flexible spaces, both inside and out. Perfect for entertaining, relaxation and fun activities such as paddle boarding, kayaking, canoeing, fishing or jet skiing. Relax with a coffee in the fully fenced private side courtyard or entertain friends on the lanai and paved patio overlooking the expansive grassed area and 85ft of lakefront with private access and dock rights. The sunsets are phenomenal. No expense was spared on the stone floors that run seamlessly throughout the entire home, together with level five finish smooth ceilings and walls. High end unique designer touches such as European fixtures and fittings and lighting plus privacy glass doors that add interest and make light, bright rooms. The open concept living space with soaring cathedral ceilings and enormous windows was designed to frame the breathtaking view from the minute you walk in the door, while the gourmet chefs kitchen with limited edition solid wood cabinets, features a zebra wood finish and an island with space for a wine fridge. The adjacent office/den/homework or crafting room is flexible and has access to the side courtyard garden and double garage. Retreat to the oversized master bedroom with private seating area and windows overlooking the lake. Relax in the spectacular spa like ensuite bathroom with large shower and deep soaking tub leading to the generous walk in closet fitted with custom cabinetry. Across the lake the nature conservation land ensures the view and provides endless nature watching opportunities, while the garden has been planted with native plants and trees specifically for the 32789 zipcode to encourage biodiversity and pollinators. Minutes from the amenities of Baldwin Park and the restaurants of Winter Park’s Park Avenue, with easy access to Orlando, airport, beaches and all that Florida has to offer, this friendly safe neighborhood is a hidden gem- don’t miss out on this extremely well designed, maintained and loved home!

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Stunning one of a kind, move in ready lakefront home on private Lake Spier. Built from the ground up in 2010 utilizing just three walls of the original property, this all block single story, three bedroom, two bathroom contemporary home with 1.17 acres has been meticulously designed for incredible views and flexible spaces, both inside and out. Perfect for entertaining, relaxation and fun activities such as paddle boarding, kayaking, canoeing, fishing or jet skiing. Relax with a coffee in the fully fenced private side courtyard or entertain friends on the lanai and paved patio overlooking the expansive grassed area and 85ft of lakefront with private access and dock rights. The sunsets are phenomenal. No expense was spared on the stone floors that run seamlessly throughout the entire home, together with level five finish smooth ceilings and walls. High end unique designer touches such as European fixtures and fittings and lighting plus privacy glass doors that add interest and make light, bright rooms. The open concept living space with soaring cathedral ceilings and enormous windows was designed to frame the breathtaking view from the minute you walk in the door, while the gourmet chefs kitchen with limited edition solid wood cabinets, features a zebra wood finish and an island with space for a wine fridge. The adjacent office/den/homework or crafting room is flexible and has access to the side courtyard garden and double garage. Retreat to the oversized master bedroom with private seating area and windows overlooking the lake. Relax in the spectacular spa like ensuite bathroom with large shower and deep soaking tub leading to the generous walk in closet fitted with custom cabinetry. Across the lake the nature conservation land ensures the view and provides endless nature watching opportunities, while the garden has been planted with native plants and trees specifically for the 32789 zipcode to encourage biodiversity and pollinators. Minutes from the amenities of Baldwin Park and the restaurants of Winter Park’s Park Avenue, with easy access to Orlando, airport, beaches and all that Florida has to offer, this friendly safe neighborhood is a hidden gem- don’t miss out on this extremely well designed, maintained and loved home!

1879 Lake Spier Drive, Winter Park

$679,000

Introducing Villa del Seis: a collection of six meticulously crafted condominiums in the heart of Winter Park. This two-bedroom gem offers access to the picturesque Lake Virginia with a community dock. Nestled at the end of the building, this end unit welcomes an abundance of natural light, highlighting its charm. A wood-burning fireplace graces the living room, creating a cozy ambiance. French doors open to a rear porch and garden, merging indoor and outdoor living seamlessly. The dining room and living area are perfectly proportioned for comfort. An attached one-car garage and guest parking enhance convenience. The master retreat on the second floor boasts an en-suite bath and a walk-in closet. The second bedroom is equally impressive with its own en-suite bath. A powder bath downstairs adds a touch of practicality. The soaring vaulted ceiling in the living room accentuates the sense of spaciousness. New flooring throughout the home adds a fresh touch, while the remodeled kitchen, designer light fixtures, and custom built-in shelving in the dining room elevate the aesthetic. At the front entry, a window seat built-in invites relaxation. Situated near the famed Park Avenue shops and dining, this residence provides the epitome of downtown Winter Park living. Experience the perfect blend of modern comfort and classic elegance in this exceptional offering. Contact us now to secure your place in Villa del Seis and make Winter Park your new home.

2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code

Introducing Villa del Seis: a collection of six meticulously crafted condominiums in the heart of Winter Park. This two-bedroom gem offers access to the picturesque Lake Virginia with a community dock. Nestled at the end of the building, this end unit welcomes an abundance of natural light, highlighting its charm. A wood-burning fireplace graces the living room, creating a cozy ambiance. French doors open to a rear porch and garden, merging indoor and outdoor living seamlessly. The dining room and living area are perfectly proportioned for comfort. An attached one-car garage and guest parking enhance convenience. The master retreat on the second floor boasts an en-suite bath and a walk-in closet. The second bedroom is equally impressive with its own en-suite bath. A powder bath downstairs adds a touch of practicality. The soaring vaulted ceiling in the living room accentuates the sense of spaciousness. New flooring throughout the home adds a fresh touch, while the remodeled kitchen, designer light fixtures, and custom built-in shelving in the dining room elevate the aesthetic. At the front entry, a window seat built-in invites relaxation. Situated near the famed Park Avenue shops and dining, this residence provides the epitome of downtown Winter Park living. Experience the perfect blend of modern comfort and classic elegance in this exceptional offering. Contact us now to secure your place in Villa del Seis and make Winter Park your new home.

674 Osceola Avenue Unit 674, Winter Park

$1,250,000

Under contract-accepting backup offers. Pending for Sold Data Only

2 Beds ⋅ 2 Baths ⋅ Villa Siena SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Pending for Sold Data Only

315 E New England Avenue Unit 23, Winter Park

$415,000

Under contract-accepting backup offers. Multiple Offers. Welcome to this charming & cozy cottage on a very quiet tree-lined street in Winter Park! This adorable dwelling invites you in with rich wood laminate flooring throughout, all new fresh interior paint, and an abundance of windows that allows natural light to fill the home. The quaint living space is open to a nicely updated Kitchen that provides plenty of cabinets, granite counters, subway tile backsplash, stainless appliances, a cooking peninsula with breakfast bar, and an eat-in space. You’ll be impressed with the architecturally inspiring sunroom with walls of windows illuminating the room and vaulted ceilings with exposed beams & rafters, accented with uplighting. The home offers a very desirable split plan with a secluded & spacious owner’s retreat beyond the sunroom, and it delivers more of the rich wood laminate flooring, a walk-in closet, a wonderful updated en-suite bath plus French doors for private access to the fully fenced and lushly landscaped backyard. The other side of home has 2 more bedrooms & an updated bath with newly refreshed tub & shower surround. You will also find a convenient laundry closet just outside the bedrooms. All of this is situated on picturesque, landscaped & tree covered .22-acre lot that has irrigation & rear storage shed. This ideal location is only minutes from the newly reinvented Winter Park Village shopping, dining & entertainment and the renowned Park Ave dining and shopping in downtown Winter Park. You’ll find easy access to just about anywhere via I-4.

3 Beds ⋅ 2 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Multiple Offers. Welcome to this charming & cozy cottage on a very quiet tree-lined street in Winter Park! This adorable dwelling invites you in with rich wood laminate flooring throughout, all new fresh interior paint, and an abundance of windows that allows natural light to fill the home. The quaint living space is open to a nicely updated Kitchen that provides plenty of cabinets, granite counters, subway tile backsplash, stainless appliances, a cooking peninsula with breakfast bar, and an eat-in space. You’ll be impressed with the architecturally inspiring sunroom with walls of windows illuminating the room and vaulted ceilings with exposed beams & rafters, accented with uplighting. The home offers a very desirable split plan with a secluded & spacious owner’s retreat beyond the sunroom, and it delivers more of the rich wood laminate flooring, a walk-in closet, a wonderful updated en-suite bath plus French doors for private access to the fully fenced and lushly landscaped backyard. The other side of home has 2 more bedrooms & an updated bath with newly refreshed tub & shower surround. You will also find a convenient laundry closet just outside the bedrooms. All of this is situated on picturesque, landscaped & tree covered .22-acre lot that has irrigation & rear storage shed. This ideal location is only minutes from the newly reinvented Winter Park Village shopping, dining & entertainment and the renowned Park Ave dining and shopping in downtown Winter Park. You’ll find easy access to just about anywhere via I-4.

2600 Lotafun Avenue, Winter Park

$2,750,000

This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

5 Beds ⋅ 7 Baths ⋅ Golfview Terrace SubDv. ⋅ 32789 Zip Code

This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

341 E Webster Avenue, Winter Park

$2,125,000

Welcome home to this Phil Kean designed home in the heart of a beautiful Winter Park neighborhood! This elegant residence offers an unmatched blend of style, sophistication, and tranquility. Located on an oversize corner lot (.32 acre), this gem features 5 spacious bedrooms and 5 1/2 bathrooms. As you step into the foyer, you’ll be captivated by the high ceilings custom wrought iron banister and Italian marble floors. Beyond the foyer, a tropical paradise awaits. Revel in the serenity of your private, screened & heated saltwater pool oasis, beautifully accented with brick pavers and a cozy gas fire pit – an entertainer's dream! Whether it's a summer pool party or a relaxing winter night by the fire, this backyard has got you covered. The gourmet kitchen is complete with Viking stainless steel appliances, custom wood cabinets and an island breakfast bar. On the second floor, three generously proportioned bedrooms each with private bathrooms and walk-in closets, assure privacy and convenience for all family members. The Master suite on the first floor enjoys a brand new, luxurious bath, providing the ultimate retreat. Key features also include a robust whole-house generator ensuring continuous power supply, a comprehensive water softening system, wired sound system and CCVT throughout the house, newly installed tankless water heater, wifi-capable shower controller in master bathroom, and a newly installed roof (2022). The family room is particularly striking with an exquisite, curved window wall, adding an artistic touch to the contemporary design. Location is everything and this home has it all! Walking distance to Park Avenue and nestled within the top-rated school districts – Dommerich Elementary, Maitland Middle & Winter Park High – education and entertainment are at your fingertips. Don't let this exceptional opportunity slip away! Schedule your tour today and step into a world of refined living.

5 Beds ⋅ 6 Baths ⋅ Bengerts Bend SubDv. ⋅ 32789 Zip Code

Welcome home to this Phil Kean designed home in the heart of a beautiful Winter Park neighborhood! This elegant residence offers an unmatched blend of style, sophistication, and tranquility. Located on an oversize corner lot (.32 acre), this gem features 5 spacious bedrooms and 5 1/2 bathrooms. As you step into the foyer, you’ll be captivated by the high ceilings custom wrought iron banister and Italian marble floors. Beyond the foyer, a tropical paradise awaits. Revel in the serenity of your private, screened & heated saltwater pool oasis, beautifully accented with brick pavers and a cozy gas fire pit – an entertainer's dream! Whether it's a summer pool party or a relaxing winter night by the fire, this backyard has got you covered. The gourmet kitchen is complete with Viking stainless steel appliances, custom wood cabinets and an island breakfast bar. On the second floor, three generously proportioned bedrooms each with private bathrooms and walk-in closets, assure privacy and convenience for all family members. The Master suite on the first floor enjoys a brand new, luxurious bath, providing the ultimate retreat. Key features also include a robust whole-house generator ensuring continuous power supply, a comprehensive water softening system, wired sound system and CCVT throughout the house, newly installed tankless water heater, wifi-capable shower controller in master bathroom, and a newly installed roof (2022). The family room is particularly striking with an exquisite, curved window wall, adding an artistic touch to the contemporary design. Location is everything and this home has it all! Walking distance to Park Avenue and nestled within the top-rated school districts – Dommerich Elementary, Maitland Middle & Winter Park High – education and entertainment are at your fingertips. Don't let this exceptional opportunity slip away! Schedule your tour today and step into a world of refined living.

1740 Summerland Avenue, Winter Park