Homesinorlando.forsale Search Results

$1,200,000

Discover refined, modern living in the heart of Winter Park. Built in 2020, this beautifully designed four-bedroom, 2.5-bath pool home offers over 2,500 square feet of thoughtfully curated living space and is zoned for A-rated Audubon Park schools, combining newer construction, location, and top-tier education in one exceptional opportunity. The first floor offers an open, light-filled layout with a natural flow that feels both comfortable and functional. A sleek contemporary kitchen anchors the space with clean lines, generous storage, and a large island that naturally becomes the gathering point. It flows seamlessly into the main living and dining areas, creating an effortless environment for entertaining or everyday life. Upstairs, the primary suite feels like a true retreat, complete with a spacious en-suite bath and ample closet space. Three additional bedrooms provide flexibility for guests, a home office, or growing families. A versatile loft at the top of the stairs adds even more usable space, perfect for an office or secondary lounge. Beyond the doors, a private, fenced yard surrounds your pool, offering a seamless indoor-outdoor flow that’s ideal for weekend entertaining or everyday relaxation. Live steps from everything that makes Winter Park special, in a location that also provides fast access to I-4 for effortless connectivity throughout the city.

4 Beds ⋅ 3 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Discover refined, modern living in the heart of Winter Park. Built in 2020, this beautifully designed four-bedroom, 2.5-bath pool home offers over 2,500 square feet of thoughtfully curated living space and is zoned for A-rated Audubon Park schools, combining newer construction, location, and top-tier education in one exceptional opportunity. The first floor offers an open, light-filled layout with a natural flow that feels both comfortable and functional. A sleek contemporary kitchen anchors the space with clean lines, generous storage, and a large island that naturally becomes the gathering point. It flows seamlessly into the main living and dining areas, creating an effortless environment for entertaining or everyday life. Upstairs, the primary suite feels like a true retreat, complete with a spacious en-suite bath and ample closet space. Three additional bedrooms provide flexibility for guests, a home office, or growing families. A versatile loft at the top of the stairs adds even more usable space, perfect for an office or secondary lounge. Beyond the doors, a private, fenced yard surrounds your pool, offering a seamless indoor-outdoor flow that’s ideal for weekend entertaining or everyday relaxation. Live steps from everything that makes Winter Park special, in a location that also provides fast access to I-4 for effortless connectivity throughout the city.

950 Aragon Avenue, Winter Park

$735,000

Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV lights (2025), FRESH INTERIOR PAINT, NEWER WATER HEATER (2021), double-pane windows, and the aerobic septic system was recently serviced (2022). All that is left is to move in and enjoy the lifestyle! This home’s flexible floor plan delivers TWO PRIMARY SUITES – one on the first floor and another upstairs – making it ideal for multi-generational living, in-laws, long-term guests, or simply room to grow. The downstairs suite features a spa-like en-suite bath with dual sinks, a SOAKING TUB, large glass shower, and a WALK-IN/THROUGH CLOSET that connects directly to the main floor laundry. Upstairs, the second suite offers a private bath and direct access to a balcony. The SECOND LAUNDRY ROOM upstairs and huge 30x11 BONUS/UTILITY ROOM provide even more convenience and space. At the heart of the home you will find a GOURMET KITCHEN, crafted with the home chef in mind offering an LG STUDIO REFRIGERATOR, INDUCTION COOKTOP, DOUBLE WALL OVEN, sleek stone counters and a complementary backsplash, upgraded cabinetry, and a large ISLAND with bar seating and chic pendant lighting. The kitchen flows seamlessly into the OPEN LIVING AND DINING AREAS, making everyday living or hosting family and friends a breeze. The LOFT at the top of the stairs delivers additional flexible living space and includes a wet bar with fridge, perfect for a casual hangout space, movie room, office space or anything else you or your family might need. TILE AND WOOD FLOORS, crown molding, and an abundance of natural light give the interior a modern yet timeless feel. Outside you will enjoy stylish curb appeal with a paver driveway – plus a COVERED LANAI overlooking a FENCED BACKYARD, and the spacious lot offers plenty of room for outdoor living. From golf, fine and casual dining to shopping, top-rated schools like Princeton Elementary, and easy access to I-4, 426, and 436, everything you love about Winter Park is right at your fingertips! This home offers the upgrades, the space, and the location you have been waiting for. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

4 Beds ⋅ 4 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV lights (2025), FRESH INTERIOR PAINT, NEWER WATER HEATER (2021), double-pane windows, and the aerobic septic system was recently serviced (2022). All that is left is to move in and enjoy the lifestyle! This home’s flexible floor plan delivers TWO PRIMARY SUITES – one on the first floor and another upstairs – making it ideal for multi-generational living, in-laws, long-term guests, or simply room to grow. The downstairs suite features a spa-like en-suite bath with dual sinks, a SOAKING TUB, large glass shower, and a WALK-IN/THROUGH CLOSET that connects directly to the main floor laundry. Upstairs, the second suite offers a private bath and direct access to a balcony. The SECOND LAUNDRY ROOM upstairs and huge 30x11 BONUS/UTILITY ROOM provide even more convenience and space. At the heart of the home you will find a GOURMET KITCHEN, crafted with the home chef in mind offering an LG STUDIO REFRIGERATOR, INDUCTION COOKTOP, DOUBLE WALL OVEN, sleek stone counters and a complementary backsplash, upgraded cabinetry, and a large ISLAND with bar seating and chic pendant lighting. The kitchen flows seamlessly into the OPEN LIVING AND DINING AREAS, making everyday living or hosting family and friends a breeze. The LOFT at the top of the stairs delivers additional flexible living space and includes a wet bar with fridge, perfect for a casual hangout space, movie room, office space or anything else you or your family might need. TILE AND WOOD FLOORS, crown molding, and an abundance of natural light give the interior a modern yet timeless feel. Outside you will enjoy stylish curb appeal with a paver driveway – plus a COVERED LANAI overlooking a FENCED BACKYARD, and the spacious lot offers plenty of room for outdoor living. From golf, fine and casual dining to shopping, top-rated schools like Princeton Elementary, and easy access to I-4, 426, and 436, everything you love about Winter Park is right at your fingertips! This home offers the upgrades, the space, and the location you have been waiting for. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

675 Overspin Drive, Winter Park

$1,155,000

Built in 2017 by renowned Winter Park builder Clarkson Concepts, this stunning transitional contemporary residence offers an exceptional blend of modern design, thoughtful craftsmanship, and high-end finishes throughout. The open-concept floor plan features 3 bedrooms and 2.5 baths, ideal for both everyday living and effortless entertaining. At the heart of the home is a show-stopping chef’s kitchen highlighted by a 12’6” quartz island with Clarkson’s signature hidden pop-up outlets, premium Thermador appliances including a 48” refrigerator, 48” six-burner gas range with griddle and double ovens, and a built-in dishwasher. A striking concrete tile backsplash and the custom “Clarkson Pantry,” complete with base cabinetry and 42” upper cabinets, provide both style and functionality. The spacious laundry room is conveniently located just off the pantry. The kitchen seamlessly flows into the dining area and family room, where a sleek gas fireplace with remote and lighting options creates a warm focal point. Surround sound and expansive stacking sliding doors open to a covered lanai and grilling area, enhanced with retractable screens for seamless indoor-outdoor living. The first-floor primary suite offers a private retreat with a generously customized walk-in closet and a spa-inspired en-suite bath featuring a dual-sink vanity and oversized shower with multiple shower heads. Upstairs, two well-sized bedrooms share a beautifully upgraded designer bathroom. Additional highlights include a camera security system, tankless gas water heater, Nest thermostats, Ring doorbell, and abundant natural light throughout. Ceiling heights soar at 10 feet on the main level and 9 feet upstairs. The unique garage layout offers two separate single-car garages flanking the entry foyer, providing privacy and convenience for each vehicle. Situated on a professionally landscaped lot, this exceptional home is ideally located within walking distance to Corrine Drive’s popular shops and restaurants and is zoned for highly sought-after Audubon K-8.

3 Beds ⋅ 3 Baths ⋅ Edgewood Sub SubDv. ⋅ 32789 Zip Code

Built in 2017 by renowned Winter Park builder Clarkson Concepts, this stunning transitional contemporary residence offers an exceptional blend of modern design, thoughtful craftsmanship, and high-end finishes throughout. The open-concept floor plan features 3 bedrooms and 2.5 baths, ideal for both everyday living and effortless entertaining. At the heart of the home is a show-stopping chef’s kitchen highlighted by a 12’6” quartz island with Clarkson’s signature hidden pop-up outlets, premium Thermador appliances including a 48” refrigerator, 48” six-burner gas range with griddle and double ovens, and a built-in dishwasher. A striking concrete tile backsplash and the custom “Clarkson Pantry,” complete with base cabinetry and 42” upper cabinets, provide both style and functionality. The spacious laundry room is conveniently located just off the pantry. The kitchen seamlessly flows into the dining area and family room, where a sleek gas fireplace with remote and lighting options creates a warm focal point. Surround sound and expansive stacking sliding doors open to a covered lanai and grilling area, enhanced with retractable screens for seamless indoor-outdoor living. The first-floor primary suite offers a private retreat with a generously customized walk-in closet and a spa-inspired en-suite bath featuring a dual-sink vanity and oversized shower with multiple shower heads. Upstairs, two well-sized bedrooms share a beautifully upgraded designer bathroom. Additional highlights include a camera security system, tankless gas water heater, Nest thermostats, Ring doorbell, and abundant natural light throughout. Ceiling heights soar at 10 feet on the main level and 9 feet upstairs. The unique garage layout offers two separate single-car garages flanking the entry foyer, providing privacy and convenience for each vehicle. Situated on a professionally landscaped lot, this exceptional home is ideally located within walking distance to Corrine Drive’s popular shops and restaurants and is zoned for highly sought-after Audubon K-8.

1934 Hammerlin Avenue, Winter Park

$7,250,000

Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer represents a rare convergence of architectural significance, uncompromising craftsmanship, and premier Winter Park location. Built by Vimaro Homes, this extraordinary new construction estate is a statement piece that redefines what luxury living looks like in the heart of Winter Park. The exterior architecture is refined yet commanding, with classical influences interpreted through a modern lens, setting the tone for the exceptional level of design and finishes found inside. One of the most remarkable features, and an offering rarely found in Winter Park, is the underground four-car garage. Designed to discreetly accommodate an impressive vehicle collection, the garage is complemented by a striking spiral staircase that rises from the basement through the main living level and continues to the second floor. The family room is nothing short of breathtaking, featuring bespoke millwork with integrated shelving, soft architectural lighting, and a dramatic fireplace wrapped entirely in marble. The kitchen is a culinary showpiece designed for those who expect nothing less than perfection. Calcutta marble countertops cascade across the space, paired with stunning custom cabinetry, and a professional-grade Thermador appliance suite. A dedicated dirty kitchen allows for discreet preparation, while an expansive walk-in pantry ensures effortless hosting and immaculate presentation. The primary bedroom wing features a spa-inspired bathroom finished in rich marble, featuring dual vanities, a freestanding soaking tub and an enormous walk-in closet with a separate washer and dryer. Upstairs, a dedicated laundry room and a spacious secondary living area provide flexibility for family living, guests, or relaxation. The lower level extends the home’s versatility, offering a workshop, dedicated holiday and seasonal storage, and seamless elevator access to the main level of the home. Outdoor living is equally impressive. A large covered exterior lanai with a pool bath and full summer kitchen creates a seamless indoor-outdoor lifestyle, ideal for entertaining year-round. The backyard is truly resort-inspired, featuring a large swimming pool, sunken fire pit, and spa, all set within a private, beautifully secluded outdoor setting. What ultimately sets 40 Palmer apart is not just its design or finishes, but its unmatched combination of luxury and location. Just minutes from Park Ave shopping and restaurants, moments from the famous Winter Park Golf Course, yet privately tucked away, this home offers a lifestyle that is both vibrant and exclusive. A truly rare opportunity to own a part of the exceptional standard of living delivered by Vimaro Homes.

5 Beds ⋅ 6 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer represents a rare convergence of architectural significance, uncompromising craftsmanship, and premier Winter Park location. Built by Vimaro Homes, this extraordinary new construction estate is a statement piece that redefines what luxury living looks like in the heart of Winter Park. The exterior architecture is refined yet commanding, with classical influences interpreted through a modern lens, setting the tone for the exceptional level of design and finishes found inside. One of the most remarkable features, and an offering rarely found in Winter Park, is the underground four-car garage. Designed to discreetly accommodate an impressive vehicle collection, the garage is complemented by a striking spiral staircase that rises from the basement through the main living level and continues to the second floor. The family room is nothing short of breathtaking, featuring bespoke millwork with integrated shelving, soft architectural lighting, and a dramatic fireplace wrapped entirely in marble. The kitchen is a culinary showpiece designed for those who expect nothing less than perfection. Calcutta marble countertops cascade across the space, paired with stunning custom cabinetry, and a professional-grade Thermador appliance suite. A dedicated dirty kitchen allows for discreet preparation, while an expansive walk-in pantry ensures effortless hosting and immaculate presentation. The primary bedroom wing features a spa-inspired bathroom finished in rich marble, featuring dual vanities, a freestanding soaking tub and an enormous walk-in closet with a separate washer and dryer. Upstairs, a dedicated laundry room and a spacious secondary living area provide flexibility for family living, guests, or relaxation. The lower level extends the home’s versatility, offering a workshop, dedicated holiday and seasonal storage, and seamless elevator access to the main level of the home. Outdoor living is equally impressive. A large covered exterior lanai with a pool bath and full summer kitchen creates a seamless indoor-outdoor lifestyle, ideal for entertaining year-round. The backyard is truly resort-inspired, featuring a large swimming pool, sunken fire pit, and spa, all set within a private, beautifully secluded outdoor setting. What ultimately sets 40 Palmer apart is not just its design or finishes, but its unmatched combination of luxury and location. Just minutes from Park Ave shopping and restaurants, moments from the famous Winter Park Golf Course, yet privately tucked away, this home offers a lifestyle that is both vibrant and exclusive. A truly rare opportunity to own a part of the exceptional standard of living delivered by Vimaro Homes.

40 Palmer Avenue, Winter Park

$290,000

Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in.

2 Beds ⋅ 3 Baths ⋅ Sandlewood Creek Condo Ph 10 SubDv. ⋅ 32789 Zip Code

Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in.

184 Sandlewood Trail Unit #2, Winter Park

$470,000

Nice 2BR/1Bath plus office/nursery in the heart of Orwin Manor.

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nice 2BR/1Bath plus office/nursery in the heart of Orwin Manor.

1564 Cavendish Road, Winter Park

$1,050,000

Welcome to 831 & 833 Huntington Court, a rarely available duplex tucked away on a quiet cul-de-sac in one of Winter Park’s most walkable and desirable locations. Just minutes from Park Avenue, local lakes, dining, shopping, and entertainment, this property offers the perfect blend of privacy, convenience, and long-term value. Both properties are beautifully landscaped and have pavered driveways offering plenty of parking for the residents and their guests. Each thoughtfully designed unit lives like a single-family home. Both sides feature private, fully fenced yards complete with patios ideal for outdoor dining or relaxing, as well as access to a shared saltwater pool. Additional amenities include two storage sheds, one for pool equipment and another for general storage. Inside, each property welcomes you directly into the living room, which flows naturally into the updated kitchen. In addition to the living room, each unit offers a flexible downstairs room that can be used as a sitting area, separate dining space, home office, or additional living area, allowing the home to adapt to a variety of lifestyles. Each unit offers a functional and inviting layout with one bedroom and full bathroom downstairs, and two bedrooms with a full bathroom upstairs. The downstairs features tile flooring throughout, an updated kitchen with granite countertops, stylish backsplash, stainless steel appliances, under-cabinet lighting, and a breakfast bar with overhang seating. Indoor laundry and ample cabinetry are conveniently located near the kitchen, and generous closet space can be found throughout both homes. Upstairs, you’ll find two comfortable bedrooms with newer carpet and a shared bathroom, creating a private and peaceful retreat. Each unit features a front porch with a portico to the one car garage. Lovingly maintained over the years, this duplex offers exceptional privacy, great walkability, and versatile use. It's ideal as a long-term rental investment, or for an owner-occupant looking to live in one unit while enjoying income from the other. It's truly a special opportunity in the heart of Winter Park.

6 Beds ⋅ 4 Baths ⋅ Huntington Court SubDv. ⋅ 32789 Zip Code

Welcome to 831 & 833 Huntington Court, a rarely available duplex tucked away on a quiet cul-de-sac in one of Winter Park’s most walkable and desirable locations. Just minutes from Park Avenue, local lakes, dining, shopping, and entertainment, this property offers the perfect blend of privacy, convenience, and long-term value. Both properties are beautifully landscaped and have pavered driveways offering plenty of parking for the residents and their guests. Each thoughtfully designed unit lives like a single-family home. Both sides feature private, fully fenced yards complete with patios ideal for outdoor dining or relaxing, as well as access to a shared saltwater pool. Additional amenities include two storage sheds, one for pool equipment and another for general storage. Inside, each property welcomes you directly into the living room, which flows naturally into the updated kitchen. In addition to the living room, each unit offers a flexible downstairs room that can be used as a sitting area, separate dining space, home office, or additional living area, allowing the home to adapt to a variety of lifestyles. Each unit offers a functional and inviting layout with one bedroom and full bathroom downstairs, and two bedrooms with a full bathroom upstairs. The downstairs features tile flooring throughout, an updated kitchen with granite countertops, stylish backsplash, stainless steel appliances, under-cabinet lighting, and a breakfast bar with overhang seating. Indoor laundry and ample cabinetry are conveniently located near the kitchen, and generous closet space can be found throughout both homes. Upstairs, you’ll find two comfortable bedrooms with newer carpet and a shared bathroom, creating a private and peaceful retreat. Each unit features a front porch with a portico to the one car garage. Lovingly maintained over the years, this duplex offers exceptional privacy, great walkability, and versatile use. It's ideal as a long-term rental investment, or for an owner-occupant looking to live in one unit while enjoying income from the other. It's truly a special opportunity in the heart of Winter Park.

831/833 Huntington Court, Winter Park

$1,380,000

Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.

4 Beds ⋅ 4 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.

1751 Goodrich Avenue, Winter Park

$669,000

Well-maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and upgraded flooring throughout. The gourmet open kitchen features solid cabinetry, a tile backsplash, NEW French Door Refrigerator and an oversized island that flows seamlessly into the inviting family room, highlighted by a stunning gas fireplace. Architectural details abound, including framed windows, 8-foot solid core doors, custom crown molding, and a triple set of French doors that enhance the home’s character and charm. The oversized primary suite is a true retreat, featuring a spa-like bath with an extra-large double vanity, walk-in closet, jetted tub, spacious shower with steamer, and a private covered Juliet balcony. A large downstairs office/study/den with French doors offers flexibility for work or additional living space. The pavered driveway leads to a detached, oversized 2-car garage with air conditioning and an insulated garage door. Outdoors, the backyard is a private oasis with brand-new vinyl fencing and a generous covered patio—perfect for relaxing or entertaining. Ideally located near Dubsdread Golf Course and just minutes from I-4, Winter Park, and College Park shopping, dining, and professional services, this home offers luxury, comfort, and convenience in one exceptional package. Fireplace has never been operated nor is a propane tank on site.

4 Beds ⋅ 3 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Well-maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and upgraded flooring throughout. The gourmet open kitchen features solid cabinetry, a tile backsplash, NEW French Door Refrigerator and an oversized island that flows seamlessly into the inviting family room, highlighted by a stunning gas fireplace. Architectural details abound, including framed windows, 8-foot solid core doors, custom crown molding, and a triple set of French doors that enhance the home’s character and charm. The oversized primary suite is a true retreat, featuring a spa-like bath with an extra-large double vanity, walk-in closet, jetted tub, spacious shower with steamer, and a private covered Juliet balcony. A large downstairs office/study/den with French doors offers flexibility for work or additional living space. The pavered driveway leads to a detached, oversized 2-car garage with air conditioning and an insulated garage door. Outdoors, the backyard is a private oasis with brand-new vinyl fencing and a generous covered patio—perfect for relaxing or entertaining. Ideally located near Dubsdread Golf Course and just minutes from I-4, Winter Park, and College Park shopping, dining, and professional services, this home offers luxury, comfort, and convenience in one exceptional package. Fireplace has never been operated nor is a propane tank on site.

681 Overspin Drive, Winter Park

$154,000

Stunning 1 bedroom 1 bathroom GROUND FLOOR condo in sought after Lakeside Manor. The spacious and open floor plan has been completely updated and features luxury vinyl floors in main living areas and updated tile in kitchen and bathroom. The kitchen features newer wood cabinets, stone counters and stainless steel appliances and a gorgeous designer backsplash. The condo windows have been updated and also feature custom shutters for a designer touch and privacy. Lakeside Manor is a Lakefront community that offers private access to Lake Killarney a 239 acre spring fed lake, private boat ramp, residents will enjoy access to boat slips (based on availability, charge is $35/month), community pool, guest parking, extra parking $35 if available, community laundry room, outdoor grill and picnic tables. Lakeside Manor is located minutes from Winter Park Village, shopping, dinning and has easy access to Rollings College, UCF, Valencia Downtown Campus, I-4 and Downtown Orlando and Park Ave shopping district.

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Stunning 1 bedroom 1 bathroom GROUND FLOOR condo in sought after Lakeside Manor. The spacious and open floor plan has been completely updated and features luxury vinyl floors in main living areas and updated tile in kitchen and bathroom. The kitchen features newer wood cabinets, stone counters and stainless steel appliances and a gorgeous designer backsplash. The condo windows have been updated and also feature custom shutters for a designer touch and privacy. Lakeside Manor is a Lakefront community that offers private access to Lake Killarney a 239 acre spring fed lake, private boat ramp, residents will enjoy access to boat slips (based on availability, charge is $35/month), community pool, guest parking, extra parking $35 if available, community laundry room, outdoor grill and picnic tables. Lakeside Manor is located minutes from Winter Park Village, shopping, dinning and has easy access to Rollings College, UCF, Valencia Downtown Campus, I-4 and Downtown Orlando and Park Ave shopping district.

2500 Lee Road Unit 110, Winter Park

$695,000

A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

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

A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

432 W Swoope Avenue, Winter Park

$237,500

Attention lake enthusiasts! This is your opportunity to enjoy true waterfront living without the cost or maintenance typically associated with it. Located on beautiful Lake Killarney in sought-after Winter Park you will enjoy an array of amenities including a private boat ramp, a large open boat dock where you can feed the fish and turtles, picnic areas, clubhouse and resort style community pool overlooking the water. This rare 2-bedroom, 2-bath residence offers stunning lake views from the living room, bedroom, and private balcony, creating a peaceful retreat you’ll love coming home to. The home features thoughtful upgrades throughout, including a beautifully updated kitchen with upgraded appliances, induction range with air fryer, soft-close cabinetry and drawers, and a large pantry closet. Crown molding and recessed lighting enhance the space and highlight the luxury vinyl plank flooring throughout. Additional improvements include a new A/C system and tankless water heater, helping to keep the home energy efficient. The community also offers two on-site laundry facilities with private storage units for added convenience. Perfectly situated in highly desirable Winter Park, you’re just minutes from shopping, dining, and everyday essentials. This quiet lakeside community is only steps away from your favorite coffee shop or a casual evening drink. Wake up to lake views, unwind on your private balcony, and enjoy the relaxed Winter Park lifestyle you’ve been dreaming of. Opportunities like this are rare—schedule your private showing today and experience Lake Killarney living for yourself.

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Attention lake enthusiasts! This is your opportunity to enjoy true waterfront living without the cost or maintenance typically associated with it. Located on beautiful Lake Killarney in sought-after Winter Park you will enjoy an array of amenities including a private boat ramp, a large open boat dock where you can feed the fish and turtles, picnic areas, clubhouse and resort style community pool overlooking the water. This rare 2-bedroom, 2-bath residence offers stunning lake views from the living room, bedroom, and private balcony, creating a peaceful retreat you’ll love coming home to. The home features thoughtful upgrades throughout, including a beautifully updated kitchen with upgraded appliances, induction range with air fryer, soft-close cabinetry and drawers, and a large pantry closet. Crown molding and recessed lighting enhance the space and highlight the luxury vinyl plank flooring throughout. Additional improvements include a new A/C system and tankless water heater, helping to keep the home energy efficient. The community also offers two on-site laundry facilities with private storage units for added convenience. Perfectly situated in highly desirable Winter Park, you’re just minutes from shopping, dining, and everyday essentials. This quiet lakeside community is only steps away from your favorite coffee shop or a casual evening drink. Wake up to lake views, unwind on your private balcony, and enjoy the relaxed Winter Park lifestyle you’ve been dreaming of. Opportunities like this are rare—schedule your private showing today and experience Lake Killarney living for yourself.

2500 Lee Road Unit 228, Winter Park

$1,840,000

Motivated Sellers! Priced at $35,000 below recent Appraisal Price on this amazing oversized lot! Walk into this home with equity from the start! Located in one of Winter Park’s most desirable and picturesque neighborhoods, Timberlane Shores! This stunning five-bedroom residence has been recently renovated in an elegant, European style blending timeless character with modern luxury. Situated on over one-third of an acre, the property is accented by majestic oak trees and lush Florida-native landscaping that's creates a private and serene retreat where peacocks often roam freely through your yard. The heart of the home is the beautifully designed chef’s kitchen, featuring quartz countertops, a gas range with custom hood, double built-in convection ovens, stainless steel appliances, a wine refrigerator, and a well-appointed butler’s pantry—perfect for entertaining. The light-filled family room is open to the kitchen and showcases a wood-burning fireplace, custom built-ins, and an original brick accent wall that adds warmth and architectural charm. Engineered hardwood flooring and preserved original terrazzo floors run throughout the home, enhancing its quality designer choices but also an inviting feel. The flexible floor plan offers five spacious bedrooms, three full bathrooms, and two half baths, providing ample space for both everyday living and hosting guests. Expect to be impressed by the elegant owner's suite with a sizable walk-in closet and stunning ensuite bathroom featuring dual vanities, beautiful cabinetry with lots of storage and a generously sized soaking tub. Outdoor living is equally impressive, with a resort-style heated pool complete with a sun shelf, an outdoor kitchen with a built-in grill, sand volleyball court and a large deck featuring built-in seating and a fire pit—ideal for gatherings or relaxing evenings under the stars. Zoned for Winter Park’s top-rated schools, this exceptional home is just a five-minute drive to Park Avenue’s renowned shopping and dining, and walking distance to Baldwin Park’s vibrant downtown, offering shops, restaurants, and a Publix. This is a rare opportunity to own a thoughtfully renovated home in one of Winter Park’s most beautiful and sought-after settings. Experience the rare combination of European-inspired luxury, resort-style outdoor living, and an unparalleled Winter Park location. Be sure to watch the video tour and virtual property walkthrough in the attachments. Better yet, schedule a private showing today and discover a home that truly defines elevated Florida living.

5 Beds ⋅ 5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Motivated Sellers! Priced at $35,000 below recent Appraisal Price on this amazing oversized lot! Walk into this home with equity from the start! Located in one of Winter Park’s most desirable and picturesque neighborhoods, Timberlane Shores! This stunning five-bedroom residence has been recently renovated in an elegant, European style blending timeless character with modern luxury. Situated on over one-third of an acre, the property is accented by majestic oak trees and lush Florida-native landscaping that's creates a private and serene retreat where peacocks often roam freely through your yard. The heart of the home is the beautifully designed chef’s kitchen, featuring quartz countertops, a gas range with custom hood, double built-in convection ovens, stainless steel appliances, a wine refrigerator, and a well-appointed butler’s pantry—perfect for entertaining. The light-filled family room is open to the kitchen and showcases a wood-burning fireplace, custom built-ins, and an original brick accent wall that adds warmth and architectural charm. Engineered hardwood flooring and preserved original terrazzo floors run throughout the home, enhancing its quality designer choices but also an inviting feel. The flexible floor plan offers five spacious bedrooms, three full bathrooms, and two half baths, providing ample space for both everyday living and hosting guests. Expect to be impressed by the elegant owner's suite with a sizable walk-in closet and stunning ensuite bathroom featuring dual vanities, beautiful cabinetry with lots of storage and a generously sized soaking tub. Outdoor living is equally impressive, with a resort-style heated pool complete with a sun shelf, an outdoor kitchen with a built-in grill, sand volleyball court and a large deck featuring built-in seating and a fire pit—ideal for gatherings or relaxing evenings under the stars. Zoned for Winter Park’s top-rated schools, this exceptional home is just a five-minute drive to Park Avenue’s renowned shopping and dining, and walking distance to Baldwin Park’s vibrant downtown, offering shops, restaurants, and a Publix. This is a rare opportunity to own a thoughtfully renovated home in one of Winter Park’s most beautiful and sought-after settings. Experience the rare combination of European-inspired luxury, resort-style outdoor living, and an unparalleled Winter Park location. Be sure to watch the video tour and virtual property walkthrough in the attachments. Better yet, schedule a private showing today and discover a home that truly defines elevated Florida living.

640 Arjay Way, Winter Park

$2,010,000

Walk in and feel instantly at home in this stunning 5-bedroom, 3-bath POOL home with a 3-car garage, offering over 3,600 square feet of living space on more than ¾ of an acre in the highly desirable Sevilla neighborhood of Winter Park. Backing directly to Howell Creek and Mead Gardens, this property offers the rare luxury of no rear neighbors and exceptional privacy. Upon entry, you’re welcomed by beautiful wood floors and versatile spaces to the left that can serve as a formal living room, dining room, office, or playroom. Continue into the impressive family room, featuring vaulted ceilings, skylights, and a wood-burning fireplace, creating a light-filled and inviting atmosphere. To the right wing of the home are four bedrooms and two bathrooms, including the primary suite. One secondary bedroom connects to the primary, making it ideal for a nursery, home office, or sitting room. The spacious primary retreat offers large walk-in closets, dual vanities, a soaking tub, separate shower, and French doors that open directly to the pool and backyard oasis. The kitchen, located just off the family room, features travertine flooring and flows seamlessly into a huge pantry, oversized laundry room, drop zone, and a second primary suite with ensuite bath—perfect for guests or multigenerational living. Outside, the home has been meticulously maintained, showcasing a new roof (2023), exterior paint (2018), pavered circular driveway, well, and lush tropical landscaping that enhances the home’s curb appeal. Additional features include a three-car side-entry garage, pool heater, designer lighting, engineered hardwood floors, and crown molding throughout. Located within the highly sought-after Winter Park School District (Audubon K-8 and Winter Park High School) and just minutes from Park Avenue, Central Park, Rollins College, SunRail, the Winter Park Farmer’s Market, and world-class shopping and dining. Schedule your private showing today—this exceptional home won’t last long!

5 Beds ⋅ 3 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Walk in and feel instantly at home in this stunning 5-bedroom, 3-bath POOL home with a 3-car garage, offering over 3,600 square feet of living space on more than ¾ of an acre in the highly desirable Sevilla neighborhood of Winter Park. Backing directly to Howell Creek and Mead Gardens, this property offers the rare luxury of no rear neighbors and exceptional privacy. Upon entry, you’re welcomed by beautiful wood floors and versatile spaces to the left that can serve as a formal living room, dining room, office, or playroom. Continue into the impressive family room, featuring vaulted ceilings, skylights, and a wood-burning fireplace, creating a light-filled and inviting atmosphere. To the right wing of the home are four bedrooms and two bathrooms, including the primary suite. One secondary bedroom connects to the primary, making it ideal for a nursery, home office, or sitting room. The spacious primary retreat offers large walk-in closets, dual vanities, a soaking tub, separate shower, and French doors that open directly to the pool and backyard oasis. The kitchen, located just off the family room, features travertine flooring and flows seamlessly into a huge pantry, oversized laundry room, drop zone, and a second primary suite with ensuite bath—perfect for guests or multigenerational living. Outside, the home has been meticulously maintained, showcasing a new roof (2023), exterior paint (2018), pavered circular driveway, well, and lush tropical landscaping that enhances the home’s curb appeal. Additional features include a three-car side-entry garage, pool heater, designer lighting, engineered hardwood floors, and crown molding throughout. Located within the highly sought-after Winter Park School District (Audubon K-8 and Winter Park High School) and just minutes from Park Avenue, Central Park, Rollins College, SunRail, the Winter Park Farmer’s Market, and world-class shopping and dining. Schedule your private showing today—this exceptional home won’t last long!

1711 Barcelona Way, Winter Park

$472,000

Welcome to your new lakeside retreat in the heart of Winter Park! This move-in ready fifth-floor residence offers the kind of views that make mornings feel like mini vacations, with stunning vistas of beautiful Lake Virginia greeting you from your spacious family room and sitting area. This thoughtfully designed two-bedroom, two-bathroom condominium spans 1,148 square feet of comfortable living space, open atmosphere throughout. The kitchen showcases elegant quartz countertops and stainless steel appliances, perfect for culinary adventures big and small. Step into your private enclosed balcony to soak in those tranquil lake views with your morning coffee. The generous primary suite serves as your personal sanctuary, complete with an additional sitting or office area, walk-in closet, and a spa-inspired bathroom featuring custom wood cabinetry, granite counters, and an oversized shower. Beautiful wood floors flow through the major living areas while plantation shutters add timeless elegance throughout. Practical touches abound, including an inside utility room and spacious storage room for all your belongings. Lake Virginia Condos delivers an impressive array of amenities: covered parking, elevator access, secure building entry, a renovated pool and spa, sauna, exercise facility, community recreation room, and even boat slips available for rent. Need accommodations for visiting friends? A guest suite awaits on site. The location simply cannot be beat. Walk to The Polasek Museum or stroll to Park Avenue for world-class shopping and dining experiences. Schedule your private showing today and discover lakefront living at its finest!

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to your new lakeside retreat in the heart of Winter Park! This move-in ready fifth-floor residence offers the kind of views that make mornings feel like mini vacations, with stunning vistas of beautiful Lake Virginia greeting you from your spacious family room and sitting area. This thoughtfully designed two-bedroom, two-bathroom condominium spans 1,148 square feet of comfortable living space, open atmosphere throughout. The kitchen showcases elegant quartz countertops and stainless steel appliances, perfect for culinary adventures big and small. Step into your private enclosed balcony to soak in those tranquil lake views with your morning coffee. The generous primary suite serves as your personal sanctuary, complete with an additional sitting or office area, walk-in closet, and a spa-inspired bathroom featuring custom wood cabinetry, granite counters, and an oversized shower. Beautiful wood floors flow through the major living areas while plantation shutters add timeless elegance throughout. Practical touches abound, including an inside utility room and spacious storage room for all your belongings. Lake Virginia Condos delivers an impressive array of amenities: covered parking, elevator access, secure building entry, a renovated pool and spa, sauna, exercise facility, community recreation room, and even boat slips available for rent. Need accommodations for visiting friends? A guest suite awaits on site. The location simply cannot be beat. Walk to The Polasek Museum or stroll to Park Avenue for world-class shopping and dining experiences. Schedule your private showing today and discover lakefront living at its finest!

690 Osceola Avenue Unit 503, Winter Park

$1,005,000

Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a historic designation, giving the next owner freedom to update, expand, or personalize as they choose. Inside, you’re welcomed by a proper foyer with original hardwood floors (currently painted white and able to be refinished) and crown molding throughout. A thoughtfully used desk nook sits beside the staircase, making great use of the space. To the left, the formal living room features a true masonry, natural gas fireplace and flows into a bright dining room that connects to a cozy family room—an enclosed former porch with French doors opening to the screened porch beyond. The renovated kitchen is stunning, featuring Carrara marble countertops, stainless steel appliances including a gas range, a pantry with custom storage, breakfast bar, and dry bar. The primary suite is located on the first floor and was formerly a garage conversion, now offering high ceilings, an en suite bath, built-in dressers, a walk-in closet with stackable washer and dryer, and French doors leading to a charming private courtyard. Upstairs are three additional bedrooms and a full bath with double sinks, subway tile and bead-board accents. The largest upstairs bedroom, once the original primary, includes a half bath, generous space for a seating area or desk, and French doors opening to a covered balcony. The fourth bedroom includes access to a full-size walk-in attic with ventilation and heat removal system—offering future expansion potential. Outdoor living is just as inviting, with a screened porch complete with natural gas grill hookup and sink, plus a fully fenced backyard featuring artificial turf, a circular paver patio, and an adorable shed designed to match the home. Major updates include a metal roof (2020), updated plumbing, electrical, windows, and doors (2012), tankless gas water heater, and whole-house generator. Additional perks include a transferable termite bond and covered parking pad. A rare opportunity to own a true Winter Park home where location, charm, and long-term potential come together. Motivated Seller!! Call today to schedule your private showing.

4 Beds ⋅ 3 Baths ⋅ Osceola Court SubDv. ⋅ 32789 Zip Code

Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a historic designation, giving the next owner freedom to update, expand, or personalize as they choose. Inside, you’re welcomed by a proper foyer with original hardwood floors (currently painted white and able to be refinished) and crown molding throughout. A thoughtfully used desk nook sits beside the staircase, making great use of the space. To the left, the formal living room features a true masonry, natural gas fireplace and flows into a bright dining room that connects to a cozy family room—an enclosed former porch with French doors opening to the screened porch beyond. The renovated kitchen is stunning, featuring Carrara marble countertops, stainless steel appliances including a gas range, a pantry with custom storage, breakfast bar, and dry bar. The primary suite is located on the first floor and was formerly a garage conversion, now offering high ceilings, an en suite bath, built-in dressers, a walk-in closet with stackable washer and dryer, and French doors leading to a charming private courtyard. Upstairs are three additional bedrooms and a full bath with double sinks, subway tile and bead-board accents. The largest upstairs bedroom, once the original primary, includes a half bath, generous space for a seating area or desk, and French doors opening to a covered balcony. The fourth bedroom includes access to a full-size walk-in attic with ventilation and heat removal system—offering future expansion potential. Outdoor living is just as inviting, with a screened porch complete with natural gas grill hookup and sink, plus a fully fenced backyard featuring artificial turf, a circular paver patio, and an adorable shed designed to match the home. Major updates include a metal roof (2020), updated plumbing, electrical, windows, and doors (2012), tankless gas water heater, and whole-house generator. Additional perks include a transferable termite bond and covered parking pad. A rare opportunity to own a true Winter Park home where location, charm, and long-term potential come together. Motivated Seller!! Call today to schedule your private showing.

244 Osceola Court, Winter Park

$1,635,000

Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete with a double-door entry for added privacy. The formal dining room features a pass-through to the Butler's Pantry, which leads into a chef's oasis—Wolf stainless steel appliances for the serious chef, and solid surface countertops. The gourmet kitchen opens up to the family room. This home is a Great floor plan for entertaining friends and family. Eat in nook is located off the kitchen for dinners together. The primary suite is located on the first floor with a spa-like ensuite. Double vanity, extra-large shower, large bathtub for when a relaxing bath is just what you need after a long day. Upstairs, you will find a bonus room, as well as the remaining bedrooms. off the bonus room is a bedroom and a full bathroom, great for guests. The other two bedrooms and bathroom are located on the opposite side of the upstairs to create a split floor plan. Large backyard for enjoying the Florida weather. New EV charger in garage, new A/C unit. Home includes surround sound. This home features numerous upgrades, too many to list. Windsong community offers a resort-style pool with lake views, a playground, lake for fishing. Close to restaurants, schools, and shopping.

4 Beds ⋅ 4 Baths ⋅ Windsong-Knowles Place SubDv. ⋅ 32789 Zip Code

Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete with a double-door entry for added privacy. The formal dining room features a pass-through to the Butler's Pantry, which leads into a chef's oasis—Wolf stainless steel appliances for the serious chef, and solid surface countertops. The gourmet kitchen opens up to the family room. This home is a Great floor plan for entertaining friends and family. Eat in nook is located off the kitchen for dinners together. The primary suite is located on the first floor with a spa-like ensuite. Double vanity, extra-large shower, large bathtub for when a relaxing bath is just what you need after a long day. Upstairs, you will find a bonus room, as well as the remaining bedrooms. off the bonus room is a bedroom and a full bathroom, great for guests. The other two bedrooms and bathroom are located on the opposite side of the upstairs to create a split floor plan. Large backyard for enjoying the Florida weather. New EV charger in garage, new A/C unit. Home includes surround sound. This home features numerous upgrades, too many to list. Windsong community offers a resort-style pool with lake views, a playground, lake for fishing. Close to restaurants, schools, and shopping.

1841 Harland Park Drive, Winter Park

$409,000

RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and top-rated schools. If you are an investor looking for a rare gem this will be a GREAT opportunity for you!

3 Beds ⋅ 2 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and top-rated schools. If you are an investor looking for a rare gem this will be a GREAT opportunity for you!

900 Carver Street, Winter Park

$2,600,000

Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise.

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

Completed in 2020, this exceptional Winter Park lakefront estate blends refined architecture, thoughtful design, and effortless indoor-outdoor living on Lake Killarney. Beyond the gated courtyard-style entrance, the main residence offers 5 bedrooms, 4 full baths, and 2 half baths, complemented by a detached in-law studio ideal for guests, extended family, or a private home office, with a full bath, walk-in closet, and a dry bar with a mini refrigerator. Behind the home, the rear lawn stretches down to the lake where an oversized boat dock provides direct access to Lake Killarney for watersports or breathtaking sunset cruises. Enjoy a large deck, and an upgraded boat lift with 2 motors and a high-capacity cradle to accommodate a variety of boats. Throughout the home, a timeless neutral palette creates a warm and inviting space with modern elegance. An impressive open dining area greets you with soaring 2-story ceilings accented by exposed beams, and is adjoined to the kitchen by a well-appointed butler’s pantry for seamless hosting, complete with a dry bar and wine refrigerator, and a walk-in pantry. The kitchen is a true showpiece, with exceptional floor-to-ceiling cabinetry, 48” natural gas range with dual convection ovens, 2 dishwashers, and a built-in coffee/espresso machine. Anchoring the space, a large quartz-covered island offers 2 faucets plus a filtered water dispenser, and a butcher block prep space. The light-filled living room impresses with dramatic ceilings, a striking gas fireplace, and 10’ sliding glass doors that stack open to the covered lanai. A true extension of the home, the outdoor living experience is exceptional, featuring a summer kitchen, pool bath with an outdoor shower, and remote-controlled screens for year-round enjoyment. The resort-style pool and spa includes a sun shelf, all wrapped in travertine decking, overlooking the lake to provide a tranquil setting for relaxing with friends & family. Completing the main level is a private downstairs guest suite or home office, with a full bath and walk-in closet. Upstairs, the split-bedroom plan is separated by a versatile loft/bonus area with a dry bar and beverage fridge, ideal for a secondary living room, playroom, or study. Designed to embrace the home’s exceptional lakefront setting, the spacious primary retreat captures lake views through expansive glass doors, from the private balcony, and from the en-suite bath. The primary bath is luxurious, and thoughtfully designed to be a true sanctuary, with a freestanding soaking tub positioned to enjoy lake views, and a large glass-enclosed steam shower. Enjoy a very generous walk-in closet, with extensive built-ins and a center island that create a boutique-style dressing experience. The upper level also includes three additional bedrooms with wood floors, high ceilings, and easy access to 2 full bathrooms, plus a functional laundry room conveniently located off the bonus area. Perfectly positioned in Winter Park, with shopping, dining, and everyday conveniences just blocks away at the new and improved Winter Park Village, and the vibrant energy of the famed Park Avenue only minutes from your door, this lakefront home delivers the rare combination of newer construction and exceptional waterfront living—without compromise.

560 Country Club Drive, Winter Park

$1,130,000

Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus propane gas cooking. Sophisticated touches include in-cabinet and drawer lighting, a dedicated coffee station, and wine cooler—perfect for the culinary enthusiast. Enjoy main-floor living with a spacious primary bedroom suite featuring a spa-inspired ensuite bath with jetted tub and separate shower. Throughout this beautifully appointed home, you'll find 11-foot ceilings, fresh paint inside and out, new porcelain flooring on the main level, and designer light fixtures. A gas fireplace adds warmth and ambiance, while plantation shutters and custom draperies provide elegant window treatments. The second floor offers two generous bedrooms with charming Juliet balconies, connected by a convenient Jack and Jill bath. The versatile loft/bonus room features a built-in entertainment center with surrounding bookcases and beverage center—ideal as a media room, home office, or recreation space. A detached two-car garage opens to a private patio and backyard—perfect for entertaining. The unbeatable location offers walkability to the YMCA and Phelps Park. This turnkey residence represents the perfect blend of luxury, location, and lifestyle in Winter Park's vibrant community.

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design. The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus propane gas cooking. Sophisticated touches include in-cabinet and drawer lighting, a dedicated coffee station, and wine cooler—perfect for the culinary enthusiast. Enjoy main-floor living with a spacious primary bedroom suite featuring a spa-inspired ensuite bath with jetted tub and separate shower. Throughout this beautifully appointed home, you'll find 11-foot ceilings, fresh paint inside and out, new porcelain flooring on the main level, and designer light fixtures. A gas fireplace adds warmth and ambiance, while plantation shutters and custom draperies provide elegant window treatments. The second floor offers two generous bedrooms with charming Juliet balconies, connected by a convenient Jack and Jill bath. The versatile loft/bonus room features a built-in entertainment center with surrounding bookcases and beverage center—ideal as a media room, home office, or recreation space. A detached two-car garage opens to a private patio and backyard—perfect for entertaining. The unbeatable location offers walkability to the YMCA and Phelps Park. This turnkey residence represents the perfect blend of luxury, location, and lifestyle in Winter Park's vibrant community.

1600 Palmer Avenue, Winter Park

$420,000

32789 Zip Code! Welcome Home to 1847 Azalea Ave! Discover the charm and convenience of this beautiful one-story home located in the heart of Winter Park. The home is complete with 4 Bedrooms, 2.5 Bathrooms, and 1,477 square feet of living space. This recently renovated property offers brand new features throughout and is move-in ready, ideal for a first time home buyer or investor. Park Ave is minutes away plus close proximity to all of Winter Park's local shops, entertainment, and restaurants. Roof (2022) A/C (2020). Don’t miss the opportunity to own this move-in ready home, call today to schedule your private showing!

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

32789 Zip Code! Welcome Home to 1847 Azalea Ave! Discover the charm and convenience of this beautiful one-story home located in the heart of Winter Park. The home is complete with 4 Bedrooms, 2.5 Bathrooms, and 1,477 square feet of living space. This recently renovated property offers brand new features throughout and is move-in ready, ideal for a first time home buyer or investor. Park Ave is minutes away plus close proximity to all of Winter Park's local shops, entertainment, and restaurants. Roof (2022) A/C (2020). Don’t miss the opportunity to own this move-in ready home, call today to schedule your private showing!

1847 Azalea Avenue, Winter Park

$1,150,000

Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today!

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

Prime Location! Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for multi-generational living or hosting guests. The open-concept living area flows into a large lanai with a cathedral ceiling and a screened-in lush garden courtyard featuring a fish pond, creating a seamless indoor-outdoor experience perfect for year-round entertaining. The lanai brings the total square footage of living space to over 3000 sf. Take in tranquil views of Lk Wilbar, nestled in a quiet, established neighborhood just a mile away from everything: Park Avenue shopping and dining, top-rated hospitals, the YMCA and two well known country clubs. This property of 9, 787 sf has endless opportunities to make it the perfect home for you and your family. Call to schedule a tour today!

1611 Walnut Avenue, Winter Park

$750,000

Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if desired. The dining room offers a full wall of maple built-ins with display shelving and lower storage cabinetry. French doors lead to the covered lanai and pool area. Down the main hall you'll find the hall bath with double sinks and a glass-enclosed tub, along with the primary suite and three additional bedrooms. The spacious primary bedroom features French doors to the pool, a spacious bath with walk-in shower and jacuzzi tub, the custom walk-in closet is just off the bath. The backyard is privately fenced with a block/brick wall surrounding the open pool and expansive lanai. Recent updates include a 2022 roof, 2018 AC, re-plumbed, a tankless water heater, and a propane tank. Located in a fantastic neighborhood zoned for top-rated Maitland/Winter Park schools!

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

Charming traditional ranch located in the desirable “Hills” neighborhood of Winter Park! Step into a welcoming foyer that opens to a spacious floor plan accented by mid-century glass block dividers. The comfortable family room features an entertainment wall, a wood-burning fireplace, and a seamless connection to the well-designed kitchen with a peninsula island. Generous, ceiling-height maple cabinetry provides excellent storage, and the built-in oven and microwave add convenience. Just off the kitchen are the laundry room and powder bath, with direct access to the garage. The current garage has been divided to make a space for an office/flex space which can easily be removed if desired. The dining room offers a full wall of maple built-ins with display shelving and lower storage cabinetry. French doors lead to the covered lanai and pool area. Down the main hall you'll find the hall bath with double sinks and a glass-enclosed tub, along with the primary suite and three additional bedrooms. The spacious primary bedroom features French doors to the pool, a spacious bath with walk-in shower and jacuzzi tub, the custom walk-in closet is just off the bath. The backyard is privately fenced with a block/brick wall surrounding the open pool and expansive lanai. Recent updates include a 2022 roof, 2018 AC, re-plumbed, a tankless water heater, and a propane tank. Located in a fantastic neighborhood zoned for top-rated Maitland/Winter Park schools!

2632 Mandan Trail, Winter Park

$2,000,000

Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request.

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

Once closed, call LA for Effective sales price. Totally traditional luxury single-story home is located in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and COMPLETELY re-done. Multi-generational potential as this home has a complete attached guesthouse. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings and trim, plus a library/den with a tongue and groove wood vaulted ceiling and a wall of bookshelves and built-ins. The spacious family room with a white-washed brick, wood-burning fireplace wall and vaulted ceiling is all open to the breakfast area and kitchen. The gourmet kitchen features custom inset cabinet drawers and doors, white marble slab backsplashes, Kohler farmhouse sink and a large island with a deep prep sink. The kitchen is a chef’s delight with a 48-inch Viking gas range, Viking warming drawer, Jenn-Air refrigerator, wine refrigerator and a Bosch dishwasher. The kitchen also has amazing storage and two large pantries. There are a total of four bedrooms (the 4th is currently the living room of the in-law suite suite) and three full baths. Throughout the home are beautiful real ¾-inch-thick and 5-inch-wide plank walnut floors, beam and coffered ceilings, French doors, oversized picture windows and designer accents lighting. French doors off the family room open to seamlessly blend indoor and outdoor living, leading to a covered lanai with travertine stone tile overlooking a resort and entertaining backyard. Huge swimming pool and a 30-by-15-foot pergola with Bistro lighting, which is a wonderful spot to relax, dine and play, all on a tiny pebble surface, like an Italian driveway! French garden fountain, rose garden and synthetic turf for pets make the backyard a haven. The home’s floor plan offers a desirable layout with huge primary bedroom with a generously sized un-suite bath with dual sink counters, amazing Roman walk-in shower, jetted tub with bubblers and two large walk-in closets. Guest wing features a spacious bedroom and bath and the West Wing is a full In-law apartment, including a bedroom, handicapped bath, full kitchen and its living room (which would be easy to be converted back into the 4th bedroom - plans available). Imagine having a wonderful space for in-laws or an adult family member that needs space of their own. Just a short drive or bike ride from Park Avenue, this open and inviting home has easy access to downtown Winter Park, AdventHealth, downtown Orlando and is zoned for A-rated schools. Surround sound through most of the house and CAT 6 wiring throughout. Recent additional remodeling and updating have taken place including all new windows, paint inside and out, as well as a new roof and gutters in 2022. A detailed list of all renovations is available upon request.

1624 Barcelona Way, Winter Park

$1,690,000

Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence.

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

Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat. The carefully curated neutral palette sets a relaxed tone throughout, blending timeless design elements with contemporary sophistication—indoors and out. Step into an open-concept layout bathed in natural light that highlights generous room sizes and thoughtful transitions from space to space. The welcoming foyer flows into a great living area and gourmet kitchen featuring a premium Thermador appliance package, including a commercial gas range and double under-counter refrigerator drawers. Adjacent to the kitchen, a stylish powder bath and mudroom with abundant storage lead to a convenient two-car attached garage. The main level is anchored by a luxurious primary suite that features a spa-inspired bath and an expansive walk-in closet with dedicated laundry facilities, perfectly suited for busy lifestyles. From the great room, large garden doors open to a back lanai pool area, seamlessly integrating indoor and outdoor living. Enjoy extended entertaining options in the cabana pool house, complete with a TV and fireplace. Upstairs, two additional bedrooms, each with an ensuite and custom walk-in closet, share a beautifully appointed bonus room with a dramatic raked ceiling and a second laundry area, offering flexibility to suit your needs. The versatile third level features a private studio that can easily serve as a fourth bedroom, guest suite, or private home office, complete with a built-in closet and full ensuite bathroom. LunDev has masterfully created a residence that exudes sophistication and casual luxury, making this property a standout gem. Located near parks, lakes, and premier shopping at Park Avenue, Winter Park Village, and Whole Foods, this home offers an exceptional lifestyle opportunity. Schedule your private tour today to experience the allure of this exquisite Winter Park residence.

1630 Chestnut Avenue, Winter Park

$2,195,000

Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club and Interlachen Country Club, this home offers exceptional quality, location, and lifestyle. NEW April 2026 Black Steel doors windows with low e-dual pane glass ($150k value!).

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

Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich Elementary. Inside, wide-plank engineered white pine flooring flows throughout, complementing vaulted ceilings, wood-burning fireplace in the living room, and a spacious open layout ideal for entertaining. The informal dining room overlooks the private backyard and resurfaced PebbleTec pool, while the chef’s kitchen impresses with dual islands, quartz countertops and full-height quartz backsplash, custom hood, Thermador appliances including a 48” six-burner gas range and French door refrigerator. The gorgeous, light filled family room showcases gas fireplace and a built-in bar with wine fridge. The expansive upstairs primary suite is a luxurious retreat, featuring a spa-like bath with a dual-entry shower with Infrared sauna, soaking tub, dual vanities with LED mirrors, expanded closets, and a sitting area. Also upstairs is a flexible loft or library space, an office/nursery with a private balcony, and a bonus exercise room or third closet. Three spacious bedrooms are located downstairs, including a second primary or guest suite with its own en-suite bath and pool access. Notable upgrades include a new roof (2021), PEX plumbing and water heater (2025), updated electrical panels, new propane tank, new AC supply grills and a new second AC system (2025). Additional features include Level 4 smooth drywall, custom trim and moldings, 8’ metal front and double back doors, custom wood interior doors, upgraded light switches and plugs, all-new designer light fixtures ( Regina Andrew, Visual Comfort, etc. ), fireplace surrounds, and custom metal and wood staircase. Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Outside, enjoy a fully fenced and gated backyard with turf and paver landscaping, updated pool coping, and a covered porch ideal for entertaining, new exterior paint and gas lanterns. The 2-car garage includes custom paneled doors, painted floor and workshop area. Located within walking distance to top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from Park Avenue and the Winter Park Racquet Club and Interlachen Country Club, this home offers exceptional quality, location, and lifestyle. NEW April 2026 Black Steel doors windows with low e-dual pane glass ($150k value!).

1885 Temple Drive, Winter Park

$6,111,000

Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning French Provincial residence offers magnificent water views from nearly every room. With one of the most private entrances and lots in all of Winter Park, this timeless home blends European charm with modern comfort. The light-filled, open floor plan features a downstairs primary suite and a gorgeous family room with gas fireplace, opening to the pool and lake. The gourmet kitchen, also facing the backyard, is the heart of the home. Featuring granite countertops, light cabinetry and gas cooktop. The open layout includes the eat-in breakfast area and family room. Multiple French doors to the pool and lakefront for everyday indoor-outdoor living and enjoy breathtaking views that make every moment feel like a getaway. Upstairs, two generously sized bedrooms-each with en-suite baths are joined by a cozy conversation area with lake views, a large bonus room and a private office/study that could easily be an additional bedroom. A connecting guesthouse offers a true retreat with two bedrooms, a full bath, living area and kitchen, perfect for hosting friends or family. Sparkling pool, lush landscaping, and private dock on Lake Maitland, enjoy awe-inspiring sunrise views over the Isle of Sicily. Craftsmanship is showcased throughout, from the millwork to the 4-car garage, with extensive updates: roof (2021), multiple A/C systems with UV lights (2020–2025), new flooring throughout downstairs and all bedrooms (2020), updated upstairs windows (2020), rebuilt balcony with Trex decking, new pool equipment (2020) and pool converted to salt (filter 2024), Generac whole-house generator, Trex deck and dock with new cables and 7,500-lb lift (2022), new primary, upstairs guest suites and powder baths (2025), marble porcelain fireplace surround, remote shades in the primary suite, and new lighting fixtures throughout. Surrounded by manicured grounds and minutes from downtown Winter Park, Park Avenue shopping and restaurants, Enzian Theater, library, bike paths, and top-rated schools, (Dommerich, Maitland Middle and Winter Park High School). Just around the corner from Park Maitland and near Lake Highland and Trinity Preparatory Schools. This lakeside masterpiece offers unmatched privacy, luxury, and timeless sophistication-a truly exceptional home. Ski, wakeboard, pontoon or cruise around Dog Island and Isle of Sicily on the chain of lakes. Enjoy the magic of the holiday season- festive boat parade and holiday light displays. 121 ft of lakefront on the Winter Park Chain of Lakes.

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning French Provincial residence offers magnificent water views from nearly every room. With one of the most private entrances and lots in all of Winter Park, this timeless home blends European charm with modern comfort. The light-filled, open floor plan features a downstairs primary suite and a gorgeous family room with gas fireplace, opening to the pool and lake. The gourmet kitchen, also facing the backyard, is the heart of the home. Featuring granite countertops, light cabinetry and gas cooktop. The open layout includes the eat-in breakfast area and family room. Multiple French doors to the pool and lakefront for everyday indoor-outdoor living and enjoy breathtaking views that make every moment feel like a getaway. Upstairs, two generously sized bedrooms-each with en-suite baths are joined by a cozy conversation area with lake views, a large bonus room and a private office/study that could easily be an additional bedroom. A connecting guesthouse offers a true retreat with two bedrooms, a full bath, living area and kitchen, perfect for hosting friends or family. Sparkling pool, lush landscaping, and private dock on Lake Maitland, enjoy awe-inspiring sunrise views over the Isle of Sicily. Craftsmanship is showcased throughout, from the millwork to the 4-car garage, with extensive updates: roof (2021), multiple A/C systems with UV lights (2020–2025), new flooring throughout downstairs and all bedrooms (2020), updated upstairs windows (2020), rebuilt balcony with Trex decking, new pool equipment (2020) and pool converted to salt (filter 2024), Generac whole-house generator, Trex deck and dock with new cables and 7,500-lb lift (2022), new primary, upstairs guest suites and powder baths (2025), marble porcelain fireplace surround, remote shades in the primary suite, and new lighting fixtures throughout. Surrounded by manicured grounds and minutes from downtown Winter Park, Park Avenue shopping and restaurants, Enzian Theater, library, bike paths, and top-rated schools, (Dommerich, Maitland Middle and Winter Park High School). Just around the corner from Park Maitland and near Lake Highland and Trinity Preparatory Schools. This lakeside masterpiece offers unmatched privacy, luxury, and timeless sophistication-a truly exceptional home. Ski, wakeboard, pontoon or cruise around Dog Island and Isle of Sicily on the chain of lakes. Enjoy the magic of the holiday season- festive boat parade and holiday light displays. 121 ft of lakefront on the Winter Park Chain of Lakes.

1860 Summerland Avenue, Winter Park

$2,500,000

Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone façade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef’s kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler’s hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue’s fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida’s most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city’s historic brick streets, Villa Toscana embodies the essence of refined Winter Park living.

3 Beds ⋅ 7 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private guest casita and a fully finished basement. Total area including outdoor spaces: 6,821 sq ft. The exterior showcases a stone façade, barrel-tile roof, wrought-iron detailing, and lush courtyards. A gated entry with outdoor fireplace leads to the guest casita with full bath, ideal for extended family, live-in support, or private office use. Inside, arched walkways, travertine floors, and soaring ceilings define the main level. The formal dining room, executive office, and great room flow seamlessly to the resort-style pool and lanai. The chef’s kitchen features dual Sub-Zero refrigerators, separate freezer, hidden walk-in pantry, Dacor 6-burner gas range, double ovens, Sharp drawer microwave, and built-in Miele coffee station. A butler’s hallway, half bath, and custom laundry suite add function and refinement. The primary suite on the main level features marble flooring, French doors to a private courtyard, a spa bath with soaking tub, dual-entry shower, and boutique-style custom closet. Upstairs offers two bedrooms, each with en-suite bath and custom closets, plus two open seating areas/lofts and a half bath. One suite opens to arched French doors overlooking the courtyard, stone architecture, and partial Lake Maitland views. The finished basement completes the 7 bonus rooms, providing flexible space for a home theater, gym, game room, or recreation lounge. Outdoor living includes a heated pool and spa, summer kitchen (installed 2021) with gas grill, beer tap, coolers, hibachi station, and a full cabana bath with accent shower on astro turf. Roof 2024. Three SEER 22 high-efficiency HVAC units (2020). Perfectly positioned on the Winter Park side of Lake Maitland within the renowned Chain of Lakes, Villa Toscana offers exceptional privacy and timeless appeal. This exclusive address places you just five minutes from Park Avenue’s fine dining, boutiques, and cultural attractions, while surrounded by some of Central Florida’s most distinguished waterfront estates. With access to the Winter Park Chain of Lakes, top-rated schools, and the charm of the city’s historic brick streets, Villa Toscana embodies the essence of refined Winter Park living.

1401 Green Cove Road, Winter Park

$520,000

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the most sought after neighborhoods in Winter Park, adjacent to Baldwin Park and Audubon Park. This home blends timeless design with today’s updates—just minutes from shopping, dining, parks, and top-rated schools. Make this stylish retreat your own and experience the best of Winter Park living! Enjoy the comfort of this updated Mid-Century Modern home ready for you to make it your own! Featuring an oversized updated kitchen with a sleek black and stainless designed cabinet combination with frosted glass upper cabinets, and lots of granite countertops—perfect for entertaining or everyday living. All inclusive stainless steel appliances with a five-burner gas stove and hood and a breakfast bar with seating that flows into the bright and open great room. There the floor-to-ceiling windows make the room so special. The huge primary suite has double closets for lots of storage, room for a sitting area to relax and read or watch a show. The updated ensuite bath has a walk-in shower with beveled glass door and built-in shower seat. Other sought after features include an oversized walk-in pantry, large combined laundry/storage room, and covered carport. Newer double paned windows and sliders allow the home to be flooded with natural light, while a tankless water heater and recent AC adds modern efficiency.

3025 Northwood Boulevard, Winter Park

$1,475,000

Opportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in the Elizabeth’s Walk subdivision in the highly coveted Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane upstairs (2025) and fresh exterior and interior paint in the kitchen and bathroom. The updated kitchen features a butcher block island and new cabinetry hardware. Beautiful wine storage room to showcase your finest wines. The newly redesigned powder bath includes hidden storage and a full shower. The living areas are open and welcoming, highlighted by recessed ceilings in the informal living room with distinctive wood beams in the family room giving the home character. The primary suite features dual closets plus a linen closet, fresh paint, new mirrors, tv, lighting, and UV film on doors to keep the suite very cool and save on electrical. The nursery showcases new paint, custom wallpaper, drapes, and remote shades, basically every detail thoughtfully considered. Upstairs, a generous loft serves perfectly as a playroom, exercise room or home office, along with two ensuite bedrooms and a large AC storage room. Outdoor living is private and inviting, with a newly refinished PebbleTec pool finish, new pool coping, gas fireplace, new screen enclosure and professionally updated landscaping (2024). The backyard feels like a personal retreat -quiet, enclosed, and perfect for both relaxing and entertaining. Other features include new insulation (2024), custom aluminum privacy gates with locks, Wi-Fi-enabled Schlage front door lock, touchscreen garage access, Ring cameras, and new thermostats. Living in Windsong offers a sense of community, exclusivity with access to the Winter Park Chain of Lakes, pools, a kids water park area, and playgrounds. Pontoon boat available for residents use. Just minutes from Park Avenue’s shops and restaurants, Baldwin Park, and top-rated schools including Brookshire Elementary, Glenridge Middle, Winter Park High. Great location for private schools- Lake Highland Prep and Trinity Prep.

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

Opportunity awaits in the most desirable neighborhood! Buyers have cold feet. Nestled in the Elizabeth’s Walk subdivision in the highly coveted Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane upstairs (2025) and fresh exterior and interior paint in the kitchen and bathroom. The updated kitchen features a butcher block island and new cabinetry hardware. Beautiful wine storage room to showcase your finest wines. The newly redesigned powder bath includes hidden storage and a full shower. The living areas are open and welcoming, highlighted by recessed ceilings in the informal living room with distinctive wood beams in the family room giving the home character. The primary suite features dual closets plus a linen closet, fresh paint, new mirrors, tv, lighting, and UV film on doors to keep the suite very cool and save on electrical. The nursery showcases new paint, custom wallpaper, drapes, and remote shades, basically every detail thoughtfully considered. Upstairs, a generous loft serves perfectly as a playroom, exercise room or home office, along with two ensuite bedrooms and a large AC storage room. Outdoor living is private and inviting, with a newly refinished PebbleTec pool finish, new pool coping, gas fireplace, new screen enclosure and professionally updated landscaping (2024). The backyard feels like a personal retreat -quiet, enclosed, and perfect for both relaxing and entertaining. Other features include new insulation (2024), custom aluminum privacy gates with locks, Wi-Fi-enabled Schlage front door lock, touchscreen garage access, Ring cameras, and new thermostats. Living in Windsong offers a sense of community, exclusivity with access to the Winter Park Chain of Lakes, pools, a kids water park area, and playgrounds. Pontoon boat available for residents use. Just minutes from Park Avenue’s shops and restaurants, Baldwin Park, and top-rated schools including Brookshire Elementary, Glenridge Middle, Winter Park High. Great location for private schools- Lake Highland Prep and Trinity Prep.

1408 Chapman Circle, Winter Park