Homesinorlando.forsale Search Results

$835,000

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$1,150,000

Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, frameless glass shower and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury.

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, frameless glass shower and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury.

1766 Mondrian Circle, Winter Park

$700,000

"Experience the quintessential Winter Park lakefront lifestyle in this meticulously maintained Fully Furnished 2-bedroom, 2-bathroom top floor penthouse boasting access to Lake Osceola, a prized part of the Winter Park Chain of Lakes. Floor-to-ceiling windows illuminate the home, creating a light and airy atmosphere. Both bathrooms have been tastefully remodeled, enhancing the overall appeal. Yes this a 55+ community, however there is an opportunity for individuals under the age of 55 years young. Step inside to discover built-in custom cabinetry, a stunning kitchen, and providing the perfect blend of comfort and entertainment. Located just moments away from Park Ave, you'll have access to an array of exclusive restaurants, boutique shops, the renowned Saturday Farmer’s Market, churches, museums, and more. The HOA covers essential amenities including trash, water, electricity, gas, pool access, exterior and ground maintenance, pest control, and on-site management, ensuring a hassle-free living experience. Don't miss the opportunity to make this gem your home today!"

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

"Experience the quintessential Winter Park lakefront lifestyle in this meticulously maintained Fully Furnished 2-bedroom, 2-bathroom top floor penthouse boasting access to Lake Osceola, a prized part of the Winter Park Chain of Lakes. Floor-to-ceiling windows illuminate the home, creating a light and airy atmosphere. Both bathrooms have been tastefully remodeled, enhancing the overall appeal. Yes this a 55+ community, however there is an opportunity for individuals under the age of 55 years young. Step inside to discover built-in custom cabinetry, a stunning kitchen, and providing the perfect blend of comfort and entertainment. Located just moments away from Park Ave, you'll have access to an array of exclusive restaurants, boutique shops, the renowned Saturday Farmer’s Market, churches, museums, and more. The HOA covers essential amenities including trash, water, electricity, gas, pool access, exterior and ground maintenance, pest control, and on-site management, ensuring a hassle-free living experience. Don't miss the opportunity to make this gem your home today!"

311 E Morse Boulevard Unit 6-21, Winter Park

$1,535,000

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

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

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

1016 Tuscany Place, Winter Park

$3,620,000

A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code

A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

637 N Park Avenue, Winter Park

$1,900,000

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

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

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

451 Shepherd Ave., Winter Park

$595,000

Welcome home to this immaculate 3 story townhome in the highly desirable Winter Park/College Park communities. With 3 bedrooms and 3.5 bathrooms expanding throughout the floors this beautiful home combines luxury and low-maintenance living showcasing a modern-farmhouse style. Your private fenced in front entry brings you to the first floor with direct access to the 2-car garage at the rear. A full bedroom and bathroom are off the front door for convenience. As you make your way to the 2nd floor, you’re brought into the open concept space with light vinyl flooring. The kitchen at the back features quartz countertops, sleek cabinetry throughout, and large middle prep island with breakfast bar seating. This space flows into the living room with high ceilings and recessed lighting throughout with direct views and access out to the oversized balcony from the sliding glass doors. Continue up the stairs where you’ll find the beautiful primary bedroom with spa-like ensuite. This bathroom offers a double sink vanity, glass front shower, built-in shelves, and a walk-in closet. The last bedroom with an ensuite is on the 3rd floor as well as the laundry room. Built in 2022, this home is like new and has been fully repainted on the interior this year. Location is everything with this townhome being within a short distance to Dubsdread Golf Course and just minutes from Downtown Orlando, Rollins College, Park Avenue, Florida Hospital, Winter Park Village, Orlando Museum & Science Center, and easy access to I-4! This home will not disappoint, schedule your private showing today!

3 Beds ⋅ 4 Baths ⋅ Urban Green 12 SubDv. ⋅ 32789 Zip Code

Welcome home to this immaculate 3 story townhome in the highly desirable Winter Park/College Park communities. With 3 bedrooms and 3.5 bathrooms expanding throughout the floors this beautiful home combines luxury and low-maintenance living showcasing a modern-farmhouse style. Your private fenced in front entry brings you to the first floor with direct access to the 2-car garage at the rear. A full bedroom and bathroom are off the front door for convenience. As you make your way to the 2nd floor, you’re brought into the open concept space with light vinyl flooring. The kitchen at the back features quartz countertops, sleek cabinetry throughout, and large middle prep island with breakfast bar seating. This space flows into the living room with high ceilings and recessed lighting throughout with direct views and access out to the oversized balcony from the sliding glass doors. Continue up the stairs where you’ll find the beautiful primary bedroom with spa-like ensuite. This bathroom offers a double sink vanity, glass front shower, built-in shelves, and a walk-in closet. The last bedroom with an ensuite is on the 3rd floor as well as the laundry room. Built in 2022, this home is like new and has been fully repainted on the interior this year. Location is everything with this townhome being within a short distance to Dubsdread Golf Course and just minutes from Downtown Orlando, Rollins College, Park Avenue, Florida Hospital, Winter Park Village, Orlando Museum & Science Center, and easy access to I-4! This home will not disappoint, schedule your private showing today!

1250 Formosa Avenue, Winter Park

$1,297,000

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$312,000

Nestled in the heart of Winter Park, Florida, 1312 S. Pennsylvania exudes a sense of cozy charm and great privacy. This standalone one-bedroom, one-bathroom condo offers a cozy retreat filled with natural light that dances through the windows. Property has been beautifully kept with thoughtfully updated finishes. There is a fun private patio perfect for that first cup of coffee for the day. The house is a part of a condo association but is detached from other units with a personal carport belonging to the residence. Perfectly situated just steps away from the lively pulse of highly desired Winter Park, you'll find yourself immersed in the vibrant energy of all the city has to offer. From the prestigious Rollins College to the upscale boutiques and dining options on Park Avenue, the lively community of Baldwin Park, and the serene beauty of Mead Gardens, every convenience and attraction is within reach. This is one not to be missed, it will go fast. Reach out for your private showing today.

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, Florida, 1312 S. Pennsylvania exudes a sense of cozy charm and great privacy. This standalone one-bedroom, one-bathroom condo offers a cozy retreat filled with natural light that dances through the windows. Property has been beautifully kept with thoughtfully updated finishes. There is a fun private patio perfect for that first cup of coffee for the day. The house is a part of a condo association but is detached from other units with a personal carport belonging to the residence. Perfectly situated just steps away from the lively pulse of highly desired Winter Park, you'll find yourself immersed in the vibrant energy of all the city has to offer. From the prestigious Rollins College to the upscale boutiques and dining options on Park Avenue, the lively community of Baldwin Park, and the serene beauty of Mead Gardens, every convenience and attraction is within reach. This is one not to be missed, it will go fast. Reach out for your private showing today.

1312 S Pennsylvania Avenue Unit 1, Winter Park

$2,750,000

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

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

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

1254 Via Estrella, Winter Park

$725,000

Fully remodeled. Single story home with 2 bedrooms, 1 bathroom a window encapsulated sunroom overlooking the mature landscaping and brick lined streets. A generous floor plan with a full family room, dining room, plus a bonus yoga/art studio/office with vaulted ceiling, shiplap walls, and French doors leading out to a paver patio. This quaint and charming 1,242 s/f home is a perfect blend of Vintage charm and a modern updated style. There are two spacious bedrooms with sizable closets connected by a primary bathroom suite. Living areas connected by a galley kitchen with Frigidaire appliances, new custom cabinets and beautiful Quartzite/granite countertops. Brand new roof, gutters, open and closed cell insulation, paint, Emtek's glass round handles on a brass plate, plumbing, landscape and more! Not to be overlooked is the one bay garage with a 3 part Epoxy floor system finished with a beautiful Avante garage door which is characterized by aluminum and glass panels blending a clean and modern aesthetic allowing natural light, plus a level of privacy. Should you find yourself needing more square footage there is plenty of room for an addition to this home, and a large entertaining pool. This ideal Winter Park location is minutes away from Park Avenue shopping, Whole Foods, Park Maitland and Enzian Theatre. A quiet and peaceful location perfect for spending time outdoors and enjoying the Winter Park lifestyle! This property is being sold as-is.

2 Beds ⋅ 1 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Fully remodeled. Single story home with 2 bedrooms, 1 bathroom a window encapsulated sunroom overlooking the mature landscaping and brick lined streets. A generous floor plan with a full family room, dining room, plus a bonus yoga/art studio/office with vaulted ceiling, shiplap walls, and French doors leading out to a paver patio. This quaint and charming 1,242 s/f home is a perfect blend of Vintage charm and a modern updated style. There are two spacious bedrooms with sizable closets connected by a primary bathroom suite. Living areas connected by a galley kitchen with Frigidaire appliances, new custom cabinets and beautiful Quartzite/granite countertops. Brand new roof, gutters, open and closed cell insulation, paint, Emtek's glass round handles on a brass plate, plumbing, landscape and more! Not to be overlooked is the one bay garage with a 3 part Epoxy floor system finished with a beautiful Avante garage door which is characterized by aluminum and glass panels blending a clean and modern aesthetic allowing natural light, plus a level of privacy. Should you find yourself needing more square footage there is plenty of room for an addition to this home, and a large entertaining pool. This ideal Winter Park location is minutes away from Park Avenue shopping, Whole Foods, Park Maitland and Enzian Theatre. A quiet and peaceful location perfect for spending time outdoors and enjoying the Winter Park lifestyle! This property is being sold as-is.

1350 Ridgewood Avenue, Winter Park

$1,210,000

Experience unparalleled quality in highly sought-after Winter Park Recently built in 2021, this is a must-see, featuring 4-bedrooms, 3-1/2 bathrooms and nearly 2500 sq ft with a layout that makes the flow of everyday life a pleasure. The home has some of the finest high-end finishes, and offers 11’- 4” ceiling heights on the first floor and 10’ on the second. The luxurious master suite is located on the main floor featuring a spacious “wet-room” with soaking tub and expansive walk-in closets. Among its many highlights, this home has an abundance of natural light and features a wine cellar, 8’ solid core interior doors, 7” cove crown molding, 1x4 wood casing, and generous 1x8 wood base throughout. The front porch and patio showcase upgraded 1x6 tongue & groove pine ceilings. Custom-built solid hardwood maple cabinetry graces the entire home, with 66” uppers in the kitchen. The kitchen is equipped with exotic granite countertops, beautiful under-mount sinks, and top-of-the-line GE Café appliances, including a 27.8 cu. ft. french door refrigerator with Keurig K-Cup brewing system, a combination double wall oven, a six burner gas range top, and a 36” commercial hood with a specially designed custom-built metal hood cover. Upstairs, discover three additional bedrooms, one with an ensuite bathroom and the other 2 are connected via a jack and jill. There are multiple storage closets throughout. Designer porcelain tile adorns all bathrooms and the laundry room, complemented by premium 7-1/2’ wide wood flooring throughout the residence. Stylish plumbing fixtures and bathroom accessories, along with 8’ high glass frameless shower enclosures, add a touch of elegance. Designer electrical fixtures, including ceiling fans in all bedrooms, living rooms, and the patio, enhance the overall aesthetic. This home is equipped with highly efficient 15 SEER-rated heat pump and air conditioning systems with digital thermostats, as well as energy-efficient spray foam and core fill insulation. Double-pane insulated low E vinyl windows, Clopay premium garage doors, and an energy-efficient gas tankless water heater contribute to the home's eco-friendly features. The exterior is complemented by a beautifully landscaped yard with sealed pavers at the driveway and patio, gutters, and downspouts. You’ll love the area with Park Ave in close proximity, there are so many restaurants, coffee/tea shops, services and retail stores for you to explore. Just around the corner (coming soon!) is the new “Seven Oaks Park”. A park with mature trees, recreation areas, water fountains, and public programming areas on the 1.5-acre piece of land. The park would also include 40,000 SF of retail, a rooftop lounge area, and a coworking space. Make your appointment today for your opportunity to be a part of this wonderful community in a beautiful turnkey home!

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

Experience unparalleled quality in highly sought-after Winter Park Recently built in 2021, this is a must-see, featuring 4-bedrooms, 3-1/2 bathrooms and nearly 2500 sq ft with a layout that makes the flow of everyday life a pleasure. The home has some of the finest high-end finishes, and offers 11’- 4” ceiling heights on the first floor and 10’ on the second. The luxurious master suite is located on the main floor featuring a spacious “wet-room” with soaking tub and expansive walk-in closets. Among its many highlights, this home has an abundance of natural light and features a wine cellar, 8’ solid core interior doors, 7” cove crown molding, 1x4 wood casing, and generous 1x8 wood base throughout. The front porch and patio showcase upgraded 1x6 tongue & groove pine ceilings. Custom-built solid hardwood maple cabinetry graces the entire home, with 66” uppers in the kitchen. The kitchen is equipped with exotic granite countertops, beautiful under-mount sinks, and top-of-the-line GE Café appliances, including a 27.8 cu. ft. french door refrigerator with Keurig K-Cup brewing system, a combination double wall oven, a six burner gas range top, and a 36” commercial hood with a specially designed custom-built metal hood cover. Upstairs, discover three additional bedrooms, one with an ensuite bathroom and the other 2 are connected via a jack and jill. There are multiple storage closets throughout. Designer porcelain tile adorns all bathrooms and the laundry room, complemented by premium 7-1/2’ wide wood flooring throughout the residence. Stylish plumbing fixtures and bathroom accessories, along with 8’ high glass frameless shower enclosures, add a touch of elegance. Designer electrical fixtures, including ceiling fans in all bedrooms, living rooms, and the patio, enhance the overall aesthetic. This home is equipped with highly efficient 15 SEER-rated heat pump and air conditioning systems with digital thermostats, as well as energy-efficient spray foam and core fill insulation. Double-pane insulated low E vinyl windows, Clopay premium garage doors, and an energy-efficient gas tankless water heater contribute to the home's eco-friendly features. The exterior is complemented by a beautifully landscaped yard with sealed pavers at the driveway and patio, gutters, and downspouts. You’ll love the area with Park Ave in close proximity, there are so many restaurants, coffee/tea shops, services and retail stores for you to explore. Just around the corner (coming soon!) is the new “Seven Oaks Park”. A park with mature trees, recreation areas, water fountains, and public programming areas on the 1.5-acre piece of land. The park would also include 40,000 SF of retail, a rooftop lounge area, and a coworking space. Make your appointment today for your opportunity to be a part of this wonderful community in a beautiful turnkey home!

931 Bungalow Avenue, Winter Park

$927,000

Introducing your dream home in Winter Park under appraised value!!! Brand new construction that combines modern luxury with unparalleled convenience. Nestled in a prime location, this residence offers the perfect blend of sophistication and practicality. Embrace the ease of city living conveniently located in walking distance to Publix, Restaurants, and Shopping. Experience the vibrant energy of Winter Park right at your doorstep. This home truly lives on the first floor! Enjoy the convenience of having two spacious bedrooms on the first floor, 2 1/2 baths plus a scullery, providing flexibility and accessibility. The Gourmet Kitchen will elevate your culinary experience in this kitchen equipped with top-of-the-line Kitchen Aide appliances that includes NATURAL GAS cooking. The micro/wall combo with convection cooking ensures precision and efficiency. The Entertainer's Kitchen/Scullery will make you the ultimate host by allowing the food and dishes to be cleaned up in the scullery featuring a second dishwasher and refrigerator allowing you clutter-free time with your guests. This space is thoughtfully designed to enhance your entertaining capabilities. Immerse yourself in luxury with high-end finishes throughout the home. From level 4 smooth walls to every meticulous detail, this residence is a testament to quality craftsmanship. Stay ahead with modern amenities, including a second laundry room upstairs and a loft for additional living space. The home is equipped with a 220 outlet in the garage, perfect for electric car charging or adding a hot tub to your outdoor living. Experience comfort and sustainability with open cell foam insulation, ensuring energy efficiency while contributing to a greener lifestyle. Enjoy a reduction in your electric bills, reduced humidity in the home, a much quieter home as well as closed soffits to keep the critters out! This is more than a home; it's a statement of contemporary living. Don't miss the opportunity to make this exquisite property in Winter Park yours. Contact us today to schedule a viewing and step into a new era of refined living.

4 Beds ⋅ 4 Baths ⋅ H Vanwi Es Sub SubDv. ⋅ 32789 Zip Code

Introducing your dream home in Winter Park under appraised value!!! Brand new construction that combines modern luxury with unparalleled convenience. Nestled in a prime location, this residence offers the perfect blend of sophistication and practicality. Embrace the ease of city living conveniently located in walking distance to Publix, Restaurants, and Shopping. Experience the vibrant energy of Winter Park right at your doorstep. This home truly lives on the first floor! Enjoy the convenience of having two spacious bedrooms on the first floor, 2 1/2 baths plus a scullery, providing flexibility and accessibility. The Gourmet Kitchen will elevate your culinary experience in this kitchen equipped with top-of-the-line Kitchen Aide appliances that includes NATURAL GAS cooking. The micro/wall combo with convection cooking ensures precision and efficiency. The Entertainer's Kitchen/Scullery will make you the ultimate host by allowing the food and dishes to be cleaned up in the scullery featuring a second dishwasher and refrigerator allowing you clutter-free time with your guests. This space is thoughtfully designed to enhance your entertaining capabilities. Immerse yourself in luxury with high-end finishes throughout the home. From level 4 smooth walls to every meticulous detail, this residence is a testament to quality craftsmanship. Stay ahead with modern amenities, including a second laundry room upstairs and a loft for additional living space. The home is equipped with a 220 outlet in the garage, perfect for electric car charging or adding a hot tub to your outdoor living. Experience comfort and sustainability with open cell foam insulation, ensuring energy efficiency while contributing to a greener lifestyle. Enjoy a reduction in your electric bills, reduced humidity in the home, a much quieter home as well as closed soffits to keep the critters out! This is more than a home; it's a statement of contemporary living. Don't miss the opportunity to make this exquisite property in Winter Park yours. Contact us today to schedule a viewing and step into a new era of refined living.

1403 Michigan Avenue, Winter Park

$925,000

Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

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

Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

151 Stirling Avenue, Winter Park

$1,775,000

Meticulously maintained four bedroom, four bath home nestled on a quiet Winter Park street ready for immediate move in. Custom built in 2015 by FG Schaub, this home looks and feels brand new, and offers an open floor plan - perfect for entertaining or easy/comfortable living. The spacious kitchen showcases custom wood cabinets, a large breakfast bar/island with loads of storage, and overlooks the great room and dining room. The kitchen easily flows to the great room with a wall of built-ins for more storage and display, along with an under-counter beverage cooler. Two sets of French doors open out to the covered lanai with retractable screens which allow for climate control and seamless indoor/outdoor living. Enjoy cool evenings with the built-in fire pit, or a morning coffee listening to the water fountain. The private primary suite offers a large bath with separate vanities and a walk-in shower, and a very large walk-in closet. A secondary bedroom with walk-in closet is also on the first floor - which can be used as a guest suite or an office. A huge pantry room and laundry room off the two-car garage and mudroom/desk area finish off the first floor. The second floor features two bedrooms, each with en-suite baths and a 32 x 14 bonus room, which could easily be converted to a smaller bonus room and a fifth bedroom. Additional upgrades include a tankless water heater, a whole home water filtration system, and a water softener. Located in a premier neighborhood, minutes to Park Avenue and easy access to major roadways and highly-rated Winter Park schools.

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

Meticulously maintained four bedroom, four bath home nestled on a quiet Winter Park street ready for immediate move in. Custom built in 2015 by FG Schaub, this home looks and feels brand new, and offers an open floor plan - perfect for entertaining or easy/comfortable living. The spacious kitchen showcases custom wood cabinets, a large breakfast bar/island with loads of storage, and overlooks the great room and dining room. The kitchen easily flows to the great room with a wall of built-ins for more storage and display, along with an under-counter beverage cooler. Two sets of French doors open out to the covered lanai with retractable screens which allow for climate control and seamless indoor/outdoor living. Enjoy cool evenings with the built-in fire pit, or a morning coffee listening to the water fountain. The private primary suite offers a large bath with separate vanities and a walk-in shower, and a very large walk-in closet. A secondary bedroom with walk-in closet is also on the first floor - which can be used as a guest suite or an office. A huge pantry room and laundry room off the two-car garage and mudroom/desk area finish off the first floor. The second floor features two bedrooms, each with en-suite baths and a 32 x 14 bonus room, which could easily be converted to a smaller bonus room and a fifth bedroom. Additional upgrades include a tankless water heater, a whole home water filtration system, and a water softener. Located in a premier neighborhood, minutes to Park Avenue and easy access to major roadways and highly-rated Winter Park schools.

1531 Place Picardy, Winter Park

$1,690,000

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

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

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park

$2,200,000

This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

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

This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park

$750,000

Back on market. Buyer's financing fell thru. Located 2 miles from historic downtown Winter Park, this 3 bedroom/ 2 bath, 2,220 sq ft mid-century modern is a unique gem. The parcel is a great opportunity to build new or renovate. Perched on a knoll overlooking spring fed Lake Forest, this property is surrounded by the beauty and tranquility of Nature. Cozy and charming, the floor plan is functional, open, and bright. The main living areas and bedrooms have beautiful, mint-condition paraquet floors. The kitchen, located off the carport, has a new range, stainless sink, built-in pantry and room for a washer and dryer. Formal dining room overlooks the library. With 2 walls flanked with floor to ceiling bookcases, the library could make a great home office or additional living space. The family room and Florida room have a bank of windows that overlook the terraced back yard and have views of the lake. With a wood-burning fireplace, built-ins, concrete floors and beamed ceiling, the Florida room would make a great artist’s studio. The spacious bedrooms are located on the right side of the property with 2 bedrooms sharing a Jack ‘N’ Jill bath. The backyard is an oasis with ample grassy space framed with a concrete block wall with 2 more terraced levels down to the lake. The front yard has citrus trees, Brazilian grape vine, lychee and loquat trees and an abundance of camellias and azaleas. Improvements include AC in 2017, roof in 2015 and some windows in 2001. Central location close to Corrine Dr. shops and restaurants, Baldwin Park and downtown Orlando. Top-rated school district with zoning for Audubon K-8 and Winter Park High. Lots of new construction in the area. Peaceful and private make this a paradise. Welcome home!

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

Back on market. Buyer's financing fell thru. Located 2 miles from historic downtown Winter Park, this 3 bedroom/ 2 bath, 2,220 sq ft mid-century modern is a unique gem. The parcel is a great opportunity to build new or renovate. Perched on a knoll overlooking spring fed Lake Forest, this property is surrounded by the beauty and tranquility of Nature. Cozy and charming, the floor plan is functional, open, and bright. The main living areas and bedrooms have beautiful, mint-condition paraquet floors. The kitchen, located off the carport, has a new range, stainless sink, built-in pantry and room for a washer and dryer. Formal dining room overlooks the library. With 2 walls flanked with floor to ceiling bookcases, the library could make a great home office or additional living space. The family room and Florida room have a bank of windows that overlook the terraced back yard and have views of the lake. With a wood-burning fireplace, built-ins, concrete floors and beamed ceiling, the Florida room would make a great artist’s studio. The spacious bedrooms are located on the right side of the property with 2 bedrooms sharing a Jack ‘N’ Jill bath. The backyard is an oasis with ample grassy space framed with a concrete block wall with 2 more terraced levels down to the lake. The front yard has citrus trees, Brazilian grape vine, lychee and loquat trees and an abundance of camellias and azaleas. Improvements include AC in 2017, roof in 2015 and some windows in 2001. Central location close to Corrine Dr. shops and restaurants, Baldwin Park and downtown Orlando. Top-rated school district with zoning for Audubon K-8 and Winter Park High. Lots of new construction in the area. Peaceful and private make this a paradise. Welcome home!

2837 Wright Avenue, Winter Park

$559,000

MULTIPLE OFFERS! Sellers accepting offers through Saturday, 2/3/2024. Acceptance by Sunday evening. Location, Location, Location! This 1950's home is nestled in the historical "Orwin Manor" a walkable neighborhood with a Winter Park Address! Entering this 3 bedroom, 3 full bathroom Mid Century Modern home, you immediately get the vibe of comfort and charm! The space is extremely well laid out and lives larger than the square footage would suggest. Original hardwood floors flow throughout the living areas and kitchen. The dining and living room both have large windows with custom woven wood shades, which dress all the windows in the house. Living room has a beautiful stone wood- burning fireplace. The bedrooms are each entered by the common hallway off the living area. The primary is an ensuite, with the second bathroom and remaining two, well sized, bedrooms off the shared hallway. The kitchen is an open galley style. Stainless steel appliances, beautiful granite countertops, wood cabinets, built in shelving and a kitchen desk. Off the kitchen is a fantastic transitional room with Mexican tile and built-in storage benches. Windows surround the room, overlooking the very large, private and secluded paved courtyard. The laundry area has a large double sink and a smaller full bathroom. The long driveway leads to the 2 car garage, a big parking pad, a shed and garden area that are behind a double wide wrought iron gate. ROOF 2017, A/C 5/22, HOT WATER HEATER 2023. Just over a block to a lovely neighborhood park and minutes from endless restaurants, shopping, Park Avenue, Museums, Orlando Science Center and Hospital. Downtown Orlando has Lake Eola and the Dr. Phillips Center. Easy access to I-4 and the 408. Great neighborhood with friendly neighbors and several annual neighborhood events. This home will surely make you proud as the new owner!

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFERS! Sellers accepting offers through Saturday, 2/3/2024. Acceptance by Sunday evening. Location, Location, Location! This 1950's home is nestled in the historical "Orwin Manor" a walkable neighborhood with a Winter Park Address! Entering this 3 bedroom, 3 full bathroom Mid Century Modern home, you immediately get the vibe of comfort and charm! The space is extremely well laid out and lives larger than the square footage would suggest. Original hardwood floors flow throughout the living areas and kitchen. The dining and living room both have large windows with custom woven wood shades, which dress all the windows in the house. Living room has a beautiful stone wood- burning fireplace. The bedrooms are each entered by the common hallway off the living area. The primary is an ensuite, with the second bathroom and remaining two, well sized, bedrooms off the shared hallway. The kitchen is an open galley style. Stainless steel appliances, beautiful granite countertops, wood cabinets, built in shelving and a kitchen desk. Off the kitchen is a fantastic transitional room with Mexican tile and built-in storage benches. Windows surround the room, overlooking the very large, private and secluded paved courtyard. The laundry area has a large double sink and a smaller full bathroom. The long driveway leads to the 2 car garage, a big parking pad, a shed and garden area that are behind a double wide wrought iron gate. ROOF 2017, A/C 5/22, HOT WATER HEATER 2023. Just over a block to a lovely neighborhood park and minutes from endless restaurants, shopping, Park Avenue, Museums, Orlando Science Center and Hospital. Downtown Orlando has Lake Eola and the Dr. Phillips Center. Easy access to I-4 and the 408. Great neighborhood with friendly neighbors and several annual neighborhood events. This home will surely make you proud as the new owner!

1635 Berkshire, Winter Park

$615,000

Welcome to **Villa del Seis**, a charming group of 6 condos in the heart of **Winter Park!** Unwind in your 2 bedroom condo with access to Lake Virginia!! The views are breathtaking!! Relax in the sun while fishing or entertaining lakeside from your community dock.!! This light and bright **end unit town home** is a must see. The living room has a cozy **wood burning fireplace** and two-story ceiling with a skylight and French doors that lead out to the back lanai. The Dining room opens to the living room and overlooks this charming **outdoor oasis**. There is an **attached one-car garage** plus **extra parking** for guests. Enjoy a wonderful large master suite with **remolded bath** plus private second bedroom suite. Walk to Park Avenue's fabulous restaurants, wine shops, boutiques, Saturday's Farmers' market, Rollins College, The Alfond Inn and Spa, Mead Gardens, and Sunrail Station!! Location, location, location!! The Lush landscaping is the responsibility of the Association as well as the exterior maintenance of your unit making it easy to enjoy as a **primary or secondary residence**. This gem of a property will not last long! Schedule a private showing today!

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

Welcome to **Villa del Seis**, a charming group of 6 condos in the heart of **Winter Park!** Unwind in your 2 bedroom condo with access to Lake Virginia!! The views are breathtaking!! Relax in the sun while fishing or entertaining lakeside from your community dock.!! This light and bright **end unit town home** is a must see. The living room has a cozy **wood burning fireplace** and two-story ceiling with a skylight and French doors that lead out to the back lanai. The Dining room opens to the living room and overlooks this charming **outdoor oasis**. There is an **attached one-car garage** plus **extra parking** for guests. Enjoy a wonderful large master suite with **remolded bath** plus private second bedroom suite. Walk to Park Avenue's fabulous restaurants, wine shops, boutiques, Saturday's Farmers' market, Rollins College, The Alfond Inn and Spa, Mead Gardens, and Sunrail Station!! Location, location, location!! The Lush landscaping is the responsibility of the Association as well as the exterior maintenance of your unit making it easy to enjoy as a **primary or secondary residence**. This gem of a property will not last long! Schedule a private showing today!

670 Osceola Avenue Unit 670, Winter Park

$1,475,000

SELLER IS MOTIVATED!!! Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool, an inviting outdoor fireplace, and a spacious 2-car garage. The interior is a testament to fine craftsmanship, boasting a custom-built kitchen with custom, built-in appliances and finishes. Each bedroom is an oasis of comfort, complete with ensuite bathrooms. The master suite is a true retreat, offering tranquility and grandeur. Outside, the beautifully landscaped grounds create a private haven, perfect for entertaining or relaxing by the pool. The outdoor living space, enhanced by the fireplace, offers a year-round alfresco experience. Water and power are available for outdoor kitchen hook-up. This home is more than just a residence; it's a lifestyle, offering an unparalleled blend of luxury, comfort, and style in the Winter Park community. *New interior paint throughout! (Not reflected in listing photos)

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

SELLER IS MOTIVATED!!! Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool, an inviting outdoor fireplace, and a spacious 2-car garage. The interior is a testament to fine craftsmanship, boasting a custom-built kitchen with custom, built-in appliances and finishes. Each bedroom is an oasis of comfort, complete with ensuite bathrooms. The master suite is a true retreat, offering tranquility and grandeur. Outside, the beautifully landscaped grounds create a private haven, perfect for entertaining or relaxing by the pool. The outdoor living space, enhanced by the fireplace, offers a year-round alfresco experience. Water and power are available for outdoor kitchen hook-up. This home is more than just a residence; it's a lifestyle, offering an unparalleled blend of luxury, comfort, and style in the Winter Park community. *New interior paint throughout! (Not reflected in listing photos)

1130 Kenwood Avenue, Winter Park

$500,000

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

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

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

2500 Euston Road, Winter Park

$899,000

Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park

$3,217,500

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

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

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

1106 Palmer Avenue, Winter Park

$1,965,000

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

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

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

1729 Elizabeths Walk, Winter Park

$1,050,000

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

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

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

2501 Modac Trail, Winter Park

$500,000

Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code

Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

2949 Lolissa Lane, Winter Park

$1,495,000

This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

1717 Pine Avenue, Winter Park

$2,699,999

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

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

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

1737 Lookout Landing Circle, Winter Park

$3,450,000

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

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

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

466 Genius Drive, Winter Park