Homesinorlando.forsale Search Results

$265,000

PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Avenue Unit M33, Winter Park

$330,000

Cute, clean, and convenient, located in Winter Park just off of Fairbanks near I-4. This lovely home features a remodeled kitchen and bath, refinished original wood floors, new doors, ceiling fans. Spacious living room and eat-in kitchen with plenty of storage. One car garage has laundry hook up. Oversized, fenced yard. Roomy porches at the back and front of home. Winter Park shopping and entertainment all just minutes away! New roof in 2022.

2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Cute, clean, and convenient, located in Winter Park just off of Fairbanks near I-4. This lovely home features a remodeled kitchen and bath, refinished original wood floors, new doors, ceiling fans. Spacious living room and eat-in kitchen with plenty of storage. One car garage has laundry hook up. Oversized, fenced yard. Roomy porches at the back and front of home. Winter Park shopping and entertainment all just minutes away! New roof in 2022.

1987 Karolina Avenue, Winter Park

$4,100,000

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

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

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

1135 Lakeview Drive, Winter Park

$1,099,000

Don't miss this charming and updated home, situated on an expansive 12,000-square-foot corner lot, in the highly sought-after Timberlane Shores neighborhood! Boasting an inviting open floor plan and starting with the living space offering stunning engineered wood floors, crown molding and a big window bay, that invites natural light to illuminate the space. The refreshed kitchen complete with a built-in breakfast nook, an abundance of white cabinetry with granite counters and stainless appliances, seamlessly flows into the family room, featuring an electric fireplace and cozy window seating with wonderful views of the spacious lanai entertainment space and the screened-in saltwater pool. The owner's retreat is a haven of tranquility with a lovely renewed en-suite bath and direct access to the pool, while the generously sized secondary bedrooms boast walk-in closets. A perfect laundry room offers plenty of additional storage & built in ironing center. Complementing the rest of the features of this special home is the convenience of the oversized two-car garage with workshop/hobby area. The curb appeal and exterior are enviable displaying a lush landscape with enchanting flowering gardens, recently re-sodded backyard & charming playhouse. Recent improvements include a new 2023 roof, new HVAC 2022, along with replaced windows, interior doors, and baseboards. The added bonus is the superior Winter Park Schools! With all these fabulous highlights combined, this home promises an exceptional living experience!

3 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Don't miss this charming and updated home, situated on an expansive 12,000-square-foot corner lot, in the highly sought-after Timberlane Shores neighborhood! Boasting an inviting open floor plan and starting with the living space offering stunning engineered wood floors, crown molding and a big window bay, that invites natural light to illuminate the space. The refreshed kitchen complete with a built-in breakfast nook, an abundance of white cabinetry with granite counters and stainless appliances, seamlessly flows into the family room, featuring an electric fireplace and cozy window seating with wonderful views of the spacious lanai entertainment space and the screened-in saltwater pool. The owner's retreat is a haven of tranquility with a lovely renewed en-suite bath and direct access to the pool, while the generously sized secondary bedrooms boast walk-in closets. A perfect laundry room offers plenty of additional storage & built in ironing center. Complementing the rest of the features of this special home is the convenience of the oversized two-car garage with workshop/hobby area. The curb appeal and exterior are enviable displaying a lush landscape with enchanting flowering gardens, recently re-sodded backyard & charming playhouse. Recent improvements include a new 2023 roof, new HVAC 2022, along with replaced windows, interior doors, and baseboards. The added bonus is the superior Winter Park Schools! With all these fabulous highlights combined, this home promises an exceptional living experience!

1880 Shiloh Lane, Winter Park

$1,050,000

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

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

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

1203 Germaine Drive, Winter Park

$1,800,000

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

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

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

1251 Woodmere Drive, Winter Park

$730,000

Amidst the grandeur of stately magnolias and the delicate beauty of crepe myrtles, this enchanting 1926 Tudor Revival home awaits in the storied embrace of Winter Park, Florida. A homage to architectural elegance, it basks in a symphony of sunlight that enhances its authentic character and charm. As you step inside, be welcomed by the expansive living room where a crackling wood-burning fireplace adds a touch of warmth to the rich hardwood floors underfoot. This inviting space seamlessly unfolds into a dining area and a versatile sunroom, enclosed by elegant French doors. Whether as a serene office, an invigorating gym, or a whimsical playroom, this sun-drenched retreat adapts to your every fancy. The dining room, a prelude to alfresco dining, offers a view through French doors to the deck, inviting visions of starlit dinners in the generous backyard. The kitchen—a stylish masterpiece—features chic shaker cabinets, luxe stone countertops, and a natural gas range, each detail meticulously curated to inspire culinary adventure. Ascend the stairs, past the picturesque window with its cozy seat, to the sanctuary above. Here lies the primary suite, a realm of tranquility with its alluring sitting window and a spa-like bathroom, boasting a dual vanity and an expansive walk-in shower. Two additional bedrooms echo the home's timeless allure, complete with elegant wainscoting and a rejuvenated second bathroom. The vast backyard, a canvas of possibility, whispers promises of a personalized paradise—with ample space for a glittering pool and a luxurious cabana. A detached 2-car garage completes this portrait of suburban bliss. Positioned just minutes from the vivacious Park Avenue, and within a leisurely stroll to Advent Health Hospital, Ivanhoe Village, College Park, Mills 50, and a treasure trove of museums, your connection to culture and convenience is assured. With swift access to I-4, the heart of Orlando is merely a heartbeat away. ***************************************************************************************************************** Appliances 2019 & 2023, Crawlspace joists reinforced in 2020. New window treatments in 2021, HW 2021, Roof 2018, HVAC 2017 Furniture is available for purchase

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

Amidst the grandeur of stately magnolias and the delicate beauty of crepe myrtles, this enchanting 1926 Tudor Revival home awaits in the storied embrace of Winter Park, Florida. A homage to architectural elegance, it basks in a symphony of sunlight that enhances its authentic character and charm. As you step inside, be welcomed by the expansive living room where a crackling wood-burning fireplace adds a touch of warmth to the rich hardwood floors underfoot. This inviting space seamlessly unfolds into a dining area and a versatile sunroom, enclosed by elegant French doors. Whether as a serene office, an invigorating gym, or a whimsical playroom, this sun-drenched retreat adapts to your every fancy. The dining room, a prelude to alfresco dining, offers a view through French doors to the deck, inviting visions of starlit dinners in the generous backyard. The kitchen—a stylish masterpiece—features chic shaker cabinets, luxe stone countertops, and a natural gas range, each detail meticulously curated to inspire culinary adventure. Ascend the stairs, past the picturesque window with its cozy seat, to the sanctuary above. Here lies the primary suite, a realm of tranquility with its alluring sitting window and a spa-like bathroom, boasting a dual vanity and an expansive walk-in shower. Two additional bedrooms echo the home's timeless allure, complete with elegant wainscoting and a rejuvenated second bathroom. The vast backyard, a canvas of possibility, whispers promises of a personalized paradise—with ample space for a glittering pool and a luxurious cabana. A detached 2-car garage completes this portrait of suburban bliss. Positioned just minutes from the vivacious Park Avenue, and within a leisurely stroll to Advent Health Hospital, Ivanhoe Village, College Park, Mills 50, and a treasure trove of museums, your connection to culture and convenience is assured. With swift access to I-4, the heart of Orlando is merely a heartbeat away. ***************************************************************************************************************** Appliances 2019 & 2023, Crawlspace joists reinforced in 2020. New window treatments in 2021, HW 2021, Roof 2018, HVAC 2017 Furniture is available for purchase

1355 Devon Road, Winter Park

$400,000

Introducing a rare gem nestled in Winter Park. This charming ranch-style home, spanning 1,477 sq ft, offers a harmonious blend of comfort and convenience. Beyond the threshold, discover a welcoming 3-bedroom, 2-bath retreat, thoughtfully designed with a devotion to space and function. Perfectly positioned just minutes from I-4, your gateway to the region awaits, granting effortless access for any commute or a leisurely drive. Additionally, you're a stone's throw away from the renowned Park Avenue, where the soul of Winter Park comes alive with its world-famous boutiques, dining, and cultural events. Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find.

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Introducing a rare gem nestled in Winter Park. This charming ranch-style home, spanning 1,477 sq ft, offers a harmonious blend of comfort and convenience. Beyond the threshold, discover a welcoming 3-bedroom, 2-bath retreat, thoughtfully designed with a devotion to space and function. Perfectly positioned just minutes from I-4, your gateway to the region awaits, granting effortless access for any commute or a leisurely drive. Additionally, you're a stone's throw away from the renowned Park Avenue, where the soul of Winter Park comes alive with its world-famous boutiques, dining, and cultural events. Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find.

2891 Roxbury Road, Winter Park

$350,000

Welcome to your own peaceful paradise! Step into this charming, partially-renovated, pool home and discover the ultimate oasis in Florida living. Boasting 2 bedrooms and 2 full bathrooms, this home invites you to experience privacy and quiet living at every turn. With fresh interior paint, recently renovated bathrooms, an updated kitchen, and spacious living and dining areas, entertaining has never been easier. Take your enjoyment outdoors with a modern heated pool, perfect for cooling off on those sunny summer days. And when you need a break from the sun, retreat to the tranquility of the large, fully enclosed sunroom with eco-friendly windows and screens for year-round enjoyment. This property offers more than just relaxation—it's practical too. With a one-car garage and expanded driveway with brick pavers, there is ample parking. Built with solid concrete block structure and hurricane shutters on all windows, you'll have peace of mind year-round, no matter the weather conditions. No HOA makes this property ideal for pet owners and garden enthusiasts alike. Let your furry friends roam freely in the fenced yard on nearly 1/5th of an acre lot, while you take advantage of the ample outdoor space. Conveniently located in the highly sought-after Winter Park suburb of Orlando, this home puts you just minutes away from I-4, downtown Orlando, the Kia Center, Camping World Stadium, College Park, and Universal Studios theme park. Don't miss your chance to experience the epitome of Florida living—schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Welcome to your own peaceful paradise! Step into this charming, partially-renovated, pool home and discover the ultimate oasis in Florida living. Boasting 2 bedrooms and 2 full bathrooms, this home invites you to experience privacy and quiet living at every turn. With fresh interior paint, recently renovated bathrooms, an updated kitchen, and spacious living and dining areas, entertaining has never been easier. Take your enjoyment outdoors with a modern heated pool, perfect for cooling off on those sunny summer days. And when you need a break from the sun, retreat to the tranquility of the large, fully enclosed sunroom with eco-friendly windows and screens for year-round enjoyment. This property offers more than just relaxation—it's practical too. With a one-car garage and expanded driveway with brick pavers, there is ample parking. Built with solid concrete block structure and hurricane shutters on all windows, you'll have peace of mind year-round, no matter the weather conditions. No HOA makes this property ideal for pet owners and garden enthusiasts alike. Let your furry friends roam freely in the fenced yard on nearly 1/5th of an acre lot, while you take advantage of the ample outdoor space. Conveniently located in the highly sought-after Winter Park suburb of Orlando, this home puts you just minutes away from I-4, downtown Orlando, the Kia Center, Camping World Stadium, College Park, and Universal Studios theme park. Don't miss your chance to experience the epitome of Florida living—schedule your showing today!

2877 Euston Road, Winter Park

$499,000

Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

4 Beds ⋅ 2 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park

$1,595,000

Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

2 Beds ⋅ 2 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

311 E Morse Boulevard Unit 1-3, Winter Park

$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

$1,000,000

Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

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

Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

1821 Englewood Road, Winter Park

$307,000

GROUND FLOOR UNIT with one assigned parking space located steps from unit! Updated unit with stunning views of the gardens at WPG. Kitchen equipped with shaker cabinets, designer backsplash and Silestone countertops. Tankless water heater. Neutral ceramic tile throughout. Large bedrooms. Wonderful closet space. Light and bright. Stunning grounds with community pool, clubhouse and on site manager. Close to Azalea Tennis Center, Mead Gardens, Rollins College, Park Avenue, Farmer's Market , shopping and major roads. Call today for your private viewing of this wonderful unit.

2 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

GROUND FLOOR UNIT with one assigned parking space located steps from unit! Updated unit with stunning views of the gardens at WPG. Kitchen equipped with shaker cabinets, designer backsplash and Silestone countertops. Tankless water heater. Neutral ceramic tile throughout. Large bedrooms. Wonderful closet space. Light and bright. Stunning grounds with community pool, clubhouse and on site manager. Close to Azalea Tennis Center, Mead Gardens, Rollins College, Park Avenue, Farmer's Market , shopping and major roads. Call today for your private viewing of this wonderful unit.

700 Melrose Avenue Unit E-1, Winter Park

$452,500

Nestled in the highly desirable town of Winter Park, this meticulously maintained and beautifully remodeled two-bedroom, 1.5-bath bungalow welcomes you to a prime location just steps away from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining, and vibrant nightlife, all within easy walking distance. Step inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The all-year enclosed Florida room features an electric fireplace, seamlessly combining functionality with style and the perfect setting to enjoy the outdoors in any season. Adding privacy and security, the fully fenced yard creates a delightful retreat. In 2023, significant enhancements were made, including the addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The entire home has been freshly painted, contributing to its vibrant and inviting atmosphere. The recent roof update in December 2023 ensures long-lasting durability, complemented by a series of modern comfort and efficiency upgrades. The air conditioning unit was replaced in 2019, the AC compressor in 2022, and the water heater in 2019.For a detailed overview of all the improvements, please refer to the attached improvement sheet. Don't miss the opportunity to make this residence your own, as it seamlessly combines the convenience of modern updates with the timeless charm of a bungalow lifestyle. Experience the best of both worlds in this impeccably maintained home located in the heart of a thriving community.

2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Nestled in the highly desirable town of Winter Park, this meticulously maintained and beautifully remodeled two-bedroom, 1.5-bath bungalow welcomes you to a prime location just steps away from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining, and vibrant nightlife, all within easy walking distance. Step inside this charming bungalow to discover a newly updated kitchen that features granite countertops, stainless steel appliances and a center island. The all-year enclosed Florida room features an electric fireplace, seamlessly combining functionality with style and the perfect setting to enjoy the outdoors in any season. Adding privacy and security, the fully fenced yard creates a delightful retreat. In 2023, significant enhancements were made, including the addition of a new rear deck and a new front porch, further enhancing the overall charm and appeal of the property. The entire home has been freshly painted, contributing to its vibrant and inviting atmosphere. The recent roof update in December 2023 ensures long-lasting durability, complemented by a series of modern comfort and efficiency upgrades. The air conditioning unit was replaced in 2019, the AC compressor in 2022, and the water heater in 2019.For a detailed overview of all the improvements, please refer to the attached improvement sheet. Don't miss the opportunity to make this residence your own, as it seamlessly combines the convenience of modern updates with the timeless charm of a bungalow lifestyle. Experience the best of both worlds in this impeccably maintained home located in the heart of a thriving community.

674 Douglas 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

$575,000

Welcome home to ORWIN MANOR, a prime location, perfectly positioned between College Park and Winter Park. This charming 3 bedroom, 2 bath with detached garage is waiting for the perfect buyer. As you enter the home you will notice the original hardwoood floors, wood burning fireplace,3 sets of french doors: one to florida room and 2 to rear of property. Large covered front porch was added in late 90' and majority of windows were replaced. Property was repumbed in 2023, water hearter replaced 2023/40gal and 2nd water 20gal heater for W/D in garage. Oversiced lot that is actually a lot and 1/2 is 1/4 acre in a quiet tree lined neighborhood. Master suite sits at rear of home with walk in closet and 3 vanities in bath area. This is one of the finer neighborhoods within 10 minutes of everyting, fine dining, shopping, I-4, the expressway and walking distance to Sunrail, grocery and parks galore. Your home awaits. Laundry room is in separate area of garage. Lot is 83 x 135 (.257).

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

Welcome home to ORWIN MANOR, a prime location, perfectly positioned between College Park and Winter Park. This charming 3 bedroom, 2 bath with detached garage is waiting for the perfect buyer. As you enter the home you will notice the original hardwoood floors, wood burning fireplace,3 sets of french doors: one to florida room and 2 to rear of property. Large covered front porch was added in late 90' and majority of windows were replaced. Property was repumbed in 2023, water hearter replaced 2023/40gal and 2nd water 20gal heater for W/D in garage. Oversiced lot that is actually a lot and 1/2 is 1/4 acre in a quiet tree lined neighborhood. Master suite sits at rear of home with walk in closet and 3 vanities in bath area. This is one of the finer neighborhoods within 10 minutes of everyting, fine dining, shopping, I-4, the expressway and walking distance to Sunrail, grocery and parks galore. Your home awaits. Laundry room is in separate area of garage. Lot is 83 x 135 (.257).

1411 Buckingham Road, 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

$1,295,000

A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless steel appliances. The living/great room offers a wall of built-ins, and gorgeous wood floors. The Florida room showcases seven large windows which allow for plenty of light to fill the home, and gives amazing views of the lake. The Alabama is a Winter Park icon with a community pool, a clubhouse with a full kitchen and a fitness room, a community dock on Lake Maitland, and boat slips. Currently there is a boat slip available with no wait list. Fee is $2,500/year. This unit offers an additional storage space and one assigned covered parking space. Enjoy scenic sunsets from the adirondack chairs on the lawn or at the dock. Lakefront living without the maintenance. Luxury living with the lock and leave lifestyle.

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless steel appliances. The living/great room offers a wall of built-ins, and gorgeous wood floors. The Florida room showcases seven large windows which allow for plenty of light to fill the home, and gives amazing views of the lake. The Alabama is a Winter Park icon with a community pool, a clubhouse with a full kitchen and a fitness room, a community dock on Lake Maitland, and boat slips. Currently there is a boat slip available with no wait list. Fee is $2,500/year. This unit offers an additional storage space and one assigned covered parking space. Enjoy scenic sunsets from the adirondack chairs on the lawn or at the dock. Lakefront living without the maintenance. Luxury living with the lock and leave lifestyle.

1602 Alabama Drive Unit 203, Winter Park

$500,000

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

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

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

2500 Euston Road, Winter Park

$3,217,500

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

$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

$945,000

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

617 S Phelps Avenue, Winter Park

$265,000

This 2 bedroom/2 bath, first floor condo is located in Winter Park Gardens Condominiums a 55+ community. A highly sought after location nestled in Winter Park, close to Park Avenue, Rollins College, excellent restaurants and upscale shopping. This bright open floorplan features a large living area and sun/bonus room that is perfect for an additional living area or home office. Spacious bedrooms that offer generous closet space. Meticulously maintained grounds with walking paths to gardens, private lake and community pool. Come for the winter or stay all year long and enjoy the lifestyle Florida has to offer.

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 2 bedroom/2 bath, first floor condo is located in Winter Park Gardens Condominiums a 55+ community. A highly sought after location nestled in Winter Park, close to Park Avenue, Rollins College, excellent restaurants and upscale shopping. This bright open floorplan features a large living area and sun/bonus room that is perfect for an additional living area or home office. Spacious bedrooms that offer generous closet space. Meticulously maintained grounds with walking paths to gardens, private lake and community pool. Come for the winter or stay all year long and enjoy the lifestyle Florida has to offer.

700 Melrose Avenue Unit K3, Winter Park

$640,000

Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

2 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

1740 Winter Park Road, Winter Park

$4,087,500

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$335,000

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$669,000

***MOTIVATED SELLERS*** Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range with vented hood and stainless steel appliances, an open dining and family room area and a floor-to-ceiling view of the backyard from the sun room. The master bedroom with walk in closet is located on the ground floor. Two additional bedrooms and a full bath are located on the second floor. Interior of the home was just repainted, new garage door lift, roof replaced in 2017, circular driveway, front porch and brick backyard patio with fenced yard. Room for a pool. Located within biking distance of Park Avenue, Mead Gardens, Rollins College, East End Market and Baldwin Park. One mile from Audubon Park K-8 School and one mile to Winter Park High School 9th grade center. Seven minutes to AdventHealth Orlando hospital and seven minutes to AdventHealth Winter Park hospital. Text or call for a showing appointment

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

***MOTIVATED SELLERS*** Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range with vented hood and stainless steel appliances, an open dining and family room area and a floor-to-ceiling view of the backyard from the sun room. The master bedroom with walk in closet is located on the ground floor. Two additional bedrooms and a full bath are located on the second floor. Interior of the home was just repainted, new garage door lift, roof replaced in 2017, circular driveway, front porch and brick backyard patio with fenced yard. Room for a pool. Located within biking distance of Park Avenue, Mead Gardens, Rollins College, East End Market and Baldwin Park. One mile from Audubon Park K-8 School and one mile to Winter Park High School 9th grade center. Seven minutes to AdventHealth Orlando hospital and seven minutes to AdventHealth Winter Park hospital. Text or call for a showing appointment

1710 Winter Park Road, Winter Park

$734,900

Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This well-maintained property features recent upgrades, including an updated kitchen with quartz countertops, redone master bathroom, new roof in 2021, newer A/C system in 2017, updated pool pump, and upgraded electrical panels. With separate family, dining, and living rooms, there's ample space for everyone to spread out. Right outside the enclosed Florida room is a large private yard with a spacious pool and a basketball court. This home also includes a two-car garage and interior laundry. It's move-in ready, offering a comfortable and inviting lifestyle.

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This well-maintained property features recent upgrades, including an updated kitchen with quartz countertops, redone master bathroom, new roof in 2021, newer A/C system in 2017, updated pool pump, and upgraded electrical panels. With separate family, dining, and living rooms, there's ample space for everyone to spread out. Right outside the enclosed Florida room is a large private yard with a spacious pool and a basketball court. This home also includes a two-car garage and interior laundry. It's move-in ready, offering a comfortable and inviting lifestyle.

2503 Anaconda Trail, Winter Park

$371,000

Welcome to your dream abode! This spacious three-bedroom, two-bathroom house is a true gem nestled in a tranquil and sought-after neighborhood. This residence combines comfort, style, and functionality to offer you the ultimate living experience. As you step through the inviting entrance, you'll be greeted by an open-concept living area adorned with abundant natural light streaming through large windows. The modern kitchen, complete with granite countertops, stainless steel appliances, and ample storage space, is a haven for any home chef. The master suite is a private retreat boasting serenity and relaxation. With its generous size, it accommodates a king-sized bed with ease and features an en-suite bathroom for your convenience. The additional two bedrooms are versatile, perfect for a growing family, guests, or even a home office. The outdoor space is ready for your inspiration whether you add a pool, playground or expand. Enjoy morning coffee on the patio or host summer barbecues in style. This home also offers practical amenities such as a dedicated laundry room, an over sized one-car garage, and ample storage throughout. Its prime location provides easy access to local schools, parks, shopping centers, and major commuting routes, making every aspect of daily life effortlessly convenient. Upgrades include new roof 2020, new A/C 2018, updated electrical and plumbing as well as Windows. Don't miss out on the opportunity to make this stunning three-bedroom, two-bathroom house your forever home. Schedule a showing today and envision the countless memories waiting to be created within these walls. Your new chapter starts here!

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code

Welcome to your dream abode! This spacious three-bedroom, two-bathroom house is a true gem nestled in a tranquil and sought-after neighborhood. This residence combines comfort, style, and functionality to offer you the ultimate living experience. As you step through the inviting entrance, you'll be greeted by an open-concept living area adorned with abundant natural light streaming through large windows. The modern kitchen, complete with granite countertops, stainless steel appliances, and ample storage space, is a haven for any home chef. The master suite is a private retreat boasting serenity and relaxation. With its generous size, it accommodates a king-sized bed with ease and features an en-suite bathroom for your convenience. The additional two bedrooms are versatile, perfect for a growing family, guests, or even a home office. The outdoor space is ready for your inspiration whether you add a pool, playground or expand. Enjoy morning coffee on the patio or host summer barbecues in style. This home also offers practical amenities such as a dedicated laundry room, an over sized one-car garage, and ample storage throughout. Its prime location provides easy access to local schools, parks, shopping centers, and major commuting routes, making every aspect of daily life effortlessly convenient. Upgrades include new roof 2020, new A/C 2018, updated electrical and plumbing as well as Windows. Don't miss out on the opportunity to make this stunning three-bedroom, two-bathroom house your forever home. Schedule a showing today and envision the countless memories waiting to be created within these walls. Your new chapter starts here!

941 Dupont Avenue, Winter Park