Homesinorlando.forsale Search Results

$4,500,000

"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a peninsula with .90 acres and over 440+ feet of lake frontage with unobstructed lake views to the south, west and east. Constructed in 2012, this home features 6,000 living square footage (3,977 on the 1st level / 1,950 on the 2nd level), 4,000 sq. ft. of outdoor space, elevator, infinity pool, boat house and tennis court. Main level offers 35 x 32 great room w/kitchen and dining, a separate dining area, 36 x 20 family room with bar/wine room, 4 bedrooms/ 3.5 baths, laundry room and 4 multi slider panel doors that open to wrap around patio with outdoor kitchen. 2nd floor offers a 2nd laundry room, lofted library, guest bedroom and primary bedroom with suite/lounge/built in wet bar and additional 4 multi slide panel doors that open to a wrap around balcony. Experience the serenity and tranquility of old Florida under the majestic cypress trees beaming with wildlife/eagles/beavers and the ever changing landscape from sunrise to sunset.

6 Beds ⋅ 6 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a peninsula with .90 acres and over 440+ feet of lake frontage with unobstructed lake views to the south, west and east. Constructed in 2012, this home features 6,000 living square footage (3,977 on the 1st level / 1,950 on the 2nd level), 4,000 sq. ft. of outdoor space, elevator, infinity pool, boat house and tennis court. Main level offers 35 x 32 great room w/kitchen and dining, a separate dining area, 36 x 20 family room with bar/wine room, 4 bedrooms/ 3.5 baths, laundry room and 4 multi slider panel doors that open to wrap around patio with outdoor kitchen. 2nd floor offers a 2nd laundry room, lofted library, guest bedroom and primary bedroom with suite/lounge/built in wet bar and additional 4 multi slide panel doors that open to a wrap around balcony. Experience the serenity and tranquility of old Florida under the majestic cypress trees beaming with wildlife/eagles/beavers and the ever changing landscape from sunrise to sunset.

2118 Lake Drive, Winter Park

$5,400,000

Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .72-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct lake access with boat and personal watercraft storage on Lake Maitland, without the upkeep of a waterfront backyard. Inside, fresh neutral interiors and beautiful landscaping frame elegant arrival and living spaces. The thoughtful layout offers 5 bedrooms and 5 full plus 4 half baths, including a 550 SF guest house. Expansive entertaining areas flow seamlessly into a private courtyard with a heated pool and spa, covered dining, an outdoor grill, a wood-burning fireplace, and multiple terraces. Highlights include a grand primary suite with dual bathrooms and closets, a two-story wardrobe with an office in one of the primary closets, an impressive entertainment room, and a gourmet kitchen outfitted with Viking appliances, a newly replaced double oven, and a trash compactor. For large-scale entertaining, the detached pool house doubles as a catering suite with prep sink, refrigerator, and wall-to-wall storage. Built by renowned builder Charles Clayton and designed by Marc-Michaels, the home is a masterpiece of solid block construction and timeless detail featuring imported Parisian fireplaces, solid marble columns, both marble and travertine floors, and Venetian plaster walls. A new barrel tile roof (2023) adds lasting value and peace of mind. Ideally located across from Kraft Azalea Garden and near Rollins College, the estate offers a rare combination of waterfront tranquility and walkable access to Park Avenue’s world-class dining, boutiques, and museums. The Winter Park Racquet Club is also just a short golf cart ride away. A rare opportunity to acquire a legacy property with major aesthetic updates already completed and future equity positioned for growth.

5 Beds ⋅ 9 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .72-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct lake access with boat and personal watercraft storage on Lake Maitland, without the upkeep of a waterfront backyard. Inside, fresh neutral interiors and beautiful landscaping frame elegant arrival and living spaces. The thoughtful layout offers 5 bedrooms and 5 full plus 4 half baths, including a 550 SF guest house. Expansive entertaining areas flow seamlessly into a private courtyard with a heated pool and spa, covered dining, an outdoor grill, a wood-burning fireplace, and multiple terraces. Highlights include a grand primary suite with dual bathrooms and closets, a two-story wardrobe with an office in one of the primary closets, an impressive entertainment room, and a gourmet kitchen outfitted with Viking appliances, a newly replaced double oven, and a trash compactor. For large-scale entertaining, the detached pool house doubles as a catering suite with prep sink, refrigerator, and wall-to-wall storage. Built by renowned builder Charles Clayton and designed by Marc-Michaels, the home is a masterpiece of solid block construction and timeless detail featuring imported Parisian fireplaces, solid marble columns, both marble and travertine floors, and Venetian plaster walls. A new barrel tile roof (2023) adds lasting value and peace of mind. Ideally located across from Kraft Azalea Garden and near Rollins College, the estate offers a rare combination of waterfront tranquility and walkable access to Park Avenue’s world-class dining, boutiques, and museums. The Winter Park Racquet Club is also just a short golf cart ride away. A rare opportunity to acquire a legacy property with major aesthetic updates already completed and future equity positioned for growth.

1400 Alabama Drive, Winter Park

$260,000

This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence

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

This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence

700 Melrose Avenue Unit B-4, Winter Park

$4,273,211

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in main house plus detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform TWELVE kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry, and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here, with a sculptural installation of galvanized steel surrounding a crepe myrtle, accompanied by a matching bike rack. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool and spa, while a custom cedar hot tub blends into the landscape. A wood-clad pergola shelters the outdoor kitchen, featuring a Röshults system with a professional-grade grill, sink and storage. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.

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

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in main house plus detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform TWELVE kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry, and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here, with a sculptural installation of galvanized steel surrounding a crepe myrtle, accompanied by a matching bike rack. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool and spa, while a custom cedar hot tub blends into the landscape. A wood-clad pergola shelters the outdoor kitchen, featuring a Röshults system with a professional-grade grill, sink and storage. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.

1336 College Point, Winter Park

$2,250,000

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature lovers alike, including boat, canoe, kayak, ski, fish, windsurf or jet ski on this pristine lake. Come early for your appointment and drive the entire quaint neighborhood and see why this neighborhood for lakefront living is so sought after. Where else can you boat and dock at Trader Joe's, Hillstone's Restaurant, some of Winter Park's most desirable shopping and restaurant establishments? The home is located just minutes from Park Ave., I-4, Rollins College, Winter Park Village, Winter Park's Ravaudage and ALL OF Winter Park's restaurants and shopping!! Inside, you’ll find an open-concept layout with high ceilings, large windows, and modern finishes. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and an extra-large island, ideal for entertaining. The home boasts 4 bedrooms, 4 full baths, 2 half baths, 3694 square feet of living space, with 2 primary suites including a spa-like bathroom and a private deck overlooking the lake view; A 3-car garage with a gym area and sauna, an outdoor kitchen and a boat dock with an electric boatlift. Don’t miss this rare opportunity to own a slice of paradise on Lake Killarney! Contact us today to schedule a private tour.

4 Beds ⋅ 6 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature lovers alike, including boat, canoe, kayak, ski, fish, windsurf or jet ski on this pristine lake. Come early for your appointment and drive the entire quaint neighborhood and see why this neighborhood for lakefront living is so sought after. Where else can you boat and dock at Trader Joe's, Hillstone's Restaurant, some of Winter Park's most desirable shopping and restaurant establishments? The home is located just minutes from Park Ave., I-4, Rollins College, Winter Park Village, Winter Park's Ravaudage and ALL OF Winter Park's restaurants and shopping!! Inside, you’ll find an open-concept layout with high ceilings, large windows, and modern finishes. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and an extra-large island, ideal for entertaining. The home boasts 4 bedrooms, 4 full baths, 2 half baths, 3694 square feet of living space, with 2 primary suites including a spa-like bathroom and a private deck overlooking the lake view; A 3-car garage with a gym area and sauna, an outdoor kitchen and a boat dock with an electric boatlift. Don’t miss this rare opportunity to own a slice of paradise on Lake Killarney! Contact us today to schedule a private tour.

301 Rippling Lane, Winter Park

$2,495,000

Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom, cozy living room with a fireplace, and a large welcoming family room. The gourmet kitchen features custom wood cabinets, quartzite counters, a convenient office nook and an adjoining breakfast room, while the formal dining room boasts elegant moldings and built-in corner cabinets. A secret basement presents options for additional storage or a wine cellar. The second floor features a generously- sized master suite, two additional bedrooms, two updated baths, and a versatile nursery or bonus room, perfect for a study or home office. The property includes a detached two-car garage and a charming guest house with a bedroom, bath, and loft area. Newly renovated resort back yard includes heated salt water pool and spa, multiple seating areas, complete with gas hookups for fire pit and outdoor kitchen and a maintenance-free travertine and turf pool scape. You’ll love the inviting ambiance of both this home and its vibrant Winter Park location.

5 Beds ⋅ 4 Baths ⋅ Cortland Park SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom, cozy living room with a fireplace, and a large welcoming family room. The gourmet kitchen features custom wood cabinets, quartzite counters, a convenient office nook and an adjoining breakfast room, while the formal dining room boasts elegant moldings and built-in corner cabinets. A secret basement presents options for additional storage or a wine cellar. The second floor features a generously- sized master suite, two additional bedrooms, two updated baths, and a versatile nursery or bonus room, perfect for a study or home office. The property includes a detached two-car garage and a charming guest house with a bedroom, bath, and loft area. Newly renovated resort back yard includes heated salt water pool and spa, multiple seating areas, complete with gas hookups for fire pit and outdoor kitchen and a maintenance-free travertine and turf pool scape. You’ll love the inviting ambiance of both this home and its vibrant Winter Park location.

140 Cortland Avenue, Winter Park

$430,000

Discover a true slice of paradise just minutes from downtown Orlando, nestled along the serene shores of Lake Fair. This meticulously maintained 3-bedroom, 2-bathroom home, built in 1958, reflects an era when craftsmanship and attention to detail were paramount. The moment you step through the front door, you’ll be captivated by the original pine floors, gleaming with character and charm. Straight ahead, a massive living room invites you to unwind, complete with a Yamaha surround sound system—perfect for movie nights or entertaining. To your left, the spacious dining room and kitchen boast a 9-foot solid surface island with a farmhouse sink, 42" quiet-close cabinets, and a real tile backsplash (no peel-and-stick here!). The bathrooms have been beautifully renovated, offering a touch of modern luxury while maintaining the home's timeless appeal. The primary suite is a true retreat, featuring plantation shutters that add elegance and privacy. Step outside to a lush, tropical oasis where palms and landscaping create an ultra-private setting—ideal for cozy evenings around a firepit or swaying in a hammock with a gentle lake breeze. A 20x10 screened porch overlooks the lake, providing a perfect spot for morning coffee or unwinding at sunset. Adjacent to the kitchen, the laundry room is conveniently located just outside the side door. The enormous 2-car carport offers ample coverage for your vehicles, keeping them protected from the elements after a trip to the store. And for fishing enthusiasts? The seller has reeled in 5 lb. bass right from the backyard! Beyond this stunning home, the location is unbeatable. You're just minutes from the vibrant dining and shopping scene of Winter Park, home to award-winning restaurants, charming boutiques, and cultural hotspots like the Winter Park Farmers’ Market and Park Avenue. Downtown Orlando is a short drive away, offering easy access to the city's best entertainment, including Lake Eola Park, where you can enjoy fireworks, swan boat rides, concerts, and year-round festivals like the Orlando Film Festival and the Spring Fiesta in the Park. For nature lovers, this home is just minutes from Leu Gardens, a breathtaking 50-acre botanical garden featuring stunning tropical plants, butterfly gardens, and scenic walking trails. It also hosts outdoor movie nights, educational workshops, and seasonal events like the Dazzling Nights light festival. Also nearby is Mead Botanical Garden, a 47-acre nature preserve in Winter Park, offering hiking trails, butterfly gardens, a boardwalk, and even a community garden. It’s the perfect place for birdwatching, photography, or a peaceful escape into nature. Don’t miss the chance to own this lakefront gem—a perfect blend of historic charm, modern upgrades, and an unbeatable location. Schedule your private tour today!

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

Discover a true slice of paradise just minutes from downtown Orlando, nestled along the serene shores of Lake Fair. This meticulously maintained 3-bedroom, 2-bathroom home, built in 1958, reflects an era when craftsmanship and attention to detail were paramount. The moment you step through the front door, you’ll be captivated by the original pine floors, gleaming with character and charm. Straight ahead, a massive living room invites you to unwind, complete with a Yamaha surround sound system—perfect for movie nights or entertaining. To your left, the spacious dining room and kitchen boast a 9-foot solid surface island with a farmhouse sink, 42" quiet-close cabinets, and a real tile backsplash (no peel-and-stick here!). The bathrooms have been beautifully renovated, offering a touch of modern luxury while maintaining the home's timeless appeal. The primary suite is a true retreat, featuring plantation shutters that add elegance and privacy. Step outside to a lush, tropical oasis where palms and landscaping create an ultra-private setting—ideal for cozy evenings around a firepit or swaying in a hammock with a gentle lake breeze. A 20x10 screened porch overlooks the lake, providing a perfect spot for morning coffee or unwinding at sunset. Adjacent to the kitchen, the laundry room is conveniently located just outside the side door. The enormous 2-car carport offers ample coverage for your vehicles, keeping them protected from the elements after a trip to the store. And for fishing enthusiasts? The seller has reeled in 5 lb. bass right from the backyard! Beyond this stunning home, the location is unbeatable. You're just minutes from the vibrant dining and shopping scene of Winter Park, home to award-winning restaurants, charming boutiques, and cultural hotspots like the Winter Park Farmers’ Market and Park Avenue. Downtown Orlando is a short drive away, offering easy access to the city's best entertainment, including Lake Eola Park, where you can enjoy fireworks, swan boat rides, concerts, and year-round festivals like the Orlando Film Festival and the Spring Fiesta in the Park. For nature lovers, this home is just minutes from Leu Gardens, a breathtaking 50-acre botanical garden featuring stunning tropical plants, butterfly gardens, and scenic walking trails. It also hosts outdoor movie nights, educational workshops, and seasonal events like the Dazzling Nights light festival. Also nearby is Mead Botanical Garden, a 47-acre nature preserve in Winter Park, offering hiking trails, butterfly gardens, a boardwalk, and even a community garden. It’s the perfect place for birdwatching, photography, or a peaceful escape into nature. Don’t miss the chance to own this lakefront gem—a perfect blend of historic charm, modern upgrades, and an unbeatable location. Schedule your private tour today!

328 Lake Fair Lane, Winter Park

$380,000

Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

350 Killarney Bay Court Unit 5, Winter Park

$635,000

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

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

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

100 S Interlachen Avenue Unit 111, Winter Park

$1,645,000

Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your liking. No survey is available. All measurements are approximate and have been obtained through the OCPA map system. Please click on the Virtual Tour to see arial drone shots and much more.

Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your liking. No survey is available. All measurements are approximate and have been obtained through the OCPA map system. Please click on the Virtual Tour to see arial drone shots and much more.

681 Balmoral Road, Winter Park

$224,999

Under contract-accepting backup offers. Virtually Staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool & Clubhouse overlooking Lake Killarney. You will love Paddle Boarding, Kayaking and Boating just steps from your door. Beautifully updated 2-bedroom, 2-bathroom condo located on the shores of Lake Killarney in highly desirable Winter Park. This immaculate home offers tranquil lakeside living and unbeatable convenience, minutes from Trader Joe’s, Park Avenue, Rollins College, and Downtown Orlando. The condo is upgraded throughout with New AC & Water Heater, New Interior Paint, New Lighting, New Ceiling Fans & Window Blinds, Updated Door Hardware, Primary Bathroom Renovation featuring new tile, modern vanity, and LED mirror, Upgraded Exterior Doors & Windows. Open-concept kitchen with wood cabinetry, granite countertops, a built-in wine rack, and breakfast bar, flows into the spacious living area and private balcony. Enjoy two private patio spaces front and rear, overlooking the courtyard, perfect for relaxing and entertaining. With only one neighbor to the side and one below, this unit offers enhanced privacy. Split-Bedroom Design, Two large bedrooms, each with walk-in closets. Primary suite includes a private exterior entrance and a fully renovated bathroom with walk-in shower. Second bathroom includes a tub/shower combo and tile flooring. Enhance your life living minutes from Park Avenue (shopping, dining, events), Rollins College (3 miles), Winter Park Village, I4 for easy commuting, Downtown Orlando, Orlando International Airport, Disney, and Universal (20–30 mins). Low HOA Includes Water & Trash, Cable & Internet, Lake Access & Dock, Pool & Clubhouse, and Designated Parking.

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Condominium Association, Inc. SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Virtually Staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool & Clubhouse overlooking Lake Killarney. You will love Paddle Boarding, Kayaking and Boating just steps from your door. Beautifully updated 2-bedroom, 2-bathroom condo located on the shores of Lake Killarney in highly desirable Winter Park. This immaculate home offers tranquil lakeside living and unbeatable convenience, minutes from Trader Joe’s, Park Avenue, Rollins College, and Downtown Orlando. The condo is upgraded throughout with New AC & Water Heater, New Interior Paint, New Lighting, New Ceiling Fans & Window Blinds, Updated Door Hardware, Primary Bathroom Renovation featuring new tile, modern vanity, and LED mirror, Upgraded Exterior Doors & Windows. Open-concept kitchen with wood cabinetry, granite countertops, a built-in wine rack, and breakfast bar, flows into the spacious living area and private balcony. Enjoy two private patio spaces front and rear, overlooking the courtyard, perfect for relaxing and entertaining. With only one neighbor to the side and one below, this unit offers enhanced privacy. Split-Bedroom Design, Two large bedrooms, each with walk-in closets. Primary suite includes a private exterior entrance and a fully renovated bathroom with walk-in shower. Second bathroom includes a tub/shower combo and tile flooring. Enhance your life living minutes from Park Avenue (shopping, dining, events), Rollins College (3 miles), Winter Park Village, I4 for easy commuting, Downtown Orlando, Orlando International Airport, Disney, and Universal (20–30 mins). Low HOA Includes Water & Trash, Cable & Internet, Lake Access & Dock, Pool & Clubhouse, and Designated Parking.

2500 Lee Road Unit 202, Winter Park

$690,000

Experience the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. This remarkable collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, all set against the stunning backdrop of Lake Killarney. Introducing this state-of-the-art three-bedroom, three-and-a-half-bath residence, which not only redefines contemporary elegance but also boasts concrete block construction on both the first and second floors. This feature ensures durability, energy efficiency, and peace of mind for years to come. As you enter, you are greeted by a grand foyer and a convenient half bath, setting the stage for seamless entertaining. The open-concept kitchen flows effortlessly into an elegant dining area and an inviting great room, creating the perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds warmth and sophistication, while expansive floor-to-ceiling storefront glass fills the space with natural light and offers breathtaking views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you will discover three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. This is the best-priced option within the community, making it a final opportunity to acquire a unit at this incredible price point. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle. Don’t miss out on this exceptional opportunity to call this stunning townhome your own!

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

Experience the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. This remarkable collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, all set against the stunning backdrop of Lake Killarney. Introducing this state-of-the-art three-bedroom, three-and-a-half-bath residence, which not only redefines contemporary elegance but also boasts concrete block construction on both the first and second floors. This feature ensures durability, energy efficiency, and peace of mind for years to come. As you enter, you are greeted by a grand foyer and a convenient half bath, setting the stage for seamless entertaining. The open-concept kitchen flows effortlessly into an elegant dining area and an inviting great room, creating the perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds warmth and sophistication, while expansive floor-to-ceiling storefront glass fills the space with natural light and offers breathtaking views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you will discover three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. This is the best-priced option within the community, making it a final opportunity to acquire a unit at this incredible price point. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle. Don’t miss out on this exceptional opportunity to call this stunning townhome your own!

1806 Mondrian Circle, Winter Park

$230,000

Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in 2018-2019, New Appliances within last 5 years. Spacious Room Sizes, Private Balcony. Perfect location! Easy walk to Shopping, Restaurants, Movie Theater, close to Park Avenue and Farmers Market, minutes to I-4. One of Winter Park's best kept secrets! Don't miss this opportunity to view and own in this lovely community!

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in 2018-2019, New Appliances within last 5 years. Spacious Room Sizes, Private Balcony. Perfect location! Easy walk to Shopping, Restaurants, Movie Theater, close to Park Avenue and Farmers Market, minutes to I-4. One of Winter Park's best kept secrets! Don't miss this opportunity to view and own in this lovely community!

1500 Gay Road Unit 10C, Winter Park

$890,000

Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, 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, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom 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 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. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

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

Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, 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, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom 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 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. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

1762 Mondrian Circle, Winter Park

$1,555,000

Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a central gallery with an atrium and a custom-designed bannister, while a unique glass ceiling allows for an abundance of natural light. Perfect for entertaining, the home features a large dining room and a chef's kitchen equipped with professional-style appliances, a walk-in pantry, and a built-in banquette. The spacious family room, complete with a fireplace, has French doors that open to a charming outdoor terrace. The versatile floor plan incorporates both formal spaces and options for a home office, nursery, or music room. The main home includes four bedrooms and three baths. The upstairs primary suite is a luxurious retreat, offering a spa-like bath, an oversized closet with built-ins, and a separate room perfect for an office or nursery. The large secondary bedrooms have walk-in closets and are connected by a Jack and Jill bath. Your guests will appreciate the detached apartment, which offers privacy with a full bath, kitchen, and separate courtyard—ideal as a fifth bedroom. Situated on one of Winter Park’s most charming brick streets in the historic College Quarter, this home is just a short stroll to a private neighborhood dock on Lake Virginia. Walk to Park Avenue’s shops and restaurants, Rollins College, the farmer's market, and the Sunrail station. The home celebrates its Federalist architecture with precise and thoughtful details while seamlessly integrating modern amenities. Additional features include an oversized side-entry two-car garage, a new roof installed in 2022, and many windows replaced in 2020. This property is zoned for top-rated schools, including Audubon K-8 and Winter Park High School. Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure!

4 Beds ⋅ 3 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code

Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a central gallery with an atrium and a custom-designed bannister, while a unique glass ceiling allows for an abundance of natural light. Perfect for entertaining, the home features a large dining room and a chef's kitchen equipped with professional-style appliances, a walk-in pantry, and a built-in banquette. The spacious family room, complete with a fireplace, has French doors that open to a charming outdoor terrace. The versatile floor plan incorporates both formal spaces and options for a home office, nursery, or music room. The main home includes four bedrooms and three baths. The upstairs primary suite is a luxurious retreat, offering a spa-like bath, an oversized closet with built-ins, and a separate room perfect for an office or nursery. The large secondary bedrooms have walk-in closets and are connected by a Jack and Jill bath. Your guests will appreciate the detached apartment, which offers privacy with a full bath, kitchen, and separate courtyard—ideal as a fifth bedroom. Situated on one of Winter Park’s most charming brick streets in the historic College Quarter, this home is just a short stroll to a private neighborhood dock on Lake Virginia. Walk to Park Avenue’s shops and restaurants, Rollins College, the farmer's market, and the Sunrail station. The home celebrates its Federalist architecture with precise and thoughtful details while seamlessly integrating modern amenities. Additional features include an oversized side-entry two-car garage, a new roof installed in 2022, and many windows replaced in 2020. This property is zoned for top-rated schools, including Audubon K-8 and Winter Park High School. Don't miss the opportunity to schedule a private viewing of this unique, one-of-a-kind treasure!

817 Antonette Avenue, Winter Park

$280,000

HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

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

HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

700 Melrose Ave Unit A 22, Winter Park

$2,325,000

Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing.

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

Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing.

1522 Lake Knowles Circle, Winter Park

$1,235,739

Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm.

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

Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm.

370 E Lake Sue Avenue, Winter Park

$1,767,500

VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil setting makes it a pleasant spot for leisurely activities. Located directly across from the exclusive Windsong community, this prime location is just 2 miles from the iconic Park Avenue.-----New custom home plans available upon request-----

Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil setting makes it a pleasant spot for leisurely activities. Located directly across from the exclusive Windsong community, this prime location is just 2 miles from the iconic Park Avenue.-----New custom home plans available upon request-----

643 Balmoral Road, Winter Park

$315,000

Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with sliding doors off the family room and primary suite, offering a peaceful retreat for enjoying the Florida sunshine and picturesque views of the Fern Canal. As you enter the unit off the courtyard, you will enjoy the newly painted interior with hardwood floors in the dining room and kitchen. The kitchen boasts granite countertops, stone backsplash, a new refrigerator, double oven, microwave, double stainless steel sink and ample cabinets for storage. The generously sized primary suite features a walk-in closet and en-suite bath with shower. This unit also features an in-unit laundry with stackable washer/dryer for ultimate convenience. Lake Virginia condominiums offer a one-bedroom guest suite that can be reserved and rented for the night. Amenities include but are not limited to the following: lake access to Lake Virginia, pool with jacuzzi, private dock (boat slips are available via waiting list per HOA approval at an extra fee), fitness center, ground-floor covered parking (one assigned space per unit), recently updated clubhouse with kitchen, outdoor gas grill and fire pit, sauna room, storage racks for canoes, kayaks or paddleboards, a gated pet run for those dog lovers out there, plus water, trash, city sewer and basic cable. With easy access to major highways and just a short drive to downtown Orlando/attractions, this property is a must-see. Whether you're looking for a stylish home or a low-maintenance vacation property, 690 Osceola Avenue, Unit 209 offers everything you need to enjoy the best of Winter Park living. Don’t miss the opportunity to make this exceptional condominium your new home!

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

Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with sliding doors off the family room and primary suite, offering a peaceful retreat for enjoying the Florida sunshine and picturesque views of the Fern Canal. As you enter the unit off the courtyard, you will enjoy the newly painted interior with hardwood floors in the dining room and kitchen. The kitchen boasts granite countertops, stone backsplash, a new refrigerator, double oven, microwave, double stainless steel sink and ample cabinets for storage. The generously sized primary suite features a walk-in closet and en-suite bath with shower. This unit also features an in-unit laundry with stackable washer/dryer for ultimate convenience. Lake Virginia condominiums offer a one-bedroom guest suite that can be reserved and rented for the night. Amenities include but are not limited to the following: lake access to Lake Virginia, pool with jacuzzi, private dock (boat slips are available via waiting list per HOA approval at an extra fee), fitness center, ground-floor covered parking (one assigned space per unit), recently updated clubhouse with kitchen, outdoor gas grill and fire pit, sauna room, storage racks for canoes, kayaks or paddleboards, a gated pet run for those dog lovers out there, plus water, trash, city sewer and basic cable. With easy access to major highways and just a short drive to downtown Orlando/attractions, this property is a must-see. Whether you're looking for a stylish home or a low-maintenance vacation property, 690 Osceola Avenue, Unit 209 offers everything you need to enjoy the best of Winter Park living. Don’t miss the opportunity to make this exceptional condominium your new home!

690 Osceola Avenue Unit 209, Winter Park

$2,797,500

Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of glass sliders and expansive picture windows that flood the home with natural light and showcase breathtaking lake views. Gleaming hardwood floors flow throughout, complementing the modern updates and timeless charm of this exceptional residence. The spacious primary suite is a serene oasis with unparalleled views of the lake, while the fourth bedroom serves as a secondary primary suite, featuring a large en-suite bath and an oversized walk-in closet, making it ideal for guests or multigenerational living. The gourmet kitchen, equipped with high-end appliances, a central island, and a walk-in pantry, is both a chef’s dream and a stylish gathering space. The living room, complete with a gas fireplace and custom built-ins, exudes warmth and comfort, and the dining area provides a stunning backdrop of the lake, perfect for unforgettable meals and entertaining. Step outside to experience true Florida lakefront living. The expansive back deck is an ideal space for relaxation or hosting, while the newer Trex deck and covered boat dock with lift offer seamless access to boating and water activities. Situated across Lake Mizell from the scenic Windsong Preserve, this home provides a sense of seclusion while remaining just a short stroll from the renowned shops and restaurants of Park Avenue in downtown Winter Park. This rare lakefront masterpiece combines unmatched views, modern updates, and an unbeatable location. Don’t miss the chance to make this slice of paradise your own — schedule your private showing today.

4 Beds ⋅ 4 Baths ⋅ Point Mizell Rep SubDv. ⋅ 32789 Zip Code

Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of glass sliders and expansive picture windows that flood the home with natural light and showcase breathtaking lake views. Gleaming hardwood floors flow throughout, complementing the modern updates and timeless charm of this exceptional residence. The spacious primary suite is a serene oasis with unparalleled views of the lake, while the fourth bedroom serves as a secondary primary suite, featuring a large en-suite bath and an oversized walk-in closet, making it ideal for guests or multigenerational living. The gourmet kitchen, equipped with high-end appliances, a central island, and a walk-in pantry, is both a chef’s dream and a stylish gathering space. The living room, complete with a gas fireplace and custom built-ins, exudes warmth and comfort, and the dining area provides a stunning backdrop of the lake, perfect for unforgettable meals and entertaining. Step outside to experience true Florida lakefront living. The expansive back deck is an ideal space for relaxation or hosting, while the newer Trex deck and covered boat dock with lift offer seamless access to boating and water activities. Situated across Lake Mizell from the scenic Windsong Preserve, this home provides a sense of seclusion while remaining just a short stroll from the renowned shops and restaurants of Park Avenue in downtown Winter Park. This rare lakefront masterpiece combines unmatched views, modern updates, and an unbeatable location. Don’t miss the chance to make this slice of paradise your own — schedule your private showing today.

884 Audubon Lane, Winter Park

$1,900,000

Come see this outstanding 20,997 sqft lakefront lot located on beautiful Lake Sylvan in the heart of Winter Parks’s Sylvan Lake Shores neighbor. This is a very desirable 125 foot wide lot located on a peaceful, tree-lined brick street, surrounded by br high-end homes and offers a 130 foot wide view of the lake. This is the perfect lot to build your dream home on. Top rated schools, healthcare, restaurants and shopping are nearby and downtown Winter Park are just minutes away.

2 Beds ⋅ 2 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Come see this outstanding 20,997 sqft lakefront lot located on beautiful Lake Sylvan in the heart of Winter Parks’s Sylvan Lake Shores neighbor. This is a very desirable 125 foot wide lot located on a peaceful, tree-lined brick street, surrounded by br high-end homes and offers a 130 foot wide view of the lake. This is the perfect lot to build your dream home on. Top rated schools, healthcare, restaurants and shopping are nearby and downtown Winter Park are just minutes away.

1441 Grove Terrace, Winter Park

$315,000

Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind on the large side porch while taking in the serene surroundings. Community amenities include a refreshing pool, relaxing spa, and a fully-equipped gym. Plus, you’ll have the convenience of a designated covered parking. Best of all, you're just a short stroll from Park Avenue’s vibrant shops, dining, and entertainment. Don't miss out on this rare combination of location, lifestyle, and potential!

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

Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind on the large side porch while taking in the serene surroundings. Community amenities include a refreshing pool, relaxing spa, and a fully-equipped gym. Plus, you’ll have the convenience of a designated covered parking. Best of all, you're just a short stroll from Park Avenue’s vibrant shops, dining, and entertainment. Don't miss out on this rare combination of location, lifestyle, and potential!

690 Osceola Avenue Unit 308, Winter Park

$5,400,000

*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake home. Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers the perfect blend of luxury and tranquility. With 4 bedrooms, 3.5 baths, and a generous 4,725 sq ft of living space, this home is an Aurora and Parade of Homes Grand Winner and boasts 130 ft of lakefront frontage on the serene Lake Virginia. As you approach this stunning property, you'll find it situated on a quiet cul-de-sac, ensuring peace and privacy. Step into the backyard oasis, where a lanai with a gas fireplace invites you to unwind and enjoy Florida's beautiful weather. Relax in the hot tub or take a dip in the pool equipped with an Ultraviolet System which ensures the healthiest pool water possible, complete with an outdoor shower. The outdoor home lighting creates an enchanting ambiance, while the boat dock with a covered electronic boat lift offers easy access to water adventures. Experience breathtaking sunrises and sunsets over Rollins and Knowles Chapel from your own piece of paradise. The first floor of this home is designed for both comfort and style. Anderson doors and windows fill the space with natural light, highlighting the wood floors and architectural details like coffered ceilings with wood beams in the open family room. The master suite serves as a private retreat, featuring a spa bathroom, custom closets, and ample storage. Two additional bedrooms, a bathroom, and a half bath provide versatility and convenience. The kitchen is a chef's delight, boasting Caesarstone concrete countertops, a copper hood range, top-of-the-line Subzero and Viking appliances, walk-in pantry. A walk-in bar and wine room enhance the home's functionality, while a Pelican whole house water filtration system and a Kangen Leveluk water purifier ensure the highest quality water. The second floor is perfect for entertaining, offering a spacious area with a bonus room, bar, kitchenette, and an additional bedroom with an en-suite bath. This versatile space is ideal for hosting guests or creating a personal retreat. The city of Winter Park has approved plans to add an enclosed 385 square feet to the second floor, providing potential for additional space. Don't miss the opportunity to own this extraordinary lakefront home in one of Winter Park's most sought-after neighborhoods. Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer.

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

*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake home. Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers the perfect blend of luxury and tranquility. With 4 bedrooms, 3.5 baths, and a generous 4,725 sq ft of living space, this home is an Aurora and Parade of Homes Grand Winner and boasts 130 ft of lakefront frontage on the serene Lake Virginia. As you approach this stunning property, you'll find it situated on a quiet cul-de-sac, ensuring peace and privacy. Step into the backyard oasis, where a lanai with a gas fireplace invites you to unwind and enjoy Florida's beautiful weather. Relax in the hot tub or take a dip in the pool equipped with an Ultraviolet System which ensures the healthiest pool water possible, complete with an outdoor shower. The outdoor home lighting creates an enchanting ambiance, while the boat dock with a covered electronic boat lift offers easy access to water adventures. Experience breathtaking sunrises and sunsets over Rollins and Knowles Chapel from your own piece of paradise. The first floor of this home is designed for both comfort and style. Anderson doors and windows fill the space with natural light, highlighting the wood floors and architectural details like coffered ceilings with wood beams in the open family room. The master suite serves as a private retreat, featuring a spa bathroom, custom closets, and ample storage. Two additional bedrooms, a bathroom, and a half bath provide versatility and convenience. The kitchen is a chef's delight, boasting Caesarstone concrete countertops, a copper hood range, top-of-the-line Subzero and Viking appliances, walk-in pantry. A walk-in bar and wine room enhance the home's functionality, while a Pelican whole house water filtration system and a Kangen Leveluk water purifier ensure the highest quality water. The second floor is perfect for entertaining, offering a spacious area with a bonus room, bar, kitchenette, and an additional bedroom with an en-suite bath. This versatile space is ideal for hosting guests or creating a personal retreat. The city of Winter Park has approved plans to add an enclosed 385 square feet to the second floor, providing potential for additional space. Don't miss the opportunity to own this extraordinary lakefront home in one of Winter Park's most sought-after neighborhoods. Experience luxury living at its finest with unparalleled lakefront views, exceptional amenities and convenience to all the restaurants and shopping that Winter Park has to offer.

541 Virginia Drive, Winter Park

$1,250,000

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits!

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

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you with a grand 17-ft foyer, leading to an expansive great room adorned with 11-ft ceilings and breathtaking floor-to-ceiling windows that frame the beauty of the lake and surrounding nature. Designed for seamless living, this open-concept layout is perfect for entertaining and everyday comfort. The gourmet kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances, chic double-stacked soft-close cabinetry, designer lighting, a spacious walk-in pantry, and motorized window shades throughout. Step outside to the unique rear lanai and soak in the tranquil lake vistas, or enjoy a leisurely stroll along the welcoming community sidewalk that wraps around the property. Retreat to the second-level primary suite, a sanctuary of relaxation with expansive storefront-style windows, dual walk-in closets, and a spa-inspired bathroom showcasing designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The bonus loft area is perfect for a home office or a cozy reading nook, while the outdoor balcony with a cocktail kitchen offers elevated views of the lake for your enjoyment. With two additional bedrooms, one featuring an en suite, this home ensures comfort and privacy for all. A conveniently located laundry room separates the primary suite from the secondary bedrooms, enhancing the home's functionality. Don't miss the desirable two-car garage, complete with an epoxy-painted floor, EV charging station, and generous storage closet. Experience the pinnacle of elegance and comfort in this prime Central Florida location. Your dream waterfront lifestyle awaits!

1778 Mondrian Circle, Winter Park

$230,000

NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on the first floor just steps away from Winter Park Village, Trader Joe's and Park Avenue! The property offers a community boat ramp and a fishing pier on Lake Killarney whcih allows for skiing and other water sports. This home also features a charming covered rear porch, inviting you to create lasting memories while enjoying those beautiful winter and summer nights. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on the first floor just steps away from Winter Park Village, Trader Joe's and Park Avenue! The property offers a community boat ramp and a fishing pier on Lake Killarney whcih allows for skiing and other water sports. This home also features a charming covered rear porch, inviting you to create lasting memories while enjoying those beautiful winter and summer nights. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

1500 Gay Road Unit 7A, Winter Park

$2,100,000

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

1032 Early Avenue, Winter Park

$329,900

Location, Location, Location! Lakefront complex - STUDIO APARTMENT downtown Winter Park with a BOAT SLIP! Stroll a block or two to Park Avenue and take in the magnificent galleries, museums, restaurants/cafes, boutiques, etc. You can also walk to the Sunrail (commuter train) and Amtrak Station; Farmer's Market, Rollins College and the Alfond Inn from this mostly 55+ community. Whispering Waters condo complex is directly on the shores of Lake Osceola and is a neighbor to the Winter Park Scenic Boat Ride venue. This cute corner studio apartment has an abundance of plantation shutters and is extremely light and bright. There is NOT A TRUE BEDROOM IN THIS STUDIO, but an open area with two twin beds. The Unit #15 in Bldg 7 is on the third floor where you can use the nearby elevator behind the outside stairwell that is closest to the pool. There are not many condos with boat slips on the Chain-of-Lakes but this unit comes with a highly sought after COVERED BOAT SLIP (#14)! What fun you can have exploring the beautiful, serene waters on the Chain-of-Lakes. Take in the lovely view of Lake Osceola and the community pool from your living area / enclosed balcony area. Receive mail and packages delivered directly to your front door. Park your car in the gated garage below as deeded parking space #31 comes with this condo. Also in the garage is a storage cabinet that goes with this unit. From the third floor in Bldg 7, you can go directly to the secure parking garage with a special key/slot within the elevator. The manager's office is in the garage not far from the laundry machines. Condo fee includes: electricity; water and gas; plus exterior maintenance, pool, manager, reserves, exterior insurance; grounds maintenance; trash removal. There is a club room/marina room near the lake (by the 19 covered boat slips) that could be considered a recreational bldg. Come enjoy the lifestyle Winter Park has to offer!

1 Beds ⋅ 1 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Location, Location, Location! Lakefront complex - STUDIO APARTMENT downtown Winter Park with a BOAT SLIP! Stroll a block or two to Park Avenue and take in the magnificent galleries, museums, restaurants/cafes, boutiques, etc. You can also walk to the Sunrail (commuter train) and Amtrak Station; Farmer's Market, Rollins College and the Alfond Inn from this mostly 55+ community. Whispering Waters condo complex is directly on the shores of Lake Osceola and is a neighbor to the Winter Park Scenic Boat Ride venue. This cute corner studio apartment has an abundance of plantation shutters and is extremely light and bright. There is NOT A TRUE BEDROOM IN THIS STUDIO, but an open area with two twin beds. The Unit #15 in Bldg 7 is on the third floor where you can use the nearby elevator behind the outside stairwell that is closest to the pool. There are not many condos with boat slips on the Chain-of-Lakes but this unit comes with a highly sought after COVERED BOAT SLIP (#14)! What fun you can have exploring the beautiful, serene waters on the Chain-of-Lakes. Take in the lovely view of Lake Osceola and the community pool from your living area / enclosed balcony area. Receive mail and packages delivered directly to your front door. Park your car in the gated garage below as deeded parking space #31 comes with this condo. Also in the garage is a storage cabinet that goes with this unit. From the third floor in Bldg 7, you can go directly to the secure parking garage with a special key/slot within the elevator. The manager's office is in the garage not far from the laundry machines. Condo fee includes: electricity; water and gas; plus exterior maintenance, pool, manager, reserves, exterior insurance; grounds maintenance; trash removal. There is a club room/marina room near the lake (by the 19 covered boat slips) that could be considered a recreational bldg. Come enjoy the lifestyle Winter Park has to offer!

311 E Morse Boulevard Unit 7-15, Winter Park

$2,750,000

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard faces west for great sunsets. Take your boat through the chain of lakes and enjoy the boating lifestyle. Close to downtown Park Avenue with all the shops and dining.

3 Beds ⋅ 2 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard faces west for great sunsets. Take your boat through the chain of lakes and enjoy the boating lifestyle. Close to downtown Park Avenue with all the shops and dining.

425 Alberta Drive, Winter Park

$195,000

One or more photo(s) has been virtually staged. Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and kitchen. Natural light streams through the windows, highlighting the warm and inviting atmosphere throughout.Your private bedroom retreat features a generously sized closet, making storage a breeze. The well-appointed bathroom complements the living space perfectly. What truly sets this home apart is its privileged location near Lake Killarney, a stunning 239-acre spring-fed lake that serves as your backyard oasis. As a resident, you'll enjoy exclusive access to on-site boat slips, a launch, and an updated dock. Take a peaceful stroll along the 60-foot walkway leading to a covered gazebo - the perfect spot for your morning coffee or evening sunset views. The community amenities include a lakefront pool and clubhouse, while the meticulously maintained grounds showcase lush Florida landscaping. Located just moments from Winter Park Village, you'll find fantastic shopping, dining, and entertainment options right around the corner. Experience the joy of maintenance-free living while being connected to nature and urban conveniences. This hidden gem won't last long!

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

One or more photo(s) has been virtually staged. Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and kitchen. Natural light streams through the windows, highlighting the warm and inviting atmosphere throughout.Your private bedroom retreat features a generously sized closet, making storage a breeze. The well-appointed bathroom complements the living space perfectly. What truly sets this home apart is its privileged location near Lake Killarney, a stunning 239-acre spring-fed lake that serves as your backyard oasis. As a resident, you'll enjoy exclusive access to on-site boat slips, a launch, and an updated dock. Take a peaceful stroll along the 60-foot walkway leading to a covered gazebo - the perfect spot for your morning coffee or evening sunset views. The community amenities include a lakefront pool and clubhouse, while the meticulously maintained grounds showcase lush Florida landscaping. Located just moments from Winter Park Village, you'll find fantastic shopping, dining, and entertainment options right around the corner. Experience the joy of maintenance-free living while being connected to nature and urban conveniences. This hidden gem won't last long!

2500 Lee Road Unit 243, Winter Park