Homesinorlando.forsale Search Results

$130,000

Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and efficient use of space. Waterfall Cove elevates everyday living with community amenities including a pool, playground, and covered picnic area, making it ideal for both relaxation and active enjoyment. Plus, high-speed internet and cable are included in the HOA fees, offering modern convenience and simplified budgeting. The location is outstanding. You’re minutes from Rollins College—a short 2½-mile drive—making it perfect for students, faculty, renters, or families alike . Stroll or drive to Park Avenue for galleries, boutiques, and cafes. Winter Park Village, recently refreshed by a major renovation, offers a vibrant array of tenants and experiences—from Arhaus and Brighton Collectibles to coworking at Spaces and upscale dining under one beautifully redesigned streetscape—now fully leased and thriving. With downtown Winter Park just minutes away and I-4 under one mile from your doorstep, getting around town is effortless and efficient . This condo is perfectly balanced for homeowners seeking cozy elegance as well as investors looking for a turnkey residence in a high-demand location of Winter Park. Whether you seek a relaxed retreat or a smart, energy-efficient investment anchored by community and convenience, this property captures it all. Schedule your private showing today—the next chapter of refined Winter Park living starts here.

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and efficient use of space. Waterfall Cove elevates everyday living with community amenities including a pool, playground, and covered picnic area, making it ideal for both relaxation and active enjoyment. Plus, high-speed internet and cable are included in the HOA fees, offering modern convenience and simplified budgeting. The location is outstanding. You’re minutes from Rollins College—a short 2½-mile drive—making it perfect for students, faculty, renters, or families alike . Stroll or drive to Park Avenue for galleries, boutiques, and cafes. Winter Park Village, recently refreshed by a major renovation, offers a vibrant array of tenants and experiences—from Arhaus and Brighton Collectibles to coworking at Spaces and upscale dining under one beautifully redesigned streetscape—now fully leased and thriving. With downtown Winter Park just minutes away and I-4 under one mile from your doorstep, getting around town is effortless and efficient . This condo is perfectly balanced for homeowners seeking cozy elegance as well as investors looking for a turnkey residence in a high-demand location of Winter Park. Whether you seek a relaxed retreat or a smart, energy-efficient investment anchored by community and convenience, this property captures it all. Schedule your private showing today—the next chapter of refined Winter Park living starts here.

1695 Lee Road Unit C206, Winter Park

$3,200,000

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

6 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

141 S Phelps Avenue, Winter Park

$569,000

Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art galleries, fine dining, and open-air cafés. Once you step inside this 3-bedroom, 2-bath mid-century charmer, you'll feel the warmth and love of a home that has been truly cared for including a BRAND NEW ROOF. The heart of this home is a stunning open kitchen that’s sure to inspire envy—featuring soaring white cabinetry with glowing underlighting, a sleek gas cooktop, wall oven, and a show-stopping 9-foot quartz island perfect for gathering with friends and family. French doors open to a backyard that feels like a hidden retreat—lined with fruit trees and anchored by a covered, pavered patio perfect for lazy afternoons or lively evenings under twinkle lights. There's even a detached 2 car garage. Original parquet floors bring timeless charm, while the indoor laundry room and walk-in closet add modern-day ease to this vintage gem. Enjoy an easy commute to downtown and quick access to I-4. This is the home you've been waiting for. Call for your private showing today!

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

Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art galleries, fine dining, and open-air cafés. Once you step inside this 3-bedroom, 2-bath mid-century charmer, you'll feel the warmth and love of a home that has been truly cared for including a BRAND NEW ROOF. The heart of this home is a stunning open kitchen that’s sure to inspire envy—featuring soaring white cabinetry with glowing underlighting, a sleek gas cooktop, wall oven, and a show-stopping 9-foot quartz island perfect for gathering with friends and family. French doors open to a backyard that feels like a hidden retreat—lined with fruit trees and anchored by a covered, pavered patio perfect for lazy afternoons or lively evenings under twinkle lights. There's even a detached 2 car garage. Original parquet floors bring timeless charm, while the indoor laundry room and walk-in closet add modern-day ease to this vintage gem. Enjoy an easy commute to downtown and quick access to I-4. This is the home you've been waiting for. Call for your private showing today!

1368 Devon Rd, Winter Park

$1,295,000

Nestled in one of the most sought-after locations, the “Tree Streets” of Winter Park. 1601 Chestnut Avenue is a stunning Modern European Cottage-style home, built in 2017, that masterfully blends classic charm with modern finishes. Offering over 2,800 square feet, this pool home includes: four bedrooms, three full baths, and an over-sized loft. Step inside to hard wood flooring, complemented by upgraded baseboards and crown molding throughout. The formal dining room, also functional as a formal seating area, or office space, is complete with a pass-through bar, flows seamlessly into a chef’s kitchen—featuring a Viking appliance package, a 48” gas range, quartz countertops, an extended bar-top island, and floor-to-ceiling cabinetry. The white cabinetry is solid wood, soft-closing and includes custom pull-outs. The island comfortably seats 5 barstools, and flows seamlessly into the breakfast nook. The great room is a true showpiece, with a stone gas fireplace and a stunning 12 foot tongue-and-groove wood ceiling. Natural light floods the space from the large sliding glass door, and windows to the vaulted ceiling, adding to the open concept floor plan and how spacious it feels. The first-floor primary suite, is situated at the back right of the home, with direct lanai access, and large picture windows overlooking the private pool. The hallway to the en-suite includes dual walk-in closets, with solid wood built-ins. The en-suite features a water closet, an oversized two-sided walk-in shower, and a vanity with dual sinks and quartz countertops. Step outside to the lanai, where a beach-entry pool and spacious covered lanai, complete with the same vaulted tongue and groove ceiling as seen inside. This continuous feature is a statement in the home. The lanai is finished with a travertine deck and gas line hookup. Rock landscaped beds, lush landscaping and a fully fenced yard, complete the back yard, making the perfect space to entertain. The main level also features a guest bedroom and full bathroom, with a frameless glass shower. Next to this bedroom is also access to the two-car garage and a conveniently positioned laundry room. Upstairs, a bonus room with vaulted ceilings (22’ x 14’) provides endless possibilities—ideal for a home theater, office, or playroom. Two additional bedrooms and a full bath complete the second level. Both bedrooms offer walk-in closets. The full bathroom includes a large vanity with quartz countertops, and a tub and shower combination. Additional features of this home, include: newly installed lighting fixtures throughout, a paver driveway, covered front porch, and a two-car garage. The two-car garage was recently finished with custom flooring and custom built-ins to maximize the functionality and storage space in the garage. This exceptional home is just moments from Park Avenue, Winter Park Village, Whole Foods, and beautiful neighborhood parks and lakes. A location like no other, call today to schedule your private tour.

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

Nestled in one of the most sought-after locations, the “Tree Streets” of Winter Park. 1601 Chestnut Avenue is a stunning Modern European Cottage-style home, built in 2017, that masterfully blends classic charm with modern finishes. Offering over 2,800 square feet, this pool home includes: four bedrooms, three full baths, and an over-sized loft. Step inside to hard wood flooring, complemented by upgraded baseboards and crown molding throughout. The formal dining room, also functional as a formal seating area, or office space, is complete with a pass-through bar, flows seamlessly into a chef’s kitchen—featuring a Viking appliance package, a 48” gas range, quartz countertops, an extended bar-top island, and floor-to-ceiling cabinetry. The white cabinetry is solid wood, soft-closing and includes custom pull-outs. The island comfortably seats 5 barstools, and flows seamlessly into the breakfast nook. The great room is a true showpiece, with a stone gas fireplace and a stunning 12 foot tongue-and-groove wood ceiling. Natural light floods the space from the large sliding glass door, and windows to the vaulted ceiling, adding to the open concept floor plan and how spacious it feels. The first-floor primary suite, is situated at the back right of the home, with direct lanai access, and large picture windows overlooking the private pool. The hallway to the en-suite includes dual walk-in closets, with solid wood built-ins. The en-suite features a water closet, an oversized two-sided walk-in shower, and a vanity with dual sinks and quartz countertops. Step outside to the lanai, where a beach-entry pool and spacious covered lanai, complete with the same vaulted tongue and groove ceiling as seen inside. This continuous feature is a statement in the home. The lanai is finished with a travertine deck and gas line hookup. Rock landscaped beds, lush landscaping and a fully fenced yard, complete the back yard, making the perfect space to entertain. The main level also features a guest bedroom and full bathroom, with a frameless glass shower. Next to this bedroom is also access to the two-car garage and a conveniently positioned laundry room. Upstairs, a bonus room with vaulted ceilings (22’ x 14’) provides endless possibilities—ideal for a home theater, office, or playroom. Two additional bedrooms and a full bath complete the second level. Both bedrooms offer walk-in closets. The full bathroom includes a large vanity with quartz countertops, and a tub and shower combination. Additional features of this home, include: newly installed lighting fixtures throughout, a paver driveway, covered front porch, and a two-car garage. The two-car garage was recently finished with custom flooring and custom built-ins to maximize the functionality and storage space in the garage. This exceptional home is just moments from Park Avenue, Winter Park Village, Whole Foods, and beautiful neighborhood parks and lakes. A location like no other, call today to schedule your private tour.

1601 Chestnut Avenue, Winter Park

$1,850,000

This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue.

5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue.

1627 Elizabeths Walk, Winter Park

$205,000

This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself. Registered owner is brother of the realtor. SELLER MIGHT HOLD FIRST MORTGAGE WITH A GOOD DOWN PAYMENT.

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove At Winter Park SubDv. ⋅ 32789 Zip Code

This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself. Registered owner is brother of the realtor. SELLER MIGHT HOLD FIRST MORTGAGE WITH A GOOD DOWN PAYMENT.

1695 Lee Road Unit C202, Winter Park

$1,877,500

Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

5 Beds ⋅ 6 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

1446 Berkshire Avenue, Winter Park

$107,000

Great investment opportunity in the heart of Winter Park with long term tenant. This first floor one bedroom unit with walk in closet has a a nice open floorplan with inside laundry and spacious galley kitchen, dining room and nice patio! This community is located close to Winter Park Village, Rollins College and all major roadways. Do not miss your chance to own this great unit, call for your private tour today!

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Great investment opportunity in the heart of Winter Park with long term tenant. This first floor one bedroom unit with walk in closet has a a nice open floorplan with inside laundry and spacious galley kitchen, dining room and nice patio! This community is located close to Winter Park Village, Rollins College and all major roadways. Do not miss your chance to own this great unit, call for your private tour today!

1695 Lee Road Unit C109, Winter Park

$1,280,000

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

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

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

1429 Chapman Circle, Winter Park

$658,125

Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location!

3 Beds ⋅ 2 Baths ⋅ Azalea Lane SubDv. ⋅ 32789 Zip Code

Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location!

1086 Azalea Lane, Winter Park

$450,000

LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom townhome blends mid-century modern charm with contemporary functionality. This home welcomes you inside with an open-concept floor plan featuring a charming wood-burning fireplace flanked by built-in shelving and classic brick flooring that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. The spacious layout flows into the dining and kitchen area with a breakfast bar that invites casual dining, while the kitchen is outfitted with stainless steel appliances and countertops and plenty of cabinetry. The large windows allow for abundant natural light, especially in the upstairs bedrooms, where high ceilings create a sense of openness. Each bedroom offers a plethora of storage with a private ensuite framed by unique clerestory windows, providing privacy while welcoming sunlight and complementing the beautiful wood flooring. Outside, the private backyard offers a generous patio area perfect for hosting epic BBQs or simply relaxing. Experience the best of Winter Park living with this prime location, steps away from the Winter Park Tennis Club and a short stroll to Park Avenue’s acclaimed shops and restaurants, picturesque Rollins College campus, the vibrant Winter Park Farmers' Market, and the scenic shores of Lake Virginia. This home is also a stone’s throw from the exciting up-and-coming Seven Oaks Park, a 1.5-acre green space designed to promote community and wellness through its lush landscaping and thoughtfully curated spaces. Whether you are looking for a standout addition to your investment portfolio or a place to call your own, this property offers endless possibilities. Don’t miss the opportunity to make it yours—schedule a private showing today!

2 Beds ⋅ 3 Baths ⋅ Cherokee Park SubDv. ⋅ 32789 Zip Code

LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom townhome blends mid-century modern charm with contemporary functionality. This home welcomes you inside with an open-concept floor plan featuring a charming wood-burning fireplace flanked by built-in shelving and classic brick flooring that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. The spacious layout flows into the dining and kitchen area with a breakfast bar that invites casual dining, while the kitchen is outfitted with stainless steel appliances and countertops and plenty of cabinetry. The large windows allow for abundant natural light, especially in the upstairs bedrooms, where high ceilings create a sense of openness. Each bedroom offers a plethora of storage with a private ensuite framed by unique clerestory windows, providing privacy while welcoming sunlight and complementing the beautiful wood flooring. Outside, the private backyard offers a generous patio area perfect for hosting epic BBQs or simply relaxing. Experience the best of Winter Park living with this prime location, steps away from the Winter Park Tennis Club and a short stroll to Park Avenue’s acclaimed shops and restaurants, picturesque Rollins College campus, the vibrant Winter Park Farmers' Market, and the scenic shores of Lake Virginia. This home is also a stone’s throw from the exciting up-and-coming Seven Oaks Park, a 1.5-acre green space designed to promote community and wellness through its lush landscaping and thoughtfully curated spaces. Whether you are looking for a standout addition to your investment portfolio or a place to call your own, this property offers endless possibilities. Don’t miss the opportunity to make it yours—schedule a private showing today!

1102 Azalea Lane, Winter Park

$1,700,000

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and discover a haven of ultimate privacy. Nestled on a serene cul-de-sac, this meticulously designed residence promises a lifestyle of tranquility and sophistication. As you enter through the grand wrought iron door, you are greeted by an impressive foyer adorned with soaring high ceilings, elegant wood beams, and graceful travertine flooring that extends throughout the home. The newly painted interior adds a fresh, contemporary touch. The first-floor primary bedroom retreat exudes luxury with its gleaming hardwood floors, sparkling light fixtures, and a lavish en-suite bathroom featuring a walk-in shower and a spacious walk-in closet. The closet is a true masterpiece, with backlit shelves to showcase your prized possessions and a large island perfect for displaying watches, jewelry, and heirlooms. Designed for both entertaining and everyday living, the open floor plan offers a grand view of the spacious first floor, where magnificent high ceilings create a palatial ambiance. The living area features a built-in wall unit with lights, while the dining room boasts a beautiful tray lighted ceiling, adding a touch of sophistication to every meal. At the heart of this home is the gourmet kitchen, a culinary masterpiece equipped with rare Brazilian quartzite countertops, JennAir appliances, a wine refrigerator, a built-in cutting board, hidden spice racks, and a gas cooktop on the island. This kitchen is not only functional but also perfect for engaging in conversation with family and guests while preparing meals. Embrace the ultimate indoor-outdoor lifestyle with kitchen windows that open to the pool/bar area, creating a seamless transition to the picturesque courtyard oasis. Here, you'll find a heated saltwater pool with a spa, a summer kitchen with a retractable awning. Additional features include a large butler pantry with extra storage space, an adjacent laundry room with built-ins and hanging space, and convenient access to the garage. The first floor also houses a wine room and a spacious guest room with hardwood floors and a lavish full bathroom with floor-to-ceiling travertine tile. Ascend the wrought iron railing and hardwood stairs, adorned with imported decorative tile risers, to the second floor, where you'll find two additional bedrooms, each with separate entrances to a large tiled balcony overlooking the courtyard. A Jack and Jill bathroom with a shower completes the upstairs living space. This exceptional home also includes a water softener system for the entire house, ensuring comfort and convenience in every corner. Experience resort-style living at its finest in this architectural masterpiece, located in the highly sought-after Windsong community in Winter Park. Make this exquisite sanctuary your own and indulge in the epitome of luxury living.

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

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and discover a haven of ultimate privacy. Nestled on a serene cul-de-sac, this meticulously designed residence promises a lifestyle of tranquility and sophistication. As you enter through the grand wrought iron door, you are greeted by an impressive foyer adorned with soaring high ceilings, elegant wood beams, and graceful travertine flooring that extends throughout the home. The newly painted interior adds a fresh, contemporary touch. The first-floor primary bedroom retreat exudes luxury with its gleaming hardwood floors, sparkling light fixtures, and a lavish en-suite bathroom featuring a walk-in shower and a spacious walk-in closet. The closet is a true masterpiece, with backlit shelves to showcase your prized possessions and a large island perfect for displaying watches, jewelry, and heirlooms. Designed for both entertaining and everyday living, the open floor plan offers a grand view of the spacious first floor, where magnificent high ceilings create a palatial ambiance. The living area features a built-in wall unit with lights, while the dining room boasts a beautiful tray lighted ceiling, adding a touch of sophistication to every meal. At the heart of this home is the gourmet kitchen, a culinary masterpiece equipped with rare Brazilian quartzite countertops, JennAir appliances, a wine refrigerator, a built-in cutting board, hidden spice racks, and a gas cooktop on the island. This kitchen is not only functional but also perfect for engaging in conversation with family and guests while preparing meals. Embrace the ultimate indoor-outdoor lifestyle with kitchen windows that open to the pool/bar area, creating a seamless transition to the picturesque courtyard oasis. Here, you'll find a heated saltwater pool with a spa, a summer kitchen with a retractable awning. Additional features include a large butler pantry with extra storage space, an adjacent laundry room with built-ins and hanging space, and convenient access to the garage. The first floor also houses a wine room and a spacious guest room with hardwood floors and a lavish full bathroom with floor-to-ceiling travertine tile. Ascend the wrought iron railing and hardwood stairs, adorned with imported decorative tile risers, to the second floor, where you'll find two additional bedrooms, each with separate entrances to a large tiled balcony overlooking the courtyard. A Jack and Jill bathroom with a shower completes the upstairs living space. This exceptional home also includes a water softener system for the entire house, ensuring comfort and convenience in every corner. Experience resort-style living at its finest in this architectural masterpiece, located in the highly sought-after Windsong community in Winter Park. Make this exquisite sanctuary your own and indulge in the epitome of luxury living.

1764 Elizabeths Walk, Winter Park

$385,000

FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability). Assigned parking space, community storage & mail just outside the back door. Walk to Trader Joe's, Hillstone's, Winter Park Village, Publix, movies, restaurants, shopping, etc. Bike or walk to Downtown Winter Park and Sunrail. Fully renovated unit with extra care to space planning. o Highest ceilings in the community. Solid bamboo wood flooring. Recessed lights. Surround sound & TV mount . Textured walls & ceiling . Custom trim . 4 panel sliding glass and transom windows looking over lakeview & lawn . Large renovated kitchen with glass tower cabinets . Drink bar and large island . Granite counters . Stainless steel appliances. Downlighting, under & over cabinet lighting o stainless steel appliances. End your day enjoy the lake views while making dinner. Shower cubbies & candle cubbie for baths . Italian space enhancing vanity . Upgraded fixtures . Frame mirrored medicine cabinet for hidden extra storage o Custom expanded master closet system. Community amenities include o Lakefront dock with boat slips o Private boat ramp o Lakeside pool & large lawn with Adirondacks o Grills & picnic tables o Paddle board / canoe / kayak racks o Bass fishing . Bike racks, shuffleboard . Assigned Parking space just outside the door . Storage Space o Gym, laundry rooms, community storage, and recycling. **Furniture is not inlcuded in the listing price**

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability). Assigned parking space, community storage & mail just outside the back door. Walk to Trader Joe's, Hillstone's, Winter Park Village, Publix, movies, restaurants, shopping, etc. Bike or walk to Downtown Winter Park and Sunrail. Fully renovated unit with extra care to space planning. o Highest ceilings in the community. Solid bamboo wood flooring. Recessed lights. Surround sound & TV mount . Textured walls & ceiling . Custom trim . 4 panel sliding glass and transom windows looking over lakeview & lawn . Large renovated kitchen with glass tower cabinets . Drink bar and large island . Granite counters . Stainless steel appliances. Downlighting, under & over cabinet lighting o stainless steel appliances. End your day enjoy the lake views while making dinner. Shower cubbies & candle cubbie for baths . Italian space enhancing vanity . Upgraded fixtures . Frame mirrored medicine cabinet for hidden extra storage o Custom expanded master closet system. Community amenities include o Lakefront dock with boat slips o Private boat ramp o Lakeside pool & large lawn with Adirondacks o Grills & picnic tables o Paddle board / canoe / kayak racks o Bass fishing . Bike racks, shuffleboard . Assigned Parking space just outside the door . Storage Space o Gym, laundry rooms, community storage, and recycling. **Furniture is not inlcuded in the listing price**

151 N Orlando Avenue Unit 131, Winter Park

$2,900,000

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park

$140,000

Great opportunity to make this 2 bedroom, 1 bathroom unit at Waterfall Cove your own. Located blocks to Winter Park Village with restaurants and shopping galore this location is PRIME!!! The unit has a spacious floorplan with a view of the pool from the second floor balcony. The unit has an open living/dining room with galley kitchen, inside laundry with stacked washer/dryer unit. The unit does need TLC and is priced to sell!!! Make your appointment to see this property today!

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove/Winter Park SubDv. ⋅ 32789 Zip Code

Great opportunity to make this 2 bedroom, 1 bathroom unit at Waterfall Cove your own. Located blocks to Winter Park Village with restaurants and shopping galore this location is PRIME!!! The unit has a spacious floorplan with a view of the pool from the second floor balcony. The unit has an open living/dining room with galley kitchen, inside laundry with stacked washer/dryer unit. The unit does need TLC and is priced to sell!!! Make your appointment to see this property today!

1695 Lee Road Unit D205, Winter Park

$145,000

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors. Schedule your viewing today!

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors. Schedule your viewing today!

1695 Lee Road Unit D206, Winter Park

$152,000

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,400 per month (currently on a month to month lease agreement) with a 45 day lease agreement termination request. This opportunity won't last long—schedule your viewing today!

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,400 per month (currently on a month to month lease agreement) with a 45 day lease agreement termination request. This opportunity won't last long—schedule your viewing today!

1695 Lee Road Unit E213, Winter Park

$1,250,000

Nestled in the prestigious "Tree Streets" of Winter Park, this stunning Modern European Cottage-style home exudes elegance and charm. Boasting four generous bedrooms, three full baths, and a spacious second-level bonus room, this pool home combines exquisite design with practical functionality. Enter this welcoming home and feel embraced by the warmth of the wood floors and the exquisite craftsmanship of the base and crown molding, which together create a timeless ambiance that you will love returning to. A formal dining room with a pass-through bar opens to a modern kitchen featuring an extended bar top island, quartz countertops, a Viking Appliance package with a 48' gas range, microwave drawer, and ample cabinet storage. This truly is a chef's dream workspace and an ideal gathering spot for hosting guests. The open-concept floorplan seamlessly flows to the great room with a cozy gas fireplace, and 11'7" height tongue-and-groove wood ceiling. The main level primary bedroom is a private sanctuary overlooking the pool with private lanai access and an exceptional luxurious spa bath with dual walk-in closets, a private water closet, and an oversized two-sided walk-in shower. The spacious covered lanai beckons you to relax and unwind by the inviting BEACH ENTRY pool, creating a perfect oasis for both solitude and entertainment. Additional main-level highlights include a guest bedroom, full bath, and laundry room. A rear access stairwell takes you to a versatile 22’ x 14’ bonus room with cathedral ceilings on level two. Two unique bedrooms and a modern full bath can also be found on this level. This home is thoughtfully designed for everyday living, boasting premium finishes throughout. Outside, you'll find a paver drive and covered entry, a 2-car garage, and a fenced yard, offering privacy and convenience. Enjoy the vibrant neighborhood amenities including a park and nearby lakes, while being just minutes away from premier shopping destinations like Park Avenue, Winter Park Village, and Whole Foods. Don't miss the opportunity to experience luxury living at its finest. Schedule your private tour today and make this exquisite Winter Park home your own.

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

Nestled in the prestigious "Tree Streets" of Winter Park, this stunning Modern European Cottage-style home exudes elegance and charm. Boasting four generous bedrooms, three full baths, and a spacious second-level bonus room, this pool home combines exquisite design with practical functionality. Enter this welcoming home and feel embraced by the warmth of the wood floors and the exquisite craftsmanship of the base and crown molding, which together create a timeless ambiance that you will love returning to. A formal dining room with a pass-through bar opens to a modern kitchen featuring an extended bar top island, quartz countertops, a Viking Appliance package with a 48' gas range, microwave drawer, and ample cabinet storage. This truly is a chef's dream workspace and an ideal gathering spot for hosting guests. The open-concept floorplan seamlessly flows to the great room with a cozy gas fireplace, and 11'7" height tongue-and-groove wood ceiling. The main level primary bedroom is a private sanctuary overlooking the pool with private lanai access and an exceptional luxurious spa bath with dual walk-in closets, a private water closet, and an oversized two-sided walk-in shower. The spacious covered lanai beckons you to relax and unwind by the inviting BEACH ENTRY pool, creating a perfect oasis for both solitude and entertainment. Additional main-level highlights include a guest bedroom, full bath, and laundry room. A rear access stairwell takes you to a versatile 22’ x 14’ bonus room with cathedral ceilings on level two. Two unique bedrooms and a modern full bath can also be found on this level. This home is thoughtfully designed for everyday living, boasting premium finishes throughout. Outside, you'll find a paver drive and covered entry, a 2-car garage, and a fenced yard, offering privacy and convenience. Enjoy the vibrant neighborhood amenities including a park and nearby lakes, while being just minutes away from premier shopping destinations like Park Avenue, Winter Park Village, and Whole Foods. Don't miss the opportunity to experience luxury living at its finest. Schedule your private tour today and make this exquisite Winter Park home your own.

1601 Chestnut Avenue, Winter Park

$3,450,000

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

5 Beds ⋅ 7 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across the street. This stunning two-story luxury modern Mediterranean estate, REIMAGINED BY Z PROPERTIES in 2018, embodies the perfect blend of elegance and comfort. Step inside to be greeted by an abundance of natural light and soaring high ceilings that create an open and airy ambiance. The heart of the home is the gourmet chef's kitchen, equipped with top-of-the-line appliances including a Sub-Zero refrigerator, Wolf 6-burner gas range with grill, double Wolf ovens, two Miele dishwashers, and a built-in Miele cappuccino machine. The grand island provides ample space for culinary creations and casual dining, while a hidden walk-in pantry offers discreet and ample storage.The expansive open floor plan features a breathtaking living room with 24-foot ceilings, offering a dramatic space for entertaining or relaxing with family. Each of the five bedrooms is a private sanctuary with its own full bathroom, ensuring comfort and privacy for everyone. The home also includes an additional full and an half bathroom for convenience. The luxurious primary bedroom suite overlooks the pool and tranquil water, providing a serene retreat. The stunning bathroom boasts two separate vanities, a large walk-in rain shower, and a two-level walk-in closet and dressing room area, offering ample space for all your wardrobe needs. This luxury estate is equipped with Control 4 automation on the lower level, allowing you to easily manage lighting, security, entertainment, and climate with the touch of a button. Additionally, a 10KW capacity whole house generator ensures uninterrupted power supply, and a well irrigation system maintains the lush landscaping effortlessly. Step outside to your private oasis featuring a new pool (2018) with private cabana, perfect for relaxing and entertaining in the Florida sunshine. The home also boasts a circular drive providing ample parking, a 3-car side entry garage, a private theatre room for the ultimate movie experience, and a home gym for your fitness needs. Upstairs, a large game room overlooks the serene pond, providing an ideal space for recreation and relaxation. Located on a tranquil pond, this estate is surrounded by serene water views and lush landscaping and across from a preserve. Just across the street, the Windsong Residents Club offers exclusive amenities, making this location unparalleled. Experience the epitome of luxury living in this meticulously designed estate. Schedule your private tour today and discover the beauty and sophistication that awaits you in Windsong.

318 Genius Drive, Winter Park

$925,000

Step back in time while indulging in contemporary comforts with this exquisite historic property boasting 3 bedrooms, 3 full baths, and 1 half bath. Take a dip in the luxurious inground swimming pool featuring a lavish Jacuzzi hot tub and a beautiful travertine deck surround. Elegant hardwood floors flow throughout the main areas of this home and stylish wood work is abundant throughout. Channel your inner chef in the fully remodeled gourmet kitchen equipped with gorgeous granite countertops, large eat-in island, stainless steel appliances, gas cook top, and ample storage space. Whether preparing a casual meal or hosting a dinner party, this kitchen is sure to inspire culinary creativity. Situated just minutes from downtown Winter Park and Orlando, this property offers unparalleled access to cultural landmarks, upscale dining establishments, boutique shops, and vibrant entertainment venues. Immerse yourself in the rich tapestry of history and culture while enjoying the convenience of modern urban living. Roof, HVAC, electrical, and plumbing were all replaced in 2016 during a renovation/addition. An inground swimming pool equipped with a Pentair automation package, led lighting, deck & spa jets, added in 2020. A 600 sq-ft guest-house/pool cabana was also added in 2021. Too many other upgrades to list. The Orwin Manor development dates back to the mid-1800’ and is located at the intersection of Orlando and Winter Park, hence the name "Orwin". Along with the residents, the convenient location, variety of architecture with many historic homes, mature street tree landscape and caring neighbors are what makes Orwin Manor such a great place to live. Come see this classic Orwin Manor upgraded historic home. To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_

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

Step back in time while indulging in contemporary comforts with this exquisite historic property boasting 3 bedrooms, 3 full baths, and 1 half bath. Take a dip in the luxurious inground swimming pool featuring a lavish Jacuzzi hot tub and a beautiful travertine deck surround. Elegant hardwood floors flow throughout the main areas of this home and stylish wood work is abundant throughout. Channel your inner chef in the fully remodeled gourmet kitchen equipped with gorgeous granite countertops, large eat-in island, stainless steel appliances, gas cook top, and ample storage space. Whether preparing a casual meal or hosting a dinner party, this kitchen is sure to inspire culinary creativity. Situated just minutes from downtown Winter Park and Orlando, this property offers unparalleled access to cultural landmarks, upscale dining establishments, boutique shops, and vibrant entertainment venues. Immerse yourself in the rich tapestry of history and culture while enjoying the convenience of modern urban living. Roof, HVAC, electrical, and plumbing were all replaced in 2016 during a renovation/addition. An inground swimming pool equipped with a Pentair automation package, led lighting, deck & spa jets, added in 2020. A 600 sq-ft guest-house/pool cabana was also added in 2021. Too many other upgrades to list. The Orwin Manor development dates back to the mid-1800’ and is located at the intersection of Orlando and Winter Park, hence the name "Orwin". Along with the residents, the convenient location, variety of architecture with many historic homes, mature street tree landscape and caring neighbors are what makes Orwin Manor such a great place to live. Come see this classic Orwin Manor upgraded historic home. To learn more about the history of Orwin Manor, visit https://orwinmanor.org/history/#_

1355 Pelham Road, Winter Park

$260,000

Hidden treasure on New England! This shady lot is just steps from Martin Luther King Jr Park; 23 acres featuring lake, walking paths, recreation fields and playground. And a short stroll to historic Hannibal Square, Winter Park Community Center, restaurants and shopping. Surrounded by newer construction homes, this 50x70 lot has existing structure, which is not habitable. Lot value ONLY. Please do not attempt to access the structure. Easy access to famed Park Avenue and Winter Park Village. Bring your builder!

Winter Park SubDv. ⋅ 32789 Zip Code

Hidden treasure on New England! This shady lot is just steps from Martin Luther King Jr Park; 23 acres featuring lake, walking paths, recreation fields and playground. And a short stroll to historic Hannibal Square, Winter Park Community Center, restaurants and shopping. Surrounded by newer construction homes, this 50x70 lot has existing structure, which is not habitable. Lot value ONLY. Please do not attempt to access the structure. Easy access to famed Park Avenue and Winter Park Village. Bring your builder!

860 W New England Avenue, Winter Park

$1,350,000

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

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

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

1425 Chapman Circle, Winter Park

$3,200,000

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$899,000

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

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

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

1400 Canterbury Road, Winter Park

$1,965,000

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

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

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

1729 Elizabeths Walk, Winter Park

$1,495,000

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

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

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

1717 Pine Avenue, Winter Park

$2,699,999

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

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

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

1737 Lookout Landing Circle, Winter Park

$3,450,000

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

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

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

466 Genius Drive, Winter Park

$1,725,000

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$1,475,000

Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

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

Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1805 Harland Park Drive, Winter Park