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$1,430,000
4 Beds 4 Baths Green Terrace SubDv. 32789 Zip Code
Beautiful custom 4 bedroom 3.5 bath family home in the heart of Winter Park. Indulge your inner chef in the gourmet kitchen, featuring an expansive Island Bar with counter top seating, custom wood cabinetry, granite countertops, and a walk-in pantry, perfect for culinary enthusiasts. Enjoy formal meals in the separate dining room or more casual dining in the kitchenette. The kitchen’s open layout and spacious island overlook the inviting family room, ideal for entertaining guests. The primary bedroom, located on the first floor, features a walk-in closet, while its spacious ensuite has dual sinks, granite countertops, a separate tub and walk-in shower. French doors beckon you to the expansive backyard, creating seamless indoor-outdoor living. Work from home in the separate office space and unwind in the additional large bonus room, offering versatility for various lifestyles. Retreat to generously sized bedrooms for ultimate comfort and relaxation. With a great flow throughout the home, every space is thoughtfully connected for effortless living. Conveniently located near Winter Park hospital and surrounded by excellent schools, this home offers both luxury and practicality. Plus, indulge in fantastic shopping and dining options just minutes away in Historic Park Avenue. Schedule to see this home today!

1750 Carollee Lane, Winter Park

$499,000
4 Beds 2 Baths Elizabeth Heights Sub SubDv. 32789 Zip Code
Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park

$3,000,000
5 Beds 6 Baths Waterbridge SubDv. 32789 Zip Code
Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$785,000
4 Beds 3 Baths Fairbanks Park SubDv. 32789 Zip Code
ZONED R-2. GREAT POTENTIAL INCOME GENERATOR!! This historic beauty is spacious and features a FULL APARTMENT ON TOP OF THE GARAGE. This apartment offers a private entrance so would be a fabulous, income producing unit or a great space for the in-laws or adult children needing a little more privacy. The options are endless. We’ve even heard buyers suggest a game room, gym, separate office, or man cave for the hunter in your life to hang their trophies. We love the enthusiasm. The open front porch is quite welcoming thanks to the side garage entry. No big garage door taking away from your curb appeal! Step inside to see the cozy living room with gas fireplace and to your right, a guest bedroom currently stages as an office. Head back to the large dining space then continue on to the lovely kitchen which is updated with white cabinets, stainless steel appliances, and granite counters. Enjoy a gas stove for the chefs in the home. To the right of the kitchen you will find a full sized bathroom, the 2nd bedroom and the master with en suite bathroom. You may be surprised to find such a spacious bathroom in a 1925 home! There are dual sinks and lots of cabinet storage, a jetted soaking tub, large walk-in shower and designer walk-in closet. The back of the home offers a huge desk area along with a pantry and the washer and dryer closet. This bonus space would make the perfect playroom or game room but again…endless possibilities to accommodate a creative homeowner. Step out the back door to a foyer which offers an additional storage closet and gives you the option of heading to the oversized two car garage or up the stairs to the garage apartment. This apartment has it’s own A/C unit and is laid out as an L shaped loft. You walk in to the bedroom area then turn left to the living area and the kitchen is in the corner. All a great, open floor plan. The door on the right leads to the full bathroom with its shower/tub combo. You’ll notice the space is light and bright thanks to the windows and French doors which lead to the long balcony. This PRIME location is in the heart of the highly sought after city of Winter Park. You’re less than a mile from Park Ave and all of its high ends shops and variety of restaurants. You’re walking distance from fabulous city parks and Rollins College. The Winter Park boat tour, art festivals, farmer’s market, etc etc are all a short walk from this unique gem of a home. Not to mention the easy access to I-4, the shops and restuarants on 1792 which lead to Maitland and downtown Orlando AND the Winter Park Village which is wrapping up a modern renovation. It’s truly the best of the best!!

1000 S Kentucky Avenue, Winter Park

$1,900,000
5 Beds 5 Baths Sylvan Park Rep SubDv. 32789 Zip Code
WOW!!! Repainted! Refinished Wood Floors, Refreshed Throughout!!! Wait until you see this transformation: Entire interior, freshly painted, hardwood floors refinished, new roof, new pool heater, new downstairs washer/dryer, professionally cleaned and staged! Master shower and marble floors replaced 2024... the list goes on and on. Like NEW - Move in ready! Stunning traditional home on a tree lined street in Olde Winter Park. Gorgeous custom trim, woodworking and architectural details such as coffered ceilings, French doors, plantation shutters throughout, beautiful Schonbeck crystal chandeliers. Open concept with soaring ceilings, gourmet chef's kitchen, wine room, salt water pool and spa. Fabulous large and spacious primary suite, with walk-in closet, including a washer/dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping. Outdoor covered areas including a summer kitchen and a brick fireplace.

451 Shepherd Ave., Winter Park

$1,297,000
4 Beds 4 Baths Phillips Place Winter Park SubDv. 32789 Zip Code
Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$1,550,000
4 Beds 4 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and technologically advanced. With meticulous attention to detail, this property stands as a testament to luxurious living in this highly desired Winter Park location. The home recently underwent a comprehensive remodel, enhancing the property's allure and modern functionality. No expense was spared, as upgrades include a grand front door, redesigned stairs, and revamped dining and living rooms. The kitchen has been transformed into a culinary masterpiece, boasting leather granite countertops and Italian-style cabinets. The extensive upgrades continue on the exterior with a new roof, insulation, multiple air conditioners, tankless gas heater, and new pavers in the oversized backyard. This list goes on. The residence is conveniently close to the Phelps Park and the YMCA, with the added advantage of being within minutes to Park Avenue and all the amenities Winter Park has to offer. Excellent schools further enhance the appeal of this pristine location. Don't miss the opportunity to call this stunning property home. SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS

1540 Wilbar Circle, Winter Park

$2,200,000
4 Beds 4 Baths Sicilian Shores SubDv. 32789 Zip Code
This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park

$899,000
4 Beds 3 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park

$3,350,000
6 Beds 6 Baths Windsong North Shore 43/74 SubDv. 32789 Zip Code
Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500
4 Beds 6 Baths Winter Park Town Of SubDv. 32789 Zip Code
Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,050,000
5 Beds 5 Baths Dommerich Hills Fourth Add SubDv. 32789 Zip Code
Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

2501 Modac Trail, Winter Park

$1,250,000
4 Beds 5 Baths Chantilly Sub SubDv. 32789 Zip Code
Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,900,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$445,000
2 Beds 1 Baths Garden Acres SubDv. 32789 Zip Code
Welcome home to your charming and centrally located Winter Park bungalow. This home is nearby beautiful Mead Botanical Gardens, Rollins College, Park Avenue and the Winter Park Tennis Center. 4-minute drive to Advent Health, I-4, Orlando Museum of Art, Lake Ivanhoe Antique District, and lots more! You will instantly be drawn in by it's stunning curb appeal. This 2 bedroom/ 1 bath (plus an office) home has gorgeous, refinished original hard wood floors, new windows (2022), new exterior paint (2021), new interior paint (2023), fresh landscaping and sod (2021). A very large screened-in rear patio offers an ideal spot for entertaining and relaxing. Bonus features include a 1-car garage, newer wood fencing (2021), washer and dryer plus a flex room that can be used as an office, den or hobby space. Roof – 2008, HVAC – 2005, Plumbing main drain replaced in 2019, electrical panel updated in 2004. Don’t miss out on this affordable home, perfect for you!

914 Grover Avenue, Winter Park

$1,325,000
4 Beds 2 Baths Tuscany Place First Add SubDv. 32789 Zip Code
Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$1,550,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Modern traditional built in 2015 with custom designer features throughout. This 4 bedroom and 3.5 bathrooms home is beautifully appointed with 3 stories including lots of space and character with designer finishes throughout. It is nearly 3200 sf and on a brick Winter Park street with beautiful trees and landscaping. The inviting front porch leads you into foyer with creative wood working to add interest. Open kitchen and family room features cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. Office/Playroom/Bonus room has custom built ins. This home has a great room layout and opens to dining room. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous marble island in kitchen seats 6 with breakfast eat-in table with custom lighting package. The kitchen has great counter space all honed black colored granite on perimeter counters, light and bright special cabinet design, Viking Stainless Appliances, gas stove top, counters, custom tile back splash and generous island. Kitchen is open to family room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and painted wood stairs with custom carpets runners, carpet in secondary beds and tile in wet areas. Nest wifi thermostats for 3 zone A/C system, a mudroom/drop zone and great closets to keep home organized. Inviting cobblestone entry and back covered porch bricked, featuring remote controlled phantom screens. Professionally landscaped including artificial turf and fenced backyard makes for a private retreat. This home has so much charm with 3rd floor bedroom/bonus room with full bath. Excellent schools including Dommerich Elementary, Maitland Middle, and Winter Park High. Don't miss this opportunity!

1420 Magnolia Avenue, Winter Park

$1,430,000
3 Beds 4 Baths Kenilworth Shores Sec 1 SubDv. 32789 Zip Code
Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$1,725,000
3 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, Winter Park

$640,000
2 Beds 2 Baths Charmont SubDv. 32789 Zip Code
Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

1740 Winter Park Road, Winter Park

$925,000
3 Beds 2 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$1,600,000
4 Beds 4 Baths Cloister Grove Rep SubDv. 32789 Zip Code
This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$4,087,500
5 Beds 9 Baths Osceola Shores Sec 03 SubDv. 32789 Zip Code
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$335,000
3 Beds 1 Baths Magnolia Gardens Sub SubDv. 32789 Zip Code
Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$2,600,000
4 Beds 4 Baths Ethel Park SubDv. 32789 Zip Code
This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park

$1,250,000
4 Beds 3 Baths Green Oaks Rep SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. MASSIVE PRICE REDUCTION ! FOR QUICK SALE Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$1,375,000
3 Beds 3 Baths Kenilworth Shores Sec 02 SubDv. 32789 Zip Code
413 Balmoral Road combines contemporary Craftsman design features with traditional charm. The floor plan delivers loads of character along with the privacy needed for separate living activities. The chef’s kitchen with attached breakfast room/butler’s pantry has Sub-Zero, Wolf and Miele appliances and custom handmade wall tiles. Included are an oversized gas range, warming drawer, wall oven, microwave, separate refrigerator, freezer, beverage fridge with freezer, 3 dishwashers, 3 sinks, 3 disposals and a built-in coffee station and blender. The large island has a heavy-duty mixer lift and plenty of storage. The cabinetry is solid wood with soft close features. There is a walk-in pantry. An attached vaulted ceiling family room with gas fireplace and tranquil water view provides the perfect setting to connect and relax. The home also has two additional living areas-one includes the home entertainment system and a wood burning fireplace. The second area is attached to the formal dining room and the 2 walls of glass create a harmonious connection with the outdoors. The expansive primary suite is a private retreat and includes a bonus dressing room, office or nursery; an ensuite bath with water closet, linen closet, walk in and built-in closets, a laundry room with sink and easy pool access. Additionally, there is a second office space, 2 bedrooms, 2 baths (hall/pool bath and a jack-n-jill) and a mud room/drop zone across from the garage. There are an abundance of extra coat and linen closets throughout the home. The attached two car garage has plenty of room for your vehicles, extra storage and a second washer and dryer. Located on an oversized lot, the private, fenced backyard oasis provides a sanctuary for calming the nerves and enjoying a refreshing dip in the pool (which was refurbished a couple of years ago). The covered rear deck provides plenty of shade and combined with the pool paver patio area, there is plenty of room for outdoor entertaining. There is a pond water view, buried utility lines and no immediate rear neighbors. Other features include Anderson dual pane windows (all but 2 bedrooms), a buried propane tank, gas grill hookup and storage on the deck off kitchen, six zone irrigation system with a separate water meter, 3 attic accesses -2 with pull-down stairs, 2 HVAC systems for zoned heat and cooling and a transferrable Terminix termite warranty. The architect owner has lived in this home for over 50 years. It has been a labor of love to create this unique, one-of-a-kind home in sought after Winter Park, FL with its top rated schools and world class shopping and dining. This home is conveniently located near area hospitals, UCF, downtown Orlando and Orlando International Airport. Don’t miss this rare opportunity to make this your next residence!

413 Balmoral Rd, Winter Park

$4,250,000
4 Beds 5 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
Welcome to "Modern Hacienda", the recipient of the 2022 American Residential Design Award - Best Custom Home by the American Institute of Building Design. A magnificent courtyard and garden masterpiece designed and built by award-winning and renowned architect/builder, Phil Kean Design Group. A perfect blend of indoor and outdoor living located on a lovely, large private oversized lot, walking distance to Park Avenue and Rollins College. With just over 4000 square feet, this one-story sprawling villa includes 14 ft. vaulted ceilings in the main living and gallery room, an oversized state-of-the-art Wolf/Subzero kitchen, a detached guest apartment with private living room, kitchenette, washer/dryer, and patio overlooking the pool and backyard. The very private owner's suite offers a luxury bathroom with two separate walk-in closets. The oversized, side-entry garage accomodates 4 cars, and is accessed by a covered walkway. The custom European-style cocktail pool is a focal point to the professionally landscaped backyard oasis, flanked by gorgeous, resort-style covered lanais.

120 Trismen Terrace, Winter Park