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$4,100,000
5 Beds 7 Baths Cloister Grove Sub SubDv. 32789 Zip Code
Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$1,290,000
4 Beds 4 Baths Town Of Winter Park SubDv. 32789 Zip Code
Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W Comstock Avenue, Winter Park

$1,750,000
4 Beds 4 Baths Villa View Park SubDv. 32789 Zip Code
Welcome to this stunning four-bedroom, three-and-a-half-bath contemporary home, meticulously crafted by Rex-Tibbs in 2015, located on a quintessential Winter Park brick street. Unique opportunity as the home has been barely lived in since built and literally still shows like a brand-new home that's been extremely well maintained by Total Care Management & Signature Landscaping Contractors over the years. With walls of glass and a spacious, open modern floor plan, this home is perfect for both entertaining and everyday living. The spacious living and dining area is filled with natural light streaming through large windows, creating a warm and inviting atmosphere. The open kitchen, overlooking the family room with a cozy fireplace, is a chef's dream, featuring a large island with an under-counter wine fridge, a Thermador six-burner gas range, and a Thermador refrigerator. Glass sliders in the family room provide a seamless view of the expansive backyard and the sparkling pool. The private primary suite offers a tranquil retreat with glass sliders that open to the covered lanai and pool area. The ensuite bath is luxurious, and the suite includes two separate walk-in closets. Upstairs, the second floor offers a spacious bonus room, ideal for a game room or additional family space, alongside three generously sized bedrooms with large closets and two full baths. Enjoy the expansive, fenced backyard featuring a modern pool surrounded by a travertine pool deck, offering a clean and sophisticated aesthetic. The covered lanai provides a perfect space for relaxation and entertainment, offering shade from the sun and shelter from the rain, all while allowing you to enjoy the serene view of the outdoor oasis. Nestled among newer homes, this property is within walking distance to downtown Winter Park, Park Avenue's boutique shops, restaurants, Central Park, the Winter Park Farmer's Market, and more. Situated in a top-rated school district and with easy access to major roadways, this home offers an effortless commute to downtown Orlando. Enjoy the perfect blend of elegance, comfort, and convenience in this beautiful Winter Park home.

643 Pansy Avenue, Winter Park

$540,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$520,000
2 Beds 1 Baths Cloisters Condo SubDv. 32789 Zip Code
Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$1,700,000
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

$825,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Experience the pinnacle of waterfront luxury at Lake Killarney Townhomes. Welcome to Lake Killarney Townhomes, an exclusive enclave of luxury living nestled in the heart of Winter Park, just north of downtown Orlando. Immerse yourself in the beauty of urban contemporary design, where each spacious townhome features private terraces that invite you to unwind in style. These brand-new residences are a testament to sophistication, meticulously crafted with exquisite designer finishes and thoughtful upgrades. Step inside to discover bright, open interiors illuminated by expansive storefront-style windows and soaring 10'6" ceilings, creating an atmosphere of elegance and comfort. The exterior sets a stunning precedent with two-story concrete block construction, complemented by woodgrain composite siding and striking balconies adorned with distinctive glass railings. Each home is equipped with steel insulated flush garage doors and comes with a 10-year structural warranty for peace of mind. Designed with family living in mind, this remarkable layout offers three spacious bedrooms and three-and-a-half luxurious baths. The heart of the home—the kitchen—exudes modern culinary luxury, featuring sleek white cabinetry paired with a bold black-and-white center island. A premium Samsung appliance package, including a natural gas cooktop and built-in wall oven, elevates your cooking experience, while expansive quartz countertops and a solid backsplash create a seamless and sophisticated aesthetic. A generous walk-in pantry adds a touch of convenience for all your culinary endeavors. Ascend to the second level, where a tranquil haven awaits with three well-appointed bedrooms and three full bathrooms, each showcasing unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Embrace the rich history and cultural charm of Winter Park, where boutique shopping, sidewalk cafés, museums, and dog-friendly destinations are just a stone's throw away. Delight in the serene beauty of Lake Killarney right from your side patio or relax at the inviting lakefront pavilion. With your private boat slip, accessing nearby amenities like Trader Joe’s and Shake Shack is effortless. Plus, enjoy community kayak, canoe, and paddleboard racks for a leisurely day on the water. Live the lakefront lifestyle you’ve always dreamed of, where Winter Park's vibrant shopping, dining, and entertainment options are merely moments away. Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits.

1776 Mondrian Circle, Winter Park

$835,000
3 Beds 4 Baths Mondrian/Winter Park Twnhms SubDv. 32789 Zip Code
Welcome to The Mondrian Winter Park, an exquisite waterfront community of 30 contemporary townhomes gracefully perched along the shores of picturesque Lake Killarney. This stunning residence is a true gem, featuring exceptional finishes that stand out in both quality and value. Step inside to discover fresh interior paint and updated flooring that enhance the home’s modern allure. Enjoy the convenience of solar shade window coverings, chic light fixtures, and ceiling fans that elevate the ambiance. The chef-inspired kitchen boasts a natural gas cooktop and designer tile, while the luxurious master suite features a walk-in glass shower, a separate water closet, and ample closet space. The oversized rooftop terrace is your personal oasis, complete with a hot tub spa, summer kitchen, and generous lounge area perfect for entertaining or unwinding under the stars. Expansive storefront-style windows and soaring 10’6" ceilings fill the space with natural light, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own en suite bath, ensuring privacy and comfort for you and your family or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Enjoy breathtaking views of Lake Killarney from the newly completed dock or relax in the lakeside Pavilion as the sun sets. If purchased separately, from your private boat slip, you can easily cruise across the lake to visit Trader Joe’s or savor a meal at Shake Shack. For those who love the outdoors, kayaks and paddleboards can be conveniently stored in the community racks, providing perfect opportunities for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village presents an array of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer local culture and entertainment. Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home.

1820 Mondrian Circle, Winter Park

$196,000
2 Beds 2 Baths Mead Garden SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This delightful end-unit condo offers the best of both convenience and style, just minutes away from the vibrant Park Avenue with its eclectic shops, fine dining, and local attractions. Whether you prefer a leisurely stroll to nearby parks or a quick bike ride to outdoor venues, this location has it all. The community recently installed a new roof and gutters in 2023, giving you added peace of mind. Step inside to this freshly painted, bright, and open living space, where the kitchen seamlessly overlooks the living and dining room, creating an inviting atmosphere ready for you to make your own. Just off the living space, you'll find a charming screened porch, the perfect spot to unwind with a book while enjoying the tranquil garden courtyard views. The complex amenities including a heated community pool and a convenient on-site laundry facility. Nature lovers will appreciate the proximity to Mead Gardens, with its scenic walking paths right at your doorstep. Additionally, a new outdoor event venue is under construction nearby, adding to the vibrant community atmosphere. Located within easy reach of Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants, and Park Avenue, this condo provides an ideal blend of affordability and prime location. Don't miss this exceptional opportunity to experience the best of Winter Park living with low monthly fees.

1250 S Denning Drive Unit 124, Winter Park

$430,000
3 Beds 2 Baths Justamere Camp Rep SubDv. 32789 Zip Code
Welcome home to 2420 Lotafun Ave! With peekaboo views of Lake Killarney and located in sought after Winter Park, this home sure is a lot of fun! Completely move in ready mid century block home on a quiet street with easy access to all of central Florida amenities. All the big ticket items have been taken care of. New HVAC (2023), roof and soffits (2021), entire septic replaced (2022), water heater (2021), new garage door, and the plumbing and electrical have also been updated. Bonus front room can be used as a home office or workout on your Peloton while looking at Lake Killarney. Newer shutters on most windows and tile flooring throughout, not a stitch of carpet! Add the beautifully updated kitchen plus NO HOA, this home deserves a gold medal, schedule a showing today!

2420 Lotafun Avenue, Winter Park

$505,000
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. GREAT LOCATION! This top floor unit is located in the gated community of Park West just one block from the cobblestoned Park Avenue in downtown Winter Park with acclaimed restaurants, museums, and shopping. This two-bedroom two-bathroom unit features a fireplace and stunning vaulted ceilings in the living room/dining room, primary bedroom, and second bedroom as well as two walk-out balconies. The second bedroom balcony was enclosed adding additional living space. The HVAC was replaced in 2022. The unit comes with a designated parking space in the ground level garage that has elevator access to the fourth floor and there is additional open/guest parking in the outside parking lot. Community amenities include clubhouse, pool, and tennis/pickleball courts.

250 Carolina Avenue Unit 406, Winter Park

$678,000
3 Beds 2 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
Amazing opportunity for sale in the heart of Winter Park, FL! This home has multiple advantages; it can be enjoyed by a family to continue building their dreams or by a builder-investor, because this property is a great candidate for new construction! Located in Winter Park, with quiet tree-lined streets and the highly desirable Lake Knowles Terrace, it offers a luxurious lifestyle with convenient amenities. This little gem is two (2) blocks from the Winter Park YMCA, Phelps Park is two (2) miles from the Park Avenue shopping district, Winter Park Racquet Club, Central Park is home to the Winter Park Sidewalk Art Festival, Autumn Art Festival, Winter on the Avenue, the Winter Park Farmers' Market, and the Winter Park Golf Course. It is also less than a mile from the Winter Park Hospital and Medical Corridor. The area has high demand schools: Dommerich Elementary, Maitland Middle, and Winter Park High School. Request an appointment now - this investment property will not last long!

1421 Wooddale Avenue, Winter Park

$1,446,000
4 Beds 4 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco facade, terracotta roof tiles and arched doorways. Inside the heart of the home is the open concept kitchen, featuring and oversized island perfect for casual dinning and entertaining. The kitchen is equipped with state-of-the-art appliances and an electronic and lighting package, adding a modern touch to traditional design. The backyard is an oasis of relaxation, highlighted by a covered patio that seamlessly extends the living space outdoors. Here you will find a sparkling pool and a hot tub, ideal for both leisurely afternoon and evening gatherings. An outdoor gas fireplace adds warmth and ambiance, creating the perfect setting for year-round entertainment. Upstairs you will find a desk area perfect for doing homework or art projects. There is a spacious bedroom with a private bath on one side and on the other side are two bedrooms with a shared bath. This house offers the perfect blend of luxury and functionality, making it an ideal retreat for those who appreciate both style and comfort.

1571 Sunset Drive, Winter Park

$755,000
4 Beds 2 Baths Hills SubDv. 32789 Zip Code
Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The home features birchwood and tile floors throughout with a light-filled split plan. 2024 and other recent updates include new patio roof, new interior/exterior electrical panels, new LED lights in kitchen and baths, new hot water heater, laundry appliances, custom fence and more. The kitchen, updated in 2012, overlooks the patio and pool and opens to the den, which features a large built-in bookshelf, skylight and red brick wall w/fireplace for gathering on Winter nights. The Laundry room, accessed through the two-car garage or the bedroom/office, has washer, wash tub and dryer with overhead cabinets and shelved storage area. The garage has plastic tile flooring and a workbench, as well as drawers, shelves and pegboard walls for storage. This community is a friendly neighborhood with sidewalks, lovely tree canopies and no through streets, making it peaceful and safe. The Neighborhood Association invites voluntary participation with a small $80 annual fee to help maintain a sense of community and keep the entrances attractive. Winter Park Hills is centrally located - just a short distance to historic Park Avenue, Kraft Azalea Gardens, many cultural institutions, major highways and is zoned for some of the area's best schools - Dommerich Elementary, Maitland Middle and WPHS. Four bedrooms, two baths, fireplace, pool, wonderful porch, 2030 sf - SINGLE STORY!! Definitely worth a look if you are in the market for a nice home!

2436 Tioga Trail, Winter Park

$1,695,000
4 Beds 4 Baths Winter Park Village SubDv. 32789 Zip Code
This spectacular new Winter Park residence built by Vimaro Homes boasts a striking modern exterior design that is sure to catch your eye. Step inside and you’re immediately greeted by a luxurious and inviting interior that is perfect for both relaxation and entertaining. The spacious family room truly blends indoor and outdoor living with a wall of glass overlooking the covered outdoor gathering area and sparkling pool. Prepare gourmet meals in the chef's kitchen, complete with top-of-the-line appliances that will impress even the most discerning home cook, while the kitchens sleek design with its large center island and custom cabinetry adds a touch of elegance. On the first floor, you'll find a guest bedroom, providing privacy and convenience for visiting friends or family. Upstairs, there are three additional bedrooms, including the expansive primary bedroom suite, a true sanctuary within the home. Relax and unwind in the spa bath, where you can indulge in a luxurious soak after a long day at the office. Step outside to your own private resort, complete with a summer kitchen, outdoor dining area, refreshing pool and expansive backyard, perfect for hosting gatherings or enjoying quiet relaxation. A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping.

2435 Lafayette Avenue, Winter Park

$1,025,000
3 Beds 2 Baths Timberlane SubDv. 32789 Zip Code
GLORY OF A SUMMER NIGHT…experience it under the stars by the beautiful pool that comes with this innovatively styled & remodeled 3bed/2bath home, nestled in the desirable Timberlane neighborhood of Winter Park. This terrific layout features a completely updated (2020) & tastefully designed gourmet kitchen, with gorgeous cabinetry, quartz counters and large island perfect for entertaining…this opens to the living and dining room that feature large windows with views to the giant backyard and huge pool. Enjoy chilly nights with a wood burning fireplace in the family room. Additionally, there is a nice sized flex space off the living/dining area that has lots of uses: office, guest bedroom, exercise room, additional living space... French sliding doors here lead out to the covered deck, pool and backyard. Why do we love Florida?...to enjoy outdoor living of course…enjoy your new outdoor space with lots of updated pavered spaces & pool deck and newly sodded grassy areas…and of course, your huge pool that has been recently resurfaced. Inside, the bedrooms are conveniently located on the other wing of the home, all rooms are generously sized with large closet spaces. Additionally there are multiple closet storage spaces in the hall. The primary ensuite has been reconfigured and includes a large walk-in closet and updated sleek bathroom with double vanities and glass enclosed shower. This bedroom also has access to the yard/pool. Home features a 2 car garage with ample storage spaces and nice sized laundry and storage areas. Gorgeous engineered hardwood floors, plantation shutters and designer touches throughout, including a new front door to greet your guests-done in 2024. The garage also has access to the flex space and kitchen. All new windows too, done in 2020. Don’t forget about the location, currently zoned for coveted Audubon K-8 & Winter Park High School. Close to all things Winter Park…walk or bike to all the stores and restaurants on trendy Corrine Drive and Baldwin Park downtown is also just a minute away. Access to highways, hospitals and shopping are super convenient. No HOA. This is a one-of-a-kind opportunity to turn the key and enter into this desirable area of Winter Park, don’t miss your chance…Please see Virtual Tour 1 for views of home/lot/location & Virtual Tour 2 for Matterport spatial layout and walk-thru.

2217 Howard Drive, Winter Park

$2,371,600
3 Beds 4 Baths Conwill Estates SubDv. 32789 Zip Code
HALF ACRE, DOUBLE LOT! Welcome home to this immaculate modern tropical oasis! Located in the highly desirable Winter Park community and zoned for top-rated schools, this home is sure to check off all your wants, needs, and dreams of a future home! Step inside your custom louvered entry doors to amazing views with the koi pond / plunge pool up front. This home is the perfect blend of indoor/outdoor space with the large sliding glass doors overlooking the courtyard and backyard. The expansive living room at the heart of the home features soaring ceilings with industrial beams and concrete and stone accents on the wall. Make your way over to the beautiful kitchen with floor to ceiling cabinetry, stainless steel appliances (Thermador fridge, Wolf induction cooktop with griddle, and Thermador prep fridge) and light granite countertops with a large middle prep island. This space flows into the formal dining room with floating shelves on the right and beautiful views out to the koi pond. The primary bedroom situated on the first floor is the perfect retreat. The divider wall separates the room that wraps around into the walk-in closet with custom built-ins. The spa-like primary bathroom features a statement tub at the center with the glass enclosed shower; step out the sliding glass doors to your private outdoor shower located around the corner from your private pool. Make your way upstairs to find the remaining 2 bedrooms that both feature walk-in closets and ensuites. Off the landing you’ll find a small staircase that takes you up to the spacious rooftop overlooking Phelps Park with luscious green views and communal basketball, tennis, and pickleball courts with a gas fireplace off to the side! Step out back to your patio with solar panels overhead leading out to your private pool with a waterfall feature. This home offers 2 separate garages that offer 4 spaces total with an electric car charging station. Amazing features of this home include a metal roof over engineered roof trusses with spray foam insulation in the attic, 13.4kW Solar Roof over rear patio, smart home control with 7 security cameras, 3 HVAC’s, 7,000-gallon reclaimed water system for irrigation that includes a shallow well when reservoir is low, and 2 tankless electric water heaters. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants. Schedule your private showing today!

1724 Pine Avenue, Winter Park

$910,000
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
Welcome to your dream home in the heart of Winter Park. This beautiful 3-bedroom town with a large 2-car garage and paver driveway features luxurious, modern, turnkey living in an unbeatable location to enjoy everything Winter Park has to offer. As you step inside you are met with the high ceilings of a stunning living room, beautifully updated fixtures and finishes throughout, beautifully remodeled bathrooms, a spacious kitchen and dining room, and even a private elevator to easily access the second floor. Upstairs are two large bedrooms and the primary suite, which includes a spa-like ensuite bathroom, plus 2 large walk-in closets. Utilize a 3rd level rooftop as your own private oasis, perfect for entertaining guests, enjoying Winter Park views, or just soaking up the sun. EXTENSIVE upgrades have been made throughout the community, with over $600,0000 in renovations including NEW roofs with resurfaced/resealed rooftop terrace decks, NEW interior and exterior paint, NEW exterior light fixtures, and NEW landscaping. Located near top rated schools, you're just a short stroll away from Park Avenue’s fine dining, boutique shopping, a 9-hole golf course, and all the year-round entertainment that the downtown Winter Park district provides , including music in the park, art festivals, farmer's markets, and so much more. Just across the street, enjoy the natural serenity of Mead Gardens, a 40+ acre park with trails, lakes, beautiful vegetation, and local wildlife. With deeded access to Lake Virginia on the Winter Park Chain of Lakes, you also can enjoy year-round kayaking, canoeing and paddleboarding, with the added convenience of a lakeside storage facility where you can keep your boards and paddle. Don't miss out on this opportunity to experience Winter Park living at its finest! One or more photo(s) has been virtually staged.

1248 S Pennsylvania Avenue Unit 7, Winter Park

$850,000
3 Beds 3 Baths V H Musselwhites Sub SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Expect to be impressed! Situated in a fabulous locale and within minutes to downtown Park Avenue, this mid-century modern beauty has numerous details taken into consideration. As you enter the home you can’t help but notice the gorgeous wood flooring with custom two-tone design accents…and a peek of the backyard oasis that awaits you. Creating a seamless expansive space, the wood floors flow through the living and dining areas, the kitchen, hallway and bedrooms. Another impressive feature as you come into the living area is the openness of the floor plan and space that each room offers. The substantial size kitchen with its extensive and sleek, modern styled cabinets, Corian countertops and stainless appliances, including the Sub-Zero refrigerator, truly makes the space one to love. As the floor plan flows to the dining room and Florida room, you have the best views of the natural beauty of the backyard, the tremendous open pool and spacious patios. Flooded with a great deal of natural light, these spaces allow you to enjoy day to day or when you are entertaining. The master suite is a private retreat, boasting ample space, a luxurious ensuite bathroom with a spacious shower and 2 separate vanities along with a custom-designed walk-in closet. The additional bedrooms are generously sized offering flexibility for guests or a home office. Trimmed in mature landscaping that enhances the property’s privacy and natural beauty, and along with a fully fenced yard, the outdoor patio area provides a serene sanctuary for outdoor dining and relaxation. And whether you take a dip or take in the view, the remarkable pool is truly an enjoyable experience. You will love the timeless design and relaxing comfort in this beautiful home! *NEW ROOF & AC - 2018*

1771 Windsor Drive, Winter Park

$825,000
4 Beds 2 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Welcome to this charming four-bedroom, two-bath home offering 2,105 square feet of comfortable living space. This delightful residence features two cozy wood-burning fireplaces, one in the family room and another in the living room, ideal for chilly evenings. The spacious primary suite is an ideal retreat for relaxing nights. Three additional large bedrooms provide ample space, with the second bedroom conveniently accessible to the shared bath. Enjoy peace of mind with recent updates, including a new roof, updated plumbing, electrical systems, a new water tank, appliances, windows and sliding glass doors. The beautifully landscaped backyard and side patio offer a serene outdoor retreat, ideal for relaxation and entertaining. This move-in-ready home is ideally close to hospitals, shopping, parks and downtown Winter Park. Take advantage of this fantastic opportunity!

608 Balmoral Road, Winter Park

$145,000
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
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

$2,025,000
4 Beds 4 Baths Parklando SubDv. 32789 Zip Code
Stunning, new Winter Park residence built by Vimaro Homes exudes modern elegance and luxurious living. As you step through the glass front doors you’re immediately greeted by a custom staircase, soaring two story ceilings, and a dramatic chandelier. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. The open floor plan seamlessly connects the main living areas, creating a spacious and inviting atmosphere. The home features a total of 4 bedrooms with two primary bedroom suites, plus a home office, and two laundry rooms. The chef in the family is sure to fall in love with the open kitchen, with its large center island, striking quartz countertops, custom cabinetry, large pantry, and a spectacular ILVE Nostalgie gas range & built-in refrigerator. Step outside to your own private oasis, complete with a sparkling pool, a summer kitchen and an expansive outdoor living space, perfect for hosting gatherings or enjoying quiet relaxation. The beautifully landscaped yard provides a serene backdrop and enhances the overall curb appeal of this amazing property. Walk to Blue Jacket Park or jump on your golf cart for a short trip to East End market or Park Avenue with its amazing restaurants and luxury boutique shops. The proximity of this house to everything there is to do in Winter Park is truly hard to beat. Schedule your private showing today and experience the epitome of luxury Winter Park living.

2701 Norris Avenue, Winter Park

$1,250,000
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

$1,750,000
4 Beds 5 Baths Northwood Terrace SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$1,200,000
3 Beds 3 Baths Osceola Shores Sec 03 SubDv. 32789 Zip Code
Welcome to an incredible opportunity nestled in the heart of Winter Park! One of Winter Park 32789 most desirable neighborhoods - Osceola Shores. Directly across from Lake Osceola and .35 acres. This property presents a prime lot with endless possibilities for renovation or redevelopment. Situated on a spacious 100 x 154 lot, this home offers a coveted split floor plan and an open layout With a bit of creativity and investment, this property could be transformed into your dream home or an exceptional investment opportunity. Detailed remodel building plans may convey with the purchase. The generously sized living room and dining area offer sweeping views of the expansive front and backyard, providing inspiration for indoor-outdoor living and entertaining. The kitchen, updated with newer cabinets and granite countertops in 2015, serves as a focal point with its view of the back porch and pool area. Additional highlights include gas fireplace, original parquet wood floors, utility room, and plenty of closet space. The huge primary suite, with its private access to the pool and ensuite bathroom, offers a large space ripe for customization. Two additional bedrooms share a full bath with vintage tile and bathtub/shower, providing ample space for guests or family members. Beyond the home's potential, the location is unbeatable, with proximity to Park Avenue, Rollins College, The Alfond Inn, Winter Park SunRail station, shopping boutiques, grocery stores, and restaurants. Whether you're looking to remodel and create your ideal home or explore the possibilities of redevelopment, this property offers a rare chance to own a piece of Winter Park's sought-after real estate. Don't miss out on this opportunity – schedule your showing today and bring your vision to life!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=EX8qqDvQMeq&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

444 Lakewood Drive, Winter Park

$950,000
3 Beds 3 Baths Hills SubDv. 32789 Zip Code
Prepare to be impressed by this meticulously upgraded Winter Park home, where every detail has been carefully considered to offer the ultimate in comfort and convenience. Beautiful oversized and totally remodeled spit bedroom plan - 3 bed / 3 bath, single-story, brick construction with massive pool, wood-burning fireplace, and entertaining screened porch and patio. All on a private .32 acre lot. Step through the newly installed exterior door handles and locks into a home transformed by a comprehensive renovation. From the garage to the outside pool area, all new electrical wiring ensures safety and reliability. Transformation in 2021 includes - all new ELECTRICAL WIRING, PANELS, tankless gas water heater, chimney flume. Roof replaced in 2017. Added propane gas hookup opens up a world of possibilities, whether it's cooking on the gas oven or envisioning outdoor gatherings around a pizza oven or grill. In 2021- new flooring, interior doors, handles, and custom trim throughout. The laundry room has been thoughtfully expanded - new dryer venting. Brand new AC system, updated ducting, and added insulation for optimal climate control and energy efficiency. Recessed lighting illuminates the main areas. The open kitchen has undergone a stunning remodel, featuring NEWER APPLIANCES with a brand new LG gas range July 2024 and custom shelving. Eat-in island, quartz countertops, coffee bar, and designer tile backsplash. Two family rooms plus dining room that can also be used as an office! Bathrooms have been tastefully updated with new toilets and plumbing fixtures. Spacious primary suite overlooks pool area and has lots of closet space. Integrated wifi system including wifi boosters and hard-wired throughout the house for remote workability. Outside, the enhancements continue with new sod and mulch, an electronic wifi-controlled irrigation system, and a dedicated irrigation well for sustainable landscaping. The pool area has been expanded for entertaining. Pool light replaced and Spanish tile on screened-in porch. Perfect for large groups staying out of the sun and tons of dining and conversation area. Outdoor kitchen is ready to go once hooked up to gas. Porch is wonderful for pets too! Additionally, this home boasts a water softener, ensuring the highest quality water for your family. The outdoor patio off the master bedroom is prepped with 3 ft. slab to support future expansion, adding even more value and potential to this already remarkable property. Nestled within a friendly neighborhood on cul-de-sac and positioned atop a hill with excellent schools and a voluntary HOA offering community events, this home offers not just a place to live, but a lifestyle to embrace. Most coveted schools - Dommerich Elementary, Maitland Middle, and Winter Park High School Don't miss the opportunity to make this your forever home – schedule a viewing today!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=FKP12jRiFES&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2421 Mandan Trail, Winter Park