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Winter Park

Orange County, FL

Call Winter Park Home

If you are looking for a city that features great schools, beautiful and affordable homes, plenty of great career opportunities, and a wide variety of activities and events for the whole family, then look no further than the wonderful city of Winter Park.

Winter Park, FL is a fantastic city in which to live and work. Cindy Suazo & Drew Martin are committed to making the buying and selling of homes for sale in Winter Park, FL a productive and enjoyable experience. Our website allows you to search all active homes for sale in Winter Park, FL. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Homes for Sale in Winter Park

$2,500,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
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

$2,275,000
4 Beds 3.5 Baths Killarney Point SubDv. 32789 Zip Code
Offered at $2,275,000 - 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Killarney. Offering an expansive 3,555 SF interior layout the home features a 4 bedroom, 3.5 bath, split-bedroom floorplan with a dedicated office. The family/great room at the back of the home has 3 sets of French doors that open to the lanai and screened pool area overlooking the tranquil waters. Off the family room is the dining room and kitchen. The chef’s kitchen is a dream space to work in: bar top peninsula, large island, deep counters, high end, stainless steel appliances, and a pass thru window. The master bedroom also sits at the back of the home taking full advantage of those water views and features two walk-in closets and an en suite bath complete with a dressing vanity. Two of the guest bedrooms are comfortably sized and share a hall bath with tub/shower combo. The fourth bedroom is larger and has its own private bath with walk in shower. There’s no shortage of outdoor living space at this home. From the covered lanai, to the pool and spa, to the covered boathouse with lift, you’ll find there are year-round opportunities to entertain friends and family at this lakefront oasis. Although this home is tucked away in a quiet neighborhood nearby shops and restaurants are just around the corner. Lake Killarney is just minutes from Park Avenue, the Winter Park Village, the Enzian, Whole Foods, and more. Additional property highlights include European Red Oak floors, recessed lighting, a wood burning fireplace, and custom built-ins. For more information on this fantastic waterfront property, inquire today!

2100 Lake Drive, Winter Park

$2,200,000
7 Beds 6 Baths Ethel Park SubDv. 32789 Zip Code
Pre-Construction. To be built. Modern Farmhouse with Pool is located in Winter Park and offers over 4500 sq. ft. of air-conditioned living space, with another 1,000 sq. ft. of space under roof. Featuring a dramatic open living plan with space for a large family and gracious entertaining including 7 bedrooms, 6 full baths, optional Flex Room that is perfect for an office, a home gym, or even an “in-law suite with separate bath and walk-in closet. The open living/kitchen with a ceiling height of 11'-4” is over 30' x 32' and features a wall of glass out to the large vaulted lanai and onto the pool. Adjoining the pool is a stand-alone cabana with a bath and walk-in closet in addition to a small kitchenette – YES- it could be a guest apartment for those “extended stay” visitors. Between the cabana and the house (just outside the Master Bedroom) is another outdoor living space with a fire pit for parties or simply a quiet night of conversation. The luxurious Master Suite includes a stepped ceiling with wood accents, a large 125 sq.ft. walk-in closet and a dream bath with a free-standing tub, over-sized open shower, and a 9' long double vanity. Other features on the main floor include: • large walk-in pantry • mudroom with a closet and cubbies • utility area with cabinetry and craft sink • a dramatic U-shaped open stairway • a 200 sq. ft. front porch, ideal for a quiet cup of coffee in the morning Upstairs the visual feast continues as you step into a Game Room that is almost 18'x 30', with room for an entertainment center and a pool table! 4 large bedrooms, all with walk-in closets, and 3 baths upstairs. Don't miss the study alcove at the entry to the Bedroom #2. Circular Drive with plenty of parking. Indoors and out, with over 5,500 sq. ft. of total living area this home has it all and more! Please see attached feature sheet. NO HOA which means No rules & No Fees. Home comes with a ONE-YEAR BUILDERS WARRANTY! Schedule a private tour today! Features can be customized.

465 N Phelps Avenue, Winter Park

$2,175,000
4 Beds 3.5 Baths Parklando 02 SubDv. 32789 Zip Code
Pre-Construction. To be built. Pre-Construction. To be built. This Cape Cod inspired home provides a rare pre-construction opportunity in highly coveted Winter Park. Make this modern marvel your forever home and take advantage of the initial planning stages by adding your personal touches and finish options. This beautiful home boasts a warm balance between being environmentally conscious (featuring EV charger and solar panels with back-up battery) and smart-home-ready (including appliances, A/C, Lutron lighting system and optional automatic whole-house generator). The home features 10 ft ceilings throughout, beautiful tray/coffered or wood beam finishes, open living room, great room, kitchen, loft and more. Designed by Ben McCoy, known for engineering/building custom homes in Winter Park for over 15yrs, the exterior illustrates a contemporary coastal theme with iron/glass windows, sconces, and French doors inside and out. The home includes pool w/ jacuzzi and optional outdoor kitchen to host either intimate or grand parties on the lanai. Laundry facilities can be found on both the 1st and 2nd floors, complete with a master bedroom on each floor for multigenerational families or guests. Estate also features a fully furnished or designer-ready option with customizable luxuries for select interior and/or exterior preferences. Home is centrally located near Rollins College, Glenridge Park, East End Market. Minutes from Winter Park Hospital, Park Ave, rich botanical gardens, museums, and only 10 mins from Downtown Orlando. Zoned for all Winter Park schools such as the award-winning Winter Park High School and Glenridge Middle. No HOA/Homeowner's association fees! Financing available. Take advantage of this extraordinary opportunity before final permitting is approved. Plans are subject to change. CLOSING COSTS INCLUDED AT THIS PRICE. Home scheduled to be completed within 7 - 8 months from closing. Call today and schedule your consultation.

2723 Norris Avenue, Winter Park

$1,995,000
4 Beds 4.5 Baths Lakeview Terrace SubDv. 32789 Zip Code
Introducing an exquisite two-story Island Transitional home that is perfectly nestled in the heart of Winter Park, just minutes away from the vibrant Park Ave., downtown Orlando, and top-notch A-rated schools. This splendid property welcomes you with a grand first floor entrance. As you step inside, you'll be greeted by a lovely foyer that seamlessly leads you into an open-concept kitchen adorned with sleek stainless steel appliances, custom cabinets, and an elegant tile kitchen backsplash. The kitchen flows effortlessly into the dining and living room, where a cozy fireplace takes center stage. Additionally, on the first floor, an office/library with charming views of the front porch and a convenient powder bathroom await. Not to be missed, the owner's suite boasts a spa-like bathroom complete with a shower, double sink, and a relaxing tub. This home is a testament to stunning transitional design, offering a bright and open floor plan that is perfect for hosting and entertaining. The second floor of this residence is equally impressive, featuring three additional bedrooms, each with its own ensuite bathroom, ensuring comfort and privacy for every member of the household. An added bonus is the insulated attic space, measuring a generous 450 square feet, providing ample storage or the potential for a versatile bonus room. Step outside to discover an expansive rear lanai, which includes a summer kitchen that is perfect for al fresco dining, and a sparkling saltwater pool. This outdoor oasis, inspired by island living, extends across the master retreat and spacious living room, providing a serene and picturesque backdrop for relaxation and gatherings. Throughout this exceptional home, you will find rich details, from luxurious wall treatments to decorative lighting, that create an atmosphere of tranquility and sophistication. Each corner of this property has been thoughtfully crafted by the prestigious builder Lundev to transport you to a peaceful sanctuary, making it not just a house, but a true dream home. Don't miss this unique opportunity to experience the epitome of Island Transitional living in one of Winter Park's most desirable locations.

1800 Bryan Avenue, Winter Park

$1,950,000
3 Beds 3.5 Baths Kenilworth Shores Sec 1 SubDv. 32789 Zip Code
Spanish Modern Coastal Mediterranean, 3,112sf, includes 3 bedrooms plus study, 3.1 bathrooms, saltwater pool/fountain, a casita/poolside cabana/guest studio apartment. There is 4700sf (AC and no AC) total under roof/porches of walkable living area. Built in 2005, Recent renovations include full modern gourmet Kitchen, bathroom, interior/exterior paint, updated balcony, painted garage and storage areas, new modern light fixtures/ceiling fans, updated pool pump, LED pool lights, salt cell, AC unit. Quality features include, arched windows, architectural designed, dimensional Tile roof, 3-car garage, manicured tropical landscaping, brick driveway, brick and stone walkways, Mediterranean accents, large covered entry with large custom wood front entry door with metal accents. When entering the front door, a dramatic surprise entry awaits you and your guests. Features: Tropical manicured landscaped large yard, Tile roof, 3-car garage with storage area, screen enclosed pool, courtyard with privacy wall, poolside cabana with mini kitchenette/wet bar and full bathroom (this area is versatile as a study/home office or casita guest studio apartment with 1-bedroom, full bathroom, walk in closet, mini kitchen, pool and tropical garden views), surround sound, interior/exterior speakers thru. The first floor features polished travertine stone. There is no carpet!! When entering the home, you will be amazed by a large archway that guides you into the newly renovated kitchen with breakfast/dining nooks, pool, courtyard, garden views and living room with fireplace adjacent to kitchen. There is an additional large room with pool and garden views that can be used as a large dining room, living room, family room or billiard room, currently dining room. Entertain family and guests in your brand-new modern chef inspired kitchen with large quartz island offering bar seating, dual sinks, WOLF 6 burner gas cooktop and gas oven/range, white shaker cabinetry to the ceiling, mini beverage/wine chiller, stainless steel gas appliances, pendant lights. The primary bedroom suite, located on the first floor, has direct French doors/access and view of pool. Your suite offers a gas fireplace, built in arched shelving, tray ceiling, crown molding, walk in closet/organizers, spa bathroom with jetted soaking tub, walk in shower and dual sinks. Second floor offers a media room, mini kitchenette/wet bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with its wet bar/mini kitchen, own balcony, walk in closet, arched windows,and own AC unit. A fourth bedroom could be added/converted easily. This custom-built home is well insulated with spray foam ceiling/attic insulation and foam poured in exterior blocks when home was built. Extensive Plantation shutters thru-out, 7 sets of 8-foot French double paned doors, tankless hot water, propane gas thru out, large 400sf floored attic with upgraded lighting, pull down metal stairs. This home offers a courtyard with covered porch, an additional 2nd covered porch and 2nd floor balcony. Owned by one person who has taken meticulous care of the home. Llight/bright interior with private nature/garden views from all windows that ensures tranquility.Location: 1.5 miles bike ride or walk from Park Avenue shops/restaurants/Rollins College, 1 mile from Baldwin Park, Cady Way trail, walk a few blocks to Phillip Crosby Wellness Center, hospital and schools.

513 Worthington Drive, Winter Park

$1,950,000
5 Beds 4 Baths South Lakemont Shores SubDv. 32789 Zip Code
Luxurious Haven of Modern living in Winter Park! This stunning newer construction home presents an exceptional opportunity to embrace the epitome of elegance and comfort. This architectural gem boasts a harmonious blend of sleek lines and design, creating a seamless connection between the indoor and outdoor spaces. With 4,100 sq ft of thoughtfully designed living space, the house offers 5 bedrooms and 4 full baths of generous proportions and an abundance of natural light throughout. Chicago reclaimed brick paver driveway welcomes guests with a warm historical yet refined drive and sidewalk, just a hint of what awaits beyond the threshold. The heart of the home is the chef-inspired kitchen, equipped with a breakfast bar, stainless steel appliances, premium countertops, and a large pantry. The large living space boasts a fireplace with reclaimed Chicago Brick and log mantel. Full-length sliding glass doors lead you to a spacious lanai with a summer kitchen, wood ceiling, and recessed lighting. Enjoy the outside as you enter a private oasis with a meticulously landscaped yard, pool, and an outside kitchen area perfect for outdoor entertaining and relaxation. The master suite is your private retreat, featuring a spa-like ensuite bathroom with a soaking tub, separate shower, and a walk-in closet that's a dream come true. Your master retreat offers complete privacy as the only bedroom on the first floor. The first floor boasts a master ensuite, striking bathroom and an amazing closet, living room, dining room, kitchen, pantry, laundry, and a private office and an additional bath along with a staircase leading to the large loft, four amazing bedrooms, two stunning baths, and a rumpus room. The oversized two-car garage affords space for storage, high ceilings, and a walled-off bike, storage, or possibly a workout room, you decide. Enjoy the best of both worlds- a serene neighborhood setting that's also just minutes away from Winter Park’s Park Ave, fine dining, shopping, entertainment, and a refined lifestyle along with a breathtaking home with room to grow, a large backyard with amazing pool with no rear neighbors and just across from the lake. Flex cash available, $30,000 to use anyway you can imagine.

1814 Barker Drive, Winter Park

$1,895,000
4 Beds 3.5 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

$1,850,000
4 Beds 3.5 Baths Sorensen Heights SubDv. 32789 Zip Code
A stunning home in Winter Park ready for the next lucky family to move in! This charming four-bedroom, 3.5-bath home has it all. The moment you walk in the front door from the circular drive you will feel at home with the living, dining and kitchen areas flowing nicely together, great for entertaining. The kitchen is a chef’s dream come true with extra cabinet space, double ovens, super large island, a breakfast area that fits a large family, and desk. The primary suite is expansive with a large walk-in closet. On the opposite side of the home is a second main or in-law suite which is wheelchair accessible. Both primaries have access to the backyard. Upstairs, you will find two more bedrooms with a Jack and Jill bath. There is a semi-finished bonus room to make your own. Enjoy your evenings outside in the upstairs lanai or take a plunge in the beautiful saltwater pool. The updates include new downstairs AC, new tankless water heater, fresh paint, new carpet, new front landscaping, 3M film on windows on back of the home and much more. If you love Winter Park, you will love this location, a short distance to Park Avenue less than two miles, where you can enjoy shopping, restaurants, the farmers market, entertainment and more. Albin Polasek Museum & Sculpture Gardens and Rollins College are just minutes away. Buyers and their agents shall verify all information deemed important.

431 Fletcher Place, Winter Park

$1,799,000
4 Beds 3.5 Baths Dixie Terrace SubDv. 32789 Zip Code
Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park

$1,795,000
4 Beds 3.5 Baths Winter Park Village SubDv. 32789 Zip Code
Under Construction. This spectacular new Winter Park residence is currently being built by Vimaro Homes. This property 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

$1,795,000
4 Beds 4.5 Baths Comstock Park SubDv. 32789 Zip Code
Perched high on a corner lot, nestled between Bonita Dr. and Bryan Ave., along the brick streets of Winter Park, this .34 acre property is truly a little slice of private paradise. Back and better than ever, this home has a NEW roof, NEW plumbing, 4 NEW electrical panels and updated lighting, NEW hardwood floors downstairs, all NEW interior paint on the walls and trim, upgraded alarm system with new cameras, a NEW whole-house Culligan water filtration system, and NEW carpet upstairs…just to name a few of the recent 2023 updates. No, this is NOT a flip! Beyond the front glass doors is a spacious and open living area filled with natural light, boasting 10-foot ceilings. The rear of the home is lined with floor-to-ceiling windows, and French doors lead to a screened patio and a resort-style pool that will take your breath away. The first-floor master suite is large, and features vaulted ceilings, new wood floors, plantation shutters, French doors to the back patio, a double-sided fireplace between the large soaking tub, a private water closet with a bidet, and a large, functional walk-in closet. The open kitchen offers granite counters, a cooking island, 2nd prep sink, wine refrigerator, double built-in ovens, and a dinette with a large bay window. The breakfast bar offers additional seating, and overlooks the family room, with gorgeous hardwood flooring, vaulted ceilings and a wood-burning fireplace, plus additional French doors to access the screened-in patio. The first floor is complete with a 3-car garage with tons of storage, a laundry room with a utility sink & laundry chute, a ½ powder bath, and a rear full bath with direct access to the backyard and pool. Upstairs offers all new carpet with 3 large bedrooms, all with walk-in closets, plus 2 full bathrooms, and a balcony overlooking the sprawling backyard. Outside you'll enjoy lush landscaping and the soothing sound of the pool fountains, with a privacy wall along Maiden Lane that makes it all feel like a secluded oasis. The large pool deck offers space for lounging, while additional dining space is available within the covered screened patio. Do you have a paddleboard or kayak? The City maintains a lakefront lot/park on Lake Osceola. The lakefront park is on Elizabeth Drive, off Bonita Dr. (No ramp or boat storage, just a lot to put in a paddleboard.) Surrounded by convenient stores such as Walgreens, Publix, & Sprouts, the YMCA, the AdventHealth Hospital, Phelps Park, and around the corner from Park Avenue – this location cannot be beat! Please ask for a list of the $140K in improvements, and a floorplan!

600 Maiden Lane, Winter Park

$1,699,900
3 Beds 2 Baths 32789 Zip Code
Once in a lifetime opportunity! POSSIBLY THE BEST PRICED LAKEFRONT PROPERTY IN WINTER PARK. 1/3 acre Winter Park lakefront. Over 100 feet on the water with dock and boathouse. Just imagine beautiful sunrises from your spacious lanai and most of the other rooms in the home as well. Then a quick dip in your pool before the day gets rolling OR maybe cast your line out from the dock and land a nice bass for your dinner OR you could boat over to Hillstones for a gourmet dinner or Shake Shack for a casual meal and watch an amazing sunset. It is on an approximately 300 acre private lake with no public access so you don't have a lot of boat traffic at all hours of the day or night. Occasionally you may see a seaplane land for lunch or dinner. Now a little about the home. It is the epitome of mid-century modern. Custom built in 1958 for the National Sales Director of Dale Carnegie, so price was no object. No cutting corners on anything! There was no annual "Street of Dreams" event at that time, but if there had been, this spacious and well planned home would have been the hands down winner, with its stainless appliances and screened in pool with covered lanai. Intercom with music throughout and much much more. But, that was then and this is now. New roof November of 2023. Entire home replumbed, electric upgraded including new main breaker box. Living area has a 12 foot tall brick fireplace, huge laundry room that is also plumbed for a 3rd bath if you wish. Master suite has a walk in closet as does the den. The one in the den is presently set up as a wine cellar. (Sorry, the wines don't stay.) Oversize 2 car garage with built in cabinets. You really need to see it to believe it. Very possibly it will be "Love at First Sight"!

2016 Lake Drive, Winter Park

$1,699,000
4 Beds 4 Baths Charmont SubDv. 32789 Zip Code
Located on one of Winter Park's charming brick-lined streets overlooking a landscaped green space, this timeless Mediterranean home has curb appeal and shear elegance. The home, set back on a long-pavered driveway, has a covered porch providing a respite to take in the peace and tranquility of the quaint Charmont neighborhood streets. As you enter the home, the office, with French doors, is situated off to the right. The private office features engineered hardwood floors, wood-paneled details and crown molding. The adjacent living room can be used as a sitting room. The dining room boasts gorgeous coffered ceilings and adjoining wet bar. The spacious kitchen offers a walk- in pantry, gas stove, GE Monogram appliances and breakfast bar ideal for entertaining. Gaze into the beautiful backyard as you enjoy eating in the cozy breakfast nook. The family room overlooks the kitchen and features a built-in gas fireplace. The spacious and bright primary downstairs bedroom overlooks the pool and serene backyard space. Off of the primary retreat, there are his and hers walk-in closets with built ins. The owner's retreat bathroom includes his and her vanities with granite countertops, a spacious walk-in shower and a jetted bathtub. In addition, there is a second bedroom downstairs ideal for guests or parents with an adjacent full bath. Upstairs features a built-in niche perfect for a desk and two additional sizeable secondary bedrooms with walk-in closets and their own ensuite bathrooms. Additional amenities include 2 AC units ('23 and '22), plantation shutters throughout, 10 ft ceilings, and interior laundry room. The outdoor space is a true oasis. There is a covered patio with a retractable screen. Step outside the porch to relax in the saltwater pool and heated spa with freshly sealed pavered pool deck. The home has been lovingly maintained. Zoned for A rated Winter Park schools and located in close proximity to East End Market, Baldwin Park and Park Avenue. Welcome home!

341 E Reading Way, Winter Park

$1,649,000
4 Beds 4.5 Baths Orange Grove Sub SubDv. 32789 Zip Code
Sellers have an assumable mortgage at a rate of 2.5%. This "Transitional Home" offers a blend of traditional and modern elements, creating a seamless connection between past and present and is Move-In-Ready!! This home features 4 bedrooms and 4.5 baths, providing ample space for comfortable living with the primary suite on the first floor and the other 3 bedrooms upstairs. Each bedroom includes its own private ensuite bathroom for added convenience and privacy. Enjoy the exquisite outdoor living space, complete with a full Summer kitchen, electronic roll-away screen, outdoor shower and a heated, salt pool. Whether you're simply soaking up the outdoor ambiance or entertaining guests, this space is designed to enhance your lifestyle. The oversized kitchen is a culinary enthusiast's dream. It boasts Kitchen Aid Pro series appliances, custom cabinets, and solid stone countertops. The ample workspace and the combination of high-end features makes this kitchen perfect for cooking and entertaining. This home is equipped with 2 large propane gas tanks for gas range, fireplace, water heaters and dryer. The design choice of stacked stone has been thoughtfully incorporated throughout the living space, seamlessly bringing the beauty of nature indoors of warmth and character to the home. The ensuite, first-floor master bath is equipped with a multi-jet spa system shower and a sleek stand alone tub allowing you to relax and unwind after a long day. Upstairs, you'll find an expansive flex room and three ensuite bedrooms, providing comfortable accommodations for family members or guests. This home is designed with energy efficiency in mind. Key features include spray foam insulation, low "E" Vinyl windows, and LED lighting along with a Control4 Smart Home System. Experience the best of both worlds - the timeless charm of tradition and the sleek elements of modern design. The interior of the home was completely repainted in 2022. Don't miss out on the opportunity to make this home your own. Contact us today for more information on the assumable mortgage or to schedule a private showing.

1871 Taylor Avenue, Winter Park

$1,598,880
5 Beds 3.5 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
**SELLER IS OFFERING OWNER-FINANCING - 25% DOWN, 5.2% INTEREST RATE, 3-YEAR BALLOON** This stunning custom-built 5 bedroom, 3 full & 2 half bathroom home boasts a wonderful floor plan, detached 2-car garage with covered space and a salt system pool with gas fire pit, perfect for those who love to entertain or simply relax in style. The formal living and dining rooms are filled with natural light, making it the ideal place to host gatherings with family and friends. The newly renovated kitchen features exceptional stainless appliances; brand new wood cabinetry; beautiful quartzite countertops and spacious eat-in dining area. The kitchen opens to the family room with a gas fireplace and double french door that open onto the back porch. The master suite includes a walk-in closet and luxurious ensuite bathroom with a large, lighted Roman tub and separate shower. The master connects to a spacious office for those who work from home or need a quiet space to focus. The remaining 4 bedrooms are upstairs and are generously sized with ample closet space. The second floor also features a large bonus room situated between the bedrooms and 2 full bathrooms, one being an ensuite. The home's interior is further enhanced by archways, custom millwork and iron stair rail with patina brass banister plus designer touches throughout. Step outside and enjoy the Florida lifestyle with nicely sized pool for hot summer days, along with a gas fire pit for cool winter nights. The covered lanai provides the ideal spot to relax with family and friends. Additional amenities include plantation shutters, large laundry, travertine and wood floors, powder bath downstairs and copper rain gutters. The Massey termite bond on the home is transferable - $95 fee to transfer. Shingle roofs replaced in 2018.

1331 Hibiscus Avenue, Winter Park

$1,595,000
5 Beds 4.5 Baths Robert Dhu Macdonald Park SubDv. 32789 Zip Code
Walk to Park Avenue – 40 Palmer Avenue, Winter Park – Offered at $1,595,000. Beautiful 4-bedroom, 3.5 bath home with an additional 1/1 guest apartment above the 3-car garage. Tastefully updated, this lovely residence features large, formal living spaces, a chef’s kitchen, and first floor primary bedroom. The grand living room at the front of the home draws design inspiration from Spanish Revival architecture and features oversized windows which overlook Winter Park’s majestic lakefront estates along Palmer Avenue and is complimented by brick flooring, vaulted beamed ceilings, and a gas fireplace. Located at the heart of the home is the gourmet kitchen with custom cabinetry, granite countertops, and high-end Thermador appliances. A bartop peninsula in the kitchen opens up to the family room which overlooks the backyard; French doors open up to the covered patio. Upstairs you’ll find 3 spacious guest bedrooms, two full baths, and an air-conditioned utility/storage room. Above the garage, with its own stairwell entry, is the full guest apartment offering a living space, kitchenette, separate bedroom, and full bath. Located within a half- mile of Park Avenue’s shops, restaurants, and museums, this home scores a 10+ on walkability and places you within walking distance to the Winter Park Golf Course and other nearby attractions. Additional highlights and improvements include: 3 new HVAC units, a brand new roof, natural gas, and more.

40 Palmer Avenue, Winter Park

$1,499,990
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

$1,495,000
4 Beds 3 Baths Green Oaks Rep SubDv. 32789 Zip Code
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

$1,495,000
3 Beds 3.5 Baths Town Of Winter Park SubDv. 32789 Zip Code
Beautifully appointed “Italian Villa” style home in the heart of Winter Park just a few blocks from Rollins College and Winter Park’s famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can get to a “lock & leave” residence and still have the privacy of a detached single-family home. Built by a custom home builder for their personal residence, no expense was spared to create wonderful living spaces perfect for entertaining friends and family or enjoying the Winter Park lifestyle peacefully. As you enter the foyer you are greeted with a flex room to your left that can be utilized for dining, office, exercise, or whatever your lifestyle desires. Interior features include stone flooring, high ceilings, extensive detail in the millwork, custom built-ins, and open floor plan. The living areas are light and bright with tons of natural light and views of the private backyard. The chef’s island kitchen boasts Carrara marble countertops, custom cabinets, Sub-Zero refrigeration, a double oven Wolf gas range, and a window framed banquette eat-in area. All 3 bedrooms are en-suite with walk-in closets and the primary bathroom has a marble enveloped soaking tub and separate glass shower, and dual marble vanities. Another primary suite feature is the “Juliette” balcony overlooking the pool area. The bonus space upstairs is perfect for additional TV area, study, or office space. Other interior details include gorgeous hardwood and tile floors upstairs, designer lighting throughout, high-end fixtures and hardware, and multiple zone audio. The tropical backyard pool area has complete privacy, a lagoon style pool, maintenance free artificial turf, and “award winning” landscaping installed and maintained by Signature. This home has been designed to take advantage of every inch of space. Perfectly located with easy access to all the Central Florida amenities and top rated Winter Park schools…

621 Huntington Avenue, Winter Park

$1,450,000
3 Beds 4 Baths Virginia Heights SubDv. 32789 Zip Code
Welcome to the heart of Winter Park, where luxury & modern living converge in this exceptional single-family home, located one half-mile from the iconic restaurants & retail lining Park Avenue. Approach the property via a long paver driveway, providing ample parking space for guests. The exterior boasts a striking combination of layered materials, including stucco, brick & metal that creates a bold yet inviting facade. Large format glass windows, glass doors and even a glass garage door flood the home with natural light & offer a seamless feeling of connection to the outdoors. As you enter the home, you will be greeted by a stunning 2-story foyer that sets the tone for the dramatic elegance that awaits within. The main living areas on the first floor are open to one another & were designed for both comfort & style, featuring wide plank natural hue wood flooring, neutral color paint, tall baseboards, remote controlled window treatments, modern lighting, a striking black metal stairway railing & a gas-fueled fireplace w/ dramatic floor to ceiling surround upon which is a flat screen television is mounted. The kitchen is a masterpiece, with white cabinets illuminated by under-cabinet lighting, a substantial island with a waterfall edge counter-top and seating for five, a white marble backsplash, under-mount, double barrel sink with extendable faucet as well as GE Monogram stainless steel appliances, including a natural gas range & under counter microwave. Tall windows & glass doors continue throughout, blurring the boundaries between indoors & out. The collapsible sliding glass door at the rear of the home seamlessly opens the living spaces to the exterior. The backyard was thoughtfully plumbed for a summer kitchen & offers a cocktail pool, an outdoor shower & deck for lounging. The mature landscaping ensures privacy and tranquility. The second floor boasts three spacious bedrooms, each with an en-suite bathroom, abundant natural light, custom closet organization, tall ceilings and quality finishes selected within a neutral palette. The convenience of a second-floor laundry room with LG Signature all-in-one washer and dryer, cabinetry consistent with the kitchen & a stainless sink should not be overlooked. The primary suite at the rear of the home is a true retreat, featuring a spacious bathroom w/ a glass-enclosed dual head shower, a private water closet, two clothing closets w/ customization & a floating warm wood vanity for storage, double sinks, expansive mirror w/ built-in modern light fixtures & more. Modern recessed lighting, a fan w/ light kit, plush neutral carpet & a wall-mounted television complete the space. The primary suite offers direct access to a rear deck with ample space for comfortable seating, perfect for enjoying the private backyard view. This exceptional home includes an attached two-car tandem garage with the potential to convert part into additional interior living space, such as a downstairs office or 4th bedroom which would be adjacent to the full downstairs bathroom. Architectural design by Michael Wenrich, developed by Reid Berman, interior design by Steel Street Studios and built by Jim Winters, this home reflects a level of quality, craftsmanship and design that is truly unmatched. With only one owner, it has been lovingly maintained & is ready to welcome its next fortunate resident to experience the epitome of modern, luxury living. Don't miss the opportunity to make this exceptional property your own.

1270 Arlington Place, Winter Park

$1,450,000
4 Beds 3.5 Baths Sevilla SubDv. 32789 Zip Code
Located is the established Winter Park neighborhood of Sevilla, this updated 4 bedroom/3 ½ bath, 3,014 sq ft single-story brick home sits on a beautiful .43-acre lot on a quiet cul-de sac. As you enter the spacious foyer, the inlay Brazilian cherry wood floor and detailed moldings give a warm Southern tradition feel. With the formal living room and dining rooms to the right, there is ample space for entertaining or family get togethers. Located off the dining room, the large kitchen has a center island, eat-in space, granite counters, stone backsplash, Bosch appliances and an ample walk-in pantry perfect for storing extra china, entertaining accessories, or kitchen appliances. The family room has a wood-burning fireplace with built ins, a library wall and 2 sets of French doors opening to the covered screened patio and pool area. In the back of the home is a corridor leading to a flex room where the washer & dryer are located that could also accommodate a desk or exercise equipment and has an adjoining full bath. The primary bedroom has a walk-in closet, and the primary bath features dual sinks and a large walk-in shower. The secondary bedrooms have access to the pool bath with a tub/shower. The fantastic outdoor space features a solar heated lap pool and spa, room for seating for entertaining and dining, a Summer kitchen and raised garden bed. The gated side entry driveway provides privacy and play space. New roof in 2019 and 14 seer AC in 2019. Entire landscaping was redone, including retaining wall, new sprinkler system and well. Close proximity to Park Ave, Rollins College, Baldwin Park and downtown Orlando. Zoned for top-rated schools. Welcome home!

1600 Barcelona Way, Winter Park

$1,399,000
4 Beds 2.5 Baths Golfview Heights SubDv. 32789 Zip Code
Have you been looking for a unique Winter Park residence with Spanish Mediterranean charm? This expansive yet intimate villa was built in 2006. With over 3,300 square feet, the property offers four bedrooms and two and a half bathrooms. Every meticulous detail, from arched doorways to engineered wood floors and back-lit tray ceilings, has been thoughtfully executed. This custom-built gem boasts a flexible floor plan with several bonus rooms, including a "man cave" with a coffered wood ceiling and a first-floor study. Tuscan half-columns grace the family room, offering stunning views of the sparkling Gothic-style pool and the adjacent outdoor kitchen area. The gourmet kitchen seamlessly combines functionality and beauty, providing ample space, a butcher block island, contrasting wood cabinets, granite countertops, stainless steel and gas appliances, and a convenient walk-in pantry. The Master Suite offers abundant space for oversized bedroom furniture and more. The Master Bathroom features travertine tile, double sinks with granite countertops, a garden tub, a walk-in shower, and a spacious walk-in closet. Upstairs, each bedroom offers plenty of closet space, and the study could easily be transformed into a fifth bedroom. Situated on a coveted corner lot across from Marvin Smiley Park, this residence offers park views and enhanced privacy. Its prime location is close to Florida Hospital and the vibrant Park Avenue, making it an unbeatable choice. Don't miss out on the opportunity to make this remarkable Winter Park property your new home!

1717 Hollywood Avenue, Winter Park

$1,399,000
4 Beds 4 Baths Winter Park Village SubDv. 32789 Zip Code
Welcome to your dream home in the heart of Winter Park, FL! This brand new, custom-built residence boasts an impressive blend of modern elegance and functional design, offering a luxurious living experience for you and your family. As you step into this stunning abode, you'll immediately be greeted by the spacious and versatile office space, perfect for those who work from home or desire a private sanctuary for creativity and productivity. The home's focal point is undoubtedly the gourmet kitchen, meticulously designed with top-of-the-line appliances, ample quartz countertops, and a large center island, making it a chef's delight and an entertainer's haven. Prepare delightful culinary masterpieces while engaging with family and friends in the adjacent dining and living areas, creating cherished memories that will last a lifetime. Step outside to the serene lanai, where you can relax and unwind while enjoying the view of the well-manicured backyard. This outdoor oasis provides the ideal space to host gatherings, enjoy al fresco dining, or simply bask in the Florida sunshine. With ample room available, envision the possibility of constructing your very own private pool, adding another layer of luxury to this already exceptional home. The four bedrooms in this residence are thoughtfully designed to offer comfort, privacy, and style. Each bedroom boasts ample closet space and windows, filling the rooms with natural light and providing a tranquil atmosphere for restful nights. The four bathrooms are elegantly appointed with high-end fixtures and finishes. This Winter Park gem is situated in a prime location, granting easy access to the area's finest amenities, including top-rated schools, shopping centers, dining establishments, and recreational facilities. Don't miss the opportunity to own this exceptional custom-built home that seamlessly blends modern living with timeless design. Schedule a private tour today and discover the lifestyle you've been dreaming of. Your perfect home awaits!

2531 Lafayette Avenue, Winter Park

$1,395,000
4 Beds 4 Baths Kenilworth Shores Sec 07 SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. New CUSTOM pool home around the corner from Winter Park High School and a short drive to downtown Winter Park/Park Avenue and Baldwin Park. Private keyed ACCESS to beautiful LAKE BERRY with boat dock and ramp is available for only $43 per year. Open floor plan perfect for entertaining! Inviting Front Porch draws you in to entry with a view to the pool! First Floor is a Three Bedroom split floor plan plus a Private Office off Foyer (Bedrooms 2 and 3 have a Jack and Jill Bath between them). Second Floor has 4th Bedroom/Bonus Room - 4th Bath which would be perfect for a private in-house Mother-in-Law Suite or Media Room with additional storage. Large Great Room opens to Dining Area and Kitchen. The Kitchen has an Island large enough to seat at least 4-6 people and includes an Alta Qualita FORNO 48" Propane Gas Range, Bosch Dishwasher, Farmhouse Style Sink, Quartz Counters, Shaker Style Cabinets and Walk-in Pantry. Primary Suite has views and access to POOL and Primary Bath includes a free-standing soaker Tub, large Separate Shower with rain Shower Head, 2 Separate Sinks/Vanities and Walk-in Closet ready for new owner to customize to their needs. Inside Laundry Room has LG stacked Washer and Dryer, extensive Quartz Countertop with sink and multiple Cabinets for extra storage. The POOL Deck is upgraded Travertine as is the Covered 36x10 Lanai Floor. The Customized and Upgraded SALT POOL includes Sun Shelf with Bubbler, Heated Spa, specialty Lighting + more - please see detail on Pool and Interior/Exterior of the House in attachments. There is a Well for the Sprinkler System, Double Pane Windows and oversized 2 Car Garage with area for extra Refrigerator/Freezer. Owners offering $5000 toward Buyer's Choice (Fans, Lights, Master Closet build out, Refrigerator, Wine/Beverage Cooler or Closing Costs). Only Kenilworth Shores Section Seven has access to Lake Berry.

2019 Natalen Road, Winter Park

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