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$4,500,000
5 Beds ⋅ 7 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code
Beautiful traditional Winter Park estate home on ¾ acre lot on a quiet dead end street. Expansive private backyard with pool and cabana. Renovated up to today’s standards with immaculate attention to detail including extensive moldings and millwork.

460 Virginia Drive, Winter Park
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code
Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park
$150,000
2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code
Wonderful opportunity to own this 2 bedroom first floor unit in Waterfall Cove with NEW PAINT & NEW CARPET!!!!!! The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. Waterfall Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Call today for your private showing!!!

1695 Lee Road Unit B114, Winter Park
$550,000
2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums has consistently been a sought-after address for those seeking the pinnacle of Winter Park living. Boasting two bedrooms, one full bath, and spanning over 900 square feet of living space, this top floor condo provides ample room for comfortable living. Upon entering, a charming foyer effortlessly connects each room, leading you to a well-appointed kitchen featuring stainless steel appliances, granite countertops, and an abundance of cabinet and counter space. The living area extends an open invitation with an oversized screened balcony, offering a tranquil retreat with scenic views. The Cloisters offers a range of amenities, including a heated pool surrounded by meticulously maintained grounds, a clubhouse, a boat dock with six slips providing access to Lake Osceola, and a putting green. Conveniently located just a short stroll from Park Avenue, enjoy living walking distance from numerous dining and shopping options. Whether you prefer exploring Hannibal Square, or embarking on a boat ride along the Winter Park Chain of Lakes, this is Winter Park living at its finest.

102 S Interlachen Avenue Unit 510, Winter Park
$1,720,000
4 Beds ⋅ 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
$140,000
1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code
Spacious first floor unit in Waterfall Cove 1 bedroom is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the patio. The master bedroom features an en suite bathroom and large walk in closet with lots of storage. Do not miss this opportunity to call this unit your own! Call for your private showing today! Currently leased until March 2024.

1695 Lee Road Unit C110, Winter Park
$1,249,000
4 Beds ⋅ 4 Baths ⋅ University Heights SubDv. ⋅ 32789 Zip Code
Under Construction. Under Construction. *** NEW CONSTRUCTION*** Pictures shown are of the model home with comparable finishes. Welcome to Winter Park!! This stunning new Modern Farmhouse is meticulously appointed and is conveniently located to everything Winter Park and College Park has to offer. As you step up to the front door- a welcoming front porch greets you with warmth and the attention to detail that is found throughout this amazing home. Downstairs, you'll find an 4th bedroom or study with a full bath ready for a home office or a serene guest retreat. The large, open kitchen features quartz counters, custom cabinetry and an amazing suite of Bosch appliances including a 36" cooktop and built in oven. Step out onto the wonderful private lanai and enjoy your sparkling pool and lushly landscaped back yard. The first floor concludes with the Master retreat complete with a spa like bath, dual vanities, free standing soaking tub and spacious walk in closet with custom shelving. There is also a space for a laundry in the master. Upstairs you'll find a huge bonus room with a closet that could easily be a 5th bedroom, home office or playroom and 2 spacious bedroom suites with walk in closets and a large shared bath with dual sinks. The convenient upstairs laundry has a sink and tons of natural light to make laundry day a little brighter! This amazing location is near OMA, Mills/50 and all the Restaurants, shopping and fun that living in Winter Park has to offer! - Yes, you can have it all! But make an appointment today before this amazing home is gone.

1737 Indiana Avenue, Winter Park
$734,900
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code
Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This well-maintained property features recent upgrades, including an updated kitchen with quartz countertops, redone master bathroom, new roof in 2021, newer A/C system in 2017, updated pool pump, and upgraded electrical panels. With separate family, dining, and living rooms, there's ample space for everyone to spread out. Right outside the enclosed Florida room is a large private yard with a spacious pool and a basketball court. This home also includes a two-car garage and interior laundry. It's move-in ready, offering a comfortable and inviting lifestyle.

2503 Anaconda Trail, Winter Park
$1,025,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. NOW COMPLETE AND MOVE IN READY!!!!! New construction in Winter Park just east of the Vias...Custom Built by Main Street Builders. ONE STORY 4 Bedrooms/3 Bath POOL HOME, Open Concept Kitchen/Dining/Family Room, 10 ft Ceilings, Custom features include White Shaker Style Cabinets with Stackers to the Ceiling, Quartz C-tops, Large Island, Gas Cooking, Stainless Steel Appliances, Tile Wood Plank Floors, 8 ft. Doors, Sand Finish Stucco, MARBLE Pool Coping and deck, Tongue and Grove Porch Ceilings, Vinyl 6' Fence, 7.25" Baseboards, Custom Exterior Bahama Shutters and much more.

2417 Lafayette Avenue, Winter Park
$1,075,000
5 Beds ⋅ 4 Baths ⋅ Park Grove Area: Green Oaks Rep 03 SubDv. ⋅ 32789 Zip Code
Gorgeous one-story pool home in the heart of Winter Park, a short walk to downtown Park Avenue’s shops, restaurants, and Central Park. This house has it all with split floorplan that has 4 bedrooms + den/office that can be a 5th bedroom, plus bonus area off kitchen. Open concept in the primary living spaces, with vaulted ceilings in all the main rooms up to 11’ high in some areas. The great room is warm and inviting with wood floors, fireplace, and large bay window, all open to the kitchen and dining space with custom built-in cabinets and bar area. The kitchen has granite counters, a window overlooking pool, oven & microwave, warming drawer, gas cooktop, and bar seating area. Adjacent bonus room has beautiful built-ins on two walls and is perfect for a playroom, sitting area, etc. Large owners’ suite has French doors to pool area, walk-in closet, and generous bathroom with tub + separate shower, marble counters, and double vanity. The back wing of the house has three bedrooms (2 with En Suite bathrooms) plus office with closet that can easily be 5th bedroom. Features include crown molding, wood floors, French doors, wood shutters, interior laundry room, gas Rinnai tankless hot water heater, 2 car attached garage, and fenced yard. New main electric panel & breaker box 2023, ACs/Roof/Plumbing done within past 10 years (approximately). The back of home opens to screened in 39’ wide outdoor living space + heated pool, with views of natural Florida landscape. Zoned for excellent schools – Dommerich Elementary, Maitland Middle, Winter Park High.

1700 Diana Drive, Winter Park
$2,000,000
3 Beds ⋅ 4 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetry and gas fireplace. New windows throughout home. (FAS) New roof 2023. Whole house generator (2023). Over 500 square feet added with addition- back of the home, pantry, laundry room, dog shower, kitchen renovation featuring Nuvolato granite island and Negresco granite in laundry room (2019). 10 ft. ceilings and 8 ft. doors. Refinished oak floors by Walk on Wood, remodeled powder room with designer wallpaper, new sink vanity and toilet. Showcase kitchen! Breakfast nook with vaulted ceiling detail and ceiling height picture windows. Top end Subzero and Wolf appliances, double Wolf ovens. Butler’s pantry includes hidden microwave, full freezer, wine fridge. New laundry includes walk in second pantry and extra fridge. Primary retreat on first floor, tall ceilings, his and hers closets by Closets by Design. Dual sinks, soaking tub and shower in master bathroom. Stackable, new sliders from family room overlooks tranquil back yard. Landscaping is private and natural. Staked stone flower beds and still plenty of yard for kids or pets. Lightscape landscape lighting. Marble tile creates expansive entertaining area. Remote retractable screens on new outdoor porch. (2023) Two quiet bedrooms and two bathrooms located upstairs. Fourth bedroom was turned into workshop and could easily be converted back to a bedroom or work out area. Additional bonus featuring built-in desks and storage. Gas tankless hot water heater, gas stove top, fireplace and stub for gas grill in back yard. 2 car garage with additional parking, 2 ACs plus additional unit in bonus room. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

559 Genius Drive, Winter Park
$3,539,000
5 Beds ⋅ 7 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code
Pre-Construction. To be built. This Timeless Modern Mediterranean elevation offers a grand entrance, oversized windows, and a 2 car garage. The interior boasts 4,287SF, including a chef's kitchen, an office, five bedrooms, five full bathrooms and two half bathrooms. The "Transitional Room," a staple in FG Schaub homes, has a full summer kitchen and electric roll away screens that lead out to your large private pool, outdoor shower and patio area. Energy efficiency items include spray foam insulation, Low-E windows, and LED lighting throughout the home. No interior design selections have been made which gives you the opportunity to custom design the interior.

1611 Summerland Avenue, Winter Park
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code
Welcome to this quaint home located in the scenic Timberlane Shores neighborhood! This one-story, open floor plan, residence offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet, providing a luxurious retreat. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout add a touch of elegance, granite counters throughout kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances, marrying aesthetics with functionality. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment. Welcome to your new home in Timberlane Shores, where comfort, style, and community converge.

1771 Winchester Drive, Winter Park
$3,400,000
5 Beds ⋅ 5 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code
PROUDLY PRESENTING WINTER PARK'S NEWEST ADDITION TO THE LUXURY HOME MARKET BUILT BY M. LAHR HOMES! Imagined, designed and constructed as the builder's personal residence, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of exceptional function, timeless elegance and aesthetics. Home is flooded with natural light and boasts well thought out design and finish features that have to be seen in person to truly appreciate the feel and impact made by profession design planning at this level throughout the entire home. Simply...more detailed, functional and higher quality than what is typically available in the Winter Park New Construction market. House is prominently sited on a large elevated level lot allowing for an expansive back yard and pool area that is a great natural 4 season extension of the interior living space. Floor plan features a large private ground floor master suite and an additional second floor master option. Please see floor plans in photos and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH TOUR. You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation and function of 200 E Rockwood. Located in a fantastic Winter Park location in the highly desirable Audubon K-8/Winter Park High School District. Minutes to DT Orlando, DT Winter Park, WP Park Ave. Shopping, Winter Park Village, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

200 E Rockwood Way, Winter Park
$1,117,500
4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
Welcome to this stunning Winter Park pool home. This impeccably designed 4 bedroom, 3 bathroom home features a thoughtful layout, perfectly balancing various living spaces to accommodate all your needs. With split bedroom floor plan, a bonus room, a formal dining room/living room combo, and a family room/kitchen combo, this residence offers both versatility and comfort. The large lot further enhances the appeal, making it an oasis to enjoy throughout the year. The house has undergone numerous improvements starting with fresh exterior paint and trim, giving it a modern and inviting appeal. The upgraded kitchen features new quartz countertops, a beautiful backsplash, enhanced lighting, and soft-shut cabinets. Wooden shutters adorn every window, adding a touch of sophistication and privacy. The primary bedroom comes with his/her closets, providing ample storage space for personal belongings, and room for a lounge. The main living area and primary bedroom feature two cozy fireplaces, perfect for creating a warm and inviting atmosphere during the winter months. The secondary rooms are connected by a functional Jack and Jill bathroom, adding convenience for families and guests. Additional features include a secondary refrigerator in the garage for extra storage capacity, a shed in the side yard, and an enclosed pool for year-round enjoyment. This Winter Park home is a true gem, combining style, functionality, and practicality to create the perfect living space for your family. Don't miss out on the opportunity to make it yours! Schedule a visit today and experience the charm and comfort this home has to offer.

1226 Germaine Drive, Winter Park
$700,000
3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code
Located on the sought-after Walnut Ave in Winter Park, this nearly quarter acre lot offers tremendous potential for builders and investors. The property's size and zoning classification make it a perfect candidate for a remodel or new construction, catering to the ever-growing demand for housing in the area. With the right vision and plans, you can transform the current structure or completely reimagine it to create a modern, desirable home. Winter Park, FL, is renowned for its upscale living, vibrant community, desirable school system, and proximity to excellent amenities. The neighborhood surrounding 1725 Walnut Ave offers a blend of a serene and active lifestyle with the property located 2 blocks from Phelps Park and the Winter Park YMCA. The convenient location allows for a quick drive to beautiful downtown Winter Park and easy access to the area's major highways, and airports, and attractions. This is a rare chance to seize a fantastic investment opportunity in Winter Park that's not to be missed!

1725 Walnut Avenue, Winter Park
$2,695,000
4 Beds ⋅ 5 Baths ⋅ Windsong SubDv. ⋅ 32789 Zip Code
Windsong hard-to-find one-story estate home on newly landscaped lot. Home has been completely updated with new appliances, built-ins, and updated baths and kitchen. Large primary bedroom suite with huge closet and updated bathroom. All bedrooms are en suite and a split plan as well. The family room has a gas fireplace and views of the pool. Large rear porch with retractable screens and summer kitchen overlooking the beautiful pool/spa and private backyard oasis. The three-car garage is airconditioned and could be used as a workout room. This home is meticulously maintained and has so much to offer. All of this in the Windsong community which provides access to WP Chain of Lakes, 2 community pools, and several parks.

410 Genius Drive, Winter Park
$225,000
2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code
Welcome to the perfect Winter Park retreat! This beautiful 2 bedroom, 1 bathroom condominium is located on the second floor of a quiet community with a courtyard entry and garden views. Your assigned parking space plus plenty of open guest spots make this an ideal setting for visitors. Enjoy all that Winter Park has to offer - Rollins College, Park Ave, and Winter Park Village are only minutes away - without having to worry about maintenance fees as they are included in your condo fee along with water! Plus, you'll love taking advantage of the refreshing screen enclosed community pool. With a newer HVAC system and its amazing location, this home really has it all! Don't miss out on this one-of-a-kind opportunity; come take a look today!

851 Miles Avenue Unit 25, Winter Park
$212,000
1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Come see this absolute hidden beauty on spring-fed Lake Killarney in Winter Park 32789. This charming 1 bedroom 1 bath 645 sft condo sits on the second floor of a two-story complex conveniently located just off I-4 yet tucked away in a quiet, tree-lined, serene environment. Low HOA fees and a strong HOA board keep the community of Lakeside Manor one of Winter Parks best-kept secrets. Clubhouse with lakefront pool. Onsite boat launch, boat slips, and dockage. Reserved parking. Onsite laundry. Boat to Hillstone and Trader Joes! Unit can be sold completely turnkey furnished, as seen in photos, or without furniture. Easy to view!

2500 Lee Road Unit 233, Winter Park
$910,000
4 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Surrounded by alluring brick streets and majestic trees, this charming home exudes the thoughtfulness and care the homeowners have given it over the years. This property offers a spectacular ¼ acre, lushly landscaped, deep lot, along with 4 bedrooms, 3 baths & over 2700 SF, comprised of wonderful additions and renovations. The space created by the additions has transformed this home into an owner’s dream. You'll be drawn to the inviting front covered porch, then enter a bright foyer with tall entry windows and plantation shutters, ushering natural light into the combined living & dining areas. The space also features delightful glass shelf built-ins and detailed millwork, like the columns, the 4-piece crown molding, the tall baseboards, and the faux fireplace. The kitchen is placed at the heart of the home, and with the surrounding functional living spaces, it offers the ideal flow for entertaining family & friends. Through the kitchen, with lots of cabinets & storage, granite counters and stainless appliances, you’ll find a large, open den/family room combo with a custom wall of built-ins, a converted electric fireplace, & a vaulted ceiling. Beyond the open den is a bright & cozy sunroom, where tons of windows are accented by newer zebra blinds to offer tropical pool views. The Master suite positioned at the back of the home is spacious, boasting his and hers closets, and an en-suite bath with a double-sink vanity & a nicely renovated shower. An additional 2 bedrooms, a fresh and modern full bath, & multiple storage closets are also found off the west bedroom wing. The laundry room with cabinetry & a utility sink is located between the Master and secondary bedrooms for great convenience. The 4th bedroom with a 3rd (en-suite) bath makes the perfect guest room, situated on the other side of the house. Enjoy the fantastic Florida outdoors from the covered back lanai looking over the magical backyard, with its gorgeous pool (new Polaris sweep in 2023), surrounded by brick paver decking & sensational landscaping. All of this is located in the highly coveted Forrest Hills area of Winter Park and in the very desirable school district of Audubon K-8 & Winter Park High School. Room Feature: Linen Closet In Bath (Primary Bedroom).

220 W Reading Way, Winter Park
$1,162,500
3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park
$6,000,000
7 Beds ⋅ 8 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code
Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany and Alabama Drive in the distinguished Vias of Olde Winter Park is one of the area's finest and most notable properties. Resting on an expanse of premier, elevated acreage and surrounded by lush landscaping with gorgeous palms and majestic oaks, this elegant lakefront estate showcases breathtaking sunset scenes over Lake Maitland, the largest lake on the Winter Park Chain of Lakes. House, guest apt, pool and boat house are being sold “AS IS” as the inherent value for this property is in the land… This remarkable lakefront estate property presents a rare, once-in-a-lifetime opportunity to own a landmark property in Winter Park.

1311 Via Tuscany, Winter Park
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code
Stunning Rustic Modern pool home with clean lines and top quality finishes. As you walk through the front door you are welcomed by a spacious Foyer with stack stone and wood paneling detail on the wall. Just off the foyer is the formal living/flex room. As you continue through the foyer you walk into the large open and family room / kitchen / dining room area which overlooks the oversized and private backyard. The family room features a stack stone fire place and double sliding doors leading out to the covered travertine lanai. The gourmet kitchen offers Thermador stainless steel appliances, a large breakfast bar and built-in pantry storage. Just off the Kitchen is the dining room which features 3 large picture windows for amazing natural light and beautiful wood beams on the ceiling. The spacious master bedroom located on the first floor features a trey ceiling with wood beams and sliding doors leading to covered lanai overlooking the large private backyard. The stunning master bath features a large walk-in shower and soaker tub, dual vanity and a large walk-in closet. The main floor also includes a half bath and spacious laundry room. The second floor has 3 bedrooms, 2 full baths, 2 Loft/Flex space areas and Laundry Closet. The spacious lanai, extended patio deck & summer kitchen overlook the sparkling pool, heated spa & private HUGE totally fenced back yard. Additional amenities include: 2 Trane 16 seer A/C dual systems, vinyl Low E insulated windows, core fill in block walls, high density foam insulation in ceilings, Rinnai gas tankless water heater, full security, camera & surround sound pre-wire & more!

2012 Arbor Park Dr, Winter Park
$768,000
3 Beds ⋅ 4 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code
Are you looking for style, space, and comfort in the heart of luxurious Winter Park? Come see this Sorensen Fletcher mid-century modern pool home, strategically located just minutes from Park Ave. Spanning well over 3,000 sq ft, this architectural gem boasts timeless design and abundant living space, providing the ideal setting for luxurious living and entertaining. Spacious Layout: This home offers a well-designed floor plan with 3 bedrooms and 3.5 bathrooms, including two bonus rooms that can be used as additional bedrooms, an office, or a nursery – perfect for accommodating a growing family or hosting guests. Abundant Natural Light throughout: The living room and Florida room are highlighted by ceiling-to-floor windows, allowing natural light to flood the interiors and create a seamless connection with the lush outdoor surroundings. Enjoy the warmth of the fireplace during cozy evenings. Upgraded Kitchen: The kitchen is a host/hostesses dream, featuring modern appliances and a stylish design that will inspire culinary creativity just off the Formal Dining Room and Bar Room. Entertain in style with a formal dining room overlooking a serene side patio, ideal for intimate gatherings. Additionally, a dedicated bar room adds a touch of sophistication to your entertainment space. Luxurious Main Suite: The main suite is a private retreat with a bonus room that can be utilized as a dressing room, home office, or nursery, providing versatility to suit your lifestyle. Step outside to your oversized pool. Mother-in-Law Suite: Offering comfort and privacy, the mother-in-law suite features a bedroom and a separate living room, making it perfect for guests or multigenerational living. Enchanting Outdoor Living: Step outside to your own paradise featuring an enormous pool, expansive outside entertaining area, and multiple enclaves for intimate gatherings and solitude. A fountain, pond, and an adorable red bridge add to the charm of the outdoor space. Garage and Storage: The property includes a 2-car garage and an exterior storage building, ensuring ample space for vehicles and storage needs. Lush Landscaping: The landscaped grounds are a testament to elegance and care, showcasing mature showpiece palms, staghorns, crape myrtles, and a variety of other plantings that enhance the property's curb appeal. Nearby Attractions: Residents will appreciate the convenience of being just minutes away from the vibrant Park Avenue, Rollins College, and Winter Park Hospital. This Sorensen Fletcher mid-century modern home is a rare find, offering the perfect balance of timeless charm, modern amenities, and an enviable location. Don't miss the opportunity to make this masterpiece your own! Contact us for a private showing today.

412 Fletcher Place, Winter Park
$2,750,000
5 Beds ⋅ 7 Baths ⋅ Golfview Terrace SubDv. ⋅ 32789 Zip Code
This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

341 E Webster Avenue, Winter Park
$190,000
1 Beds ⋅ 1 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. 1st floor 1/1 Condo. New carpet in bedroom, screened in patio, close to the public tennis center, and Park Ave.

1250 S Denning Drive Unit 107, Winter Park
$1,075,000
5 Beds ⋅ 4 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
This exquisite home overlooking Dubsdread golf course is a true gem, offering a perfect blend of classic charm and modern comfort. New roof, new AC units and whole house emergency generator added in 2020! New tankless water heater installed in 2021! The home is on a large corner lot which actually consists of three lots combined, so this spacious yard affords plenty of room for outdoor gatherings, privacy, or possibly even a future additional dwelling unit! From the moment you step inside, you will be captivated by the attention to detail found throughout and the thoughtful design elements that define this residence. Boasting impeccable craftsmanship, this home features beautiful molding, hardwood floors, french doors, and tray ceilings that add a touch of warmth to every room. The custom built-ins throughout the house not only offer convenient storage solutions but also add a unique and personal charm. The formal living room is the perfect place to unwind and relax, with a working wood-burning fireplace that sets the ambiance for intimate gatherings or quiet evenings. The spacious kitchen features granite countertops, custom cabinetry, stainless steel appliances, brand new ice maker and six burner gas stove top. There is also a prep kitchen that includes an additional oven, refrigerator, separate freezer, wine cooler, and second dishwasher. This one-of-a-kind home offers 5 spacious bedrooms and 3.5 bathrooms (two of which have double vanities), providing ample space for accommodating guests or entertaining. The primary suite features a large walk- in closet and a spacious sitting area that overlooks the picturesque backyard view. Step outside to discover a breathtaking outdoor space that is truly a private oasis. The gorgeous backyard showcases a private pool, providing the ideal setting for private outdoor entertainment. With its lush landscaping and serene atmosphere, this space is perfect for creating lasting memories with loved ones or hosting events.  With its prime location in a walkable neighborhood, this home allows for easy access to an array of shopping, dining, and activities. Don't miss out on the opportunity to make this unique property your own. Call today to schedule a private tour.

2521 Minnesota Avenue, Winter Park
$1,850,000
5 Beds ⋅ 5 Baths ⋅ Sicilian Shores Rep 02 SubDv. ⋅ 32789 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully remodeled 5 bed, 4.5 bath pool home in the gorgeous "Vias" of Winter Park. Over 3400 sqft on one floor updated wonderfully with no expense spared. Beautiful hardwood floors welcome you as you walk into this bright light filled home. Granite countertops and new extended cabinets in the kitchen overlook the large family room with high vaulted ceilings. Remotely controlled Philips Hue lighting and Lutron system throughout the home. Newly renovated top of the line bathrooms, newer 2017 roof, new whole house natural gas Generac generator keeps everything running should the home lose power. New paint inside and out, new landscaping throughout the property, new Hayward pool pump, new washer & dryer, Ring alarm, exterior cameras, and Ecobee AC thermostats. Truly a move in ready home, there are too many updates to list, come tour this home today and see for yourself. Make sure to checkout the video tour of this gorgeous property!

765 Via Lombardy, Winter Park
$2,125,000
5 Beds ⋅ 6 Baths ⋅ Bengerts Bend SubDv. ⋅ 32789 Zip Code
Welcome home to this Phil Kean designed home in the heart of a beautiful Winter Park neighborhood! This elegant residence offers an unmatched blend of style, sophistication, and tranquility. Located on an oversize corner lot (.32 acre), this gem features 5 spacious bedrooms and 5 1/2 bathrooms. As you step into the foyer, you’ll be captivated by the high ceilings custom wrought iron banister and Italian marble floors. Beyond the foyer, a tropical paradise awaits. Revel in the serenity of your private, screened & heated saltwater pool oasis, beautifully accented with brick pavers and a cozy gas fire pit – an entertainer's dream! Whether it's a summer pool party or a relaxing winter night by the fire, this backyard has got you covered. The gourmet kitchen is complete with Viking stainless steel appliances, custom wood cabinets and an island breakfast bar. On the second floor, three generously proportioned bedrooms each with private bathrooms and walk-in closets, assure privacy and convenience for all family members. The Master suite on the first floor enjoys a brand new, luxurious bath, providing the ultimate retreat. Key features also include a robust whole-house generator ensuring continuous power supply, a comprehensive water softening system, wired sound system and CCVT throughout the house, newly installed tankless water heater, wifi-capable shower controller in master bathroom, and a newly installed roof (2022). The family room is particularly striking with an exquisite, curved window wall, adding an artistic touch to the contemporary design. Location is everything and this home has it all! Walking distance to Park Avenue and nestled within the top-rated school districts – Dommerich Elementary, Maitland Middle & Winter Park High – education and entertainment are at your fingertips. Don't let this exceptional opportunity slip away! Schedule your tour today and step into a world of refined living.

1740 Summerland Avenue, Winter Park
$235,000
2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code
Reduced over $20,000. Make an appointment today! Owner is interested in holding a mortgage with a balloon payment or a Lease Purchase to close beginning of 2024. Owners not interested in Cash offer or financing Contract to close in 2023. Call Jan for more details. Updated 2BR 2 Bath !st Floor Unit in Lakefront Community. Spacious Rooms/Great Layout. Great Winter Park Value! Community Heated Pool. Community Lakefront Deck. Lake Access to beautiful Lake Killarney. Walk to Shopping, Movies, Restaurants. Close to Park Avenue! Easy Access to 1-4.

1500 Gay Road Unit 21B, Winter Park