Winter Park Real Estate Search

Winter Park Properties for Sale

Winter Park is a charming city located just north of Orlando, Florida. It is known for its historic downtown, beautiful parks, and proximity to the natural beauty of Lake Osceola. Winter Park is a great place to live, work, and raise a family.

Winter Park is also a great place to raise a family. The city has excellent schools, safe neighborhoods, and plenty of family-friendly activities.

Here are some of the reasons why you should move to Winter Park:

  • The cost of living is relatively low.
  • The weather is mild year-round.
  • There is a strong sense of community.
  • There are plenty of things to do for families.
  • The city is located close to Orlando, but it still feels like a small town.

If you are looking for a charming, family-friendly city with a lot to offer, then Winter Park is the perfect place for you.

The Zen Home Group is a local real estate team that specializes in helping people find their dream homes in Winter Park. We have a deep understanding of the market and can help you find the perfect property for your needs. We also offer a variety of services to make the buying or selling process as smooth and stress-free as possible.

If you are thinking about moving to Winter Park, please contact us today. We would be happy to help you find your perfect home.


Our website features the best Winter Park real estate search for homes, condo, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Winter Park Properties for Sale

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Newest Winter Park Properties for Sale

4 Beds 3 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
Looking for a 3000+ square foot *single story* home in Winter Park well under a million bucks? This is the one for you! This good-as-new house has an elegant floor plan perfect for modern lifestyles. The Palermo II is a sought after model with its sophisticated one-story living. In fact, the last Palermo sold was 2.5 years ago! Jump while you have the chance. Separate living spaces, dual dining, kitchen open to family room, and bedrooms all with walk-in closets make living a breeze. Multigenerational living is made possible by a three-way-split bedroom floor plan. 12-foot sliding glass doors and large windows offer gorgeous light throughout the day. The total square footage is 4172 when factoring the extra-long lanai and freshly epoxied 3-car garage with tons of built in shelving. Welcome to Hawk’s Crest, one of Winter Park’s newest communities. Hawk’s Crest offers among most robust selection of amenities that any Winter Park neighborhood has ever seen. This home sits in Water’s Edge, the section of Hawk’s Crest closest to Lake Howell and with the largest homes, all with 3+ car garages. Numerous $1 million+ sales have occurred here over the past year. Visit The Retreat to swim, lay pondside in hammocks, chill under a cabana, and let the kids frolic in the splash pad or climb the playground. There’s lawns for yoga and a great gym with cardio & weight equipment, all included in your association dues. Homeowners can rent the beautiful community room for your next big party. Two fantastic playgrounds, a fenced dog park with separation for large and small pups, grills for charcoal or gas, and many green spaces are all a short stride away for your enjoyment. The dock perched over Lake Howell is a stunning place to view wildlife, go fishing, or launch your kayak or paddleboard. Hawk’s Crest has some fun activities led by neighbors, such as clubs and food truck nights. Trick-or-treating is quite the spectacle, too! Just outside the gates, find Park Maitland Preschool, Kelly’s Ice Cream, Foxtail Coffee, and regular pop-up markets. Zoned for Seminole County schools with a location offering quick access to many hotspots and major employers. Ask for this home's feature sheet and reach out to schedule your private tour today.

2044 Wood Thrush Lane, Winter Park

4 Beds 2.5 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
Set within the luxurious gated community of Hawk’s Crest, this contemporary masterpiece combines peace and elegance for your enjoyment of living. Spanning over 2,600 square feet of living space and resting on a premium lot, this rare Florentine model was designed and crafted by Meritage Homes and is the quintessential dwelling place for life in 2024. Upon entering, an impressive tray-ceiling foyer and flex room greets you and invites you in. Continue through the first floor to a bright and open living space featuring a gourmet kitchen boasting 42-inch cabinets, Quartz countertops, a beautiful kitchen island with a breakfast bar, large pantry, and chic lighting, perfect for hosting gatherings and entertaining guests. Large windows in the living room provide picturesque views of the lush backyard, absent of any rear neighbors, and an expansive covered lanai is accompanied by ample outdoor living space to build a pool or relax year-round. Ascend up the stairs to an expansive bonus room, ideal for movie nights or for your children’s play space. All four bedrooms and the laundry room are located upstairs and the expansive primary suite features additional views of the serene backyard, a massive walk-in closet, and a beautiful bathroom with dual vanities, Quartz countertops, and an enclosed shower. Another bedroom is located across from the primary suite and the other two bedrooms are situated perfectly on the opposite side of the home, featuring an additional full bathroom. Embrace the unparalleled lifestyle offered exclusively by Hawks Crest, where resort-style amenities await at every turn. From access to Lake Howell for fishing and leisurely kayaking, to the invigorating resort-style pool and splash pad, enjoy the convenience of living in a gated community with your own fitness center, dedicated dog park, two playgrounds, and club house just a short stroll away. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at the front of the neighborhood for added convenience. This exclusive residence offers a refined lifestyle for those who appreciate peaceful and convenient living, blending luxury, comfort, and community into one perfect package.

2167 Marsh Sedge Lane, Winter Park

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

100 S Interlachen Avenue Unit 410, Winter Park

3 Beds 2.5 Baths Via Lago/Hanging Moss Ph 9 SubDv. 32792 Zip Code
SHOWSTOPPER!! Welcome to 2560 Passamonte Dr where elegance meets modern lifestyle. This home has been upgraded from top to bottom. You will be immediately welcomed to new luxury vinyl floors throughout the 1st floor. You will also find a completely remodeled kitchen with soft close cabinets and beautiful quartz countertops. All new appliances and a large living room that overlooks the beautiful pond out back. You also have an extra room downstairs that has the versatility for either an office or dining room. There is a completely remodeled half bath downstairs with LED lit mirror. Also, a nice storage area located below the stairs. The garage has a new garage door opener and the floor has an epoxy finish. The stairs are carpeted with designer carpet and the rail is glass with modern hardware. The 2nd floor is also complete with matching luxury vinyl floor throughout. You will be greeted with a nice loft area and upstairs laundry room complete with new washer and dryer. The master bedroom has a large walk-in closet and completely remodeled bathroom. The shower is well appointed with a large bathtub complete with jacuzzi jets. Down the hall you have another fully remodeled bathroom and 2 additional bedrooms that overlook the pond. All of the base boards are 5 3/4 inch and plantation shutters in all bedrooms. A/C is 2021. The home is being sold fully furnished with the Televisions included. There is a tesla charger that is also installed in the garage that will remain. The pictures are wonderful, but this one really needs to be seen in person to appreciate the attention to detail.

2560 Passamonte Drive Unit 9F, Winter Park

5 Beds 2.5 Baths Sevilla SubDv. 32789 Zip Code
Welcome to your dream lakefront home in the prestigious Sevilla neighborhood of Winter Park. This stunning five-bedroom, two-and-a-half-bathroom residence exudes classic charm and offers a picturesque setting on the serene shores of private Lake Sue. The beautifully landscaped front yard enhances the home’s curb appeal, welcoming you with vibrant greenery that complements the classic façade. Step into the formal entryway, where a sweeping staircase sets the stage for the elegance that flows throughout this home. The formal living room invites you to relax and entertain in style. Adjacent, the dining room features sliding glass doors that open to captivating views of the pool, creating a seamless blend of indoor and outdoor living. A charming swinging door leads to the vintage kitchen, brimming with potential for your personal touch. The spacious family room is a cozy retreat, boasting a wood-burning brick fireplace flanked by built-in bookshelves, perfect for family gatherings and quiet evenings. Hardwood flooring runs throughout the downstairs living areas, adding warmth and character to each room. One of the highlights of this home is the cozy downstairs bedroom, which features beautiful wood-paneled walls. The rich, natural tones of the wood create an inviting atmosphere, making it a perfect retreat for relaxation, a guest room, or a private home office. Upstairs, the floorplan includes a primary bedroom with double vanities and closets. Three additional guest bedrooms and one full bathroom complete the upstairs layout. The master bedroom, along with two of the guest bedrooms, offers delightful views of the pool and the sparkling lake. The backyard is a true oasis, featuring a refreshing pool and convenient rear entry garage parking. With 30 feet of lakefront access, you'll enjoy endless days of boating and water activities. The dock and boat house are ready to accommodate your boat of choice, making lakeside living a breeze. Experience the perfect blend of classic design and lakefront luxury in this exceptional Winter Park home. Schedule your private tour today and discover the timeless appeal and endless possibilities of this Sevilla gem.

275 Salvador Square, Winter Park

3 Beds 2.5 Baths Enclave At Hawks Crest SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this highly desirable and rare corner Delano unit, located in the gated community of Enclave at Hawks Crest. The versatile floor plan offers 3 bedrooms, a den, a loft, and 2.5 bathrooms, along with a large upstairs laundry room and a walk-in pantry in the kitchen, adding to the functional layout. Designed to be bright and airy, this unit benefits from plenty of natural light, enhancing the spacious interiors. Each bedroom comes with a walk-in closet, with one cleverly converted into an office space with a window, easily adaptable back to a closet if desired. Additional storage includes a spacious under-stairs closet. Enjoy outdoor living on the screened-in, finished back porch, perfect for year-round relaxation and entertaining. Inside, the home features professionally finished garage floors, added ceiling fans, upgraded roller blinds on upstairs windows, and professionally regrouted bathrooms with Sir Grout epoxy. The kitchen boasts quartz countertops, 42-inch cabinets, stainless steel appliances which include a new dishwasher and microwave, both added within the past six months, ensuring a contemporary cooking experience. Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's Premier Private Middle/High School. Also near the entrance of the community is Foxtail Coffee with Kelly’s Ice Cream, and the renowned Ravenous Pig restaurant, this exquisite home offers a blend of modern upgrades and ample space, making it an ideal choice for families and individuals alike. Also, with this location you are just 10 minutes from the thriving downtown Winter Park, Downtown Orlando, and the University of Central Florida.

2444 Firstlight Way, Winter Park

4 Beds 3.5 Baths Vilasa Townhomes SubDv. 32789 Zip Code
Introducing 508 W Swoope Avenue; the stunning luxury residence located in one of the most sought-after pedestrian-friendly neighborhoods, just a few minutes’ walk to the vibrant Park Ave, renowned for its upscale boutiques, fine dining, and cultural attractions. With close proximity to other popular areas like Winter Park Village and Hannibal Square you are never far from amazing shopping, dining, and entertainment options. Designed by the acclaimed Ted Maines, this residence combines modern elegance with practical living spaces, creating a harmonious and luxurious home environment. This exquisite home boasts 4 spacious bedrooms, each with an ensuite bathroom and walk-in closet, offering unparalleled comfort and privacy. The master suite is a true retreat, featuring an oversized bedroom and an expansive, custom walk-in closet. The gourmet kitchen is designed for the discerning chef, it boasts quartz countertops, top-of-the-line Wolf and Subzero appliances, and a stylish, functional layout. Entertain guests in style with a dedicated bar area complete with a wine refrigerator. Enjoy privacy and tranquility in the fenced yard, perfect for outdoor entertaining or serene relaxation. Navigate the home with ease using the built-in elevator, adding a touch of luxury and convenience. The residence includes advanced home automation systems, such as stair lighting, thermostat control, and a state-of-the-art security alarm, offering both comfort and peace of mind. Keep your home effortlessly clean with the whole-home central vacuuming system. A 2-car garage with ample storage space ensures your vehicles and belongings are securely housed. This elevated home provides the perfect blend of sophistication, modern amenities, and prime location, making it a rare gem in the heart of Winter Park. Don’t miss this opportunity to own a residence that epitomizes refined living, convenience, and timeless design. Schedule a private viewing today and experience the epitome of luxury living near Park Ave.

508 W Swoope Avenue, Winter Park

5 Beds 4.5 Baths Jenkins Second Add SubDv. 32789 Zip Code
Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst Avenue, Winter Park

Cloister Grove Sub SubDv. 32789 Zip Code
Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

6 Beds 4.5 Baths Waters Edge At Hawks Crest SubDv. 32792 Zip Code
This stunning modern 6-BEDROOM home nestled on a spacious corner lot in sought-after, newly-constructed Gated Hawk's Crest features a warm, open floor plan with soaring ceilings and abundant natural light, covering 4,307 square feet - DUAL PRIMARY BEDROOM CONFIGURATION ON MAIN AND SECOND LEVELS. Upon entering, you'll be greeted by a charming foyer that leads to the expansive kitchen, dining room, living room, and lanai area. The chef’s kitchen boasts stainless steel appliances, and designer light fixtures, and includes a side-by-side refrigerator/freezer, oven and convection microwave, dishwasher, walk-in pantry, and floor-to-ceiling cabinets. The grand kitchen island is topped with a quartz countertop, providing a beautiful backdrop to the dining and living areas. These spaces feature 10-foot ceilings and large retractable sliding glass doors that open to a 58x8 covered lanai with a fenced-in rear yard, seamlessly integrating indoor and outdoor living. Upstairs, the spacious master retreat includes an oversized walk-in closet, walk-in shower, spa garden tub, and double vanity with quartz countertops. The second, third, fourth, fifth, and ensuite bedrooms are located off the loft, all featuring generous room sizes, large closets, a storage room, upstairs laundry, and three bathrooms. Hawk's Crest offers exceptional community amenities, including a brand-new clubhouse for events, a spacious resort-style pool, and a cutting-edge fitness gym. Residents also enjoy access to a private dock with a kayak launch, ideal for exploring the tranquil waters of Lake Howell and enjoying fishing adventures. Experience luxurious living at its best in this impeccable Winter Park residence. Enjoy all that Winter Park has to offer, including shopping, restaurants, parks, movie theaters, museums, great schools, and charm. There is easy access to major highways, downtown Orlando, and a short drive to attractions, the airport, and beautiful Florida beaches. This property may be under audio/visual surveillance.

2000 Soaring Oak Way, Winter Park

4 Beds 3 Baths Preserve At Hawks Crest SubDv. 32792 Zip Code
Situated in the heart of Winter Park's finest gated community awaits your modern masterpiece. Spanning over 2,100 square feet of thoughtfully crafted, energy-efficient living space, this home represents the height of contemporary design. As you step inside, you are greeted by high ceilings and a stunning entryway. The expansive kitchen is a chef's dream with upgraded 42-inch cabinets, high-end appliances, quartz countertops, a modern tile backsplash arranged in a herringbone fashion, a walk-in pantry and an elegant island highlighted by luxurious pendant lights, all seamlessly flowing into the open living and dining areas. The owner's suite offers a haven of relaxation and features a massive walk-in closet with custom storage, an en-suite bath featuring double vanities, quartz countertops, and a glass-enclosed shower with a premium shower head system. The home also includes three additional bedrooms, two full baths, and a spacious laundry room complete with additional cabinetry and an advanced whole-house water treatment system. Outdoors, enjoy your morning cup of coffee in the extended covered lanai while your fenced-in backyard offers an ideal setting for entertaining guests, enhanced by lush landscaping and pond views that ensure peace and privacy. Auto enthusiasts will appreciate the two-car garage with epoxy floors and a custom storage system. Residents of Hawk's Crest indulge in a thoughtfully planned community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park and access to Lake Howell. Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are at the front of the neighborhood for added convenience. This exclusive residence is the epitome of refined living, offering a peaceful and convenient lifestyle for discerning homeowners.

2083 Laurelwood Way, Winter Park

3 Beds 2 Baths Shores Lake Killarney Sec 02 SubDv. 32789 Zip Code
Experience the epitome of luxury living in this stunning 3-bedroom, 2-bathroom home nestled in the prestigious Shores of Lake Killarney neighborhood in Winter Park. Boasting a prime corner lot with manicured hedges and landscaping, this upgraded ranch-style home is move-in ready and offers a plethora of desirable features. Step inside to discover a spacious 2270 square feet of living space flooded with natural light. The kitchen is a chef's dream, complete with hickory wood cabinetry, quartz countertops, and stainless steel appliances. The primary suite is a true retreat, featuring a cozy wood-burning fireplace, a sitting area, and a massive walk-in closet. The primary bath is equally impressive, with a walk-in shower and a luxurious garden tub with jets. Entertain guests effortlessly in the screened-in pool area or on the patio overlooking the pool. For added privacy, the property is surrounded by a tall block wall. Additionally, enjoy deeded lake access to Lake Killarney, perfect for boating, skiing, paddleboarding, or docking at Winter Park's finest restaurants. Conveniently located just minutes from I-4, Park Ave, Rollins College, and Winter Park Village, this home offers easy access to first-class shopping, restaurants, and world-class museums. With no HOA restrictions, this is a rare opportunity to own a piece of paradise in one of Winter Park's most sought-after neighborhoods. Don't miss out on this exceptional property!

260 Rippling Lane, Winter Park

4 Beds 4.5 Baths Winter Park SubDv. 32789 Zip Code
**500 N. INTERLACHEN AVENUE, WINTER PARK, FL 32789** INCREDIBLE OPPORTUNITY – HISTORIC LAKEFRONT ESTATE ON THE SHORES OF LAKE OSCEOLA – ONE BLOCK FROM PARK AVENUE! Absolutely stunning and timeless, this historically designated home sits on an oversized 0.74 acre lot and features a private boathouse with approximately 50’ of waterfrontage. Originally built in 1934 the 4 bedroom, 4.5 bath home embraces Spanish-revival style through its elegant use of sun-kissed terracotta floors, arched entries, ironwork details, dark wood accents, and imported chandeliers. Formal living spaces are complimented by hand-painted ceilings, custom moldings, marble fireplaces, and handcrafted built-ins. The gourmet kitchen features professional grade appliances, custom cabinetry, emerald green granite countertops, and a large island. Laid out extremely well, the interior floorplan offers a first-floor primary bedroom with walkouts to the terrace and an en suite bath with dressing room. Upstairs are three guest rooms, each with a private bath, and generously sized closets. Unlike many homes in the area, this residence offers a lower level, or finished basement, that showcases a several hundred bottle wine room and additional storage area. Inspired by its Spanish-Mediterranean roots the home relies on several outdoor courtyards, patios, terraces, and balconies to extend living space outdoors, creating the ideal setting for large gatherings with friends and family. With it’s resort-like setting, this home provides year-round opportunity to enjoy the Florida weather along with a private salt-water pool and expansive rolling green space down to the shores of Lake Osceola. Located in charming Winter Park, FL, this magnificent estate is just a short walk to award-winning dining and boutique shops as well as the Alfond Inn, Rollins College, and many other nearby historic sites and attractions.

500 N Interlachen Avenue, Winter Park

5 Beds 6.5 Baths Winter Park Village SubDv. 32789 Zip Code
Welcome to the sophistication and contemporary masterpiece by Parkland Homes. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square feet of meticulously designed living space. Nestled within the exclusive enclave of Winter Park, this new construction opportunity redefines opulent living. The architectural marvel boasts a unique contemporary design, seamlessly integrating form and function. From the moment you arrive, the striking facade captivates with sleek lines and 10 foot ceilings on both levels of the home. Inside, natural light floods the open-concept living spaces, creating an inviting atmosphere that is both luxurious and welcoming. Entertain with ease in the gourmet kitchen, equipped with top-of-the-line appliances, Sub Zero, Wolf and Miele, custom cabinetry, a spacious island, and a wine cooler. The adjacent living and dining areas provide the perfect backdrop for gatherings, both large and small. The lavish primary suite, located on the first level, offers a private sanctuary of comfort and style. Indulge in the spa-like en-suite bath, featuring a soaking tub, oversized shower with dual shower rain shower heads , and dual vanities, creating the ultimate haven for relaxation. Escape to your outdoor oasis directly from the primary suite. An additional bedroom on the first level adds convenience, featuring a walk in closet and ensuite bathroom and currently staged as the home office. Retreat to the upper level to find a spacious loft that features a wrap around balcony, this space is ideal for relaxation and entertainment. Adjacent to the loft are three generously sized bedrooms, each offering a unique blend of comfort and style. Whether for family members, guests, or a home office, these bedrooms provide versatile spaces that adapt to your lifestyle needs. Outside, discover your personal paradise that sits on the largest lot on the street, featuring a sparkling pool, expansive patio, and outdoor kitchen, perfect for alfresco dining and year-round entertaining thanks to the retractable screens enclosing the lanai when needed. Additional features include a three-car garage with an EV car connection, leading to a mudroom and laundry area with ample storage, ensuring every aspect of this residence exceeds the expectations of the most discerning homeowner. Nestled in a highly sought-after location, this residence enjoys an enviable address surrounded by top-rated schools and is moments from renowned attractions such as Park Avenue, that promises unique shopping and upscale dining. Experience the pinnacle of luxury living with this exceptional new construction home.

2412 Chantilly Avenue, Winter Park

4 Beds 3 Baths Kenilworth Shores Sec 03 SubDv. 32792 Zip Code
Welcome to this beautifully cared for family home, 4 bedrooms, 3 full baths, plus an office. Located in the highly desirable Kenilworth Shores neighborhood in the heart of Winter Park. The inviting entry with a cozy front porch and a brick paver walkway and driveway are bordered by colorful garden beds containing a lovely variety of shapes, colors, and textures of foliage and flowers. A seamlessly open floor plan connects the living room, dining room and kitchen area, surrounded by large windows and French doors offering natural light and scenery. The fabulous expansive kitchen has an abundance of cabinets, drawers, and counter space, a floor to ceiling cabinet pantry with pull out shelves, 2 separate sinks, pretty granite countertop, stainless steel appliances and a breakfast bar that seats 8. Huge master bedroom has plenty of room for a sitting area, vaulted ceiling and 2 walk-in closets. The master bath offers a dual sink vanity and a spacious walk-in shower with dual shower heads. The master suite has its own 2024 HVAC. Additional features – re-pipe 2024, roof 2012, updated windows, beautiful engineered wood floors, newer carpet, recessed lighting, and no shortage of closets - plenty of storage, jack and jill bath between bedrooms 2 & 3, a new water heater, added hurricane straps, and a freshly painted exterior. Mature towering trees shade the backyard and the 17 x 13 open brick paver patio from summer heat. Pathways wind through an array of native plants and flowers in this wildly naturalistic style garden. Walking distance to the Phillips Crosby Wellness Center and Ward Park – one of the most diverse parks in the city, from the athletic facilities to the playground to the walking and biking trails. A short drive or bike ride to Rollins College and to shops and restaurants on Park Ave. Don’t miss out on this gem, book your showing appointment today.

2013 Kimbrace Place, Winter Park

3 Beds 3.5 Baths Virginia & Morse Brownstones SubDv. 32789 Zip Code
Welcome to Luxury Townhome Living in Winter Park. Indulge in sophisticated urban living with this meticulously designed three-bedroom, three-and-a-half-bath townhome by renowned architect Phil Kean. Spanning over 3,000 square feet, this residence seamlessly blends privacy, convenience, and luxury. Every detail has been thoughtfully curated, from the custom wood cabinetry to the exquisite Carrara marble primary bath. Upon entering, you'll find a spacious office and a bedroom with an en-suite bath on the ground floor. The private elevator provides effortless access to all three stories, as well as the rooftop terrace. The second floor unveils an open-concept living area, perfect for entertaining, featuring a gourmet kitchen equipped with top-of-the-line Wolf and Sub-Zero appliances, a 36-inch gas range, quartz countertops, and a dry bar with wine refrigerator. The third-floor primary suite is a sanctuary with two walk-in closets, a private balcony, and a spa-like bath featuring a soaking tub within a large glass and marble shower. An additional bedroom on this level also includes a private balcony and an en-suite bath, along with a walk-in closet. Outdoor living reaches new heights on the rooftop terrace, complete with an outdoor television, ideal for gatherings and enjoying breathtaking Florida sunsets. The home is adorned with custom built-ins, designer fixtures, California closets, and a Control 4 security system for peace of mind. Enjoy the ease of the lock-and-leave lifestyle and explore all Winter Park has to offer, just steps from fine dining, boutique shops on Park Avenue, Hannibal Square, and the Winter Park Farmers' Market. This residence is the epitome of sophisticated living, where every detail embodies elegance and comfort.

419 W Morse Boulevard, Winter Park

5 Beds 3.5 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning "House of Windsor" (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods. Completed in November 2014, this property stands out with five bedrooms plus an office, all nestled on a spacious 1/3 acre lot along a picturesque brick street. Upon entering, you're greeted by an inviting open floor plan adorned with striking marble foyer and white oak engineered flooring. The family room serves as the centerpiece, boasting a modern fireplace, while the adjacent dining area features a tray ceiling and grasscloth wallpaper. The kitchen is a culinary haven, showcasing Quartzite waterfall countertops, white cabinetry, complemented by high-end appliances including a Verona 36-inch Dual Fuel gas range, Bosch dishwasher, and a GE French Door refrigerator. Whether entertaining guests or preparing family meals, this kitchen is sure to impress. Retreat to the private large primary suite, where luxury abounds with Carrera marble counters, a marble-tiled shower, and a claw foot tub in the primary bathroom. Primary closet caters to the most extensive wardrobes. Ample storage and organizational features. The four additional bedrooms offer comfort and privacy, with one serving as a quiet guest suite, ideal for accommodating visitors. Step outside to discover a resort-like oasis, featuring a saltwater pool surrounded by travertine paving and a beautiful screened porch, providing the perfect setting for outdoor relaxation and entertaining. Recent improvements include two enlarged bedrooms, one with built-in custom bunk beds, built-out closets, completely renovated bathroom, custom locker built-ins in laundry room. Home updated with "smart" technology Lutron lighting system to control and schedule lights, dimmers added throughout controlled by mobile device, Alexa or Google Home. Security System with touch screen keypad and points on all windows and doors. Black metal gate entrance, remote controlled for cars and detached 2 car garage. Side entry for grocery and package drop off. Gravel driveway sets the tone as you arrive. Ideally situated in one of Winter Park's most coveted neighborhoods, this home offers easy access to Park Avenue, Phelps Park, and Rollins College. Excellent Schools- Lakemont Elementary, Maitland Middle School and Winter Park High School. Experience this Winter Park masterpiece, where every detail has been thoughtfully considered. Original Windsor Home- <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1540 Palm Avenue, Winter Park

3 Beds 3 Baths Golfside Sec 03 SubDv. 32792 Zip Code
Welcome to the Golfside Community with its stunning canopy of trees which line the streets and spectacular golf course views! This home features breathtaking views of the 9th hole on the adjacent Winter Park Pines 18 hole Golf Club. This spacious 3-bedroom, 3-bathroom abode offers an unparalleled living experience with access to top-tier schools and amazing neighborhood amenities. As you step into this meticulously designed home, you're greeted by an expansive living space, bathed in natural light streaming through large windows that frame the verdant greens of the golf course. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing an ideal setting for both intimate gatherings and lively entertaining. A double-sided fireplace connects the 21’ x 20’ living room to the sunken family room that is off of the kitchen. The heart of this home is undoubtedly its updated kitchen, boasting sleek granite countertops, modern stainless appliances, and ample cabinet space. Whether you're a culinary enthusiast or simply enjoy preparing meals for loved ones, you can prepare meals while gazing across the green. Retreat to the spacious master suite, where tranquility awaits after a long day. Complete with a luxurious ensuite bathroom and generous closet space, this private oasis offers the perfect retreat. Two additional bedrooms each have their own ensuite baths providing privacy for guests and ensuring everyone has their own space to unwind and recharge. Step outside to discover your own slice of paradise in the backyard oasis. With direct access to the golf course, you can enjoy leisurely strolls or simply soak in the panoramic views from the comfort of your own patio. Whether you're savoring your morning coffee or hosting al fresco dinners under the stars, this outdoor haven is destined to be your favorite retreat. Located in highly sought-after Winter Park proper and zoned for A rated schools in the area including Winter Park High School and Brookshire Elementary, this home offers not just a place to live, but a lifestyle to be cherished. Quick access to the Cady Way Trail provides a beautiful pedestrian path on which to exercise or walk the pets. Additional neighborhood amenities include the nearby Cady Way Pool, tennis and pickle ball courts, playground, Ward Park sports fields and MORE! The Wellness Center and Advent Health sit just outside of this community along with a plethora of grocery stores, restaurants, and shopping. Area colleges including Full Sail, Valencia, Rollins and UCF are all just minutes away. Don't miss your chance to make this exquisite property your forever home. Schedule a showing today and prepare to be captivated by all that this stunning residence has to offer! ROOF - 2023, HVAC - 2018, ELECTRIC - 2011.

1037 Fairway Drive, Winter Park

4 Beds 3 Baths Lawndale SubDv. 32789 Zip Code
Welcome to this immaculately remodeled 4-bedroom, 3-bathroom home, ideally situated just minutes from Downtown Winter Park, showcasing exquisite attention to detail and a blend of elegant, luxurious, and modern architectural elements. Upon arrival, you're greeted by an extended paver driveway, ensuring effortless parking. Step through the double door entryway onto gleaming wood flooring that flows seamlessly throughout the home. To your left, discover a sophisticated formal dining room adorned with a captivating chandelier. The heart of the home is the stunning kitchen, boasting quartz countertops, a spacious center island, a farmhouse sink, stainless steel appliances including a 5-burner stove, and ample cabinet and counter space. The kitchen seamlessly transitions into the family room, creating an ideal space for entertaining and everyday living. Adjacent to the family room is a versatile flex room, perfect for a theater room, office, home gym, or any other desired use. The property features two ensuite bedrooms, one on the main floor and a sprawling one on the second floor with a charming balcony, expansive walk-in closet, and abundant space for relaxation and privacy. Outdoors, the entire property is fenced, providing a sense of security and seclusion. Recent updates include a new roof, AC system, tankless water heater, septic tank, drainage, plumbing, and electrical—all completed in 2022-2023, ensuring modern comfort and peace of mind for years to come. Nestled in one of Winter Park's most coveted neighborhoods, this home is conveniently situated near Dubsdread Golf Course, the vibrant Mills/50 district, Fairbanks Ave, and College Park. Enjoy a plethora of walkable dining and shopping options, with easy access to Orlando's premier regions and restaurants and the charming Park Ave. Additionally, its proximity to I-4 and other major roads ensures convenient connectivity to the greater Orlando area. Don't miss this opportunity to own a sophisticated and impeccably updated home in a prime Winter Park location, offering both luxury and convenience at your doorstep. Schedule your showing today!

1546 Minnesota Avenue, Winter Park

4 Beds 2 Baths Cedar Ridge Unit 1 SubDv. 32792 Zip Code
Welcome to your slice of paradise in Winter Park! This gorgeous residence boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you step inside, you'll be greeted by a welcoming foyer, setting the stage for the charm and elegance that awaits within. The formal living and dining area provide the perfect setting for intimate dinners or entertaining esteemed clients and special guests, exuding sophistication and refinement. Sunshine pours into every corner of this home, illuminating the interior through 4 sliders that lead to the expansive fenced backyard. Here, you'll discover your own private oasis, where you can bask in the Florida sun, play on the lush green grass, or unwind on the covered screened patio, enjoying the serene outdoor ambiance. The heart of the home is the spacious family room, offering an inviting space for relaxation and gathering. Adjacent to the family room is the well-appointed kitchen, featuring stainless steel appliances and ample counter space, perfect for preparing delicious meals and entertaining with ease. Located in a top-rated school district and conveniently close to shopping, dining, and area attractions, this home offers the ideal combination of comfort, convenience, and luxury living. Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living!

1908 Heathwood Drive, Winter Park

2 Beds 1 Baths Village Condos SubDv. 32789 Zip Code
Step into comfort and convenience with this delightful upstairs residence in the highly sought-after Village Condominiums. Positioned perfectly in a neighborly setting, this gem is only a short, pleasant walk from Park Avenue and the lively Winter Park Village, ensuring you're never far from boutique shopping, dining, and entertainment. Unit G offers a tranquil, inviting atmosphere with its exclusive upper-level location and limited sharing of space, promoting a private and serene living environment. You'll appreciate the ease of access to major routes such as I-4 and 17/92, which make commuting straightforward and stress-free. Inside, each room is bathed in natural light through charming plantation shutters. Warm laminate flooring and elegant crown molding enhance the welcoming ambiance. Everyday conveniences are covered with an in-unit washer and dryer and a kitchen equipped with stainless steel appliances, granite countertops, and a practical breakfast bar. A closet pantry keeps essentials organized and within easy reach. The two bedrooms are crafted with individual character, the main bedroom features a spacious walk-in closet, while the second bedroom offers direct access to the communal patios—a collection of cozy spots perfect for socializing, enjoying the outdoors, or unwinding in the quaint courtyard seating areas. Living in Village Condominiums means embracing an effortless lifestyle where everything you need is just a stroll away. Whether it's exploring Hannibal Square, picking up groceries at Whole Foods, playing a round at Winter Park Golf Course, or enjoying a leisurely day of shopping and dining, this location truly has it all. Discover your urban sanctuary at Village Condominiums, where comfort meets convenience in a friendly community setting. Welcome to your new home, where every day feels like a walk in the park.

500 N Pennsylvania Avenue Unit G, Winter Park

4 Beds 3 Baths Temple Estates SubDv. 32789 Zip Code
Welcome to this rare, single-story residence nestled in the heart of Winter Park! This remarkable 4-bedroom, 3-bathroom home sits on a spacious CORNER lot, boasting a highly sought-after 3-car garage. Upon entry through the foyer, you'll be delighted by the timeless layout, featuring elegant formal living and dining areas. Sunlight pours through the expansive bay windows, casting a warm and welcoming glow throughout. The kitchen is appointed with wood cabinets, a convenient pantry, and counter-height bar seating. Adjacent to the kitchen, a delightful dinette area overlooks the expansive living room, adorned with custom built-ins. Accessible through sliding doors, a fully covered rear porch offers an ideal spot for gatherings and everyday relaxation. The primary suite features vaulted ceilings and an ensuite bathroom, complete with a luxurious soaking tub, dual sinks, a large walk-in shower, and a generously sized cedar-planked walk-in closet. The intelligently designed split floor plan situates two additional guest rooms with ample closet space, sharing a well-appointed full bathroom. Meanwhile, a fourth guest room boasts an ensuite bathroom and direct access to the rear porch. Enjoy the convenience of a BRAND NEW ROOF (2024) ensuring peace of mind and protection for years to come. The home's exterior has also received a complete repaint (2024), with the addition of new exterior lighting. Conveniently located just minutes away from Winter Park's upscale retail and dining options, don’t miss your opportunity to make this home yours today!

1503 Palmer Avenue, Winter Park

3 Beds 3 Baths Comstock Park SubDv. 32789 Zip Code
Welcome to this stunning contemporary home located in Comstock Park, in the heart of Winter Park. This modern residence offers 3 bedrooms, 3 bathrooms, and an oversized, detached 4 car garage. Once you step inside, you'll be greeted by a sleek and airy ambiance, with 24” porcelain tiles and floating wood staircase with cable railings leading to the second floor. The chef’s kitchen boasts granite counters, an oversized island, and ample space for culinary creations. Bright and open, the living spaces flow seamlessly, providing the perfect setting for both relaxing and entertaining. Upstairs is a true retreat. Featuring vaulted ceilings, the primary bedroom is complete with a spa-like en suite bathroom, equipped with a large walk-in shower and jetted tub. Enjoy your attached private balcony, providing a serene spot for relaxation. With exquisite natural cedar tongue and groove detailing throughout the second floor, this home is sure to captivate any buyer in search of modern, yet warm, aesthetic. This home also features a remarkable epoxy finished, 4 car garage, boasting nearly an additional 1000sq/ft. Currently being used as a gym featuring a rock-climbing wall, this offers a unique and versatile space for both fitness and car enthusiasts. The space is plumbed for drainage, so the possibilities are truly endless. With its contemporary design and unbeatable location, this Winter Park gem offers a one-of-a-kind opportunity to call it your own. Schedule a showing today and experience the allure 1621 Lasbury Avenue has to offer.

1621 Lasbury Avenue, Winter Park

5 Beds 4.5 Baths Virginia Heights SubDv. 32789 Zip Code
Amazing opportunity to own a lakefront home on Lake Virginia footsteps from Rollins College, nestled in walking distance to downtown Park Avenue shops and restaurants, and located on the coveted Chain-of-Lakes! A magnificent five-bedroom, four-and-a-half-bath home offers breathtaking lake views, capturing the essence of Florida living at its finest. This sprawling 5,600-plus square foot residence sits on an expansive .84-acre lot with a huge backyard, gracing a charming brick street, and includes an additional parcel across the street, featuring a covered boat dock/lift, ensuring endless days of waterfront lifestyle enjoyment. Step inside to discover an impressive layout designed for both grand entertaining and comfortable living. Generously sized rooms include formal living and dining areas, a cozy den/library, and a sprawling 18-by-27-foot family room seamlessly connected to the centrally located kitchen. Enjoy the sun-filled 40-by-16-foot Florida room, featuring two sets of sliding glass doors that open to the pool and lush backyard. The second floor features the primary suite with beautiful lake views, a spacious ensuite bath and two large walk-in closets. Three additional bedrooms grace this level, one with a private bath and two sharing a Jack and Jill bath, providing ample space for family and guests. A convenient fifth-bedroom suite on the first floor offers versatility, ideal for guests, a nanny, or an in-law retreat. Step outside to your private paradise, complete with a putting green, gazebo, expansive lawn, and a tropical pool perfect for refreshing dips on warm summer days. With a spacious driveway and a three-car attached garage, there's plenty of room for parking and storage. Location is key, and this home delivers. Again, enjoy the convenience of being steps away from Rollins College and within walking distance to the charming boutiques and eateries of Park Avenue. Don't miss your chance to own this exceptional lakefront estate property, where every day feels like a vacation. Schedule your private tour today!

1135 Lakeview Drive, Winter Park

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