Winter Park Property Search

Hot Winter Park Properties

$599,000
2 Beds 1 Baths Cloisters Condo SubDv. 32789 Zip Code
Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush 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

$2,150,000
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

$1,985,000
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

$2,349,000
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

$1,895,000
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

$760,000
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

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