Homes for Sale in Winter Park

Welcome to this beautifully updated home, located in the highly desirable town of Winter Park. Every detail has been thoughtfully designed for modern living, starting with the freshly painted exterior, new mulch, vibrant plants, and custom-tiled entry. Inside, you'll find fresh paint, new lighting, ceiling fans, and hardware throughout, with luxury vinyl plank flooring in the main areas and guest bath, and brand-new carpet in all the bedrooms. The kitchen has been fully remodeled with sleek new cabinetry, quartz countertops, a custom backsplash, and brand-new stainless-steel appliances. The owner's suite offers a serene retreat with custom quartz vanity countertops, a luxurious tile surround, and a separate standing shower with a new glass enclosure. The spacious guest bath is also updated with a custom quartz vanity and fresh fixtures. Major updates include a brand-new roof, a new HVAC system, and a newly resurfaced pool. Located just a short walk to the golf course—perfect for happy hour, the driving range, or a round of golf—this home is zoned for Winter Park schools and is just minutes from Park Avenue, Baldwin Park, Full Sail University, UCF, and so much more. Move-in ready and truly a must-see! Ask about seller incentives!! WELCOME HOME

Discover the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. Nestled in a prime location, our collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, with the stunning backdrop of Lake Killarney. This state-of-the-art three-bedroom residence redefines contemporary elegance, featuring a grand foyer and a convenient half bath that sets the stage for seamless entertaining. The open-concept kitchen flows effortlessly into the elegant dining area and inviting great room, creating a perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds a touch of warmth and sophistication. Expansive floor-to-ceiling storefront glass bathe the space in natural light and offers stunning views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you'll find three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle.

Step inside this newly staged model home! Discover an incredible opportunity to own a solid concrete block construction townhome in the desirable Winter Park community, now available at entry-level pricing! This spacious three-bedroom, three-and-a-half-bath residence offers remarkable value and potential for those looking to invest in a quality home. While the pricing reflects the potential need for improvement, particularly to the main-level wood floors due to minor damage from previous rental use, this townhome is ready for your personal touch. As you enter, you'll be greeted by a grand foyer and a convenient half bath, ideal for entertaining guests. The open-concept kitchen seamlessly connects to the sophisticated dining area and inviting great room, creating the perfect environment for family gatherings and social events. Enjoy culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The expansive floor-to-ceiling storefront glass floods the interior with natural light and offers stunning views of the surroundings. Step outside to enjoy picturesque sidewalks within the community or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, you'll find three luxurious bedrooms, each with its own en suite bath, ensuring ultimate privacy. The primary suite features a spacious walk-in closet with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Unwind on the large balcony with your morning coffee or evening relaxation and appreciate the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. This is a unique chance to secure a well-built townhome at an attractive price point. Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome!

This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’s shops and restaurants, Rollins College, Winter Park Village, Winter Park Farmer's Market, and Hannibal Square. Completely renovated in 2021, this 4 bedroom, 3 bathroom home has been thoughtfully appointed with double primary suites, each with ensuite bathrooms and large closets. Split from these primary suites are 2 additional ample sized bedrooms and a full bathroom. The open floor plan boasts contemporary updates throughout, including light wood-like tile floors, LED recessed lighting and fresh paint. The kitchen is a chef's dream, featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and a 5-burner gas stove complete with a pot filler. The primary ensuite bathroom is a luxurious retreat, showcasing dual vanities, an oversized tiled shower with multiple shower heads, and a built-in bench. The bathrooms are bright and fresh with contemporary black and white tile accents. Enjoy an expansive back yard with a large paved patio, perfect for entertaining. This home can also serve as an excellent investment opportunity for your Rollins student! Schedule your private showing today! HVAC - 2017 ROOF - 2021

Beautiful Winter Park Home – Move in Ready – Be in Your New Home for Christmas! **Seller Financing May be Available** Conveniently located gated community. Spacious and Open Floor Plan. Private fenced back yard that backs to conservation. Lots of Upgrades, Crown Molding on entire 1st floor, flooring is engineered hardwood throughout including bedrooms, tile in the baths, carpet in the bonus room for sound control. Large kitchen with quartz countertops that opens into large family room, Formal Living and Dining, Den/Office, and Half Bath on first floor. The large bedrooms are on the second floor with a split plan. The Primary suite includes a spacious bath and walk in closet. Bedrooms 2 & 3 have an attached shared bath and include an activity desk in the hallway. The 4th bedroom is off the bonus area and adjoins the 3rd bath. Large Bonus Area upstairs too. See the Photos, 3D Virtual Walk through, and Floor Plans.

Location, Location, Location –Located in Winter Park this nicely maintained 5 Bedroom, 3.5 Bath with 2 Car garage house use one as / Home Office on first floor is ideally situated in secluded cul-de-sac, just off University Blvd. Two Master bedrooms, One on first floor and second on second floor, and loft. Nearly 3000 sq ft house, is an excellent choice for moving family to Orlando area looking for highly rated Winter Park School system and Colleges and UCF – University of Central Florida. Vaulted high ceiling with fire place, kitchen with granite, with Breakfast bar and laundry on first floor. In rear it has enclosed screened patio to enjoy outdoors and pond view in the front.

Under contract-accepting backup offers. Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location!

Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ranch, complete with a detached in-law suite/workspace and a sparkling pool. Nestled in the heart of Winter Park, this property has been meticulously redesigned from top to bottom, boasting all-new flooring, plumbing, roof, electrical, full SS appliance package, lighting, cabinets, doors, and bathrooms, & more! Every detail reflects respect for the mid-century contemporary aesthetic. The main home features a thoughtfully designed split floor plan. In this home, the primary suite is on its own offering a private retreat with high ceilings, an ensuite bath, and a separate entrance to the outside, offering both comfort and privacy. At the heart of the home, the beautifully appointed kitchen includes 42 soft-close cabinets, quartz countertops, designer backsplash, a breakfast bar, elegant pendant lighting, and a separate pantry. Open to both the living and dining areas, this kitchen is a bright, inviting space that even has views to the yard. The dining room, at the back of the home, can also be a flex space used as a den/play area. This home also comes with a detached in-law studio that is a true gem! It features a high-end kitchenette with quartz counters, 42 cabinets, a mini fridge, a full sink, a mini-split AC (wall mounted), and a spa-inspired bathroom with designer tile. Perfect as a guest suite, home office, or creative workspace, this additional living space adds tremendous value and flexibility. Fully fenced (with half of it brand new), the yard also features a small in-ground pool and an XL shed (also restored) to hold all your yard equipment, tools and pool toys. Situated just minutes from Park Ave, Winter Park Village, renowned restaurants, boutique shopping, the Orlando Museum of Art, and downtown Orlando, this home offers an unparalleled lifestyle. Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations.

Welcome to this spacious and charming home located in the sought-after Winter Park Pines neighborhood! As you approach the property, a covered porch invites you to relax before stepping inside. The entryway greets you with a functional hallway featuring hanging hooks, perfect for backpacks and coats. To the right, you'll find a cozy family room, complete with a wood-burning fireplace and built-in shelving. The open flow leads to the dining room, adjacent to a massive kitchen boasting granite countertops, two dishwashers, a double oven, and even a built-in office nook—perfect for today’s modern lifestyle. The split floor plan ensures privacy, with the primary retreat nestled off the family room. This retreat features a walk-in closet, and an en suite bath with a walk-in shower. On the opposite side of the house, three additional bedrooms await. Two of these bedrooms share a Jack-and-Jill bathroom, beautifully updated with quartz countertops, dual sinks, and a walk-in shower. The third bedroom is conveniently located next to a full bathroom with granite countertops and a shower-tub combo. One of the home’s highlights is the large Florida room, providing additional living space with endless possibilities. Outside, the backyard is a true oasis, featuring a large pool with a child safety fence, lush grass, and a fully fenced yard—ideal for both relaxation and play. This home is perfectly situated near Winter Park Pines Golf Course, highly rated schools, shopping, and dining options, offering the best of Winter Park living.

Stunning Winter Park home that has been completely renovated. This spacious 3 bedroom/2 bath features hardwood flooring, designer fixtures, custom crown molding & base boards throughout the majority of the home, The open floor plan is perfect for living and entertaining. The kitchen is AMAZING, with granite countertops, stainless steel appliances and a large walk in pantry. There is also a floating island overlooking the dining and living room plus a cozy sitting area. You will have an abundance of natural light from the skylights and double pane windows. Enjoy the additional spacious den or flex room for gaming, exercising or studies with French doors leading to the screened in porch. The laundry area with washer, dryer (included) and a utility sink is conveniently located near your entry to the oversized 2-car garage! The large patio is surrounded by privacy landscaping and fencing along with a shed nearby. The home was re-roofed, replumbed and the electrical box re-wired in 2017. The HVAC was replaced in 2016. This home also has a well for the irrigation system-free water! You don't like an HOA, no worries, it is OPTIONAL!, You want great schools GOT EM! You want a place to play, you are minutes from the WP Pines golf course, Cady Way Bike trail, pool, pickleball/tennis courts, playground, and sports fields plus shopping and WP Hospital.

NEW PRICE! Located in the highly sought-after and desirable Winter Park Pines neighborhood with its beautiful tree-lined streets where the mailman still hand delivers the mail. It is very uncommon for properties in this neighborhood to become available as the housing supply in this immediate micro market is currently under two months. The home is within walking distance to Cady Way Trail, Cady Park W/ pool, pickleball/tennis courts, playground, sports fields, Winter Park Hospital and the all-new Peggy & Philip Crosby Wellness Center. The home is situated in the Winter Park High School district, Glenridge Middle and Brookshire Elementary making it an ideal choice for those seeking the top-rated education options in Winter Park, all within walking distance of the home. Park Avenue shopping, restaurants and Interlachen Country Club are 5 minutes away. This 1715 square foot, 3 bedroom, 2 bath single family block home is absolutely stunning. The home is nestled on 8200sq ft Plus lot with mature trees and striking landscape. Step inside this meticulously renovated gem is a perfect blend of modern luxury and timeless charm. A seamless open floor plan that effortlessly flows from room to room, creating an inviting and spacious atmosphere. The fully renovated interior boasts custom features at every turn, showcasing the attention to detail. The gourmet kitchen is a culinary delight, featuring quartz countertops and high end, state of the art appliances. Custom shaker style cabinets with soft close doors/drawers, farmhouse sink, solid core 6 panel interior doors, crown molding, oversized bar top counter and beautiful natural sunlight windows. Everything in this home is essentially brand new including the roof that was put on August of 2023. Brushed Jessup Oak wood flooring throughout the home make it light and bright. The bathrooms are adorned beautifully creating a spa-like retreat within the comfort of your home. The luxury doesn't stop inside, step outside to your private and secluded fenced in yard. A large, oversized brick paver patio provide the perfect retreat for a morning cup of coffee or entertaining guests in this delightful space, surrounded by lush greenery and natural light. This home is tastefully done and stands out well with its smooth stucco finish, black double pane insulated windows/doors and brand-new black roof. This home is one of a kind and will not last long.

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!