Homes for Sale in Winter Park

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **WATCH 3D TOUR and REAL Walkthrough VIDEO!** Welcome to this exquisite two-story villa-style condominium in Winter Park! Situated at 543 Warrenton Rd, this 3-bedroom, 3-bath home with a little less than 1,400 SqFt provides the perfect combination of comfort and convenience. Nestled in a serene neighborhood adorned with majestic, towering trees. NEW ROOF, mostly all NEW FLOORING. Upon entering, you will be welcomed by a spacious living area featuring a charming BRICK corner FIREPLACE and HIGH CEILINGS with 2 SKYLIGHT WINDOWS. The 1st FLOOR boasts a PRIMARY BEDROOM with an en-suite bathroom with a shower, complete with DUAL SINKS and a generous size closet. The kitchen is bright and airy, offering ample space for cooking and entertaining + a convenient BREAKFAST BAR. STAINLESS STEEL appliances and a large sliding door that lets the beautiful sunlight in. Step outside to enjoy the front private COURTYARD and fenced-in REAR PATIO , NO REAR NEIGHBORS. The washer and dryer are located in the 2nd bathroom on the 1st floor. The second and third bedrooms are located upstairs and share a 3rd bathroom with a TUB and shower combo. Additional amenities include a one-car garage with guest parking for added convenience. Conveniently located near all the essentials, including Publix/Walmart/Walgreens/Home Depot (5 minutes), Downtown Winter Park (10 minutes), Winter Park Golf Course (3 minutes), Full Sail University (1min), Baldwin Park (7 minutes), 408 and 417 highways (less than 10 minutes away), UCF (15mins) and Downtown Orlando (14 minutes). This unit is in pristine condition and ready for immediate occupancy. Please be aware that rentals are only allowed on a 10% max neighborhood capacity basis meaning there may be a wait list. At the moment the property must be occupied by the owner. Don't let this amazing opportunity pass you by!

Discover this beautifully updated two-story home in the desirable 32789 ZIP code! This move-in-ready single-family residence features 3 bedrooms, 2.5 baths, a versatile office/nursery upstairs, and offers ample space with 2,228 sq. ft. of living area (Orange County Tax Records will update in 4 weeks) (2,718 sq. ft. total). Enjoy the expansive fenced backyard, perfect for outdoor gatherings, and relax on the charming front porch swing adorned with new stone accents. Recent upgrades include all-new ceiling fans and light fixtures, a new garage door, and a 2024 roof for the garage. The main roof was replaced in 2018, providing peace of mind. This home has no HOA restrictions and is on public water and septic. Key features include a newly poured driveway, a new irrigation system, and pest control through Massey. The air ducts have been professionally cleaned and sanitized, and all electrical outlets have been upgraded to GFCI. Inside, the renovated kitchen boasts modern cabinets, countertops, and new appliances. Both bathrooms have also been updated with new cabinets and countertops, offering a fresh, contemporary feel. Located within a minute walking distance to Lake Killarney and with lovely views from the front yard, this home offers easy access to restaurants on Park Avenue and Winter Park Village. Conveniently situated for quick commutes to I-4 and other toll roads, this is the perfect blend of comfort and convenience. Don’t miss your chance to call this stunning property home—schedule your showing today!

First time on the market! This bright and cheerful Original Owner home is now available for sale after many wonderful years filled with happy memories. Special highlights in this well-maintained, split-floor plan home zoned for Glenridge Middle and WPHS include airy vaulted ceilings, large sunny windows, a spacious owner’s suite and an oversized screened-in patio. This one-story home is ready for you to move in, featuring a freshly painted interior, new ceiling fans, low-maintenance flooring throughout (no carpet!) and brand new luxury vinyl plank in the bedrooms. The kitchen is the heart of the home with a perfectly placed window over the sink giving those amazing backyard views, new quartz counters, great cabinet storage space and a breakfast nook conveniently located next to the large glass sliding doors leading to the backyard. The owner’s suite is thoughtfully placed away from the secondary bedrooms and includes a walk-in closet and a full bathroom with a tiled stand-up shower. And, bonus! Quantum fiber internet is available. With NO HOA and set on one of the community's largest lots located in the rear of the neighborhood away from traffic, you’ll appreciate the spacious grassy yard where family and pets can play freely. A long driveway, a beautiful front door with a new brushed nickel lock set, and freshly mulched plant beds create a warm welcome for friends and family alike. Conveniently located just minutes to amazing shopping and dining options, Publix, Costco, Target, UCF, Valencia, Full Sail, Winter Park's Park Ave, and major roadways, this well-loved property truly sits at the heart of it all. Roof and A/C are under warranty. Homes in this tucked-away community seldom come up for sale, so call for your private showing today.

Under contract-accepting backup offers. Amazing renovations have been performed over the past seven years. Once entering you will be amazed. The ceilings have been raised in the family room and kitchen to cathedral style. All new light fixtures throughout the home with additional adjustable can lighting. New double pane windows, French doors, and slider. Beautiful plantation shutters to allow you the ability to regulate the amount of light you prefer. Salt pool conversion was performed in 2017 to enhance your enjoyment. New fence, luxury vinyl plank flooring. All matching Samsung appliances featuring a self-induction stove. The attention to detail when designing the kitchen has a special touch for sure. Right down to the refrigerator compartment was pushed back to house the deep dimension. Enormous waterfall countertop island sits 6 and has a matching kick plate just like the breakfast bar backsplash. You are going to love living in the exclusive, well-maintained community of Lake Waunatta Woods! “Beautifully kept” is the right description for this neighborhood. Here’s your introduction to good neighbors and great living. Picture coming home from work and relaxing while tending your backyard garden, and then taking a dip in your pool or unwind in the spa. With no rear neighbors, a fenced backyard, and a lot that is just over a quarter acre. new lawn sprinklers along with flora tan in the front and citra blue in the backyard. You will look forward to your “quiet hours” in surroundings and will be excited to get home from a long day out. If you like to entertain and host intimate dinner parties, or pool parties, there is plenty of parking for guests. Imagine enjoying mangos from tree in your own backyard. Act quickly! Drive out today and see the home you’re dreaming of before it’s gone. Make the first step to better living and start your new life now!

One or more photo(s) has been virtually staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the home. Inside, the kitchen overlooks the patio and inviting pool area, perfect for entertaining or relaxing. Natural light fills the open living spaces, including a cozy family room with a fireplace. The master suite provides private access to the patio and pool area, while the additional three bedrooms are located on the opposite side of the house, ensuring privacy for all. Outside, the backyard offers endless potential, with a pool and large patio space ready to be transformed into your own outdoor oasis. Surrounded by mature landscaping, the property creates a serene and inviting atmosphere. This home has been lovingly cared for over the years, and it's a rare opportunity to own a well-loved property that you can transform to meet your unique needs and desires. Conveniently close to Winter Park amenities, including dining, shopping, UCF, Rollins College full sail University, and Orlando International Airport. The home is also in a top-rated school district and near Winter Park Pines Golf Club, Cady Way Pool and Park, and the Cady Way Trail for those who enjoy an active outdoor lifestyle. Not much comes up for sale in this desirable neighborhood, so schedule your showing today!

Under contract-accepting backup offers. Welcome to your beautifully updated home located in the heart of the highly sought-after Kenilworth Shores neighborhood in Winter Park. This residence features a brand new kitchen equipped with two-tone custom shaker cabinets, a built-in pantry, quartz countertops, a stunning custom backsplash, and stainless steel appliances with all new finishes. Both bathrooms have been fully remodeled, showcasing stylish new vanities, elegant shower tile surrounds, and modern fixtures. The entire home boasts fresh interior and exterior paint, updated lighting, ceiling fans, and hardware throughout. The fireplace has been refreshed, adding a cozy touch to the living space. New luxury vinyl plank flooring flows seamlessly throughout, complemented by plush patterned carpet in the bedrooms. A new front door welcomes you, while the landscaping has been meticulously cleaned up to enhance curb appeal, featuring new cedar posts and a charming paver walkway. You’ll appreciate the convenience of being within walking distance to Brookshire Elementary, Glenridge Middle, and Winter Park High School, and just a short ride to Baldwin Park, the Garden District, and Park Avenue, where you can enjoy countless restaurants and shopping. This home is truly ready for you to move in and enjoy! Schedule your private showing today!! SELLER IS OFFERING BUYER CONCESSIONS with a competitive offer!

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!

**MUST SEE! ** Don’t miss this fantastic investment opportunity or put the final touches on this beautiful 3-bedroom, 2-bathroom home situated on a .23-acre corner lot. This property features an upgraded septic tank, fresh paint, a 2016 roof, new gutters, and fascia, making it a great choice for those looking to move in or enhance its value. With its prime location and recent upgrades, this home is ready for a personal touch. Act fast—opportunities like this don’t last long! Contact me for more details or to schedule a showing!

Under contract-accepting backup offers. Welcome to this meticulously maintained single-family home, ideally situated in the heart of Winter Park. This home, located in the highly sought-after Winter Woods neighborhood, features 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and ample yard space. This property offers approximately 2,000 sq. ft. of living space with a highly desirable split floor plan for added privacy. This home has many features including brand new stainless-steel kitchen appliances (July 2024), plantation shutters, upgraded windows, upgraded sky lights, original wood floors, crown molding, a wood-burning fireplace, and beautifully landscaped yards, both in the front and the back of the house. The roof and water heater were both installed in 2022. Located just minutes from downtown Winter Park, you'll enjoy easy access to the best dining, boutique shops, and parks the area has to offer.

Under contract-accepting backup offers. Excellent opportunity to own a Single Story condo with a courtyard AND backyard! Close to Full Sail, as well as local shopping, dining, and attractions. Less than 12 miles to the Orlando International Airport, 16 miles to Universal Studios, 23 miles to Disney, 48 miles to New Smyrna Beach and less than an hour to Cape Canaveral! With a great open floorplan, updated kitchen with granite counters, spacious bedrooms and plenty of storage... this condo offers an affordable and easy-maintenance lifestyle. The HOA takes care of the roof and all exterior building maintenance, plus includes water/trash/sewer and community amenities such as a beautiful pond with walking trail, pet cleanup stations, tennis courts and a fabulous swimming pool!

BELOW MARKET VALUE Stunning Updated Home in Howell Estates, Winter Park, FL Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Key Features: Brand New Roof (2024) Replumbed (2024) New HVAC System Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower Inviting Family Room: Spacious layout with a cozy wood-burning fireplace, leading to a screened room with an insulated roof Oversized Garage: Perfect for larger vehicles, including SUVs This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!

Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy the perfect balance of lakeside tranquility, urban convenience, with a stunning sunset and being just a short walk to Trader Joe's, movie theaters, restaurants, and coffee shops. This home is ideal for someone seeking a peaceful retreat with all the benefits of a vibrant neighborhood. Don't miss your opportunity to live in this coveted Winter Park location.