Winter Park Real Estate Search

Winter Park Homes for Sale

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure 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. 

Curious about what’s happening in the Winter Park real estate market? Sign up for a Winter Park Real Estate Market Report to see what’s active, under contract, and sold!

Newest Winter Park Homes and Condos for Sale

3 Beds 2.5 Baths Grayson Square SubDv. 32792 Zip Code
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your needs, making your life better, happier and easier. This gorgeous end unit Marigold two-story townhome enjoys a prime corner homesite near the amenity center, with a water view and no rear neighbors. This upgrade-rich townhome features our Craftsman exterior, Luxe Calm design package, 3 bedrooms, 2 full bathrooms, a powder room, a two-car garage, a back patio, washer, dryer, refrigerator and window blinds. The spacious first floor is ideal for entertaining, featuring a powder room, open concept gathering room, café and kitchen and a back patio. The kitchen is equipped with a pantry, modern gray cabinetry, a white picket tile backsplash, Lyra quartz countertops and gorgeous Lighthouse wood-look LVP flooring. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, linen closet, private water closet and frameless glass walk-in shower. Two additional bedrooms, the secondary bathroom and the laundry are also on the second floor, offering privacy and space for everyone. Professionally curated design selections for this popular Marigold townhome include a fenced backyard, washer, dryer, refrigerator, blinds, Villanova cabinetry with quartz countertops, wood-look luxury vinyl plank flooring in the first-floor living areas, Positano Blanco tile flooring in the bathrooms and laundry room, soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas and so much more! A builder’s warranty is included. Grayson Square is an intimate gated luxury townhome community located minutes away from downtown Winter Park, right off Howell Branch Road! This low-maintenance neighborhood will feature gated access, private homesites with pond views and no rear neighbors, a resort-style pool with cabana and 1GB high-speed fiber optic internet, along with 75 streaming cable and music channels – all with no CDD. Boasting an unbeatable location in coveted Winter Park, just one mile to 436, 434, and less than 3 miles from 417, your new home at Grayson Square offers all your daily conveniences, such as Starbucks and Publix, just minutes away! Plus, you’ll have access to quality Seminole County Schools. And when it’s time to change pace, you’ll love your proximity to the famous shopping and dining of Park Avenue.

2901 Clever Lane, Winter Park

3 Beds 2.5 Baths Lake Forest Park SubDv. 32789 Zip Code
Fractional Ownership. WINTER PARK, FLORIDA! Gorgeous ONE STORY lakefront home in Winter Park. 2227 Howard Drive | Offered at $825,000 Beautiful inside and out, this mid-century home sits on an oversized waterfront lot just minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Inside the home boasts a spacious 2,196 SF interior with formal living and dining, a split bedroom layout, large family room, hardwood floors, crown molding, and craftsmanship woodwork throughout. Updated kitchen includes a rolling island, glass tile backsplash, granite counters, a dry bar/coffee bar, and stainless steel appliances. The family room, just off the kitchen, has a lovely wood burning fireplace and large windows and French doors that overlook the backyard and lake. The master bedroom is comfortably sized and has a walk-in closet and en suite bath. The two guest bedrooms are each generously sized and share the hall bath which has a charming clawfoot tub. Covered back patio offers panoramic views of the well-manicured backyard and lake and is the ideal setting for backyard bbq's while enjoying great Florida weather year-round. With over 70' of waterfront and a newer doc there's plenty of room for your kayak and paddleboat. Additional highlights and improvements include a large shed for storage or studio use, newer roof, 2-ac units, newer hot water heater, and more. Zoned for Audubon K-8 and Winter Park High. No HOA.

2227 Howard Drive, Winter Park

5 Beds 5.5 Baths Talman Mews Ph 2 SubDv. 32792 Zip Code
Introducing a once-in-a-lifetime opportunity to own an exquisite multi-generational home in the coveted and exclusive neighborhood of Talman Mews, situated on not one, but two expansive lots. As you step inside, the grandeur of this palatial residence envelops you. The statement entrance beckons you in under the portico where you can receive guests in the two-story, oversized foyer featuring a sweeping, regal staircase. For the epicurean in you, the true Chef’s kitchen with bespoke cabinetry and state-of-the-art appliances, including a gas range and Butler's pantry, make entertaining a breeze. The kitchen flows seamlessly into the eat-at bar and the expansive family room adorned with custom built-ins, making it the perfect space for bonding with loved ones. The oversized primary bedroom and spa-like en-suite are located on the ground floor of the main home and offer the ultimate retreat for relaxation and rejuvenation. An additional generously-sized bedroom with an en-suite bathroom is also located on the ground floor. The formal living and dining spaces are perfect for intimate gatherings or grandiose soirées. Additionally, a stately executive office is also located on the main floor for those who require a private sanctuary to work from home. Upstairs, two additional bedrooms and three luxurious bathrooms await, ensuring that every member of your family or guests is pampered to the utmost. The home features an elevator for guests requiring easy access to the upper floor, making it effortless for everyone to experience the full majesty of this home. The bonus room is an absolute haven of relaxation and leisure, perfect for a pool table, media room, or a teenager's dream escape. A snack bar, complete with a sub-zero fridge, is already in place, offering convenient access to refreshments without having to leave the comfort of this magnificent space. This home is crafted with impeccable attention to detail, featuring plantation shutters, wood and custom tile flooring, granite countertops, and custom tile work in the bathrooms. The crown molding throughout the home adds an elegant touch, elevating its aesthetic appeal to the next level. Mature, Mediterranean-inspired landscaping welcomes you into the enclosed patio area, featuring a tranquil waterfall, a gas grill, an outdoor kitchen, and ample hardscape perfect for hosting an unforgettable gathering. The U-shaped green area outside the screened lanai has gates that can separate it into three separate yards, making it an ideal spot for your animals to play and run around. Your beloved animals even have their own outdoor shower/grooming room located on the private lanai. The four-car garage with additional ample parking in the circular drive/portico area and driveway ensures that your prized vehicles have a secure and elegant home. The garage is attached to the main home by a contiguous tile roof walkway. Attached to the garage, you'll find the guest house/apartment composed of one bed, one and a half baths, a private entrance, and a yard. The beautiful Mediterranean style and eye for detail are carried over from the main house, creating a harmonious blend of luxury and comfort. Located in the heart of Winter Park, every amenity imaginable is just around the corner. Don't miss this once-in-a-lifetime opportunity to experience the ultimate experience in luxury living. Schedule your private showing today.

2156 Talman Court, Winter Park

4 Beds 3 Baths Winter Park Pines Merrie Oaks SubDv. 32792 Zip Code
Welcome to Winter Park Pines. This 4 bedroom 3 bath Pool home is ready for a new owner. The home features a split bedroom plan, Huge Screened in lanai (19x34) plus a large (16 x 33) open pool with a 5 foot block wall completely around the pool..great for swimming laps or enjoying floating on your favorite float. The fenced yard is one of the largest in Winter Park Pines, approx. (1/3 acre or 0.3289) The formal living room has a large window for lots of natural light. Dining room has pocket doors to living room double glass doors opening to the lanai..this home has lots of glass doors and windows for natural light. The master bath was completely remodeled in 2021, the 2 other bathrooms have also been updated. The kitchen was updated with solid wood maple cabinets , have pull out shelves and double ovens for the cook in the home. This home also features lots of good closet space. The pool planned bathroom leads out onto the screened in lanai. Oversized garage with a separate 10x6 laundry room (this would be easy to add AC) The upgrades to the home are Roof 12/2017, AC 3/2014, Electric panel updated 4/2014, Replumbed 5/2005. NO popcorn ceilings. Winter Park Schools. Enjoy walking or biking for miles on Cady Way Trail. For the golfers, Winter Pines Golf course is just down the street. Just a few minutes from Park Ave for dining and shopping, Publix and Starbucks within a few minutes, plus great restaurants. **Duke energy will be putting the power lines underground in 2023**

321 Elkhorn Court, Winter Park

2 Beds 1.5 Baths Hidden Oaks Condo Ph 12 SubDv. 32792 Zip Code
Welcome to Hidden Oaks Condos, where luxury and convenience meet. This renovated condo is an ideal choice, whether you're seeking a cozy starter home or a lucrative investment property. Nestled in the highly coveted area of Winter Park, this unit offers a prime location for an elevated lifestyle. Step into a world of delight as you enter this thoughtfully designed condominium. Every detail has been carefully curated to create a haven of elegance and comfort. Revel in the stunning upgrades, including new flooring, cabinets, and exquisite granite counters. The ambiance is further enhanced by the tastefully selected light fixtures and window blinds, creating an atmosphere of refined luxury. Equipped with stainless steel appliances, the modern kitchen is a semi chef's dream. The brand-new washer and dryer, included with the unit, offer added convenience for your daily routines. The bathrooms have undergone a complete transformation, boasting beautiful fixtures, meticulously laid tile, and all the finishing touches you've been envisioning. Hidden Oaks is not just a place to call home; it's a thriving community that takes care of your needs. The well-maintained complex provides peace of mind, with a new roof installed in 2021 and updated inside and outside air conditioning units in 2015. As part of your HOA, you'll enjoy an array of amenities, including a refreshing community pool, lawn care services, trash removal, and recently replaced roofs. The exterior is meticulously maintained, and pest control and insurance are also covered. Set in a serene and quiet neighborhood, Hidden Oaks is conveniently located near schools, shopping centers, world-class restaurants, entertainment venues, and everything else that Winter Park has to offer. Welcome to the Hidden Oaks Condos, your gateway to luxurious living in the heart of Winter Park. Take advantage of this incredible opportunity and call today to schedule a private viewing.

7320 Forest Hill Court Unit 236, Winter Park

3 Beds 2 Baths Winter Park Pines SubDv. 32792 Zip Code
Welcome home to the Winter Park Pines with its beautiful tree-lined streets and where the mailman still delivers to your doorstep! This adorable 2,000 square foot home features 3 bedrooms and 2 bathrooms on a .22 acre home site. Enjoy all the benefits of being zoned for incredible schools! 418 St. Dunstan is a 2-minute bike ride to Brookshire Elementary School and a 4-minute ride to Winter Park High School. This home features an open floor plan with multiple living and entertaining spaces including a cozy, formal living room in addition to a spacious family room complete with a wood-burning fireplace, french doors leading out to the roomy and screened in 22' x 20' lanai, a skylight and a wall with custom built-ins, storage and study space! Your open kitchen features an eat-in dining nook perfect for quick week-night meals but you also have a sizable dining space in your great room for larger gatherings. You will enjoy plenty of updates in this home including 2 completely renovated bathrooms! The master en suite has a brand new shower with designer tile, custom shampoo niche, new flooring, a new toilet, new fixtures and a new vanity! The hall bath has also undergone a complete transformation with a new vanity, new toilet, new bathtub surround, new fixtures and new flooring. Other notable features include new interior paint throughout, all popcorn removed from the ceilings, original 3-panel doors, rewired electrical outlets, french doors and skylights, interior laundry room with utility sink, LED lighting, wood blinds throughout, mature landscaping and oak trees. The Winter Park Pines is an established community that offers many amenities including the Cady Way Trail, a 7-mile walking/biking trail, Cady Way community pool, playground and tennis courts. Quick proximity to Winter Park's Park Avenue, grocery stores, restaurants and shopping. Schedule your private showing today to see for yourself! WATER HEATER - 2022, ROOF - 2011, HVAC - 2011.

418 Saint Dunstan Way, Winter Park

3 Beds 2.5 Baths Temple Estates SubDv. 32789 Zip Code
Located in desirable Winter Park, this beautiful single-story home is situated on an oversized lot of 0.28 acres surrounded by mature oaks, magnolia and an array of lush landscaping. The home boasts 10' ceilings, a spacious and inviting living area abundant in natural light and a flowing open floor plan seamlessly connecting the living room, dining area and kitchen. The home creates a warm and welcoming atmosphere ideal for entertaining family and friends. This meticulously cared for and renovated home offers three generously sized bedrooms, an office or workout room, an expansive multi-functional entertainment room built by Skolfield Homes, two and half updated bathrooms and a laundry room with custom cabinetry and sink. The gourmet kitchen is a chef's delight featuring an induction cook top, built in convection and microwave oven, vented stainless steel hood, a wine refrigerator and bar station. Ample custom design cabinetry offers abundant storage with built-in shelving and pull out drawers. Lostine Edmund pendant lights elegantly hang over an expansive center island with seating. The spacious primary suite with direct access to the backyard and pool lanai features two walk-in closets and is complete with an en-suite bathroom featuring jacuzzi whirlpool tub, an oversized walk-in shower and dual vanities. Step outside to discover your own private sanctuary. Pocket sliding doors open to a covered lanai overlooking a natural gas heated spa and salt water pool with cascade water features and a mansards pool enclosure. Lush front and backyard landscape has been meticulously designed for a serene haven. A rear gravel pathway with low voltage lighting extends adjacent to a beautiful butterfly garden that opens to seating areas on both ends. The large gravel sitting area includes a swing arbor and bistro lights creating an ideal space for outdoor gatherings or quiet moments of reflection. Additional upgrades include a new roof installed in 2019, recently refinished solid oak hardwood flooring throughout, new ceiling LED recessed trim kits, fresh indoor and outdoor paint, whole house in ceiling audio system, new motorized solar shading, window treatments, landscape and pathway low voltage lights, sprinkler and drip irrigation system, Hayward 4 speed pool pump and advanced home security system. Nestled just steps away from Phelps Park, tennis and pickle ball courts and a short biking distance to Park Avenue and Downtown Winter Park, this home offers a perfect combination of idyllic location and elegance.Schedule a showing and experience the epitome of Florida living.

1640 Mayfield Ave, Winter Park

4 Beds 2 Baths Glenmoor SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Have you been on the hunt for a First Home, Second Home, or Investment Home?? Look no further! This 4 bedroom, 2 bath, updated, split plan home in Winter Park is an opportunity you don't want to miss! Here are some reason why you need to come and take a closer look: Spacious and Versatile floor plan with 4 nice size bedrooms and 2 baths offering plenty of room to accommodate your needs. The split plan ensures privacy, while the great room layout provides an open floor plan and comfortable space for relaxation and entertainment. The home is light and bright with vaulted ceilings and luxury vinyl plank flooring. The spacious kitchen has counter seating, granite counter tops, stainless steel appliances and large adjacent eating space perfect for those opportunities to entertain. It also has an oversized outdoor space with rear patio and a privately fenced .26-acre lot giving you room to roam, play or even add a pool. No HOA fees and the location in unincorporated Orange County offers buyers lower property taxes and thus minimizing your monthly payments and maximizing your investment potential. Conveniently located so that you can enjoy easy access all Winter Park has to offer including shops, restaurants, parks, Winter Park High School, UCF, Full SAIL and Rollins College. Schedule a Showing Today: Don't miss out on this incredible opportunity!

4434 Glenview Lane, Winter Park

4 Beds 3 Baths Lake Florence Preserve SubDv. 32792 Zip Code
This Winter Park home is located in the Lake Florence Preserve gated community, which offers exclusivity and charm with only 28 homes. Residents have access to a community dock where they can launch canoes or paddle-boards and enjoy beautiful sunsets. The house itself is a spacious two-story home with four bedrooms and three bathrooms. On the first floor, you'll find a large primary bedroom with an ensuite bathroom and a custom walk-in closet. There are also two additional bedrooms on this floor. The first floor features tile throughout, creating a clean and modern aesthetic. The kitchen is a gourmet upgraded space with stainless steel appliances, 42" cabinets, quartz countertops, a natural gas double-stack microwave, oven, and a stylish backsplash. It's a perfect place to entertain guests and loved ones. The screened outdoor lanai is equipped with triple sliding glass doors, providing ample space and allowing for a seamless transition between indoor and outdoor living. There's also an outdoor kitchen for convenient outdoor cooking and dining experiences. Upstairs, there's a loft bonus retreat area along with the fourth bedroom and the third bathroom. The home features a Concrete Energy Efficient Roof and Energy efficient windows, ensuring both comfort and energy savings. Overall, this Winter Park home in the Lake Florence Preserve gated community offers a spacious and well-designed layout, upgraded features, and access to a serene community dock, making it a desirable place to live.

1431 Lake Florence Way, Winter Park

Start Your Search