Homes for Sale in Winter Park

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!

One or more photo(s) has been virtually staged. GET READY TO FALL IN LOVE with this updated, top quality MERITAGE HOMES single-family home, built in 2019 with custom features. Fenced, landscaped yard with pond frontage on 2 sides; newly-added, large HEATED & AIR-CONDITIONED SUNROOM overlooking pond and garden.***MOVE-IN READY!***Unique opportunity to own this 4-bedroom and 3-bathroom, 1-story home located in the desirable, gated community of HAWK'S CREST AT WINTER PARK. Wood plank flooring in foyer, hallways, great room, kitchen, and dining room. Freshly painted interior. Brand-new carpeting in primary bedroom and walk-in closet. New porcelain tile flooring in Bedroom 4 ensuite. All bathrooms have TOTO energy-efficient, comfort-height toilets. Beautifully landscaped front and back yards. Paver and slate walkways lead from the front of house to the fenced, landscaped garden area and the newly built sunroom. Expanded paver driveway. Adjacent pond also wraps around the rear of the property. Great room, open to dining room and kitchen, has wood plank flooring, decorative 72-inch ceiling fan with light, and large windows overlooking the pond and fenced backyard. Gourmet kitchen has wood-plank flooring, recessed lighting, large center island with quartz counters, stainless-steel undermount sink, KitchenAid dishwasher, disposal, and decorative pendant lighting. The kitchen features white Shaker wood 42-inch upper cabinets with undercabinet lighting, ceiling-height custom glass & granite tile backsplash surrounding upper cabinets, quartz counters, banks of white Shaker wood lower cabinets with dovetailed drawers, vented decorative stainless-steel and glass range hood, Bosch knob-less cooktop, KitchenAid built-in wall ovens (microwave/convection combination oven and large conventional/convection combination oven) and LG side-by-side refrigerator with glass easy-access door feature. Large laundry room has shelving and utility sink; LG washer and dryer are included!***369 SF HEATED & AIR-CONDITIONED SUNROOM, enclosed with sets of 8-ft high sliding doors made with impact glass, built by Prager Builders and permitted by Seminole County***HAWK'S CREST AT WINTER PARK, a sought-after gated community, has numerous amenities including community clubhouse, fitness center, and large community pool area with barbeque grills, cabanas, lounge chairs, and splash pad. Also available to residents are playgrounds, park areas, and gazebo overlooking Lake Howell. Central Parc at Howell Branch is located at the front of the neighborhood and has retail shops, offices, and Park Maitland Preschool. HAWK’S CREST AT WINTER PARK is easily accessible to employment centers, Park Ave shops and restaurants, SunRail station, Rollins College, University of Central Florida, tourist attractions, entertainment venues, hospitals, and highways. THIS IS A MUST SEE HOME!

Welcome to 2350 Sherbrooke Road, Winter Park – Where Style, Comfort, and Location Meet Located on a beautiful corner lot in the highly desirable Winter Park area, this 4-bedroom, 3-bathroom home features modern updates and stylish living in a prime location. Situated just minutes from Full Sail University, Lake Baldwin, and Winter Pines Golf Course, and a short drive from downtown Orlando and the Disney Parks, convenience is at your doorstep. As you enter, you’ll be welcomed by a modern open floor plan featuring luxury waterproof vinyl flooring, recessed lighting, and sleek ceiling fans throughout. The property has been thoughtfully upgraded with a new roof (2021), HVAC system (2024), water heater (2024), and windows (2024), ensuring a worry-free living experience. The fully remodeled kitchen is the heart of the home, boasting quartz countertops, stylish cabinetry, and stainless-steel appliances. A custom coffee and wine station adds an extra touch of luxury, while the electric fireplace in the dining area creates a cozy atmosphere for gatherings. The updated bathrooms provide a spa-like experience, designed with style and comfort in mind. The primary en-suite bathroom features his-and-her vanities, a soaker shower, and modern tiling throughout. The custom walk-in closet with built-in shelving offers generous storage space. Each bathroom has been tastefully remodeled with modern vanities, lighting, and fixtures. The standout feature of this home is the charming heart-shaped pool, a rare and delightful addition to the backyard. Recently resurfaced with pavers in 2024, it provides the perfect setting for relaxing or entertaining. The spacious backyard also includes an outdoor shower, a privacy fence, and plenty of room to add your dream summer kitchen, with plumbing and electrical rough-ins already in place. This property comes with a home warranty, providing extra peace of mind. Additionally, inspection reports are available, making the home-buying process even easier. With the best price in the area, this home provides everything you need: comfort, convenience, and style. Located in a sought-after neighborhood with no HOA, it is the perfect blend of luxury and flexibility. Come see all that this unique property has to provide!

TWO R-2A ZONED LOTS. These buildable lots are each 50'x140' and total 14,000 sq/ft in the heart of Winter Park. Located on the same block as the new 222-unit Seven41 apartment complex, this is a great development opportunity in an ideal Winter Park location.

Under contract-accepting backup offers. Welcome to your stunning dream home, nestled on an oversized, fenced-in lot in the wonderful Hawk's Crest community of Winter Park. Featuring soaring ceilings and abundant natural light throughout, this home is a haven of modern comfort and elegance. Plantation shutters on the windows and motorized blinds on the sliders add a touch of contemporary convenience. This 4-bedroom, 3.5-bathroom residence boasts a split-level floor plan with an open dining and living room area. Fully opening sliders seamlessly extend your living space onto a large screened-in lanai. The fully updated gourmet kitchen, equipped with stainless steel appliances, is at the heart of the home. On the first floor, you'll find the primary suite and a versatile office space highlighted by 8-foot French doors. Upstairs, a spacious loft and three additional bedrooms offer plenty of room for family and guests. The 2-car garage provides ample storage space. Enjoy a maintenance-free lifestyle at Hawk's Crest, a gated community where the HOA takes care of yard maintenance and irrigation. With a quarterly Master Association fee of $425.00, residents have access to fantastic amenities, including a fitness center, pool, splash pad, clubhouse, park, and playground. Embrace the beautiful Florida weather with direct access to Lake Howell for kayaking, paddle boarding, or fishing via the community dock. Don't miss the opportunity to make this exquisite home your own!

Charming Cottage in the Heart of Winter Park. Step into a world of timeless charm with this delightful 3-bedroom, 2-bath cottage that exudes warmth and character at every turn. Boasting nearly 1,700 square feet, this enchanting home features a thoughtfully designed split plan, providing both privacy and functionality. The moment you approach, you’ll be captivated by its amazing curb appeal, nestled on a picturesque .15-acre parcel adorned with low-maintenance landscaping. Inside, discover an adorable eat-in kitchen that beckons for casual gatherings, where memories are made over delicious meals. High vaulted ceilings create an airy ambiance, amplifying the sense of space and light throughout the home. Generous closets ensure great storage, while the convenient inside laundry room adds to the ease of everyday living. The 3 outdoor sitting areas allow for great relaxation spots and fabulous entertaining areas in the fresh air. Recent updates include a new roof (2022), AC system (2017), and a new electrical panel (2019). Plantation Shutters throughout. Whether you choose to move in, renovate, or envision a brand-new dream home, the possibilities are endless. Located just a 5-minute drive or a leisurely 25-minute stroll from Winter Park's fabulous Park Avenue, you’ll find yourself immersed in a vibrant community filled with delightful shops, art galleries, and exquisite dining options, all complemented by the natural beauty of Central Park. With top-rated Winter Park schools nearby and nestled on one of the most charming brick streets in the 32789 area, this cottage offers the perfect blend of lifestyle and location. Don’t miss this rare opportunity to make this adorable cottage your own or use the ample lot to build the home of your dreams.

Welcome home to Winter Park, with its tree-lined streets and where the mailman still delivers to your door! This spacious home is located in the Brookshire Heights neighborhood and is mere steps away from the highly rated Brookshire Elementary School and Winter Park High School. As you step inside, you'll be greeted by 12' ceilings and an abundance of natural light pouring in through the many large windows, creating a bright and airy atmosphere. The spacious split floor plan offers a seamless flow between the sizable formal living room, dining room, and family rooms—perfect for both relaxation and entertaining. The kitchen is open to the great room and features newer appliances, a breakfast bar with seating for 4 and a built-in pantry. Storage is plentiful throughout the home, with multiple spacious closets for all your organizational needs. Your generously sized 18' x 13' primary bedroom is a true retreat, complete with dual closets, a french door leading to the rear lanai and an ensuite bathroom with dual vanities. The primary bath also features a luxurious soaking tub, separate shower and private water closet. Step outside to enjoy the tranquil 20' x 12' screened-in rear lanai, perfect for sipping your morning coffee or unwinding in the evenings. The yard is beautifully landscaped with mature oak trees and well-maintained hedges, offering both shade and privacy. This highly sought after community has so much to offer, with fantastic amenities, including an olympic sized swimming pool at Cady Way Pool, Winter Park Pines public golf course, tennis and pickleball courts and scenic biking trails. You are also conveniently close to Full Sail, UCF and Valencia colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. Less than a 10 minute drive to Park Ave shopping and dining experiences. The home offers easy access to everything you need, making it an ideal blend of comfort, convenience, and lifestyle! This home is easy to show so arrange for your private showing now! ROOF - 2024, HVAC - 2021, PLUMBING - 2003, ELECTRIC - 2003, NEW INTERIOR PAINT 9/2024, NEW EXTERIOR PAINT 9/2024.

Welcome to your Winter Park dream home! This stunning 4-bedroom, 3.5-bathroom residence offers a spacious open floor plan, a gourmet kitchen with updated counters (2022), a luxurious master suite, and a backyard oasis perfect for entertaining. The outdoor living space features a private heated saltwater pool with a new screen enclosure (2022) and brand new pool equipment (pump, filter, chlorinator, and heater, all 2023). The outdoor kitchen boasts a Jenn-Air cooktop, a retractable screen dining area, and a separate half bath and outdoor shower. Recent upgrades include a new roof (2021), plumbing (2022), solar panels (2022), new downstairs carpet (2022), a vinyl privacy fence (2023), outdoor shed, and plantation shutters throughout. Situated on almost a quarter-acre corner lot in a beautiful, well-cared-for neighborhood with Seminole County Schools, this well-maintained home offers easy access to 417, is less than 20 minutes from the famous Park Avenue with some of the best shops and restaurants in the city, and 25 minutes from the airport. Schedule your showing today!

***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

Under contract-accepting backup offers. Discover a charming, single story home in the heart of Kenilworth Shores! This inviting three-bedroom residence offers a range of possibilities—live comfortably, expand, or build your dream home on a spacious 89 x 115 lot. As you step inside, you'll be greeted by beautiful original oak wood floors and a remodeled kitchen and bathroom featuring stunning, one-of-a-kind granite countertops designed by a top designer. Natural light pours into the kitchen through newer windows, enhanced by top-of-the-line window treatments, including $5,000 worth of plantation shutters. The spacious eat-in kitchen seamlessly connects to a separate dining room, making it perfect for both casual meals and entertaining. Enjoy the large screened-in back porch—ideal for birthday parties and barbecues—where you can relax and listen to the sounds of the WPHS marching band on fall nights. The expansive, fenced backyard is ready for pets and play, complete with mature landscaping and a newer irrigation system in the front to keep it looking its best. Well water for irrigation keeps utility bill $250-300 per month. Roof replaced in 2012. AC replaced in 2017. Tree work 2017. Professional inspection 2020. Professionally cleaned front and back porches, this home is truly move-in ready. Washer and dryer 2023 may be included with the sale of the home. Nestled on a quiet street wonderful with neighbors, you’ll find a welcoming community here, enhanced by an annual run organized by Track Shack. Located just minutes from Park Avenue, this home offers convenient access to some of the area’s best restaurants and is zoned for Brookshire, Glenridge, and WPHS. With increasing demand for larger homes in the neighborhood, this property also presents an excellent income-producing investment opportunity. Don’t miss your chance to own this lovely starter home in Kenilworth Shores—where charm meets potential!

Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the trademark horizontal roof lines as soon as you arrive and how the structure harmonizes with the surroundings. This 2-story home offers an exceptional living experience for discerning buyers who appreciate quality materials and craftsmanship. Enter through the stunning Prairie style front door to a foyer featuring oak floors and staircase. The entrance sets the tone for the entire home. As you continue forward you will notice another signature Wright design with compression and release from the foyer to the 11’ ceilings in the living room. The living room and dining room open to create a vast entertaining area with large picture windows and sliding glass doors overlooking the trees beyond. A fireplace is piped for propane and ready to get cozy this winter! A pocket door from the foyer leads to the HUGE kitchen that is truly a chef’s dream. There is plenty of room to cook, bake or entertain with walls of solid Oak cabinetry. A built-in pantry adds even more storage. An opening from the kitchen to the dining area provides the perfect buffet for guests when hosting. Glass blocks provide natural light and a prairie style window enhances the space. Step outside to enjoy a stroll through the expansive backyard featuring peaceful trails. Plenty of space to expand, build a deck, add a pool, build a garden, or all three. Or just enjoy the privacy and bird watching! Inside, the downstairs primary suite is a private retreat located just off the foyer. This room offers an attached bathroom with 9’ ceilings, a large walk-in closet, and a second closet for storage or linens. The bathroom vanity provides ample room to put on makeup with glass blocks designed to diffuse the natural light. The walk-in shower offers two shower heads and cove lighting. Just off the primary suite is an interior laundry room with storage and hanging space, a laundry sink, and side exit door. A downstairs half bathroom is tucked away perfect for guests. Sitting center stage is the artfully designed Oak staircase with glass newel cap. Make your way upstairs to the guest quarters. The first guest bedroom is currently being used as a library and offers a large walk-in closet. The hall bathroom offers a shower/tub combo with cove lighting. Natural light floods through wood cased windows above the vanities. The 2nd guest room is quite spacious with a HUGE hall storage closet and a 2nd vanity area that can be closed off for privacy. This home is immaculate and turnkey with only 1 owner! Additional considerations upgraded at the time of construction: Underground electric service, Pella Metal Clad Wood Insulated Windows and Doors, Floor joists built 16” on center, all wall sheathing and flooring was nailed by hand, hurricane straps, extra insulation inside and out, custom lighting plan, antique brass hardware, solid doors, Cedar exterior soffits with canned lighting, Elastomeric Paint on the exterior, Repipe in 2017, New Water Heater 2017, Pine casings and baseboards, and so much more. On a quiet street in Winter Park a block from Dubsdread Golf Course. Minutes to Edgewater Dr. and Park Ave. shopping and dining. The area's best restaurants are just minutes away with convenient access to I-4 to get anywhere in Central Florida in minutes. Your next chapter awaits—schedule a private tour today!

A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.