Homes For Sale in Winter Park 32792 - 194 homes

Remarks: Enjoy Winter Park lifestyle in this great, first floor, 1 bedroom 1 bath condo. Built in 1973 with a well-planned 678 sq.ft. floor plan. Featuring Laminate flooring, this condo offers a functional and inviting home. The kitchen comes equipped with a range, refrigerator, dishwasher and microwave. The oversized bedroom comes with stackable washer an dryer and two closets. New bedroom window, new sliding glass door, new bathroom vanity. Updated wiring and electrical panel. Enjoy all your community amenities including a two pools, tennis courts, clubhouse and 24/7 fitness center. The HOA covers water, trash removal, Internet, common area pest control, grounds maintenance, and exterior maintenance while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo is close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and St. Rd. 50 for quick access across the area. This condo is just 20 minutes from UCF, 10 minutes from Full Sail, Rollins College, and the vibrant Park Avenue in Winter Park. Quick access to major highways (417 and I-4), everything you need is within reach. Welcome Home!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Susan Tamlin (407-808-3104)

Remarks: Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store. The interior features new appliances, making it move-in ready with modern convenience. A brand-new roof will be installed once the property is under contract, offering added value and peace of mind to the future owner. Whether you’re seeking a primary residence or an investment opportunity, this property delivers flexibility, comfort, and location. Enjoy nearby parks, shopping, dining, and easy access to major roads—convenience meets lifestyle in one of Central Florida’s most sought-after communities. Don’t miss this exceptional opportunity—schedule your private showing today.

Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)

Listing Agent: Bethanne Baer (407-228-1112)

Remarks: Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly

Listing is courtesy of: OUTLET REALTY (407-353-5518)

Listing Agent: Ivan Tobon (407-353-5518)

Remarks: Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout, and a completely remodeled kitchen with new appliances. The primary suite includes an en suite bath that has been remodeled, and three additional bedrooms provide ample space for family or home office needs. Enjoy the Florida room overlooking a fenced, private backyard, perfect for entertaining. Roof replaced in 2024. A/C replaced in 2016. Zoned for top-rated Winter Park High School and conveniently located near Park Ave, shopping, dining, Costco, and major roadways. Move-in ready with room to personalize. Don't miss this versatile and rare Winter Park find!

Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)

Listing Agent: John Hwangbo (516-708-6207)

Remarks: *** Seller will contribute $5k towards Buyer's closing costs with an acceptable offer.*** Welcome to the stunning 4 bedroom, 2.5 bath home known as 1418 Lone Feather Trail. This open concept home is nestled in the desirable, gated community of Landings at Hawks Crest. This well appointed two-story home boasts a lot of upgrades including; gourmet kitchen, upgraded cabinets, quartz countertops, stainless steel appliances, spacious rooms, and luxurious tile throughout the first floor with carpet upstairs, just to name a few! Wake up and enjoy a nice cup of tea relaxing under your covered lanai or unwind in the evening under the stars. Conveniently located near shopping, dining, and major roadways which provide quick and seamless connections to Downtown Winter Park, Oviedo, and Orlando! The community amenities include a substantial clubhouse featuring a pool, fitness area, playground and scenic walking trails.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)

Remarks: Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The brand-new kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including new vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods.

Listing is courtesy of: SUN PROPERTIES, INC. (407-645-5700)

Listing Agent: Andrew Musashe (407-645-5700)

Remarks: In the gates of one of Winter Park’s most desirable communities, this elegant single-story residence offers an exceptional opportunity to experience refined Florida living in the sought-after enclave of Hawk’s Crest. Spanning more than 1,700 square feet, the home blends timeless architecture with a thoughtfully designed layout that balances comfort, style and functionality. From the moment you enter, soaring ceilings and expansive windows fill the interior with natural light, creating an inviting and sophisticated atmosphere. Ceramic tile flooring extends throughout the home, offering a clean and cohesive design while providing durability for everyday living. The living and dining areas connect seamlessly, creating an ideal setting for intimate evenings and effortless entertaining. At the center of the home, the kitchen serves as a natural gathering space, thoughtfully designed with style and functionality in mind. It features premium appliances, crisp white cabinetry and a spacious island, all while overlooking the main living areas for a seamless connection throughout the home. Updated lighting throughout the residence adds a refined modern touch and enhances the warm ambiance of the home. The primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath designed for relaxation. Additional bedrooms provide flexibility for guests, family or a dedicated office space, each thoughtfully designed with comfort in mind. Outside, beautifully maintained grounds cared for by the HOA allow residents to enjoy the surrounding landscape without responsibility of maintenance. Life in Hawk’s Crest offers a lifestyle that extends far beyond the home itself. Residents enjoy access to resort-inspired amenities, including a swimming pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell. The community also hosts popular monthly food truck gatherings and offers everyday convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee just at the community entrance. Ideally just minutes from Park Avenue’s celebrated dining and shopping, top-rated schools and Winter Park’s cultural destinations, this residence presents an exceptional opportunity to enjoy one of Central Florida’s sought-after lifestyles.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Harif Hazera Llc (407-953-9098)

Remarks: Under contract-accepting backup offers. MAY I TEMPT YOU WITH A POOL? Summer’s delight is yours daily with your own pool! Discover a new dimension of living with this terrific classic ranch style home in desirable Winter Park. Great layout home with tons of potential, wonderful split plan with 4 beds/2 baths and almost 1800sf. Entry leads to living and dining combined space to left and straight ahead to large family room and kitchen. Off kitchen, a convenient breakfast nook area and more views of the pool. Generous primary right off breakfast nook with sliders to the pool and a spacious bath that has a walk in shower with bench and large walk-in closet. Additional 3 nice-sized bedrooms on other side of home, right off the roomy family room that also leads to pool. The 2nd large bath for these bedrooms has tub/shower and double sink vanity. Home has an oversized garage with laundry facilities. Then the POOL…a tranquil spot with huge, covered patio area, pass through from kitchen, overflowing fountain and spa available. The pool and patio areas are all screened in, so great for parties and another Florida style living area. Pocket doors throughout. Home is last on a dead-end street with brick wall on one side for lots of privacy. Large side yard would be great for planting your own garden or dog run. Community has natural gas available. HVAC (2025); Roof (2018); Water Heater-gas (2008). Great Winter Park location, close to shopping, dining, major highways and hospital. Don’t’ wait on this one, it’s a winner! And why pay more for a pool-less home when you can have more fun here!

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Teresa Jones (407-376-2130)

Remarks: Under contract-accepting backup offers. Welcome to this charming Seasons unit townhome offers a comfortable living experience in one of Winter Park’s most convenient locations. Thoughtfully updated and well cared for, the home combines practicality with beautiful touches. Inside, you’ll find laminate flooring throughout the main living areas, granite kitchen countertops, and a fresh, neutral interior palette. The functional floor plan is enhanced by excellent natural light. Providing flexibility for daily living and entertaining. Four Seasons residents enjoy access to multiple swimming pools, tennis courts, a fitness center, clubhouse, and beautifully maintained grounds that create a peaceful, park-like setting. With close proximity to Full Sail University, shopping centers, restaurants, and major highways, this property offers both convenience and long-term value an ideal option for a primary residence or a smart investment opportunity in.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Marilu Rodriguez (407-312-7710)

Remarks: Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.

Listing is courtesy of: PARK TOWN REAL ESTATE LLC (561-801-9199)

Listing Agent: David Auerbach (407-619-5250)

Remarks: Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.

Listing is courtesy of: PARK TOWN REAL ESTATE LLC (561-801-9199)

Listing Agent: David Auerbach (407-619-5250)

Remarks: Under contract-accepting backup offers. Beautifully renovated 3-bedroom, 2-bath home in sought-after Winter Park, just 15 minutes from Park Avenue and zoned for top-rated schools. Major updates include a 2024 HVAC and 2020 ROOF. From the moment you arrive, the fresh landscaping and large covered front porch invite you to slow down—ideal for relaxing or gatherings with friends. Inside, an open, light-filled layout unfolds with soaring vaulted ceilings, upgraded chandeliers, plantation shutters, and luxury vinyl plank flooring throughout. The fully upgraded kitchen—expertly crafted by Orange Build and Design—shines with quartz countertops, custom cabinetry, stainless steel appliances, ceramic tile flooring, and a stunning waterfall peninsula with fluted breakfast bar seating, creating a space that merges beauty and function. The primary suite offers a peaceful retreat with vaulted ceilings, abundant natural light, and a walk-in closet. Its en suite bath is thoughtfully updated with dual sinks, an elegant, tiled shower complete with a rain shower head, and a skylight that gently fills the space with natural light. Additional bedrooms provide flexibility for guests, a home office, or whatever your lifestyle calls for, complemented by a completely renovated guest bath with its own frosted skylight. A spacious, fully-fenced backyard provides the perfect place for soaking up the rays on warm, sunny days. Plus, enjoy a community with plenty of amenities, including pickleball and basketball courts, parks, a play area, and a scenic dock overlooking Lake Florence—perfect for those sun-kissed evenings. Move-in ready and ideally located—this one truly feels like home.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: George Reeter (407-419-1590)

Remarks: Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor features durable and stylish vinyl flooring for added comfort. The fully renovated bathrooms boast contemporary designs and quality craftsmanship, and a brand-new AC system ensures year-round efficiency and peace of mind. Natural light pours into every corner of the home, enhancing the open layout and highlighting the elegant upgrades. Ideally located just minutes from shopping, dining, and top-rated schools, this condo offers both luxury living and everyday convenience. Don’t miss the opportunity to own this move-in-ready gem in a prime location!

Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)

Listing Agent: Rosa Rodriguez (407-832-1185)

Remarks: Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll find stylish and low-maintenance vinyl flooring throughout, adding warmth and continuity to the private living quarters. The fully renovated bathrooms boast contemporary finishes and fixtures, delivering a fresh, spa-like feel. A brand-new AC system ensures year-round comfort and energy efficiency. With its modern upgrades, functional layout, and move-in-ready condition, this condo is a perfect choice for buyers seeking both style and convenience.

Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)

Listing Agent: Rosa Rodriguez (407-832-1185)

Remarks: SELLER MOTIVATED! Get ready to fall in love with this stunning Winter Park home! Tucked away in a peaceful cul-de-sac, this fully renovated 3-bedroom, 2-bath beauty blends modern style with everyday comfort. Step into the family room and instantly feel the openness of the bright, airy layout. The open floor plan creates a seamless flow from the living area to the brand-new kitchen, making the entire space feel spacious and inviting. Luxury vinyl flooring runs throughout the home, while quartz countertops sit elegantly atop all-new cabinetry. The grand center island pairs perfectly with the custom-built dry bar, complete with open shelving and extra cabinet storage, an entertainer’s dream! All brand-new stainless steel appliances are included. Just off the kitchen sits the light-filled Florida room, wrapped in oversized windows and sliding glass doors that flood the home with natural sunshine year-round. Both bathrooms have been tastefully updated with new tile, flooring, gold finishes, and beautiful new vanities. With a 2022 roof, two-car garage, fresh interior and exterior paint, and thoughtful upgrades throughout, this home delivers the peace of mind and elevated living you’ve been looking for. Don’t miss out, your Winter Park retreat is waiting! Schedule your showing today!

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Linda Jokbengboon (336-404-8871)

Remarks: Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity. The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space that feels both private and expansive. Inside, the home has been thoughtfully updated while still leaving room for your own design vision. The layout offers comfortable living spaces with plenty of natural light and flexibility for everyday living or entertaining. Convenience is a major highlight. Located near top-rated schools, including Lakemont Elementary School, Maitland Middle School, Winter Park High School, and just minutes from local favorites like Park Avenue, Rollins College, and the Cady Way Trail. Nearby access to the SunRail adds another layer of accessibility. This location delivers a strong mix of lifestyle and connectivity, with dining, shopping, parks, and daily essentials all close by. Offered with clear motivation due to relocation, this is a rare chance to secure a well-located pool home with long-term upside in one of Central Florida’s most established communities.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: David Plasencia, Llc (407-579-9369)

Remarks: Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two well-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike. The spacious living room and dining room are filled with natural light, creating a warm and inviting atmosphere perfect for gatherings, relaxing evenings, or hosting family and friends. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and a full set of included appliances. With its stylish finishes and practical layout, this space is perfect for preparing meals while staying connected to the rest of the home. Several valuable updates have been made to the property, adding both appeal and peace of mind for future owners. The home features a NEW roof, brand-NEW appliances, NEW AC and NEW electrical panel , all enhancing the overall quality and efficiency of the property while reducing potential maintenance concerns. Ideally located near a main road, this home offers easy access to shopping, dining, and daily conveniences while still maintaining a peaceful residential feel. The property is also situated close to well-regarded schools, making it an excellent option for families or anyone looking to enjoy the benefits of living in one of Winter Park’s most sought-after communities. This is a fantastic opportunity to own an updated home in a prime location. Schedule your private showing today and discover everything this Winter Park property has to provide.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Angelica Diaz Bajo (407-223-5969)

Remarks: Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room includes extra storage. Freshly painted interior, lanai, and fence. Community pool included. Conveniently located near top-rated schools, shopping, dining, and major roads. Move-in ready-schedule your showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-891-1220)

Listing Agent: Stephanie Sanchez (407-405-1462)

Remarks: Prime location meets exceptional value in the highly sought-after Winter Park area! This first-floor condo offers unbeatable convenience and strong investment potential in one of Central Florida’s most desirable communities. Ideally positioned just steps from the community pool and on-site laundry facilities, it provides easy, everyday access to key amenities. Whether you’re a first-time homebuyer ready to enter the market or an investor looking for a property with solid rental appeal in a high-demand location, this condo delivers both lifestyle and long-term opportunity. Don’t miss your chance to secure a well-located property at an attractive price point.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Leticia Morales (407-515-0318)

Remarks: Under contract-accepting backup offers. Welcome home to this immaculately maintained 3-bedroom, 3-bathroom brick home in Winter Park, ideally located in one of Central Florida’s most sought-after areas and offering the freedom of no HOA. Thoughtfully cared for and upgraded, this home blends timeless construction with modern comfort and exceptional functionality, making it perfect for everyday living and entertaining. The heart of the home is the stunning kitchen, featuring quartz countertops, an oversized farmhouse sink, stainless steel appliances, stylish cabinetry, and updated lighting, creating a bright and inviting space for cooking and gathering. Wood-look flooring flows through the main living areas, leading to a warm and welcoming living room highlighted by a charming painted brick fireplace. The spacious layout offers comfortable bedrooms and well-appointed bathrooms, providing flexibility for families, guests, or work-from-home needs. A large laundry room with a utility tub sink adds everyday convenience and functionality. Step outside to your private backyard retreat with a screened patio and sparkling pool, ideal for enjoying Florida living year-round. A storage shed in the backyard provides convenient space for tools, lawn equipment, and outdoor gear. The oversized two-car garage is a rare and valuable feature and includes a full bathroom with shower, making it perfect for a workshop, hobby area, home gym, or pool access. The garage refrigerator, workbench, and shelving convey, creating a move-in-ready space for projects and storage. Additional peace of mind comes with a roof replaced in 2021, adding long-term value and helping reduce insurance concerns. Located close to parks, shopping, dining, and everything Winter Park is known for, this home offers the perfect blend of style, flexibility, and lifestyle. This is a rare opportunity to own an immaculately maintained brick 3/3 home in Winter Park with no HOA, modern updates, and features that truly set it apart.

Listing is courtesy of: PHOENIX REALTY ADVISORS LLC (407-692-5939)

Listing Agent: Joseph Giardino (407-692-5939)