Between $400,000 - $500,000 Winter Park FL Real Estate, Homes, Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

This beautifully remodeled home is move-in ready and packed with upgrades. Step inside to discover brand new flooring throughout, giving the home a fresh and modern feel. The kitchen has been completely updated with new countertops, cabinets and stainless steel appliances, making it a chef's dream. Fresh paint inside and out brings a bright and inviting atmosphere to every room. Both bathrooms have also been remodeled, featuring modern fixtures and stylish finishes. Additionally, you'll have peace of mind knowing the roof was put on in 2022 and most major mechanical elements have been updated. Located in the heart of Winter Park, this home is just minutes from top-rated schools, parks, shopping, and dining. Enjoy the convenience of being near major roadways, while still being tucked away in a peaceful neighborhood. Don't miss this opportunity to own a stunning, remodeled home in beautiful Winter Park!

5210 Poinsetta Avenue, Winter Park

$400,000

3 Beds ⋅ 1 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Charming Remodeled Winter Park Home! Welcome to 2720 Ambergate Road, a super cute and recently remodeled 3-bedroom, 1-bathroom home located in the heart of Winter Park! This gem features all-new flooring, a beautifully updated kitchen, and lush, manicured landscaping. Situated on a large lot, the fully fenced backyard offers the perfect space for family fun or your furry friend's outdoor adventures. You'll love the new windows installed throughout, providing both energy efficiency and natural light, while the mini-split AC units work alongside the Central HVAC to keep you extra cool during those hot Florida summers. No HOA means more flexibility, and the location is unbeatable! Just minutes from the iconic Park Avenue, you'll have easy access to top-rated schools, Publix, Starbucks, YMCA, and Winter Park Hospital. Don't miss this opportunity to own a piece of one of Central Florida's most desirable neighborhoods! Schedule your tour today!

2720 Ambergate Road, Winter Park

$405,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates 2nd Add SubDv. ⋅ 32792 Zip Code

Explore your ideal Florida Forever Home! Prepare to be captivated by this beautifully renovated one-story, three-bedroom, two-bath single-family home, situated in the tranquil and well-established HOWELL ESTATES community. Tucked away in a cul-de-sac, this home features a split floor plan, and freshly painted interiors and exteriors. Every aspect has been thoughtfully updated to ensure it's ready for the new owners to move in. Elegant and durable vinyl flooring throughout the home provides a fresh, modern look. Brand new kitchen cabinets paired with stunning quartz countertops create a perfect space for culinary adventures. Both bathrooms have been completely remodeled with contemporary fixtures and finishes. Brand-new stainless-steel appliances add both style and efficiency to the kitchen. Stylish new light fixtures and recessed lighting throughout the home enhance its bright and airy feel. Enjoy peace of mind with recently updated plumbing throughout the home. The living area flows seamlessly into a screened-in patio, perfect for outdoor relaxation without the hassle of bugs. Enjoy the convenience of a 2-car garage, complete with washer and dryer hookups, providing ample storage and laundry space. Reduce your carbon footprint and utility bills with energy-efficient solar panels. Updated windows and sliding doors provide enhanced energy efficiency and curb appeal. The roof was replaced in 2018, offering long-lasting protection for years to come. Seize the chance to make this beautifully updated home yours. It's VACANT and READY FOR IMMEDIATE MOVE-IN. WELCOME HOME.

1035 Lundy Court, Winter Park

$420,000

4 Beds ⋅ 2.5 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Discover the charm and convenience of this beautiful one-story home in the heart of Winter Park. It offers 4 bedrooms with 2.5 baths, and 1,477 square feet of living space. This stunningly renovated property offers brand new features throughout and a convenient location. Winter Park's proximity to local shops, breweries, restaurants and an excellent school system make it a desirable area where many families look to settle. The home itself blends classic charm with modern luxury, offering a fresh and stylish living experience. Don’t miss the opportunity to own this move-in-ready home where every detail has been carefully considered. Schedule your private tour today!

1847 Azalea Avenue, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Nestled in the heart of Winter Park's charming Wrenwood neighborhood, this renovated gem is ready for its new owner! Featuring 3 bedrooms, 2 bathrooms across 1560 square feet, this home is a fantastic buy and has been completely renovated with over $85,000 in upgrades. Step inside to discover a sun-kissed interior boasting a fully renovated space adorned with chic tile plank flooring, upgraded kitchen cabinetry, and a primary bathroom designed for relaxation. The kitchen stands out with its sleek new finishes, including large island, subway tile backsplash and plenty of storage. The kitchen and inviting layout provides an atmosphere for those who love to cook and entertain. Outside, a spacious, fully fenced yard offers pets a playful haven and residents a serene escape. Located just 10 minutes to Park ave and all the best restaurants and shopping, this property is a dream come true for first-time buyers, investors, or anyone seeking a cozy and convenient abode in desirable Winter Park. Four point updates include: Roof 2021, HVAC 2015, Plumbing 2016 and new Electrical Panel in 2014.

5419 Ardmore Drive, Winter Park

$485,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to this exquisitely renovated home perfectly located in the heart of Winter Park! The new owners will enjoy peace of mind with a new kitchen that boasts granite countertops, exclusive backsplash, stainless steel appliances, spacious pantry, new AC, new luxury waterproof flooring throughout the home, large rooms, lots of natural light, wood burning fire place and more. This expansive home offers a truly exceptional living experience! Enjoy your comfortable backyard with plenty of space for entertaining! Centrally located near Winter Park Village, Park Ave Shopping District, Farmers Market, Whole Foods and more. Don’t miss this opportunity! Schedule your showing appointment today!

1209 Park Green Place, Winter Park

$489,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. *Fianl offers by 2:00pm 9/8** Charming 4-bedroom, 2-bathroom pool home, fully renovated to blend modern elegance with comfort. The open-concept living area features abundant natural light, leading to a gourmet kitchen with upgraded appliances, countertops, and ceramic tile throughout. Relax in the spacious primary suite with an en-suite bath, while three additional bedrooms for family or guests. One guest bed room can convert into an office because of a custom built Murphy bed. Step outside to your private backyard oasis, complete with a sparkling pool and a patio for outdoor entertaining. Located in the heart of Winter Park, you’ll enjoy easy access to top-rated schools, shopping, and dining. Don’t miss this opportunity to own a beautifully updated home in a sought-after neighborhood!

5425 Ferrol Drive, Winter Park

$485,000

3 Beds ⋅ 2.5 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated single-family home in Winter Park, FL. This charming property offers three bedrooms, each thoughtfully designed for comfort and style. Additionally, there is a versatile flex space that can easily function as a fourth bedroom, home office, or playroom. The primary bedroom is conveniently located on the main floor, providing ease of access. The home boasts two full bathrooms and a convenient half bath, ensuring ample facilities for family and guests. Throughout the property, you will find tasteful updates and attention to detail, along with plenty of storage space. Situated on a generously sized corner lot, this home is zoned for the highly-rated Lake Howell High School and is centrally located to enjoy all that Winter Park has to offer.

1663 Meadowgold Court, Winter Park

$439,900

3 Beds ⋅ 1.5 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Location! Location! Location! Here is your perfect chance to buy a ready move-in home in Winter Park! As well as being in Winter Park, this home backs up to a city easement which further backs up to the wooded area of the private Interlachen Country Club Golf course. NO REAR NEIGHBORS and NO HOA! This beautiful 3 bedroom, 1.5 bath approximately 1350 sq ft home sitting on a generous 0.2-acre lot with mature landscaping, is just the retreat you've been looking for! Winter Park offers serene parks, picturesque walking trails, and lush greenery at your doorstep. You'll feel a world away while still being just moments away from all the amenities and attractions the area offers. Downtown Park Ave is just minutes away, as well as access to the highways. Whether you're enjoying a stroll through the neighborhood or unwinding in your private backyard oasis, you'll love coming home to this peaceful paradise.

633 Balfour Drive, Winter Park

$489,000

2 Beds ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

ATTENTION INVESTORS!! THIS IS THE MOST FANTASTIC OPORTUNITY TO BUY A DIAMOND LOCATION DUPLEX TWO FLOORS WITH 1 BED 1 BATH EACH ONE IN THE HEART OF WINTER PARK JUST FEW MINUTES FROM PARK AVENUE, ROLLING COLLEGE AND TONE OF RESTAURANTS!! THE DUPLEX HAS TWO APARMENTS. ONE IS ON TOP OF THE OTHER. EACH ONE APARMENT HAS DINING ROOM, KITCHEN, 1 BEDROOM AND 1 BATH. THE DISTRIBUTION IS SO COMFORTABLE. YOU WILL FEEL LIKE YOUR HOME. THE FRONT YARD HAS ONE CAR SPACE FOR EACH ONE UNIT. THE BACK YARD IS HUGE!! PERFECT FOR INVESTORS WHO WANTS TO REBUILD AND OR DOING AN ADDITION. INCREDIBLE INCOME POTENTIAL. NO HOA. THE HIGHLIGHT HERE IS THE LOCATION AND THE POTENTIAL INCOME!! ALL WANTS TO LIVE IN THIS DISERABLE AND CONVINIENT AREA!! YOU CAN WALK AND ENJOY WITH A LOT PLACES FOR GATHERING!! BEAUTIFUL AREA FOR RENT LIVING!!! GOOD DEALS FOR THOSE WHO WANTS TO BUY IN GOOD PRICE AND GET A HIGH INCOME!! CALL NOW!! IT WILL FLY!!

441 Clay Street, Winter Park

$484,990

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

Back on the market and the owner says Beautiful large 3/2-bedroom home. Recently renovated and ready for you to move right in! New Roof 2022, Large Island kitchen with Stainless Steel Appliances. Granite Counters and Shaker style, Soft Close Cabinets, New LVF throughout! New Paint, Newly Upgraded Bathrooms, New Hot Water Tank 2023, Large family room and game room as a bonus! Plenty of extra space for storage, large enclosed patio, Great for Entertaining! Lots more extras!

3431 Australian Circle, Winter Park

$400,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome home! This meticulously maintained townhome that DOES NOT SHARE WALLS!! This property offers the perfect blend of comfort and style. Step inside to find beautiful tile flooring throughout the main floor, entrance, and screened porch, complemented by plush carpeting on the staircase, loft, and upstairs bedroom. The kitchen is a chef's delight, featuring sleek quartz countertops, while the bathrooms boast durable Corian surfaces. With 10 ceiling fans thoughtfully placed throughout the house, including the garage and screened porch, you'll stay cool year-round. The home also features a new AC and roof, both just 3 years old, ensuring peace of mind for years to come. Safety is a priority with 2 hardwired smoke detectors and access panels to both showers. The upstairs bedroom is a private retreat, offering 2 spacious closets. Enjoy great savings with bulk Spectrum cable and internet included in the HOA fees. Additional features include an extra refrigerator in the garage, a water softener, and curtains for the screened porch. The outdoor spaces are just as impressive, with pavers in the front and back yards and a middle walkway between houses. The privacy-fenced backyard, adorned with a jasmine vine, offers a serene escape. Security is top-notch with a comprehensive system including window and door sensors and 4 security cameras, monitored by Orlando Security Center. The home was re-piped in 2023 and boasts Hardee board siding with Tex Cote paint, ensuring durability and curb appeal. With no rear neighbors and 3 gates (one at the front and two in the back), this home provides the perfect blend of privacy and convenience. The decorative front iron security door adds a touch of elegance to this already stunning property. Don't miss out on this exceptional home—schedule your showing today!

1236 Park Green Place, Winter Park

$429,900

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

Welcome to this adorable condo cottage that has been completely renovated and is move-in ready! As you approach the property, a fenced courtyard greets you, showcasing new landscaping and a state-of-the-art irrigation system. Step inside to the living room where you’ll find soaring ceilings and amazing natural light. The space creates an inviting atmosphere for relaxation and entertainment. Your new gourmet kitchen is a showstopper, featuring a sleek and modern design. You'll love cooking with stylish Forno appliances, including an induction oven. The kitchen also boasts striking quartz countertops, shaker cabinets with brushed brass hardware, and a new sink with a matching brushed brass faucet. A beautiful tile backsplash adds a touch of elegance, while pendant lights cast a warm glow over the breakfast bar. Adjacent to the kitchen is a versatile flex space, perfect for a home office. French doors open to a serene patio, offering a quiet spot to unwind. A spa-like bathroom features a farmhouse door, an LED lighted medicine cabinet, and a frameless glass-enclosed shower. Stunning new tile floors add a touch of glamour and sophistication. Throughout the home, you'll find charming shiplap ceilings, wood beam accents, luxury vinyl floors, and new light fixtures. Freshly painted both inside and out, the home also boasts a brand-new metal roof, ensuring durability and style. Located in the heart of Winter Park, this home provides easy access to Orange Avenue, Park Avenue, Winter Park Village, Mead Gardens, and Rollins College. Whether you're catching a movie at Winter Park Village or exploring new cuisines at the many restaurants on Park Avenue, the options are endless! Don't miss out on this exceptional opportunity to own a beautifully renovated home in a prime location!

1312 S Pennsylvania Avenue Unit 1, Winter Park

$417,000

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Gem Opportunity! Consumers choice! Own this charming 2 bedroom 1 bathroom property OR BUILD your dream home with this SPACIOUS LOT over a Quarter of an acre tucked in the serene Non HOA community just a stroll away to LAKE KILLARNEY. This property has close proximity to top-rated schools, vibrant dining, shopping, and cultural experiences. With its ideal location and abundant potential, 2420 Euston Rd is the perfect canvas for your next project. Don’t miss out on this rare chance to create something truly special in Winter Park. Lake Killarney is one of Winter Park's hidden gems, offering a peaceful retreat from the hustle and bustle of city life. Covering approximately 234 acres, this spring-fed lake is known for its clear waters and serene environment, making it a favorite spot for both residents and visitors. Whether you're into kayaking, paddleboarding, or simply enjoying a quiet afternoon by the water, Lake Killarney provides a variety of outdoor activities that cater to nature lovers and water enthusiasts alike. Lots in Winter Park are extremely hard to come by, but behold the opportunity you have been waiting for! A charming primary, profitable Rental Home, or start from scratch and BUILD. Come check out this Rare Opportunity before it's gone!

2420 Euston Road, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

***SELLER IS WILLING TO ASSIST BUYER WITH CLOSING COSTS OR INTEREST RATE BUY-DOWN!*** Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and a 2-car carport (2021). All of the big expenses have been completed (NEW ROOF 2024), (NEW AC 2024), and (NEW DISHWASHER AND RANGE 2024)! The grand entryway draws you into a layout that was built for entertaining. The home boasts a highly practical floor plan with wall-to-wall French doors showcasing views of the backyard oasis where you will experience undisturbed privacy. The gourmet kitchen is updated with premium finishes and fixtures including custom cabinets, granite counter-tops, dry bar, island, and stainless steel appliances. The kitchen features beautiful exposed beams and vaulted ceilings, making it feel very open and elegant. The formal dining room and living room are just off the kitchen and feature a wood burning fireplace and views of the lovely landscaped backyard. No need to worry about carpet in this home, as high-end travertine and wood-look tile have been installed throughout. The beautiful windows in each of the spacious rooms provide plenty of natural light. Every detail was meticulously selected and quality crafted in the primary bedroom. As you open your new modern barn door entrance (2021), the primary bathroom presents a walk-in shower, spacious vanity and walk-in closet. Attention to detail was not spared in this home. The screened in patio (2017) and completely fenced-in backyard features a great entertaining area with ample room for many guests. As the sun sets, enjoy walks around the neighborhood and take in the great views of Lake Killarney. Ideally located in one of the most convenient locations in Winter Park, it’s just a short commute to world-class beaches, Downtown Orlando, and less than 30 minutes to all of the theme parks and the Orlando Int’l Airport. The area has exclusive shopping and dining. It's also an easy bike ride to Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and much more. Bring your boats and other toys because there is plenty of room on this ¼ acre lot with no HOA fees. View the virtual walk-through tour and call to schedule your showing today. This is it!

2530 Franklin Avenue, Winter Park

$439,000

3 Beds ⋅ 2.5 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code

Come check out this immaculate 3 bed 2.5 bath home in the heart of Winter Park. The primary bedroom features a balcony looking over the recently updated pool. The home features new vinyl plank flooring through out the home. With an open floor plan, the home is perfect for cooking home cooked meals and entertaining guest. Backyard is fenced in to ensure privacy when enjoying the pool on hot summer days. Property is conveniently located to shopping and entertainment centers.

2189 Sussex Road, Winter Park

$429,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood SubDv. ⋅ 32792 Zip Code

The home was extensively re-modeled in 2020. Located in the desirable Wrenwood Heights area of Winter Park. Just a couple of miles from the 417 Toll Rd. 10 minute drive to Park Ave which is wonderful street to walk with many restaurants and shops to choose from. Also Rollins College is right there at the end of Park Ave. The following was new in 2020. Roof, New Electrical Panel, Hot Water Heater, All new flooring, baseboards, bathrooms, New Kitchen cabinets, Quartz counters, New Samsung kitchen appliances. Painted inside and outside. NO HOA .

5329 Poinsetta Avenue, Winter Park

$440,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code

This charming 3-bedroom, 2-bath home features a thoughtful split layout, placing the master suite on one side and two additional bedrooms on the other. Inside, you'll appreciate the stylish vinyl flooring and a spacious living area illuminated by natural light from the enclosed sunroom. The kitchen showcases dark granite countertops, a sleek stone backsplash, and ample cabinet storage. The master suite is a private retreat, complete with a full bath and a secluded patio. Step outside to an exceptional outdoor space ideal for entertaining, featuring a large pool, covered patio, built-in grill, and plenty of room to relax and unwind.

7347 Fieldcrest Avenue, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Charming Mid-Century Modern Home with Modern Updates in Orlando, FL. Step into a blend of classic design and modern convenience with this mid-century modern home refreshed with brand-new exterior paint and rear door as of August 2024. Situated on a generously sized lot just shy of a quarter acre, this property offers direct access to the famous Cady Way Trail, perfect for those who love outdoor activities and nature. Inside, the home features original terrazzo floors in most areas, which retain the mid-century charm, while the eat-in kitchen and rear family room boast durable tile flooring. The location is perfect, near Full Sail University, and has local shopping and dining options, providing a blend of convenience and lifestyle. With a new roof installed in 2019, a new HVAC in 2014, New duct work in 2023 along with anew washer & dryer, this home is ready for new owners to enjoy. As you step inside, you will enjoy the living room with its large windows that allow natural light to fill the space, creating an inviting atmosphere ideal for relaxation and entertaining. With ample room for large furniture, this area is a central gathering point for family and friends. The dining room is equally impressive, providing a picturesque backyard view. It offers direct access to the kitchen, which has wood cabinets and a stainless steel refrigerator and is ready for you to add your flair. The kitchen sink, strategically placed to offer a delightful view of the backyard, adds a touch of joy to everyday chores. Adjacent is the family room featuring sliding doors that open to the open patio, seamlessly blending indoor and outdoor living spaces. This home boasts three spacious bedrooms with plush carpeting and three full bathrooms. The primary suite with a retro-tiled private bath enhances the home's vintage appeal. The other two bedrooms share a well-appointed second full bath, ensuring comfort and convenience for all family members and guests. Storage will never be an issue in this home, as multiple thoughtfully integrated storage areas are throughout. The two-car garage provides ample space for vehicles and storage, with convenient access to the separate laundry room and the rear patio. The backyard is a true oasis. It is partially fenced for privacy and equipped with gate access to the Cady Way Trail, making it a paradise for outdoor enthusiasts. There is also a Cady Way Pool available for an additional fee. The updated electrical panel adds to the home's reliability, ensuring peace of mind for the new owners. This mid-century modern gem is ready for new owners to appreciate its unique charm and is available for a quick closing.

2845 Kings Deer Road, Winter Park

$429,900

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Seller may consider buyer concessions if made in an offer. Introducing a charming new listing that is sure to capture your heart and not let go! This delightful 3-bedroom, 2-bathroom home offers an inviting ambiance filled with warmth and light. Imagine stepping into a spacious living room that flows seamlessly into a stunning kitchen adorned with granite countertops and a design that makes every square inch count. The perfectly designed split floor plan ensures that everyone has their own private retreat. The primary bedroom, a serene haven, invites peaceful slumbers away from the hustle and bustle of daily life. Additionally, the screened-in back porch provides an idyllic setting for morning coffees or tranquil evening reads, all while overlooking a beautifully backyard that houses a pristine pool begging for summer fun. Updated landscaping amplifies the home's curb appeal, making it a neighborhood standout. Strategically positioned, this gem is just a hop, skip, and a jump away from local amenities. A brief jaunt will take you to the bustling corridors of N Semoran Blvd, or you can pop into ALDI for your grocery needs. For those who love the outdoors, Phelps Park promises lush greenery and playgrounds just a few minutes away. From barbecues in the spacious backyard to refreshingly cool dips in the pool, this home is a fantastic setup for both lively social gatherings and substantial rental potential. Imagine all the possibilities that come with owning such a versatile and enchantingly welcoming home. Don’t just take my word for it – come see how your life fits perfectly into this Winter Park wonder.

5405 Justine Way, Winter Park

$484,900

3 Beds ⋅ 2.5 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Welcome to 1935 Canny Cove, this stunning two-story townhome is located in the exclusive Grayson Square community in coveted Winter Park. This beautiful home features a charming Craftsman style exterior, with three bedrooms, two full bathrooms, a powder room, and a single-car garage, offering an ideal blend of luxury and convenience. The entire home has been freshly painted, giving it a brand new like feel. As you step inside, you'll be captivated by the spacious, open-concept first floor, perfect for entertaining. The gathering room seamlessly flows into the café and kitchen, creating a welcoming atmosphere for family and friends. The kitchen boasts a subway tile ceramic backsplash, quartz countertops, a pantry for ample storage, and an island for additional space. Upstairs, you'll find a private oasis in the Owner's Suite, featuring a spacious walk-in closet and an en suite bathroom with a double sink quartz-topped vanity, a linen closet, and a walk-in shower with a frameless glass door. Two additional bedrooms, a secondary bathroom, and a conveniently located laundry room complete the second floor, ensuring privacy and space for everyone. The stairs and upper level also feature upgraded luxury vinyl flooring. This home is equipped with modern conveniences, including window blinds, a washer, dryer, and refrigerator. Professionally curated selections include upgraded cabinets and hardware, customized built-ins, luxury vinyl flooring throughout the first-floor living areas and ceramic tile flooring in bathrooms. Grayson Square is an intimate, gated luxury townhome community located just minutes from downtown Winter Park. This low-maintenance neighborhood features gated access, private homesites with 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. The location is unbeatable, offering easy access to all your daily conveniences such as Starbucks and Publix, plus proximity to quality Seminole County Schools. When it's time to change pace, you'll love being near the famous shopping and dining of Park Avenue. Don't miss the opportunity to make this exceptional townhome your new home!

1935 Canny Cove, Winter Park

$449,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code

Step into this lovely 4-bedroom, 2-bathroom Winter Park, FL home, which has undergone a remodel in 2024, ensuring a fresh and modern living experience. The property boasts a 2022 roof, 2024 water heater, 2024 HVAC, 2024 plumbing, and 2024 electrical systems, providing peace of mind and comfort for years to come. As you explore the interior, you'll discover a stylish and functional kitchen featuring LG stainless steel appliances, 40-inch white shaker cabinets, and a striking marble mosaic backsplash. The elegant quartz countertops with an under-mount 36-inch sink and matte black hardware throughout enhance the modern appeal of the space. The home spans 1,836 square feet, offering a spacious layout for relaxation and entertainment. High-end finishes include wide plank white oak luxury vinyl flooring and LED recessed lighting, adding a touch of sophistication and warmth. All-new light fixtures complement the home’s contemporary design. The 8,427 square feet lot provides ample outdoor space, including a private backyard with a new white vinyl fence, ensuring privacy and an inviting atmosphere. Additional features include a 6-light Craftsman-style door, all-new single-hung energy star windows, and private access to a versatile flex room. The thoughtful design and meticulous attention to detail throughout the remodel exude a modern and sophisticated ambiance, perfect for those seeking a stylish and comfortable living environment. Located in a sought-after area of Winter Park, this residence offers not only a beautiful living space but also a desirable and convenient location. An added benefit is that there is no HOA, offering flexibility and freedom for homeowners. Don't miss the opportunity to make this impeccably remodeled home your own and enjoy the best of modern living in this vibrant community.

1842 Puritan Avenue, Winter Park

$499,900

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Great location at its best!!! NO HOA!!! Winter Park Estates is a quiet family based community conveniently located only a few minutes away from Downtown Winter Park, 408, Downtown Orlando, Full Sail University and much more. This beautifully remodeled pool home sits on .26 acre and has a lot to offer. 3 beds and 2 baths, a beautiful kitchen that looks out to the sparkling swimming pool, spacious dinning and living rooms and a spectacular backyard perfect for entertaining. There is laminate flooring and LED lighting all throughout the home, AC unit was replaced in 2022, garage door 2022, washer & dryer 2022 and pool resurface/pump 2023. Home is zoned for Lakemont Elementary, Maitland Middle and Winter Park High School. Schedule your showing and come see it for yourself !!!

904 Carvell Drive, Winter Park

$469,900

3 Beds ⋅ 2.5 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Discover Winter Park, the premier destination in Central Florida, and explore the newly gated community of Hawk's Crest. This luxury townhome, with a contemporary feel, features modern exterior and interior finishes. Step inside to find a high-ceiling entrance and a tray ceiling in the generously sized primary suite. As the largest townhome floor plan in the community, it offers versatile spaces such as a Flex Room on the first floor and a Loft on the second floor—ideal for an office or playroom. The open-concept kitchen, dining, and living areas flow seamlessly, perfect for entertaining and everyday living. Enjoy convenient access to the community pool, playground, and BBQ area. Located right at the entrance of Hawk's Crest are highly acclaimed Foxtail Coffee and Park Maitland Preschool. You’re just 5 minutes from Trinity Prep, a top private middle and high school in Florida, as well as Costco, Super Walmart, and Maitland City Centre. The K-12 Walden Community School, Winter Park Village, Target, Rollins College, and Full Sail University are all within a 10-minute drive, and Downtown Orlando is just 15 minutes away.

2476 Firstlight Way, Winter Park

$475,000

2 Beds ⋅ 1 Baths ⋅ 3212071-3212071 SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, Florida at 1501 Michigan Avenue, this charming home offers a perfect blend of comfort and convenience. This lovely home offers comfortable living space, featuring 2 bedrooms and 1 bathroom. The kitchen and bathroom were tastefully remodeled in 2023, complemented by new tile floors that were installed throughout the house in the same year. The interior walls received a fresh coat of paint in 2023, enhancing the home's modern appeal. Key updates include a new AC unit in 2020, a roof replacement in 2021, and updated electrical wiring with the main electrical panel replaced in 2019, ensuring peace of mind for the new owners. The property also features a cozy loft, stainless steel appliances, a large fenced backyard, a paver driveway, an attic for additional storage, and a carport for one vehicle. Situated in a quiet neighborhood without an HOA, this residence offers easy access to major conveniences. Just a 3-minute drive to I-4, a 6-minute drive to Advent Health and College Park, and in close proximity to large plazas, SunRail, Winter Park Village, and Park Avenue, residents will enjoy a lifestyle of comfort and accessibility. Don't miss the opportunity to make this meticulously maintained home your own in the sought-after Winter Park area.

1501 Michigan Avenue, Winter Park

$415,000

4 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ Welcome to Howell Branch Woods and your new home sweet home in sought-after WINTER PARK with flexible living and dining spaces, 4-bedrooms, 2-baths, a SPLIT FLOOR PLAN, large EAT-IN KITCHEN a NEWER A/C (2019) and NO HOA! In the perfect location to walk to Eastbrook Elementary the new owner will also enjoy a large .22 ACRE LOT with a fully fenced backyard and 15x30 open patio - plus the proximity to SR 436 and 426 for easy access to every convenience cannot be beat! Your foyer has site lines straight through to lovely French doors that access the backyard and take note of the LUXURY VINYL PLANK floors that have been installed in many areas of the home. Crown molding adds to the overall feel of the light and bright flowing floor plan especially in the formal living space; a great landing place for friends and family alike or flexible to use as a home office or playroom! If you need one, there is a formal dining room as well, another versatile space currently being used as a fourth bedroom. The generous family room is a must see featuring a VAULTED CEILING and natural light that pours through the French doors. Not to be outdone your PRIMARY SUITE boasts chic CUSTOM WALL ACCENTS, a WALK-IN CLOSET and private en-suite bath. The remaining bedrooms share a second full bath, also updated! Zoned for highly desired SEMINOLE COUNTY SCHOOLS, this established community is just minutes from shopping, dining, Downtown Winter Park, the Orlando Science Center, Orlando Museum of Art, Leu Gardens, parks, lakes and so much more! Call today to schedule a tour!

3065 Nicholson Drive, Winter Park

$479,000

3 Beds ⋅ 1.5 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Charming home with prime location! This home has 1,560 square feet and is beautifully landscaped creating the perfect private haven! Discover the ideal blend of convenience and comfort in this 3-bedroom, 1.5-bathroom home located in Winter Park! Situated just moments away from Winter Park Village, Park Avenue, restaurants, gyms, recreational attractions, parks, the train station/SunRail, and so much more! If you are looking for vibrant living with access to wonderful events, shopping, biking, and walking, this area caters to your active lifestyle! You also have easy access to I-4, hospitals, medical facilities, and to downtown Orlando. The roof and air conditioner were updated in 2018 and 2019. The kitchen has space for wonderful gatherings! There is a bonus room that could be used as a fourth bedroom, family room, art studio, or office. **The unique Jack and Jill style bathroom includes private separate sinks and toilets with an adjoining shower/bathtub so that you can close the doors for two separate areas. The one bathroom directly services the master bedroom and the half bath serves as the main guest bathroom while having a door with access to the shower/bath also.** There are beautiful brick pavers and a stunning back patio space that includes an outdoor shower. There are two backyard storage sheds. The landscaping includes large oak trees and lush plants. Don’t miss out on this exceptional opportunity to own a piece of Winter Park living!

1055 Cherokee Avenue, Winter Park

$479,900

4 Beds ⋅ 2.5 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code

Full modern renovation in 2024, on this 4-bedroom 2.5 bath home in a beautiful established Winter Park neighborhood. Fully remodeled kitchen with brand-new high end stainless-steel, connected appliances. Custom solid wood cabinets and granite counter tops are used throughout. To complement the cabinets, a GE Café counter depth refrigerator with both hot and cold water dispenser was selected. KitchenAid Slide-in range with built in warming drawer and glass Ceran top. Bosch state of the art dishwasher. The Kitchen also has a breakfast counter that opens into area for dining and family room. Adjacent to the kitchen is a walk-in pantry and a huge laundry/craft room. Bonus features: Bonus 1: 19 x 18 entertainment /family room with adjacent Wet Bar and Mini Kitchen. Brand new appliances including wine cooler, microwave, dishwasher, sink and refrigerator topped with beautiful granite counter tops and solid wood cabinets!

2128 Linden Road, Winter Park

$429,900

3 Beds ⋅ 1.5 Baths ⋅ Tanglewood Sec 2 SubDv. ⋅ 32792 Zip Code

Check out this stunning Winter Park home with 3-bedrooms, 1.5-baths, fully fenced on over a quarter acre! Located in the highly sought Tanglewood community with NO HOA. The bones are strong with this one. Insurance is only $1,546.00 each YEAR!!! Upgrades include 2020 full repipe, 2020 new electric panel, 2020 all new windows, and 2017 new HVAC system! The entire home features newer Samsung appliances, updated lighting fixtures, and a bonus shower in the utility room that connects to a flex room with its own private entrance. Flex room can be converted into a studio for income potential or a space for hobbies. Additionally, there are two backyard sheds, perfect for storage of all your toys and equipment. This home offers easy access to major highways, making any commute a breeze. No further than a 3 minute drive to downtown Winter Park, top-rated restaurants, shopping centers (Publix, Walmart etc.), Rollins College, and the SunRail. The local YMCA is just steps away and home is across the street from Interlachen Country Club.

5031 Lake Howell Road, Winter Park

$491,000

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome to Winter park! This 2/2 has a large den that could easily be a spacious 3rd bedroom as it has it's own closet. This is a charming, 1950's home with a very large master bedroom and a large en suit master bath, jacuzzi style tub and walk in shower. There is a great flow thru in the main living area with a fireplace and built in bookshelves . The remodeled kitchen has newer appliances and contemporary details. The Den /bonus room walks out to a large deck, perfect for entertaining and a great yard for pets or a pool! This location is so convenient as it is right in between Winter Park and the College Park Neighborhood. Museums, parks, shopping and restaurants are right in your neighborhood. Extremely convenient to all major highways. Less than a block away from I-4 entrance and exit. Take a look, make an offer!

1638 Berkshire Avenue, Winter Park

$444,900

3 Beds ⋅ 2.5 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code

NO HOA. Assumable VA Loan at 2.25% for owners remaining balance. You do not need to be a veteran to qualify. This charming, move-in-ready pool home in Winter Park is fully upgraded and ready for its next owner. Featuring hurricane-rated windows, the property has been meticulously maintained and updated. Key upgrades include a new roof in 2021, a new AC unit in 2023, a renovated pool deck in 2021, new pool screens in 2022, and a pool heater installed in 2023. The appliances were updated in 2023, and the water heater was replaced in 2019. The home was also freshly repainted in 2024, and all 2.5 bathrooms have been modernized. The home is located on over a quarter acre with a fenced in yard.

1190 Village Forest Place, Winter Park

$464,900

4 Beds ⋅ 3 Baths ⋅ Ridge High Sub SubDv. ⋅ 32792 Zip Code

BACK ON MARKET .Buyer did not make escrow. PRICED BELOW APPRAISED VALUE! Welcome home to this spacious 4 Bedroom 3 Bath home in the heart of Winter Park, FL! Situated in the desirable RIDGE HIGH subdivision, this charming 1959-built residence, and has character at every turn with endless possibilities for comfortable living. Boasting a sprawling floor plan, this home has room for everyone with a living room, dining room and UPDATED eat in KITCHEN WITH BRAND NEW CABINETS, COUNTERTOPS and BACKSPLASH. There is also a large family room with a BUILT IN BAR perfect for family gatherings and casual entertaining. The 2nd floor is home to a large Primary suite to ensure privacy. There is also a BONUS/FLEX room on the first level that has its own FULL BATH with a private entrance and could be easily used as a 5th bedroom, office or converted to a MOTHER IN LAW SUITE. The highlight of this property is the expansive backyard, offering ample space for outdoor activities including a covered lanai leading to a beautiful POOL with a SPA and FIRE PIT area. Other updates include NEW ROOF, HVAC 2022, UPDATED ELECTRIC. Its prime location is zoned for top-rated Seminole County Schools, including Tuskawilla Middle School and Lake Howell High School, and it offers convenient access to Highway 436, providing a plethora of shopping and dining options to simplify your daily routine. This home exudes warmth and character with its lush landscaping and inviting atmosphere, presenting a great opportunity for those looking to add their personal touch. Don't miss the chance to make this amazing home your own and enjoy the best of Florida living in your new Winter Park retreat. For piece of mind, seller will offer a HOME WARRANTY and $5,000 CREDIT towards flooring

2144 Ridge Drive, Winter Park

$424,900

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

LAKEFRONT COMPLEX IN THE HEART OF WINTER PARK! This wonderful community is perfectly located on Lake Virgina less than a mile from Park Avenue in Winter Park. Situated on the Fern Canal and seen from the 246 square foot screened in porch with new sliding glass doors. Two bedrooms and updated baths, December 2023-New hardwood floors in the dining room and kitchen, New carpet in the living room and both bedrooms, Interior repainted, linen and a coat closets and an interior laundry with a stackable washer and dryer. The kitchen has Granite Counters, Nice stone backsplash, New Refrigerator, Double oven, Microwave and a large double stainless steele sink. For the dog lovers there is a gated pet area on the canal side of the building. Big bonus is a one bedroom guest suite that can be reserved and rented by the night. Amenities include Lake Access to Lake Virgina, Community Pool, Dock, (Boat Slips available via waiting list HOA Approval) Fitness Center, Ground floor covered parking 1 assigned space, recently updated Recreation room with kitchen, outdoor gas grill, a fire pit, steam and sauna rooms and a storage rack for kayak, canoes or surf board PLUS included is the Water, Trash,City Sewer, inside monthly Pest Control and Spectrum Internet. Just down the street is Dinky Dock which is a public boat ramp on Lake Virginia and access to the entire Chain of Lakes.Walking distance to outstanding restaurants, shoppes, Museums, Central Park, the Sunrail Station and Rollins College.

690 Osceola Avenue Unit 209, Winter Park

$419,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 11 SubDv. ⋅ 32792 Zip Code

**This property qualifies for a closing cost credit up to $3,100 through the Seller’s preferred lender.**Location, location, location! Don’t miss out on the opportunity to see this charming 4-bedroom, 2-bathroom home located in this highly sought after Winter Park community. Through the front door you’re brought into the galley kitchen with granite countertops and floor to ceiling cabinetry with plenty of room for storage. This space leads into the formal dining room that circles around to the family room at the heart of the home. Make your way to the back of the home to the instant cabin feel with shiplap ceilings and windows wrapping the entire room for an additional family room off the sliding glass doors. Down the hallway you’ll find the 4 bedrooms with the primary bedroom tucked up at the back. Step outside to the crystal-clear pool in the fully fenced backyard for the ultimate weekend relaxation spot. Solar panels enhance this home that are paid off to enjoy lower monthly bills in these Florida summers! The property is currently rented out with a tenant in place through 11/30/24. With no HOA, this prime location home offers top-rated Seminole County schools nearby and is located near Downtown Orlando and Downtown Winter Park, as well as popular Central Florida theme parks, Winter Park hospital, public golf courses, and near Winter Park's Park Avenue boutique shopping, museums, Rollins College, Full Sail University, YMCA, and University of Central Florida, and so many other modern-day conveniences. Schedule your private showing today!

3463 Arnel Drive, Winter Park

$473,900

3 Beds ⋅ 3 Baths ⋅ Trinity Bay SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. PRICE REDUCTION of over $15,000! Where can you find an almost 2000 sq ft, home in WINTER PARK with a PRIVATE LAKE and BOAT RAMP, that also has a huge backyard that backs onto a tranquil CONSERVATION AREA, a community pool, playground, and a newer roof for $473,900? Trinity Bay's, 5520 S Lake Burkett LN. This highly desirable community rarely has homes for sale and this incredible two-story 3-bedroom, 2.5-bath residence with dramatic VAULTED CEILINGS in the Foyer and Great Room (with a wood-burning fireplace) gives you the BEST value in the community. The Kitchen is set up for the entertainer with ENDLESS COUNTERSPACE, stainless steel appliances, and a Dining area with big BAY WINDOWS. The lower level also includes a Flex-Office space, and a Family Room, all of which overlook or have access to your backyard with your COVERED LANAI, FIRE PIT, PATIO, and the CONSERVATION AREA. The dramatic staircase takes you to the second story with your SPACIOUS OWNER'S SUITE with vaulted ceilings, a soaking tub/shower, a massive vanity with two sinks, tons of cabinets, wrap-around mirrors, a W/C, and a spacious walk-in closet. Two more bedrooms and your remodeled main bath with a walk-in shower are just off the 2nd-floor landing. Other amenities of Trinity Bay are the PRIVATE boat ramp to LAKE BURKETT, a .75-acre PRIVATE spring-fed, SKIABLE LAKE with a CERTIFIED SKI COURSE that connects to Lake Marthat. Bring your boat because there is plenty of space to store it at home! This highly desirable community also offers a residence-only POOL and PLAYGROUND. Trinity Bay is zoned for HIGHLY RATED Seminole County schools. It is also next to Trinity Prep, a private 6-12 grade school that Newsweek ranks as the #1 STEM program in Orlando. This intimate community is close to shopping, healthcare, and local and national restaurants to suit all tastes. Going anywhere in Orlando is easy with the 417 & 436 just minutes from your new home. Don't miss your chance to make this house your new home.

5520 S Lake Burkett Lane, Winter Park

$440,000

3 Beds ⋅ 2.5 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Welcome to this stunning 3-bed, 2 ½ bath home nestled in a prime location with top-rated schools. The floor plan is thoughtfully designed for entertaining, featuring an open-concept living area that seamlessly flows from the family room and living room, to the expansive kitchen and dining spaces. The enclosed Florida room is a flexible space for indoor activities and a gathering spot after outdoor fun. The upstairs hosts the bedrooms and 2 full bathrooms, creating a separate retreat designed for comfort. Outside, the professionally landscaped yard is an oasis, complemented by a large, sparkling pool and new vinyl fencing, perfect for relaxation and gatherings. The oversized garage provides space for all of your toys, and includes plenty of storage space. Some furnishings may be included in the sale with an appropriate offer. Close to shopping, dining and entertainment, this home blends comfort and style, providing an ideal setting for both everyday living and special occasions.

1921 Houndslake Drive, Winter Park

$489,900

4 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 4th Add SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Remarkable 4 bedroom/2 bathroom home in Winter Park! Formal living & dining areas, separate family room, 3 way split bedroom plan, The PERFECT location convenient to shopping, dining, main roads. WELCOME HOME!

7414 Betty Street, Winter Park

$489,995

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

YOUR WINTER PARK GEM! LOCATION! LUXURY! STORAGE! Spacious 3 – bedroom, 2 - full bathroom, move-in ready Winter Park home, situated on a beautiful lot backing up to Interlachen Country Club (no rear neighbors) in the highly coveted Winter Park Estates! Your stunning property boasts beautiful tile floors, extensive granite countertops and solid wood cabinetry throughout! Your home is comprised of a formal living room, dining room, remodeled family room (with bookshelves and oversized windows), remodeled kitchen (generous pantry space and stainless-steel appliances), split floor plan with two bedrooms and remodeled 2nd full bathroom to the left of the front door and to the right, the primary suite with a walk-in closet, mirrored full wall closets, built-in entertainment shelving and luxury, spa-like bathroom! Enter to find the centered jacuzzi tub situated below the skylight and surrounded by an oversized step-down (three individual temperature-controlled nozzles) shower, ceiling heat lamps, and spacious L-shaped counter! Walk out of the bathroom’s private exterior glass door and into your backyard sanctuary; perfect for entertaining family and friends with your extensive patio, charming cedar-frame gazebo, and mature landscaping! Your shed and garage (formally used as a gym with added lighting and ceiling speakers) provide ample storage for all vehicle and outdoor needs. Winter Park Estates’ general areas and grounds are meticulously kept up by the optional HOA! Your new home is right around the corner from numerous restaurants, banks, and Publix, and is minutes away from Park Avenue and all that the heart of Winter Park has to offer! Your living area is approximately 1932 sq ft.; come experience how much larger the home feels in person; pictures do not do Your Home justice! Don’t miss your opportunity to own this incredible home; schedule a showing today and make your dream of Winter Park living a reality!

1005 Carvell Drive, Winter Park

$419,000

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

Welcome to this charming home in the highly desirable Garden Lake Estates community! Featuring 3 bedrooms and 2 bathrooms, this residence offers a flexible living room and family room combo, perfect for both daily living and entertaining. You'll love the Recent Updates = ROOF (2021), A/C (2019), WINDOWS + SLIDING DOOR (2022), H/W HEATER (2021). The oversized backyard is a standout feature, equipped with an efficient irrigation system and ample space for outdoor activities. Situated close to excellent schools, shopping, and entertainment, this home combines comfort and convenience without the hassle of HOA fees. Don’t miss this opportunity to own a beautifully maintained home in a prime location.

1914 Aster Drive, Winter Park

$403,000

4 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Welcome to your slice of paradise in Winter Park! This gorgeous residence with a BRAND NEW ROOF boasts 3 bedrooms with a flex room converted into a 4th bedroom, 2 bathrooms, and is nestled on a spacious lot, offering ample space and comfort for the whole family. As you step inside, you'll be greeted by a welcoming foyer, setting the stage for the charm and elegance that awaits within. The formal living and dining area provide the perfect setting for intimate dinners or entertaining esteemed clients and special guests, exuding sophistication and refinement. Sunshine pours into every corner of this home, illuminating the interior through 4 sliders that lead to the expansive fenced backyard. Here, you'll discover your own private oasis, where you can bask in the Florida sun, play on the lush green grass, or unwind on the covered screened patio, enjoying the serene outdoor ambiance. The heart of the home is the spacious family room, offering an inviting space for relaxation and gathering. Adjacent to the family room is the well-appointed kitchen, featuring stainless steel appliances and ample counter space, perfect for preparing delicious meals and entertaining with ease. Located in a top-rated school district and conveniently close to shopping, dining, and area attractions, this home offers the ideal combination of comfort, convenience, and luxury living. Don't miss your chance to make this Winter Park gem your own – schedule a showing today and experience the epitome of Florida living!

1908 Heathwood Drive, Winter Park

$419,900

4 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Located in the established, well-maintained subdivision of Georgetown Estates in beautiful Winter Park, this 4 bedroom, 2 bathroom split plan home is ready for you to move in and make it your very own! Walking into the home you are welcomed into a spacious foyer, and beyond that is an open concept living room and dining room layout. Around the corner from the foyer and adjacent to the dining room is a massive kitchen with more than enough room for an island and a table or breakfast bar. The kitchen pantry and ample cabinetry make it easy to tuck away groceries & kitchen essentials and the countertops provide plenty of prep-space for the home chef. Off of the kitchen is a large interior utility room, plenty big enough for a washer and dryer, extra storage or as a flexible work-space. An access door off of the utility room leads out to the one-car garage, making it very convenient when unloading groceries. Making your way back through the kitchen, you’ll find an accommodating primary bedroom with a walk-in closet and its own en suite. Across the home are 3 additional bedrooms, roomy enough for guests, kiddos or as a home office or hobby room. A secondary hall bath is convenient to all and features double-sinks and a shower/tub combo, making it easy for everyone to get up and out on busy mornings. An enclosed sun room provides additional living space and allows you to comfortably continue your Florida living, while the backyard is a blank slate with enough room for an expanded patio, a pool, a playset or to toss the ball around with Fido. This home boasts a brand new roof (April 2024), giving peace of mind to any buyer. Convenient to major roadways, dining & shopping and within 20 minutes of UCF’s main campus, this home’s location is absolutely perfect! Neighborhood schools include Lakemont Elementary, Maitland Middle and A-rated Winter Park High. Don’t miss out on the opportunity to have your very own piece of Winter Park! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=C8zMTZczhwB&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

565 Heritage Boulevard, Winter Park

$495,000

2 Beds ⋅ 2.5 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Welcome to lakefront living at its best! This lovely direct lakefront condominium is nestled on the shores of Lake Killarney with breathtaking views from almost every room. This unit was the original model featuring 2 bedrooms, 2.5 baths, Cathedral ceilings throughout, crown molding and a spacious screened in balcony overlooking the lake. The balcony is the perfect spot to enjoy your morning coffee or a cocktail in the evening while watching all that nature has to offer. The floor plan has a nice open feel with a generous great room for living/dining and showcases a lovely wood burning fireplace. The kitchen is so spacious featuring granite countertops, stainless steel appliances, wood cabinets, breakfast nook and two openings so you can enjoy the view while cooking. The generous primary bedroom has incredible lake views, two closets, a door to the balcony and a spacious bathroom with a large updated shower and dual sinks. There is also a full attic with easy access where you can store all your holiday décor. The secondary bedroom is an en suite featuring a spacious vanity and tub. Enjoy the convenience of an indoor laundry closet with room for a full-size washer and dryer, and a beautiful powder bath is located just off the living room. Many recent updates include; all new luxury vinyl flooring, all new hardware, designer lighting and mirrors, entire interior painted, ceiling fans and new dishwasher. HVAC (2018) and Water Heater (2019). Killarney Bay is tucked away off the beaten path; however, it is one of the most walkable locations in the area being only one block from the newly updated Winter Park Village with all its wonderful shops and restaurants, and many more restaurants and shopping along N. Orlando Ave, including Publix and Trader Joe’s. Do not miss this opportunity to live in this beautiful waterfront community featuring a community dock and pool along the lake. There are only a handful of lakefront units and they do not come up very often.

620 Killarney Bay Court Unit 2, Winter Park

$434,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This 3 bedroom, 2 bath, pool home has been lovingly maintained and is move-in ready! From the moment you drive up, you will be impressed by the curb appeal and the oversized driveway. This open floorplan provides tons of space for you to host family gatherings. The kitchen has been nicely renovated with granite countertops and a stainless steel appliances. The stainless steel stove is brand new and has never been used! The kitchen and dining floors are a beautiful wood plank ceramic tile. Once you step into the large living room, your eyes will be drawn to the stunning wood beam across the ceiling and the engineered hardwood floors. The generously sized primary bedroom has doors that open to the back yard. Attached to the primary bedroom is your private bathroom with dual sinks, and a large travertine shower with 3 shower heads! There are also 2 walk-in closets! On the opposite side of the home you will find 2 more oversized bedrooms and a full bathroom with a jacuzzi tub. As an added surprise, there is a bonus room off the living room that adds another 200 sq. ft. (approx.) to the home! Use this space as a home office, play room, family room, bedroom, etc. - the options are limitless! Step out back to your beautiful backyard with your own personal solar heated lap pool. There is a custom built hardy board shed on the side of the house and there is also a car/RV parking pad with full hookup! The irrigation system is hooked up to a well pump. Roof is 2017. This home sits just minutes from Park Avenue, Rollins College, UCF, and tons of restaurants and shops. The only thing missing from this home is YOU. Schedule your private showing today!

1929 Houndslake Drive, Winter Park

$427,900

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code

New Price!! NEW ROOF, NEW INSULATION, NEW SPRINKLER PUMP, NEW AC WIRING, NEW SOD IN THE REAR, NEW BREAKER PANEL INSTALLED, backyard cleared, porch set up to for get togethers/Super Bowl parties etc. Here we have a 3 bedroom 2 bath single family home located in a (B) rated school district. This turnkey home is ready for its next owners. Perfect first home or upgrade to a new area with good schools. Centrally located with access to major highways. This home has been tastefully decorated and cared for. Entering the home you see the living room followed by the kitchen and a second living area. Home has a state of the art nest thermostat allowing you to control the temperature from your phone. You then encounter 2 guest bedrooms big enough for full size beds. Entering the dining room you can look through the plantation shutters for a nice view of the back yard porch area of the home. The master bedroom fits a king size bed and features a spacious walk-in closet. The master bathroom is updated with sink and glass shower enclosure. Out back you have a screened in porch all wired for tv and entertaining. Past the porch you have a sizable back yard for gardening and or entertaining. Bring your offers!!

7543 Dockside Street, Winter Park

$459,900

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

PRICE IMPROVEMENT! Sellers are serious about selling! Welcome to this FULLY RENOVATED home from top to bottom, inside and out, where ABSOLUTELY EVERYTHING HAS BEEN DONE for you! LOCATION, LOCATION, LOCATION! This is your opportunity to own a MOVE-IN READY home with a Winter Park address in the highly desirable community of Eastbrook nestled on a spacious lot just under a ¼ acre. Situated in the heart of Winter Park, this solid block home boasts a STUNNING 4 bedroom, 2 bath open-concept floor plan, plus 2 car garage. Upon entering the front door or side door entry through the garage, it opens to a gorgeous kitchen and dinette area that overlooks a living room, dining room plus a sizable family/bonus/playroom. Besides the primary bedroom, the home also features three additional bedrooms and a guest bathroom having a tub/shower combo. The square footage is misleading in that the home looks and feels huge, especially with all the lighting from the new double pane windows throughout the entire home. These sellers had design in mind and chose a favorable color palette with so many upgrades and updates throughout. Renovations include NEW ROOF PLUS RAIN GUTTERS (10/2023), DOUBLE PANE WINDOWS (9/2023), A FULL HOUSE RE-WIRE INSIDE THE WALLS AND UPGRADED ELECTRICAL PANELS (01/2024), FULL KITCHEN REMODEL (01/2024) includes STAINLESS STEEL appliances, GRANITE countertops, new faucet, new CABINETS WITH HARDWARE, undermount sink, and 7” COOKING ISLAND WITH COOKTOP, and a SUBWAY TILE BACKSPLASH. More upgrades include INTERIOR PAINT AND KNOCK DOWN TEXTURE, plus EXTERIOR PAINT and STUCCO (2024), HVAC (2015), FULL RE-PIPE (10/2023), HOT WATER HEATER (2016), LUXURY VINYL PLANKING with popular wood-design pattern throughout the entire home (2024), NEW DRIVEWAY (02/2024), FOUNDATION (09/2023) BATHROOMS HAVE NEW VANITIES. TOILETS, FIXTURES, LIGHTING, AND gorgeous UPGRADED TILE DESIGNS. NEW CEILING FANS throughout the home and added landscaping. There is a VOLUNTARY HOA for $30.00/year. Eastbrook is an established neighborhood zoned for highly-rated local Winter Park schools and your very next place to call HOME. It is conveniently located near Downtown Orlando, Oviedo, and Downtown Winter Park, as well as popular Central Florida theme parks, Winter Park hospital, public golf courses, and a close proximity to Winter Park's Park Avenue boutique shopping, museums, Rollins College, Full Sail University, YMCA, and University of Central Florida, and so many other modern-day conveniences. You can also visit popular Florida beach destinations with just a short drive. What are you waiting for, come check out this home today!

3670 Hedgewood Drive, Winter Park

$499,900

4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. New lower price at under appraised value. Welcome to this stunning 4 bedroom 2 bath home with no HOA fees, offering a perfect blend of comfort, style, investment potential. Step inside to discover upgraded bathrooms and a kitchen that will inspire your inner chef. With spacious living areas and bedrooms, there's ample room for relaxation and entertaining. Outside, a great backyard awaits, providing plenty of space to unwind and the opportunity to build your dream pool oasis. Plus, enjoy the convenience of being close to Winter Park downtown, boasting great restaurants and shopping destinations. whether you're looking for your forever home or a lucrative investment opportunity, this beautiful home ticks all the boxes. Don't miss out on the chance to make it yours!

920 Carvell Drive, Winter Park

$439,003

2 Beds ⋅ 1 Baths ⋅ Sylvan Heights SubDv. ⋅ 32789 Zip Code

Fantastic opportunity for investors or those with a keen eye for design, situated in the sought-after and well-established area of Winter Park, located in the desirable Sylvan Heights neighborhood, offers a generous 5993 square feet lot ready for your creative vision. The existing structure is slated for demolition, with electrical utilities already connected. The true value lies in the land itself. Benefiting from an R-1A zoning designation, this property opens doors to a range of possibilities. Its prime location places it within the top-rated school district, near esteemed institutions like Rollins College, and just minutes from the charming downtown Winter Park area. Don't miss out on this promising investment opportunity!

1830 Anzle Avenue, Winter Park

$420,000

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

What’s better than being steps away from Park Avenue and all of the shopping, dining, and charm that downtown Winter Park has to offer? Being able to retreat to your first floor corner unit condo, complete with a designated covered parking spot, Safestep accessible bathtub, natural light in every room, and private patio to enjoy your morning coffee. Andalucia, on the corner of Interlachen and Swoope, is a .2 mile walk from Winter Park Country Club and a .4 mile walk from Central Park! This small community offers residents an unparalleled living experience in the heart of historic Winter Park, while providing a secluded, quiet atmosphere. Enjoy the mature landscaping right outside your backdoor as well as a peaceful courtyard for residents. Updates to this unit include fresh paint (2024), newer flooring, appliances, and kitchen cabinetry (2019), and new light fixtures (2024). Come take a look at your new home today!

535 N Interlachen Avenue Unit 101, Winter Park

$425,000

32792 Zip Code

Property currently being used as a restaurant. Property at 3377 Forsyth Rd is also for sale - can be sold together to make nearly a full acre on busy Forsyth Rd. Property next door also for sale. 3377 Forsyth Rd (MLS # O6173998) priced at $725,000 - combination of both properties is just under 1 acre with 233 ft on Forsyth Rd.

3327 Forsyth Road, Winter Park

$450,000

Capens Add SubDv. ⋅ 32789 Zip Code

This is a Perfect high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park. A perfect homesite for your future custom home. Bring your builders to take a look. What a Winter Park sweet spot. Lots in this area are hard to come by. Ride your bike to Park Avenue or just stroll over to the Winter Park Village. Your search is over, this is it. There is a NEW HOME community right across the street with Million Dollar homes. Value all around this area. Nestled in the heart of trendy Winter Park there are only a few lots left to build your "One of a kind masterpiece" in Old "32789" Winter Park. Zones for A+ Winter Park Schools, this prestigious lot is rare and are hard to come by. Huge area of re-ubanization of real estate there is so much character in this area. Zoned R-1A this lot is approximately 96x49'. Location has quick access to I-4, shopping all around with every convenience and Park Avenue, dining at Hannibal Square, Park Avenue in addition to the 17-92 corridor, grocery and many specialty shops close by. The Winter Park Community Center and Park is close by. Rollins and Advent Health are close to this area too. Soon there will not be any land left! Don't let it get away...

786 W Canton Avenue, Winter Park

Browse All Winter Park FL Between $400K - $500K Properties for Sale

Between $400K - $500K Winter Park Real Estate