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Located in Orange County, Florida, and just outside of the bustling city of Orlando, lies the town of Winter Park, where residents enjoy the beautiful scenery, fun recreation, and family-friendly community. Enjoy the peace of this suburban city, with its serene lakes and botanical gardens bringing a slow-paced atmosphere to the neighborhood. Founded as a resort community, Winter Park contains many recreational facilities, from a beach, boat launch, numerous museums, and golf courses, there is an endless array of things to do in Winter Park.
Bounded by numerous lakes, Winter Park residents enjoy boating, fishing and kayaking in vast stretches of blue water. With nature trails winding around the shores of Lake Virginia and Lake Maitland, outdoor enthusiasts enjoy biking, hiking, and observing nature along these beautiful paths. Additionally, residents will find many beautiful parks and gardens to enjoy, with Ward Park and the Mead Botanical Gardens hosting sports facilities, walking trails, and lovely scenery. Along with a vast array of recreation, Winter Park residents love the conveniences and amenities provided by the downtown district, from shopping malls, restaurants, and local cafes, you will find great shopping and dining options in the area.
There is a variety of homes in Winter Park that range anywhere from humble beach cottages to elegant lakefront mansions. This suburban residential community consists of single-family homes, large estates, and condominiums. Depending on the property’s size, location, and age, the prices range anywhere from affordable starter homes to high-end extravagant residences. There really is a home for everyone here in Winter Park, Florida.
If you would like more information regarding homes for sale in Winter Park, Florida, please allow us to assist you and contact us today.
Welcome to an amazing investment opportunity situated in the heart of the Parklando community. This property has the potential to offer significant returns in a highly de...
This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the momen...
Step into luxury at this Winter Park estate, where every detail speaks of sophistication. From the sleek electric car charger to the serene sun/tanning ledge in the resur...
COMPLETELY RENOVATED - POOL REDONE - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers th...
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 S...
EXCLUSIVE OPPORTUNITY! OVER HALF AN ACRE in one of Seminole County’s Premier communities, Garden Lake Estates. This CAPTIVATING residence is located less than a mile from...
***Investor Special***CASH ONLY***Come check out this 3-bedroom, 2-bath Pool home with an additional 1-bedroom, 1-bath detached in-law suite. Roof is in poor condition, ...
Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a larg...
Inviting Home on DOUBLE CORNER LOT! Step inside this delightful 3 bedroom/2bathroom residence nestled in the HEART of WINTER PARK! With over 1,600+ sq ft, this home allow...
Pre-Construction. To be built. Located in the heart of Winter Park this exquisite modern residence is being built by Vimaro Homes and features almost 5,000 square feet of...
Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From ...
Under Construction. Step into the realm of unparalleled luxury with this contemporary masterpiece, a fusion of architectural brilliance and refined elegance constructed b...
Under Construction. Welcome to your dream home in the coveted city of Winter Park, constructed by Davila Homes scheduled for completion in early 2025. The luxurious 5-be...
Welcome home to this five bedroom three full bath three-way way split plan Winter Park pool home an oversized lot with no rear neighbors. The oversized driveway and yard ...
Introducing a one-of-a-kind Victorian-style gem nestled in the heart of highly sought-after Winter Park, FL. This charming residence exudes character and warmth, offering...
Welcome to the desirable Winter Park Pines! This charming ranch-style home, situated close to walking and biking trails, parks, a community swimming pool, and Winter Pine...
Located in the highly sought-after and desirable Winter Park Pines neighborhood with its beautiful tree-lined streets where the mailman still hand delivers the mail. It i...
Welcome home! This beautiful property sits in the heart of Winter Park off Lakemont. You won't find a better location or schools at this price. The property has been imma...
Welcome to your dream home nestled alongside the picturesque Dubsdread Golf Course! Enjoy the breathtaking vistas right from your own backyard. This enchanting home has b...
One or more photo(s) has been virtually staged. WATCH THE VIDEO TOUR! You have to see the refreshing beauty of this home filled with LIGHT and LUXURY! This oasis of calm ...
Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for ...
This Cozy 3 Bedroom 2 Bath Winter Park Charmer awaits you!!! This home has been fully updated and meticulously maintained! The list of upgrades and improvements include N...
Welcome to 221 West Lake Sue Drive! This exceptional Spanish/Mediterranean home boasts 4 bedrooms and 2 baths, offering a seamless blend of sophistication and comfort. Th...
Welcome to your ideal home in the Winter Park School District! This 5-bedroom, 2-bathroom sanctuary offers modern elegance and functionality. From the removal of outdated...
Welcome to Elegant Living in Winter Park! Discover the epitome of comfort and style at 2612 Lafayette Avenue, a stunning residence meticulously designed for those who ...
Nestled on a tree lined street, this meticulously reimagined home by Maverick Design beckons you with its remarkable features, offering 1900 sq. ft. of pure luxury. Upon ...
Newly updated home perfect for all-year round entertaining. The home has been tastefully updated throughout. 3 bedroom 2 bath ranch style split floor plan home with bonus...
Welcome to a spacious two-story retreat in the highly sought-after Trinity Bay Community at Winter Park – a rare gem that prioritizes comfort and durability. This generou...
Gorgeous 6 bedroom 5/1 bathrooms, pool home located in the heart of Winter Park. Totally renovated with 2 Master Suits, 2 Laundry Rooms one on each floor, extensive Custo...
One or more photo(s) has been virtually staged. Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditiona...
This bright spacious home features 3 bedrooms, 2 bath with a bonus room off the kitchen area that could be used as an office or potential 4th bedroom. This perfectly plan...
Exquisite Villa Style Masterpiece. Step into the realm of unparalleled luxury with this magnificent home nestled in the heart of Winter Park, Florida. With 6 bedrooms and...
Value of this property is in the land. Great opportunity to own property in Winter Park, 32792, for under $600,000! Here's your chance to build your dream home on an over...
Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Wi...
Experience the epitome of suburban living in this immaculate, newly painted and renovated 3-bedroom, 2.5-bathroom single-family home nestled within the sought-after Winte...
JUST LIKE NEW! Welcome to this quaint Winter Park home FULLY RENOVATED with a FENCED yard! Renovations include NEW ROOF (2018), double pane windows, interior and exterior...
Opportunity awaits, Desirable Winter Park location, 3 bedrooms 2 baths and no HOA. Home is in need of remodeling, so bring your creative vision. Solid 1961 construction w...
Home is where the heart is, and everywhere you look in this 4/2 you will see the loving touches! As you enter through the first thing you notice is all the WELCOMING WOOD...
Looking for the perfect Florida living home? Here is your opportunity to own a piece of paradise! Situated right on Little Lake Fairview; a private skiable lake, with its...
Introducing this exquisite, brand new custom home nestled in the vibrant heart of Winter Park, walkable and steps away from the meticulously rejuvenated Winter Park Villa...
Welcome to your luxurious retreat in the heart of Lake Florence Preserve, an exclusive gated community! This stunning 6 bedroom, 5+ bath, Winter Park pool home offers the...
Welcome to your beautiful mid-century modern home located in the Tuscany Place neighborhood of the Winter Park This two-story home sits on a large lot with plenty of pot...
Discover the perfect blend of comfort and convenience in this charming 3 bed, 2 bath home nestled on a coveted corner lot. As you walk up to the home you will see a cover...
REDUCED! Corner Lot POOL house in Garden Lake Estate community in Winter Park! 3 bedroom 2 bath home with huge fenced yard and nice pool. Formal dining and family room. L...
One or more photo(s) has been virtually staged. Welcome to your dream home in the exclusive gated community of Bear Gully Pointe, nestled in the picturesque Winter Park, ...
LOCATION LOCATION LOCATION. Well maintained three bedroom, two bath POOL home located in Winter Park, Fl. The home features a very spacious floor plan that includes a spl...
New construction. Breathtaking modern home ready to move in! This residence consists of 4,500 square feet of living space, surrounded by an abundance of natural light. Th...
Stunning traditional family home is ideally on a tree-lined street in Old Winter Park. Overwhelming attention to detail with custom trim woodworking and architectural det...
Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residenc...
Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom f...
Nestled on a prime corner lot along Canterbury Road, this charming residence is situated in the sought-after Orwin Manors district of Winter Park, FL. Spanning over 1,072...
Fully remodeled. Single story home with 2 bedrooms, 1 bathroom a window encapsulated sunroom overlooking the mature landscaping and brick lined streets. A generous floor...
Location, Location, Location, with a huge side of charm! Drive down the brick streets, pass the charming lakes and ponds, and arrive at this sturdy Winter Park abode. Fro...
RARE FIND – Walking Distance to Park Avenue – Charming 2/2 + 1/1 Guest Apartment near Rollins College! This beautiful 1940’s bungalow has been updated and offers an open ...
***WONDERFUL WINTER PARK*** This Renovated 4 Bedroom 2 Bath home is in the Highly Sought After Brookshire Heights Subdivision. Situated less than one block from Brookshir...
Introducing your dream home in Winter Park under appraised value!!! Brand new construction that combines modern luxury with unparalleled convenience. Nestled in a prime l...
Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot with...
Welcome to an incomparable Mediterranean custom home retreat, nestled in Exclusive WINTER PARK. This remarkable Home, is just under 4,000 square feet of Living Space. It ...
Introducing the charming gem of Winter Park, a beautifully renovated home that's just a half block away from the illustrious Dubsdread Golf Course. This adorable residenc...
This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and ...
Beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,500 square feet of living space. The f...
Property had a major sewer drain/septic tank mech failure. Leak at the domestic water line supply. upon completion of repair the tech reported that there is sewage under ...
Amazing contemporary home in the heart of Winter Park. This home was fully remodeled in 2023 and in 2018 was added the second floor...New LED lights all around... This re...
One or more photo(s) has been virtually staged. Welcome to this stunning property with a natural color palette that creates a soothing ambiance throughout. The kitchen bo...
Great opportunity to own in the desirable Winter Park area. Property is idea for an investment flip/rental or primary residence renovation to make it your own.
Excellent opportunity for renovation or constructing your own dream home in Olde Winter Park. This 3 bedroom/2 bath home features terracotta tile floors, 2 wood-burning f...
The epitome of modern luxury, this Silver Aurora Award Winning for best modern home under 4000 sq ft, is located in the heart of Winter Park. As you pull into the drivewa...
WINTER PARK INVESTMENT HOME boasting 10+ years of consistent rental income with zero gaps in tenancy record. LOCATION LOCATION LOCATION! Nestled in the highly sought-afte...
Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Aven...
Step in to this charming and very well maintained 2 bedrooms / 2 bathrooms home with NO HOA located in the desirable Tanglewood community of Winter Park . Enjoy spacious ...
Welcome HOME! Welcome to your new Winter Park entertainer’s dream home.This extraordinary single story home welcomes you with a warm ambiance and notable features that se...
A contemporary masterpiece in Winter Park, where art and design come together. Fully remodeled in 2022, this stunning single-story residence features sleek and modern int...
Unique opportunity to own this wonderful home in Winter Park. This beautiful 2 story 3 bed 3 baths is in great location, To the Whole Food and Trade Joe market in 5 minut...
Rare opportunity to own in the charming Winter Park Hills neighborhood. Zoned for top rated Winter Park Schools (Dommerich, Maitland, and WPHS). This move in ready, 3 bed...
House being sold as-is. Value is based on land only. Land above water is 18,000 square feet. A quintessential Winter Park lakefront property situated on .64 acres on Lake...
Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquis...
Under Construction. Completion in July 2024. Welcome to your new dream home in Winter Park, Florida! Conveniently nestled just steps away from Park Avenue's charming shop...
**Price Improvement** See all this 3 bedroom, 2 bath WINTER PARK GEM has to offer! The kitchen has STAINLESS STEEL appliances, GRANITE countertops, and beautiful WOOD cab...
In rare form, this 1955-built home has been COMPLETELY remodeled through and through. Leaving only its original single-story charm, this home has a new roof, windows, ele...
GORGEOUS HOME WITH SPACIOUS BACKYARD! Nestled in Winter Park’s Preserve at Hawks Crest, this 4-bedroom, 2.5-bath home sits on a premium lot and was beautifully construct...
Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupie...
Price Adjustment - under appraised value. Charming pool home ready for preview. Laminate floors throughout, large kitchen with full amenity package and perfect for foodie...
ATTENTION INVESTORS Winter Park Potential tHIS COZY CLASSIC STYLE 3 BEDROOM 3 BATH HOME IS READY TO MOVE IN BUT SUGGEST SOME UPDATES IT COULD OFFER GREAT INCOME POTENT...
Nestled in the heart of Winter Park's finest gated community awaits your contemporary masterpiece. Spanning over 2,400 square feet of impeccably designed, energy efficien...
SELLER MOTIVATED WILL ASSIST WITH CLOSING COST!!!PRICE REDUCTION! SELLER MOTIVATED! Come and view this beautifully remodeled home in the Winter Park area.
Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes ...
“New Price” and a must see, schedule a showing today. This luxurious Winter Park home in the centrally located Orwin Manor neighborhood boasts easy access to Park Avenue,...
Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to...
Custom built in 2019 by Clarkson Concepts. This five-bedroom, 5.5-bath Winter Park home offers the ideal blend of luxury and practicality. Eleven-foot ceilings, European ...
MOVE-IN READY! This 3 bedroom/2 bath home located on a manicured corner lot in a quiet single-entry community has been meticulously maintained. Open floor plan with Large...
Virtual Tour. Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 ...
Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently...
Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine s...
Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a ...
Don’t miss this spacious, classical 2-story single family home located within the City of Winter Park. A rare find with beautiful golf course views on both the front an...
Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown mo...
Welcome to 1920 Carrigan Ave. This home is located in the heart of winter park in a quite neighborhood. The home has been renovated and is perfect for a family looking fo...
If you’re looking to own a property in the heart of luxurious Winter Park, then this is it! This stunning Mediterranean style 3bed/2.5bath has been completely remodeled b...
GREAT OPPORTUNITY to own a home in WINTER PARK!!! This move in ready home sits on over a quarter acre fenced cul-de-sac lot. The ginormous backyard is perfect for a dog,...
Welcome to your dream home! Set in the scenic Winter Park community, this corner-lot property boasts an interior as beautiful as its exterior. Enjoy recently updated roof...