Winter Park FL Homes for Sale

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Type:
Single Family
Sq.Ft.:
4,390
Status:
NEW LISTING
Beds:
5
Lot size:
0.63 Acres
Year built:
1961
Baths:
4.00
MLS#:
O6265815
Subdivision:
Keisers Rep Sicilian Shores

ADDITIONAL INFORMATION

Presenting a once-in-a-lifetime opportunity to own a prime piece of property on one of Winter Park’s most prestigious streets in the Via’s, surrounded by multimillion-dollar homes. This oversized 0.63-acre lot, located at the bottom of Via Lugano and cornering Pinetree Road, is just steps away from the entrance to the exclusive Isle of Sicily. The existing home is ideal for significant renovation or teardown, offering great potential. The floorplan includes a spacious downstairs owner's suite, office, living room that opens to the family room, a separate formal dining room, and large kitchen with eat-in nook. Upstairs, there are 4 bedrooms, 2 bathrooms, and a large attic storage room. The backyard is an entertainer’s dream, featuring a tropical oasis with lush foliage, expansive grassy areas, and a large pool surrounded by elegant brick pavers. A circle drive in front and a side-entry garage complete this unique offering. With endless potential and located in one of Winter Park’s most desirable neighborhoods, within walking distance of the Winter Park Racquet Club. It is zoned for excellent public schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School, and is conveniently near several private schools. The home is being sold as-is and offers a rare chance to build a custom home in an unparalleled location.

Type:
Single Family
Sq.Ft.:
1,438
Status:
NEW LISTING
Beds:
3
Lot size:
0.22 Acres
Year built:
1954
Baths:
1.00
MLS#:
O6265145
Subdivision:
Orange Terrace

ADDITIONAL INFORMATION

Welcome to your fully renovated pool home in the heart of Winter Park, FL! As you enter, you will be greeted by a stunning shiplap statement wall in the open concept living space, perfect for entertaining friends and family. The spacious kitchen features marble counters, ample cabinets, and opens up to the dining room, which is centered beside the living area. The gorgeous waterproof, luxury laminated floors throughout this home create a seamless design. Imagine spending time in the kitchen while being surrounded by natural light pouring in from the wall-to-wall windows with plantation shutters, offering a view of the living room and the back of the house with 2 double French doors. It's a serene and inviting space that brings the outdoors in. A bonus room provides extra space and leads to the huge backyard complete with a sparkling pool and banana trees. This home truly is move-in ready, with updated touches throughout, including a Bluetooth speaker in the bathroom for your shower karaoke sessions. The primary bedroom even has direct access to the pool, creating a relaxing retreat right in your own backyard. The roof was added in 2023, and electrical and plumbing were updated as well. The one car garage and laundry room combo can be entered from the dining room for ease with chores. Do you have a boat or a camper? The vinyl fence has a double gate and plenty of space on the side of the home for private parking. Every inch of this home has been curated with lots of love and an exquisite eye for style. Located in a highly desirable area, this home is just a stone's throw from Lake Killarney and a short drive to I-4. It is a dream to have such quick access to all that Winter Park has to give. Winter Park Village, Trader Joe's, and a variety of shopping and dining options are all within minutes from your doorstep. Don't miss out on the opportunity to own this gem of a home in Winter Park!

Type:
Condo
Sq.Ft.:
1,637
Status:
NEW LISTING
Beds:
2
Lot size:
0.63 Acres
Year built:
2007
Baths:
2.00
MLS#:
O6264767
Subdivision:
Trovillion Condo

ADDITIONAL INFORMATION

Rare opportunity to own this exclusive 2 bedrooms / 2 bathrooms condominium within the highly sought after Villa Siena. Nestled in the heart of quaint downtown Winter Park, Fl this meticulously maintained, 2nd floor, condo has been elegantly updated. Interior features include a split plan floorplan, travertine flooring, bright kitchen with quartz countertops, Sub-Zero refrigerator and Wolf gas stove, breakfast bar, dining area with custom built-in bar and wine refrigerator, crown molding within the living room, primary suite and guest bedroom offer tray ceilings, recessed lighting, walk-in closets, and french doors that lead out onto private balconies overlooking the tree lined brick street and award winning Alfond Inn and Spa, new primary bathroom with dual sinks, separate tub and shower and Toto toilet, spacious utility room with cabinetry and wash sink. Villa Siena offers secured underground parking, Club room with bar and outdoor sitting area great for entertaining guests, fitness center, roof top terrace, conference room, guest parking, and an onsite property manager to assist with Resident needs. Steps to the charming Park Avenue shopping District known for it’s celebrated restaurants, boutique stores, Central Park, 9 hole golf course, museums, train station, and Rollins College. Welcome Home! Video Tour: https://youtu.be/AMDbRupc4GM

Type:
Single Family
Sq.Ft.:
3,246
Status:
NEW LISTING
Beds:
5
Lot size:
0.22 Acres
Baths:
4.00
MLS#:
O6264761
Subdivision:
Lake Forest Park

ADDITIONAL INFORMATION

Pre-Construction. To be built. Your Dream Home Is Ready To Be Built! Pre-Construction Opportunity! Build-to-Suit! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8, Rollins College, and Advent Health. The stunning Transitional Modern design features 3,246 sq. ft. of living space, offering 5 bedrooms, 4 baths, and a loft. The first-floor primary and guest suites provide convenience and privacy, while the Chef’s Kitchen flows seamlessly into the oversized Gathering Room in this open-concept design. The second floor includes three additional bedrooms, two with walk-in closets, and a spacious loft. Enjoy the benefits of a No HOA community in a well-established neighborhood, all while staying close to Baldwin Park and Winter Park’s vibrant events and amenities. Buyers who act now can still customize your finishes and materials. Zoned for top-rated schools, this is your opportunity to build your dream Oasis and enjoy the Florida lifestyle!

Type:
Single Family
Sq.Ft.:
1,032
Status:
NEW LISTING
Beds:
2
Lot size:
0.16 Acres
Year built:
1950
Baths:
2.00
MLS#:
O6264959
Subdivision:
Lawndale

ADDITIONAL INFORMATION

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location.

Type:
Single Family
Sq.Ft.:
3,282
Status:
Active
Beds:
4
Lot size:
0.24 Acres
Year built:
2006
Baths:
5.00
MLS#:
O6263563
Subdivision:
Parklando #3

ADDITIONAL INFORMATION

Welcome to an extraordinary custom-built pool home that beautifully harmonizes contemporary elegance with traditional charm. This stunning residence is a true masterpiece, showcasing top-tier details and finishes that elevate it to a league of its own. Upon entering, you are greeted by exquisite new white oak wood flooring that flows gracefully throughout the home. The grand foyer opens into a living room, highlighting a breathtaking two-story ceiling that reaches 20 feet. The dining area is equally impressive, featuring elegant built-ins and under-counter wine and beverage refrigerators, perfect for hosting dinner parties and celebrations. At the heart of this home lies a stunning new chef-inspired kitchen designed for culinary enthusiasts and family gatherings alike. Equipped with a state-of-the-art Monogram appliance package, this kitchen boasts a commercial-grade gas range with six burners and dual dishwashers for optimal efficiency. A built-in microwave conveniently situated in the island, along with custom cabinetry and luxurious thick porcelain countertops, elevates the space further. The expansive center island invites creativity and connection, making it the ideal backdrop for memorable meals. Adjacent to the kitchen, the open family room features a cozy corner gas fireplace and three sets of French doors that seamlessly connect the indoor space to the covered and screened lanai, where you can unwind and enjoy serene views of the sparkling saltwater pool. Step outside to discover your private oasis, perfect for entertaining. The outdoor living area includes a fully equipped summer kitchen featuring a Wolf grill, concrete counters, a sink, and an under-counter fridge. A charming outdoor pool bath with a shower adds convenience. Back inside, connecting the kitchen to the spacious two-car garage with 14-foot ceilings, you'll find a well-appointed mudroom complete with laundry facilities, newly added storage cabinetry, a walk-in pantry, and a double wash basin, ensuring both functionality and organization. Ascend the wide, oversized staircase to the second level, where you'll discover two generously sized secondary bedrooms complemented by a newly updated hall bath. The sprawling primary suite is a true retreat, featuring two large walk-in closets and a luxurious spa bath equipped with a cast iron clawfoot tub, a bidet, and a seamless glass shower. This suite also includes a serene and secluded nook, perfect for creating a peaceful office space or nursery. The suite also boasts easy access to a screened balcony. Additionally, the home features a private first-floor guest suite with an ensuite bath, perfect for hosting friends or family. Every inch of this residence reflects exceptional craftsmanship, from the tasteful custom cabinetry to the elegant wood trim. The atmosphere exudes grandeur and comfort, enhanced by 11-foot ceilings and oversized baseboards. Nestled in a tranquil corner of the backyard, the air-conditioned shed serves as the perfect sanctuary for a gym or yoga studio, offering a peaceful bonus space that everyone will adore. The backyard showcases low-maintenance turf along with energy-efficient, drought-tolerant landscaping that beautifully enhances the home's overall appeal. Enjoy a stunning outdoor space that requires minimal upkeep while remaining environmentally friendly! Conveniently located just minutes away from the vibrant shops and restaurants and within the highly sought-after Winter Park school district.

Type:
Single Family
Sq.Ft.:
2,270
Status:
Active
Beds:
3
Lot size:
0.38 Acres
Year built:
1950
Baths:
2.00
MLS#:
O6263469
Subdivision:
Sorenson Heights

ADDITIONAL INFORMATION

Here is your prime opportunity to own a great property in the heart of Winter Park at 411 Sylvan Drive. This expansive lot, surrounded by $2M+ homes, offers endless possibilities. Whether you envision remodeling the existing sturdy brick home or building your dream estate, this property is ready to meet your needs. Included with the sale are fully approved plans for a stunning 5,000 sq. ft. modern home featuring 5 bedrooms and 5.5 baths, complete with structural and civil engineering, tree surveys, and more—ready for permitting and immediate construction. For buyers seeking a renovation project, the existing brick home with a concrete pad provides a solid foundation to create a beautiful pool home. The property also boasts a 10-foot-deep pool that requires minimal restoration, making it a standout feature. Large lots like this are increasingly rare in Winter Park making this a truly exceptional opportunity. Don’t miss your chance to invest in this remarkable Winter Park property with unlimited potential—schedule your showing today! See it in person to take in all of it's appeal!

Type:
Condo
Sq.Ft.:
1,133
Status:
Active
Beds:
2
Lot size:
0.19 Acres
Year built:
1985
Baths:
3.00
MLS#:
A4631908
Subdivision:
Sandalwood Creek Condo Ph 10

ADDITIONAL INFORMATION

Presenting a gorgeous, completely renovated condo with a townhome feel, available in highly desirable Winter Park. This two-story home boasts new everything...beautiful hardwood and ceramic tile downstairs and in the bathrooms, new carpet upstairs, fresh paint, brand new countertops throughout, remodeled bathrooms, new stainless steel appliances, and high end fixtures and faucets! There's a large open living space downstairs with a fully appointed kitchen which includes a large window, a pantry, and plenty of counterspace, plus a butcherblock bartop. A sparkling half bath is conveniently located on the first floor too. Relax on the nice screened back patio steps from the pool. Upstairs, there are two separate Primary suites, perfect for roommates or a family. Each bedroom includes its own private bathroom, a large closet with brand new louvered doors, and a big, bright window. The new Maytag washer and dryer are included and perfectly situated upstairs between the bedrooms. Don't forget about the huge community pool you can enjoy as well. The new roof was replaced in 2021. This home is zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High School. With a great location near downtown Winter Park, downtown Maitland and easy access to shopping and the Sunrail, this lovely home will not last long. Schedule your private showing by appt!

Type:
Single Family
Sq.Ft.:
1,150
Status:
Active
Beds:
2
Lot size:
0.16 Acres
Year built:
1952
Baths:
1.00
MLS#:
O6263021
Subdivision:
Dubsdread Heights

ADDITIONAL INFORMATION

Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

Type:
Single Family
Sq.Ft.:
2,310
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1938
Baths:
2.00
MLS#:
O6263168
Subdivision:
Osceola Summit

ADDITIONAL INFORMATION

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard faces west for great sunsets. Take your boat through the chain of lakes and enjoy the boating lifestyle. Close to downtown Park Avenue with all the shops and dining.

Type:
Single Family
Sq.Ft.:
6,338
Status:
Active
Beds:
5
Lot size:
0.58 Acres
Year built:
2023
Baths:
7.00
MLS#:
O6263091
Subdivision:
Tuscania

ADDITIONAL INFORMATION

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 occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to a double-height foyer and great room separated by a glass-railing catwalk. The property boasts exclusive features like a formal dining room endowed with a glass-encased wine display as well as an intimate den/office safeguarded by private entrance doors. The airy master bedroom is adorned with sliding doors that open up to reveal a private lanai overlooking the pool area; one cannot overlook its distinctively vast his-and-hers walk-in closets complemented by a spa-like luxurious bathroom suite. A state-of-the-art kitchen featuring gold Calacatta Quartz countertops/backsplash matched alongside an oversized walk-in pantry, creating everyday usability flanked with indulgence! Two separate upper and lower level laundry rooms serve this expansive open floor plan a win-win situation for convenience! Adding exceptional charm to this stunning home is a family room equipped with zero corner sliding doors opening up towards the summer kitchen leading onto a large covered patio encased in travertine pavers-- making it your personal haven for enhancing entertainment moods. Venturing upstairs via an elegant Quartz staircase leads you to an additional four en-suite bedrooms (each with walk-in closets). Complementing your leisure needs flawlessly are a comfy lounge space and fun-filled game room with a wet bar setup; creating a direct pathway onto a sprawling balcony exhibiting glass railings overlooking backyards - commanding mesmerizing views of your saltwater gas-heated pool and cozy gas firepit with a seating area for social gatherings! A dedicated full-bath pool with a steam shower. Home gets fully enveloped using high-quality materials fashioned from Large Porcelain format tiles, European tiles, Travertine pavers, and Swiss-origin WPL catering to its strength quotient. Tor uniquely detailed outlook, the property also offers a detached additional building that has been thoughtfully renovated to deliver an extra 600 sq ft of living space - not part of the main house size calculation (6475 sq ft). With 1 bedroom, 1 full bath, a fully functional kitchen circumvented by a living area, and a covered/tiled porch; it makes for a rare addition delivering discernible usefulness. Think creativity! Convert it into a guest house, in-law suite, gym space, professional office setup, or even a hobby room - multiple endless usage options make its possession a valued choice! The home is available now and move-in ready! Get one step closer to owning the realization of your dream dwelling experience!

Type:
Single Family
Sq.Ft.:
2,786
Status:
Active
Beds:
4
Lot size:
0.35 Acres
Year built:
1960
Baths:
3.00
MLS#:
O6262593
Subdivision:
Kenilworth Shores Sec 06

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), updated plumbing, newer windows in most of the house, vinyl fencing, and a new roof scheduled for early 2025. This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

Type:
Single Family
Sq.Ft.:
2,201
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1925
Baths:
2.00
MLS#:
O6262227
Subdivision:
Sylvan Lake Shores

ADDITIONAL INFORMATION

Discover the timeless allure of this enchanting 3 bedroom 1.5 bath home, built in 1925 and nestled in the heart of historic Winter Park. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this beautifully landscaped property is a RARE find. The home's classic design features, original oak floors, original glass windows, stained glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. The kitchen and foyer boast slate floors, adding a touch of sophistication to the home's timeless appeal. The interior is enhanced by two sets of French doors leading to the screened side porch and two more sets of French doors opening onto the outside deck, creating a seamless connection between indoor and outdoor living spaces. A rare gem, the basement offers built-in bookcases, closet space and plenty of storage. It also has endless possibilities as on office, library, playroom or additional living area. Outdoor spaces abound, including a welcoming back deck which allows access to the basement, and a screened side porch, perfect for relaxing or entertaining. The detached one car garage adds convenience and storage. Updates include: Replumbed 2024, Hot water heater 2024, Electrical panels 2024, Oak floors polished 2024, Interior paint 2024, Exterior paint 2022, Roof 2020, Garage roof 2024. With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

Type:
Townhouse
Sq.Ft.:
2,245
Status:
Active
Beds:
3
Lot size:
0.04 Acres
Year built:
2024
Baths:
4.00
MLS#:
O6261261
Subdivision:
Mondrian/winter Park Twnhms

ADDITIONAL INFORMATION

Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, a frameless glass shower, and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Act now before this incredible opportunity slips away --- your dream home awaits!

Type:
Single Family
Sq.Ft.:
3,252
Status:
Active
Beds:
4
Lot size:
0.17 Acres
Baths:
5.00
MLS#:
O6262839
Subdivision:
Roclair

ADDITIONAL INFORMATION

Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Bosch appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features matte black faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Make an appointment to see this beautiful home today.

Type:
Single Family
Sq.Ft.:
1,542
Status:
Active
Beds:
2
Lot size:
0.24 Acres
Year built:
1949
Baths:
2.00
MLS#:
O6261227
Subdivision:
Comstock Park

ADDITIONAL INFORMATION

Charming Opportunity in the Heart of Winter Park - 1520 Palmer Avenue Nestled in the highly coveted 32789 zip code, this property presents a rare chance to own a large lot in one of Winter Park's most desirable neighborhoods. Surrounded by stunning homes and mature tree-lined streets, this prime piece of real estate is a blank canvas for your vision. The value is truly in the land—imagine building your dream home from the ground up or embarking on a rewarding remodel to create your very own HGTV-worthy masterpiece. The spacious lot offers endless possibilities for outdoor living spaces, lush landscaping, or even a custom pool. Located just minutes from top-rated schools, boutique shopping, dining on Park Avenue, and beautiful lakes, 1520 Palmer Avenue is perfectly positioned to enjoy all that Winter Park has to offer. Opportunities like this don't come often—schedule your private tour today and take the first step toward bringing your dream home to life!

Type:
Single Family
Sq.Ft.:
1,292
Status:
Active
Beds:
3
Lot size:
0.2 Acres
Year built:
1954
Baths:
1.00
MLS#:
O6261707
Subdivision:
Orange Terrace

ADDITIONAL INFORMATION

Discover the perfect blend of style and convenience in this fully renovated 3-bedroom, 1-bath mid-century ranch, complete with a versatile bonus room ideal for a home office or cozy den. Situated near scenic Lake Killarney, this home boasts a prime location close to top dining, shopping, and entertainment options. Start your mornings with coffee in the serene screened-in backyard, designed for relaxation and fully fenced for privacy. Don’t miss this opportunity to enjoy the best of Winter Park living in a home that truly has it all!

Type:
Single Family
Sq.Ft.:
1,146
Status:
Active
Beds:
2
Lot size:
0.17 Acres
Year built:
1925
Baths:
1.00
MLS#:
O6260675
Subdivision:
College Place Rep

ADDITIONAL INFORMATION

FIRST TIME OFFERING! Charming Bungalow in the heart of Winter Park. 50’ x 150’ lot offers limitless possibilities! Convenient to Rollins College, Park Avenue and all that this special community has to offer. Just down the street, you'll find Lake Virginia, where residents of Antonette Avenue are included in access to a private dock accessing the Winter Park Chain of Lakes, offering opportunities for boating, fishing, and enjoying all of the natural beauty of the area. Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own!

Type:
Condo
Sq.Ft.:
1,156
Status:
Active
Beds:
2
Lot size:
0.61 Acres
Year built:
1972
Baths:
2.00
MLS#:
O6257076
Subdivision:
Andalucia Apts

ADDITIONAL INFORMATION

This stunning, completely renovated condo is just blocks from Park Avenue and has been entirely gutted and redone with top-of-the-line finishes and appliances. Every detail has been carefully considered, including new walls, ceilings, floors, doors, plumbing, and wiring. The custom renovation features a beautiful foyer entry, widened hallways, gorgeous hardwood floors, crown molding, double-insulated windows and sliding doors, and light-filled living spaces with breathtaking treetop views. The gourmet kitchen boasts quartz counters, a mother-of-pearl backsplash, Bosch stainless steel appliances, including an induction cooktop, double ovens with convection/microwave, and an eat-in counter area that opens seamlessly to the living and dining spaces. The dining room includes a striking wall of built-ins for storage with elegant lighting. The owner’s suite offers two closets with built-in organizers and a lovely bath featuring quartz counters, double lavatories, under-cabinet lighting, and a glass-front shower with a hexagonal tile feature wall. There is also a laundry closet in the owner’s suite. The well-designed second bedroom includes a wall of built-ins with wardrobe storage and an easily accessible queen-size Murphy bed. Newer HVAC (2020), a Rheem water heater (2016), and an Ecobee Wi-Fi-enabled smart thermostat (2024). Located in the charming Andalucia complex, which consists of only 20 units, this condo offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Designer interior furnishings package available for purchase if desired. Call today for your private viewing of this unique, one-of-a-kind unit.

Type:
Single Family
Sq.Ft.:
4,564
Status:
Active
Beds:
4
Lot size:
0.36 Acres
Year built:
2024
Baths:
5.00
MLS#:
O6260493
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Introducing a stunning modern European-style home, blending contemporary design with timeless elegance. This property offers luxurious finishes, open-concept living spaces, Located in the heart of Historic Winter Park, Florida, this exceptional property offers top-of-the-line amenities, perfect for those who appreciate Luxury living. Features:• 4,564 sq ft of living space • 4 Bedrooms, 4 Bathrooms, 1 Half Bath • Custom Built CostaRica One Tree Solid Piece – A 16-foot tall, one-of-a-kind steel masterpiece featured prominently in the design • Italian Porcelain Floors throughout • All-Glass Windows with impact-resistant, top-of-the-line glass by Techno Glass• Chef’s Kitchen featuring: • Custom 1-inch thick Italian Quartz countertops• Imported Italian cabinetry • Extended island perfect for entertaining • Wolf Appliances and Sub-Zero Refrigerator • Two Master Suites: One on the first level and another upstairs, each with private luxury baths and walk-in custom closets • Private Balconies for each bedroom. HOME IS ALL CONCRETE steel framing !! offering stunning views and tranquility • Corner Lot situated on one of Winter Park’s most exclusive streets, Via Tuscany—a private and serene location that offers privacy and charm. This home is perfectly positioned just 6 minutes from Interlachen Country Club, a historic private course where you can enjoy exclusive access to the Winter Park Golf Course—a scenic 9-hole, par-35 walking course established in 1914. Short drive to downtown Orlando, Winter Park offers a serene escape with easy accessibility, Known for its unique blend of charm, history, and cultural offerings, Winter Park is a standout destination in Central Florida.One of its key highlights is the iconic Park Avenue. This vibrant street, lined with cobblestone and historic architecture, features boutique shops, art galleries, upscale restaurants, and cozy cafes. It’s a favorite spot for both residents and visitors and serves as the hub for community events like the annual Winter Park Sidewalk Art Festival, which draws artists and attendees from across the country. Cultural attractions further enrich Winter Park’s appeal. Rollins College, renowned for its stunning campus, adds depth to the local arts and culture scene with performances, lectures, and art exhibitions. The Charles Hosmer Morse Museum of American Art is another must-see, housing the world’s largest collection of works by Louis Comfort Tiffany, including breathtaking stained-glass pieces. Other local art and history museums add to the area’s vibrant cultural fabric. For nature enthusiasts, Winter Park offers scenic beauty and outdoor activities. The Chain of Lakes provides opportunities for boat tours, kayaking, and paddle boarding, with the Winter Park Scenic Boat Tour being a favorite way to explore the area’s natural charm. Food lovers will also find plenty to enjoy in Winter Park. The town boasts a thriving dining scene, ranging from fine dining establishments to casual eateries serving international cuisine and farm-to-table options. Winter Park effortlessly combines the energy of a cultural hub with the warmth of a tight-knit community, making it an attractive place to visit or call home for individuals and families alike. This home offers the ideal balance of luxury, privacy, and exclusivity in one of Winter Park’s most coveted locations. Don’t miss out on this exceptional opportunity! schedule your private showing today!!

Type:
Condo
Sq.Ft.:
1,149
Status:
Active
Beds:
3
Lot size:
0.41 Acres
Year built:
1966
Baths:
2.00
MLS#:
O6260106
Subdivision:
Waterfall Cove/winter Park

ADDITIONAL INFORMATION

Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a treetop view. The primary bedroom is a nice size and has an en-suite bathroom along with a large closet. The other two bedrooms are good sized and share a hallway bathroom. Do not miss your opportunity to own this unit today.

Type:
Condo
Sq.Ft.:
1,523
Status:
Active
Beds:
2
Year built:
2005
Baths:
2.00
MLS#:
O6260045
Subdivision:
Park West Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities. The second bedroom utilizes the hallway bathroom, which is complete with a shower/tub combination. The kitchen has wood cabinets, granite countertops, and newer stainless steel appliances. There is one covered parking space and additional open parking spaces. The community amenities include a large clubhouse, pool, and tennis/pickleball courts. Located just one block from beautiful Park Avenue, you're just steps away from an array of upscale boutiques, gourmet restaurants, and cultural attractions.

Type:
Condo
Sq.Ft.:
850
Status:
Active
Beds:
1
Year built:
1969
Baths:
2.00
MLS#:
A4629027
Subdivision:
Lake Virginia Condo

ADDITIONAL INFORMATION

Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South facing lakefront condo on the Winter Park Chain of Lakes offering panoramic views of Lake Virginia (Rollins College) and Downtown Orlando -a most unique and calming oasis in the City. this lake front unit feels like your on a island retreat. the building offers boat slips (based upon availability), pool, sauna, hot tub, club room, fitness room, guest suite and a fantastic location. Just a short walk to Rollins and Park Avenue and conveniently located to downtown Orlando, OIA, and the attractions. If you want great location and carefree lakefront living; this is your new home. 1 1/2 bath, walk in closet, real wood flooring, 850 SQFT plus Large Lakefront Deck .Water, Basic cable and Trash includedThe location of this property is highly desirable, with easy access to the vibrant city of Winter Park. Residents can enjoy a variety of amenities and attractions, including shopping, dining, entertainment, and outdoor recreational opportunities. The area is known for its beautiful parks, historic sites, and cultural events, making it a fantastic place to call home.Overall, 690 Osceola Ave is a fantastic opportunity for those seeking a cozy and low-maintenance living space in a convenient and vibrant location. With its charming design, modern amenities, and prime location, this condo is sure to impress even the most discerning buyers. Don't miss out on the chance to make this property your new home!.

Type:
Condo
Sq.Ft.:
653
Status:
Active
Beds:
1
Lot size:
0.3 Acres
Year built:
1967
Baths:
1.00
MLS#:
O6241374
Subdivision:
Mead Garden

ADDITIONAL INFORMATION

Discover the perfect blend of style and convenience in this beautifully updated 1st-floor condo, priced to sell! Located in the heart of Winter Park, this highly sought-after community offers all the benefits of stress-free living. With its inviting layout and modern updates, this home is ideal for first-time buyers, downsizers, or as a smart investment opportunity. Don't miss out on this incredible value in a prime location—schedule your showing today!

Type:
Single Family
Sq.Ft.:
1,631
Status:
Active
Beds:
4
Lot size:
0.2 Acres
Year built:
1954
Baths:
3.00
MLS#:
O6259878
Subdivision:
Blk C Pt Rep 02

ADDITIONAL INFORMATION

New Photos! Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ranch, complete with a detached in-law suite/workspace and a sparkling pool. Nestled in the heart of Winter Park, this property has been meticulously redesigned from top to bottom, boasting all-new flooring, plumbing, roof, electrical, full SS appliance package, lighting, cabinets, doors, and bathrooms, & more! Every detail reflects respect for the mid-century contemporary aesthetic. The main home features a thoughtfully designed split floor plan. In this home, the primary suite is on its own offering a private retreat with high ceilings, an ensuite bath, and a separate entrance to the outside, offering both comfort and privacy. At the heart of the home, the beautifully appointed kitchen includes 42" soft-close cabinets, quartz countertops, designer backsplash, a breakfast bar, elegant pendant lighting, and a separate pantry. Open to both the living and dining areas, this kitchen is a bright, inviting space that even has views to the yard. The dining room, at the back of the home, can also be a flex space used as a den/play area. This home also comes with a detached in-law studio that is a true gem! It features a high-end kitchenette with quartz counters, 42" cabinets, a mini fridge, a full sink, a mini-split AC (wall mounted), and a spa-inspired bathroom with designer tile. Perfect as a guest suite, home office, or creative workspace, this additional living space adds tremendous value and flexibility. Fully fenced (with half of it brand new), the yard also features a small in-ground pool and an XL shed (also restored) to hold all your yard equipment, tools and pool toys. Situated just minutes from Park Ave, Winter Park Village, renowned restaurants, boutique shopping, the Orlando Museum of Art, and downtown Orlando, this home offers an unparalleled lifestyle. Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Winter Park Real Estate

The median home value in Winter Park, FL is $494,800. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $494,800. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!

Winter Park, Florida 32789 has a population of 29,672. Winter Park 32789 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Park, Florida 32789 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32789 is 45.3 years.

Winter Park Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Winter Park Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    147
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

Metric City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Clarcona Elementary School PK - 05 1,081 15.2 32818
Dommerich Elementary School PK - 05 603 15.1 32751
Fern Creek Elementary School PK - 05 326 12.1 32803
Hillcrest Elementary School PK - 05 463 14.5 32803
Hungerford Elementary School PK - 05 283 13.5 32751
Keenes Crossing Elementary School PK - 05 1,191 15.3 34786
Killarney Elementary School KG - 05 444 14.8 32789
Lake Silver Elementary School PK - 05 688 12.3 32804
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Metrowest Elementary School PK - 05 1,515 16.5 32835
Moss Park Elementary School KG - 05 1,318 13.7 32832
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Palmetto Elementary School PK - 05 1,147 14.9 32839
Princeton Elementary School PK - 05 488 13.2 32804
Shingle Creek Elementary School PK - 05 1,170 15.6 32839
Sunset Park Elementary School PK - 05 1,242 15 34786
Waterbridge Elementary School PK - 05 1,137 15.8 32837
Windy Ridge K-8 PK - 08 1,144 14.3 32835
Wolf Lake Elementary School PK - 05 1,206 15.9 32712

Middle Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Avalon Middle School 06 - 08 1,809 18.8 32828
Bridgewater Middle School 06 - 08 1,373 19.1 34787
Chain of Lakes Middle School 06 - 08 1,285 17.4 32835
Glenridge Middle School 06 - 08 1,415 18.4 32814
Gotha Middle School 06 - 08 1,272 19 34786
Lake Nona Middle School 06 - 08 1,568 19.4 32832
Maitland Middle School 06 - 08 909 18.9 32751
Ocoee Middle School 06 - 08 1,375 18.8 34761
Southwest Middle School 06 - 08 1,244 17.5 32819
Stonewall Jackson Middle 06 - 08 1,292 18.5 32807
Sunridge Middle 06 - 08 1,260 19.7 34787
Westridge Middle School 06 - 08 1,262 17.3 32809

High Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Apopka High School 09 - 12 3,158 21.9 32712
Colonial High School 09 - 12 3,339 20.9 32807
Cypress Creek High School 09 - 12 3,124 21.1 32824
Dr. Phillips High 09 - 12 3,491 20.1 32819
Freedom High School 09 - 12 3,281 22 32837
Oak Ridge High School 09 - 12 2,633 20.7 32809
Olympia High School 09 - 12 2,990 22.3 32835
Timber Creek High School 09 - 12 3,132 19.4 32828
University High School 09 - 12 3,111 22.1 32817
West Orange High School 09 - 12 3,835 21.5 34787
William R Boone High 09 - 12 2,763 19.6 32806
Winter Park High School 09 - 12 3,069 18.7 32792

Ungraded Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
* Acceleration Academy 08 - 12 238 14 32822
* Acceleration Academy West 08 - 12 149 12.4 32818
* Aloma High Charter School 09 - 12 510 42.5 32792
* Chancery High Charter School 09 - 12 506 46 32809
* Drop Back in 09 - 12 783 33.6 32807
* Mid Florida Tech 09 - 12 0 32809
* Orlando Tech 09 - 12 0 32801
* Project Compass 07 - 12 37 12.3 32809
* Prosperitas Leadership Academy Charter 09 - 12 218 27.3 32839
* Sheeler High Charter School 09 - 12 455 41.4 32703
* Simon Youth Found Acad. At Outlet Mktplce 10 - 12 59 11.8 32819
* Sunshine High Charter 09 - 12 608 43.4 32835
* Transition Center 07 - 12 313 19.6 32810
* UCP Transitional Learning Academy High Charter 09 - 12 42 21 32822
* Universal Education Center 10 - 12 28 7 32819
* Westside Tech 09 - 12 17 0.4 34787
* Winter Park Education Center 11 - 12 0 32789
* Youthful Offenders Program 07 - 12 28 5.6 32839
133-E-E-6 UG - UG 0 32801
21 M E 2 UG - UG 0 32801
2-K8-E-1 UG - UG 0 32801
63-E-SW-4 UG - UG 0 32801
81-E-SW-5 UG - UG 0 32801
Access Charter 06 - 12 102 6.8 32810
Acclaim Academy-Orange Charter 06 - 12 429 21.4 32818
Addictions Receiving Facility 06 - 12 12 12 32805
Amikids Orlando 06 - 12 41 13.7 32703
Beta 06 - 12 185 26.4 32807
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
CTE Virtual Center AE - AE 0 32801
Devereux Treatment Program KG - 12 30 10 32808
Esteem Academy 06 - 12 34 3.1 32806
Excel High School 06 - 12 229 9.9 32810
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
Juvenile Detention KG - 12 104 10.4 32806
La Amistad School KG - 12 48 9.6 32751
Magnolia School PK - 12 136 5 32818
OCVS Digital Academy KG - 12 34 17 32805
Olive Branch Academy Charter UG - UG 0 32805
Orange County Virtual Franchise 06 - 12 149 32805
Orange County Virtual Instruction Program KG - 12 110 3.8 32805
Orange Virtual Instruction (Course Offerings) 06 - 12 0 32805
Orange Youth Academy 06 - 12 50 8.3 32839
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Princeton House Charter School PK - 12 156 6.5 32810
Silver Star Center 06 - 12 25 2.5 32804
University Behavioral Center KG - 12 35 7 32826
Urban Education Training Advocacy (Ueta) Community Charter UG - UG 0 32801
Village 04 - 12 16 16 32806
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL 32789

Metric Zip Code City
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498