Winter Park FL Homes for Sale

Sort Results:
1–25 of 284 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 12    Prev | Next
Type:
Townhouse
Sq.Ft.:
1,467
Status:
NEW LISTING
Beds:
3
Lot size:
0.1 Acres
Year built:
1980
Baths:
2.00
MLS#:
O6265961
Subdivision:
Windward Square Sec 2

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 2690 Granda Run. This charming one-story, end-unit townhome is nestled in Winter Park's highly desirable community of Windward Square and boasts highly sought-after Seminole County schools. This 3 bedroom, 2 bathroom townhome offers a single-level, spacious, and open floorplan perfect for relaxing and entertaining. Inside, you'll find a freshly painted and thoughtfully laid out living space and a split bedroom floor plan that ensures privacy and convenience. The large primary bedroom features 2 closets, one is a walk-in closet, and private access to your fully fenced yard. Relax at the end of the day on your screened lanai, which holds endless potential for creating your own oasis. Additional features include 3 designated front parking spaces, an inside laundry room including washer & dryer, and 2 storage closets. Weekends, enjoy the two community pools, clubhouse, tennis court, shuffleboard, picnic area, and playground. Located just minutes from SR 417, I-4, Rollins College, Full Sail University and downtown Winter Park’s shopping, dining and entertainment. Another benefit, low HOA fees that covers your lawn care. It doesn’t get any better than this! Schedule your private showing today.

Type:
Condo
Sq.Ft.:
1,085
Status:
NEW LISTING
Beds:
2
Lot size:
0.2 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6265656
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

MUST SEE! Freshly renovated unit in an amazing location minutes from Full Sail University and UCF! This 2 bed/1 bath condo boasts upgrades that include stainless steel appliances, quartz countertops, a breakfast bar, and laminate flooring with new carpet on the second floor. The covered balcony is perfect for entertaining or relaxing after a long day. Enjoy community amenities such as two swimming pools, a playground, and a tennis court! Conveniently surrounded by shopping, major highways and top rated schools. Don't miss out on this beautiful property!

Type:
Townhouse
Sq.Ft.:
1,907
Status:
NEW LISTING
Beds:
3
Lot size:
0.04 Acres
Year built:
2024
Baths:
3.00
MLS#:
O6266098
Subdivision:
Grayson Square

ADDITIONAL INFORMATION

Brand new townhouse available today! Just constructed this year this property offers a great floorplan: with a lot of natural light and lot of coziness. Fall in love with the modern and spacious house located in a great area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a tour today!

Type:
Condo
Sq.Ft.:
1,300
Status:
NEW LISTING
Beds:
3
Lot size:
0.2 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6265811
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

This beautiful second to third floor condo has the feel of a townhouse/residential treehouse! The gorgeous clerestory windows accent the cathedral primary bedroom ceilings and laminate flooring along with two balconies for morning coffee, cappucino and reflection. It is the only current 3 bedroom offering in Winter Park Woods as of December '24. Kitchen features breakfast bar serve through area which opens to a combination living dining area which easily converts to a large great room. Third bedroom is downstairs making a convenient or more private office or bedroom. Winter Park Woods is located in a welcoming and well-connected neighborhood featuring community pool, kid's play area and tennis and offers residents easy access to a variety of local shops, cafes, and restaurants, all within a short distance. The community is well-established, providing a peaceful atmosphere surrounded by mature trees and vibrant greenery—ideal for nature enthusiasts. Its prime location near Full Sail University and the University of Central Florida makes it a perfect choice for both scholars and professionals looking for convenience and comfort. Do not wait on this one! Call today!

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.:
1,856
Status:
NEW LISTING
Beds:
3
Lot size:
0.22 Acres
Year built:
1961
Baths:
2.00
MLS#:
O6265551
Subdivision:
Brookshire Heights

ADDITIONAL INFORMATION

Welcome to 2310 CADY WAY in the highly sought-after WINTER PARK community of BROOKSHIRE HEIGHTS with its beautiful tree lined streets and Fantastic Amenities including an olympic sized SWIMMING POOL at Cady Way Pool, Winter Park Pines Public Golf Course, tennis and pickleball courts and scenic biking trails and TOP SCHOOLS. This meticulously maintained LIGHT & BRIGHT OPEN CONCEPT home boasts 3 SPACIOUS BEDROOMS 2 BATHS, 2- Car Garage and NEWLY UPDATED SCREENED in LANAI offering Additional Living Space . The Home has been BEAUTIFULLY UPDATED: [KITCHEN REMODEL-cabinets, stone countertops] [BATHROOM REMODEL-cabinets, countertops] [Newer STAINLESS STEEL  appliances] [Newer 6 PANEL DOORS] [SCREEN ROOM UPDATED w TILE FLOORING] [NEW SLIDING GLASS DOORS] [UPGRADED WINDOWS] UPDATED BREAKERS & ELECTRICAL] [PLUMBING REPIPED] [PROFESSIONAL LANDSCAPE LIGHTING & SPRINKLER SYSTEM] [HVAC- NEW DUCTWORK and INSULATION]  and so much more...LOCATION, LOCATION, LOCATION! You are also conveniently close to FULL SAIL, UCF and Valencia Colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. Less than a 10 minute drive to Park Ave shopping and dining experiences **SELLER IS OFFERING a $5,000 CLOSING COST Credit for RATE Buy Down or IMPROVEMENTS!!** Make your Appointment Today...

Type:
Townhouse
Sq.Ft.:
1,408
Status:
NEW LISTING
Beds:
3
Lot size:
0.04 Acres
Year built:
2019
Baths:
3.00
MLS#:
O6265459
Subdivision:
Coronado Twnhms

ADDITIONAL INFORMATION

* Former Builder's Model Home in Winter Park * END UNIT * Enjoy Low Maintenance living in the Coronado Community - ZONED FOR TOP-RATED schools! This 3 bedroom, 2.5 bath townhome was built in 2019 . Beautiful exterior stonework, one car garage with paver double driveway which welcomes you to enter! The main floor offers plenty of natural light and an open floor plan. No carpet, laminate floor throughout except wet areas. The kitchen features stainless steel appliances, plenty of counter space, breakfast bar for relaxed dining and a large under stairs closet pantry for great storage. The downstairs half bath is convenient for guests. Covered lanai - the perfect space to relax and enjoy a beverage. The upgraded laminate staircase leads you to the primary suite, which offers a vaulted ceiling, walk-in closet, plus a bath with dual sinks, granite counter, tiled shower stall & private commode! Both guest bedrooms have vaulted ceilings and share a modern bath with vanity. The secondary bedrooms offers lots of space, views, and sizable closets. The end unit offers more windows and privacy. The location is convenient, with easy access to SR 417 and 408, Hwy 50 and of course Alafaya Trail! In just minutes you can be at UCF or Valencia College, plus get to downtown Winter Park or Waterford Lakes Town Center for all of the dining and shopping Schedule today to book your private showing!

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:
Single Family
Sq.Ft.:
1,709
Status:
NEW LISTING
Beds:
4
Lot size:
0.23 Acres
Year built:
1965
Baths:
2.00
MLS#:
V4939945
Subdivision:
Eastbrook Sub Unit 07

ADDITIONAL INFORMATION

Welcome to this very appealing 4-bedroom, 2-bathroom home located in the highly desirable Winter Park community. With a newer roof, updated flooring, and fresh paint inside and out, this home offers modern updates and timeless appeal. Step inside to discover a spacious layout with an elevated lot that enhances the home’s curb appeal and provides a sense of privacy. The kitchen is a true highlight, featuring granite countertops, ample cabinet space, and a seamless flow into the dining and living areas—perfect for everyday living and entertaining. Both bathrooms have been thoughtfully updated with modern finishes, and the home’s interior has plenty of natural light thanks to its smart design. The screened porch offers a relaxing retreat where you can enjoy Florida’s beautiful weather, while the fenced-in yard provides plenty of space for outdoor activities, gardening, or pets. The property also includes a two-car carport, ensuring convenience and ample parking. Located in a tranquil neighborhood, this home is just a short drive from top-rated schools, shopping, dining, and all the cultural attractions that make Winter Park a sought-after destination. Don’t miss the opportunity to own this move-in-ready home with all the updates and charm you’ve been looking for. Schedule your private showing today and experience all that 3505 Balsam Drive has to offer!

Type:
Condo
Sq.Ft.:
756
Status:
NEW LISTING
Beds:
1
Lot size:
0.06 Acres
Year built:
1974
Baths:
1.00
MLS#:
O6265403
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

Don’t miss out on this 1-bedroom, 1-bath condo located in a prime Winter Park location, close to schools, shopping, and dining! This unit offers great potential with just a little TLC and is perfect for first-time buyers or investors. The community boasts a range of amenities, including a laundry room (with the option to install your own machines), a swimming pool, a picnic area, playground, and tennis courts (currently in need of some repair). Each unit comes with a designated parking space, and covered parking is available for an additional cost. There’s also a central mailbox/mailing area for your convenience. The seller is highly motivated, so bring your offers today! Take advantage of this opportunity to own in a fantastic location with a host of amenities. Schedule your showing now!

Type:
Condo
Sq.Ft.:
678
Status:
NEW LISTING
Beds:
1
Year built:
1973
Baths:
1.00
MLS#:
O6265001
Subdivision:
Stratford A Winter Park Condominium

ADDITIONAL INFORMATION

This first-floor condo in a well maintained community in Winter Park offers a fantastic opportunity for both homeowners and investors. The reasonable condo fees include water, sewer, trash removal, Internet, laundry room with free access to washers and dryers, maintenance of exterior buildings and grounds and great amenities, including two sparkling pools, a clubhouse, fitness center, and tennis court. Inside, the open-concept design creates a spacious atmosphere with sliding doors to a covered patio providing natural light. Although the unit can use some TLC, including a non-functioning AC and stackable washer and dryer, it presents an excellent opportunity for customization. The home has no carpet, making it easier to maintain and personalize. This condo is situated near exceptional shopping, dining and entertainment options, with downtown Winter Park just a short distance away.

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.:
1,807
Status:
Active
Beds:
3
Lot size:
0.45 Acres
Year built:
1983
Baths:
3.00
MLS#:
O6265870
Subdivision:
Tamarak

ADDITIONAL INFORMATION

Welcome to this beautiful 3-bedroom, 2.5-bathroom single-family home, nestled in the heart of Winter Park, Florida. Offering over 1,800 square feet of thoughtfully designed living space, this home combines modern comfort with the charm of one of Central Florida's most desirable neighborhoods. The open-concept floor plan features a large living room that flows seamlessly into the dining area, perfect for entertaining guests or enjoying cozy family evenings. While the kitchen space is functional and offers a great layout, it’s an exciting blank canvas for new owners to design their dream kitchen. Whether you're envisioning sleek, modern finishes or a cozy, traditional design, the possibilities are endless. To help make your vision a reality, the seller is offering a generous $10,000 concession at closing to be used toward the kitchen remodel or other improvements. This gives you the flexibility to upgrade appliances, countertops, cabinets, or flooring — whatever you choose to make this home truly your own. With plenty of space, an existing breakfast bar, and an open flow into the dining area, the foundation is already in place to create a stunning kitchen that will enhance both the functionality and beauty of this home. The generously sized master bedroom offers a peaceful retreat with a walk-in closet and remodeled en-suite bathroom, complete with a double vanity. Two additional bedrooms are ideal for family, guests, or a home office. The fenced backyard provides a private oasis for relaxation, play, or outdoor dining. Situated in a quiet, tree-lined neighborhood, you'll be just minutes from Winter Park's best attractions, including Park Avenue, world-class dining, shopping, and the scenic Winter Park Chain of Lakes. Excellent schools, parks, and recreational opportunities are nearby, making this an ideal location for families. Easy access to major highways and just a short drive to downtown Orlando. With its perfect blend of style, comfort, and location, this home offers everything you need and more. Don’t miss the opportunity to make it yours!

Type:
Single Family
Sq.Ft.:
1,873
Status:
Active
Beds:
3
Lot size:
0.2 Acres
Year built:
1971
Baths:
2.00
MLS#:
O6263431
Subdivision:
Eastbrook Sub Unit 16

ADDITIONAL INFORMATION

Nestled on a peaceful cul-de-sac lot, this beautifully updated 3-bedroom, 2-bathroom pool home offers a harmonious blend of modern updates and classic charm. From the moment you arrive, the long driveway and stylish wood fence with gated access on both sides enhance the home’s curb appeal. A brand-new roof (2023) completes the exterior updates. Step inside the foyer to discover wood-like tile flooring that flows seamlessly through the living spaces and two bedrooms. The formal living room exudes character, featuring a cozy wood-burning fireplace, built-in shelving, and electronic shades for effortless light control. The adjacent dining room, currently styled as an office, boasts custom sliding window treatments with rice paper for privacy while inviting natural light. The kitchen is a modern chef’s delight, offering two-toned cabinetry, a closet pantry, a deep single sink with convenient attachments, and updated stainless steel appliances, including a new refrigerator, dishwasher, and microwave. Overlooking the Florida room and pool area, the kitchen features a contemporary light fixture and an electronic-shaded window. The spacious family room, currently used as a dining area, offers versatility for any lifestyle. Retreat to the serene primary suite through a frosted glass-paneled door, where you'll find a large walk-in closet, sliding glass doors to the pool area, and an en-suite bath. The two additional bedrooms are ample sized and located near the family room for added privacy. The expansive Florida room, accessible via French doors, provides additional living space and is included in the listed square footage. This versatile space features upgraded no-see-um screens, glass windows, decorative lighting, and an A/C duct that is currently closed off. Step outside to the stylish pool area, complete with a new pool pump (2021), modern greenery, and a fully fenced backyard. This home has never experienced flooding during storms and benefits from underground utilities, ensuring uninterrupted power even in severe weather. Additional upgrades include a new water heater (2024), an A/C system with UV lighting (2022), an irrigation well for cost-effective lawn care, hurricane shutters, bidet attachments, updated outlet and light switch covers, updated light fixtures and new interior doors. Smart home features like a Ring doorbell, August smart lock, and Nest thermostat add convenience. The home also comes with extra wood-look tile flooring to complete your vision. Situated in Seminole County, known for its top-rated schools and lower taxes, this property is ideally located just minutes from Park Avenue, Winter Park’s chain of lakes, and an array of shopping, dining, and entertainment options. Don’t miss your chance to make this exceptional home yours!

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:
Condo
Sq.Ft.:
1,698
Status:
Active
Beds:
3
Lot size:
6.71 Acres
Year built:
1974
Baths:
3.00
MLS#:
O6264178
Subdivision:
Whisperwood Condo

ADDITIONAL INFORMATION

This beautifully updated 2- story condo offers spacious living in a prime location, just minutes from shopping, dining, and entertainment. Featuring 3 generously sized bedrooms, including a master suite with its own en-suite bathroom, this home also boasts a versatile BONUS ROOM upstairs— perfect for an office, playroom, or additional living space. With 3 full bathrooms, there's no shortage of room for everyone. The kitchen has been updated with brand-new appliances, creating the perfect space for cooking and entertaining. A convenient indoor laundry room adds to the home's functionality. The downstairs area features stunning new porcelain tile, offering both durability and a sleek, modern look throughout the living spaces. For parking, enjoy a 2-car carport with extra storage space. The condo's outdoor spaces are equally impressive, with a beautifully pavered front patio and a large backyard courtyard with screened-in porch offering even more room to relax and entertain. The community pool is an added bonus, ideal for cooling off and unwinding. With so many modern amenities and a great location, this condo is the perfect place to call home.

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.:
1,105
Status:
Active
Beds:
2
Year built:
1984
Baths:
2.00
MLS#:
A4632112
Subdivision:
Parkview Village

ADDITIONAL INFORMATION

Charming Remodeled Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 37 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully designed floor plan. Updated Interiors: Recently remodeled with modern finishes, including brand-new appliances (convection oven, refrigerator, dishwasher), and a new stackable washer/dryer in the interior laundry room. Outdoor Living: Relax on your private screened patio, perfect for morning coffee or evening unwinding. Community Features: Resort-Style Amenities: Enjoy a sparkling pool, a soothing hot tub, and meticulously maintained grounds. Pet-Friendly & Welcoming: Dog-friendly and community-oriented, providing a quiet and peaceful atmosphere. Prime Location: Zoned for A-rated Winter Park schools and just 2 miles away, this condo offers unmatched convenience: Walkable access to dining, shopping, and entertainment. Minutes from Park Avenue, Baldwin Park, Winter Park Hospital, and Downtown Orlando. Close to top educational institutions: Valencia College, Rollins College, Full Sail University, and UCF. With an HOA that provides excellent management and care, this is an incredible opportunity to own in a desirable and high-quality location.

Type:
Single Family
Sq.Ft.:
1,932
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
1971
Baths:
2.00
MLS#:
O6263657
Subdivision:
Winter Park Estates

ADDITIONAL INFORMATION

PRICED TO SELL!!! LOCATION! COMFORT! STORAGE! Spacious 3 – bedroom, 2 - full bathroom, move-in ready 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, giant 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 Winter Park Hospital and medical community, 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!

Type:
Condo
Sq.Ft.:
1,020
Status:
Active
Beds:
2
Lot size:
0.2 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6263923
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

Great 2 bedroom condo in a excellent location. The unit has ceramic tile throughout and a new AC. The kitchen has dark brown cabinets and there is a separate laundry room with a washer and dryer. The community has tennis courts, community pool, and a playground. Conveniently located near UCF and other colleges and universities. Schedule a viewing today!

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.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 12    Prev | Next
1–25 of 284 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2024, My Florida Regional MLS DBA Stellar MLS.



Winter Park Real Estate

The median home value in Winter Park, FL is $499,000. 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 $499,000. 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 has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% 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 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 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

    $499,000
    25.3% change since last quarter
  • # Active listings

    311
    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
Aloma Elementary School PK - 05 528 15.5 32792
Aspire Academy Charter KG - 05 111 8.5 32804
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Dommerich Elementary School PK - 05 603 15.1 32751
Eastbrook Elementary School PK - 05 809 14.2 32792
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
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
Lakemont Elementary School KG - 05 656 14.6 32792
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Princeton Elementary School PK - 05 488 13.2 32804

Middle Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Glenridge Middle School 06 - 08 1,415 18.4 32814
Maitland Middle School 06 - 08 909 18.9 32751
Robert E Lee Middle 06 - 08 1,034 17.2 32804

High Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Edgewater High School 09 - 12 1,782 20 32804
Lake Howell High School 09 - 12 2,229 19.1 32792
Winter Park High School 09 - 12 3,069 18.7 32792
Workforce Advantage Academy Charter 09 - 12 238 47.6 32803

Ungraded Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Broward Science Charter School UG - UG 0 32804
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
La Amistad School KG - 12 48 9.6 32751
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Silver Star Center 06 - 12 25 2.5 32804
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL

Metric City County
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