The median home value in Winter Park, FL is $456,000.
the county median home value of $284,900.
The national median home value is $277,796.
The average price of homes sold in Winter Park, FL is $456,000.
Approximately 55% of Winter Park homes are owned,
compared to 33% rented, while
11% are vacant.
Winter Park real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Winter Park real estate agent to arrange a tour today!
Learn more about Winter Park.
Great location. 4-bedroom 2 bath pool home in Winter Park. Located close to Full Sail, UCF and shopping entertainment and restaurants. Screen enclosed pool and covered patio. Split floor plan.
Perfect for the investor that wants to generate income immediately! Experience no vacancy or up front out of pocket expenses for renovations. This property is close to shopping and restaurants, and public transportation. It is a close drive to the airport, downtown Orlando, and many of the local theme parks.
Enjoy coming home to this beautiful tree lined Winter Park street!! You are welcomed to the front door by the nice curb appeal and beautiful landscaping. This 4 bedroom, 2 bath block home is only two minutes to Winter Pines Golf Club, Cady Way Trail, Winter Park High School and the favored Brookshire Elementary. The updated kitchen has wood cabinets, granite style counter tops and opens to a charming brick fireplace in the adjoining family room! The large family room picture window overlooks the front garden and lush landscaping. The wood floors take you from the front door and foyer to the family room, dining room and on to the large spacious living room. This well-loved home still has a lot of its original charm including a large hall bathroom with terrazzo floors. The master boasts another large picture window allowing plenty of natural light. There are 3 spacious secondary bedrooms. Roof 2018. Garage Door 2014. Replumbed. Close to Hospital, restaurants, Publix and Park Ave for dining and shopping.
Welcome home! This beautiful 2 story 3 bed 2.5 baths is located one block form Dubsdread Golf Course in Winter Park. The home has been lovingly cared for inside and out. You are greeted with lush tropical landscaping and an inviting cobblestone pavered, covered front porch. Inside you will find a bright and open floorplan with tons of windows and 3 sets of French doors leading you to the back yard. As you enter the home you will find the perfect space for a formal dining room with plenty of natural light and a fabulous light fixture. Next you will find the open great room and kitchen area perfect for entertaining with gas fireplace, high-top bar seating, and French doors leading outside- one that enters the enclosed screened porch perfect for relaxing on a warm central Florida evening. The kitchen features upgraded granite countertops, stainless steel appliances including a gas range, and plenty of storage space with 42" cabinets. Through the kitchen you will find an oversized laundry room with extra storage space. Downstairs also features a spacious half bath with a new countertop. All bedrooms are upstairs, secondary bedrooms feature a Jack and Jill bathroom with separate sink areas, both with new countertops. Both bedrooms have ample closet space. The master suite features 10' ceilings, crown molding and plenty of natural light, the master bathroom includes a huge walk in closet with built-ins, garden tub, and separate walk in shower, dual sinks with new countertop, and a separate water closet. Downstairs through the French doors you will find a backyard oasis with covered patio with cobblestone pavers, gas hookup for your grill, lush landscaping featuring many flowering plants to attract butterflies. Wrought iron fencing in back yard, and oversized 2 car detached garage. Designer features and attention to detail can be found throughout the home including 10 foot ceilings, crown molding, 8" doors, upgraded tile in kitchen, bathrooms, and laundry room. Fresh paint inside and out and all carpet has been replaced. Dubsdread Heights is a well established community with no HOA and conveniently located just off of Fairbanks from I-4. Winter Park is a wonderful city filled with arts and culture. Nearby is Rollins College, the Charles Hosmer Morse Museum of American Art, Mead Botanical Garden, Albin Polasek Museum and Sculpture Gardens, the Enzian Theater, and so much more. Winter Park is also home to over 70 parks, all home to various events, festivals and celebrations throughout the year. A quick ride to almost anywhere in central Florida, minutes to Downtown Orlando, Winter Park Village, College Park, and Park Ave, 20 min to Disney World, and plenty of shopping and award-winning restaurants just minutes away! Put this home at the top of your list and schedule a showing today!
Located in Winter Park close to major universities, Full Sail, UCF, and Valencia. Convenient location, just minutes to downtown Orlando, close to public transit, walking trail in the area and shopping. Ground floor end unit with 2 bedroom 2 bath, patio and loads of community amenities. Tenant occupied with 30 day notice to move.
This first floor one bedroom and one bathroom condo features 785 square feet of living space under AC and heat, has all the floors tiled and looks great. Great investment opportunity with great stable tenant. There is a dining area, living room and a storage-laundry room off of the patio. To be SOLD AS-IS with the right to inspect, the Roof was completed in 2021. This Condo is zoned for some of the best schools in Florida. Convenient location, close to UCF, Full Sail University, Advent Health, Downtown and the International Airport! Buyer is to assume code enforcement liens, as the Association is working to correct them.
Saturday, 7/9 11:00-3:00AM
WOW! This home is BEAUTIFULLY located within the area of Winter Park. This single family home is a 3 bed and 1.1 bath that comes with a beautiful spacious open concept. This Amazing property sits on a quarter and a half of acre land that is ready for either friendly spacious parties in the back, or has the potential for you to dream and expand the property to multiple possibilities! This home comes with some contemporary renovations that were just done, including new wood tile floors, and bathroom upgrades. You will notice a bonus room area, that is perfect for an office space, or spacious enough to convert to your liking. Each room is spacious, and invites beautiful natural lighting within. This home will definitely not last long, as it is in a prime location, near Rollins College, Beautiful Downtown Winter Park which leads to Park Ave, with so many favorite eateries and shops. Make your appointment today!!!
Thursday, 7/7 9:00-7:00PM
This Winter Park one-story home offers a patio.
Nice light and bright home with open floor plan and newer roof in Winter Park near top rated Lake Howell High School and Tuskawilla Middle School. Fresh paint, fenced yard, and prime location makes this home an exceptional opportunity. You're home.
This townhouse is a jewel in Winter Park near shopping and on Lake Killarney for the ultimate Florida living. The home has been updated with stainless steel appliances and new wood cabinets and granite countertops. It has a wood burning fireplace in the living room and a large screened in porch. There are two master bedrooms upstairs both with en suite bathrooms and walk in closets. One bedroom has a covered porch with an outside closet. This unit has tons of storage. Your covered carport parking space is just steps from the front door of your townhouse. There is a beautiful pool with a large dock and a gazebo overlooking Lake Killarney. The sunsets are magical. Very quiet and relaxing complex. Close to everything. You must see to appreciate!!!!
Sunday, 7/10 1:00-3:00PM
A custom masterpiece! 4 bedrooms, 5 full baths, and 3 half baths. Master suite features vaulted ceilings, separate his and her vanities, spa tub with travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs with full bath which was used mainly for guests. The living areas are open and perfect for entertaining. The large kitchen has an oversized granite island that can seat up to 8, with under-counter lighting and stone covered dimmable halogen "art light", plus oversized cabinets with under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler's Pantry and Walk-In Pantry with floor-to-ceiling custom shelving. Adjacent to the kitchen is a "sitting room" with a remote controlled natural gas log fireplace with floor-to-ceiling stone veneer, and built-in seating with under-seat hidden storage cabinets and dimmable halogen "art light" above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was helpful "homework" quiet space, also good for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV, and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for "lap in place" swimming and a brand new (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a long paver driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 separate air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout, ceiling fans throughout. Alarm system with motion sensors, Loewen windows throughout house, 10-year warranty, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, "continuous on" hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry (currently storing wine), keyless Schlage entry system. One-owner custom home - Cahill Builders.
New Construction, to be built. This Cape Cod inspired home provides a rare pre-construction opportunity in highly coveted Winter Park, FL. Make this modern marvel your forever home and take advantage of the initial planning stages by adding your personal touches and finish options. Designed by Ben McCoy, known for engineering/building custom homes in Winter Park for over 15yrs; this home features: solar panels with EV charger & back up battery, both smart home capabilities & appliances throughout home, 10ft ceilings, & an open floor plan for all shared living spaces (laundry facilities on both floors). Home is centrally located next to award winning schools, lush gardens/museums, & just minutes from downtown Orlando. Plans subject to change. Call today and schedule your consultation.
Incredible Opportunity to own in an ideal Winter Park location for under $500,000. This charming Ranch is steps from the Winter Park YMCA, located in the sought after school district of Lakemont Elementary, Maitland Middle and WP High, has NO HOA, close proximity to Winnie Palmer Hospital, Interlachen Country Club, Rollins College, and Park Avenue to name a few things! The home offers an Open feel Kitchen/Dining area with tons of natural light pouring over the Living Room. Off the Living Room you'll find a flex space currently being used as an office and workout space hidden behind a beautiful Large Barn Door. Down the hallway you'll find the guest rooms and guest bath. The cozy Master bedroom leads into an oversized Master bath with direct access out to the Pool. There is also a large Bonus room at the back of the house leading out to the spacious fenced backyard and inground pool. New Roof in 2020! The AC, Hot Water Heater, Dishwasher and Fence were all done in the last 5 years. Move right in without any worries!
Under Construction. Brand NEW energy-efficient home ready October 2022! Open kitchen which overlooks the dining area, covered patio, and great room. Whit cabinets with Simply Whit Quartz countertops, Skybridge Gray brushed-look tile flooring and multi-tone tweed carpet in our Sleek package. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.
Under Construction. Brand NEW energy-efficient home ready October 2022! Two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage. Pebble cabinets with Whit Fantasy Granite countertops, Resemblance Light Gray wood-look tile flooring with multi-tone carpet in our Elemental package. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.
Under Construction. Brand NEW energy-efficient home ready October 2022! Open kitchen which overlooks the dining area, covered patio, and great room. Pebble cabinets with Whit Fantasy Granite countertops, Resemblance Light Gray wood-look tile flooring with multi-tone carpet in our Elemental package. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.
Sunday, 7/10 3:00-5:00PM
Come see this spacious, single story home that shows just like a model. Located on a quiet, tree lined street in the quaint, gated community of Enclave at Aloma, this "Boca Raton G" Model has an UPGRADED ADDITION with plenty of space and a SPLIT PLAN layout that allows for lots of privacy for the Master Suite. This 4 bedroom, 2 full bath home has a FENCED yard and new exterior paint. The community has beautiful landscaped entrance, the exclusive "Winter Park" zip code and is close to shopping, A-rated schools, Trinity Prep, Rollins College, excellent medical facilities, highways, parks, recreation and so much more. Schedule your private showing today!
Under Construction. Brand NEW energy-efficient home ready October 2022! Two large closets downstairs and a walk-in closets in each bedroom provide plenty of storage. Whit cabinets with Simply Whit Quartz countertops, Skybridge Gray brushed-look tile flooring and multi-tone tweed carpet in our Sleek package. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.
Under Construction. Brand NEW energy-efficient home ready October 2022! The lofty two-story foyer of this home impresses upon entry. Extra windows allow plenty of natural light into the main living areas, including the open kitchen and upstairs loft. Enjoy relaxing or entertaining outdoors on the covered patio. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.
Seize this rare opportunity to live in an exquisite downtown Winter Park residence that is luxury living at its finest. Welcome home to this elegant and chic three-story townhome that is bathed in an abundance of natural light throughout. Each floor of this townhome is accessible with a private elevator from the underground garage to the amazing rooftop terrace. This home features a designer-curated beautiful and fully furnished interior throughout. Wonderful functional living that is private and convenient. Many upgrades, including a Lutron lighting system with quiet electronic shades and functions that are programmable from day to night and while you are away. The entire home is wired for sound and controlled by the Control4 system. Upon entering through the gate, you are greeted with a wonderfully spacious and private front patio, continue through the double-frosted glass front doors that offer privacy while allowing light in. The first main level offers a spacious living room and a dining room that graciously flows into the state-of-the-art kitchen that includes high-end appliances, a natural gas five-burner Wolf cooktop, a full wine beverage cooler and a large island with seating and solid wood custom cabinetry. The charming morning room is adjacent to the kitchen to stream your favorite new series, have a cup of coffee or a cocktail at the end of the day! The second level is dedicated to the private master suite with a soothing bedroom, a walk-in shower, double sinks, an automatic Toto Washlet in the separate water closet, a large vanity with great storage and a huge master closet. This level also has a great space for a media room, a gym or office. The washer and dryer are housed on this level. The third level treats you to the two lovely guest bedrooms each with its own separate bath and walk in closets and its own living/television/reading room. The rooftop terrace is an entertainer's delight with an outdoor kitchen, terrific fireplace and can be totally uncovered or close the louvers to cover a portion of the patio to protect you from the sun rays or a rainy day. The terrace is served by its own powder room. The oversized two-car garage is located underground and accessed through a gated entrance and includes guest parking spaces and a huge storage closet. This exquisite residence is steps away from culinary experiences and exclusive shops! An elegant home to simply lock and leave for a carefree time whether walking to the avenue for dinner, or for a short or longer period of time away. You will so enjoy living here! Call me to schedule your private showing!
An elegant build by Signature Homes in a prime Winter Park location a short stroll to Rollins College and Park Avenue. Lifestyle is everything and this courtyard-style home has the perfect amount of space for comfort and a lock-and-go lifestyle. Formal dining or living room welcomes you in with volume ceilings, neutral stone flooring and exquisite appointments. The kitchen and living space seamlessly blend and are framed with an incredible bank of windows, allowing the outside views in with generous natural light. The kitchen features custom cabinetry, Carrerra marble counters, a banquet-style dining space, center island to gather and Sub-Zero and Wolf appliances. Outside, the courtyard offers privacy like no other and is professionally upgraded to include mature landscaping, stone patio, turf grass and a refreshing pool to make it complete. This 3-bedroom, 3-and-a-half-bath custom home with a 2-car garage is thoughtfully designed and appointed with high function and great storage. Exquisite detail showcases designer wallpaper, wood-beam details, upgraded hardware and fixtures, custom built-ins and millwork which elevate the home for the most discerning buyer. Upstairs greets you with warm wood floors and a bonus space that could also function as an office. Master retreat features a luxurious marble bath with a glass shower, soaking tub, dual vanities, and a spacious walk-in closet. Secondary bedrooms are oversized and offer a walk-out Juliette balcony and views of the courtyard. So many details in the home attest to the quality and modern function of this perfectly designed home, taking advantage of every bit of space. Convenient location near Azalea Park and Mead Gardens and minutes to the stylish Orange Avenue and Hannibal's Square corridors where restaurants are abundant and include some of the best shopping in Florida. Expect to be impressed.
Friday, 7/8 11:00-2:00PM
Welcome to this beautiful, move-in-ready, Winter Park home! The home's location is prime - just one block from the Dubsdread Golf course, and within minutes to College Park, Winter Park Village, Downtown Orlando, Park Ave, Rollins College, and major roadways. There is NO HOA! As you walk into this 3-bedroom, 2-bath home, you will notice updates throughout, along with charm and character. The floor plan is open and has a split bedroom layout. The living room features a wood burning fireplace and updated flooring that flows through the dining room into the family room. The kitchen includes granite countertops, breakfast bar, separate eat in area, and large closet pantry. The home's outdoor space is perfect for entertaining with an oversized fenced-in yard, and large 440 sq. ft. deck. The fence even has an extra wide opening on the east side of the property providing room to park a boat or R/V, if you so choose. A true hidden gem! Call to schedule a private showing today!
LOCATION LOCATION LOCATION! It is located on a LARGE CORNER LOT in Kenilworth Shores. Kenilworth Shores Section 7 has deeded access to skiable Lake Berry. Zoned for Winter Park High, Glenridge Middle and Brookshire Elementary. Situated in close proximity to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Center for Health and Wellbeing, Rollins College and Full Sail University. Roll up your sleeves and bring your paintbrush to this wonderful 4 bed/2 bath SPLIT PLAN home. This home needs a little TLC and a cosmetic refresh but has great bones and could be a stunning home! Walk through the front door and you are greeted by a cozy spacious living room. To the left is a master bedroom fashioned in a SPLIT FLOOR PLAN offering privacy. This master bedroom offers an ENSUITE BATHROOM and HIS-AND-HERS CLOSETS. As you head out of the master bedroom you will find the laundry room and continue into the kitchen with WOOD CABINETS, NEWER REFRIGERATOR, GAS OVEN, and DUAL SINKS. Alongside the kitchen is the cozy dinette. Head through the dinette into the spacious dining room with lots of natural light and direct access to the back yard. Across the living room are the remaining 3 generous sized bedrooms and hall bathroom. NEW VINYL FLOORING (2021) runs through the main part of the house. This is a perfect starter home or add it to your rental portfolio and start renting it soon! DON'T let this opportunity pass you by! NEW modified bitumen ROOF (2021), Exterior electrical panel replaced (2019), Plumbing: Poly
One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on 2 acres of prime property on Lake Maitland on the Winter Park Chain of Lakes and walking distance to all the shops and restaurants on Park Avenue. As you drive up to the estate, you will be impressed by the entry gate that leads to the huge circular paved driveway complete with a fountain. For the car enthusiast, there are 2 separate garages totaling 7 spaces. There is plenty of additional parking as this house was built for luxury living and entertaining! The home spans 19,304 square feet under air and 25,124 square feet under the roof. There are two separate grand foyers to welcome you, with high ceilings, gorgeous staircases, and magnificent lake views. This home was built to showcase the stunning lake views from almost every room. There are multiple patios and balconies to offer the perfect spots to take in the incredible views. With a total of 8 bedrooms, 3 of which are master suites with ensuite bathrooms and massive walk-in closets there is no shortage of space in this home. In total, there are 9 full baths and 5 half baths making sure everyone has plenty of space in this Park Avenue Estate. Plus, there is a caregiver's suite with private entries for live-in help. This home is equipped with 3 kitchens making any large gathering a breeze to accommodate! As well as 3 elevators so everyone can move about the estate with ease. The expansive estate is perfect for a multi-generational family, with plenty of bedrooms and bathrooms for everyone to comfortably live together. The grounds are simply beautiful, with mature landscaping and expansive lake views there is truly nothing like it. The possibilities are endless with this home! If you are looking for a one-of-a-kind property, this is it! The grandeur of this estate and its prime location makes it a truly unique find. Don't miss your chance to own a piece of Winter Park history!
Amazing Winter Park/Lake Killarney Location! Sit on your front porch swing and enjoy the beautifully landscaped yard with Magnolia trees and Almond trees that are in bloom and smell heavenly right now! Walk into your open and bright living areas with trendy concrete floors, lots of architectural features and a wood burning fire place. The charming kitchen opens up to the dining area with views of the large fenced backyard. Upstairs you will find three huge bedrooms with wood floors and a separate area that could be used as an office, playroom or fourth bedroom. All drapes, washer/dryer and furniture stay! Roof replaced 2018. View Lake Killarney from your front yard! Easy access to I-4 for commute time.