Winter Park, FL Homes For Sale & Real Estate

174 homes available on Trulia

  • 4175 Bear Gully Rd, Winter Park, FL 32792
    NEW - 9 HRS AGO1.28 ACRES
    $459,999
    3bd
    2ba
    1,696 sqft (on 1.28 acres)
    4175 Bear Gully Rd,
    Winter Park, FL 32792
    407 Properties
  • 2726 Lake Howell Ln, Winter Park, FL 32792
    NEW - 11 HRS AGO5.5 ACRES
    Coldwell Banker Realty
  • 5560 Garden Grove Cir, Winter Park, FL 32792
    NEW - 2 DAYS AGO
    La Rosa Realty Cw Properties L
  • Grayson Square, Winter Park, FL 32792
    NEWNEW CONSTRUCTIONBUILDABLE PLAN
  • 1695 Lee Rd #D213, Winter Park, FL 32789
    NEW - 2 DAYS AGO
    Re/Max Assured
  • 535 N Interlachen Ave #203, Winter Park, FL 32789
    NEW - 2 DAYS AGO
    Fannie Hillman & Associates
  • 955 Minnesota Ave, Winter Park, FL 32789
    NEW - 2 DAYS AGO
    Fusilier Management Group
  • 2200 Via Luna, Winter Park, FL 32789
    0.55 ACRES
    Premier Sotheby's Intl. Realty
  • 607 Ellen Dr, Winter Park, FL 32789
    $1,125,000
    4bd
    4ba
    2,700 sqft
    607 Ellen Dr,
    Winter Park, FL 32789
    Colony Realty Group, Inc.
  • 1945 Bering Ave, Winter Park, FL 32789
    3D VIEW
    Mainframe Real Estate
  • 311 Morse Blvd #7-2, Winter Park, FL 32789
    Palmano Group Re Brokerage LLC
  • Vilasa Homes, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $927,000+
    3bd
    3ba
    2,319 sqft
    Vilasa Homes,
    Winter Park, FL 32789
  • 903 Bungalow Ave #903, Winter Park, FL 32789
    3D VIEW
    Century 21 Professional Group
  • 2754 Prince John Rd, Winter Park, FL 32792
    Mark Spain Real Estate
  • 5169 Lazy Oaks Dr #5169, Winter Park, FL 32792
    The Wilkins Way LLC
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $1,000,000+
    4bd
    5ba
    4,500 sqft
    The Hope Group,
    Winter Park, FL 32789
  • 2600 Euston Rd, Winter Park, FL 32789
    0.28 ACRES
    $649,900
    6bd
    3ba
    3,145 sqft (on 0.28 acres)
    2600 Euston Rd,
    Winter Park, FL 32789
    Watson Realty Corp
  • 234 Detmar Dr, Winter Park, FL 32789
    0.42 ACRES
    $1,800,000
    4bd
    5ba
    3,609 sqft (on 0.42 acres)
    234 Detmar Dr,
    Winter Park, FL 32789
    Kelly Price & Company LLC
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $2,000,000+
    5bd
    4ba
    4,901 sqft
    The Hope Group,
    Winter Park, FL 32789
  • 1820 Mondrian Cir, Winter Park, FL 32789
    3D VIEW
    King & Associates Real Estate LLC
  • Hawks Crest Townhomes, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
  • 7338 Cook Ln, Winter Park, FL 32792
    $405,000
    3bd
    2ba
    1,191 sqft
    7338 Cook Ln,
    Winter Park, FL 32792
    Opendoor Brokerage LLC
  • 262 Balfour Dr, Winter Park, FL 32792
    Coldwell Banker Realty
  • 3610 Hawthorne Ln, Winter Park, FL 32792
    Era Grizzard Real Estate
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $1,120,000+
    4bd
    4ba
    3,200 sqft
    The Hope Group,
    Winter Park, FL 32789
  • 4559 Whimbrel Pl, Winter Park, FL 32792
    0.95 ACRES
    $1,250,000
    5bd
    4ba
    3,400 sqft (on 0.95 acres)
    4559 Whimbrel Pl,
    Winter Park, FL 32792
    Keller Williams Realty At The Parks
  • Hawk's Crest, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
    $483,995+
    3bd
    2ba
    1,589 sqft
    Hawk's Crest,
    Winter Park, FL 32792
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $1,000,000+
    5bd
    4ba
    3,000 sqft
    The Hope Group,
    Winter Park, FL 32789
  • 200 Saint Andrews Blvd #2012, Winter Park, FL 32792
    Mainframe Real Estate
  • 331 N Phelps Ave, Winter Park, FL 32789
    3D VIEW
    $1,200,000
    4bd
    5ba
    3,154 sqft
    331 N Phelps Ave,
    Winter Park, FL 32789
    Vonac Realty Inc
  • Hawks Crest Townhomes, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
  • Hawk's Crest, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
    $503,995+
    3bd
    4ba
    1,989 sqft
    Hawk's Crest,
    Winter Park, FL 32792
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $1,057,336+
    4bd
    4ba
    4,424 sqft
    The Hope Group,
    Winter Park, FL 32789
  • Hawks Crest Townhomes, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
  • 1274 Formosa Ave #9, Winter Park, FL 32789
    Re/Max Exclusive Collection
  • Hawk's Crest, Winter Park, FL 32792
    NEW CONSTRUCTIONBUILDABLE PLAN
    3D VIEW
    $517,995+
    4bd
    4ba
    2,138 sqft
    Hawk's Crest,
    Winter Park, FL 32792
  • The Hope Group, Winter Park, FL 32789
    NEW CONSTRUCTIONBUILDABLE PLAN
    $1,200,000+
    4bd
    5ba
    4,151 sqft
    The Hope Group,
    Winter Park, FL 32789
  • 2408 Winter Park Rd, Winter Park, FL 32789
    Fannie Hillman & Associates
  • 2817 Salisbury Blvd, Winter Park, FL 32789
    3D VIEW
    Mainframe Real Estate
  • 232 Scottsdale Sq #232, Winter Park, FL 32792
    Smart 1 Realty LLC

Winter Park, FL Real Estate Trends

Learn about the Winter Park, FL housing market through trends and averages.

Affordability of Living in Winter Park, FL

The typical home value is $400,252
Homes are typically worth $253/sqft
Trends and affordability stats are provided by third party data sources.

Average Home Value in Winter Park, FL, by Home Size

Home SizeHome Value*
1 bedroom (See homes)$133,490
2 bedrooms (See homes)$256,395
3 bedrooms (See homes)$376,058
4 bedrooms (See homes)$568,565
*Home value over the past month

See Homes in Neighborhoods Near Winter Park, FL

Explore Neighborhoods in Winter Park, FL

Neighborhood stats provided by third party data sources.

What Locals Say about Winter Park

  • Trulia User
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
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  • Trulia User
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
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  • Trulia User
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
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  • Trulia User
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
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  • Trulia User
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
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  • Trulia User
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
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  • Trulia User
    "I just moved here and so far I feel very safe walking my dog early in the morning and late in the evening. Neighbors are very friendly and greet you. "
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  • Trulia User
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
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  • Trulia User
    "It is safe and quite, people are very friendly and respectfully, I never have any problem with my neighbors. Also this is a very clean neighborhood, people walks there dogs and they pick their poops. I got not regret for buy here."
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  • Trulia User
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
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  • Trulia User
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
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  • Trulia User
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
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  • Trulia User
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
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  • Trulia User
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
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  • Trulia User
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
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  • Trulia User
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
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  • Trulia User
    "Yes, I see people in the morning walk there dog every day , evening and also night. They are a lot of park near By."
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  • Trulia User
    "Downtown Winter Park is a very family friendly community. The park is a great place to bring the family for a relaxing afternoon or to be entertained by one of the many events that take place throughout the year. "
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  • Trulia User
    "Almost everyone on my street has a dog. They also pick up after them. People are always walking by with their dogs"
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  • Trulia User
    "People around the entire neighborhood all own dogs. Everyone does a very good job of picking up after their dog uses the bathroom."
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  • Trulia User
    "Great schools in winter park area recreational park near by access to stores and highways transportation nearby"
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  • Trulia User
    "I love the sense of community in Orwin Mano! Great neighbors, great events and you can walk to restaurants and pubs and gift shops."
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  • Trulia User
    "this area is conveniently close to major highways and toll roads. traffic on Aloma can be hectic but if you know not to be in certain areas during heavy traffic times, not bad at all! "
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  • Trulia User
    "Rush hour is very real here, very congested roads since they are main commuter streets for Orlando. "
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  • Trulia User
    "Best place to grow up in the whole world! Was brought down here from New York in 1967 as a baby. Our family of 7 have enjoyed Darcey Drive for over 52 years now. Great neighbors and very good schools. So many things that you can walk or ride your bike to as well! Winter Park ROCKS! "
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  • Trulia User
    "Just moved here and the place is nice and quiet. the best part is evrything is close like supermarket shopping center etc... also closer to my job."
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  • Trulia User
    "when people are in need others will help them out even though they don't know them. also certain neighbors will watch the kids while they play outside and allow you to borrow cool spices from their house when you ask for them."
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  • Trulia User
    "Great area to live if you have limited or no transportation. Convenient shopping and plenty of restaurants."
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  • Trulia User
    "There are tons of parks in this area, and our personal favorite is Phelps. The Lakemont YMCA is an awesome place to get some time to yourself while the kids are in childcare."
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  • Trulia User
    "Many nice families restaurants weather is great. Athletic parks bicycle trails and more. Easy access to Orlando"
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  • Trulia User
    "From the number of dogs I see walking the neighborhood, I’d say they’re pretty happy. The only real issue with this neighborhood is that the brick streets are in need of repair and they can cause some concern for dog walkers as the cars rocket down these bumpy narrow streets. "
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  • Trulia User
    "I've lived in Winter Park since 1989. This place is an oasis in the swamp that is Central Florida. You have various restaurants and numerous shops within a short drive or walking distance. Residents have access to top rated schools, hospitals, and other amenities. Absolutely proud to call Winter Park home!"
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  • Trulia User
    "I grew up in Winter Park and came back after college to live here. It feels like a small town but you're close enough to Orlando and all the attractions and shopping. The food scene is fanatatic as well!"
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  • Trulia User
    "A sense of community, walking distance to almost anything, free event's, family oriented, dog park, trails, classes, happy hour, security."
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  • Trulia User
    "Wonderful smaller safe community 20 minutes from downtown Orlando and 30 minutes from an international airport--not to mention 30 minutes from Sea World, Universal Studios and Disney."
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  • Trulia User
    "Quite neighborhood, with everything accessible. "
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  • Trulia User
    "Winter Park is reputed to be one of the best neighborhoods in Florida. It has a Whole Foods nearby. I mention this only because Whole Foods has done its research and you find them nationally in carefully selected neighborhoods."
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Winter Park Guide

What's it like to live in Winter Park?

Winter Park is fairly good for those who need quiet areas, as there isn't a lot of street noise or city clamor - although there are still several noisier sections, especially around one of the railway lines or Interstate 4. It is sometimes hard to get to parks in the municipality since they aren't well-distributed. Still, there are a few public green spaces close by for residents to explore.

What kinds of homes are available in Winter Park?

Single detached homes are the predominant housing type, representing roughly 55% of dwellings in Winter Park, but large apartment buildings and small apartment buildings are also present in the housing stock. This municipality has a good choice of housing size options, ranging from lofts to four or more bedrooms. Roughly 60% of the population of this municipality own their home whereas the rest are renters. The median year of construction for properties in this municipality is 1971.

What are the schools, restaurants and shopping like in Winter Park?

It is often possible for house buyers in Winter Park to do their groceries by walking. A small number of restaurants and coffee shops can be found as well. When it comes to education, locals will value that no matter where their house is located in Winter Park, primary schools are close by. However, high schools are not particularly plentiful and therefore may require a rather long walk to get to. In addition to public schools, there are private elementary and high schools.

What are the best ways to get around in Winter Park?

Winter Park will attract active people since it is reasonably well-suited for walking; many daily needs are convenient to carry out on foot. Commuting by public transit is challenging in this municipality. Nonetheless, there is the Winter Park Station with access to the SunRail Line. The municipality is connected by a few bus lines, and the nearest bus stop is typically close by. In contrast, driving is very often the preferred method to navigate Winter Park. It is very easy to park.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511