Winter Park, FL Real Estate & Homes For Sale

263 homes

  • 2891 Roxbury Rd, Winter Park, FL 32789
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    NEWOPEN SAT, 12-3PM
    COMPASS FLORIDA LLC
  • 1302 S  Pennsylvania Ave #4, Winter Park, FL 32789
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    NEWOPEN SAT, 2-4PM
    KELLER WILLIAMS WINTER PARK
  • 2380 Dominica Run, Winter Park, FL 32792
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    NEW - 3 HRS AGOFORECLOSURE
    GLORY INTL. REAL ESTATE CO
  • 1434 Norfolk Ave, Winter Park, FL 32789
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    NEW - 9 HRS AGO
    ARRICO REALTY & PROPERTY MGMT.
  • 7578 Cranes Creek Ct #7578, Winter Park, FL 32792
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    NEW - 18 HRS AGO
    WISE GIES REALTY SERVICES
  • West New Hampshire - Build On Your Lot Plan in Mitchell Mckee Sales Center, Winter Park, FL 32789
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    NEW CONSTRUCTION
  • 1741 Glencoe Rd, Winter Park, FL 32789
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    NEWOPEN SAT, 11-1PM0.27 ACRES
    $2,749,000
    4bd
    5ba
    4,692 sqft (on 0.27 acres)
    1741 Glencoe Rd,
    Winter Park, FL 32789
    PREMIER SOTHEBY'S INTL. REALTY
  • 1781 Michigan Ave, Winter Park, FL 32789
    NEW - 1 DAY AGO
    LIST RIGHT REALTY
  • 7318 Swallow Run #7318, Winter Park, FL 32792
    NEW - 2 DAYS AGO
    EQUITYPRO LLC
  • 7429 Daniel Webster Dr   #13A, Winter Park, FL 32792
    NEW - 2 DAYS AGO
    REALTY HUB
  • 2560 Franklin Ave, Winter Park, FL 32789
    NEWOPEN FRI, 3-6PM0.34 ACRES
    $579,000
    4bd
    2ba
    1,514 sqft (on 0.34 acres)
    2560 Franklin Ave,
    Winter Park, FL 32789
    LoKation
  • 1140 Washington Ave #16-C, Winter Park, FL 32789
    NEW - 2 DAYS AGO0.54 ACRES
    $725,000
    3bd
    3ba
    2,069 sqft (on 0.54 acres)
    1140 Washington Ave #16-C,
    Winter Park, FL 32789
    URBANISTA BROKERS
  • 431 Fletcher Pl, Winter Park, FL 32789
    OPEN SAT, 2-4PM0.31 ACRES
    $1,795,000
    4bd
    4ba
    4,045 sqft (on 0.31 acres)
    431 Fletcher Pl,
    Winter Park, FL 32789
    FANNIE HILLMAN & ASSOCIATES
  • 1886 Clematis Ln, Winter Park, FL 32792
    0.26 ACRES
    $395,000
    3bd
    2ba
    1,238 sqft (on 0.26 acres)
    1886 Clematis Ln,
    Winter Park, FL 32792
    WRA BUSINESS & REAL ESTATE
  • 3082 Bluebrook Dr, Winter Park, FL 32792
    BHHS RESULTS REALTY
  • 820 Mayfield Ave, Winter Park, FL 32789
    0.31 ACRES
    $2,250,000
    4bd
    3ba
    3,102 sqft (on 0.31 acres)
    820 Mayfield Ave,
    Winter Park, FL 32789
    FANNIE HILLMAN & ASSOCIATES
  • 5418 Tangerine Ave, Winter Park, FL 32792
    LPT REALTY
  • 1718 Demetree Dr, Winter Park, FL 32789
    0.38 ACRES
    $1,300,000
    4bd
    3ba
    2,752 sqft (on 0.38 acres)
    1718 Demetree Dr,
    Winter Park, FL 32789
    COLDWELL BANKER REALTY
  • 1840 Maywood Rd, Winter Park, FL 32792
    FLORIDA ONE REAL ESTATE LLC
  • 4019 Lake Mirage Blvd, Orlando, FL 32817
    0.4 ACRES
    $649,900
    4bd
    4ba
    2,746 sqft (on 0.40 acres)
    4019 Lake Mirage Blvd,
    Orlando, FL 32817
    COLDWELL BANKER REALTY
  • 3124 Queens Way #3124, Winter Park, FL 32792
    COLLADO REAL ESTATE
  • 7109 Nathan Ct, Winter Park, FL 32792
    CENTURY 21 INTEGRA
  • 313 Gilbert Rd, Winter Park, FL 32792
    OPEN SAT, 1-3PM
    KELLER WILLIAMS WINTER PARK
  • 5481 Park Vale Blvd, Winter Park, FL 32792
    OPENDOOR BROKERAGE LLC
  • 2172 Temple Dr, Winter Park, FL 32789
    NEW CONSTRUCTION
    $2,497,000
    5bd
    4ba
    3,507 sqft
    2172 Temple Dr,
    Winter Park, FL 32789
    KELLER WILLIAMS ADVANTAGE REALTY
  • 1001 Anchorage Ct, Winter Park, FL 32789
    0.66 ACRES
    $7,250,000
    5bd
    7ba
    9,075 sqft (on 0.66 acres)
    1001 Anchorage Ct,
    Winter Park, FL 32789
    COMPASS FLORIDA, LLC
  • 1916 E  End Ave, Winter Park, FL 32789
    OPEN SAT, 12-3PM
    KELLER WILLIAMS ADVANTAGE III REALTY
  • 1725 Pine Ave, Winter Park, FL 32789
    $1,185,000
    4bd
    4ba
    3,125 sqft
    1725 Pine Ave,
    Winter Park, FL 32789
    CHARLES RUTENBERG REALTY ORLANDO
  • 2819 Scarlet Rd, Winter Park, FL 32792
    KELLER WILLIAMS WINTER PARK
  • 195 Scottsdale Sq #195, Winter Park, FL 32792
    LPT REALTY
  • 1401 Michigan Ave, Winter Park, FL 32789
    NEW CONSTRUCTION0.27 ACRES
    $899,900
    4bd
    3ba
    2,505 sqft (on 0.27 acres)
    1401 Michigan Ave,
    Winter Park, FL 32789
    RE/MAX EXCLUSIVE COLLECTION
  • Address Not Disclosed, Winter Park, FL 32789
    EMPIRE NETWORK REALTY
  • 3212 Oak Lawn Pl #219, Winter Park, FL 32792
    SPRINGHILL PROPERTIES LLC
  • 1248 S  Pennsylvania Ave #7, Winter Park, FL 32789
    HOMETRUST REALTY GROUP
  • 2838 Bright Bird Ln, Winter Park, FL 32792
    NEW CONSTRUCTION
    PULTE REALTY OF NORTH FLORIDA 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 median home value is $454,454
MonthMedian home value
March 2023$430k
April 2023$432k
May 2023$434k
June 2023$436k
July 2023$439k
August 2023$441k
September 2023$443k
October 2023$445k
November 2023$447k
December 2023$450k
January 2024$452k
February 2024$454k
View as a graph
Trends and affordability stats are provided by third party data sources.

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

Currently, there are 30 new listings and 263 homes for sale in Winter Park.
Home SizeHome Value*
1 bedroom (21 homes)$168,043
2 bedrooms (50 homes)$280,674
3 bedrooms (83 homes)$430,203
4 bedrooms (69 homes)$663,368
*Home value over the past month

Explore Neighborhoods in Winter Park, FL

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Neighborhood stats provided by third party data sources.

What Locals Say about Winter Park

  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
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  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
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  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
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  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
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  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
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  • Monique J.
    "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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  • A R. S.
    "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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  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
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  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
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  • Winterparkhomes
    "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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  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
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  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
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  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
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  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
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  • Luna M.
    "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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  • David C.
    "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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  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
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  • Supak77
    "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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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
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  • Heidi W.
    "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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  • Wolverine09
    "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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  • Luna M.
    "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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  • Nicole B.
    "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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  • Elizabeth C.
    "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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  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
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  • Blanca V.
    "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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  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
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  • Andreaaarndel
    "Have been here for a year and the kids in this neighborhood are good kids I trust my kids outside. It’s quiet and everybody is to them self. "
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  • Jonvaden
    "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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  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
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  • Alejandratapia01
    "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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  • Ryanbarwise
    "There isn’t a lot of variety, so walks get a little mundane. The neighborhoods in my area are also separated from one another which makes taking different routes a little difficult. The neighborhoods are quite small which also limits variety. "
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  • Skiponthestrip
    "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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  • Oviedohome
    "Need to drive to work. Can walk to local parks. Walking or biking other places does not feel so friendly even though there are restaurants and grocery stores nearby. There are two commuter train stations close by. "
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  • Kathy S.
    "my neighborhood has great access to public transportation and shops and restaurants. it can get very congested because it's popular., which can be good and bad. Can get a little noisy. "
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  • Rubensway2
    "Great schools in winter park area recreational park near by access to stores and highways transportation nearby"
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  • Michael F.
    "I’ve lived here for 4 years, almost. It’s a quiet neighborhood despite the annoying fireworks. But people are nice. "
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  • Jill
    "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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  • Richardc.harmon01
    "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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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
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