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We found 640 Listings in WINTER PARK, FL

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1 of 72
  • $1,750,000
  • Asking Price
  • Restricted Address 1350 Lyndale Blvd
  • Winter Park, FL 32789
  • 4 bed 5.0 bath 3,478 sqft
  • Single Family Home Resale (MLS)
Details
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    Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of Winter Park. This home spans two levels of exquisite living spaces designed for c... Read More

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    • $1,750,000 - Resale (MLS)
    • 4 bed / 5.0 bath / 3,478 sqft
    • Restricted Address 1350 Lyndale Blvd , Winter Park, FL 32789
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    1 of 28
    • $699,000
    • Asking Price
    • Restricted Address 417 Gilbert Rd
    • Winter Park, FL 32792
    • 4 bed 3.0 bath 2,231 sqft
    • Single Family Home Resale (MLS)
    Details
      See All 28 See Map

      Welcome to this spacious and charming home located in the sought-after Winter Park Pines neighborhood! As you approach the property, a covered porch invites you to relax before stepping inside. The en... Read More

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      • $699,000 - Resale (MLS)
      • 4 bed / 3.0 bath / 2,231 sqft
      • Restricted Address 417 Gilbert Rd , Winter Park, FL 32792
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      1 of 115
      • $3,250,000
      • Asking Price
      • Restricted Address 1618 Holts Grove Cir
      • Winter Park, FL 32789
      • 5 bed 8.0 bath 4,807 sqft
      • Single Family Home Resale (MLS)
      Details
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        A custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter P... Read More

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        • $3,250,000 - Resale (MLS)
        • 5 bed / 8.0 bath / 4,807 sqft
        • Restricted Address 1618 Holts Grove Cir , Winter Park, FL 32789
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        1 of 33
        • $475,000
        • Asking Price
        • Restricted Address 3455 Athena Dr
        • Winter Park, FL 32792
        • 4 bed 2.0 bath 2,161 sqft
        • Single Family Home Resale (MLS)
        Details
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          Welcome to one of the larger homes in the community, where comfort and versatility meet. This spacious 4-bedroom, 2-bath residence offers multiple areas for both entertaining and relaxation. From the ... Read More

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          • $475,000 - Resale (MLS)
          • 4 bed / 2.0 bath / 2,161 sqft
          • Restricted Address 3455 Athena Dr , Winter Park, FL 32792
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          1 of 19
          • $3,295,000
          • Asking Price
          • Restricted Address 1730 Winchester Dr
          • Winter Park, FL 32789
          • 5 bed 6.0 bath 4,080 sqft
          • Single Family Home Resale (MLS)
          Details
            See All 19 See Map

            Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4, 080... Read More

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            • $3,295,000 - Resale (MLS)
            • 5 bed / 6.0 bath / 4,080 sqft
            • Restricted Address 1730 Winchester Dr , Winter Park, FL 32789
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            1 of 28
            • $749,900
            • Asking Price
            • Restricted Address 1321 Magnolia Ave
            • Winter Park, FL 32789
            • 3 bed 2.0 bath 1,610 sqft
            • Single Family Home Resale (MLS)
            Details
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              Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern amenities. The main house offers 2 bedrooms and 2 bathrooms an... Read More

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              • $749,900 - Resale (MLS)
              • 3 bed / 2.0 bath / 1,610 sqft
              • Restricted Address 1321 Magnolia Ave , Winter Park, FL 32789
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              1 of 42
              • $1,550,000
              • Asking Price
              • Restricted Address 2105 Fosgate Dr
              • Winter Park, FL 32789
              • 5 bed 4.0 bath 3,068 sqft
              • Single Family Home Resale (MLS)
              Details
                See All 42 See Map

                Welcome Home to your OASIS! This 5 Bedroom, 4 Bath, Saltwater Pool Home with 2-Car Garage NEW Genie Garage Door Opener. Magnificent Salt Water Pool, Huge Lanai with Fireplace, Full Wet-Bar, Pond with ... Read More

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                • $1,550,000 - Resale (MLS)
                • 5 bed / 4.0 bath / 3,068 sqft
                • Restricted Address 2105 Fosgate Dr , Winter Park, FL 32789
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                1 of 31
                • $2,250,000
                • Asking Price
                • Restricted Address 1340 Chestnut Ave
                • Winter Park, FL 32789
                • 6 bed 6.0 bath 4,182 sqft
                • Single Family Home Resale (MLS)
                Details
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                  Amazing contemporary home in the heart of Winter Park. This home was fully remodeled in 2023 and in 2018 was added the second floor...New LED lights all around... This residence showcases impeccable c... Read More

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                  • $2,250,000 - Resale (MLS)
                  • 6 bed / 6.0 bath / 4,182 sqft
                  • Restricted Address 1340 Chestnut Ave , Winter Park, FL 32789
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                  1 of 29
                  • $170,000
                  • Asking Price
                  • Restricted Address 301 Lewfield Cir
                  • Winter Park, FL 32792
                  • 1 bed 1.0 bath 678 sqft
                  • Commercial Resale (MLS)
                  Details
                    See All 29 See Map

                    Great 1 bedroom condo located on the first floor! This cute condo offers newer kitchen cabinets and granite counter tops and a new dishwasher, new luxury vinyl flooring in the living and dining rooms,... Read More

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                    • $170,000 - Resale (MLS)
                    • 1 bed / 1.0 bath / 678 sqft
                    • Restricted Address 301 Lewfield Cir , Winter Park, FL 32792
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                    1 of 51
                    • $1,650,000
                    • Asking Price
                    • Restricted Address 660 Arjay Way
                    • Winter Park, FL 32789
                    • 4 bed 4.0 bath 3,237 sqft
                    • Single Family Home Resale (MLS)
                    Details
                      See All 51 See Map

                      One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods i... Read More

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                      • $1,650,000 - Resale (MLS)
                      • 4 bed / 4.0 bath / 3,237 sqft
                      • Restricted Address 660 Arjay Way , Winter Park, FL 32789
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                      1 of 29
                      • $850,000
                      • Asking Price
                      • Restricted Address 1310 Aloma Ave
                      • Winter Park, FL 32789
                      • 4 bed 3.0 bath 2,533 sqft
                      • Single Family Home Resale (MLS)
                      Details
                        See All 29 See Map

                        Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown molding, tall baseboards, refinish... Read More

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                        • $850,000 - Resale (MLS)
                        • 4 bed / 3.0 bath / 2,533 sqft
                        • Restricted Address 1310 Aloma Ave , Winter Park, FL 32789
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                        1 of 22
                        • $375,000
                        • Asking Price
                        • Restricted Address 1880 Viburnum Ln
                        • Winter Park, FL 32792
                        • 3 bed 2.0 bath 1,152 sqft
                        • Single Family Home Resale (MLS)
                        Details
                          See All 22 See Map

                          One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Charming 3 Bedroom / 2 Bathroom BLOCK HOME on an large CORNER LOT (.23 ACRES) with NEWER WIN... Read More

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                          • $375,000 - Resale (MLS)
                          • 3 bed / 2.0 bath / 1,152 sqft
                          • Restricted Address 1880 Viburnum Ln , Winter Park, FL 32792
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                          1 of 48
                          • $735,000
                          • Asking Price
                          • Restricted Address 2158 Whitehall Dr
                          • Winter Park, FL 32792
                          • 3 bed 2.0 bath 1,784 sqft
                          • Single Family Home Resale (MLS)
                          Details
                            See All 48 See Map

                            Discover Your Dream Home in Winter Park!nNestled on a tranquil street lined with sidewalks, this turnkey 3-bedroom, 2-bathroom home is perfect for families seeking comfort and convenience. With design... Read More

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                            • $735,000 - Resale (MLS)
                            • 3 bed / 2.0 bath / 1,784 sqft
                            • Restricted Address 2158 Whitehall Dr , Winter Park, FL 32792
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                            1 of 83
                            • $629,999
                            • Asking Price
                            • Restricted Address 4598 Whimbrel Pl
                            • Winter Park, FL 32792
                            • 4 bed 3.0 bath 2,366 sqft
                            • Single Family Home Resale (MLS)
                            Details
                              See All 83 See Map

                              Welcome to this spectacular TURN-KEY 4-bedroom, 3-full-bath executive home in the highly sought-after QUAIL RUN neighborhood. Walking into this home you will immediately take note of the beautiful Fre... Read More

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                              • $629,999 - Resale (MLS)
                              • 4 bed / 3.0 bath / 2,366 sqft
                              • Restricted Address 4598 Whimbrel Pl , Winter Park, FL 32792
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                              1 of 66
                              • $2,950,000
                              • Asking Price
                              • Restricted Address 1450 Mizell Ave
                              • Winter Park, FL 32789
                              • 5 bed 7.0 bath 4,487 sqft
                              • Single Family Home Resale (MLS)
                              Details
                                See All 66 See Map

                                Prestigious Windsong community-Discover luxury living at its finest in this exquisite 5-bedroom, 5 full and 2 half-bathroom estate built by renowned Hal George (Parkland Homes). Boasting a traditional... Read More

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                                • $2,950,000 - Resale (MLS)
                                • 5 bed / 7.0 bath / 4,487 sqft
                                • Restricted Address 1450 Mizell Ave , Winter Park, FL 32789
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                                Other Sales Types in WINTER PARK, FL

                                • Winter Park Foreclosures
                                • Winter Park Bank-Owned & REOs
                                • Winter Park Rent to Own
                                • Winter Park Home Auctions
                                • Winter Park HUD Homes for Sale
                                • Winter Park Short Sales
                                • Winter Park Homes for Rent
                                • Winter Park For Sale By Owner
                                • Winter Park Pre Foreclosures

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