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    1. Subdivision Like Winter Park
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    503 Interlachen Avenue
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    Details for 503 Interlachen Avenue, WINTER PARK, FL 32789
    Land
    1. Price: $4,500,000.00
    2. Previous Price: $4,999,000
    3. Last Price Change: 01/29/26
    4. Days On Market: 280
    5. Acreage: 0.48 acres
    6. Pool: No
    7. Waterfront: No
    8. Year Built: Not Available
    MLS#: O6331207
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: KELLY PRICE & COMPANY LLC
    9. mfrmls
    10. DMCA Notice
    JUST LISTED RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK OFFERED AT $4,999,000!!! Zoned R 3, this multi family, prime piece of land is ready for development. Luxury townhomes or condos, nothi
    Listing Details and 11 Additional Pictures
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    457 New England Avenue
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    Details for 457 New England Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $3,100,000.00
    2. Price sqft: $795.69 / sqft
    3. Days On Market: 224
    4. Bedrooms: 5
    5. Baths: 5
    6. Bldg sqft: 3896
    7. Acreage: 0.41 acres
    8. Pool: No
    9. Waterfront: No
    10. Year Built: 1920
    MLS#: O6345511
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park
    5. Elementary School: Audubon Park K
    6. Middle School: Audubon Park K
    7. High School: Winter Park
    8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
    9. mfrmls
    10. DMCA Notice
    Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the
    Listing Details and 29 Additional Pictures
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    541 Canton Avenue
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    New Construction
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    Details for 541 Canton Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,800,000.00
    2. Price sqft: $707.61 / sqft
    3. Days On Market: 48
    4. Bedrooms: 4
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3957
    8. Acreage: 0.20 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2024
    MLS#: O6389829
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
    9. mfrmls
    10. DMCA Notice
    Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Parks iconic
    Listing Details and 50 Additional Pictures
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    100 Orange Co Circle
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    Details for 100 Orange Co Circle, WINTER HAVEN, FL 33881
    Commercial
    1. Price: $2,600,000.00
    2. Price sqft: $137.06 / sqft
    3. Days On Market: 115
    4. Bldg sqft: 18970
    5. Acreage: 2.18 acres
    6. Pool: No
    7. Waterfront: No
    8. Year Built: 1987
    MLS#: P4937519
    1. County: POLK
    2. City: WINTER HAVEN
    3. Zipcode: 33881
    4. Subdivision: Winter Haven Indust Park
    5. Provided by: KELLER WILLIAMS REALTY SMART 1
    6. mfrmls
    7. DMCA Notice
    Located in Winter Haven, Florida, just off Lucerne Park Road, this nearly 19,000 SF industrial property is offered for sale as an investment opportunity with a current lease in place. The property
    Listing Details and 5 Additional Pictures
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    2412 Chantilly Avenue
    New Construction
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    Details for 2412 Chantilly Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,394,500.00
    2. Price sqft: $460.84 / sqft
    3. Previous Price: $2,395,000
    4. Last Price Change: 04/21/26
    5. Days On Market: 86
    6. Bedrooms: 5
    7. Baths: 7
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 5196
    10. Acreage: 0.27 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2026
    MLS#: O6381552
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park Village
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: REAL BROKER, LLC
    9. mfrmls
    10. DMCA Notice
    Exceptional design meets refined luxury in this brand new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for bo
    Listing Details and 60 Additional Pictures
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    2501 Lafayette Avenue
    New Construction
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    Details for 2501 Lafayette Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $1,949,999.00
    2. Price sqft: $554.61 / sqft
    3. Previous Price: $1,950,000
    4. Last Price Change: 04/09/26
    5. Days On Market: 85
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3516
    10. Acreage: 0.18 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2026
    MLS#: O6381988
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park Village
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: REAL BROKER, LLC
    9. mfrmls
    10. DMCA Notice
    Under Construction. GENEROUSLY APPOINTED LUXURY HOME at $1,875.000 with sound and water walls at $1,950,000.Exceptional design meets refined luxury in this brand new architectural masterpiece by DaVin
    Listing Details and 2 Additional Pictures
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    906 Enclave Place
    New Construction
    Green Listing
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    Details for 906 Enclave Place, WINTER PARK, FL 32792
    Single Family
    1. Price: $1,925,000.00
    2. Price sqft: $427.02 / sqft
    3. Days On Market: 49
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4508
    8. Acreage: 0.18 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2026
    MLS#: O6383092
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32792
    4. Subdivision: The Enclave Winter Park
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: CORCORAN PREMIER REALTY
    9. mfrmls
    10. DMCA Notice
    Pre Construction. To be built. This home is under construction proposed completion March 2027. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully
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    914 Enclave Place
    New Construction
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    Details for 914 Enclave Place, WINTER PARK, FL 32792
    Single Family
    1. Price: $1,895,000.00
    2. Price sqft: $420.27 / sqft
    3. Days On Market: 49
    4. Bedrooms: 5
    5. Baths: 5
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 4509
    8. Acreage: 0.15 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2026
    MLS#: O6391825
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32792
    4. Subdivision: The Enclave Winter Park
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: CORCORAN PREMIER REALTY
    9. mfrmls
    10. DMCA Notice
    Pre Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being b
    Listing Details and 2 Additional Pictures
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    621 Huntington Avenue
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    Details for 621 Huntington Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $1,795,000.00
    2. Price sqft: $597.94 / sqft
    3. Days On Market: 38
    4. Bedrooms: 3
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3002
    8. Acreage: 0.11 acres
    9. Pool: Yes
    10. Waterfront: No
    11. Year Built: 2008
    MLS#: O6394464
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Winter Park Rev
    5. Elementary School: Audubon Park K
    6. Middle School: Audubon Park K
    7. High School: Winter Park
    8. Provided by: OLDE TOWN BROKERS INC
    9. mfrmls
    10. DMCA Notice
    Experience elevated living in this fully transformed luxury residence in the heart of Winter Park, where design, premium finishes, and effortless functionality come together seamlessly. This 3 bedroom
    Listing Details and 37 Additional Pictures
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    905 Enclave Place
    New Construction
    Green Listing
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    Details for 905 Enclave Place, WINTER PARK, FL 32792
    Townhome
    1. Price: $1,495,000.00
    2. Price sqft: $434.47 / sqft
    3. Days On Market: 49
    4. Bedrooms: 3
    5. Baths: 4
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 3441
    8. Acreage: 0.12 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 2026
    MLS#: O6383679
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32792
    4. Subdivision: The Enclave Winter Park
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: CORCORAN PREMIER REALTY
    9. mfrmls
    10. DMCA Notice
    Pre Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being b
    Listing Details and 1 Additional Pictures
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    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
    Datafeed Last updated on May 9, 2026 @ 12:00 am
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