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    1. School = Lakemont Elem
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    40 Palmer Avenue
    New Construction
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    Details for 40 Palmer Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $6,950,000.00
    2. Price sqft: $799.03 / sqft
    3. Days On Market: 88
    4. Bedrooms: 5
    5. Baths: 6
    6. Garage / Parking Spaces: 4
    7. Bldg sqft: 8698
    8. Acreage: 0.30 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2026
    MLS#: O6380444
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Elementary School: Lakemont Elem
    5. Middle School: Maitland
    6. High School: Winter Park
    7. Provided by: ONE LUXURY INTERNATIONAL LLC
    8. mfrmls
    9. DMCA Notice
    Under Construction. Opportunities like this rarely present themself, just a eight minute walk from the iconic shops, restaurants, and cafs of Park Avenue, 40 Palmer represents a rare convergence of ar
    Listing Details and 16 Additional Pictures
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    1260 Alabama Drive
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    Details for 1260 Alabama Drive, WINTER PARK, FL 32789
    Single Family
    1. Price: $6,900,000.00
    2. Price sqft: $875.41 / sqft
    3. Days On Market: 65
    4. Bedrooms: 6
    5. Baths: 7
    6. Garage / Parking Spaces: 3
    7. Bldg sqft: 7882
    8. Acreage: 0.57 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: Yes
    12. Wateraccess: Yes
    13. Waterfront Type: Canal - Freshwater
    14. Year Built: 1991
    MLS#: O6387200
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: J Kronenberger Sub
    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
    Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of
    Listing Details and 57 Additional Pictures
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    550 Palmer Avenue
    Virtual Tour
    New Construction
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    Details for 550 Palmer Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $6,495,000.00
    2. Price sqft: $811.67 / sqft
    3. Previous Price: $6,895,000
    4. Last Price Change: 04/11/26
    5. Days On Market: 198
    6. Bedrooms: 5
    7. Baths: 7
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 8002
    10. Acreage: 0.48 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 2025
    MLS#: O6349188
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Osceola Place
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: FANNIE HILLMAN & ASSOCIATES
    9. mfrmls
    10. DMCA Notice
    Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining,
    Listing Details and 75 Additional Pictures
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    1200 Via Salerno
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    Details for 1200 Via Salerno, WINTER PARK, FL 32789
    Single Family
    1. Price: $5,995,000.00
    2. Price sqft: $737.94 / sqft
    3. Previous Price: $6,450,000
    4. Last Price Change: 04/23/26
    5. Days On Market: 84
    6. Bedrooms: 5
    7. Baths: 6
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 8124
    10. Acreage: 0.45 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2001
    MLS#: O6381761
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Cloister Grove Sub
    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
    Along one of the cobblestone brick streets in the prestigious Vias of Winter Park, this completely renovated residence pairs timeless European influence with clean architectural lines and bespoke fini
    Listing Details and 46 Additional Pictures
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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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    1161 Valencia Avenue
    Virtual Tour
    Reduced
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    Details for 1161 Valencia Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $4,200,000.00
    2. Price sqft: $767.40 / sqft
    3. Previous Price: $4,270,000
    4. Last Price Change: 05/04/26
    5. Days On Market: 260
    6. Bedrooms: 4
    7. Baths: 5
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 5473
    10. Acreage: 0.32 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 2021
    MLS#: O6330736
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Valencia Terrace
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: THE REAL ESTATE COLLECTION LLC
    9. mfrmls
    10. DMCA Notice
    Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2
    Listing Details and 64 Additional Pictures
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    1782 Pine Avenue
    New Construction
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    Details for 1782 Pine Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $4,197,000.00
    2. Price sqft: $624.28 / sqft
    3. Days On Market: 57
    4. Bedrooms: 5
    5. Baths: 7
    6. Garage / Parking Spaces: 4
    7. Bldg sqft: 6723
    8. Acreage: 0.36 acres
    9. Pool: Yes
    10. Spa/HotTub: Yes
    11. Waterfront: No
    12. Year Built: 2026
    MLS#: O6389039
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Conwill Estates
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
    9. mfrmls
    10. DMCA Notice
    Step into this stunning West Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. This
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    1150 Via Salerno
    Virtual Tour
    New Construction
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    Details for 1150 Via Salerno, WINTER PARK, FL 32789
    Single Family
    1. Price: $4,195,000.00
    2. Price sqft: $956.45 / sqft
    3. Previous Price: $4,750,000
    4. Last Price Change: 04/25/26
    5. Days On Market: 314
    6. Bedrooms: 4
    7. Baths: 6
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 4386
    10. Acreage: 0.21 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 2025
    MLS#: O6321143
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Cloister Grove Sub
    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
    In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean minimalist residence that blends architectural refinement w/ organic warmth. Now offered at a newly adjusted price, the
    Listing Details and 61 Additional Pictures
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    1120 Palmer Avenue
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    Details for 1120 Palmer Avenue, WINTER PARK, FL 32789
    Single Family
    1. Price: $3,800,000.00
    2. Price sqft: $973.11 / sqft
    3. Previous Price: $3,950,000
    4. Last Price Change: 03/06/26
    5. Days On Market: 78
    6. Bedrooms: 3
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3905
    10. Acreage: 0.42 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1951
    MLS#: O6376319
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: 32231713223171
    5. Elementary School: Lakemont Elem
    6. Middle School: Maitland
    7. High School: Winter Park
    8. Provided by: PHIL KEAN REAL ESTATE LLC
    9. mfrmls
    10. DMCA Notice
    Miami Beach/Coral Gables meets Winter Park high end luxury for today's upscale lifestyle. Phil Kean completely re imagined this 3400 sq ft one story home from top to bottom leaving virtually nothing u
    Listing Details and 37 Additional Pictures
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    541 Canton Avenue
    Virtual Tour
    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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    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.
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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