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    1. Subdivision Like Maitland Shores
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    2211 Azalea Place
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    Details for 2211 Azalea Place, WINTER PARK, FL 32789
    Single Family
    1. Price: $5,250,000.00
    2. Price sqft: $572.77 / sqft
    3. Previous Price: $5,495,000
    4. Last Price Change: 04/15/26
    5. Days On Market: 319
    6. Bedrooms: 5
    7. Baths: 7
    8. Garage / Parking Spaces: 5
    9. Bldg sqft: 9166
    10. Acreage: 0.69 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: Yes
    14. Wateraccess: Yes
    15. Waterfront Type: Canal Front,Lake Privileges
    16. Year Built: 2008
    MLS#: O6319674
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Maitland Shores
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland Middle
    7. High School: Winter Park High
    8. Provided by: FORTUNE INTERNATIONAL REALTY
    9. mfrmls
    10. DMCA Notice
    Exquisite Waterfront Estate in the Heart of Winter Park Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Parks most prestigious neighb
    Listing Details and 98 Additional Pictures
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    948 Poinciana Lane
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    Details for 948 Poinciana Lane, WINTER PARK, FL 32789
    Single Family
    1. Price: $3,174,000.00
    2. Price sqft: $700.82 / sqft
    3. Previous Price: $3,199,000
    4. Last Price Change: 05/07/26
    5. Days On Market: 116
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 4529
    10. Acreage: 0.30 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. Year Built: 2001
    MLS#: O6372165
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Maitland Shores First Add
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland Middle
    7. High School: Winter Park High
    8. Provided by: KELLY PRICE & COMPANY LLC
    9. mfrmls
    10. DMCA Notice
    Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted Location Discover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lan
    Listing Details and 56 Additional Pictures
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    2299 Via Tuscany
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    Details for 2299 Via Tuscany, WINTER PARK, FL 32789
    Single Family
    1. Price: $2,200,000.00
    2. Price sqft: $410.98 / sqft
    3. Previous Price: $2,295,000
    4. Last Price Change: 05/01/26
    5. Days On Market: 185
    6. Bedrooms: 4
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 5353
    10. Acreage: 0.40 acres
    11. Pool: Yes
    12. Waterfront: No
    13. Year Built: 1953
    MLS#: O6355858
    1. County: ORANGE
    2. City: WINTER PARK
    3. Zipcode: 32789
    4. Subdivision: Maitland Shores
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland Middle
    7. High School: Winter Park High
    8. Provided by: CORCORAN PREMIER REALTY
    9. mfrmls
    10. DMCA Notice
    Picture yourself unwinding in your private 0.41 acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park R
    Listing Details and 59 Additional Pictures
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    67 Cypress Lane
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    Details for 67 Cypress Lane, MAITLAND, FL 32751
    Single Family
    1. Price: $1,130,000.00
    2. Price sqft: $363.81 / sqft
    3. Previous Price: $1,225,000
    4. Last Price Change: 04/26/26
    5. Days On Market: 120
    6. Bedrooms: 4
    7. Baths: 3
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3106
    10. Acreage: 0.27 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 1979
    MLS#: O6371328
    1. County: ORANGE
    2. City: MAITLAND
    3. Zipcode: 32751
    4. Subdivision: Maitland Shores
    5. Elementary School: Dommerich Elem
    6. Middle School: Maitland Middle
    7. High School: Winter Park High
    8. Provided by: KELLY PRICE & COMPANY LLC
    9. mfrmls
    10. DMCA Notice
    Welcome to 67 Cypress Lane, a stunning single owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This archit
    Listing Details and 42 Additional Pictures
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    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
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    Datafeed Last updated on May 9, 2026 @ 12:00 am
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