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  1. School = Maitland Middle
  2. Listing Status = Active
Details for 550 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $6,895,000.00
  2. Price sqft: $861.66 / sqft
  3. Previous Price: $7,200,000
  4. Last Price Change: 01/07/26
  5. Days On Market: 170
  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 Middle
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenues renowned shops, fine dining, and the iconic Winter Park 9 hole golf course,
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: 30
  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 Middle
  7. High School: Winter Park
  8. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
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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
Details for 1130 Park North Place, WINTER PARK, FL 32789
Single Family
  1. Price: $2,650,000.00
  2. Price sqft: $515.06 / sqft
  3. Days On Market: 16
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5145
  8. Acreage: 0.40 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1968
MLS#: O6392394
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Park North
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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Located on a quiet cul de sac in the heart of Winter Park, this traditional two story home offers a functional, well designed floorplan for both everyday living and entertaining. From the moment you s
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: 21
  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 Middle
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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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 bu
Details for 1840 Bryan Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,899,500.00
  2. Price sqft: $407.18 / sqft
  3. Days On Market: 21
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4665
  8. Acreage: 0.29 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2014
MLS#: O6391922
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lakeview Terrace
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
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This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all Winter Park offers. A home with function and flexibility with a separa
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: 21
  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 Middle
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
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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
Details for 234 Detmar Drive, WINTER PARK, FL 32789
Single Family
  1. Price: $1,645,000.00
  2. Price sqft: $384.26 / sqft
  3. Previous Price: $1,695,000
  4. Last Price Change: 03/26/26
  5. Days On Market: 59
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 4281
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1935
MLS#: O6379927
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Osceola Shores Sec 1
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
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Nestled behind gates in the heart of Winter park, this enchanting 1930's residence blends historic charm with many recent upgrades. The beautifully renovated kitchen anchors the home, while the downst
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: 21
  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 Middle
  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
Details for 901 Enclave Place, WINTER PARK, FL 32792
Townhome
  1. Price: $1,495,000.00
  2. Price sqft: $425.44 / sqft
  3. Days On Market: 21
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3514
  8. Acreage: 0.12 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2026
MLS#: O6383602
  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 Middle
  7. High School: Winter Park
  8. Provided by: CORCORAN PREMIER REALTY
  9. mfrmls
  10. DMCA Notice
Pre Construction. To be built. Welcome to The Enclave at Winter Parkan exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character wit
Details for 790 Lake Sybelia Drive, MAITLAND, FL 32751
Single Family
  1. Price: $975,000.00
  2. Price sqft: $447.25 / sqft
  3. Previous Price: $995,000
  4. Last Price Change: 04/09/26
  5. Days On Market: 38
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 2180
  9. Acreage: 0.66 acres
  10. Pool: No
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 1958
MLS#: G5108209
  1. County: ORANGE
  2. City: MAITLAND
  3. Zipcode: 32751
  4. Elementary School: Lake Sybelia Elem
  5. Middle School: Maitland Middle
  6. High School: Edgewater
  7. Provided by: LISA REALTY PARTNERS
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One or more photo(s) has been virtually staged. Rare opportunity to own a private 0.66 acre homesite in Maitland with deeded Lake Sybelia access. 790 S Lake Sybelia Drive offers a unique combinatio