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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. Subdivision Like Cortland Park
104 Cortland Avenue
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Details for 104 Cortland Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,375,000.00
  2. Price sqft: $516.87 / sqft
  3. Days On Market: 20
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4595
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1926
MLS#: O6307403
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. mfrmls
  10. DMCA Notice
Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and res
Listing Details and 64 Additional Pictures
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104 Cortland Avenue
More Like This
Details for 104 Cortland Avenue, Winter Park, FL 32789
Single Family
  1. Price: $2,375,000.00
  2. Price sqft: $516.87 / sqft
  3. Days On Market: 20
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4595
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1926
MLS#: O6307403
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: PREMIER SOTHEBY'S INTL. REALTY
  9. Provided through
  10. DMCA Notice
Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and res
Listing Details and 64 Additional Pictures
Request more information about this listing.
171 Cortland Avenue
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Details for 171 Cortland Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $620.53 / sqft
  3. Days On Market: 3
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2095
  8. Acreage: 0.34 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1940
MLS#: O6313622
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. mfrmls
  10. DMCA Notice
Come see this outstanding 15,000 sqft lot surrounded by multi million dollar homes on one of Winter Parks picturesque tree lined brick streets just a short drive from Park Avenue. This property offers
Listing Details and 22 Additional Pictures
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171 Cortland Avenue
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Details for 171 Cortland Avenue, WINTER PARK, FL 32789
Land
  1. Price: $1,300,000.00
  2. Days On Market: 3
  3. Acreage: 0.34 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6313629
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. mfrmls
  10. DMCA Notice
Come see this outstanding 15,000 sqft lot surrounded by multi million dollar homes on one of Winter Parks most picturesque tree lined brick streets just a short drive from Park Avenue. Build your drea
Listing Details and 22 Additional Pictures
Request more information about this listing.
171 Cortland Avenue
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Details for 171 Cortland Avenue, Winter Park, FL 32789
Single Family
  1. Price: $1,300,000.00
  2. Price sqft: $620.53 / sqft
  3. Days On Market: 3
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2095
  8. Acreage: 0.34 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1940
MLS#: O6313622
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. Provided through
  10. DMCA Notice
Come see this outstanding 15,000 sqft lot surrounded by multi million dollar homes on one of Winter Parks picturesque tree lined brick streets just a short drive from Park Avenue. This property offers
Listing Details and 22 Additional Pictures
Request more information about this listing.
250 Cortland Avenue
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Reduced
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Details for 250 Cortland Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,030,000.00
  2. Price sqft: $372.38 / sqft
  3. Previous Price: $1,070,000
  4. Last Price Change: 05/30/25
  5. Days On Market: 82
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2766
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1981
MLS#: O6290084
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Provided by: EXP REALTY LLC
  6. mfrmls
  7. DMCA Notice
Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million dollar homes on one of the most picturesque, tree lined, brick streets in the heart of Winter Park, FL. T
Listing Details and 67 Additional Pictures
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