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  1. Subdivision Like Cortland Park
250 Cortland Avenue
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Details for 250 Cortland Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $950,000.00
  2. Price sqft: $343.46 / sqft
  3. Previous Price: $955,000
  4. Last Price Change: 10/13/25
  5. Days On Market: 219
  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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208 Brewer Avenue
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Details for 208 Brewer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $950,000.00
  2. Price sqft: $290.08 / sqft
  3. Previous Price: $980,000
  4. Last Price Change: 10/14/25
  5. Days On Market: 87
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 3275
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1925
MLS#: O6330008
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
  9. mfrmls
  10. DMCA Notice
Welcome to this beautifully updated 4 bedroom, 3.5 bath Craftsman style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable
Listing Details and 46 Additional Pictures
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250 Cortland Avenue
Virtual Tour
More Like This
Details for 250 Cortland Avenue, Winter Park, FL 32789
Single Family
  1. Price: $950,000.00
  2. Price sqft: $343.46 / sqft
  3. Previous Price: $955,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 219
  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. Provided through
  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
Request more information about this listing.
208 Brewer Avenue
Virtual Tour
More Like This
Details for 208 Brewer Avenue, Winter Park, FL 32789
Single Family
  1. Price: $950,000.00
  2. Price sqft: $290.08 / sqft
  3. Previous Price: $980,000
  4. Last Price Change: 10/05/25
  5. Days On Market: 87
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 3275
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1925
MLS#: O6330008
  1. County: ORANGE
  2. City: Winter Park
  3. Zipcode: 32789
  4. Subdivision: Cortland Park
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge
  7. High School: Winter Park
  8. Provided by: COMPASS FLORIDA LLC
  9. Provided through
  10. DMCA Notice
Welcome to this beautifully updated 4 bedroom, 3.5 bath Craftsman style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable
Listing Details and 46 Additional Pictures
Request more information about this listing.
Tropic Shores Realty - Crystal River
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