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1494 Westchester Avenue
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Details for 1494 Westchester Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $2,990,000.00
  2. Price sqft: $635.22 / sqft
  3. Days On Market: 3
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4707
  8. Acreage: 0.24 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1956
MLS#: O6363530
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: EXP REALTY LLC
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Under Construction. Welcome to Westchester Avenuean exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafs, and
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1473 Berkshire Avenue
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Details for 1473 Berkshire Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,589,904.00
  2. Price sqft: $436.91 / sqft
  3. Previous Price: $1,575,000
  4. Last Price Change: 09/19/25
  5. Days On Market: 160
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3639
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6320741
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: GOLDEN GROUP REALTY LLC
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One or more photo(s) has been virtually staged. Brand New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue a just completed luxury residence nestled on one of Wint
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3223 N Orange Ave
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Details for 3223 N Orange Ave, ORLANDO, FL 32803
Single Family
  1. Price: $625,000.00
  2. Price sqft: $268.24 / sqft
  3. Previous Price: $629,000
  4. Last Price Change: 11/23/25
  5. Days On Market: 51
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 2330
  9. Acreage: 0.19 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1949
MLS#: V4945313
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Orwin Manor Westminster
  5. Provided by: LA ROSA REALTY CW PROPERTIES L
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Seller is willing to assist with buyer closing costs or assist with interest rate buy down. Welcome to this beautifully updated 3 bedroom, 2 bath single family home located at 3223 N Orange Ave, Or
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1564 Cavendish Road
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Details for 1564 Cavendish Road, WINTER PARK, FL 32789
Single Family
  1. Price: $450,000.00
  2. Price sqft: $394.74 / sqft
  3. Previous Price: $479,000
  4. Last Price Change: 11/20/25
  5. Days On Market: 251
  6. Bedrooms: 3
  7. Baths: 1
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1140
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1953
MLS#: O6292750
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Charming 3BR bungalow in sought after Orwin Manor with timeless appeal and tons of potential. Updated with original hardwood floors, gas fireplace, granite kitchen, and bath. The 3rd BR functions as
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1381 Canterbury Road
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Details for 1381 Canterbury Road, WINTER PARK, FL 32789
Rental
  1. Price: $4,200.00
  2. Price sqft: $2.31 / sqft
  3. Days On Market: 67
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1819
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1950
MLS#: O6346570
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Provided by: MIAMI BEACH REAL ESTATE GROUP
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Welcome to this beautifully updated Mediterranean style home in the desirable Orwin Manor neighborhood of Winter Park. This charming 3 bedroom, 2 bath residence offers 1,819 sq ft of thoughtfully desi
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