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  1. Subdivision Like Orwin Manor
1473 Berkshire Avenue
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New Construction
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Details for 1473 Berkshire Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,575,000.00
  2. Price sqft: $432.81 / sqft
  3. Days On Market: 8
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3639
  8. Acreage: 0.45 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2025
MLS#: O6320741
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Provided by: GOLDEN GROUP REALTY LLC
  6. mfrmls
  7. DMCA Notice
Under Construction. Brand New 2025 Mediterranean Luxury in Historic Winter Park Introducing 1473 Berkshire Avenue a just completed luxury residence nestled on one of Winter Parks most peaceful, tree
Listing Details and 11 Additional Pictures
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3308 Middlesex Road
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Details for 3308 Middlesex Road, ORLANDO, FL 32803
Single Family
  1. Price: $1,450,000.00
  2. Price sqft: $359.71 / sqft
  3. Previous Price: $1,525,000
  4. Last Price Change: 06/29/25
  5. Days On Market: 109
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4031
  10. Acreage: 0.22 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1988
MLS#: O6282612
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Orwin Manor
  5. Elementary School: Audubon Park K8
  6. Middle School: Audubon Park K 8
  7. High School: Edgewater High
  8. Provided by: STOCKWORTH REALTY GROUP
  9. mfrmls
  10. DMCA Notice
This breathtaking Spanish style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain,
Listing Details and 60 Additional Pictures
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3223 Orange Avenue
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Details for 3223 Orange Avenue, ORLANDO, FL 32803
Single Family
  1. Price: $499,990.00
  2. Price sqft: $214.59 / sqft
  3. Previous Price: $519,900
  4. Last Price Change: 06/25/25
  5. Days On Market: 18
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2330
  10. Acreage: 0.19 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1949
MLS#: O6317490
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Orwin Manor Westminster Sec
  5. Elementary School: Princeton Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: KELLER WILLIAMS ADVANTAGE REALTY
  9. mfrmls
  10. DMCA Notice
This charming & lovingly maintained 2 Bed, 2 Bath home in Orwin Manor is ready for you to call it yours! Whether youre an investor or looking for a home to make your own nestled between College Park,
Listing Details and 46 Additional Pictures
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1564 Cavendish Road
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Details for 1564 Cavendish Road, WINTER PARK, FL 32789
Single Family
  1. Price: $479,000.00
  2. Price sqft: $420.18 / sqft
  3. Previous Price: $485,000
  4. Last Price Change: 06/07/25
  5. Days On Market: 99
  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
  6. mfrmls
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Nice 3BR/1bath with one car garage in sought after Orwin Manor. Updated kitchen includes solid wood cabinets, SS appliances, and granite counter tops. Light and bright open floor plan with wood flo
Listing Details and 34 Additional Pictures
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Address Not Provided
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Land
  1. Price: $475,000.00
  2. Days On Market: 22
  3. Acreage: 0.14 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: O6316603
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Orwin Manor Westminster Sec
  5. Provided by: CHARLES RUTENBERG REALTY ORLANDO
  6. mfrmls
  7. DMCA Notice
Fabulous location in one of Winter Park's most sought after neighborhoods. Orwin Manor features tree lined streets and historical homes just minutes from Park Ave, Hannibal Square, Rollins College, p
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1027 Chichester Street
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Listing Details for 1027 Chichester Street, ORLANDO, FL 32803
Rental
  1. Price: $4,200.00
  2. Price sqft: $1.79 / sqft
  3. Previous Price: $4,250
  4. Last Price Change: 06/23/25
  5. Days On Market: 22
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2346
  10. Acreage: 0.22 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1948
MLS#: O6316787
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Orwin Manor Stratford Sec
  5. Elementary School: Palm Lake Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: FANNIE HILLMAN & ASSOCIATES
  9. mfrmls
  10. DMCA Notice
Now available for rent is a charming and spacious 3 bedroom, 2 bathroom home with an additional bonus room perfect for an office or den, located in the highly sought after Orwin Manor neighborhood. Ne
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