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Details for 1840 Bryan Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,899,500.00
  2. Price sqft: $407.18 / sqft
  3. Previous Price: $1,999,500
  4. Last Price Change: 11/16/25
  5. Days On Market: 219
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4665
  10. Acreage: 0.29 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2014
MLS#: O6304239
  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 High
  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 that Winter Park offers. A home with function and flexibility with a s
Details for 825 Palmer Avenue, WINTER PARK, FL 32789
Single Family
  1. Price: $1,799,000.00
  2. Price sqft: $388.39 / sqft
  3. Days On Market: 92
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4632
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal Front
  13. Year Built: 1953
MLS#: O6341209
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: J Kronenberger Sub
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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825 Palmer Avenue, Winter Park | $1,799,000 A Rare Venetian Canal Treasure Awaits Your Vision! Discover an extraordinary opportunity on one of Winter Park's most coveted waterways. This exceptional
Details for 800 Hamilton Place Court, WINTER PARK, FL 32789
Single Family
  1. Price: $1,295,000.00
  2. Price sqft: $331.03 / sqft
  3. Previous Price: $1,300,000
  4. Last Price Change: 11/11/25
  5. Days On Market: 163
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3912
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: O6321816
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Hamilton Place
  5. Elementary School: Lakemont Elem
  6. Middle School: Maitland Middle
  7. High School: Winter Park High
  8. Provided by: EPIC REAL ESTATE ADVISORS LLC
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Custom built and beautifully maintained, this large 3 bedroom home with loft is located in prime Old Winter Park on a quiet cul de sac. The interior boasts 18'+ high ceilings, creating a grand and air
Details for 5476 Penway Drive, ORLANDO, FL 32814
Single Family
  1. Price: $825,000.00
  2. Price sqft: $326.22 / sqft
  3. Previous Price: $850,000
  4. Last Price Change: 11/22/25
  5. Days On Market: 74
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2529
  10. Acreage: 0.07 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2007
MLS#: O6344561
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32814
  4. Subdivision: Baldwin Parka
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: KELLY PRICE & COMPANY LLC
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Located on an idyllic stretch of Penway Drive, this charming two story Craftsman style home faces a picturesque pond perfect for both early morning strolls and sunset gazing from its comfortable front
Details for 9450 Telfer Run, ORLANDO, FL 32817
Single Family
  1. Price: $399,954.00
  2. Price sqft: $178.71 / sqft
  3. Previous Price: $419,954
  4. Last Price Change: 12/02/25
  5. Days On Market: 40
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2238
  10. Acreage: 0.24 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1992
MLS#: S5137307
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32817
  4. Subdivision: Arbor Pointe 011019121
  5. Elementary School: Arbor Ridge Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: COLDWELL BANKER RESIDENTIAL RE
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Motivated Seller! Beautifully maintained pool home with extensive upgrades throughout and sits on an oversized lot in highly sought after East Orlando! Located minutes from UCF, Rollins College, and t
Details for 9325 Larette Drive, ORLANDO, FL 32817
Single Family
  1. Price: $355,000.00
  2. Price sqft: $232.79 / sqft
  3. Days On Market: 21
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1525
  7. Acreage: 0.21 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1985
MLS#: O6361019
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32817
  4. Subdivision: Arbor Ridge West
  5. Elementary School: Cheney Elem
  6. Middle School: Union Park Middle
  7. High School: Winter Park High
  8. Provided by: FLORIDA REALTY INVESTMENTS
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Beautiful single story home is located in ARBOR RIDGE WEST subdivision, where an exceptional 3 bedroom, 2 bathroom home awaits you. This charming residence offers a comfortable and inviting living exp
Details for 184 Sandlewood Trail 2, WINTER PARK, FL 32789
Condominium
  1. Price: $309,000.00
  2. Price sqft: $272.73 / sqft
  3. Previous Price: $315,000
  4. Last Price Change: 11/05/25
  5. Days On Market: 198
  6. Bedrooms: 2
  7. Baths: 3
  8. Bldg sqft: 1133
  9. Acreage: 0.19 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1985
MLS#: O6311365
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Sandlewood Creek Condo
  5. Building: Sandlewood Creek Condo
  6. Elementary School: Dommerich Elem
  7. Middle School: Maitland Middle
  8. High School: Winter Park High
  9. Provided by: EXP REALTY LLC
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FHA, VA, and DPA approved. Nestled just minutes from the charming boutiques and award winning restaurants of Park Avenue, this beautifully updated 2 bedroom, 2.5 bathroom condo offers the perfect blen
Details for 614 Grenadine Court N 614, WINTER PARK, FL 32792
Condominium
  1. Price: $158,000.00
  2. Price sqft: $208.17 / sqft
  3. Days On Market: 50
  4. Bedrooms: 1
  5. Baths: 1
  6. Bldg sqft: 759
  7. Acreage: 0.08 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 1981
MLS#: O6352820
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Winter Park Villas Condo
  5. Building: Winter Park Villas Condo
  6. Elementary School: Aloma Elem
  7. Middle School: Glenridge Middle
  8. High School: Winter Park High
  9. Provided by: P & C PROPERTIES
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Beautiful 1 Bedroom 1 Bath, corner unit. Light and bright with plenty of windows. This condo has a fantastic layout with a very efficient use of space and floor plan. New paint throughout with tile in
Listing Details for 1309 Bridgeport Drive, WINTER PARK, FL 32789
Rental
  1. Price: $5,400.00
  2. Price sqft: $1.46 / sqft
  3. Days On Market: 14
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3701
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1979
MLS#: S5138945
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Waterbridge
  5. Elementary School: Audubon Park K8
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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Wonderful home in quiet Waterbridge neighborhood. Light & bright formal living & dining rooms. Gorgeous kitchen with granite counters, bar, eat in area. Split bedroom floorplan featuring private maste
Details for 917 Herman Avenue, ORLANDO, FL 32803
Rental
  1. Price: $2,500.00
  2. Price sqft: $1.27 / sqft
  3. Previous Price: $2,600
  4. Last Price Change: 11/15/25
  5. Days On Market: 38
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1964
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6356180
  1. County: ORANGE
  2. City: ORLANDO
  3. Zipcode: 32803
  4. Subdivision: Jamajo
  5. Elementary School: Baldwin Park Elementary
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: EDWIN J PEREZ LLC
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Live Just Steps from Baldwin Park! Discover the perfect blend of style and comfort in this beautiful 3 bedroom, 2 bath home tucked right behind the highly sought after Baldwin Park community. Enjoy al