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  1. City = Winter Park
Details for 1441 Harmon Avenue, WINTER PARK, FL 32789
Rental
  1. Price: $3,100.00
  2. Price sqft: $1.68 / sqft
  3. Previous Price: $3,200
  4. Last Price Change: 03/13/25
  5. Days On Market: 269
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1840
  10. Acreage: 0.08 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2006
MLS#: O6221665
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Henkel Add
  5. Elementary School: Killarney Elem
  6. Middle School: College Park Middle
  7. High School: Edgewater High
  8. Provided by: PRIMAC REALTY, INC
  9. mfrmls
  10. DMCA Notice
Gorgeous 4 bedroom, 3.5 bath in Winter Park. Featuring crown molding, wood floors, double vanity, lots of natural light. The kitchen is stunning with granite counter tops and stainless steel applian
Details for 151 Orlando Avenue 131, WINTER PARK, FL 32789
Rental
  1. Price: $3,000.00
  2. Price sqft: $3.73 / sqft
  3. Days On Market: 136
  4. Bedrooms: 2
  5. Baths: 1
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 804
  8. Acreage: 0.23 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1960
MLS#: O6258845
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Lake Killarney Condo
  5. Building: Lake Killarney Condo
  6. Elementary School: Killarney Elem
  7. Middle School: College Park Middle
  8. Provided by: FLORIDA DREAMS REALTY GRP INC
  9. mfrmls
  10. DMCA Notice
Enjoy lakefront living in this 2 bedroom, 1 bath end unit condo in Lake Killarney Condos. Located on private, navigable Lake Killarney, this fully renovated home offers stunning sunset views from the
Details for 1823 Dover Road, WINTER PARK, FL 32792
Rental
  1. Price: $2,990.00
  2. Price sqft: $1.65 / sqft
  3. Days On Market: 46
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 1808
  7. Acreage: 0.23 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1956
MLS#: S5120910
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Tanglewood Rep
  5. Provided by: LPT REALTY, LLC
  6. mfrmls
  7. DMCA Notice
Welcome to this Beautiful Renovated 4 bedroom and two bath POOL home in Winter Park; Great location! New renovations and upgrades include a new roof, pool and patio extension, new wood like ceramic ti
Details for 1604 Bomi Circle, WINTER PARK, FL 32792
Rental
  1. Price: $2,950.00
  2. Price sqft: $0.91 / sqft
  3. Days On Market: 91
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 3230
  7. Acreage: 0.47 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1983
MLS#: O6268017
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Tamarak
  5. Elementary School: Red Bug Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: SUNNY 365 REALTY GROUP
  9. mfrmls
  10. DMCA Notice
This 4/2 gem is for rent now! Desirable split floor plan features ceramic tile throughout and neutral colors. Wood kitchen cabinets with granite countertops. The open floor plan allows you to interact
Details for 101 Lakemont Avenue, WINTER PARK, FL 32792
Rental
  1. Price: $2,899.00
  2. Price sqft: $1.29 / sqft
  3. Days On Market: 15
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 2240
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1951
MLS#: O6292086
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Tangerine Court
  5. Elementary School: Brookshire Elem
  6. Middle School: Glenridge Middle
  7. High School: Winter Park High
  8. Provided by: RE/MAX DOWNTOWN
  9. mfrmls
  10. DMCA Notice
Welcome to this beautifully renovated 3 bedroom, 2 bathroom single family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines moder
Details for 2225 Shadowland Loop, WINTER PARK, FL 32792
Rental
  1. Price: $2,800.00
  2. Price sqft: $1.13 / sqft
  3. Days On Market: 16
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2471
  8. Acreage: 0.06 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6291259
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Enclave At Hawks Crest
  5. Provided by: OAK HOLLOW PROPERTIES
  6. mfrmls
  7. DMCA Notice
Discover modern living in this spacious 3 bedroom, 2.5 bathroom townhome located in the gated community of Enclave at Hawks Crest in Winter Park. Built in 2019, this home features an open concept layo
Details for 1326 Merrydale Way, WINTER PARK, FL 32792
Rental
  1. Price: $2,700.00
  2. Price sqft: $1.27 / sqft
  3. Days On Market: 11
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2133
  8. Acreage: 0.06 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6292816
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Enclave At Hawks Crest
  5. Provided by: U S GLORY REALTY
  6. mfrmls
  7. DMCA Notice
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge living room one and half bathroom downstairs. 3 Bedrooms upstairs with a big loft. I
Details for 2719 Bright Bird Lane, WINTER PARK, FL 32792
Rental
  1. Price: $2,650.00
  2. Price sqft: $1.15 / sqft
  3. Previous Price: $2,800
  4. Last Price Change: 03/06/25
  5. Days On Market: 71
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2301
  10. Acreage: 0.04 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2024
MLS#: O6273550
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Grayson Square
  5. Elementary School: Eastbrook Elementary
  6. Middle School: Tuskawilla Middle
  7. High School: Lake Howell High
  8. Provided by: LPT REALTY
  9. mfrmls
  10. DMCA Notice
New Price! Welcome to Winter Park! This 3 bedroom, 2 bathroom townhome is part of the new construction in Grayson Square. Spacious open gathering room, perfect for entertaining. Covered lanai in the b
Details for 2816 Cady Way, WINTER PARK, FL 32792
Rental
  1. Price: $2,600.00
  2. Price sqft: $1.05 / sqft
  3. Previous Price: $2,750
  4. Last Price Change: 02/28/25
  5. Days On Market: 133
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2472
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1965
MLS#: O6259777
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32792
  4. Subdivision: Winter Park Pines
  5. Provided by: INNOVATIVE REALTY, LLC
  6. mfrmls
  7. DMCA Notice
Welcome to this spacious 4 bedroom, 2 bathroom home located in Winter Park, FL. This home features tile flooring in the living areas, new carpet, and an open floorplan perfect for entertaining. The ki
Details for 1101 Pennsylvania Avenue, WINTER PARK, FL 32789
Rental
  1. Price: $2,600.00
  2. Price sqft: $1.76 / sqft
  3. Days On Market: 39
  4. Bedrooms: 2
  5. Baths: 1
  6. Bldg sqft: 1474
  7. Acreage: 0.16 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1966
MLS#: O6283710
  1. County: ORANGE
  2. City: WINTER PARK
  3. Zipcode: 32789
  4. Subdivision: Cherokee Park
  5. Provided by: AUTHENTIC REAL ESTATE TEAM
  6. mfrmls
  7. DMCA Notice
Charming duplex for rent near the College Quarter in Winter Park. 2 bedrooms and 1 bath plus laundry room with washer/dryer included. Surrounded by luxury townhomes, lakefront mansions, and located o