Winter Park, FL Homes for Rent

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  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Apartment for Rent

  1055 S Kentucky Ave Unit 2, Winter Park, FL 32789

  Spacious two-bedroom, two bath condo available now! This is a FIRST FLOOR apartment with a spacious living room and dining room with Kitchen complete with all appliances included and great counter space. The first bedroom has a nice space with a walking closet. The master bedroom is spacious and bright with a large walk-in closet that also leads into the private bathroom! Bathrooms are very

  Valentina Rodriguez LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  1055 S Kentucky Ave Unit 2, Winter Park, FL 32789
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  /16

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Apartment for Rent

  1055 S Kentucky Ave Unit 1, Winter Park, FL 32789

  Spacious two-bedroom, two bath condo available now! This is a FIRST FLOOR apartment with a spacious living room and dining room with Kitchen complete with all appliances included and great counter space. The first bedroom has a nice space with a walking closet. The master bedroom is spacious and bright with a large walk-in closet that also leads into the private bathroom! Bathrooms are very

  Valentina Rodriguez LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  1055 S Kentucky Ave Unit 1, Winter Park, FL 32789
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  $1,450 per month

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Townhouse for Rent

  1512 Indiana Ave Unit B, Winter Park, FL 32789

  Spacious ONE BEDROOM , one bath CONDO available now! This is a first floor apartment with a spacious living room and dining room and Kitchen complete with all appliances included and great counter space. The master bedroom is spacious and bright with a large walk-in closet that also leads into the bathroom! Bathroom with shower. Washer and dryer combo included! Just a mile away from the amazing

  Valentina Rodriguez LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  1512 Indiana Ave Unit B, Winter Park, FL 32789
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  $1,600 per month

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft
  • Townhouse for Rent

  7437 Belle River Ct Unit 7, Winter Park, FL 32792

  wonderful 2BR/21/2 bath in the wonderful city of Winter Park. Spacious master bedroom upstairs with its own private bath, along with the second bedroom and its own en suite bathroom. Relaxation can continue outside on your private fenced in patio. Enjoy plenty of storage space as this unit includes an outdoor storage room and additional storage space located under the stairs. Near to Orlando

  Altagracia Concepcion TRANSCONTINENTAL REALTY GROUP,

  7437 Belle River Ct Unit 7, Winter Park, FL 32792
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  $1,499 per month

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 816, Winter Park, FL 32792

  Charming 2-Bedroom, 2-Bathroom Condo in Winter Park – Move-In Ready!This lovely second-floor unit in Golfside Villas features brand-new carpet installed in 2025! Step into a spacious, open-concept kitchen and living area, offering a comfortable and inviting space to relax and entertain.The master bedroom includes an en-suite bathroom, while the generously sized second bedroom also boasts new

  Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

  1000 S Semoran Blvd Unit 816, Winter Park, FL 32792
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  $2,500 per month

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • House for Rent

  626 Baffie Ave, Winter Park, FL 32789

  Great location, very near I-4 access just off Fairbanks in College Park/Winter Park. Oversized paver driveway and parking area. 2 bedrooms with one bathroom, and an extra room that could be used as an office. Bathroom has shower/tub combination, Home was built in 1938 and is charming and well maintained. Large screen porch with ceiling fans covers the entire front of the house. Home has

  Kathleen Penkacik GRACE REALTY, INC.

  626 Baffie Ave, Winter Park, FL 32789
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  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E115, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E115, Winter Park, FL 32789
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  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 1,091 Sq Ft
  • House for Rent

  2011 Cornell Ave Unit 2, Winter Park, FL 32789

  Cozy Efficiency for Rent in Winter ParkThis charming efficiency unit at 2011 Cornell Ave is perfect for those seeking a comfortable and affordable living space. Recently renovated, the unit features modern appliances, a spacious living area, and plenty of natural light. Located in a peaceful neighborhood with easy access to downtown Winter Park, shopping, dining, and parks, this

  Andres Ospina Rivera LPT REALTY, LLC

  2011 Cornell Ave Unit 2, Winter Park, FL 32789
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  $1,600 per month

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Condo for Rent

  3267 Forest Oaks Ct Unit 111, Winter Park, FL 32792

  LOCATION, LOCATION, LOCATION! This well-maintained 2-bedroom, 2-bath condo available for rent is perfectly situated near Full Sail University, UCF, Valencia College, Rollins College. The home features an eat-in kitchen, a spacious great room, a convenient storage room, and a tranquil rear patio—ideal for relaxing outdoors. Enjoy easy access to bike trails, shopping, dining, churches, retail

  Praveen Setty RIGHTHOUSE REALTY LLC

  3267 Forest Oaks Ct Unit 111, Winter Park, FL 32792
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  $2,750 per month

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft
  • Townhouse for Rent

  2748 Bright Bird Ln, Winter Park, FL 32792

  2023 Townhome with 3 bedrooms and 2.5 bathrooms located in gated community a resort-style pool with a cabana. High-speed 1GB fiber optic internet and 75 cable channels are included in the rent. Enclosed attached 1 car garage and driveway parking. Stone countertops, SS appliances, and tile floors on level one, all bedrooms and laundry are upstairs.

  Hasan Shahab EXP REALTY LLC

  2748 Bright Bird Ln, Winter Park, FL 32792
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  $6,995 per month

  • 4 Beds
  • 4.5 Baths
  • 3,597 Sq Ft
  • House for Rent

  2875 Dorell Ave, Orlando, FL 32814

  BALDWIN PARK Home. Elegant home with pond view! This gorgeously maintained home with 3/4-bedroom, 4.5-bath boasts an open floorplan and plenty of space. The home has a formal living and dining rooms and a family room that is open to the kitchen and sizable eat in kitchen area. Beautiful hard-wood floors throughout. The master suite boasts a jacuzzi tub, double sinks and a walk-in shower. The

  Mo Jabr RE/MAX 200 REALTY

  2875 Dorell Ave, Orlando, FL 32814
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  /19

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • House for Rent

  110 Gem Lake Dr, Maitland, FL 32751

  Fantastic Maitland lakefront location! This home sits on a large lot overlooking Lake Gem. As you enter the home, you are greeting by expansive lake views and gorgeous wood floors. There is a separate dining room, as well as an eat-in area off the spacious kitchen with updated appliances. Off the living room, you can descend to the walkout basement that can be used as a game room, tv room, or

  James Rouadi CARLISLE REALTY, LLC

  110 Gem Lake Dr, Maitland, FL 32751
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  /23

  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Property for Rent

  2835 Stanfield Ave, Orlando, FL 32814

  Expect to be impressed. This one bedroom custom Garage Apartment was added to the original residence in 2022 and has everything you desire. A Reserved One Car parking spot on the driveway just steps from the front door. Upstairs you will be greeted by the freshly painted neutral walls, newer custom vinyl flooring, and a Gourmet Kitchen that will excite any Chef!. This kitchen has a spacious

  Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

  2835 Stanfield Ave, Orlando, FL 32814
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  $3,995 per month

  • 4 Beds
  • 2.5 Baths
  • 3,316 Sq Ft
  • House for Rent

  2514 Tuscarora Trail, Maitland, FL 32751

  JUST REDUCED! Welcome to your dream home in the highly sought-after Dommerich Estates. This stunning 4-bedroom lakefront property offers a perfect blend of luxury and comfort. Enjoy the beautifully resurfaced pool, ideal for relaxation and entertaining against the backdrop of serene lake views. Inside, you will find a spacious designer kitchen complete with modern finishes and top-of-the-line

  Melissa Dietz Levering TRUSTHOME PROPERTIES INC

  2514 Tuscarora Trail, Maitland, FL 32751
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  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • House for Rent

  1027 Chichester St, Orlando, FL 32803

  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. Nestled between downtown Winter Park and downtown Orlando, this home offers unbeatable convenience to Park Avenue, the SunRail station, AdventHealth Orlando, the Orlando Science Center, fine dining,

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1027 Chichester St, Orlando, FL 32803
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  $3,300 per month

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • House for Rent

  2841 Wilford Ave, Orlando, FL 32814

  Great one story, 3 bedroom, 2 bathroom home located in Baldwin Park. This home has a two car garage, front porch, side patio, stainless appliances and granite counter tops. Baldwin Park is zoned for excellent schools and has wonderful amenities including a fitness center, 3 pools, playgrounds, walking trails and easy access to shopping and restaurants. A must see!

  Meg Dolan FANNIE HILLMAN & ASSOCIATES

  2841 Wilford Ave, Orlando, FL 32814

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