Winter Park, FL Houses for Rent under $2,500

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  /21

  $1,675 Per Month

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft
  • House for Rent

  3282 Oak Lake Place, Winter Park, FL 32792

  990 Sq Ft 2 bedroom with 1.5 bathrooms. This beautifully updated 2-story condo offers the perfect blend of style and affordability. Featuring a fresh kitchen, renovated bathroom, and new flooring throughout. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area. Relax on your private patio, complete with additional outdoor storage.

  3282 Oak Lake Place, Winter Park, FL 32792
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  /9

  $2,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • House for Rent

  3036 Patel Dr, Winter Park, FL 32792

  Available Now!Welcome home to this inviting 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac. The open-concept kitchen and living area create a bright, spacious feel, while the easy-to-maintain tile flooring makes everyday living simple. Step outside to a huge screened patio, the perfect place to relax or entertain.Additional features include:• Attached one-car

  3036 Patel Dr, Winter Park, FL 32792
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  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • House for Rent

  301 S Capen Ave, Winter Park, FL 32789

  Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue.Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage.Down the hall, you'll find three

  301 S Capen Ave, Winter Park, FL 32789
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  /15

  $1,795 Per Month

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft
  • House for Rent

  2704 Tortoise Cove, Winter Park, FL 32792

  * 2 bedroom 1 bath with a 1 car garage * 924 sq. ft. * custom paint* all tile floors* stove and fridge* custom cabinets* blinds and ceiling fans* washer and dryer * large fenced in back yard* lawn care included* pet friendly homeclose to shopping, 436 and Howell Branch areaRentSmartUSA• Applications are per adult ($90). Applicant(s) must

  2704 Tortoise Cove, Winter Park, FL 32792
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  /11

  $1,795 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • House for Rent

  731 W Comstock Ave, Winter Park, FL 32789

  Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an

  731 W Comstock Ave, Winter Park, FL 32789
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  /22

  $2,095 Per Month

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • House for Rent

  1201 Springview Run, Winter Park, FL 32792

  Minimum Deposit $2095. Monthly Rent $2095. Available NOW!Contact Rosa by text at or email to schedule your private showing.*Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established *Incredible home conveniently located in Winter Park off Dike Rd. This 3 bedroom home will impress the minute

  1201 Springview Run, Winter Park, FL 32792
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  /19

  $2,299 Per Month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  3137 Thistlehill Dr, Winter Park, FL 32792

  Charming Winter Park Oasis! Located on a quiet, serene street in Georgetown Estates, this move-in-ready 3-bedroom, 2-bathroom ranch home offers 1,200 square feet of cozy, inviting living space. The single-story layout flows effortlessly to a private outdoor retreat, complete with a fully fenced backyard and a relaxing screened porch—perfect for morning coffee or outdoor entertaining. The property

  3137 Thistlehill Dr, Winter Park, FL 32792
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  /15

  $2,195 Per Month

  • 4 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • House for Rent

  2730 Prince John Rd, Winter Park, FL 32792

  Fantastic 4 Bed 2 Bath Winter Park Home with 2-car garage! Located in a highly desirable Winter Park area. Large living room/dining room combo, a large separate den area. The home has a large fenced-in backyard. Lawn care is included. Walking distance to the Cady Way Trail. *Bonus Amenity Included* -All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident

  2730 Prince John Rd, Winter Park, FL 32792
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  /15

  $2,400 Per Month

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • House for Rent

  521 Ohio St, Winter Park, FL 32789

  WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer

  521 Ohio St, Winter Park, FL 32789
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  $1,990 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  825 Driver Ave, Winter Park, FL 32789

  COMING SOON: Dubsdread neighborhood...This clean & charming bungalow is located on a quiet street with updated & substantial homes in the Dubsdread neighborhood of Winter Park, less than 1/2 mile to I-4 ramp at Fairbanks. The home features an updated eat-in kitchen (with black stainless appliances) & updated bathrooms. New washer/dryer, a garage, extra parking pad & a covered patio. Faux wood

  825 Driver Ave, Winter Park, FL 32789
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  /12

  $1,095 Per Month

  • 1 Bed
  • 1 Bath
  • 549 Sq Ft
  • House for Rent

  3065 George Mason Ave, Winter Park, FL 32792

  DO NOT APPLY! APPLICATION PENDING!1/1 2nd floor condo, all kitchen appliances, washer/Dryer. Nice balcony Walk to shopping supermarket, restaurants. Water & sewer included.Don't miss it. Will not. Last!RV L/B

  3065 George Mason Ave, Winter Park, FL 32792

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