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

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  /13

  $2,295 Per Month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Townhouse for Rent

  3486 Bougainvillea Dr Unit A, Winter Park, FL 32792

  Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.

  Smithj Salomon LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  3486 Bougainvillea Dr Unit A, Winter Park, FL 32792
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  /23

  $2,350 Per Month

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

  2887 Clever Ln, Winter Park, FL 32792

  MOVE-IN SPECIAL!! ONLY $50 APP FEE AND ADMIN FEE WAIVED UPON MOVE-IN!Welcome home to 2887 Clever Lane, a three bedroom, two and a half bath town home with a one car garage! The kitchen overlooks the main living area and features a full suite of stainless steel appliances including the refrigerator, range, over the range microwave and dishwasher as well as plenty of cabinetry and counter

  2887 Clever Ln, Winter Park, FL 32792
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  /20

  $1,600 Per Month

  • 2 Beds
  • 1.5 Baths
  • 825 Sq Ft
  • Townhouse for Rent

  2523 Alexa Ct, Winter Park, FL 32792

  Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard

  Bernardo Reynoso LA ROSA REALTY LLC

  2523 Alexa Ct, Winter Park, FL 32792
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  /9

  $2,015 Per Month

  • 3 Beds
  • 2 Baths
  • 1,175 Sq Ft
  • Condo for Rent

  2711 Aloma Ave, Winter Park, FL 32792

  Coming Soon!!To schedule a showing or for applications, please visit our website:www.keystone-By submitting your information on this page you consent to being contacted by the Property Manager and RentEngine via SMS, phone, or email.

  2711 Aloma Ave, Winter Park, FL 32792
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  /25

  $1,800 Per Month

  • 2 Beds
  • 2 Baths
  • 927 Sq Ft
  • Condo for Rent

  205 Lewfield Cir Unit 205, Winter Park, FL 32792

  Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community

  Eimi Moreno Carrera LPT REALTY, LLC

  205 Lewfield Cir Unit 205, Winter Park, FL 32792
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  /15

  $2,395 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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  /20

  $2,050 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,236 Sq Ft
  • Condo for Rent

  5171 Lazy Oaks Dr Unit 5171, Winter Park, FL 32792

  This Winter Park condo features two bedrooms and three bathrooms, with an attached garage for convenient parking. The entrance welcomes you with a charming foyer. At the heart of the spacious open great room is the kitchen—highlighted by custom cabinets, quartz countertops, and stainless-steel appliances, all thoughtfully arranged on the first floor. An oversized counter provides space for

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  5171 Lazy Oaks Dr Unit 5171, Winter Park, FL 32792
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  /17

  $2,495 Per Month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  5418 Ardmore Dr, Winter Park, FL 32792

  WELCOME HOME - MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add

  5418 Ardmore Dr, Winter Park, FL 32792
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  /30

  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • House for Rent

  7522 Laurel Springs Dr, Winter Park, FL 32792

  Located in the highly sought-after Winter Park High School district, this beautifully maintained 3-bedroom, 2-bath home in Laurel Springs provides comfort, space, and convenience. The bright and inviting living area features tile and an open, welcoming feel. Enjoy year-round indoor-outdoor living in the expansive 400+ sq. feet. enclosed patio overlooking a fully fenced backyard—perfect for

  Liu Zhang JOY ESTATE ENTERPRISE INC

  7522 Laurel Springs Dr, Winter Park, FL 32792
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  /25

  $1,800 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  2510 Boyd Ave, Orlando, FL 32803

  Step into the allure of this meticulously renovated one-bedroom and bathroom apartment unit. The open-concept space boasts a granite countertop and stainless steel appliances, creating a modern and inviting ambiance. The unit also features an extra room, perfect for an office, with direct access to the private backyard. Conveniently situated near Baldwin Park, downtown Orlando, and a plethora of

  2510 Boyd Ave, Orlando, FL 32803
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  /16

  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 802 Sq Ft
  • Condo for Rent

  7340 Swallow Run Unit 7340, Winter Park, FL 32792

  Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

  Bobby Mills METRO CITY REALTY

  7340 Swallow Run Unit 7340, Winter Park, FL 32792
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  /9

  $1,450 Per Month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026

  3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792

  This 2 bedroom two bath condo has been remodeled with new tile flooring, new bathrooms and all new appliances including Washer and dryer as well as kitchen appliances, stove, fridge, dishwasher, and microwave. Community has a large community pool right outside your door. Great location with access to major roads, great dining venues and shopping possibilities. Ready for move in now. Come

  3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792
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  /9

  $1,800 Per Month

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

  2510 Boyd Ave Unit b, Orlando, FL 32803

  Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

  Antonio Velazquez BP REALTY

  2510 Boyd Ave Unit b, Orlando, FL 32803
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  /22

  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • I Bedroom 2 Bath Home with Carport

  1653 Peruvian Ln, Winter Park, FL 32792

  This 3 Bedroom, 2 Bath home is Located in the community of Eastbrook in Winter Park. Neutral Paint. Stainless Steel Appliances, Tile Backsplash, and Granite countertops. Spacious backyard with plenty of room for entertaining or relaxing in the screen back patio. This home is located just a few miles from FULL SAIL University, Rollins College, beautiful Park Avenue, the 417 expressway, SunRail

  1653 Peruvian Ln, Winter Park, FL 32792
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  /24

  $1,495 Per Month

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft
  • Condo for Rent

  2942 Antique Oaks Cir Unit 88, Winter Park, FL 32792

  This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect spot to enjoy your morning cup of coffee. The

  2942 Antique Oaks Cir Unit 88, Winter Park, FL 32792
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  /7

  $1,600 Per Month

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft
  • 1/2 Duplex in Winter Park

  3012 Patel Dr, Winter Park, FL 32792

  Nice two bedroom, two bath home with spacious kitchen and living area. House is tiled throughout. Driveway accommodates 2 cars. Fenced in backyard with small shed. Close to Target, Costco Publix, Aldi. Winter Park Schools.

  3012 Patel Dr, Winter Park, FL 32792
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  /14

  $1,550 Per Month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789

  2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.This property offers an option of a security deposit-free lease

  1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789
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  /16

  $1,700 Per Month

  • 2 Beds
  • 2 Baths
  • 1,059 Sq Ft
  • Excellent location

  4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

  This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing

  4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
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  $2,250 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Townhouse for Rent

  2648 Galliano Cir, Winter Park, FL 32792

  ***New residents will receive three (3) complimentary months of the Resident Benefits Package (RBP). Take advantage of this exclusive offer and enjoy added benefits at no cost for your first three months!***This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel

  2648 Galliano Cir, Winter Park, FL 32792

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