357

Winter Park, FL Homes for Rent under $2,000

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  • /22

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,404 Sq Ft
    • Spacious 3 bedroom Villa

    3056 Autumn Ct, Winter Park, FL 32792

    Discover this inviting villa in Winter Park, FL, featuring comfortable LVT flooring throughout and carpeted bedrooms. The home offers stainless steel appliances, ceiling fans, and a screened porch for added outdoor enjoyment. Residents have access to a community pool, and the location provides easy access to nearby shopping and restaurants as well as convenient connections to I-4 and 417.

    3056 Autumn Ct, Winter Park, FL 32792
  • /7

    $1,200 Per Month

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

    123 Scottsdale Square Unit B123, Winter Park, FL 32792

    Virtually Staged. One or more photos are virtually staged. Conveniently located in the Winter Park Woods Condominium community, 123 Scottsdale Square #123 offers a blend of comfort and convenience in the heart of Winter Park, Florida. This cozy first floor unit features an open floor plan with kitchen, dining, living and a spacious bedroom. Washer and dryer are in a separate laundry room.

    Guanhua Zhang KN PREMIER REALTY, INC

    123 Scottsdale Square Unit B123, Winter Park, FL 32792
  • /12

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • 2 Bedroom/2 Bathroom at Lancelot AVAILABLE AUGUST 10th!

    3651 N Goldenrod Rd Unit A103, Winter Park, FL 32792

    Super nice, 2 bed/2 bath, ground floor unit. Wonderful open floor plan, laminate and tile flooring, updated bathrooms, all kitchen appliances, washer and dryer, and ceiling fans. Water is included. No Pets Allowed. Conveniently located. Call today for an appointment!EQUAL HOUSING OPPORTUNITYFEATURES:Ground Floor UnitAll AppliancesBreakfast BarLiving Room/Dining

    3651 N Goldenrod Rd Unit A103, Winter Park, FL 32792
  • /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
  • /11

    $1,895 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
  • /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
  • /5

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft
    • House for Rent

    4800 Tangerine Ave, Winter Park, FL 32792

    Beautiful & Spacious 2-Bedroom, 2-Bath Condo for Rent in Winter Park – $1,950/MonthDiscover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained condo located in the highly desirable Winter Park area. This home offers an exceptional layout with 2 spacious bedrooms and 2 full bathrooms, ideal for families, professionals, or roommates seeking a comfortable and

    4800 Tangerine Ave, Winter Park, FL 32792
  • /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
  • /13

    $1,495 Per Month

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

    7302 Swallow Run Unit 7302, Winter Park, FL 32792

    AVAILABLE NOW! Please call or text to schedule a showing. This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35

    7302 Swallow Run Unit 7302, Winter Park, FL 32792
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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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