19

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

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  • /12

    $1,000

    Total Monthly Price

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

    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792

    Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the three rooms has its own electronic keypad lock for your privacy and security. The large common areas provide the perfect space for dining and living. A spacious laundry and kitchen provide you with plenty of space

    5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
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    $2,000

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,519 Sq Ft
    • House for Rent

    2810 Sandwell Dr, Winter Park, FL 32792

    The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The

    2810 Sandwell Dr, Winter Park, FL 32792
  • /11

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • House 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
  • /5

    $1,665 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • House for Rent

    3372 Riverview Way, Winter Park, FL 32792

    Welcome home to this ADORABLE 3 bed 2.5 unit for rent in Winter Park, FL! You will feel right at home the moment you step in. LOVELY kitchen features an ample amount of cabinetry. Quiet neighborhood. SPACIOUS living area, great for entertaining family and friends. MUST SEE!!! Conveniently located minutes from local shops, restaurants, , and more. Zoned for Aloma Elementary School,

    3372 Riverview Way, Winter Park, FL 32792
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    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • House for Rent

    612 Trinidad Ct Unit 612, Winter Park, FL 32792

    Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area

    Carolina Barriento JEXOR LLC

    612 Trinidad Ct Unit 612, Winter Park, FL 32792
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    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • House for Rent

    3043 Antique Oaks Cir, Winter Park, FL 32792

    Discover this spacious 2-bedroom, 2-bath condo in the heart of Winter Park. Perfectly located just steps from Full Sail University and minutes from UCF and Valencia, this home offers unmatched convenience to schools, restaurants, shopping, and major highways—making daily commutes simple and stress-free.This property offers reliable comfort with essential features already in

    3043 Antique Oaks Cir, Winter Park, FL 32792
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    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    1942 Conifer Ct, Winter Park, FL 32792

    Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park

    Scott Banta BLACKFIN REALTY LLC

    1942 Conifer Ct, Winter Park, FL 32792
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    $1,250 Per Month

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

    2500 Lee Rd, Winter Park, FL 32789

    Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities

    2500 Lee Rd, Winter Park, FL 32789
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    $1,575 Per Month

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • House for Rent

    2530 Kamnic Ct, Winter Park, FL 32792

    This 2 bedroom, 2 bathroom villa is located in Winter Park near local shops, restaurants, and schools. Features include a spacious split floor plan with tile flooring throughout, a lovely kitchen with breakfast bar, living room, a wonderful primary suite with a large walk-in closet, laundry room, additional storage room, a fenced yard, and private parking. Schedule a showing or submit an

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2530 Kamnic Ct, Winter Park, FL 32792
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    $1,249 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • House for Rent

    3651 N Goldenrod Rd, Winter Park, FL 32792

    Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for

    3651 N Goldenrod Rd, Winter Park, FL 32792
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    $1,895 Per Month

    • 3 Beds
    • 2 Baths
    • 1,083 Sq Ft
    • House for Rent

    2700 Tortoise Cove, Winter Park, FL 32792

    * 3 Bedroom 2 bath with a 2 car garage, 1083 sq. ft.* Eat in kitchen, stove, fridge, dishwasher included* Kitchen newly remodeled* Blinds and Ceiling fans* Tile through out* Walk in closets* Rear yard privacy fence* All new paint, and fencing* Rear patio* Sliding glass doors off master to back yard* Pet Friendly* Washer dryer hookups in garage*

    2700 Tortoise Cove, Winter Park, FL 32792
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    $1,795 Per Month

    • 3 Beds
    • 1 Bath
    • 1,038 Sq Ft
    • House for Rent

    830 Carver St, Winter Park, FL 32789

    Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will

    830 Carver St, Winter Park, FL 32789
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    $1,395 Per Month

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

    1600 Indiana Ave, Winter Park, FL 32789

    AVAILABLE NOW! Please call or text to schedule a showing. This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living

    1600 Indiana Ave, Winter Park, FL 32789
  • /3

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    5139 Oak Hill Dr, Winter Park, FL 32792

    3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included

    5139 Oak Hill Dr, Winter Park, FL 32792
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    $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, this move-in-ready home includes an in-unit washer/dryer for ultimate convenience. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area.

    3282 Oak Lake Place, Winter Park, FL 32792
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    $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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    $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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    $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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    $1,095 Per Month

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

    3065 George Mason Ave, Winter Park, FL 32792

    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

Rental Home Trends

Number of Houses for Rent
19
Median Single Family Home Rent
$2,599
Median 3 Bedroom Single Family Home Rent
$2,500
Median 4 Bedroom Single Family Home Rent
$3,850
Median 5 Bedroom Single Family Home Rent
$6,000
How to Rent a Home