101

Winter Park, FL Homes for Rent under $1,500

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  • /26

    $1,350 Per Month

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

    2500 Lee Rd Unit 244, Winter Park, FL 32789

    Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

    Agent Photo

    Rustina Gibson

    RE/MAX VANTAGE

    2500 Lee Rd Unit 244, Winter Park, FL 32789
  • /38

    Starting at $1,306 Per Month

    • 1 - 2 Beds

    3114 Terry Brook Dr, Winter Park, FL 32792

    The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
  • /53

    Starting at $1,355 Per Month

    • 1 - 3 Beds

    3440 N Goldenrod Rd, Winter Park, FL 32792

    Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends

    Cranes Landing Apartments

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /26

    Starting at $1,215 Per Month

    • 1 - 3 Beds

    7000 University Blvd, Winter Park, FL 32792

    Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring

    Central Place At Winter Park

    7000 University Blvd, Winter Park, FL 32792
  • /131

    Starting at $1,325 Per Month

    • 1 - 3 Beds

    541 Oak Reserve Ln, Winter Park, FL 32792

    Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

    Oak Reserve at Winter Park

    541 Oak Reserve Ln, Winter Park, FL 32792
  • /35

    Starting at $1,361 Per Month

    • 1 - 3 Beds

    3207 Rosebud Ln, Winter Park, FL 32792

    These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or

    Summerlin at Winter Park Apartments

    3207 Rosebud Ln, Winter Park, FL 32792
  • /39

    Starting at $910 Per Month

    • 1 - 3 Beds

    2353 Winter Woods Blvd, Winter Park, FL 32792

    Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

    San Jose Apartments

    2353 Winter Woods Blvd, Winter Park, FL 32792
  • /50

    Starting at $1,085 Per Month

    • 1 - 3 Beds

    349 Scottsdale Square, Winter Park, FL 32792

    This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

    Winter Park Woods Apartments

    349 Scottsdale Square, Winter Park, FL 32792
  • /50

    Starting at $1,000 Per Month

    • Studio - 3 Beds

    5590 Baldwin Park St, Orlando, FL 32807

    Join us at District on Baldwin Park in Orlando, where you'll revel in luxurious apartment living and resort-style amenities minutes from shopping, entertainment, restaurants and recreation. Lounge by one of our three sparkling pools, sip a cup of coffee and surf the net in our Internet cafe?? or chat with neighbors over cards in our clubhouse. At District on Baldwin Park, you get the resort

    District On Baldwin Park

    5590 Baldwin Park St, Orlando, FL 32807
  • /36

    Starting at $1,242 Per Month

    • Studio - 3 Beds

    2000 Village Ln, Winter Park, FL 32792

    5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

    The Taylor at Winter Park

    2000 Village Ln, Winter Park, FL 32792
  • /19

    Starting at $1,250 Per Month

    • 1 - 2 Beds

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792

    Nestled within the serene and picturesque neighborhood of Lake Howell, Eastbrook Apartments offers a peaceful lakeside living experience with all the conveniences of a big city. This charming community in the Winter Park area is ideal for those seeking a blend of tranquility and accessibility. With 29 exclusive units, Eastbrook provides an intimate living environment with spacious and

    Eastbrook Apartments

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792
  • /35

    Starting at $1,061 Per Month

    • Studio - 3 Beds

    300 Jamestown Dr, Winter Park, FL 32792

    Carlton Arms of Winter Park is a well established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff. We offer an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

    Carlton Arms of Winter Park

    300 Jamestown Dr, Winter Park, FL 32792
  • /27

    Starting at $1,355

    Total Monthly Price

    • Studio - 3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    There's no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
  • /35

    Starting at $1,141 Per Month

    • 2 - 3 Beds

    7701 Acorn Woods Cir, Winter Park, FL 32792

    Golden Oaks Apartments is your destination for quality, affordable living, offering spacious two and three-bedroom apartment options designed to meet your needs. Located in a serene, peaceful area, our community combines the tranquility of a residential neighborhood with the convenience of nearby shopping, dining, and entertainment. With income restrictions in place to ensure affordability,

    Golden Oaks

    7701 Acorn Woods Cir, Winter Park, FL 32792
  • /24

    Starting at $1,391 Per Month

    • 1 - 2 Beds

    3935 Sutton Place Blvd, Winter Park, FL 32792

    Live life better at Alvista Winter Park! Located in the sought-after neighborhood of Winter Park, Orlando, and just minutes from Full Sail University, Harbor Park and Winter Pines Golf Club, our community effortlessly blends the concepts of convenience and ease. Our collection of lifestyle amenities and interior details make our residents quickly feel right at home!Choose from spacious one and

    Alvista Winter Park

    3935 Sutton Place Blvd, Winter Park, FL 32792
  • /11

    Starting at $1,394

    Total Monthly Price

    • 1 - 2 Beds

    7502 Sun Key Blvd, Winter Park, FL 32792

    Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
  • /29

    Starting at $1,324

    Total Monthly Price

    • 1 - 3 Beds

    3733 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to Atlas at Winter Park!

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
  • /20

    Starting at $1,276 Per Month

    • 1 - 2 Beds

    3250 Bishop Park Dr, Winter Park, FL 32792

    Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

    ARIUM Winter Park

    3250 Bishop Park Dr, Winter Park, FL 32792
  • /11

    $1,350 Per Month

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

    5319 N Orange Ave, Winter Park, FL 32792

    Property Id: 2494175Great location for getting around the greater Orlando area and avoiding traffic. Close to many hospitals, easy access to both airports. Close to groceries, Sprouts, Publix, CVS, Walgreens, Costco, Walmart all within a mile plus countless great restaurants. Whole Foods and Trader Joe’s are about 6 miles away. Nice neighborhood. Friendly neighbors. New paint, new

    5319 N Orange Ave, Winter Park, FL 32792
  • /10

    $1,150

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    1901 Magnolia Ave, Winter Park, FL 32792

    I am renting out a single room. The room is available for single occupants only (no couples or families)It's 1150$ per month. WiFi, Utilities, Water, Trash, etc. is all included in the price - I won't ever charge you for those.It's a very quiet and very safe area.I have 1 small dog and 1 cat - so you MUST be okay living with animals.The dog is friendly, and he

    1901 Magnolia Ave, Winter Park, FL 32792
  • /13

    $1,250

    Total Monthly Price

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

    2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792

    Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

    2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792
  • /6

    $1,100

    Total Monthly Price

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

    2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789

    Charming one-bedroom guest house located in a beautiful Winter Park neighborhood. Enjoy a peaceful setting just steps away from local shops, dining, and everyday conveniences. This inviting space offers both comfort and walkability in one of the area’s most desirable locations, along with the convenience of private parking.

    2333 E Winter Park Rd Unit Guest House, Winter Park, FL 32789
  • /12

    $1,300

    Total Monthly Price

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

    1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789

    Centrally located 2/1 apartment. Near Shopping, gas, churches, golf, convenience store, park and much more. Across the street is Orlando. Hardwood floors. Over 100 restaurants within 1 mile. Easy on and off I-4. Good neighbors. No pets.

    1360 Formosa Ave Unit 1360 Formosa, Winter Park, FL 32789
  • /17

    $1,300 Per Month

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

    1695 Lee Rd Unit D213, Winter Park, FL 32789

    Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living

    Rachel DeCamp RLL Real Estate Group

    1695 Lee Rd Unit D213, Winter Park, FL 32789
  • /16

    $1,349 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
  • /16

    $1,400 Per Month

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

    1695 Lee Rd Unit C110, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C110, Winter Park, FL 32789
  • /25

    $1,425 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
  • /24

    $1,400 Per Month

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

    2942 Antique Oaks Cir Unit 86, Winter Park, FL 32792

    Welcome home to this beautiful, bright, and well maintained rental in Winter Park. Enjoy a comfortable layout, plenty of natural light, and a warm, inviting feel from the moment you walk in. Conveniently located near shopping, dining, UCF, Full Sail University, and major highways. This is a place you'll love coming home to. Schedule your showing today!

    Yigit Orer EMPIRE NETWORK REALTY

    2942 Antique Oaks Cir Unit 86, Winter Park, FL 32792
  • /22

    $1,450 Per Month

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

    151 N Orlando Ave, Winter Park, FL 32789

    Discover comfortable living in this charming 1-bedroom, 1-bathroom residential condo at 151 N Orlando Ave, Winter Park, FL. Spanning 600 sq ft, this unit features modern hardwood flooring, large closets, and a private patio perfect for relaxing or entertaining. The kitchen is equipped with a range and refrigerator, complemented by air conditioning for year-round comfort. Water and trash services

    151 N Orlando Ave, Winter Park, FL 32789
  • /13

    $1,495 Per Month

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

    7302 Swallow Run, Winter Park, FL 32792

    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 lbs. Schedule a showing or submit an application online. All Real

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    7302 Swallow Run, Winter Park, FL 32792
  • /9

    $1,499 Per Month

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft
    • Beautiful Remodeled First-Floor Pool View Condo in Winter Park !!!

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792

    Beautiful Remodeled First-Floor Pool View Condo in Winter ParkWelcome to this beautifully remodeled first-floor condo in the highly desirable Four Seasons Condominium community in Winter Park. Offering peaceful pool views, an excellent location, and outstanding community amenities, this home is ready for you to move in and enjoy!The spacious floor plan features a separate living

    200 St Andrews Blvd Unit 206, Winter Park, FL 32792
  • /11

    $1,200 Per Month

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

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792

    Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't

    Lety Morales LPT REALTY, LLC

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
  • /11

    $1,385 Per Month

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

    LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
  • /19

    $1,450 Per Month

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

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792

    Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and

    Praveen Setty RIGHTHOUSE REALTY LLC

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
  • /12

    $1,400 Per Month

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

    302 Lewfield Cir, Winter Park, FL 32792

    Welcome home to this charming and light-filled 1-bedroom, 1-bathroom condominium, offering the perfect blend of comfort and convenience. Featuring beautiful wood flooring throughout, this cozy residence boasts an open-concept living and dining area that creates a warm and inviting atmosphere. The kitchen is equipped with modern appliances, while ceiling fans throughout the home enhance year-round

    302 Lewfield Cir, 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
  • /11

    $1,300 Per Month

    • 2 Beds
    • 2 Baths
    • 850 Sq Ft
    • 2 bed 2 bath in winterpark!

    7328 Swallow Run, Winter Park, FL 32792

    2 bed 2 bath in winterpark!

    7328 Swallow Run, 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
  • /11

    $1,395 Per Month

    • 2 Beds
    • 2 Baths
    • 1,104 Sq Ft
    • Condo for Rent

    3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792

    Great location! Spacious SECOND FLOOR 2 bedroom + 2 full bath condo featuring an open living room/dining room combo and large kitchen. Conveniently located across from the pool. Stackable washer/dryer in unit. NEW CARPET in bedrooms! Parking permit required. Two pet max permitted. Available now! NOTE: Petscreening required on all applications, whether tenant has a pet or not. . $30 per pet to

    3011 George Mason Ave Unit 1-2E, 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

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends

Number of Homes for Rent
42
Median Rent
$2,200
Median Single Family Home Rent
$2,550
Median Townhouse Rent
$2,500
Median Condo Rent
$1,650
How to Rent a Home