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Newest Homes for Rent in Winter Park, FL

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  • /36

    Starting at $1,349 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
  • /20

    $4,530

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

    The advertised rate of $4,530/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 14, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /50

    Starting at $1,107 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
  • /81

    Starting at $1,888

    Total Monthly Price

    • 1 - 3 Beds

    7490 Dwell Well Way, Winter Park, FL 32792

    Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

    Vintage Winter Park Apartments

    7490 Dwell Well Way, Winter Park, FL 32792
  • /29

    Starting at $1,404

    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
  • /26

    Starting at $1,230 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
  • /13

    $2,715

    Total Monthly Price

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

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789

    The advertised rate of $2,716/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
  • /50

    Starting at $1,773 Per Month

    • Studio - 3 Beds

    1305 Morgan Stanley Ave, Winter Park, FL 32789

    Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

    Juno Winter Park

    1305 Morgan Stanley Ave, Winter Park, FL 32789
  • /35

    Starting at $1,592

    Total Monthly Price

    • 1 - 3 Beds

    2015 New Stonecastle Terrace, Winter Park, FL 32792

    Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

    Stonecastle Apartment Homes

    2015 New Stonecastle Terrace, Winter Park, FL 32792
  • /75

    Starting at $1,749 Per Month

    • 1 - 3 Beds

    1400 Morgan Stanley Ave, Winter Park, FL 32789

    Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

    Bainbridge Winter Park

    1400 Morgan Stanley Ave, Winter Park, FL 32789
  • /35

    Starting at $1,638 Per Month

    • Studio - 3 Beds

    1874 Harmon Ave, Winter Park, FL 32789

    Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

    Berkshire Winter Park

    1874 Harmon Ave, Winter Park, FL 32789
  • /48

    Starting at $1,267 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
  • /30

    Starting at $1,220 Per Month

    • 1 - 3 Beds

    2500 Howell Branch Rd, Winter Park, FL 32792

    Come home to the lifestyle you've been dreaming of in a pet-friendly apartment home at Signal Pointe Apartment Homes near Rollins College.Offering the ideal blend of modern apartment features and elevated community amenities, these garden-style Winter Park, Florida, apartments offer the convenience you've been looking for - all within the tranquility of the suburbs. Make your move to

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
  • /23

    Starting at $1,251 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
  • /36

    Starting at $1,140 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
  • /131

    Starting at $1,425 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
  • /44

    Starting at $1,125 Per Month

    • Studio - 3 Beds

    4755 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

    Liv at Winter Park Apartment Homes

    4755 N Goldenrod Rd, Winter Park, FL 32792
  • /16

    Starting at $1,599 Per Month

    • 2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    *Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore, Set a tour today, and you will

    The Vista at Winter Park

    4704 Lucier Ct, Winter Park, FL 32792
  • /15

    $2,700 Per Month

    • 4 Beds
    • 3 Baths
    • 2,345 Sq Ft
    • House for Rent

    7872 Pleasant Pine Cir, Winter Park, FL 32792

    Spacious Winter Park Rental Home located in the Gated Community of Enclave At Aloma. Conveniently located minutes from the 417, UCF, Research Park, Great Shopping and Dining. This newer home was built in 2013 and offers 4 Bedrooms, 2 Bathrooms, 2 Car Garage, Kitchen/Family Room Combo, Upstairs Bonus Room, and Screened Lanai. Home also features an Inside Utility Room, Ceiling Fans, Wood Floors,

    7872 Pleasant Pine Cir, Winter Park, FL 32792
  • /11

    Starting at $1,559

    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
  • /28

    Starting at $1,632 Per Month

    • 1 Bed

    712 Nicolet Ave, Winter Park, FL 32789

    Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

    Elon Winter Park

    712 Nicolet Ave, Winter Park, FL 32789
  • /27

    Starting at $1,367

    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 $1,299 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
  • /50

    Starting at $1,695 Per Month

    • Studio - 2 Beds

    741 Clay St, Winter Park, FL 32789

    Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

    Seven41 Winter Park

    741 Clay St, Winter Park, FL 32789
  • /35

    Starting at $1,064 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
  • /50

    Starting at $2,170 Per Month

    • 1 - 3 Beds

    940 W Canton Ave, Winter Park, FL 32789

    Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

    Paseo at Winter Park Village

    940 W Canton Ave, Winter Park, FL 32789
  • /31

    Starting at $1,505 Per Month

    • 1 - 2 Beds

    800 Semoran Park Dr, Winter Park, FL 32792

    Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from

    POSTE Winter Park

    800 Semoran Park Dr, Winter Park, FL 32792
  • /17

    Starting at $1,149 Per Month

    • 1 - 3 Beds

    1743 Semoran Cir N, Winter Park, FL 32792

    Sapphire Winter Park offers the ultimate luxury oasis as a sanctuary of good living tucked away on 26-acres of lush landscaping. Located in the city of Winter Park, Florida, select apartments offer brand new washer & dryer, modern white shaker cabinets, quartz countertops, contemporary light & utility fixtures, stainless-steel appliances and vinyl wood floors in main areas with carpet in each

    Sapphire Winter Park

    1743 Semoran Cir N, Winter Park, FL 32792
  • /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
  • /15

    $3,140 Per Month

    • 4 Beds
    • 2 Baths
    • 2,218 Sq Ft
    • House for Rent

    7039 Pecan Ct, Winter Park, FL 32792

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Park, FL, has a lot to offer; does it check all your boxes?

    7039 Pecan Ct, Winter Park, FL 32792
  • /20

    Starting at $1,328 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
  • /30

    Starting at $2,097

    Total Monthly Price

    • 1 - 2 Beds

    3045 Aloma Ave, Winter Park, FL 32792

    Browse our 1 and 2-bedroom luxury 55+ apartments at Rosalia Winter Park, complete with modern appliances and stunning finishes. Stay connected and engaged with countless luxury amenities and activities designed for your lifestyle by our dedicated onsite management team and exciting amenities, including a clubhouse, fitness center, and robust social calendar-all with an attentive team at your

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792
  • /35

    Starting at $925 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
  • /18

    Starting at $1,330 Per Month

    • Studio - 2 Beds

    311 N Knowles Ave, Winter Park, FL 32789

    Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

    Park East - Park Knowles Apartments

    311 N Knowles Ave, Winter Park, FL 32789
  • /12

    $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
  • /40

    $3,895 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,553 Sq Ft
    • House for Rent

    2348 Kestrel Perch Place, Winter Park, FL 32792

    A beautiful tile roof single-family house is available in Hawks Crest, the only gated community in Winter Park! UV sanitizing lights are installed in all bathrooms. A water filter system is installed in the kitchen sink. This 4-bed 3.5-bathroom plus an office and second-floor loft is ready to move in. When you enter the home, an open-concept floor plan leads you to the family room and the

    2348 Kestrel Perch Place, Winter Park, FL 32792
  • /19

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft
    • House for Rent

    2772 Prism Point, Winter Park, FL 32792

    Property Id: 2809706 Townhouse duplex for rent, very private culdesac. Two bedroom, 1 1/2 bath. All tiled except carpet on stairs… galley kitchen, stainless appliances, huge laundry room. Balcony off master bedroom Beautifully maintained all lawn care included. Sprinkler system…fence yard… cats ok Dogs ok must be under 25 pounds. Carport

    2772 Prism Point, Winter Park, FL 32792
  • /8

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    1250 S Denning Dr, Winter Park, FL 32789

    Property Id: 346094 Spacious living area, large master bedroom w/ private bathroom & linen closet. Wide Closets in each bedroom. Quiet neighborhood. Lots of sunlight enters the apartment. Shaded and screened patio faces a courtyard/garden w/ seating. Brand new sliding glass patio door. Incredible location short distance to Park Avenue, Trader Joes/Whole Foods/Publix, I4 exit, & shopping

    1250 S Denning Dr, Winter Park, FL 32789
  • /6

    $1,950

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft
    • Townhouse for Rent

    2399 Antilles Dr, Winter Park, FL 32792

    Beautifully updated 2 bedroom / 1 bath townhome in Casselberry.? Updated kitchen? Freshly painted? Washer/Dryer? Large fenced backyard? 2 community pools? Pet friendly (under 50lbs)Minutes to Full Sail, AdventHealth Winter Park, UCF, shopping & restaurants.

    2399 Antilles Dr, Winter Park, FL 32792
  • /10

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Grdyn House

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792

    Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792

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Frequently Asked Questions

How much does it cost to rent a home in Winter Park, FL?
The median rent for a home in Winter Park, FL is $2,049 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Winter Park, FL?
To comfortably afford the median rent in Winter Park, FL, a household needs to earn roughly $81,960 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,049 per month in Winter Park, FL, renters typically need to show $6,147 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winter Park, FL?
In Winter Park, FL, the price-to-rent ratio is 20.1, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winter Park, FL are best for renting a home?
The best neighborhood for renting in Winter Park, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Baldwin Park, Lake Howell, Audubon Park, College Park and Colonialtown North, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
217
Median Rent
$2,049
Median Single Family Home Rent
$2,500
Median Townhouse Rent
$2,498
Median Condo Rent
$1,695
How to Rent a Home