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Newest Homes for Rent in Winter Park, FL

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  • /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
  • /81

    Starting at $1,821

    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
  • /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
  • /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
  • /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
  • /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
  • /31

    Starting at $1,559 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
  • /50

    Starting at $1,585 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
  • /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
  • /75

    Starting at $1,562 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
  • /50

    Starting at $1,844 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
  • /50

    Starting at $1,997 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
  • /35

    Starting at $1,597 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
  • /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
  • /30

    Starting at $1,320 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
  • /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
  • /44

    Starting at $1,278 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
  • /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
  • /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
  • /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
  • /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
  • /28

    Starting at $1,627 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
  • /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
  • /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
  • /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
  • /16

    $2,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,616 Sq Ft
    • House for Rent

    1871 Casselwood St, Winter Park, FL 32792

    Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home offering the perfect blend of modern design and everyday comfort. From the moment you walk in, you'll appreciate the bright open floor plan, luxury finishes, and stylish upgrades throughout.The stunning kitchen features custom cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and plenty of

    1871 Casselwood St, Winter Park, FL 32792
  • /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
  • /31

    $3,050 Per Month

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Renovated Winter Park Pines Home for Lease

    527 Cornwall Rd, Winter Park, FL 32792

    Located in the heart of Winter Park Pines, this updated four bedroom, two bathroom home offers a flexible floor plan with two spacious living areas, providing plenty of room to gather, entertain, or simply spread out. The renovated kitchen features shaker cabinetry, quartz countertops, stainless steel appliances, abundant storage, and a breakfast bar that opens to the main living space.

    527 Cornwall Rd, Winter Park, FL 32792
  • /50

    Starting at $1,614 Per Month

    • 1 - 2 Beds

    3924 Calibre Bend Ln, Winter Park, FL 32792

    Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on

    Calibre Bend Apartments

    3924 Calibre Bend Ln, 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
  • /54

    $6,495 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,379 Sq Ft
    • House for Rent

    1403 Michigan Ave, Winter Park, FL 32789

    Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance.A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that bring comfort,

    1403 Michigan Ave, Winter Park, FL 32789
  • /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
  • /14

    $3,200 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,774 Sq Ft
    • House for Rent

    1830 Staunton Ave, Winter Park, FL 32789

    STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs

    Johnny Hurlburt COLDWELL BANKER REALTY

    1830 Staunton Ave, Winter Park, FL 32789
  • /12

    $2,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Condo for Rent

    955 Aragon Ave Unit A, Winter Park, FL 32789

    Property Id: 1217869Stunning, fully renovated spacious 2-bedroom, 2-bathroom front duplex apartment (Unit A) that looks and feels like a private single-family home! Located in the highly desirable heart of Winter Park on a charming, tree-lined brick street, this beautiful home offers approximately 1,055 sq. ft. of premium living space with original refinished hardwood floors throughout

    955 Aragon Ave Unit A, Winter Park, FL 32789
  • /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
  • /11

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,153 Sq Ft
    • Condo for Rent

    250 Carolina Ave Unit 250, Winter Park, FL 32789

    Experience upscale living in the heart of historic Winter Park at this beautifully maintained top-floor condominium in the highly sought-after Park West community. Perfectly situated just steps from renowned Park Avenue, this residence offers the ideal combination of luxury, convenience, and small-town charm.This spacious 2-bedroom, 2-bathroom home features approximately 1,153 square feet

    250 Carolina Ave Unit 250, Winter Park, FL 32789
  • /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
  • /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
  • /51

    $3,300 Per Month

    • 3 Beds
    • 2 Baths
    • 2,276 Sq Ft
    • House for Rent

    1001 Nottingham St, Orlando, FL 32803

    Welcome to this Exquisitely appointed 3 bed / 2 bath home, located in the highly desirable Orwin Manor neighborhood! This home combines timeless elegance with modern luxury. Inviting foyer greets you with a leaded glass door and marble floor, setting the tone for the rest of the home. The spacious living room features raised panel wainscoting, intricate wood detailing, crown moulding, a tray

    Judd Cheyney KELLER WILLIAMS REALTY AT THE PARKS

    1001 Nottingham St, Orlando, FL 32803

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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 $2,200 per month, though prices vary by neighborhood, size, and property type. As of July 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 $88,000 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 $2,200 per month in Winter Park, FL, renters typically need to show $6,600 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 18.0, 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, College Park, Colonialtown North and Audubon Park, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
185
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