173

Newest Homes for Rent in Winter Park, FL

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  • /74

    Starting at $1,699 Per Month

    • 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

    (689) 220-5580

    7490 Dwell Well Way, Winter Park, FL 32792
  • /36

    Starting at $1,283 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

    (562) 568-9229

    2000 Village Ln, 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

    (689) 220-7951

    7000 University Blvd, Winter Park, FL 32792
  • /53

    Starting at $1,887 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

    (689) 219-5062

    1305 Morgan Stanley Ave, Winter Park, FL 32789
  • /28

    Starting at $1,637 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

    Elon Winter Park

    (689) 219-5245

    712 Nicolet Ave, Winter Park, FL 32789
  • /44

    Starting at $1,273 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

    (689) 219-5609

    4755 N Goldenrod Rd, Winter Park, FL 32792
  • /27

    Starting at $1,469 Per Month

    • Studio - 3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    Theres 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 serene

    Westmount at Winter Park

    (321) 248-5471

    1701 Lee Rd, Winter Park, FL 32789
  • /55

    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

    (689) 219-5442

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /11

    Starting at $1,350

    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

    (321) 399-2988

    7502 Sun Key Blvd, Winter Park, FL 32792
  • /35

    Starting at $1,055 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

    (689) 220-7887

    300 Jamestown Dr, Winter Park, FL 32792
  • /24

    Starting at $1,381 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

    (321) 316-5068

    3935 Sutton Place Blvd, Winter Park, FL 32792
  • /50

    Starting at $1,635 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

    (689) 220-6346

    1874 Harmon Ave, Winter Park, FL 32789
  • /40

    Starting at $1,093 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

    (689) 220-6237

    3114 Terry Brook Dr, Winter Park, FL 32792
  • /50

    Starting at $1,832 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

    (689) 219-4397

    940 W Canton Ave, Winter Park, FL 32789
  • /29

    Starting at $1,229

    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

    (689) 219-8922

    3733 N Goldenrod Rd, Winter Park, FL 32792
  • /30

    Starting at $1,200 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

    (689) 207-5380

    2500 Howell Branch Rd, Winter Park, FL 32792
  • /35

    Starting at $1,441 Per Month

    • 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

    (689) 219-6082

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

    Starting at $1,416 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

    (689) 219-8568

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

    (689) 219-8058

    741 Clay St, Winter Park, FL 32789
  • /31

    Starting at $1,515 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

    (321) 415-7565

    800 Semoran Park Dr, Winter Park, FL 32792
  • /131

    Starting at $1,295 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

    (689) 220-7702

    541 Oak Reserve Ln, Winter Park, FL 32792
  • /50

    Starting at $1,072 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

    (689) 407-8026

    349 Scottsdale Square, Winter Park, FL 32792
  • /30

    Starting at $1,917

    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

    (321) 732-8673

    3045 Aloma Ave, 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

    (689) 207-6470

    311 N Knowles Ave, Winter Park, FL 32789
  • /35

    Starting at $1,312 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

    (321) 415-0553

    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

    (321) 415-9984

    4704 Lucier Ct, Winter Park, FL 32792
  • /9

    $1,850

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Condo for Rent

    1500 Gay Rd Unit 9D, Winter Park, FL 32789

    Two-bedroom, two-bath walk-up condo off Lake Killarney in Winter Park, Florida. Spacious rooms, custom upgrades, quiet, and well maintained. Located in the Chateaux du Lac community at 1500 GayRoad. Within walking distance of Winter Park Village, Traders Joe's, restaurants and more. Minutes from AdventHealth Orlando, Park Avenue, Rollins College, and I-4.Pet free unit. Ideally seeking

    1500 Gay Rd Unit 9D, Winter Park, FL 32789
  • /19

    $2,695 Per Month

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft
    • House for Rent

    3897 Waterview Loop, Winter Park, FL 32792

    Welcome to 3897 Waterview Loop in beautiful Winter Park, FL. When you first walk into this amazing home you are immediately greeted with an open airy feeling by the vaulted ceiling and dual skylights. The open concept living and dining rooms have plenty of space for entertainment and family dinners. The kitchen features all stainless-steel appliances and granite counter tops. Adjacent to the

    3897 Waterview Loop, Winter Park, FL 32792
  • /47

    $2,675 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Townhouse for Rent

    2760 Bright Bird Ln, Winter Park, FL 32792

    Stunning 3 beds/2.5 bath/1car garage townhome ready to move-in June at Grayson Square, Winter park. RENT INCLUDES high-speed 1GB fiber optic internet & 75 streaming cable and music channels. The first floor is efficiently laid out with the kitchen, powder room, and spacious gathering room perfect for entertaining with a sliding glass door that opens to the covered lanai and patio that overlooks a

    Fabian Berastegui P & C PROPERTIES

    2760 Bright Bird Ln, Winter Park, FL 32792
  • /12

    Starting at $3,350 Per Month

    • 2 Beds

    1894 Demetree Dr, Winter Park, FL 32789

    Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter ParkWelcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals.This thoughtfully

    Waterbridge Subdivision

    (844) 871-1098

    1894 Demetree Dr, Winter Park, FL 32789
  • /20

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft
    • Renovated 3/2.5 Townhome with Office/Flex Space (Corner Unit) Winter Park!

    2445 Passamonte Dr, Winter Park, FL 32792

    Beautifully renovated corner-unit townhome in the gated Via Lago community in Winter Park. This move-in-ready home features abundant natural light, fresh interior paint, and new wood flooring throughout for a modern feel.Open-concept kitchen with granite countertops and stainless steel appliances flows into the main living space—perfect for entertaining. Upstairs offers a spacious primary

    2445 Passamonte Dr, Winter Park, FL 32792
  • /14

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 854 Sq Ft
    • House for Rent

    2304 Inagua Way, Winter Park, FL 32792

    Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the

    2304 Inagua Way, Winter Park, FL 32792
  • /24

    $2,599 Per Month

    • 3 Beds
    • 2 Baths
    • 1,535 Sq Ft
    • House for Rent

    3465 Balsam Dr, Winter Park, FL 32792

    Welcome to this charming 3-bedroom, 2-bathroom home located in a well-established Winter Park neighborhood. This property offers a comfortable single-story layout with inviting living spaces, ideal for everyday living and entertaining. The home features a functional floor plan with a bright living area, an eat-in kitchen, and well-sized bedrooms, including a primary suite with a private bath.

    Steve Simpson 407 PROPERTIES

    3465 Balsam Dr, Winter Park, FL 32792
  • /25

    $1,725 Per Month

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

    3283 Oak Lake Place Unit 127, Winter Park, FL 32792

    Beautiful freshly painted and cleaned property in Winter park. This is a townhouse style condo (no neighbors above and only on one side)- end unit with rear patio and storage closet. The first floor is a large living space, kitchen, a half bath and laundry with a dining nook. While there are 3 bedrooms upstairs with 2 full baths. The first floor is fully tiled and the upstairs bedrooms have

    Kyle Petteway EXIT REAL ESTATE RESULTS

    3283 Oak Lake Place Unit 127, Winter Park, FL 32792
  • /50

    Starting at $1,499 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

    (689) 220-7836

    3924 Calibre Bend Ln, Winter Park, FL 32792
  • /62

    $3,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,130 Sq Ft
    • House for Rent

    1542 Sugarwood Cir, Winter Park, FL 32792

    Spacious, fully remodeled 4-bedroom, 2.5-bath single-family home located in the desirable Amberwood community in Winter Park. This one-story property offers approximately 2,130 sq ft of living space, featuring vaulted ceilings, a functional layout, and a bright living and dining area. The home showcases luxury finishes throughout, a brand-new roof, central A/C, and a 2-car attached garage. Enjoy

    Dayana Perez Moreno AROD PARTNERS REALTY

    1542 Sugarwood Cir, Winter Park, FL 32792
  • /20

    Starting at $1,398 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

    (321) 346-5593

    3250 Bishop Park Dr, Winter Park, FL 32792
  • /25

    $1,800 Per Month

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

    7473 Belle River Ct Unit 16, Winter Park, FL 32792

    Welcome to this beautiful 3-bedroom, 2.5-bath townhome featuring modern finishes and a serene setting. Enjoy cooking in the kitchen with elegant granite countertops, durable tile flooring downstairs, and stylish luxury vinyl plank flooring upstairs. Step outside to your private fenced patio with peaceful conservation views, perfect for relaxing or entertaining. Available NOW! **All Remi Emerson

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 291-2981

    7473 Belle River Ct Unit 16, Winter Park, FL 32792
  • /20

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Townhouse for Rent

    7474 Aloma Pines Ct, Winter Park, FL 32792

    Great 3 bedroom 2.5 bath townhouse. 1 car garage with two drive way spots.

    Jakki Kim OAK HOLLOW PROPERTIES

    7474 Aloma Pines Ct, Winter Park, FL 32792
  • /17

    $3,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • House for Rent

    653 Symonds Ave, Winter Park, FL 32789

    Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and

    Alessandra Oliveira FLORIDA CONNEXION PROPERTIES

    653 Symonds Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 5

Frequently Asked Questions

What are the most popular neighborhoods in Winter Park, FL for renters?
The most popular neighborhoods in Winter Park, FL for renters are Baldwin Park, College Park, Lake Howell, Colonialtown North and Ivanhoe Village.
What are the most popular zip codes in Winter Park, FL for renters?
The most popular zip codes in Winter Park, FL for renters include 32789, 32792, 32751, 32814 and 32803.

Rental Home Trends in Winter Park, FL

Rental Home Trends

Number of Homes for Rent
173
Median Rent
$2,195
Median Single Family Home Rent
$2,650
Median Townhouse Rent
$2,450
Median Condo Rent
$1,650
How to Rent a Home