145

Winter Park, FL Homes for Rent

Section Image Section Image
  • /24

    $2,350 per month

    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • House for Rent

    206 Tyree Ln, Winter Park, FL 32792

    Modern midcentury for lease! Enjoy location and lifestyle in this professionally managed property. You will love this recently renovated, one-story, two-bedroom and one-bath home situated on a large fenced-in lot with a pool. Tile and wood laminate floors throughout! This well-designed home offers plenty of communal living spaces with a formal living area at the front of the house, large windows

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 467-7673

    206 Tyree Ln, Winter Park, FL 32792
  • /43

    $1,757 - $3,655 per month

    Bainbridge Winter Park

    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.

    1400 Morgan Stanley Ave, Winter Park, FL 32789
  • /16

    $1,200 per month

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

    123 Scottsdale Square Unit B123, Winter Park, FL 32792

    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. Brand new washer and dryer are in a separate laundry room. Resident can also relax and have outdoor activities in a

    Guanhua Zhang KN PREMIER REALTY, INC

    123 Scottsdale Square Unit B123, Winter Park, FL 32792
  • /42

    $1,939 - $5,307 per month

    Vintage Winter Park Apartments

    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.

    7490 Dwell Well Way, Winter Park, FL 32792
  • /7

    $780,000 per month

    • Property for Rent

    7839 University Garden Dr, Winter Park, FL 32792

    Build your dream home on 4.93 acres in Winter Park. No HOA, lot dimensions 665ft x 323ft, zoning A-2/FARMLAND RURAL, land use vacant residential. The sale price included 2 parcels 11 22 30 0000 00 125 & 11 22 30 0000 00 042 with a factory home 3/2, 1344 sf. heated, built in 1976, and a mobile home. Convenient to SR-551/ Goldenrod Rd, SR-426/Aloma Rd, SR-50/Colonial Dr, University Blvd, FL-417,

    Shettle Huynh FLORIDA REALTY INVESTMENTS

    7839 University Garden Dr, Winter Park, FL 32792
  • /110

    $1,475 - $2,075 per month

    Oak Reserve at Winter Park

    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,

    541 Oak Reserve Ln, Winter Park, FL 32792
  • /22

    $2,350 per month

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft
    • Townhouse for Rent

    2405 Passamonte Dr Unit 1A, Winter Park, FL 32792

    Discover easy living in this delightful 1700+ sq ft condominium in VIA LAGO AT HANGING MOSS. This beautiful 3 bedroom, 2.5 bathroom Unit located in Winter Park, offers a must-see blend of tranquility and convenience in a sought-after location. Don't miss this opportunity! Schedule your appointment through ShowTime, and for applications, please email/text prospective tenant information to Listing

    Nathaly Villarruel ZP REALTY GROUP

    2405 Passamonte Dr Unit 1A, Winter Park, FL 32792
  • /28

    Call for Price

    Elon Winter Park

    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

    712 Nicolet Ave, Winter Park, FL 32789
  • /20

    $1,200 per month

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

    7341 Daniel Webster Dr Unit D, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to your new home in Winter Park, FL! This spacious and convenient 1 bedroom apartment is a rare find and won't last long. Located on the 2nd floor, this unit offers privacy and tranquility. Step inside and be greeted by laminate floors that add a touch of elegance to the space. The tiled shower in the bathroom provides a modern and sleek

    Jacob Hara TRANSCEND REALTY

    7341 Daniel Webster Dr Unit D, Winter Park, FL 32792
  • /103

    $2,061 - $4,545 per month

    Paseo at Winter Park Village

    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

    940 W Canton Ave, Winter Park, FL 32789
  • /20

    $2,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft
    • Townhouse for Rent

    3148 Crown Jewel Ct, Winter Park, FL 32792

    Welcome home! This elegant 3-bedroom, 2.5-bath townhome, Ideally located in the sought-after Coronado Townhomes community, this property offers a spacious and functional layout with well-proportioned bedrooms and bathrooms. The main floor features beautiful tile flooring throughout, a generous living and dining area, a convenient half bath, and a well-equipped kitchen with ample cabinet and

    Steve Simpson 407 PROPERTIES

    3148 Crown Jewel Ct, Winter Park, FL 32792
  • /41

    $1,221 - $1,865 per month

    Seabrook

    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

    3114 Terry Brook Dr, Winter Park, FL 32792
  • /21

    $4,400 per month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • House for Rent

    820 W Canton Ave, Winter Park, FL 32789

    Welcome to 820 W Canton Ave — a brand-new home in a classic shell, completely reimagined from the foundation up by acclaimed architect Mark K. Straite. This stunning residence blends modern luxury with timeless design, all just steps from Winter Park Village, Park Avenue, and Hannibal Square. Expanded from under 1,000 sq ft to over 1,440 sq ft, this light-filled home features:Block foundation for

    Maximiliano Garcia MIAMI BEACH REAL ESTATE GROUP

    820 W Canton Ave, Winter Park, FL 32789
  • /76

    $1,399 - $2,599 per month

    Sapphire Winter Park

    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

    1743 Semoran Cir N, Winter Park, FL 32792
  • /34

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Townhouse for Rent

    1714 Winter Green Blvd, Winter Park, FL 32792

    Welcome to this beautifully remodeled 3-bedroom, 2-bathroom townhome in the desirable Winter Green community of Winter Park. This move-in-ready home combines comfort, style, and function with modern upgrades throughout.Recent updates include a new roof (2021), new water heater, new vinyl plank flooring, new fence, and a washer and dryer that are just 3 years old. The open-concept living and

    Justin Poritzky EXP REALTY LLC

    1714 Winter Green Blvd, Winter Park, FL 32792
  • /23

    $1,892 - $6,760 per month

    Juno Winter Park

    Studio-3 Beds

    1305 Morgan Stanley Ave, Winter Park, FL 32789

    Limited-Time Offer: Up to 2-weeks free on Select Units! 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

    1305 Morgan Stanley Ave, Winter Park, FL 32789
  • /15

    $1,700 per month

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

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792

    Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail!Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel.Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both

    Melissa Vance MAINFRAME REAL ESTATE

    3651 N Goldenrod Rd Unit 207, Winter Park, FL 32792
  • /47

    $1,620 - $3,873 per month

    Cranes Landing Apartments

    1-3 Beds

    3440 N Goldenrod Rd, Winter Park, FL 32792

    Cranes Landing invites you home to spacious open-concept living in beautiful Winter Park, Florida. Our community offers an array of one, two, and three bedroom floorplans, including newly renovated homes with premium appliances, all tailored to fit your lifestyle.Choose Cranes Landing for a pet friendly community that boasts a full suite of fantastic amenities.Our brand new resident

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /9

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    2749 Bright Bird Ln, Winter Park, FL 32792

    Like New! Townhouse in a very calm and central community in Winter Park, excellent schools, great location! Clubhouse with pool for residents.

    Juan Rubio REALTY ONE GROUP EVOLUTION

    2749 Bright Bird Ln, Winter Park, FL 32792
  • /50

    $1,577 - $4,317 per month

    Berkshire Winter Park

    Studio-2 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

    1874 Harmon Ave, Winter Park, FL 32789
  • /27

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft
    • House for Rent

    2101 Oakhurst Ave, Winter Park, FL 32792

    Immaculately maintained, this three-bedroom, two-bathroom home is nestled in the heart of Winter Park. Sitting on just under a quarter-acre lot, it boasts a new AC system and a charming stone fireplace. You’re only minutes away from downtown Winter Park and the vibrant shopping and dining options along Park Avenue. Enjoy the nearby perks of the YMCA Fitness Center, just blocks away, and the

    Peter Dang ALLIANCE RENTAL HOMES

    2101 Oakhurst Ave, Winter Park, FL 32792
  • /50

    $1,308 - $3,428 per month

    ARIUM Winter Park

    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

    3250 Bishop Park Dr, Winter Park, FL 32792
  • /10

    $1,695 per month

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

    2532 Kamnic Ct, Winter Park, FL 32792

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

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2532 Kamnic Ct, Winter Park, FL 32792
  • /36

    $1,194 - $3,153 per month

    Summerlin at Winter Park Apartments

    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

    3207 Rosebud Ln, Winter Park, FL 32792
  • /23

    $2,795 per month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    1355 Merrydale Way, Winter Park, FL 32792

    1355 Merrydale Way is a beautiful 3 bedroom, 2.5 bath two story town home located in the Enclave at Hawks Crest gated community in Winter Park. Upon entry, you are welcomed into the oversized living area overlooking the kitchen and dining area. The kitchen features a full suite of stainless steel appliances including refrigerator, dishwasher, stove top and over the range microwave as well as

    Justin Recca INNOVATIVE REALTY, LLC

    1355 Merrydale Way, Winter Park, FL 32792
  • /50

    $1,200 - $1,715 per month

    Winter Park Woods

    Studio-3 Beds

    7200 Aloma Ave, 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.

    7200 Aloma Ave, Winter Park, FL 32792
  • /18

    $2,290 per month

    • 3 Beds
    • 2 Baths
    • 1,669 Sq Ft
    • House for Rent

    Unlisted Address

    Updated 3 BED, 2 BATH HOME IN ESTABLISHED WINTER PARK NEIGHBORHOOD! This lovely 1,669 sq ft home has beautiful ceramic tile and wood flooring, crown molding, ceiling fans throughout. Kitchen has all stainless appliances & an eat-at breakfast bar that overlooks eating space in the kitchen. Formal dining room offers extra space for entertaining. Large family room has sliding glass doors that lead

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    Unlisted Address
  • /50

    $1,477 - $1,998 per month

    Calibre Bend Apartments

    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

    3924 Calibre Bend Ln, Winter Park, FL 32792
  • /35

    $1,799 per month

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

    151 N Orlando Ave Unit 229, Winter Park, FL 32789

    LOCATION, LOCATION, LOCATION with partial Lake View! Experience the perfect blend of modern upgrades, prime location, and lakefront living in this beautifully renovated Winter Park condominium. Nestled along Lake Killarney, this two-bedroom, one-bathroom residence offers an ideal mix of comfort, investment potential, and exclusive community amenities. Thoughtfully updated in 2018, the home

    Justin Adams EXP REALTY LLC

    151 N Orlando Ave Unit 229, Winter Park, FL 32789
  • /12

    $1,194 - $3,707 per month

    Liv at Winter Park Apartment Homes

    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

    4755 N Goldenrod Rd, Winter Park, FL 32792
  • /15

    $2,550 per month

    • 4 Beds
    • 2 Baths
    • 1,701 Sq Ft
    • House for Rent

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792

    Come see this 4 bedroom/2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
  • /26

    $1,195 - $2,065 per month

    Central Place At Winter Park

    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

    7000 University Blvd, Winter Park, FL 32792
  • /9

    $1,695 per month

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft
    • Property for Rent

    4624 N Goldenrod Rd Unit 4624, Winter Park, FL 32792

    This 2-bedroom, 1-bathroom duplex, is perfectly located in the heart of Winter Park! This home offers the ideal blend of comfort, convenience, and tranquil living.With an open-concept living and dining area that makes entertaining effortless. The kitchen features ample storage and counter space, perfect for meal prep and daily use. Step outside to your private outdoor space, ideal for relaxing or

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    4624 N Goldenrod Rd Unit 4624, Winter Park, FL 32792
  • /50

    $1,211 - $1,572 per month

    Sovereignty at Winter Park Apartments

    1-2 Beds

    7745 Brandywood Cir, Winter Park, FL 32792

    We offer 1 and 2 bedroom apartment homes with fully equipped kitchens, garden tubs, vaulted ceilings, ornamental chair rails, and so much more. Our community has a designer clubhouse, state-of-the-art fitness center, a sparkling pool, planned social activities, a high-speed internet business center, and 24 hour emergency maintenance. Winter Park location convenient to Full Sail, UCF, Valencia,

    7745 Brandywood Cir, Winter Park, FL 32792
  • /14

    $1,600 per month

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

    3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792

    2/2 condo in Lancelot at WINTER PARK!! This 1st floor unit has been updated and includes GRANITE in the kitchen and baths, as well as stainless steel appliances. Flooring is ALL TILE, washer and dryer hookups in the unit. Owner will consider one small pet. Location is convenient to UCF, Valencia, FULL SAIL, Downtown and Winter Park. Water is included in the rent. W/D hookups in unit. Community

    Christopher McMahon BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    3651 N Goldenrod Rd Unit 109, Winter Park, FL 32792
  • /50

    $1,680 - $3,154 per month

    Seven41 Winter Park

    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.

    741 Clay St, Winter Park, FL 32789
  • /19

    $2,975 per month

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft
    • Townhouse for Rent

    2449 Firstlight Way, Winter Park, FL 32792

    This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of beautiful Lake Howell, this ideal location provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Avenue and Winter Park Village. The home has an open floor plan with tile flooring throughout the downstairs living

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    2449 Firstlight Way, Winter Park, FL 32792
  • /39

    $820 - $1,397 per month

    San Jose Apartments

    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.

    2353 Winter Woods Blvd, Winter Park, FL 32792
  • /16

    $3,100 per month

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • House for Rent

    424 Dunraven Dr, Winter Park, FL 32792

    Location! Schools! Community! Convenience! Corner lot! Don't miss this great Winter Park home

    Julia Magnani LOKATION

    424 Dunraven Dr, Winter Park, FL 32792
  • /42

    $1,323 - $2,017 per month

    Westmount at Winter Park

    Studio-3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    Westmount at Winter Park has everything you desire and more in prestigious Winter Park. Enjoy access to I-4, shopping and the best restaurants around!

    1701 Lee Rd, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 4

About Winter Park

Winter Park began in the 1880s when two New Englanders set out to plan a community that would appeal to other ex-pats from the north. Along with the promise of warm, sunny winters, they established good schools and a lively arts scene to lure wealthy residents. The main commercial district, Park Avenue, was where residents shopped and ate together. The city’s chain of lakes provided endless hours of boating and fishing. Over the years, Winter Park has grown to feel more like a Central Florida city, with shopping centers and access to major high ...

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 College Park, Baldwin Park, Lake Howell, Colonialtown North and North Orange.
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 34747, 34787, 32835, 34741 and 32822.
How to Rent a Home