193

Homes for Rent in ZIP Code 32789

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  • /20

    $4,572

    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 $4,572/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 8, 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

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /35

    Starting at $1,622 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
  • /13

    $2,810

    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 $2,811/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 4, 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

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

    Starting at $1,594 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
  • /27

    Starting at $1,443

    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
  • /75

    Starting at $1,710 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 $1,695 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
  • /28

    Starting at $1,599 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
  • /50

    Starting at $2,111 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
  • /42

    $4,450

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    4062 Markham Place, Orlando, FL 32814

    Baldwin Park single-family house;2300 sq. ft., 3 BR 2-1/2 BATH Large fenced backyard;Vinyl flooring throughout;Stainless steel appliances;Front side opens to Bailey Square Park;Walking distance to Glenridge Middle School and Blue Jacket Park;Community swimming pool and gymOwner pays for landscaping and association fee;The renter pays for utilities;No

    4062 Markham Place, Orlando, FL 32814
  • /22

    Starting at $4,995 Per Month

    • 3 Beds

    770 Annesley Place, Winter Park, FL 32789

    Oxford at Winterpark

    770 Annesley Place, Winter Park, FL 32789
  • /18

    $1,890 Per Month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • House for Rent

    2510 Roxbury Rd, Winter Park, FL 32789

    This beautifully renovated half-duplex is just blocks from Lake Killarney, ideally situated between College Park and the Winter Park shopping district. Enjoy quick access to local favorites like the Orlando Science Center, Winter Park Village, and Mead Gardens—all just minutes away.The home features 2 bedrooms, 1 bathroom, and a dedicated carport for convenient parking. Inside, you'll

    2510 Roxbury Rd, Winter Park, FL 32789
  • /11

    $1,895 Per Month

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

    1100 Aragon Ave, Winter Park, FL 32789

    1/1 Winter park cottage home with 1 car garage and private fenced in yard. This large renovated home has beautiful tile flooring throughout, a sunroom in the front of the home under air, a fully equipped kitchen including dishwasher, plenty of storage space, an included washer/dryer in the 1 car garage, central air-conditioning and a private fenced in yard. Enjoy walking to the many local

    1100 Aragon Ave, Winter Park, FL 32789
  • /47

    $8,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,184 Sq Ft
    • House for Rent

    440 Clarendon Ave, Winter Park, FL 32789

    Just a short stroll to Winter Park’s charming shops and restaurants, this beautifully updated home offers spacious living, high ceilings, plantation shutters throughout, white oak hardwood floors, and elegant crown molding. The home features updated primary suites on both the first and second floors, providing flexible living arrangements. The modernized gourmet kitchen includes a dine-in area

    Meg Dolan FANNIE HILLMAN & ASSOCIATES

    440 Clarendon Ave, Winter Park, FL 32789
  • /30

    $2,500 Per Month

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

    800 W Canton Ave, Winter Park, FL 32789

    Welcome to 800 W. Canton Avenue, a very cute and very clean 2 bedroom, 1 bath home in the heart of downtown Winter Park! This charming rental offers a comfortable living room plus a separate den that works beautifully as a home office, family room, or flex space. Fresh paint, tile flooring throughout, and updated appliances give the home a bright, move-in ready feel. The full bath features a

    Kelly Price KELLY PRICE & COMPANY LLC

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

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • Townhouse for Rent

    1381 Orchid Ave, Winter Park, FL 32789

    1381 Orchid Ave is a beautiful 3-bedroom, 2.5 bath townhome in Winter Park! This home welcomes you into the main living area which features an open floor plan feel with the kitchen overlooking the spacious living area. The kitchen has an entire suite of stainless-steel appliances including the refrigerator, range, microwave and dishwasher. Continuing upstairs, all bedrooms and both full baths are

    1381 Orchid Ave, Winter Park, FL 32789
  • /11

    $3,995 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,760 Sq Ft
    • House for Rent

    737 Minnesota Ave, Winter Park, FL 32789

    Elegant Single Family Home Located in Winter ParkExquisite two-story home located in one of Winter Park's most desirable neighborhoods. This spacious residence boasts 3 bedrooms and 3.5 bathrooms, with each bedroom having its own private en-suite bathroom, as well as a convenient half bath on the main floor for guests.The primary suite is conveniently situated on the first floor, offering

    Marilyn Kuczynski FLORIDA HOMES SALES & MANAGEMENT LLC

    737 Minnesota Ave, Winter Park, FL 32789
  • /9

    $1,663 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    741 Minnesota Ave, Winter Park, FL 32789

    Property Id: 2902767 Enjoy this comfortable, fully furnished home in a quiet and convenient Winter Park location. This private bedroom with a private bathroom offers the comfort and privacy you need, without the expense or responsibility of renting an entire house. 741 Minnesota Avenue is ideal for professionals, healthcare workers, interns, students and others looking for a clean,

    741 Minnesota Ave, Winter Park, FL 32789
  • /11

    $3,995 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,819 Sq Ft
    • House for Rent

    737 Minnesota Ave, Winter Park, FL 32789

    Property Id: 2902595 Enjoy the best of Winter Park living at 737 Minnesota Avenue—a spacious, move-in-ready 3-bedroom, 4-bathroom home located just minutes from the shops, restaurants and charm of Park Avenue. This unfurnished, two-story home offers approximately 1,810 square feet of comfortable living space. The open living area and modern kitchen provide plenty of room for relaxing,

    737 Minnesota Ave, Winter Park, FL 32789
  • /9

    $3,995 Per Month

    • 3 Beds
    • 3.5 Baths
    • 1,810 Sq Ft
    • House for Rent

    735 Minnesota Ave, Winter Park, FL 32789

    Property Id: 2900442 Enjoy the best of Winter Park living at 735 Minnesota Avenue—a spacious, move-in-ready 3-bedroom, 4-bathroom home located just minutes from the shops, restaurants and charm of Park Avenue. This unfurnished, two-story home offers approximately 1,810 square feet of comfortable living space. The open living area and modern kitchen provide plenty of room for relaxing,

    735 Minnesota Ave, Winter Park, FL 32789
  • /10

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    741 Minnesota Ave, Winter Park, FL 32789

    Property Id: 2902819 Enjoy comfortable, fully furnished living in a quiet and convenient Winter Park location. This private bedroom with a private bathroom offers the comfort and privacy you need, without the expense or responsibility of renting an entire house. 741 Minnesota Avenue is ideal for professionals, healthcare workers, interns, students and others looking for a clean,

    741 Minnesota Ave, Winter Park, FL 32789
  • /8

    $3,995 Per Month

    • 3 Beds
    • 3 Baths
    • 300 Sq Ft
    • Condo for Rent

    737 Minnesota Ave Unit A, Winter Park, FL 32789

    Elegant Single Family Home Located in Winter Park Exquisite two-story home located in one of Winter Park's most desirable neighborhoods. This spacious residence boasts 3 bedrooms and 3.5 bathrooms, with each bedroom having its own private en-suite bathroom, as well as a convenient half bath on the main floor for guests. The primary suite is conveniently situated on the first floor,

    737 Minnesota Ave Unit A, Winter Park, FL 32789
  • /22

    $2,995 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    2545 Madeline Ave, Winter Park, FL 32789

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home, thoughtfully designed with modern finishes, abundant natural light, and comfortable spaces for everyday living and entertaining.The entire home features luxury vinyl flooring, creating a stylish and cohesive look throughout. The recently updated kitchen is truly the heart of the home, showcasing crisp white cabinetry, elegant

    2545 Madeline Ave, Winter Park, FL 32789
  • /14

    $2,100 Per Month

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

    250 Carolina Ave, Winter Park, FL 32789

    **Elegant Winter Park Condo in a Desirable Location**Welcome to this inviting condo a in Winter Park, offering comfortable living in a convenient and desirable location. This residence features a practical layout with welcoming living spaces and easy access to restaurants, cafés, shopping, parks, entertainment, and everyday amenities.The living area provides a comfortable setting

    250 Carolina Ave, Winter Park, FL 32789
  • /30

    $8,900 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft
    • Condo for Rent

    660 Osceola Ave, Winter Park, FL 32789

    Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of

    660 Osceola Ave, Winter Park, FL 32789
  • /50

    $12,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft
    • House for Rent

    541 W Canton Ave, Winter Park, FL 32789

    Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

    Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    541 W Canton Ave, Winter Park, FL 32789
  • /45

    $7,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft
    • House for Rent

    1750 Carollee Ln, Winter Park, FL 32789

    Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. Set on a homesite with desirable southern exposure in the heart of Winter Park, this four-bedroom, 3.5-bath, custom pool and spa residence offers more than 3,200 square feet of thoughtfully updated living space near Park Avenue, the Chain of Lakes and top-rated schools. The fully renovated 2025 kitchen serves as the

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1750 Carollee Ln, Winter Park, FL 32789
  • /29

    $2,495 Per Month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • House for Rent

    720 Killarney Bay Ct, Winter Park, FL 32789

    LAKE KILLARNEY CONDO IN WINTER PARK! Enjoy the best of Winter Park living in this beautiful 2-bedroom, 2-bath corner condo in the private lakefront community of Killarney Bay. Featuring an open floor plan, stone and wood flooring, high ceilings, quartz kitchen countertops, stainless-steel appliances, generous storage, and a stunning stone-accented fireplace. Plus a utility room with a full size

    720 Killarney Bay Ct, Winter Park, FL 32789
  • /24

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,243 Sq Ft
    • Townhouse for Rent

    920 Aragon Ave, Winter Park, FL 32789

    Charming 2-Bedroom Townhouse in Prime Winter Park Location**Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse with a one-car garage, ideally located in one of Winter Park\'s most sought-after neighborhoods. Just minutes from I-4, Orange Avenue, and downtown Winter Park, this home offers both convenience and comfort.This two-story residence features two spacious

    920 Aragon Ave, Winter Park, FL 32789
  • /20

    $3,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,715 Sq Ft
    • House for Rent

    1667 Mizell Ave, Winter Park, FL 32789

    Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and style. As you step inside, you'll immediately be captivated by the character and warmth this home exudes. The spacious living areas boast detailed archways, adding a touch of elegance and sophistication to the ambiance. Natural light floods the rooms, creating an inviting atmosphere

    Justin V LaManna HOMEVEST REALTY

    1667 Mizell Ave, Winter Park, FL 32789
  • /16

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • House for Rent

    2809 W Fairbanks Ave, Winter Park, FL 32789

    Updated and move-in ready 3-bedroom, 2-bathroom home conveniently located near the I-4/Fairbanks corridor in Winter Park. The spacious living and dining area features large sliding glass doors that open to a private patio and fully fenced backyard, creating a great space for relaxing or entertaining. The lovely, spacious kitchen has been thoughtfully updated with new appliances, new countertops,

    Anne Coburn H. & H. REALTY, INC.

    2809 W Fairbanks Ave, Winter Park, FL 32789
  • /20

    $5,900 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,415 Sq Ft
    • Unit

    835 W Canton Ave, Winter Park, FL 32789

    This property is available. Please inquire on this site to schedule a showing. Discover sophisticated living at this stunning two-story residence located at 835 West Canton Avenue in the highly sought-after Winter Park, FL 32789. The home's charming exterior features a welcoming blue front door, elegant columns, and meticulously maintained landscaping, hinting at the quality within. Step

    Unit

    835 W Canton Ave, Winter Park, FL 32789
  • /34

    $2,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    2401 Albert Lee Pkwy, Winter Park, FL 32789

    Gorgeous DIRECT LAKEFRONT 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now!Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan

    2401 Albert Lee Pkwy, Winter Park, FL 32789
  • /20

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    128 Oak Grove Rd, Winter Park, FL 32789

    Charming 3-bedroom, 2-bathroom home in a desirable Winter Park location, within walking distance of the new Life Time Fitness. This bright and inviting residence features an open floor plan, tile flooring, large windows, and a well-appointed kitchen with granite countertops. The fenced backyard provides a private space for relaxing or entertaining, while the attached one-car garage offers added

    Lafa Britto NOVA REAL ESTATE SERVICES INC

    128 Oak Grove Rd, Winter Park, FL 32789
  • /2

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    759 Antonette Ave, Winter Park, FL 32789

    Wonderful 1 bedroom, 1 bathroom half of a duplex for rent in the College Quarter neighborhood of Winter Park. The location is walking distance to Park Ave and Rollins College. Inside the property there is a spacious living and bedroom, kitchen with a stackable washer/ dryer and a bathroom. There are charming wood floors and a spacious closet. Outside there is a detached shed, perfect for storing

    759 Antonette Ave, Winter Park, FL 32789
  • /18

    $1,800 Per Month

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

    1107 S Pennsylvania Ave, Winter Park, FL 32789

    Charming and well-maintained duplex for rent in Winter Park’s highly sought-after “College Quarter.” This 2-bedroom, 1-bath home features a spacious laundry room with washer and dryer included, and is filled with natural light thanks to energy-efficient double-pane windows. Located on a beautiful tree-lined brick street surrounded by luxury townhomes and lakefront estates, the property is just a

    Simone Pinto de Almeida Santos NOVA REAL ESTATE SERVICES INC

    1107 S Pennsylvania Ave, Winter Park, FL 32789
  • /51

    $4,250 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    544 N Knowles Ave Unit 540, Winter Park, FL 32789

    Luxury Living in Historic Winter Park. Amazing location in the heart of Winter Park and nestled within the historic Barbour House—a symbol of timeless elegance. This chic apartment offers a luxurious retreat just one block from the famed Park Avenue, where Winter Park's finest dining, shopping, and cultural experiences await. Step inside this meticulously designed space to discover a blend of

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    544 N Knowles Ave Unit 540, Winter Park, FL 32789
  • /20

    $2,150 Per Month

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

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions. Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This

    151 N Orlando Ave Unit 207, Winter Park, FL 32789
  • /8

    $1,900 Per Month

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

    1250 S Denning Dr, Winter Park, FL 32789

    Property Id: 346094 First floor, spacious living area, quiet neighborhood, shaded and screened patio faces a courtyard/garden w/ seating. Incredible location short distance to Park Avenue, Rollins College, Trader Joes/Whole Foods/Publix, I4 exit, & shopping plazas. Ten minute drive to Downtown. -One reserved parking spot in front of unit door. Several visitor parking spots along side

    1250 S Denning Dr, Winter Park, FL 32789
  • /27

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • House for Rent

    301 S Capen Ave, Winter Park, FL 32789

    Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue.Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage.Down the hall, you'll find three

    301 S Capen Ave, Winter Park, FL 32789

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