72

Homes for Rent in Winter Park, FL with 3-Bedrooms

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  • /57

    $2,900 per month

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

    2128 Sycamore Dr, Winter Park, FL 32789

    MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

    Agent Photo

    Luis Perez Garcia

    EXP REALTY LLC

    (321) 492-0489

    2128 Sycamore Dr, Winter Park, FL 32789
  • /15

    $3,000 per month

    • 3 Beds
    • 2 Baths
    • 1,195 Sq Ft
    • House for Rent

    1891 Oglesby Ave, Winter Park, FL 32789

    Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (321) 977-5674

    1891 Oglesby Ave, Winter Park, FL 32789
  • /75

    $1,431 - $3,555 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
  • /21

    $3,750 per month

    • 3 Beds
    • 3 Baths
    • 5,276 Sq Ft
    • Apartment for Rent

    421 W Fairbanks Ave, Winter Park, FL 32789

    Occupying the entire second floor of a landmark 1925 brick building in the heart of Winter Park, this fully reimagined residence offers a rare opportunity to lease a true designer 3 bedroom, 3 bathroom loft just two blocks from Park Avenue. The open concept interior features high ceilings, abundant natural light from skylights and brand new windows, and a refined industrial aesthetic anchored by

    Nicholas Cadwallader REALTY ONE GROUP MVP

    421 W Fairbanks Ave, Winter Park, FL 32789
  • /53

    $1,683 - $9,184 per month

    Juno Winter Park

    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,

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

    $2,295 per month

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • House for Rent

    1724 Peruvian Ln, Winter Park, FL 32792

    Live in this updated home in Winter Park with 3 bedroom, 2 bathrooms. Large formal living area and a separate family room with dining. Kitchen with Stainless Steel appliances, Granite counter tops throughout, Ceramic Tile and Carpet flooring. Freshly painted interior and exterior. Large, fenced backyard. Laundry-room with Washer/Dryer hookups. *Bonus Amenity Included* - All residents are enrolled

    Mo Jabr RE/MAX 200 REALTY

    1724 Peruvian Ln, Winter Park, FL 32792
  • /103

    $1,942 - $6,430 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
  • /22

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft
    • House for Rent

    283 N Ranger Blvd, Winter Park, FL 32792

    Feel at home with this spacious 3-bedroom, 2-bath home that’s designed for both comfort and fun. The open living area is bright and airy with tons of natural light, making it feel welcoming the moment you walk in. The kitchen is a standout, fully equipped with stainless steel appliances, granite countertops, and plenty of storage, so there’s room for everything. The bedrooms are generously sized,

    Summer Hornburg BELMONT REALTY

    283 N Ranger Blvd, Winter Park, FL 32792
  • /52

    $1,249 - $2,085 per month

    Cranes Landing Apartments

    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

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /18

    $2,695 per month

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

    2800 Bright Bird Ln, Winter Park, FL 32792

    Beautiful Newer Construction 3 bedroom 2.5 Bathroom 1 Car Garage Townhome located in the Grayson Square townhome community in Winter Park, features everything newer, open floor plan, large bedrooms, community pool and much more, must see !!

    Milad Aram Bonyar IMPERIAL ESTATES REALTY INC

    2800 Bright Bird Ln, Winter Park, FL 32792
  • /36

    $904 - $2,029 per month

    The Taylor at Winter Park

    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

    2000 Village Ln, Winter Park, FL 32792
  • /45

    $6,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,342 Sq Ft
    • Townhouse for Rent

    503 W Canton Ave, Winter Park, FL 32789

    Walk to Park Avenue! Model Home, tons of upgrades. Enjoy luxury living and premium sought after location at Vilasa Homes in Winter Park, FL 32789. Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 2-story townhome personally

    Jennifer Sloan COMPASS FLORIDA LLC

    503 W Canton Ave, Winter Park, FL 32789
  • /50

    $1,425 - $5,207 per month

    Berkshire Winter Park

    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

    1874 Harmon Ave, Winter Park, FL 32789
  • /25

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,659 Sq Ft
    • Townhouse for Rent

    1278 Miller Ave, Winter Park, FL 32789

    Bright and beautiful END UNIT townhome in a very desirable, centrally located, WINTER PARK community. This bright, open floor plan features hardwood floors throughout the first floor, stairs and second floor hallway. Gourmet eat-in kitchen with granite countertops, center island, cherry cabinets and stainless appliances including a gas range. The enclosed patio courtyard is private and great for

    Susan Tamlin KELLER WILLIAMS REALTY AT THE PARKS

    1278 Miller Ave, Winter Park, FL 32789
  • /44

    $1,289 - $3,153 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
  • /25

    $6,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,354 Sq Ft
    • Condo for Rent

    782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

    Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the

    Steven Koleno BEYCOME OF FLORIDA LLC

    782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
  • /50

    $1,099 - $1,490 per month

    Winter Park Woods Apartments

    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.

    349 Scottsdale Square, Winter Park, FL 32792
  • /20

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    2344 Flamingo Way, Winter Park, FL 32792

    Discover 2344 Flamingo Way in Winter Park, FL. This well maintained townhome offers comfort and convenience in a prime location. The home features 1,536 square feet with three bedrooms and two bathrooms. The layout includes a living room, dining room, dinette, and a modern kitchen. The kitchen offers a tile backsplash, decorative countertops, and stainless steel appliances including a flat

    Rodrigo Marsal LIFESTYLE INTERNATIONAL REALTY

    2344 Flamingo Way, Winter Park, FL 32792
  • /35

    $1,279 - $2,881 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
  • /21

    $2,375 per month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    1812 Pineview Cir, Winter Park, FL 32792

    WOW!! Renovated to perfection. Recently painted inside and out and a newer kitchen featuring white shaker cabinets with quartz countertops plus new appliances make this home a great find in an amazing location. This adorable and spotless Winter Park charmer is nestled on a quiet street a stone's throw to Lakemont Elementary. Tile and laminate throughout makes this home easy breezy to maintain.

    Sherrie Pillat RE/MAX ASSURED

    1812 Pineview Cir, Winter Park, FL 32792
  • /39

    $910 - $1,544 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
  • /17

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • House for Rent

    1621 Winter Green Blvd, Winter Park, FL 32792

    Are you looking for a well maintained, updated single family home in Winter Park? Presenting this 3 bedroom 2 bath home in a quiet little community conveniently located to all the conveniences Winter Park has to offer. This charming home has a beautifully updated gourmet kitchen with quartz counters and a substantial amount of cabinetry and newer stainless appliances. There is new vinyl planking

    Beatrice Palladino GALLERY PROPERTIES INTERNATIONAL

    1621 Winter Green Blvd, Winter Park, FL 32792
  • /26

    $1,105 - $2,075 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
  • /24

    $3,650 per month

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • House for Rent

    1329 Medinah Ct, Winter Park, FL 32792

    Welcome to this fully rehabbed rental home located in the highly sought-after Winter Park Pines neighborhood. Situated right near the golf course and within a desirable school district, this home offers both comfort and convenience in a prime location. Inside, you’ll find a completely refreshed interior featuring new flooring and fresh paint throughout, creating a bright and modern living space.

    Alex Scures COLONIALTOWN REALTY

    1329 Medinah Ct, Winter Park, FL 32792
  • /14

    $1,250 - $1,800 per month

    Park Apartments

    1 - 3 Beds

    7528 Park Promenade Dr, Winter Park, FL 32792

    WELCOME TO THE PARK APARTMENTS (NEWLY RENOVATED!) Come join us in prestigious Winter Park. You will know as soon as you stroll down the beautiful lined drive, through the gates that you are in a distinctive community. We have five unique apartment floor plans to choose from, each with designer touches. the community has lush landscaping filled with many amenities. relax by either of the two

    7528 Park Promenade Dr, Winter Park, FL 32792
  • /20

    $1,850 per month

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Townhouse for Rent

    685 Grenadine Ct Unit 685, Winter Park, FL 32792

    Spacious, updated 3-bedroom, 2-bath 1,350 SqFt corner two-story townhome located in the highly desirable Winter Park Villas. This residence features high-end finishes and numerous upgrades, including tile and wood flooring throughout the living areas, vaulted ceilings, and a modern open kitchen with granite countertops. Additional highlights include a cozy wood-burning fireplace, screened back

    Debbie Bahamon Synergy International Realty, Inc.

    685 Grenadine Ct Unit 685, Winter Park, FL 32792
  • /17

    $1,300 - $1,855 per month

    La Aloma

    1 - 3 Beds

    3040 Aloma Ave, Winter Park, FL 32792

    La Aloma Apartments offers the ideal blend of comfort, convenience, and tranquility in the heart of Central Florida. Perfectly situated just minutes from downtown Winter Park, this centrally located community provides easy access to everything Orlando has to offer—including top attractions, dining, shopping, and entertainment. Whether you're a student or professional, you'll appreciate being just

    3040 Aloma Ave, Winter Park, FL 32792
  • /52

    $11,500 per month

    • 3 Beds
    • 3 Baths
    • 2,462 Sq Ft
    • Condo for Rent

    311 E Morse Blvd Unit 1-5, Winter Park, FL 32789

    Enjoy elevated lakeside living in this top-floor residence overlooking tranquil Lake Osceola in downtown Winter Park. Located on the top level of the Whispering Waters condominium community, this fully remodeled home features three spacious bedrooms (one currently used as a den), three full baths and an open layout designed to showcase expansive water views. The primary suite features an

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    311 E Morse Blvd Unit 1-5, Winter Park, FL 32789
  • /35

    $991 - $1,737 per month

    Carlton Arms of Winter Park

    Studio - 3 Beds

    300 Jamestown Dr, Winter Park, FL 32792

    *Call or email for today’s availabilityCarlton Arms of Winter Park, a well-established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff, offers an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

    300 Jamestown Dr, Winter Park, FL 32792
  • /46

    $2,700 per month

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

    2021 Canny Cove, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to Winter Park! This 3-bedroom, 2.5-bath townhome in Grayson Square offers an open-concept living and dining area, ideal for entertaining, with a covered rear lanai. The kitchen features stainless steel appliances, quartz countertops, and ample cabinet space. Abundant storage is found throughout the home. The owner’s suite includes a

    Denise Del Castillo LPT REALTY, LLC

    2021 Canny Cove, Winter Park, FL 32792
  • /27

    $1,345 - $2,131 per month

    Westmount at Winter Park

    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

    1701 Lee Rd, Winter Park, FL 32789
  • /16

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • House for Rent

    5133 Oak Hill Dr, Winter Park, FL 32792

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    5133 Oak Hill Dr, Winter Park, FL 32792
  • /30

    $1,235 - $2,675 per month

    Signal Pointe

    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

    2500 Howell Branch Rd, Winter Park, FL 32792
  • /33

    $2,400 per month

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

    7522 Aloma Pines Ct, Winter Park, FL 32792

    Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring an open and functional floor plan. Tile flooring throughout the first-floor living areas, kitchen, dining space,half bathroom, and interior utility room. The kitchen features granite countertops, ample cabinetry, a large center island, a walk-in pantry, and a full appliance package, including a washer and dryer. Sliding glass

    Vildan Nigro RIVA REALTY GROUP LLC

    7522 Aloma Pines Ct, Winter Park, FL 32792
  • /35

    $1,318 - $2,015 per month

    Venue At Winter Park

    1 - 3 Beds

    5 Autumn Breeze Way, Winter Park, FL 32792

    Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

    5 Autumn Breeze Way, Winter Park, FL 32792
  • /50

    $3,150 per month

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • House for Rent

    1835 Edwin Blvd, Winter Park, FL 32789

    Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white

    Vincent Scarlatos CORCORAN PREMIER REALTY

    1835 Edwin Blvd, Winter Park, FL 32789
  • /27

    $1,236 - $2,425 per month

    Village Park Senior

    1 - 3 Beds

    550 W Denning Dr, Winter Park, FL 32789

    WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

    550 W Denning Dr, Winter Park, FL 32789
  • /27

    $4,495 per month

    • 3 Beds
    • 2.5 Baths
    • 2,317 Sq Ft
    • Townhouse for Rent

    438 W Swoope Ave, Winter Park, FL 32789

    $4495.00 for a 15 MO LEASE$4695.00 12 MO LEASE Nestled within the exclusive 400 West enclave intimate community of just nine residences, just moments from Park Avenue this modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    438 W Swoope Ave, Winter Park, FL 32789
  • /35

    $976 - $1,373 per month

    Golden Oaks

    2 - 3 Beds

    7701 Acorn Woods Cir, Winter Park, FL 32792

    Golden Oaks Apartments is your destination for quality, affordable living, offering spacious two and three-bedroom apartment options designed to meet your needs. Located in a serene, peaceful area, our community combines the tranquility of a residential neighborhood with the convenience of nearby shopping, dining, and entertainment. With income restrictions in place to ensure affordability,

    7701 Acorn Woods Cir, Winter Park, FL 32792
  • /17

    $3,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    1302 Michigan Ave, Winter Park, FL 32789

    Please visit our website at www.ORLrent.com you will find photos of our homes, tenant application, pet application, sample lease and more information. If applying for any of our homes all adult applicants over the age of 18 must submit a fully completed Application online. Application fee is $95.00 for each adult. An application reservation fee must be paid in the amount of one month's rent (in

    Mo Jabr RE/MAX 200 REALTY

    1302 Michigan Ave, Winter Park, FL 32789

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