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

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  $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.

  

  Luis Perez Garcia

  EXP REALTY LLC

  (321) 492-0489

  2128 Sycamore Dr, Winter Park, FL 32789
• Explore Winter Park

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  $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

  

  Paul Jimenez

  URBANISTA BROKERS

  (321) 977-5674

  1891 Oglesby Ave, Winter Park, FL 32789
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  $1,356 - $3,474 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
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  $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
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  $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
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  $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
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  $1,991 - $6,413 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
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  $2,200 per month

  • 3 Beds
  • 3.5 Baths
  • 1,182 Sq Ft
  • Townhouse for Rent

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Freshly painted, all new flooring, 3-bedroom, 3.5-bathroom townhouse located in the Winter Park school district. Dedicated parking, community pool and located beside a park and community playground.

  Donna Peebles VIA PROPERTIES LLC

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789
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  $1,610 - $5,139 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
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  $2,799 per month

  • 3 Beds
  • 2 Baths
  • 1,410 Sq Ft
  • House for Rent

  7345 Grand Ave, Winter Park, FL 32792

  Welcome to Winter Park living at its finest. This beautifully updated 3-bedroom, 2-bath pool home is perfectly positioned in one of the area’s most desirable and safe neighborhoods, zoned for top-rated schools and just minutes from all major shopping, dining, and everyday conveniences. With a truly central location, everything you need is right at your fingertips.Inside, the home offers a

  Sina Albekord CORCORAN PREMIER REALTY

  7345 Grand Ave, Winter Park, FL 32792
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  $1,193 - $2,026 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
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  $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
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  $1,099 - $2,011 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
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  $2,295 per month

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft
  • House for Rent

  1879 Meadowgold Ln, Winter Park, FL 32792

  Come take a look at this bright and welcoming 3-bedroom, 2-bath home that’s ready for you to move in.Step inside to wood-look vinyl flooring in the living room that perfectly complements the soaring vaulted ceilings, creating an open and airy feel. New carpet in the bedrooms and fresh interior paint throughout give the home a crisp, like-new vibe. The spacious living room features a cozy

  Jacqueline Ramos JML REALTY INVESTMENTS LLC

  1879 Meadowgold Ln, Winter Park, FL 32792
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  $1,328 - $3,416 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
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  $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
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  $999 - $1,760 per month

  Winter Park Woods

  Studio - 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
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  $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
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  $1,279 - $2,880 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
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  $2,880 per month

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • House for Rent

  2992 Chantilly Ave, Winter Park, FL 32789

  Welcome to this inviting 3-bedroom, 2-bath single-family pool home. In addition to the main living areas, the home features a large bonus room that can easily be used as an extra bedroom, game room, home office, or entertainment space to fit your lifestyle. Enjoy year-round relaxation in the bright sunroom, which opens directly to the private pool, creating the perfect indoor-outdoor living

  Randy Pierre LEMUEL PROPERTY MANAGEMENT LLC

  2992 Chantilly Ave, Winter Park, FL 32789
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  $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
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  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • House for Rent

  3413 Bowman Dr, Winter Park, FL 32792

  Welcome to this beautifully renovated 3-bedroom, 2-bathroom home located in the highly desirable Winter Park area, less than a mile from Eastbrook Elementary School and Park Maitland Preschool, and zoned for top-rated Seminole County A schools. Thoughtfully updated with modern finishes and an inviting layout, this home offers both style and functionality in an ideal location. Luxury vinyl

  Ileana Vincenty LPT REALTY, LLC

  3413 Bowman Dr, Winter Park, FL 32792
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  $1,190 - $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
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  $2,425 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
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  $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
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  $2,495 per month

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • House for Rent

  1826 Pineview Cir, Winter Park, FL 32792

  This 3 bedroom, 2 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a large main living area, dining room, an updated kitchen with stainless steel appliances, a wonderful

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  1826 Pineview Cir, Winter Park, FL 32792
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  $1,388 - $1,774 per month

  Atlas at Winter Park

  1 - 3 Beds

  3733 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to Atlas at Winter Park!

  3733 N Goldenrod Rd, Winter Park, FL 32792
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  $6,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Townhouse for Rent

  1049 N Kentucky Ave, Winter Park, FL 32789

  Experience the ultimate in modern Winter Park living in this **fully furnished, European-inspired 3-bedroom residence**, designed by award-winning architect **Phil Kean** and crafted for those who demand style, convenience, and performance. This rare long-term rental offers a seamless blend of luxury and functionality, featuring a **professional-grade gym with high-end equipment**, expansive

  Tab Bish THE AGENCY FL

  1049 N Kentucky Ave, Winter Park, FL 32789
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  $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
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  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • House for Rent

  2352 Smiley Ave, Winter Park, FL 32792

  Charming Winter Park rental in a highly desirable location featuring a traditional floorplan and a gorgeous fenced yard. Enjoy separate living and dining rooms—perfect for everyday comfort and entertaining. Conveniently located just minutes from the best of Winter Park, including popular restaurants, shopping, parks, Rollins College, and nearby medical offices. Rent includes lawn maintenance and

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  2352 Smiley Ave, Winter Park, FL 32792
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  $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
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  $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
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  $1,361 - $2,151 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
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  $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
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  $1,285 - $2,885 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
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  $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
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  $1,304 - $2,057 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
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  $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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  $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
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  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft
  • Townhouse for Rent

  1957 Canny Cove, Winter Park, FL 32792

  Enjoy the Winter Park lifestyle in this 3-bedroom, 21⁄2-bath end-unit townhome located in the Grayson Square community. The open-concept layout benefits from abundant natural light and includes a covered lanai and a well-appointed kitchen with stainless steel appliances and quartz countertops. The home offers ample storage throughout, and the owner’s suite features a walk-in closet and an ensuite

  Denise Del Castillo LPT REALTY, LLC

  1957 Canny Cove, Winter Park, FL 32792

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