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2-Bedroom Homes for Rent in Winter Park, FL

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  • /34

    $1,800 per month

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

    1695 Lee Rd Unit E103, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the

    Agent Photo

    Jason Price

    ROBERT SLACK LLC

    (321) 529-3131

    1695 Lee Rd Unit E103, Winter Park, FL 32789
  • /28

    $1,293 - $3,694 per month

    Cranes Landing Apartments

    1 - 3 Beds

    3440 N Goldenrod Rd, Winter Park, FL 32792

    Ready to SUMMER into your new home? Move-in Now & Pay No Rent Until September 15th and Receive Apple Airpods Pro 3 if Look & Lease*!!!2 Bedrooms Starting at $1466. CALL US AND ASK US HOW, LIMITED AVAILABLITY!! Open House Saturday, 08/02 - 10am-4pm. Now open on Sunday's from 1pm-5pm!

    3440 N Goldenrod Rd, Winter Park, FL 32792
  • /4

    $1,650 per month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    2710 Townley Ct, Winter Park, FL 32792

    Fantastic location without HOA. Two bedrooms and a bathroom upstairs with a balcony in one of the rooms to enjoy your morning coffee. Downstairs includes a half bath for your guests, an updated kitchen, and a laundry room. Don't miss your opportunity to see this home. Self-touring options are available.

    Stephanie Pelaez NATIONAL REAL ESTATE LLC

    2710 Townley Ct, Winter Park, FL 32792
  • /74

    $1,746 - $5,181 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
  • /23

    $1,600 per month

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

    1695 Lee Rd Unit D212, Winter Park, FL 32789

    This great second floor two-bedrooms 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

    giuseppina moriconi GM SUNSHINE REALTY LLC

    1695 Lee Rd Unit D212, Winter Park, FL 32789
  • /23

    $1,799 - $5,829 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
  • /25

    $1,949 per month

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

    1500 Gay Rd Unit 26B, Winter Park, FL 32789

    Stop your search! This beautifully remodeled first-floor poolside unit is located in a desirable Lakefront Community on skiable Lake Killarney. The home features an updated, oversized kitchen with quartz countertops, stainless steel appliances, and custom wood cabinetry. Enjoy stylish wood plank tile floors throughout and fresh paint that enhances the home’s modern feel. The spacious kitchen and

    Steve Simpson 407 PROPERTIES

    1500 Gay Rd Unit 26B, Winter Park, FL 32789
  • /53

    $1,329 - $2,029 per month

    Serena Winter Park

    1 - 2 Beds

    2890 Red Lion Square, Winter Park, FL 32792

    Serena Winter Park is a newly remodeled apartment community. Our one and two bedroom apartment floor plans feature contemporary upgrades, large windows, spacious walk in closets, open kitchen styles and fantastic storage spaces. Our bungalow flats also offer private entry and patio. Our pet-friendly apartment community includes an all new impeccable 24-hour fitness center and billiards lounge! A

    2890 Red Lion Square, Winter Park, FL 32792
  • /10

    $2,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,091 Sq Ft
    • House for Rent

    2011 Cornell Ave, Winter Park, FL 32789

    Charming 3-Bedroom Home for Rent in Winter ParkThis beautiful 3-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. Featuring spacious living areas and modern appliances, it offers a comfortable and convenient living environment. Located in a quiet, family-friendly neighborhood, it provides easy access to local shops, restaurants,

    Andres Ospina Rivera LPT REALTY, LLC

    2011 Cornell Ave, Winter Park, FL 32789
  • /43

    $1,725 - $3,388 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
  • /27

    $1,895 per month

    • 2 Beds
    • 2 Baths
    • 1,031 Sq Ft
    • Condo for Rent

    7337 Cedar Creek Ct Unit 75, Winter Park, FL 32792

    Come view this 2 bed, 2.5 bathroom home located in the beautiful Winter Park area. This home is located in a great area with close proximity to shopping, restaurants, multiple freeways, Full Sail, UCF, etc. Each bedroom are large in space and have their own private en-suite bathroom. On the first floor, you’ll find an open concept with views of the newer kitchen with granite counterops, living

    Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

    7337 Cedar Creek Ct Unit 75, Winter Park, FL 32792
  • /103

    $2,093 - $6,231 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
  • /15

    $1,799 per month

    • 2 Beds
    • 2 Baths
    • 996 Sq Ft
    • Apartment for Rent

    2500 Lee Rd Unit 105, Winter Park, FL 32789

    This condo has frontage on and access to Lake Killarney! It is a spacious 2bed/2bath with a beautiful kitchen with plenty of cabinet space and stainless steel appliances. Condo also has fresh paint, new flooring and bathrooms have been updated as well. The community has a pool and boat ramp. Very quiet neighborhood, a great place to live and a great location! Close to I-4, local shopping, and

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    2500 Lee Rd Unit 105, Winter Park, FL 32789
  • /20

    $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
  • /17

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Townhouse 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

    Angela Fettig KELLER WILLIAMS REALTY AT THE PARKS

    2510 Roxbury Rd, Winter Park, FL 32789
  • /39

    $1,201 - $1,801 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
  • /27

    $1,699 per month

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

    225 Lewfield Cir, Winter Park, FL 32792

    Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features an open living room with sliding glass doors leading to the community green space that is a tropical oasis. The adjacent dining area includes a stackable washer/dryer and flows into a modern kitchen with floor-to-ceiling

    Steve Simpson 407 PROPERTIES

    225 Lewfield Cir, 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
  • /17

    $2,700 per month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    1057 Minnesota Ave, Winter Park, FL 32789

    RARE FIND available Fully or Partially Furnished. This authentic 1920's bungalow style home sits in a picturesque location just blocks from the heart of downtown Winter Park and Rollins. Just a block from the best rated restaurants in town, 5 minute walk to live theater, and shopping. This two bedroom two full bath home has hardwood floors, granite counter tops, stainless steel appliances, cozy

    Jake Johnson SHORES REAL ESTATE

    1057 Minnesota Ave, Winter Park, FL 32789
  • /42

    $1,431 - $2,124 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
  • /13

    $1,747 per month

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Winter Park 2 Bedroom Upgraded CondoThis unit is tiled throughout with Granite counter tops No carpet to worry about here !! Open Living Dining area with an eat in area in kitchen also~~ Laundry closet in kitchen ~~ Private Patio ~~ Must See !

    Joseph Adkins THE REALTY FACTOR INC

    Unlisted Address
  • /26

    $1,400 - $2,090 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
  • /13

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft
    • House for Rent

    689 Overspin Dr, Winter Park, FL 32789

    Welcome to 689 Overspin Rd – a beautifully maintained 2-bedroom, 2-bathroom home in the heart of Winter Park! This inviting residence features stunning hardwood floors throughout, creating a warm and stylish ambiance from the moment you walk in. Enjoy cooking and entertaining in the large open kitchen, complete with stainless steel appliances, ample counter space, and plenty of storage. Cozy up

    Megan Teal MAINFRAME REAL ESTATE

    689 Overspin Dr, Winter Park, FL 32789
  • /40

    $1,290 - $2,522 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
  • /25

    $1,895 per month

    • 2 Beds
    • 2.5 Baths
    • 1,130 Sq Ft
    • Townhouse for Rent

    152 Sandlewood Trail Unit 6, Winter Park, FL 32789

    Lovely, light and airy home with newer appliances, fresh paint throughout. This end unit townhome has a spacious kitchen with eat-in space, a large bay window that floods the room with natural light. The large living and dining room features a corner fireplace. It also has tile flooring and oversized sliders that open to a private back patio...the pool is a short walk across the yard. There is a

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    152 Sandlewood Trail Unit 6, Winter Park, FL 32789
  • /36

    $1,216 - $3,210 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
  • /24

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792

    condo located at The Colonies in Winter Park. Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from Orlando international Airport. This cozy 2 bedroom is perfect for a quick access to all that Orlando has. New FLOOR and a clean fresh home to make a perfect lifestyle for anyone, properties),, move-in concierge

    Angel Ramirez LPT REALTY, LLC

    3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792
  • /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
  • /23

    $1,895 per month

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

    851 Miles Ave Unit 9, Winter Park, FL 32789

    Imagine living in this completely renovated two-bedroom, one-bathroom second-floor condominium unit near downtown Winter Park at Aragon Condos. This intimate, two-building, two-story condominium community comprises just twenty-eight units focused around a central courtyard.Features include: • Recently remodeled kitchen including all cabinetry, countertops, marble tile backsplash,

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    851 Miles Ave Unit 9, Winter Park, FL 32789
  • /50

    $1,705 - $3,519 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
  • /22

    $1,595 per month

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

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792

    Winter Park, Updated 2/2 Condo! AVAILABLE JUNE 16th! Wow, this location is fantastic for the 2 bedroom, 2 bath, updated condo! This community of Lancelot at Winter Park, which is off of N. Goldenrod, has easy access to University Blvd. From University Blvd you can go into Seminole County or further into Orange County very easily! Your commute to downtown Orlando, UCF, Valencia, Full Sail, Rollins

    Hitesh Khatri CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792
  • /50

    $1,150 - $2,848 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
  • /21

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft
    • Townhouse for Rent

    3019 Casselwood St, Winter Park, FL 32792

    ATTENTION GOOD RENTERS!! COME TO SHOW THIS WONDERFUL OPORTUNITY FOR RENT THIS WONDERFUL TOWNHOUSE IN A REALLY GOOD LOCATION IN WINTER PARK AREA NEAR TO SEMORAN. THIS TOWNHOUSE HAS 2 BED AND 2 BATH WITH A NICE DISTRIBUTION INSIDE. IT HAS AS WELL, A BACK YARD WHERE YOU CAN ENJOY WITH FAMILY AND FRIENDS. IT HAS AS WELL TWO PARKING CAR IN FRONT OF THE TOWNHOUSE. VERY CONVINIENT LOCATION!!! NEAR TO

    Maria G Camacho ORLANDO KEY REALTY LLC

    3019 Casselwood St, 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
  • /25

    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    316 Scottsdale Square Unit 316, Winter Park, FL 32792

    Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining. The utility room is equipped with a washer and dryer, plus extra storage space for

    Tyann Huynh JADE KEY REALTY LLC

    316 Scottsdale Square Unit 316, Winter Park, FL 32792
  • /44

    $1,168 - $4,015 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
  • /22

    $1,450 per month

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

    3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792

    Welcome home! This fantastic 2 bedroom, 2 bath Condo is available for move in on July 8th, 2025! You will love this fabulous condo in the charming and great central location of Winter Park /East Orlando. The 2 bedroom, 2 bath condo offers a spacious living and dining combo, with an open floor paln, large kitchen with lots of cabinet and storage space!! There are Sizable closet space in both

    Steve Simpson 407 PROPERTIES

    3651 N Goldenrod Rd Unit B109, Winter Park, FL 32792
  • /50

    $1,645 - $3,410 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
  • /26

    $2,600 per month

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • House for Rent

    1513 Harmon Ave, Winter Park, FL 32789

    New Kitchen Updates completing SOON!!!! This fantastic 2/2 plus office Orwin Manor home features hardwood flooring throughout with tile in kitchen and Florida Room/Sunroom areas. Florida Room/sunroom is perfect light and bright area for home office/workspace/flex/fitness room. Great Room is a generous space for larger modular or L-couch layout. Newer interior paint throughout. Primary suite is

    Vincent Scarlatos CORCORAN PREMIER REALTY

    1513 Harmon Ave, Winter Park, FL 32789
  • /50

    $1,479 - $3,192 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

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