32

Condos for Rent in Winter Park, FL with 2-Bedrooms

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  • /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
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    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    659 Montego Bay Ct, Winter Park, FL 32792

    WINTER PARK VILLAS — 2-BEDROOM CONDO | $800 MOVE-IN CREDIT + WATER INCLUDED! $1,695/month • 2 Bedrooms • 2 Full Bathrooms • 1,037 Sq. Ft. LIMITED-TIME MOVE-IN SPECIAL Receive a $800 MOVE-IN CREDIT with an approved 12-month lease! WATER INCLUDED IN RENT! No separate monthly water bill — water is included in your rent. Welcome to this charming 2-bedroom,

    659 Montego Bay Ct, Winter Park, FL 32792
  • /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
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    $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
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    $2,100

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Condo for Rent

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792

    Welcome to this charming and beautifully updated home in the serene Cedarwood Village community! Tucked away in a peaceful location, this unit offers a quiet retreat from traffic noise and features a private backyard with no rear neighbors perfect for enjoying the spacious, enclosed lanai. The modern kitchen features sleek granite countertops and matching cabinets, with the bathrooms and dining

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
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    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    612 Trinidad Ct Unit 612, Winter Park, FL 32792

    Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area

    Carolina Barriento JEXOR LLC

    612 Trinidad Ct Unit 612, Winter Park, FL 32792
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    $1,700

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft
    • Condo for Rent

    7404 Woodburn Ct, Winter Park, FL 32792

    Please do not apply application online. Hidden Oaks in Winter Park off Goldenrod just south of university.Beautiful recently renovated 2 story townhouse with 2 bedroom 1.5 bath end unit with 2 reserved parking spaces., rear fenced in patio, outside storage area. Total 990 headed sq. Ft. it is no upstairs neighbors. A spacious living room and kitchen has been updated with granite counter

    7404 Woodburn Ct, Winter Park, FL 32792
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    $1,575 Per Month

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

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

    2-bedroom, 2-bathroom first-floor unit with an open floor plan to the kitchen, living /dining area and breakfast bar. This lovely home includes newer Whirlpool stainless appliances, including Refrigerator, Microwave, cook top Range/oven, and Dishwasher. A washer and Dryer in the unit is included also. Steps from the community pool/clubhouse. Excellent school zone which includes desirable Winter

    Youree Lundy KELLER WILLIAMS ADVANTAGE III

    3651 N Goldenrod Rd Unit 103, Winter Park, FL 32792
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    $1,750

    Total Monthly Price

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

    1331 Harmon Ave Unit 1331 Harmon Ave, Winter Park, FL 32789

    Updated and adorable condo/ townhome with hardwood floors and travertine floors, 2 bedrooms, 1.5 bath with 2 patios, storage, fans, and beautiful natural light through large windows.

    1331 Harmon Ave Unit 1331 Harmon Ave, Winter Park, FL 32789
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    $1,850 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    2481 Tahoe Cir Unit 42481, Winter Park, FL 32792

    Welcome to Cedarwood Village, a spacious 2-bedroom, 2-bath and upstairs loft condominium with approximately 1,495 square feet of living space, ideally located in Winter Park. Tucked within an established community surrounded by mature trees, this residence offers a comfortable layout with plenty of flexibility for everyday living. The inviting living and dining area provides generous space for

    sebastian Lozano COLDWELL BANKER REALTY

    2481 Tahoe Cir Unit 42481, Winter Park, FL 32792
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    $1,370 Per Month

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

    LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
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    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Condo for Rent

    2918 Antique Oaks Cir Unit 30, Winter Park, FL 32792

    A great 2nd floor 2 bedroom 2 bath condo (top floor) that has newer laminate wood floors and ceramic tile. Vaulted ceilings give this condo a spacious and airy feel. Located in desirable Winter Park, near Full Sail school, UCF, Valencia, and Rollins College, very convenient location! This condo features two oversized bedrooms, laundry room off the hallway includes WASHER/DRYER, and a screened

    Kyle Petteway EXIT REAL ESTATE RESULTS

    2918 Antique Oaks Cir Unit 30, Winter Park, FL 32792
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    $1,525 Per Month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Condo for Rent

    2941 Antique Oaks Cir Unit 80, Winter Park, FL 32792

    **PRE-LEASING: The home is currently occupied. Please allow at least 24 hour's notice for showings. Move in ready condo for rent at Parkview Village Condominiums in Winter Park This unit boasts: -Carpet Throughout -Stainless steel appliances -Granite Counter tops in the Kitchen -Washer and dryer -Second floor unit -Community is conveniently located across

    2941 Antique Oaks Cir Unit 80, Winter Park, FL 32792
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    $1,600 Per Month

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

    3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

    Townhouse style home in Winter Park, located at a convenient distance to Full Sail, UCF and other major stores. 2 beds / 2.5 baths. updated appliances. Upstairs two spacious master suites with private baths. Downstairs, a half bath and living/dining room combo with a breakfast nook. Fenced-in patio area faces water canal and conservation areas. Enjoy plenty of storage space as this unit includes

    Qing Lin SPRINGHILL PROPERTIES LLC

    3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
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    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd, Winter Park, FL 32792

    Spacious Condo in Winter Park!! Affordable and Centrally Located. This property features 2 Bedroom 2 Baths assigned parking, community pool, community laundry room. Right of Semoran Blvd. Second floor unit, with lots of natural light. Steps away from Full Sail University, Aloma Ave, Restaurants, Convenient stores, Hospitals, Golf Corse, Highway 408, Orlando International Airport and many more.

    1000 S Semoran Blvd, Winter Park, FL 32792
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    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 118, Winter Park, FL 32789

    Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 118, Winter Park, FL 32789
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    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft
    • Condo for Rent

    2503 Tahoe Cir Unit 2503 Tahoe Circle Unit 2503, Winter Park, FL 32792

    Welcome home to this well-maintained 2-bedroom, 2-bathroom unit located in a desirable Winter Park community. Situated on a corner lot, this home offers added privacy and a great sense of space.The unit features a comfortable layout with two spacious bedrooms and two full bathrooms, making it ideal for comfortable living. The property has been very well maintained and is move-in

    2503 Tahoe Cir Unit 2503 Tahoe Circle Unit 2503, Winter Park, FL 32792
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    $1,395 Per Month

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

    3651 N Goldenrod Rd Unit 201, Winter Park, FL 32792

    This is a second floor, 2 bedroom, 2 bathroom condo in the Lancelot at Winter Park community near local shops, restaurants, and schools. Features include a spacious main living area, vaulted ceilings, a lovely kitchen, large bedrooms, and a laundry closet. Community amenities include a pool, fitness center, and clubhouse.Schedule a showing or submit an application online. All Real

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    3651 N Goldenrod Rd Unit 201, Winter Park, FL 32792
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    $1,725 Per Month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Condo for Rent

    3020 Antique Oaks Cir Unit 133, Winter Park, FL 32792

    Beautiful Remodeled First floor Condo x Rent with two bedrooms and two baths. Over 1,000 SF of open living space. New ceramic wood like look in all the condo. New Kitchen Cabinets, Granite Counter Tops and New Stainless Steel Appliances. Nice patio and interior laundry. Beautiful pool, hot tub, and more. Zoned for A-rated Winter Park schools, this home offers an ideal location that is convenient

    3020 Antique Oaks Cir Unit 133, Winter Park, FL 32792
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    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft
    • Condo for Rent

    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792

    Welcome to Cedarwood Village in WINTER PARK. This 2BR/2BA condo is light & bright & has just been beautifully RENOVATED w/ newer appliances, new toilet in master bathroom, new solid wood shaker style cabinets, hardware, SS hood & quartz countertops. TREE-LINED STREETS lead you to this BLOCK-CONSTRUCTED condo. offering 1,457 sq ft of interior living space. This includes an enclosed lanai (under

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    2449 Grand Teton Cir Unit 2449, Winter Park, FL 32792
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    $1,997 Per Month

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Condo for Rent

    602 Trinidad Ct Unit 602, Winter Park, FL 32792

    Beautiful Winter Park Condo with Vaulted Ceilings & Private Fenced Patio!Come home to this beautiful and spacious condo featuring vaulted ceilings, abundant natural light, and an open split floor plan designed for comfortable Florida living.The home features 18" tile flooring, neutral paint, ceiling fans, recessed lighting, blinds, a dry bar, and decorative glass-tile accents

    602 Trinidad Ct Unit 602, Winter Park, FL 32792
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    $1,450 Per Month

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

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792

    Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and

    Praveen Setty RIGHTHOUSE REALTY LLC

    3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
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    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Excellent location

    4968 Tangerine Ave Unit 4968, Winter Park, FL 32792

    This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing

    4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
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    $2,295 Per Month

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Condo for Rent

    700 Melrose Ave Unit A5, Winter Park, FL 32789

    Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit A5, Winter Park, FL 32789
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    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft
    • Condo for Rent

    163 Scottsdale Square, Winter Park, FL 32792

    Welcome to this comfortable and well-maintained 2-bedroom, 2-bathroom first-floor apartment located in the Winter Park Woods community. This spacious home features an open and functional layout with vinyl flooring throughout the living and dining areas. The kitchen offers stainless steel appliances, ample cabinet space, and a convenient breakfast bar that opens to the main living area, making

    Simone Pinto de Almeida Santos NOVA REAL ESTATE SERVICES INC

    163 Scottsdale Square, Winter Park, FL 32792
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    $1,450 Per Month

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

    Unlisted Address

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    Unlisted Address
  • /18

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,063 Sq Ft
    • Condo for Rent

    7453 Daniel Webster Dr Unit 5, Winter Park, FL 32792

    Cozy two badroom two bathroom condo for rent with Specious living room and Updated kitchen. This Unit futures a huge balcony that runs the length of the condo.The master bedroom has balcony access, walk in closet and ensuite bathroom. The second bedroom has access to the other full bathroom. conveniently located close to Shopping center, airport, UCF, Valencia College, Full Sail University and

    Laila Dkhissi LA ROSA REALTY PREMIER LLC

    7453 Daniel Webster Dr Unit 5, Winter Park, FL 32792
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    $1,700 Per Month

    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft
    • Condo for Rent

    7336 Forest Hill Ct Unit 240, Winter Park, FL 32792

    2-BEDROOM HOME IN WINTER PARK | END UNIT | PRIVATE FENCED PATIO | COMMUNITY POOL | WASHER & DRYER | NEAR FULL SAIL & UCFUpdated 2-bedroom, 1.5-bath end-unit townhome-style condo located in the Hidden Oaks community of Winter Park. This two-story residence offers approximately 990 sq. ft. of living space with a functional layout, natural light, and a convenient location close to major

    Mara Brasil REALIZE INTERNATIONAL REALTY L

    7336 Forest Hill Ct Unit 240, Winter Park, FL 32792
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    $1,600 Per Month

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

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
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    $1,600 Per Month

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

    1695 Lee Rd Unit A113, Winter Park, FL 32789

    Welcome to this updated first-floor condo in the Waterfall Cove community of Winter Park. This 2-bedroom, 1-bath residence features new luxury vinyl plank flooring throughout, a bright and open living area, and a well-maintained air-conditioning system. The unit also offers an inside laundry area with washer and dryer. Community amenities include a swimming pool and playground. Conveniently

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit A113, Winter Park, FL 32789
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    $1,700 Per Month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    Virtually Staged. Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
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    $1,640 Per Month

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

    3068 Autumn Ct Unit na, Winter Park, FL 32792

    Freshly painted and MOVE-IN READY! This charming 2-bedroom, 2-bath condo offers a private fenced yard, screened porch, and NO CARPET — perfect for pet owners or anyone who prefers easy-care flooring2 bedrooms | 2 bathrooms• Private fenced yard• Screened-in porch• No carpet• Small pets welcome with pet fee• Washer & dryer included• Lawn care includedFantastic

    Angela Fettig KELLER WILLIAMS REALTY AT THE PARKS

    3068 Autumn Ct Unit na, Winter Park, FL 32792

Rental Home Trends

Number of 2 Bedroom Condos for Rent
32
Median 2 Bedroom Condo Rent
$1,695
Median 2 Bedroom Townhouse Rent
$1,800
How to Rent a Home