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Winter Park, FL Condos for Rent

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  • /13

    $1,625 Per Month

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft
    • Condo for Rent

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792

    Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792
  • /83

    $4,578

    Total Monthly Price

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

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

    The advertised rate of $4,578/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 8, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /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
  • /43

    $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
  • /8

    $3,950 Per Month

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Condo for Rent

    333 Cornwall Rd, Winter Park, FL 32792

    Welcome to your new home in beautiful Winter Park, FL! This property offers a cozy and convenient living experience, nestled among a variety of amenities. Enjoy the charm of nearby restaurants and department stores, all within a short distance. For outdoor enthusiasts, Ward Park is just a stroll away, providing a serene spot for leisurely walks and relaxation. Medical needs are easily addressed

    333 Cornwall Rd, Winter Park, FL 32792
  • /30

    $2,300

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 262, Winter Park, FL 32789

    Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior

    151 N Orlando Ave Unit 262, Winter Park, FL 32789
  • /20

    $2,150 Per Month

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

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

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

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

    $1,900 Per Month

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

    1250 S Denning Dr, Winter Park, FL 32789

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

    1250 S Denning Dr, Winter Park, FL 32789
  • /21

    $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
  • /13

    $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
  • /42

    $1,550 - $1,950

    Total Monthly Price

    • 1 - 3 Beds
    • 2 Baths
    • 800 Sq Ft
    • Condo for Rent

    200 Saint Andrews Blvd, Winter Park, FL 32792

    This is a very well maintained property and grounds. Great and caring HOA. The unit has recently been fully renovated and everything is new. 3 pools, club house, quiet. Great location close to historic Park Ave., Full Sail University, UCF, Hospital, and shoping. Full laundry in building.

    200 Saint Andrews Blvd, Winter Park, FL 32792
  • /24

    $1,575 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit A101, Winter Park, FL 32789

    Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.

    Daniel Zheng CINO INTERNATIONAL INC

    1695 Lee Rd Unit A101, Winter Park, FL 32789
  • /20

    $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
  • /18

    $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
  • /22

    $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
  • /82

    $1,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    Discover your ideal home in this newly renovated 3-bedroom, 2-bathroom condo at Waterfall Cove in Winter Park, FL. Enjoy fresh paint, modern stainless steel appliances, and a fully upgraded kitchen that makes cooking a delight. Each spacious room offers plenty of natural light and comfort. This condo comes equipped with a washer and dryer, and includes cable and internet for your convenience. The

    Jenaia Fowlkes FOWLKES REALTY CO

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /11

    $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
  • /19

    $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
  • /12

    $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
  • /21

    $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
  • /10

    $1,400 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Grdyn House

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792

    Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.

    1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
  • /13

    $1,625 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
  • /30

    $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
  • /17

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E115, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit E115, Winter Park, FL 32789
  • /24

    $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
  • /11

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792

    Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't

    Lety Morales LPT REALTY, LLC

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
  • /8

    $3,995 Per Month

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

    737 Minnesota Ave Unit A, Winter Park, FL 32789

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

    737 Minnesota Ave Unit A, Winter Park, FL 32789
  • /20

    $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
  • /36

    $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
  • /12

    $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
  • /33

    $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
  • /30

    $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
  • /30

    $8,900 Per Month

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

    660 Osceola Ave, Winter Park, FL 32789

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

    660 Osceola Ave, Winter Park, FL 32789
  • /20

    $2,300 Per Month

    • 4 Beds
    • 3 Baths
    • 1,611 Sq Ft
    • Condo for Rent

    7487 Canford Ct Unit 5, Winter Park, FL 32792

    A rare find at an unbeatable price, this beautifully updated 4-bedroom, 3-full-bath townhome features brand-new laminate flooring throughout, fresh interior paint, a stylish kitchen with abundant cabinets, granite countertops and stainless-steel appliances, plus a new laundry room and tons of storage. The primary suite offers a private balcony, while the living room opens to a screened and

    Jiny Lee THE FLORIDA LOUNGE REALTY LLC

    7487 Canford Ct Unit 5, Winter Park, FL 32792
  • /16

    $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
  • /19

    $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
  • /18

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Condo for Rent

    Unlisted Address

    Townhouse in Winter Park! Totally Renovated 3 bed 2 bath townhouse. Large Living room. Dinette off of kitchen. Updated kitchen with stainless steel appliances. Wash and dryer hook ups inside closet. Big master suite. Good size covered porch in back. Enjoy the 2 community pools, playground, tennis and shuffleboard courts! Good schools. Zoned for Lake Howell High School. Must see!

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    Unlisted Address
  • /21

    $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
  • /13

    $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
  • /15

    $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

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Frequently Asked Questions

How much does it cost to rent a condo in Winter Park, FL?
The median rent for a condo in Winter Park, FL is $1,695 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Winter Park, FL?
To comfortably afford the median rent in Winter Park, FL, a household needs to earn roughly $87,080 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,177 per month in Winter Park, FL, renters typically need to show $6,531 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winter Park, FL?
In Winter Park, FL, the price-to-rent ratio is 18.9, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winter Park, FL are best for renting a condo?
The best neighborhood for renting in Winter Park, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include Lake Howell, Baldwin Park, College Park, Ivanhoe Village and Lake Eola Heights, each with its own character and price range.

Rental Home Trends

Number of Condos for Rent
49
Median Condo Rent
$1,695
Median 1 Bedroom Condo Rent
$1,350
Median 2 Bedroom Condo Rent
$1,695
Median 3 Bedroom Condo Rent
$1,900
How to Rent a Home