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Winter Park, FL Condos for Rent under $2,000

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  • /26

    $1,465 per month

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

    2500 Lee Rd Unit 244, Winter Park, FL 32789

    Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

    Agent Photo

    Rustina Gibson

    RE/MAX VANTAGE

    (321) 336-5615

    2500 Lee Rd Unit 244, Winter Park, FL 32789
  • /21

    $1,750 per month

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

    1500 Gay Rd Unit 18A, Winter Park, FL 32789

    Winter Park Lakefront Community. Lakefront Deck, Dock, Grill, Community Building, Heated Pool and Sauna. Immaculate 2 Bedroom 2 Bath First Floor Unit. Upgraded Kitchen with Raised Ceiling, Maple Cabinets and Granite Counters. Cabinets (matching Kitchen Cabinets) and Counters built in Dining Room for extra Storage. Recently Painted. New Carpets in Bedrooms. Bathroom Vanities and Commodes have been

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (689) 336-1800

    1500 Gay Rd Unit 18A, Winter Park, FL 32789
  • /29

    $1,799 per month

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

    151 N Orlando Ave Unit 101, Winter Park, FL 32789

    Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of theLake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & openlayout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining orcasual family meals. Granite

    Agent Photo

    Elizabeth Fowler

    THE FLORIDA PROPERTY SHOP SALE

    (689) 588-1599

    151 N Orlando Ave Unit 101, Winter Park, FL 32789
  • /27

    $1,375 total monthly price

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

    2500 Lee Rd Unit 212, Winter Park, FL 32789

    Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

    2500 Lee Rd Unit 212, Winter Park, FL 32789
  • /15

    $1,800 per month

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

    1695 Lee Rd Unit D116, Winter Park, FL 32789

    Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like

    Ryan Hoppe ZEAL REALTY

    1695 Lee Rd Unit D116, Winter Park, FL 32789
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    $1,550 total monthly price

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

    1695 Lee Rd Unit B106, Winter Park, FL 32789

    Ground Floor condo - Hardwood and Tile floors throughout! Available TODAYHardwood and Tile throughout! Ceiling fans ! lots of natural light! condo offers a peaceful setting with courtyard and pool views. no carpeted interiors. a galley-style kitchen with all appliances included. Stackable Washer and dryer are included . Great patio area for relaxing. Located in desirable Winter Park, you'll

    1695 Lee Rd Unit B106, Winter Park, FL 32789
  • /17

    $1,750 per month

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

    1695 Lee Rd Unit C206, Winter Park, FL 32789

    Beautiful and move-in ready condo!Located on the second floor in a quiet community, perfect for families or professionals seeking comfort and convenience. 1.- Property Features2 Bedrooms1 Full BathroomSecond-floor unit (added privacy)Total area: 881 sqft 2.- Comfort & Interior FeaturesCentral Air ConditioningCentral HeatingCeiling FansHigh CeilingsOpen

    Yein Ross ROSS RENTALS LLC

    1695 Lee Rd Unit C206, Winter Park, FL 32789
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    $1,850 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792

    Close to Park Avenue Winter Park Restaurants and shopping near UCF and Full sail University also Rollins Colllege, Great Public schools. Close to the Orlando Airport and 30 minutes from Disney World and Universal Studios.

    2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792
  • /17

    $1,350 per month

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

    4818 Tangerine Ave Unit 4818, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet

    Torey Eisenman BENCHMARK REAL ESTATE GRP INC

    4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
  • /17

    $1,650 per month

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

    2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792

    Call to schedule your private showing of this well-maintained 2 bedroom, 2 bathroom condo located on the second floor in the desirable Parkview Village Subdivision.This bright and open floor plan features a spacious living room with vaulted ceilings, perfectly positioned at the front of the home and open to the kitchen. The kitchen has all new appliances with a corner window that is perfect for

    Jacqueline Ramos JML REALTY INVESTMENTS LLC

    2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792
  • /7

    $1,500 per month

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

    7326 Swallow Run Unit 7326, Winter Park, FL 32792

    Bright and freshly updated ground-floor 2-suite condo in a peaceful, well-kept community. This move-in-ready home features new interior paint, new water heater, granite countertops, and durable vinyl plank flooring throughout. The split-suite layout offers privacy and flexibility for roommates or professionals. Zoned for Cheney Elementary, with convenient access to A-rated middle and high

    Jiny Lee NOBSKA REAL ESTATE LLC

    7326 Swallow Run Unit 7326, Winter Park, FL 32792
  • /23

    $1,750 per month

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

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792

    Cozy and well-maintained 2-bedroom, 2-bath condo, washer and dryer inside, located in the desirable Winter Park area. This spacious unit features an open and comfortable layout with abundant natural light, a functional kitchen, and a small patio perfect for relaxing. The community offers great amenities including a pool, tennis courts, shuffleboard, clubhouse and beautifully maintained grounds.

    Nohora Gomez COLDWELL BANKER REALTY

    200 Saint Andrews Blvd Unit 2302, Winter Park, FL 32792
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    $1,850 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
  • /12

    $1,400 per month

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

    1695 Lee Rd Unit C110, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C110, Winter Park, FL 32789
  • /23

    $1,395 per month

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

    1380 Indiana Ave Unit 3, Winter Park, FL 32789

    Winter Park at your door step! This is a second floor 2 bedroom unit, in secured building. Large open backyard with rear balcony and patio space and plenty of parking. Unit has full kitchen, and washer/dryer in unit! Two full bedrooms both with walk-in closets and a full bath. Living room is large open/bright. Only a few blocks walk to Orlando Ave with all its shopping, Publix and restaurants.

    Scott Butts KIMBRIDGE REALTY, LLC

    1380 Indiana Ave Unit 3, Winter Park, FL 32789
  • /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
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    $1,800 per month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    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 the community

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
  • /11

    $1,575 per month

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

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

    2 Bedroom/2 Bathroom 2nd Floor Unit at Lancelot. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar.

    Kelly Carr CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /32

    $1,499 per month

    • 2 Beds
    • 1.5 Baths
    • 1,219 Sq Ft
    • Condo for Rent

    200 Saint Andrews Blvd Unit 1803, Winter Park, FL 32792

    2-bedroom, 1.5-bathroom, two-story condo in Four Seasons Condos of Winter Park. This well maintained condo includes a French country kitchen, which has been renovated with a faux tiled backsplash, custom maple cabinets, and complimentary appliances. This unit includes a half bath downstairs and full bathroom upstairs. Windows are double-pane, double-hung with a Pella sliding glass door with

    Amy Spano WILSON MANAGEMENT GROUP

    200 Saint Andrews Blvd Unit 1803, Winter Park, FL 32792
  • /24

    $1,650 per month

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

    1695 Lee Rd Unit C216, Winter Park, FL 32789

    Available for immediate move-in, this comfortable second-floor corner condo offers a peaceful setting with playground and pool views. The home features a fully carpeted interior, a spacious kitchen with a pantry closet, and a newer refrigerator. Washer and dryer are included for added convenience. Great balcony for relaxing on the cooler Florida days! Located in desirable Winter Park, you'll

    Yarmmys Vargas ZEN LIVING HOMES LLC

    1695 Lee Rd Unit C216, Winter Park, FL 32789
  • /14

    $1,395 per month

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

    3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792

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

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792
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    $1,250 per month

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

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792

    Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of

    SANTIAGO SILVA THE PAMPAS REAL ESTATE GROUP, LLC.

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792
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    $1,500 per month

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

    1695 Lee Rd Unit B114, Winter Park, FL 32789

    The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit B114, Winter Park, FL 32789
  • /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
  • /2

    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 815, Winter Park, FL 32792

    This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 815, Winter Park, FL 32792
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