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Apartments for Rent in Winter Park, FL under $2000
151 Rentals Available

  • Top Rated for Location
    Gourmet Kitchen at Azul Baldwin Park, Orlando, FL a blue and white bedroom with a bed and a window at Azul Baldwin Park, Orlando, Florida
    Today

    4460 Lower Park Road, Orlando, FL 32814
    10 Units available
    1 BED $1,756+
    Property reviews
    5/5 Anonymous on Dec 1, 2023

    safe and comfortableplace to leave with a bunch o green areas

    5/5 Cesar E. on Oct 1, 2023

    I am pleased to live here, with a great community office service

  • Top Rated for Location
    Mail Center at Maitland City Centre, Maitland Roof top pool at Maitland City Centre, Maitland, FL
    Today

    190 Independence Lane, Maitland, FL 32751
    2 Units available
    1 BED $1,876+
    Property reviews
    5/5 Dawn L. on Mar 9, 2023

    We found this lovely home 2 years ago. It has everything going for it. We are within walking distance of anything we want to do. We walk daily around the neighborhood.. Lake Lily, Lake Catherine, & Lake Sybelia, Also, There are many fine eateries to choose from. Our favorite is Francesco’s. Literally a half block away from our home. The beautiful City Hall and grounds are just across the street as is the Post Office. During the Christmas Holidays the huge trees in this park area are beautifully lit. We just walk out onto our patio to enjoy them. We also see the fireworks in splendid fashion when they are lit. It’s like we have our own private showing. There is a church and a library that we also use. Not to mention Publix is a short walk away. We literally do not need a car. On the occasion we do, we use Uber. The staff here are second to none. They truly treat us like we matter. They go above and beyond ( especially Courtney). Tho only downside is the fire hall is nearby. If they get a call at night they seem to wait to turn on the sirens until they get. To 17/92. P. S. There is a Starbucks in the building!! Need I say more!! Check them out. It’s legit.

    4.5/5 Anonymous on Aug 30, 2023

    The MCC is like a hotel resort with a pool, 2 gyms, yoga class every Thursdays, a fire pit in the courtyard, 2 barbeque grills and eating tables, a patio with porch swings, a mingle and game room. It has restaurants like Outpost, Boku Sushi, Sanford Brewery, 407 Gelato, Starbuck's and the Sandwich place on the ground floor plus there are other eateries like McDonald's and restaurants nearby like Luke's and Antonio's. Almost everything is walking distance from it: Publix, Walgreens, banks, the post office, the mail station for UPS, FedEx and DHL, Ace HW, Dunkin Donuts, and other places to eat. For shopping, Marshall's, TJMaxx, Nordstrom Rack, Ross, Michael's and others are within 2 miles. It's 10-12 minutes from downtown Orlando. It's a great place to live at !!!

  • Today

    2650 Dade Ave, Orlando, FL 32804
    Available
    Studio Ask for Pricing
    1 BED $1,754
    Overview

    Uncover an energetic atmosphere, perfect for balancing your lifestyle and your work style. At The Ivy Residences at Health Village, you'll be able to find a studio, one-, two- and three-bedroom apartments featuring modern architecture, room to breathe, and luxury amenities to unwind. Our apartments' contemporary style and height have been a catalyst for significant changes within the Health Village. The Ivy has the ideal location near everything: the Hospital, SunRail, College Park, Winter Park, Loch Haven Park, Mills Park, Ivanhoe Row, and Mills/50 District.

    Amenities
    • Pets Allowed
  • Top Rated for Location
    Fitted Kitchen With Island Dining at The Parker at Maitland Station, Florida Gorgeous Bedroom at The Parker at Maitland Station, Maitland
    Today

    955 N Orlando Ave, Maitland, FL 32751
    Available
    1 BED $1,638+
    2 BEDS Ask for Pricing
    Property reviews
    5/5 Anonymous on Dec 1, 2023

    Happy with our living situation here and

    5/5 Anonymous on Oct 3, 2023

    I have been living at the Parker at Maitland Station for seven months and what liked most is the friendliness of the staff, the cleanliness of the common areas, the timely maintenance service and my apartment is beautiful. Of course I recommend living in the Parker for everything mentioned above; besides this having the train station just a stone's throw away is a plus.

  • Top Rated for Location
    a kitchen with black appliances and wooden cabinets our apartments offer a spacious bedroom with a king sized bed
    Today

    541 Oak Reserve Lane, Winter Park, FL 32792
    6 Units available
    1 BED $1,450+
    2 BEDS $1,600+
    3 BEDS $2,000
    Property reviews
    5/5 Anonymous on Apr 3, 2022

    It’s a nice complex.

    4.5/5 Anonymous on Oct 3, 2021

    Been so happy since we moved here

  • Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    25 Units available
    1 BED $1,450+
    2 BEDS $1,620
    Overview

    Experience the beauty and adventure of Whisper Lake Apartments located in historic Winter Park, Florida and surrounded by interconnected lakes. Catch sight of the countless upgraded features, contemporary finishes, and unique layouts that our apartments have to offer. Enjoy lakeside living at its finest, surrounded by awe-inspiring views in a tranquil environment with all the best in location and comfort. Turn the key to discover convenience draping over every square foot of your modern one or two-bedroom home. From the sun-drenched living areas and fully equipped kitchens to spa-like bathrooms and expansive patios/balconies, everything was designed to cater to the carefree life you’ve always wished to be yours. What’s more, air conditioner systems, washer/dryer connections, and ceiling fans are also part of the deal. Read More + Beyond the doors of our Orange County, FL, apartments, you will be close to Full Sail Academy, Rollins College, and UCF, and also encounter a myriad of recreational spaces and scenic views, serving as nature's serene background. Swim your worries away in the Olympic-inspired pool, perfect your tan at the sundeck, or toast some buns on the grill at the BBQ island. Catch up on work emails or school projects at the technology/business center while sipping a cup of fresh brew from the complimentary coffee bar. Since Whisper Lake makes it so easy to retreat from the business of everyday life, take a little workout break, and head to the 24-hour fitness center or the CrossFit Park to reach your goals. Enjoy sunny days on the sports courts, nurturing your competitive senses, regardless of whether it’s racquetball, tennis, basketball, or sand volleyball. Other on-site amenities include maintenance and management services, laundry facilities, boat/RV parking options, and a car wash area. Make the right move – reach out today to schedule a tour!

    Amenities
    • Air Conditioner
    • Public Transportation
    • Pets Allowed
  • Resident Rated
    Living Room With Kitchen View at Newport Colony Apartment Homes, Florida, 32707 Swimming Pool With Relaxing Sundecks at Newport Colony Apartment Homes, Casselberry, 32707
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    14 Units available
    1 BED $1,225
    2 BEDS $1,560+
    3 BEDS $1,900
    Property reviews
    5/5 Dale M. on Feb 2, 2024

    Over 21 years what more can I say to date the Manager Adam and his staff are excellent as well as the maintenance supervisor and his crew. Any problems I ever had they were taken care of in a reasonable length of time. An fortunately not many to the point my apartment has never been upgraded with relativity nothing only carpet cleaned yearly. I am 85 and hopefully & now on only social security and hope all the money I always paid on time will be considered in that I am no longer employed and hope to spend the rest of my days here...I could have paid off a condo if I hadn't remain I am also retired law enforcement and assist in security when they request me to as well as on my own and to neighbors come to me for advice or help. I have always recommended Newport Colony and a few are here due to my doing so...thank you

    5/5 Anonymous on Dec 7, 2023

    Excellent place to live. Very happy with all the amenities and the people. And it is a quiet place to live.

  • Today

    940 W. Canton Avenue, Winter Park, FL 32789
    1 BED $1,827+
  • 1 day ago

    1512 Indiana Avenue, Winter Park, FL 32789
    1 BED $1,500
  • Today

    550 N. Denning Drive, Winter Park, FL 32789
    Income Restricted
    1 BED $1,138
    2 BEDS $1,339
  • Today

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Studio $1,756+
    1 BED Ask for Pricing
  • Today

    4460 Lower Park Road, Orlando, FL 32814
    1 BED $1,756+
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  • Today

    3045 Aloma Avenue, Winter Park, FL 32792
    1 BED $1,770
  • Today

    741 Clay Street, Winter Park, FL 32789
    Studio $1,635+
    1 BED $1,730+
  • Today

    430 East Packwood Ave, Maitland, FL 32751
    1 BED $1,693+
    2 BEDS $1,701+
  • Today

    3250 Bishop Park Dr, Winter Park, FL 32792
    1 BED $1,415+
    2 BEDS $1,454+
  • Today

    190 Independence Lane, Maitland, FL 32751
    1 BED $1,876+
  • Today

    1874 Harmon Avenue, Winter Park, FL 32789
    Studio $1,700+
    1 BED $1,851+
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  • Today

    4688 New Broad Street, Orlando, FL 32814
    1 BED $1,695+
  • Today

    525 Sybelia Pkwy, Maitland, FL 32751
    Income Restricted
    1 BED $1,091
    2 BEDS $1,286
  • 1 day ago

    2680 North Orange, Orlando, FL 32804
    Studio $1,729+
    1 BED $1,884+
    2 BEDS Ask for Pricing
  • Today

    2650 Dade Ave, Orlando, FL 32804
    Studio Ask for Pricing
    1 BED $1,754
  • Today

    1410 1/2 Altaloma Ave, Orlando, FL 32803
    1 BED $1,850
  • Today

    5800 Auvers Blvd, Orlando, FL 32807
    1 BED $1,400+
    2 BEDS $1,628+
    3 BEDS $1,986+
  • 1 day ago

    4000 Maguire Blvd, Orlando, FL 32803
    1 BED $1,675+
4-21-city

Popular searches Average rent Renters guide Demographics

Getting around in Winter Park, FL

25 /100
Car-Dependent
32 /100
Some Transit
31 /100
Somewhat Bikeable
Walk Score®: 25, Transit Score®: 32, Bike Score®: 31

Frequently asked questions

When were prices and availability in Winter Park, FL last updated?

Prices and availability in Winter Park, FL were last updated on 22 Apr 2024.

What are the best apartments in Winter Park, FL?

The best apartments in Winter Park, FL are: Paseo at Winter Park Village, 1055 S Kentucky Ave, Indiana Ave. Triplex, 1833 Pineview Circle Winter Park, FL 32792 and San Jose Apartments.

What type of rental buildings are in Winter Park, FL?

In Winter Park, 33% of the residents are renting compared to 67% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 25% of Winter Park’s rentals, 50% are small-scale complexes with under 50 units, and 25% are single-family rentals.

Apartments in Winter Park, FL under $2,000

Balancing snug and cheap is no joke when it comes to renting a place to live. “Are there any apartments near me under $2,000?” is a great question to start from. Knowing your budget means you’re one step ahead and on the right track. We’ve taken care of the rest and found 151 apartments for rent in Winter Park, FL on which you’ll spend less than $2,000. A small, cheap rental means you’ll have to budget your living space as well. The great news is that keeping it simple pays off in more than one way. The cost of utilities is likely to run low, and you get the added benefit of not having to spend too much time cleaning up the whole place. Smaller apartments are more likely to be closer to the city center, so there are potential cuts to your transportation costs too. And here’s one more very special secret to add to your book-of-perks: you’re less likely to overshop when you know your space is limited.

Rentals near you under $2,000

Our goal is to help you find cheap apartments that live up to your dreams without crushing your budget. It may be a long shot to go looking for 3 bedroom apartments or even 2 bedroom for less than $2,000. The average rental size in Winter Park, FL is 996 Sqft, but the $2,000 limit will probably narrow your search to places with a smaller square footage. Go through our listings and be on the look-out for a hassle-free studio or a 1 bedroom apartment. We trust you’ll turn it into a cozy home which is also budget-friendly to the core.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!