Last updated August 19 at 4:34 PM

134 Cheap Apartments for rent in Winter Park, FL

Finding cheap apartments in Winter Park takes some ingenuity and effort, as well as quick action. Before you head out on your search, bring along pay stubs, bank statements, ... Read Guide >
64 TAYLOR AVENUE Photo Gallery 1
1 of 6
2 Bedrooms
$1,175
800 sqft
This charming 2 bed 1 bath is fully redone with all new laminate flooring updated kitchen and bathroom complete with a washer and dryer. This unit offers pletny of natural light. Keller Williams residents are enrolled in the Resident Benefits Package (RBP) which includes HVAC air filter delivery, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program and much more!. This will not last long!
Read More...
2508 Amherst Ave. Unit #2 Photo Gallery 1
1 of 18
1 Bedroom
$1,395
540 sqft
Beautiful 1 Bedroom, 1 Bath Apartment in College Park! - Innovative Realty residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month which includes renters’ insurance, HVAC air filter delivery (for applicable properties), utilities management, our best-in-class resident rewards program, and much more! An admin fee of $195.00 will be due at move-in. More details here: https://www.innovativerealtyfl.com/resident-benefits-package 2508 Amherst Ave Unit 2 is a 1 bedroom, 1 bath, 540 sqft over garage apartment. The beautifully upgraded kitchen features stainless steel appliances, including refrigerator, range and over the range microwave, plenty of cabinet and counter top space. This home features beautiful hardwood flooring throughout the living area and bedroom. The bedroom has easy access to the full bath with a shower tub combo. Enjoy the great natural light through the many windows and enjoy time on the patio area. This unit has access to the one car garage below, where the washer and dryer is located. Centrally located in College Park, just minutes to Florida Hospital, I-4, Downtown Orlando and Winter Park. ATTENTION: Innovative Realty does not post ads on Craigslist! Recently scam artists have been stealing rental listings, lowering the price and posting fake ads online, especially on Craigslist, and posing as the landlords. Beware of out of state phone numbers or Google Voice numbers. If you've been speaking with anyone other than Innovative Realty, been given a lockbox access code by a third party, asked to send money payable to anyone but Innovative Realty, LLC-- it is a scam! We’re happy to allow pets in this property, though we cannot allow more than two pets and they must be under 75 pounds. Our pet fee includes a $200 refundable deposit and a $150 non-refundable fee per pet. Sorry, no aggressive breeds. For more information or to schedule a viewing, call Innovative Realty, LLC at (407) 772-5555. You can schedule a showing online and view all of our listings at www.innovativerealtyfl.com We run a comprehensive check of your criminal background, credit history, rental history. If you have certain prior felonies or any evictions, your application will be denied. We will require that our residents make at least three times the monthly rent and can provide proof of income and identity. Have questions about our resident requirements? Read our blog below for more information on if you will qualify: https://www.innovativerealtyfl.com/resident-criteria (RLNE6790354)
Read More...
107 Scottsdale Square ORANGE Photo Gallery 1
1 of 7
1 Bedroom
$1,200
756 sqft
1 Bedroom 1 Bath Condo For Rent at 107 Scottsdale Square Winter Park, Fl. 32792 - 1 Bedroom 1 Bath Condo For Rent at 107 Scottsdale Square Winter Park, Fl. 32792. This Condo has a Range, Refrigerator, Central Heat and A/C. Call to schedule showing. HOA application required. For additional information, or to arrange a showing, please call our office at 407-298-9777 or for after hours call Cristina Burgos at 407-361-7193 or Rick Sein at 407-716-0459. Application Instructions: RealSource Property Management only accepts online applications@ www.4rentorlando.com that include your full application fee payment and 2 most recent paystubs or proof of income uploaded to your application. If you cannot upload to the application it must be faxed to us at 407-298-9050 or emailed to cristinaburgos.mgmt@gmail.com. at the time of application. Incomplete applications without application fee payment or proof of income will be deleted. All adults 18 years of age and older are required to submit an individual application. Driving Directions: Take I-4 East, Merge onto E West Expy E/FL-408 E via EXIT 82A, Take the Andes Ave exit, EXIT 14, toward FL-436/Semoran Blvd., Merge onto Lake Underhill Rd., Turn left onto S Semoran Blvd/FL-436. Continue to follow S Semoran Blvd., Turn right onto Scottsdale Sq., Take the 1st left to stay on Scottsdale Sq. No Pets Allowed (RLNE6393137)
Read More...
480 Banyon Tree Cir Apt 104 Photo Gallery 1
1 of 25
1 Bedroom
$1,200
759 sqft
This one bedroom one bath ground floor unit features spacious living area, walk-in bedroom closet, nice kitchen and appliances. It also has an EXCELLENT VIEW of the pool located just a few feet from the front door. The Carrington Park community features THREE POOLS, a FITNESS CENTER and PLAYGROUND. Conveniently located to Shopping Centers, Dining, Entertainment and major Highways.
Read More...
Results within 5 miles of Winter Park
Avisa Lakes Photo Gallery 1
1 of 9
1 Bedroom
$1,347
770 sqft
2 Bedrooms
$1,621
970 sqft
Avisa Lakes is a hidden gem tucked away within East Orlando. Our spacious one and two bedroom apartment homes feature unique floor plans that are a must see. Easy access to East-West Expressway puts you in a highly desirable location. Enjoy numerous dining, shopping, education and entertainment venues at your fingertips. Come meet our onsite leasing team who will be happy to tell you more about our wonderful community.
Read More...
The Wymore 360 Photo Gallery 1
1 of 39
Verified
32 Units Available
Studio
$1,247
495 sqft
1 Bedroom
$1,297
530 sqft
2 Bedrooms
$1,552
858 sqft
The Wymore Look no further for great Newly Renovated apartment home living in Altamonte Springs, FL because you’ve found it at The Wymore! Just minutes from fine dining, entertainment hot spots, great shopping, and local parks, The Wymore has a great location that is guaranteed to make your life comfortable and convenient. At The Wymore, we’ve taken care of all of your needs. Eight different floor plans with 1, 2 & 3 bedrooms to choose from, our spacious and inviting apartment homes were designed with you in mind. All of our floor plans include an all-electric kitchen, dishwasher, carpeted floors, walk-in closets, a separate dining room and so much more! Come home to luxury. Come home to The Wymore. The luxury doesn’t end when you leave your apartment home, because The Wymore is currently under renovation, we will be adding great community amenities suited for your active lifestyle. Enjoy some fun in the sun at the children’s play area, splashing in our shimmering swimming pools. You can enjoy our Newly Renovated Business Center Onsite, Club House, Fitness Center, Dog Park Our commitment to your comfort and quality of life is second to none. Take a look at our photo gallery today and see what makes The Wymore the best-kept secret in Altamonte Springs.
Read More...
Brookside Apartments Photo Gallery 1
1 of 5
1 Bedroom
$850
501 sqft
Brookside Apartments is located at 3997 Rosewood Way Orlando, FL and is managed by Elandis Services, LLC, a reputable property management company with verified listings on RENTCafe. Brookside Apartments offers 1 bedroom apartments of size 501 sq.ft. Amenities include Air Conditioner, Business Center, Cable Ready, Carpeting, Fitness Center and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 32808 ZIP code. For more details, contact our office or use the online contact form and we will get back to you as soon as possible.
Read More...
University Park Photo Gallery 1
1 of 20
1 Bedroom
$1,360
645 sqft
2 Bedrooms
$1,572
881 sqft
3 Bedrooms
Ask
Units feature gas stove, walk-in closets, and dishwasher. Great location that offers convenient access to restaurants like Five Guys, California Pizza Kitchen, and Bahama Breeze. Community includes clubhouse, outdoor lounge area, and pool.
Read More...
Advenir at Magnolia Photo Gallery 1
1 of 15
Studio
$1,215
560 sqft
1 Bedroom
Ask
2 Bedrooms
$1,807
1200 sqft
Advenir at Magnolia is a friendly community located a short distance from Altamonte Mall and The Florida Hospital. Units feature washer/dryer hookups, hardwood floors, fireplaces, and dishwashers. The community is pet-friendly.
Read More...
The Palms at Casselberry Photo Gallery 1
1 of 29
Verified
4 Units Available
1 Bedroom
$1,340
560 sqft
2 Bedrooms
$1,745
1024 sqft
3 Bedrooms
Ask
This property is managed by Beztak, 2022 recipient of the US Best Managed Companies for the third year in a row, sponsored by Deloitte Private and The Wall Street Journal. Call and let us tell you why!Welcome home to The Palms Apartments in Casselberry, FL. Tucked away in a quiet residential area of Casselberry, yet conveniently close to transit plus shopping and dining - The Palms at Casselberry is the perfect choice for your next apartment home.At The Palms at Casselberry, our residents enjoy expansive community green space plus exciting amenities like a resort-style pool and sand volleyball court. We have 1, 2 and 3-bedroom homes, including garden villas and unique townhome style layouts, and homes include well-equipped kitchens, excellent closet and storage space, plus oversized and screened-in lanais.
Read More...
Promenade at Uptown Photo Gallery 1
1 of 26
Studio
$1,400
478 sqft
1 Bedroom
$1,500
708 sqft
2 Bedrooms
$1,595
1035 sqft
Promenade at Uptown is the apartment home you’ve been looking for in Altamonte Springs, FL. With renovated studio, one-, two-, and three-bedroom homes boasting open-concept living and private screened outdoor space, you’ll find a place to live with a lifestyle to love. What’s more, at Promenade at Uptown, you'll be conveniently located near Altamonte Mall, plus you'll enjoy the full suite of community amenities including a resort-style swimming pool, outdoor lounge, and tennis court. Make your home at Promenade at Uptown today.
Read More...
Village Lakes Apartments Photo Gallery 1
1 of 20
1 Bedroom
$960
816 sqft
2 Bedrooms
$1,730
909 sqft
Cool down in our sparkling swimming pool or gather with friends at the clubhouse. After a day outdoors, relax in the comfort of your apartment home. It's all the simple pleasures of life, and it's all here for you! Just eight miles from downtown Orlando, close to shopping, restaurants, theaters and places of employment.
Read More...
Retreat at Valencia Photo Gallery 1
1 of 22
1 Bedroom
$1,245
814 sqft
2 Bedrooms
$1,491
1179 sqft
3 Bedrooms
$1,725
1201 sqft
This spacious community is close to Waterford Lakes Town Center, SR-408 and SR-417. Apartments offer open floor plans, large kitchens and energy-efficient appliances. On-site fitness studio, Wi-Fi hotspot and pool with a sundeck.
Read More...
Villa Del Mar Photo Gallery 1
1 of 11
Studio
$1,355
509 sqft
1 Bedroom
$1,640
709 sqft
2 Bedrooms
$1,595
918 sqft
Be prepared for a life of luxury in your own Oasis. The newest community in Sarasota, Florida, the Oasis at Sarasota will feature plenty of indulgences. Get ready for your staycation right from your new home! From our incredible resort-style amenities to the plush interior details, you won't want to be anywhere else but here. Our 324 apartment homes will have amazing 1, 2 and 3 bedroom floor plans you just can't live without!
Read More...
901 West Anderson Street Photo Gallery 1
1 of 4
1 Bedroom
$950
A lovely 1 bedroom 1 bathroom apartment is now ready for it's new occupants , This house is located in the heart of the Holden -Paramore neighborhood offering easy access to 408 HWY and walking distance to parks, restaurants and all the amenities you may need. We'll be happy to receive your requests and assist you in scheduling viewing and holding this wonderful place as yours! `
Read More...
812 COLYER STREET Photo Gallery 1
1 of 10
3 Bedrooms
$1,400
1120 sqft
In downtown Orlando, near the Creative village, close to I-4, the 408 toll road, this is a cute home with 3 bedrooms and one bath with a large fenced backyard. Bonus room at the rear of house. ALL TENANTS APPLICANTS MUST DRIVE BY FIRST AND CHECK THE AREA - THIS IS REQUIRED. Feel free to drive by exterior and check out area/neighborhood. If it is of interest text agent to request application. TENANT APPLYING NEEDS TO MEET REQUIREMENTS!! Criteria: have steady employment, good rental references and make 2.5x the amount of rent in net income. No rental evictions, judgments or bankruptcies. Not taking Sec 8 or Vouchers. Application fee is $40/adult and is completed and paid for online. Approval process is 24hrs from receipt of application. Current tenant moves out middle of August 2022.
Read More...
151 E WASHINGTON STREET Photo Gallery 1
1 of 20
1 Unit Available
1 Bedroom
$1,300
556 sqft
2 Bedrooms
Ask
Location, location and location. Cute as a button 1br now available at the boutique style Metropolitan condominium residences. This historic building is directly across famous and popular Lake Eola. Experience the urban city life in this upgraded 1br featuring improved floors, updated kitchen with stainless steel appliances, ceramic tile bathrooms. Experience the ultimate chic city life with key card access and Upgraded lobby area. 24/7 security or staff on-hand. Full size washer/dryer included. Package receiving with automated delivery notification. Residents have access to full luxury fitness center, resort style swimming pool and private clubroom. One assigned parking in attached and covered garage facility - (A/C, hot water, trash, sewage included). Walk to all the downtown night life, Publix grocery store, Farmers market, Amway Center, Exploria Stadium, Camping World Stadium and Dr.Phillips Performing Art Center. Come view this lovely condo today at this amazing price. This won't last!
Read More...
1037 N FERN CREEK AVENUE Photo Gallery 1
1 of 4
1 Bedroom
$1,400
740 sqft
COMING SOON - 1/1 Half Duplex Unit for Rent in Colonialtown for $1,400/mo. Cute layout, hardwood floors, arched entries. Large shared backyard. Zoned for Audubon K-8 and Edgewater High. Minutes to Downtown Orlando, Audubon Park, Baldwin Park, Winter Park, and the Mills 50 District where there are several great restaurants. Currently tenant occupied, available for new tenant by September 15, 2022. New photos coming soon.
Read More...
2500 KILGORE STREET Photo Gallery 1
1 of 15
1 Bedroom
$1,350
537 sqft
This adorable and centrally located ground floor condo is in the heart of the Milk District. Brand new flooring and newly renovated bathroom with walk-in shower. Relax by the pool before you head out to any one of the dozens of restaurants, shops, or bars just steps from your door. Assigned parking space and plenty of extra parking for your guests. Water is included.
Read More...
5999 VILLAGE CIRCLE Photo Gallery 1
1 of 20
1 Bedroom
$1,300
767 sqft
First floor, 1 bedroom, 1 1/2 bath condo in Village Square Condo community with community pool, tennis courts and custom clubhouse and external laundry facility. Spacious Great room with a separate Dining area, foyer and exterior open rear porch overlooking common area garden. UNIT DOES NOT HAVE INDOOR LAUNDRY/UTILITY ROOM. Centrally located, walking distance to local Lynx bus stop, and just 15 mins. from Orlando International Airport and major stateroads SR408 and SR528. Pool and laundry facility are in close perimeter to the unit.
Read More...
2608 HOMER CIRCLE Photo Gallery 1
1 of 11
1 Bedroom
$1,150
333 sqft
PLEASE NOTE: VERY IMPORTANT: THE EXTERIOR PHOTO SHOWN IS 2608 HOMER CIRCLE. THE SPECIFIC PROPERTY FOR RENT IS THE STUDIO ATTACHED. In the photo, the portion with the stone front and double window is the studio. Access is through the side door, under the carport. DO NOT DISTURB THE TENANTS IN THE MAIN HOME. This completely renovated private studio is FULLY FURNISHED, including all kitchenware, linens and towels. You have your own $4000 Westinghouse wall unit, heating and air conditioning that YOU control. Utilities are provided at a cost NOT TO EXCEED $75/month. Internet/wi-fi is included. Two free parking spaces. Washer and dryer is located just outside your back door in the enclosed laundry room and is the only common element in the home (shared with the home's residents). There is a large covered porch and a fenced back yard. One minute to the bus stop on Colonial and minutes to 23 eateries, restaurants and bars as well as 1/2 mile from Fashion Square. Across the street from Colonial Plaza, with Barnes and Noble, 2 Starbucks, and shopping galore! Walk to Centra Care, Walgreens, Chick-Fil-A, banks and other points of interest. 5 minutes to the 408! If there was ever a PERFECT location, this is it!
Read More...
5540 DEVONBRIAR WAY Photo Gallery 1
1 of 12
1 Bedroom
$1,290
660 sqft
Completely renovated! Very nice and clean 1 bedroom and 1 bathroom located in sought-after Regency Gardens. Brand new kitchen, bathroom, all tile floors and interior paint. Open floor plan with kitchen overlooking large great room area, with cathedral ceilings and French door leading to your own screened balcony. Appliances include Refrigerator, Range, Hood, Dishwasher, Garbage Disposal, Washer and Dryer. Bedroom with walk-in closet. Rent includes water, garbage, and security system. Zoned for A-rated Boone High School. The Regency Gardens community features 2 beautiful pools, clubhouse with social area and computer with internet access, fitness center, beach volleyball, playground, picnic tables, car wash area, walking/jogging trails, and dog park. Great location! Just a few minutes away from the Orlando International Airport, Downtown Orlando, major highways 408, 528 and 417. Walking distance to shopping, dining and entertainment. CALL TODAY!
Read More...
2661 CAROLYN AVENUE Photo Gallery 1
1 of 26
2 Bedrooms
$1,350
765 sqft
The cozy 2 bedroom, 1.5 bath unit comes with a new stainless steel stove and refrigerator. It has been freshly painted with easy-care tile throughout and a jack and jill bathroom. There is a spacious backyard to relax in and ample parking in front. The home is located close to Trotters Park, XL Soccer World, Lakes and a short distance to I-4 and 434.
Read More...
1912 Chamberlin Street Photo Gallery 1
1 of 11
1 Bedroom
$1,100
600 sqft
One bedroom Cottage available August 31, 2021 - Close to SODO area and Downtown. Application: https://www.hemlane.com/listings/1912-chamberlin-st-orlando-fl-32806-usa-unit-c/d72c3413-1bb3-43d3-a3d1-2fb9fde96d76 No Dogs Allowed (RLNE7649608)
Read More...
Find More Rentals By
Find More Rentals in Nearby
City Guide for Winter Park, FL
What to keep in mind when looking for cheap apartments in Winter Park, FL

Finding cheap apartments in Winter Park takes some ingenuity and effort, as well as quick action. Before you head out on your search, bring along pay stubs, bank statements, letters of recommendations from landlords or employers, and identification. The more proactive you are about your search, the easier it will be to score a deal.

Look for cheap apartments in Winter Park by regularly scouring listings and looking during slower renting seasons, like winter. You can still find a deal if you move during the summer months when apartment hunting is more competitive.

You may be able to find cheap apartments in Winter Park in neighborhoods that are located away from attractions, restaurants, and entertainment. You may need to look farther out than you would prefer, but access to highways or public transportation can get you into the heart of Winter Park.

The building you choose can also make a difference in finding a cheap apartment in Winter Park. Older buildings that need some updating are more likely to have better deals. Walk-up apartments without elevators, on-street parking and few amenities like on-site fitness centers can also signal affordable rents in Winter Park.