151

Newest Homes for Rent in Winter Park, FL

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  • /19

    $2,395 per month

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • House for Rent

    3221 Thistle Hill Dr, Winter Park, FL 32792

    This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: Rental Fees: Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval).

    3221 Thistle Hill Dr, Winter Park, FL 32792
  • /19

    $2,150 per month

    • 3 Beds
    • 2 Baths
    • 1,113 Sq Ft
    • House for Rent

    1931 Carrigan Ave, Winter Park, FL 32792

    An excellent place to call home. This newly renovated 3 bedroom 2 bath house offers a lot of entertainment options; it is sitting on an oversize lot which features ample backyard space which is completely fenced. This home has brand new AC, Plumbing and Electric and offers washer/dryer hookups. Close to A+ schools and is approximately 7 minutes from Park Ave shopping and dining. This will not

    Amanda Beckman RED DOOR INVESTMENT GRP LLC

    1931 Carrigan Ave, Winter Park, FL 32792
  • /33

    $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
  • /15

    $2,560 per month

    • 4 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    1790 Viburnum Ln, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2824.90. That covers your base rent, $2560.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1790 Viburnum Ln, Winter Park, FL 32792
  • /25

    $1,950 per month

    • 2 Beds
    • 2.5 Baths
    • 1,236 Sq Ft
    • Townhouse for Rent

    5169 Lazy Oaks Dr, Winter Park, FL 32792

    Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Over 1200 sqft of living space awaits you with an upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando

    Damon Mayers MAYERS REAL ESTATE LLC

    5169 Lazy Oaks Dr, Winter Park, FL 32792
  • /36

    $4,300 per month

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • House for Rent

    1580 Oakhurst Ave, Winter Park, FL 32789

    Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1580 Oakhurst Ave, Winter Park, FL 32789
  • /39

    $7,900 per month

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • House for Rent

    300 Killarney Dr, Winter Park, FL 32789

    Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney

    Kelly Price KELLY PRICE & COMPANY LLC

    300 Killarney Dr, Winter Park, FL 32789
  • /12

    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    1565 Michigan Ave, Winter Park, FL 32789

    Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.

    Troy Hensley BHHS FLORIDA REALTY

    1565 Michigan Ave, Winter Park, FL 32789
  • /42

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • House for Rent

    1807 N Park Ave, Winter Park, FL 32789

    Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step

    Jason Hamilton THE REALTY MEDICS

    1807 N Park Ave, Winter Park, FL 32789
  • /19

    $1,000 total monthly price

    • 1 Bed
    • 1 Bath
    • 408 Sq Ft
    • House for Rent

    5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792

    Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the 4 rooms has its own electronic keypad lock for your privacy and security. The extra large common areas provide the perfect space for dining and living. Spacious laundry and kitchen provide you with plenty of space

    5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792
  • /22

    $1,350 per month

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

    3651 N Goldenrod Rd Unit 104, Winter Park, FL 32792

    Great location in Winter Park! This 2-bedroom, 2-bath apartment offers comfortable living with easy access to everything you need. Open Parking in front and located close to Full Sail University, UCF, Valencia College, and major roads like University Blvd and SR-436 (Semoran Blvd). Enjoy being just minutes from shopping centers, grocery stores, coffee shops, and restaurants, including Publix,

    Julio Lopez JCL REALTY INC

    3651 N Goldenrod Rd Unit 104, Winter Park, FL 32792
  • /33

    $2,435 per month

    • 3 Beds
    • 1.5 Baths
    • 1,351 Sq Ft
    • House for Rent

    1622 Arbor Park Dr, Winter Park, FL 32789

    Free 1/2 month's rent move in incentive! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room with plenty of natural light

    Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

    1622 Arbor Park Dr, Winter Park, FL 32789
  • /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
  • /15

    $2,900 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    5417 Ferrol Dr, Winter Park, FL 32792

    Beautifully Remodeled 3 Bed, 2 Bath Home Energy Efficient & Prime Location!Welcome to your dream rental! This stunning newly remodeled 3-bedroom, 2-bath home offers modern comfort with a touch of elegance. Featuring an open floor concept, the spacious living area is perfect for entertaining, complete with a cozy fireplace and abundant natural light from double-glazed windows.The

    5417 Ferrol Dr, Winter Park, FL 32792
  • /17

    $1,300 - $1,855 per month

    La Aloma

    1 - 3 Beds

    3040 Aloma Ave, Winter Park, FL 32792

    La Aloma Apartments offers the ideal blend of comfort, convenience, and tranquility in the heart of Central Florida. Perfectly situated just minutes from downtown Winter Park, this centrally located community provides easy access to everything Orlando has to offer—including top attractions, dining, shopping, and entertainment. Whether you're a student or professional, you'll appreciate being just

    3040 Aloma Ave, Winter Park, FL 32792
  • /35

    $1,750 - $2,750 per month

    Hannibal Square

    2 Beds

    433 W New England Ave, Winter Park, FL 32789

    We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

    433 W New England Ave, Winter Park, FL 32789
  • /27

    $1,236 - $2,425 per month

    Village Park Senior

    1 - 3 Beds

    550 W Denning Dr, Winter Park, FL 32789

    WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

    550 W Denning Dr, Winter Park, FL 32789
  • /13

    $2,395 per month

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792

    Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.

    Smithj Salomon LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792
  • /4

    $2,695 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Townhouse for Rent

    7518 Aloma Pines Ct, Winter Park, FL 32792

    Welcome to 7518 Aloma Pines Ct, a modern 3-bedroom, 2.5-bath townhome in the heart of Winter Park, FL. Set in a quiet, gated community, this 1,872 sq ft residence blends upscale living with smart home features — including a built-in 5.1 surround sound system for a theater-quality experience.Interior Highlights:•Chef’s kitchen with granite countertops, 42” wood cabinetry, stainless

    7518 Aloma Pines Ct, Winter Park, FL 32792
  • /39

    $910 - $1,544 per month

    San Jose Apartments

    1 - 3 Beds

    2353 Winter Woods Blvd, Winter Park, FL 32792

    Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

    2353 Winter Woods Blvd, Winter Park, FL 32792
  • /9

    $702,000 per month

    • Property for Rent

    7839 University Garden Dr, Winter Park, FL 32792

    Build your dream home on 4.93 acres in Winter Park. No HOA, lot dimensions 665ft x 323ft, zoning A-2/FARMLAND RURAL, land use vacant residential. The sale price included 2 parcels 11 22 30 0000 00 125 & 11 22 30 0000 00 042 with a factory home 3/2, 1344 sf. heated, built in 1976, and a mobile home. Convenient to SR-551/ Goldenrod Rd, SR-426/Aloma Rd, SR-50/Colonial Dr, University Blvd, FL-417,

    Shettle Huynh FLORIDA REALTY INVESTMENTS

    7839 University Garden Dr, Winter Park, FL 32792
  • /23

    $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
  • /20

    $2,120 per month

    • 2 Beds
    • 1 Bath
    • 1,146 Sq Ft
    • House for Rent

    1730 Ridgewood Ave, Maitland, FL 32751

    Property Id: 1799893LOCATION, LOCATION, LOCATION! Fabulous cottage in the heart of Winter Park / Maitland. This charming 1,146sf, 2-bedroom, 1-bath home is just off N Park Ave, it's close to Orlando Ave, Whole Foods, Publix, and in walking distance to The Enzian. The home sits with an expansive back yard with beautiful mature trees and a barbeque patio. It includes a detached garage with

    1730 Ridgewood Ave, Maitland, FL 32751
  • /16

    $3,610 per month

    • 4 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • House for Rent

    5219 Ardmore Dr, Winter Park, FL 32792

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    5219 Ardmore Dr, Winter Park, FL 32792
  • /19

    $2,265 per month

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • House for Rent

    5484 Park Vale Blvd, Winter Park, FL 32792

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

    5484 Park Vale Blvd, Winter Park, FL 32792
  • /20

    $3,308 per month

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

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

    The advertised rate of $3,309/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 22, 2026.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

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /50

    $1,000 - $1,700 per month

    District On Baldwin Park

    Studio - 3 Beds

    5590 Baldwin Park St, Orlando, FL 32807

    Join us at District on Baldwin Park in Orlando, where you'll revel in luxurious apartment living and resort-style amenities minutes from shopping, entertainment, restaurants and recreation. Lounge by one of our three sparkling pools, sip a cup of coffee and surf the net in our Internet cafe?? or chat with neighbors over cards in our clubhouse. At District on Baldwin Park, you get the resort

    5590 Baldwin Park St, Orlando, FL 32807
  • /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
  • /14

    $1,250 - $1,800 per month

    Park Apartments

    1 - 3 Beds

    7528 Park Promenade Dr, Winter Park, FL 32792

    WELCOME TO THE PARK APARTMENTS (NEWLY RENOVATED!) Come join us in prestigious Winter Park. You will know as soon as you stroll down the beautiful lined drive, through the gates that you are in a distinctive community. We have five unique apartment floor plans to choose from, each with designer touches. the community has lush landscaping filled with many amenities. relax by either of the two

    7528 Park Promenade Dr, Winter Park, FL 32792

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