118

Winter Park, FL Homes for Rent under $3,000

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  • /16

    $2,495 per month

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • House for Rent

    2316 Dunbury Ct, 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 $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2316 Dunbury Ct, Winter Park, FL 32792
  • /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
  • /15

    $2,590 per month

    • 4 Beds
    • 3 Baths
    • 1,856 Sq Ft
    • House for Rent

    2029 Taylor Ave, Winter Park, FL 32792

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    2029 Taylor Ave, Winter Park, FL 32792
  • /19

    $2,200 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
  • /2

    $1,100 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2206 Bonanza Ave, Winter Park, FL 32792

    Property Id: 2450072Welcome to your cozy room in Winter Park, FL! This single-family property offers 1 bedroom and 1 bathroom with all utilities included. Amenities include washer/dryer, dishwasher, and central A/C. Enjoy the convenience of a driveway and no pets allowed. Don't miss out on this gem for $1100/month!

    2206 Bonanza 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

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,525 Sq Ft
    • House for Rent

    3021 Dikewood Ct, Winter Park, FL 32792

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    3021 Dikewood Ct, Winter Park, FL 32792
  • /27

    $2,800 per month

    • 5 Beds
    • 3 Baths
    • 1,945 Sq Ft
    • House for Rent

    3642 Periwinkle Dr, Winter Park, FL 32792

    Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout,

    John Hwangbo HONEST REAL ESTATE COMPANY

    3642 Periwinkle Dr, Winter Park, FL 32792
  • /15

    $2,315 per month

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

    1407 Chilean Ln, Winter Park, FL 32792

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    1407 Chilean Ln, Winter Park, FL 32792
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    $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
  • /15

    $2,249 per month

    • 2 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • House for Rent

    1453 Hyde Park Dr, 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 $2393.90. That covers your base rent, $2249.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1453 Hyde Park Dr, Winter Park, FL 32792
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    $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
  • /15

    $2,440 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    3091 Crane Strand Dr, Winter Park, FL 32792

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    3091 Crane Strand Dr, Winter Park, FL 32792
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    $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
  • /13

    $2,220 per month

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft
    • House for Rent

    1185 Village Forest Place, 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 $2364.90. That covers your base rent, $2220.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1185 Village Forest Place, Winter Park, FL 32792
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    $2,195 per month

    • 3 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • House for Rent

    1148 Park Green Place, Winter Park, FL 32789

    Single family home in Winter Park! Close to shopping, theater, malls! Single family three bedroom two bath home Fully tiled interior, all appliances including washer and dryer. Fenced courtyard and patio. Two car garage with remote! Home is currently occupied. Call ahead for showing appointments

    Linda Baez DON ASHER & ASSOCIATES, INC.

    1148 Park Green Place, Winter Park, FL 32789
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    $2,610 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 $2874.90. That covers your base rent, $2610.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1790 Viburnum Ln, 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
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    $2,400 per month

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

    3221 Thistle Hill Dr, Aloma, 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, Aloma, FL 32792
  • /13

    $2,495 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
  • /17

    $2,625 per month

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • House for Rent

    6877 Jackman Blvd, 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 $2769.90. That covers your base rent, $2625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    6877 Jackman Blvd, 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
  • /20

    $1,650 per month

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

    1550 Michigan Ave, Winter Park, FL 32789

    Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling

    1550 Michigan Ave, 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
  • /19

    $2,230 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
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    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    1655 Sunnyside Dr, Maitland, FL 32751

    Welcome to this charming residence nestled on a picturesque corner lot in the heart of Maitland. Located along classic brick-lined streets, this 3-bedroom, 2-bathroom home offers 1,418 square feet of thoughtfully designed living space filled with warmth, character, and timeless appeal. From the moment you arrive, the inviting curb appeal, mature landscaping, and welcoming front porch set the tone

    Melquisedec Martins NOVA REAL ESTATE SERVICES INC

    1655 Sunnyside Dr, Maitland, FL 32751
  • /3

    $850 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    2206 Bonanza Ave, Winter Park, FL 32792

    Property Id: 2445485Room for rent in a beautiful home located at 2206 Bonanza Ave, Winter Park, FL 32792, situated in a quiet and safe neighborhood—ideal for students or professionals. Features:•Private room with a digital lock •Clean home with a peaceful atmosphere•Shared kitchen, living room, and laundry facilities•WiFi and utilities included (water, electricity,

    2206 Bonanza Ave, Winter Park, FL 32792
  • /9

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft
    • Townhouse for Rent

    2510 Boyd Ave Unit b, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    Antonio Velazquez LPT REALTY, LLC

    2510 Boyd Ave Unit b, Orlando, FL 32803
  • /19

    $2,420 per month

    • 3 Beds
    • 2 Baths
    • 1,653 Sq Ft
    • House for Rent

    1891 Aster 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.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 This home is priced to rent

    1891 Aster Dr, 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
  • /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
  • /40

    $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
  • /6

    $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
  • /10

    $1,950 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • House for Rent

    1613 Winter Green Blvd, Winter Park, FL 32792

    Charming Single-Family Home in the Heart of Winter ParkWelcome home to this well-maintained 3-bedroom, 2-bath single-family residence located in a quiet, established Winter Park neighborhood. Enjoy the privacy of a detached home, abundant natural light, and a functional layout perfect for comfortable everyday living.The home features fresh, neutral interiors, updated bathrooms,

    1613 Winter Green Blvd, Winter Park, FL 32792
  • /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
  • /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
  • /20

    $2,195 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

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