74

Winter Park, FL Homes for Rent under $1,900

Section Image Section Image
  • /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
  • /131

    $1,295 - $2,075 per month

    Oak Reserve at Winter Park

    1 - 3 Beds

    541 Oak Reserve Ln, Winter Park, FL 32792

    Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

    541 Oak Reserve Ln, Winter Park, FL 32792
  • /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
  • /28

    $1,688 - $1,699 per month

    Elon Winter Park

    1 Bed

    712 Nicolet Ave, Winter Park, FL 32789

    Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

    712 Nicolet Ave, Winter Park, FL 32789
  • /46

    $1,350 per month

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

    2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792

    Welcome to this fully renovated residence in the heart of Winter Park, where modern upgrades meet timeless charm in one of Central Florida’s most desirable communities. Thoughtfully updated throughout, this home offers a fresh, move-in-ready living experience with stylish finishes and enhanced comfort. Ideally situated near Full Sail University and Rollins College, this property is well-suited

    Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792
  • /53

    $1,700 - $4,775 per month

    Juno Winter Park

    Studio - 3 Beds

    1305 Morgan Stanley Ave, Winter Park, FL 32789

    Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

    1305 Morgan Stanley Ave, 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
  • /103

    $1,769 - $6,687 per month

    Paseo at Winter Park Village

    1 - 3 Beds

    940 W Canton Ave, Winter Park, FL 32789

    Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

    940 W Canton Ave, Winter Park, FL 32789
  • /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
  • /39

    $1,173 - $1,809 per month

    Seabrook

    1 - 2 Beds

    3114 Terry Brook Dr, Winter Park, FL 32792

    The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been

    3114 Terry Brook Dr, Winter Park, FL 32792
  • /16

    $1,875 per month

    • 2 Beds
    • 2.5 Baths
    • 959 Sq Ft
    • Townhouse for Rent

    295 Sandlewood Trail, Winter Park, FL 32789

    This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    295 Sandlewood Trail, Winter Park, FL 32789
  • /74

    $1,574 - $5,689 per month

    Vintage Winter Park Apartments

    1 - 3 Beds

    7490 Dwell Well Way, Winter Park, FL 32792

    Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

    7490 Dwell Well Way, 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
  • /52

    $1,243 - $1,985 per month

    Cranes Landing Apartments

    1 - 3 Beds

    3440 N Goldenrod Rd, Winter Park, FL 32792

    Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends

    3440 N Goldenrod Rd, 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
  • /50

    $1,585 - $3,136 per month

    Seven41 Winter Park

    Studio - 2 Beds

    741 Clay St, Winter Park, FL 32789

    Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

    741 Clay St, Winter Park, FL 32789
  • /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
  • /36

    $889 - $2,008 per month

    The Taylor at Winter Park

    Studio - 3 Beds

    2000 Village Ln, Winter Park, FL 32792

    5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

    2000 Village Ln, Winter Park, FL 32792
  • /16

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Townhouse for Rent

    609 Montego Bay Ct Unit 609, Winter Park, FL 32792

    2-bedroom, 2-bathroom townhome. Near to shopping malls and Sail University

    Jose Rodriguez JOSE ORLANDO RODRIGUEZ

    609 Montego Bay Ct Unit 609, Winter Park, FL 32792
  • /50

    $1,499 - $2,018 per month

    Calibre Bend Apartments

    1 - 2 Beds

    3924 Calibre Bend Ln, Winter Park, FL 32792

    Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on

    3924 Calibre Bend Ln, Winter Park, FL 32792
  • /16

    $1,350 per month

    • 1 Bath
    • 549 Sq Ft
    • Apartment for Rent

    3035 George Mason Ave Unit 19, Winter Park, FL 32792

    Fully renovated studio in Winter Park FL! Accept immigrant applications. This is an individual studio, and there are only 4 units per block in the condominium. Great location close to Costco, Sams, and 408 exit. There is a supermarket in the plaza next door and walking distance for quick shopping. This unit is a studio and its equipped with semi-new appliances like washer/dryer, refrigerator,

    Morgana Sasso FRIENDS REALTY LLC

    3035 George Mason Ave Unit 19, Winter Park, FL 32792
  • /50

    $1,500 - $5,399 per month

    Berkshire Winter Park

    Studio - 3 Beds

    1874 Harmon Ave, Winter Park, FL 32789

    Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

    1874 Harmon Ave, Winter Park, FL 32789
  • /15

    $1,875 per month

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft
    • Townhouse for Rent

    307 Sandlewood Trail, Winter Park, FL 32789

    This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    307 Sandlewood Trail, Winter Park, FL 32789
  • /44

    $1,129 - $3,411 per month

    Liv at Winter Park Apartment Homes

    Studio - 3 Beds

    4755 N Goldenrod Rd, Winter Park, FL 32792

    Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

    4755 N Goldenrod Rd, Winter Park, FL 32792
  • /12

    $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
  • /35

    $1,312 - $2,475 per month

    Summerlin at Winter Park Apartments

    1 - 3 Beds

    3207 Rosebud Ln, Winter Park, FL 32792

    These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or

    3207 Rosebud Ln, 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
  • /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
  • /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
  • /26

    $1,170 - $1,975 per month

    Central Place At Winter Park

    1 - 3 Beds

    7000 University Blvd, Winter Park, FL 32792

    Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring

    7000 University Blvd, Winter Park, FL 32792
  • /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
  • /19

    $1,250 - $1,350 per month

    Eastbrook Apartments

    1 - 2 Beds

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792

    Nestled within the serene and picturesque neighborhood of Lake Howell, Eastbrook Apartments offers a peaceful lakeside living experience with all the conveniences of a big city. This charming community in the Winter Park area is ideal for those seeking a blend of tranquility and accessibility. With 29 exclusive units, Eastbrook provides an intimate living environment with spacious and

    2610-2617 Eastbrook Blvd, Winter Park, FL 32792
  • /25

    $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
  • /18

    $1,750 per month

    Park East - Park Knowles Apartments

    Studio - 2 Beds

    311 N Knowles Ave, Winter Park, FL 32789

    Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

    311 N Knowles Ave, Winter Park, FL 32789
  • /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
  • /16

    $1,699 - $1,824 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    *Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore, Set a tour today, and you will

    4704 Lucier Ct, 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
  • /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

Showing Results 1 - 40, Page 1 of 2

How to Rent a Home