186

Winter Springs, FL Homes for Rent under $2,000

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  • /82

    Starting at $1,875 Per Month

    • 1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    Dwell Oviedo

    500 Sugar Mill Rd, Oviedo, FL 32765
  • /8

    $1,975 Per Month

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • House for Rent

    213 Buttonwood Ave, Winter Springs, FL 32708

    This charming 3-bedroom, 2-bath home offers 1,232 square feet of comfortable living space in a quiet Winter Springs neighborhood. The kitchen features granite countertops, while the main living areas are finished with durable tile flooring and the bedrooms have carpeting. Conveniently located near shopping, dining, schools, and major roadways, this home is just minutes from Downtown Orlando,

    Agent Photo

    Joe Cremonese

    GLOBAL PROPERTIES SALES & MGMT

    213 Buttonwood Ave, Winter Springs, FL 32708
  • /114

    Starting at $1,180 Per Month

    • 1 - 3 Beds

    1 Laurel Oaks Dr, Winter Springs, FL 32708

    Experience resort-style living at The Avenues at Winter Springs! Our pet-friendly community offers spacious 1, 2, and 3-bedroom apartment homes with modern finishes and everyday conveniences.Enjoy amenities like a resort-style pool with sundeck, 24-hour fitness and wellness center, tennis court, playground, and leash-free pet park. Stay connected with 400 Mbps internet, and take advantage

    The Avenues at Winter Springs

    1 Laurel Oaks Dr, Winter Springs, FL 32708
  • /53

    Starting at $1,100 Per Month

    • Studio - 2 Beds

    101 Mosswood Cir, Winter Springs, FL 32708

    Welcome to Mosswood Apartments! At Mosswood, you'll find comfortable apartments with washer/dryer connections & extra storage. We're located just north of Orlando in Winter Springs, FL. Come home to our quiet residential setting & lake views that have easy access to I-417 and public transportation. Our single-story, villa-style East Winter Springs apartments feature private entrances and patios

    Mosswood

    101 Mosswood Cir, Winter Springs, FL 32708
  • /31

    Starting at $1,594

    Total Monthly Price

    • 1 - 3 Beds

    440 Courtney Springs Cir, Winter Springs, FL 32708

    Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

    Legends Winter Springs

    440 Courtney Springs Cir, Winter Springs, FL 32708
  • /55

    Starting at $1,590 Per Month

    • 1 - 3 Beds

    150 Bear Springs Dr, Winter Springs, FL 32708

    RiZE at Winter Springs is located in Winter Springs, Florida. We offer sixteen floor plans with one, two, and three bedroom apartment homes for rent. Apartment features include 9-foot ceilings, ceiling fans, central air and heating, a coat closet, vinyl plank flooring, walk-in closets, washer and dryer in home, an all-electric kitchen with a breakfast bar, a refrigerator, and a pantry.All

    RIZE at Winter Springs

    150 Bear Springs Dr, Winter Springs, FL 32708
  • /48

    Starting at $1,622 Per Month

    • 1 - 3 Beds

    990 English Town Ln, Winter Springs, FL 32708

    Indulge in the luxury of living where others vacation at The Eli Winter Springs! Our community offers resort-class amenities and exceptional service to pamper residents. With a rich array of amenities, picturesque landscapes featuring swaying palm trees and tranquil waters, you can enjoy a paradise lifestyle. Conveniently located with easy access to 417, the Oviedo Marketplace, and major

    The Eli Winter Springs

    990 English Town Ln, Winter Springs, FL 32708
  • /26

    Starting at $1,669

    Total Monthly Price

    • 1 - 3 Beds

    151 Michael Blake Blvd, Winter Springs, FL 32708

    The Blake features modern apartment homes with granite countertops, large kitchen islands, stainless steel appliances, nine foot ceilings, private patios or balconies, and in home washers and dryers. Residents enjoy a resort style pool with cabanas, 24 hour fitness center with HIIT and Peloton equipment, coworking spaces, summer kitchens, pet grooming spa, and clubhouse amenities, all in a

    The Blake

    151 Michael Blake Blvd, Winter Springs, FL 32708
  • /44

    Starting at $1,301 Per Month

    • 1 - 3 Beds

    300 Sheoah Blvd, Winter Springs, FL 32708

    Find the life of sophistication and style that awaits you at Seville on the Green. Our Winter Springs community is nestled in the Highland Residential Neighborhood, right off of 434 and 17-92. We are minutes from I-4 and SR-417 and are less than six miles from major shopping and dining. We proudly offer one, two, and three-bedroom apartments with multiple floor plans. Select homes feature

    Seville on the Green

    300 Sheoah Blvd, Winter Springs, FL 32708
  • /24

    Starting at $1,460

    Total Monthly Price

    • 1 - 3 Beds

    4545 Willa Creek Dr, Winter Springs, FL 32708

    We are now welcoming in-person, virtual and self-guided tours by appointment only. Please contact us today to schedule your appointment.Tuskawilla, Winter Springs, FL Apartments boast premier location great for both business and leisure. Located just minutes from SR417 and SR408, the Tuskawilla Apartments in Winter Springs are perfect for commuters all across Florida. Choose from a variety of

    Tuskawilla at Winter Springs

    4545 Willa Creek Dr, Winter Springs, FL 32708
  • /21

    Starting at $1,242 Per Month

    • 1 - 4 Beds

    170 N Gardenridge Ct, Winter Springs, FL 32708

    Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located

    Moss Park

    170 N Gardenridge Ct, Winter Springs, FL 32708
  • /12

    $1,200 Per Month

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

    1404 Winter Wharf Ln, Winter Springs, FL 32708

    Property Id: 1069410 First floor, separate entrance is from the garage. Front balcony facing a pond. Furnished or not. Bar kitchen with microwave and refrigerator, no stove (fire dept. restriction). Full bathroom and a walk-in closet. NO LAUNDRY on premises. All utilities included. Use of the local gym and pool. Trail for walking/jogging/biking. No pets. No smoking in or out.

    1404 Winter Wharf Ln, Winter Springs, FL 32708
  • /6

    $700 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2276187 Enjoy a bright and cozy private room featuring a comfortable twin bed, chest of drawers for storage, flat-screen TV, and ceiling fan. All utilities and high-speed Wi-Fi are included, making it ideal for short or long stays. Guests share access to a fully equipped kitchen and a clean, shared bathroom for a convenient and comfortable stay. • Cleaning fee:

    1824 Lake St, Oviedo, FL 32765
  • /19

    $1,800 Per Month

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

    1824 Lake St Unit 3, Oviedo, FL 32765

    Property Id: 1632126 Welcome to Your Cozy Home Away from Home! Relax in your private bedroom, bathroom, living room, dining area, and fully equipped kitchen—everything you need for a comfortable and stress-free stay. Property Details This charming unit is part of a quadruplex, with shared walls and ceilings, but it’s expertly insulated to ensure your peace and privacy.

    1824 Lake St Unit 3, Oviedo, FL 32765
  • /6

    $800 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2276129 Relax in this bright and comfortable private room featuring a king-size bed, dedicated work desk, flat-screen TV, and ceiling fan for added comfort. All utilities and high-speed Wi-Fi are included, making it perfect for work or extended stays. Guests share access to a fully equipped kitchen and a clean, well-maintained bathroom. A great value option for a convenient and

    1824 Lake St, Oviedo, FL 32765
  • /11

    $1,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 896 Sq Ft
    • Townhouse for Rent

    130 Kristi Ann Ct, Winter Springs, FL 32708

    Welcome home to this 2 bed, 1.5 bath townhouse in the heart of Winter Springs. You will be just minutes away from the Winter Springs Town Center, Great Seminole County Schools, Coffee Shops, Premium Gyms, Center Winds Park, and multiple conveniences nearby. The living room and patio offer ample space for relaxation and entertainment. Each bedroom is designed for functionality, with ceiling fans

    130 Kristi Ann Ct, Winter Springs, FL 32708
  • /15

    $1,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • Townhouse for Rent

    169 Constitution Way, Winter Springs, FL 32708

    Gated townhome community of Heritage Park in desirable Winter Springs! Like new 3/2/1G townhome with upgrades galore! Brand new carpet upstairs! Pond / Lakefront view and located across from the community pool! Eat-in kitchen w/wood cabinetry & stainless steel appliances! Decorative trim & crown molding too! Washer & Dryer inside unit. Tenant responsible for filling out HOA form and purchasing

    Gina Loria OPTIMA REAL ESTATE

    169 Constitution Way, Winter Springs, FL 32708
  • /21

    $1,695 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft
    • Townhouse for Rent

    609 Casa Park A Ct, Winter Springs, FL 32708

    A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE!This property is managed by Joseph English at ext. 219.This 2-bedroom, 2.5-bathroom town home is located within the Casa Park neighborhood of Tuskawilla. Upon entering this lovely home, you will notice the brand-new modern plank style tile flooring, and fresh paint throughout. The kitchen features plenty of cabinets, pantry, and a

    609 Casa Park A Ct, Winter Springs, FL 32708
  • /13

    $1,350 Per Month

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft
    • Apartment for Rent

    105 Cory Ln, Winter Springs, FL 32708

    Make your new home in this spacious second-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect

    Donna Vogler FLORIDA ONE REAL ESTATE LLC

    105 Cory Ln, Winter Springs, FL 32708
  • /25

    $1,625 Per Month

    • 2 Beds
    • 1.5 Baths
    • 896 Sq Ft
    • Townhouse for Rent

    130 Rhoden Ln, Winter Springs, FL 32708

    This 2/1.5 corner unit townhome features carpet in both bedrooms and bamboo flooring downstairs in the living room and common areas. The home has a fireplace in the living room. The screened-in patio has a laundry closet. Torasco Park is just across the street with SPLASH PARK, a basketball court, a soccer field, a playground, and an exercise trail. Keller Williams residents are enrolled in the

    130 Rhoden Ln, Winter Springs, FL 32708
  • /16

    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    208 Perth Ct Unit B, Winter Springs, FL 32708

    Highlights: 2 Car Garage | Spacious Backyard | Serene Patio | Community Pool | Nature Trails | BBQ Area Grills | Tennis Court | Community Playground | Picnic Area |Discover the vibrant charm of Winter Springs, nestled by the serene Lake Jesup and offering upscale living, diverse dining options, and a rich cultural scene. With pristine parks, top-notch schools, and annual festivities like

    Amy Johnston BELMONT REALTY

    208 Perth Ct Unit B, Winter Springs, FL 32708
  • /15

    $1,515 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • 2/1.5 Winter Springs Townhome with screen patio

    137 Garden Dr, Winter Springs, FL 32708

    This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day.

    137 Garden Dr, Winter Springs, FL 32708
  • /29

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Townhouse for Rent

    498 Club Dr, Winter Springs, FL 32708

    Welcome to Cypress Club, a townhome community located in The Highlands within Winter Springs. New shingle roofing installed within the past months. Freshly painted and new luxury vinyl flooring throughout the unit. Two bedrooms/two bath home is two stories offering split bedrooms. The living room/dining room combo provides high lofty ceilings with celestial windows providing natural sunlight to

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    498 Club Dr, Winter Springs, FL 32708
  • /20

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    411 Sheoah Blvd, Winter Springs, FL 32708

    Discover your dream 3-bed, 2.5-bath corner condo in Sheoah, Winter Springs. Enjoy a spacious open layout connecting living, dining, and a modern kitchen with ceramic tiles, wood cabinets, and a mosaic backsplash. Newly repainted with Luxury Vinyl Flooring throughout. Downstairs, find a stylish powder room and discreet laundry. Upstairs, sunlit bedrooms await. The master features an ensuite

    411 Sheoah Blvd, Winter Springs, FL 32708
  • /17

    $1,995 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,425 Sq Ft
    • Condo for Rent

    600 Northern Way Unit 702, Winter Springs, FL 32708

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs in Tuscany Place Condominiums! This spacious home features hard wood flooring and tile in the main living areas. The kitchen overlooks the living and dining areas. Oversized bedrooms with plenty of natural light and space to relax, the outdoor screened large patio overlooks the community pool. Enjoy

    Mo Jabr RE/MAX 200 REALTY

    600 Northern Way Unit 702, Winter Springs, FL 32708
  • /6

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 930 Sq Ft
    • House for Rent

    213 S Moss Rd, Winter Springs, FL 32708

    Sweet Home

    213 S Moss Rd, Winter Springs, FL 32708
  • /33

    $1,575 Per Month

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Townhouse for Rent

    497 Club Dr, Winter Springs, FL 32708

    Available Now!!...Beautiful 2/2 townhome in highly desirable Cypress Club community in The Highlands of Winter Springs, located in close proximity to SR 434! **Freshly Painted with light and neutral colors throughout! Vaulted ceiling in the very spacious/huge... family/great room with a wood burning fireplace! Split bedroom floorplan, with one bedroom downstairs. Brand new ceiling fan in upstairs

    Edyta Olejnik WATSON REALTY CORP

    497 Club Dr, Winter Springs, FL 32708
  • /18

    $1,795 Per Month

    • 2 Beds
    • 2 Baths
    • 1,183 Sq Ft
    • House for Rent

    754 Forest St, Winter Springs, FL 32708

    Deposit $1795. Rent $1795. Available August 18th! Contact Leasing Manager Brock by call/text at or to schedule an appointment to view the home!Located in the Wildwood Community this villa style-2 bedroom, 2 bath home features vaulted ceilings, neutral colors, tile floors in main living areas, carpeted bedrooms, walk in closet in master bedroom, washer/dryer, screened porch, 1

    754 Forest St, Winter Springs, FL 32708
  • /17

    $1,800 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,282 Sq Ft
    • Townhouse for Rent

    3809 Black Spruce Ln, Winter Springs, FL 32708

    Beautiful almost new townhouse. Pond view 2/2.5. Great location. Gated, pool and 1 car garage. Granite counters, beautiful tile and much more! Must have a 650+ credit score & make 3x rent. No large dogs.

    Gina Loria OPTIMA REAL ESTATE

    3809 Black Spruce Ln, Winter Springs, FL 32708
  • /31

    $1,295 Per Month

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

    210 Moree Loop Unit 4, Winter Springs, FL 32708

    Available Now! Rent includes trash service, lawn care, washer & dryer!Welcome home to this beautiful 2nd-floor corner unit tucked away in the highly desirable Highlands community of Winter Springs. Ideally located just off SR-434 with quick access to SR-417 and I-4, you'll enjoy the perfect blend of convenience and tranquility. Surrounded by mature oak trees, scenic walking trails, and

    210 Moree Loop Unit 4, Winter Springs, FL 32708
  • /20

    $1,695 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,156 Sq Ft
    • Townhouse for Rent

    609 Casa Park Court J, Winter Springs, FL 32708

    This 2-bedroom, 2.5-bathroom town home is located within the Casa Park neighborhood of Tuskawilla. Upon entering this lovely home, you will notice the brand-new modern plank style tile flooring, and fresh paint throughout. The kitchen features plenty of cabinets, pantry, and a breakfast-bar that opens to the dining room. There is also a guest bathroom downstairs. Upstairs you will find all new

    Joe English, Jr WILSON MANAGEMENT GROUP

    609 Casa Park Court J, Winter Springs, FL 32708
  • /13

    $1,350 Per Month

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft
    • 101-107 Cory Ln - 105

    101-107 Cory Ln, Winter Springs, FL 32708

    Make your new home in this spacious second-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect

    101-107 Cory Ln, Winter Springs, FL 32708
  • /16

    $1,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • House for Rent

    506 San Gabriel Ct, Winter Springs, FL 32708

    Move In Special! Receive $250 OFF your first month of rent if approved and moving in by February 23rd!Welcome home to 506 San Gabriel Court, a charming 3 bedroom, 2 bath home featuring 1,187 square feet of living space. As you enter the home, you are welcomed into the main living area, featuring vaulted ceilings and plenty of natural light through the numerous windows and sliding glass

    Justin Recca INNOVATIVE REALTY, LLC

    506 San Gabriel Ct, Winter Springs, FL 32708
  • /17

    $1,995 Per Month

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft
    • House for Rent

    600 Northern Way, Winter Springs, FL 32708

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs in Tuscany Place Condominiums! This spacious home features hard wood flooring and tile in the main living areas. The kitchen overlooks the living and dining areas. Oversized bedrooms with plenty of natural light and space to relax, the outdoor screened large patio overlooks the community pool. Enjoy

    600 Northern Way, Winter Springs, FL 32708
  • /25

    $1,750 Per Month

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • Condo for Rent

    423 Sheoah Blvd Unit 14, Winter Springs, FL 32708

    Call and schedule a showing for an amazing opportunity you can't not missed. Vacant, available now and ready to move in. Spacious 3 Bedroom 2 bathroom in second floor condo with an enlarge screened Balcony upgraded for tile flooring. Condo located at BayTree 4 of The Highlands - Winter Springs! This second-floor unit offers an ample layout with plenty of natural light overlooking nature, full of

    Zaira Mejia SPACES & STYLES GROUP

    423 Sheoah Blvd Unit 14, Winter Springs, FL 32708
  • /8

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1218 La Mesa Ave, Winter Springs, FL 32708

    Including utilities and internet, 1/1 garage apt, newly renovated, own entry, shared laundry room. Good income and credit, no pets.

    1218 La Mesa Ave, Winter Springs, FL 32708

Rental Home Trends

Number of Homes for Rent
36
Median Rent
$2,145
Median Single Family Home Rent
$2,195
Median Townhouse Rent
$2,350
Median Condo Rent
$1,450
How to Rent a Home