253

Winter Springs, FL Homes for Rent under $2,500

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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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /20

    $2,195 Per Month

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • House for Rent

    428 Lancers Dr, Winter Springs, FL 32708

    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 $2339.90. That covers your base rent, $2195.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    428 Lancers Dr, 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
  • /16

    $2,245 Per Month

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • House for Rent

    1380 San Diego Ct, Winter Springs, FL 32708

    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 $2389.90. That covers your base rent, $2245.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1380 San Diego Ct, Winter Springs, FL 32708
  • /19

    $2,450 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    424 Lancers Dr, Winter Springs, FL 32708

    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

    424 Lancers Dr, Winter Springs, FL 32708
  • /20

    $2,295 Per Month

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    526 Seasons Ct, Winter Springs, FL 32708

    Property Id: 2121780 Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in the heart of Winter Springs, FL. Built in 1998 and freshly renovated, this home features brand new luxury vinyl plank flooring, modern kitchen cabinets topped with quartz countertops, a new refrigerator, updated bathroom vanities, and fresh interior and exterior paint. Enjoy a bright, open

    526 Seasons Ct, Winter Springs, FL 32708
  • /16

    $2,180 Per Month

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • House for Rent

    312 Riunite Cir, Winter Springs, FL 32708

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    312 Riunite Cir, Winter Springs, FL 32708
  • /16

    $2,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft
    • House for Rent

    116 S Moss Rd, Winter Springs, FL 32708

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    116 S Moss Rd, Winter Springs, FL 32708
  • /20

    $2,195 Per Month

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

    209 Banyan Ct, Winter Springs, FL 32708

    SPLIT THE PAYMENT!  Reserve your new home by paying 50% of your security deposit now, with the remaining balance due before move-in.Welcome home to this 3-bedroom, 2-bath home in Winter Springs, offering 1,305 square feet of inviting living space. A recent make-ready refresh added a new stainless steel dishwasher, new window blinds, and updated LED light fixtures. A bright living area

    209 Banyan Ct, Winter Springs, FL 32708
  • /16

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • House for Rent

    1260 Palm Dr, Oviedo, FL 32765

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    1260 Palm Dr, 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
  • /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
  • /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
  • /26

    $2,450 Per Month

    • 3 Beds
    • 2 Baths
    • 1,947 Sq Ft
    • House for Rent

    834 Seneca Meadows Rd, Winter Springs, FL 32708

    Winter Springs Rental Home located in the Gated Community of Park Stone. This award-winning community offers a Community Pool, Volleyball, Tennis Courts, Walking Trails, and a Fishing Dock. Minutes from the 417, Winter Springs Town Center and Central Winds Park. This 3 Bedroom, 2 Bath home features a Formal Living room and Dining room, Kitchen/Family Combo, Vaulted Ceilings, 2 Car Garage, Walk-in

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    834 Seneca Meadows Rd, Winter Springs, FL 32708
  • /22

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • House for Rent

    1184 Mapimi Ct, Winter Springs, FL 32708

    Big on comfort, easy on maintenance, and perfectly positioned in Winter Springs—1184 Mapimi Ct is a home that lives larger than its footprint. With 3 bedrooms and 2 bathrooms, this inviting residence offers a smart layout that's both functional and welcoming.Inside, you'll find a bright and comfortable living space that easily adapts to your lifestyle. Whether you're relaxing after a long

    1184 Mapimi 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
  • /20

    $2,100 Per Month

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

    411 Sheoah Blvd Unit 43, Winter Springs, FL 32708

    This property is available starting August 1, 2026. Welcome to 411 Sheoah Boulevard #43, Winter Springs, FL 32708! This well-maintained 2-bedroom, 2.5-bath townhome offers a bright and functional layout in the desirable Sheoah community. The updated kitchen features cabinetry, a stylish tile backsplash, ample counter space, and plenty of storage. The spacious living and dining areas provide an

    Maia Vashakmadze ALPHA EQUITY REALTY & MANAGEMENT INC

    411 Sheoah Blvd Unit 43, 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
  • /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
  • /17

    $2,050 Per Month

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

    502 San Gabriel Ct, Winter Springs, FL 32708

    Discover comfortable living in this expansive 3-bedroom, 2-bathroom home nestled in the serene community of Winter Springs. Step inside to a generously sized family room that seamlessly flows into a designated dining area, perfect for entertaining guests or enjoying family meals. The interior boasts a harmonious blend of elegant tile and warm laminate flooring that extends throughout the

    502 San Gabriel Ct, Winter Springs, FL 32708
  • /24

    $2,495 Per Month

    • 5 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • House for Rent

    1223 La Mesa Ave, Winter Springs, FL 32708

    Spacious waterfront home for rent in the desirable Sunrise community of Winter Springs! This freshly painted 5 bedroom, 2 bathroom home features tile flooring and completely remodeled bathrooms. The family room includes a cozy fireplace, while the primary bedroom features a spacious walk-in closet. Enjoy peaceful pond views with no rear neighbors, plus the ability to fish right from your own

    Esther Griller FLORIDA REALTY INVESTMENTS

    1223 La Mesa Ave, Winter Springs, FL 32708
  • /38

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • House for Rent

    606 Cruz Bay Cir, Winter Springs, FL 32708

    Welcome to your next home in the highly sought-after community of The Landings at Parkstone. This exceptional 3-bedroom, 2.5-bathroom residence is welcomed by a striking exterior featuring an array of windows and exquisite black lead-glass entry doors.Inside, soaring ceilings and pristine tile flooring define the formal living and dining areas, creating a grand, airy feel. The Chef’s

    606 Cruz Bay Cir, Winter Springs, FL 32708
  • /36

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • House for Rent

    635 Nighthawk Cir, Winter Springs, FL 32708

    This charming single-family home in Winter Springs features an open floor plan with 3 bedrooms and 2 bathrooms. Nestled in Greens Pointe at the heart of The Highlands, it boasts tile floors in the kitchen and bathrooms, luxury vinyl in the bedrooms, and bamboo in the living room. A cozy fireplace serves as a stunning focal point in the living area, which opens through sliding doors to an

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    635 Nighthawk Cir, 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
  • /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
  • /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
  • /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
  • /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

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends

Number of Homes for Rent
55
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