207

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

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  • /82

    Starting at $1,840 Per Month

    • 1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    Dwell Oviedo

    500 Sugar Mill Rd, Oviedo, FL 32765
  • /26

    $2,250 Per Month

    • 4 Beds
    • 2 Baths
    • 1,571 Sq Ft
    • House for Rent

    1311 Alfonzo Cir, Winter Springs, FL 32708

    Dreams Do Come True! Spacious 4 bedroom, 2 bathroom 1571 sqft ranch-style home available for rent in the desirable Sunrise community of Winter Springs. This well-maintained property features an open floor plan with neutral colors, tile, wood, and carpet flooring throughout. The master bedroom includes a walk-in closet and direct access to the screened-in patio, which overlooks a peaceful

    Agent Photo

    Freddie Crespo

    INVESTOR'S REAL ESTATE LLC

    1311 Alfonzo Cir, Winter Springs, FL 32708
  • /116

    Starting at $1,243 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
  • /55

    Starting at $1,580 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
  • /31

    Starting at $1,395

    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
  • /38

    Starting at $1,308 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 $1,627 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 $1,273 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 $1,454

    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
  • /16

    $2,280 Per Month

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft
    • House for Rent

    228 Bitterwood St, 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,

    228 Bitterwood St, Winter Springs, FL 32708
  • /14

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft
    • House for Rent

    47 Macgregor Rd, Winter Springs, FL 32708

    Property Id: 2705198A beautiful 3 bedrooms, 2 bath single-family-home in a family-oriented neighborhood in Winter Springs. Excellent neighborhood for a family with school going kids. The house is ideal for a family with young kids and/or responsible students. The house is in very good shape. Relatively newly painted interior and exterior. The schools are the best in Central Florida

    47 Macgregor Rd, Winter Springs, FL 32708
  • /16

    $2,310 Per Month

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

    209 Banyan Ct, Winter Springs, FL 32708

    Welcome to 209 Banyan Court, a comfortable 3-bedroom, 2-bathroom home offering 1,305 square feet of inviting living space. Step inside to find a bright living area that flows effortlessly into the kitchen, which features a full suite of stainless steel appliances, ample cabinetry, and lovely countertops. For added convenience, the home includes dedicated washer and dryer hookups, while a

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

    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Unit

    1445 Bird Rd, Winter Springs, FL 32708

    This property is available. Please inquire on this site to schedule a showing. Welcome to the first-floor rental at your dream home located at 1445 Bird Road, Winter Springs, FL 32708. This stunning property offers a blend of elegance and modern comfort, set on a spacious lot with lush surroundings. As you enter through the gated driveway, you're greeted by a grand two-story residence

    Unit

    1445 Bird Rd, Winter Springs, FL 32708
  • /19

    $2,285 Per Month

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

    337 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

    337 Riunite Cir, Winter Springs, FL 32708
  • /20

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    1422 Spalding Rd, Winter Springs, FL 32708

    SHORT TERM (MINIMUM 6 MONTHS) OR LONG TERM WITH 60 DAYS NOTIFICATION! Available July 15, 2026. Enjoy serene living in this well maintained and updated 3-bedroom Tuscawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch Resurfaced bath tub, shower and vanity

    1422 Spalding Rd, Winter Springs, FL 32708
  • /19

    $2,195 Per Month

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

    310 S Edgemon Ave, 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

    310 S Edgemon Ave, Winter Springs, FL 32708
  • /17

    $2,045 Per Month

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • House for Rent

    409 S Hawthorn Cir, 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 $2189.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    409 S Hawthorn Cir, Winter Springs, FL 32708
  • /16

    $1,915 Per Month

    • 3 Beds
    • 1 Bath
    • 1,123 Sq Ft
    • House for Rent

    500 George St, 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,

    500 George St, Winter Springs, FL 32708
  • /7

    $700 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2275043Make yourself at home in this comfy room for rent! Enjoy a cozy fireplace, fully equipped kitchen, fast Wi-Fi, and plenty of space to relax or work. Perfect for remote workers, solo travelers, or small groups. The bedroom includes a Twin-size bed. Just 30 mins from the airport and near Orlando’s top attractions.• Cleaning fee: $40/month• Common areas are

    1824 Lake St, Oviedo, FL 32765
  • /7

    $850 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2274885Make yourself at home in this comfortable room for rent in Oviedo! Enjoy access to a cozy fireplace, fully equipped kitchen, fast Wi-Fi, and plenty of space to relax or work. Perfect for remote workers, solo travelers, or small groups. Just 30 minutes from the airport and close to Orlando’s top attractions. Book your stay today and feel right at home.• Cleaning

    1824 Lake St, Oviedo, FL 32765
  • /16

    $2,135 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
  • /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: 1632126Welcome 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 DetailsThis charming unit is part of a quadruplex, with shared walls and ceilings, but it’s expertly insulated to ensure your peace and

    1824 Lake St Unit 3, Oviedo, FL 32765
  • /11

    $1,863

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1882 Lake St Unit SI ID1094219P, Oviedo, FL 32765

    The advertised rate of $1,864/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 23, 2027.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 be

    1882 Lake St Unit SI ID1094219P, Oviedo, FL 32765
  • /14

    $2,128

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1882 Lake St Unit SI ID1094236P, Oviedo, FL 32765

    The advertised rate of $2,128/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 8, 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 be

    1882 Lake St Unit SI ID1094236P, Oviedo, FL 32765
  • /2

    $2,450

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    1171 Baltic Ln, Winter Springs, FL 32708

    1171 Baltic Ln, Winter Springs, FL 32708
  • /11

    $1,800

    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
  • /18

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Townhouse for Rent

    600 Casa Park Court M, Winter Springs, FL 32708

    LOCATION LOCATION LOCATION This is a one-story end unit in desireable Casa Park of Tuscawillawith 2 parking assigned spots All new double pane windows and sliding glass door NEW appliances. Fresh paint throughout 2023, New Flooring Huge yard in the back. Both bathrooms have been upgraded. Water Proof Planks flooring everywhere including bedrooms. Fenced courtyard. Community pool, HOA is

    Jose Saba ALL SEASONS REALTY

    600 Casa Park Court M, Winter Springs, FL 32708
  • /9

    $1,395 Per Month

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

    112 Cory Ln, Winter Springs, FL 32708

    Welcome to 112 Cory Lane, a bright and spacious 2-bedroom, 2-bathroom apartment that perfectly balances comfort and convenience. Step inside to find an open-concept living and dining area, designed for seamless entertaining and a relaxed Florida lifestyle. Both bedrooms are generously sized with ample closet space, providing a quiet retreat at the end of the day.Availability Note: Current

    112 Cory Ln, Winter Springs, FL 32708
  • /7

    $2,300 Per Month

    • 4 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • House for Rent

    44 S Edgemon Ave, Winter Springs, FL 32708

    4 bedroom, 2 bathroom, large back patio. All tile floors throughout, large back yard. Desirable community , community park with lots of walking sidewalks. Near the Oviedo Market Place and lots of food and shopping areas, easy access to 417, close to Red Bug Lake Recreational Center.

    Acela Rosado LA ROSA REALTY PREMIER LLC

    44 S Edgemon Ave, Winter Springs, FL 32708
  • /14

    $1,495 Per Month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • 2/1.5 Winter Springs Townhome with screened patio-MOVE IN SPECIAL: $500 OFF FIRST MONTH'S RENT

    133 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECIAL: $500 OFF FIRST MONTH'S RENT. 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

    133 Garden Dr, Winter Springs, FL 32708
  • /24

    $1,599 Per Month

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Condo for Rent

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708

    Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708
  • /15

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft
    • House for Rent

    112 Peregrine Ct, Winter Springs, FL 32708

    Beautiful 3 Bedroom / 2 Bathroom House ***Special Available***Located at 112 Peregrine Ct. Winter Springs, FL 32708Limited-time offer! Enjoy $150 off the base rent of $2,300 during months 2, 3, and 4 — advertised rent reflects this temporary discount.It Features a Formal Living/Dining Area With an Open Floor Plan to Enjoy With Family and Friends.Huge Master Bedroom Has Backyard

    112 Peregrine Ct, 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-MOVE IN SPECIAL: $500 OFF FIRST MONTH'S RENT

    137 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECIAL: $500 OFF FIRST MONTH'S RENT. 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

    137 Garden Dr, Winter Springs, FL 32708
  • /6

    $1,450 Per Month

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

    Unlisted Address

    Spacious 2-Bedroom, 1.5-Bath Townhome in a Prime Location! Conveniently located near major highways, shopping, dining, and schools, this well-maintained townhome offers both comfort and convenience. The home features two spacious bedrooms, 1.5 bathrooms, a bright and open great room, a functional kitchen, a private patio perfect for relaxing, and a dedicated parking space. Enjoy easy access to

    maria vega THE EXPERTS TEAM REALTY INC

    Unlisted Address
  • /20

    $2,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • Fantastic 3 BR Townhome in Gated Winter Springs community with Pool and great schools

    310 Freedom's Ring Dr, Winter Springs, FL 32708

    Heritage park is a gated community convenient to 434, I4, 417 and is one of Winter Springs most desirable neighborhoods zoned for the best Winter Springs schools.The townhouse includes a convenient floor plan with a half bath and living/dining areas on the carpet-free main floor. The kitchen offers plenty of counter and cabinet space, a coffe bar area, with an open floor plan that

    310 Freedom's Ring Dr, Winter Springs, FL 32708
  • /19

    $1,600 Per Month

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

    407 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property has private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and

    Helen Marshall BENSON MARSHALL LLC

    407 Sheoah Blvd Unit 9, Winter Springs, FL 32708
  • /19

    $2,350 Per Month

    • 2 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • * 2Bed 2Bath with Bonus Room Golf Villa located in Winter Springs *

    706 Andover Cir, Winter Springs, FL 32708

    2/2 with a Bonus Room, Lovely villa located in the George Towne subdivision in Tuscawilla. Includes a large family room with vaulted ceiling leading out to the screened pool patio for your daily exercise. Spacious kitchen with courtyard access for those who love "gardening to table" cooking! Close to schools, shopping, restaurants and 417. HOA maintains the front lawn portion of the property

    706 Andover Cir, 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
  • /13

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • **3/2 Villa with pool in Tuscawilla**

    1175 E Winged Foot Cir, Winter Springs, FL 32708

    Spacious 3/2 pool villa with fireplace and vaulted ceilings. All tile flooring. Galley kitchen with lots of cabinet space and all major appliances. Screened pool patio for entertaining with pool care included! Close proximity to dining and shopping. LB JS All Flarent, Inc new residents are enrolled in the Resident Benefits Package (RBP) which includes liability insurance, credit

    1175 E Winged Foot Cir, Winter Springs, FL 32708

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends

Number of Homes for Rent
58
Median Rent
$2,265
Median Single Family Home Rent
$2,200
Median Townhouse Rent
$2,248
Median Condo Rent
$1,495
How to Rent a Home