30

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

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  • /82

    Starting at $1,876 Per Month

    • 1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    Dwell Oviedo

    (689) 999-4978

    500 Sugar Mill Rd, Oviedo, FL 32765
  • /113

    Starting at $1,116 Per Month

    • 1 - 2 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

    (689) 207-3518

    1 Laurel Oaks Dr, Winter Springs, FL 32708
  • /31

    Starting at $1,680

    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

    (321) 415-9571

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

    Starting at $1,550 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

    (321) 348-6688

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

    Starting at $1,662 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

    (689) 220-7931

    990 English Town Ln, Winter Springs, FL 32708
  • /36

    Starting at $1,433 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

    (689) 300-4185

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

    Starting at $1,600

    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

    (689) 219-8687

    4545 Willa Creek Dr, 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

    (321) 382-2246

    170 N Gardenridge Ct, Winter Springs, FL 32708
  • /16

    $1,940 Per Month

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

    500 George St, Winter Springs, FL 32708

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (321) 204-1568

    500 George St, Winter Springs, FL 32708
  • /6

    $800 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2276187Enjoy 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:

    (321) 515-4603

    1824 Lake St, Oviedo, FL 32765
  • /7

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2275998Bright and spacious, this room features a king-size bed, work desk, flat-screen TV, and ceiling fan for your comfort. Enjoy the convenience of a private bathroom, while sharing the kitchen with friendly housemates. All this for just $1000 per month, with Wi-Fi and utilities included — perfect for a hassle-free, comfortable stay!Cleaning fee: $40/month.Common

    (321) 379-7224

    1824 Lake St, Oviedo, FL 32765
  • /19

    $1,780 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • House for Rent

    542 Colonnades Cove, Casselberry, FL 32707

    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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    (321) 399-2640

    542 Colonnades Cove, Casselberry, FL 32707
  • /16

    $1,595 Per Month

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

    137 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECAIL: $200 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

    Sylvia Pletka FLORIDA RENTAL TEAM

    137 Garden Dr, Winter Springs, FL 32708
  • /20

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Beautiful 2 story townhouse in Cypress Club

    451 Club Dr, Winter Springs, FL 32708

    Cypress Club is a hidden gem in Highland Homeowners Association. Very well kept community with lush landscaping and a tropical feel. Community pool. Home has 1 bedroom on the first floor with bathroom, beautiful galley style kitchen with granite countertops and white cabinets as well as all appliances. Spacious living area with wood floor and screened porch/patio in the rear. So much

    451 Club Dr, Winter Springs, FL 32708
  • /19

    $1,795 Per Month

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

    603 Casa Park Court O, Winter Springs, FL 32708

    This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in you featuring shaker style soft close cabinets, pendulum lighting, granite countertops, and a breakfast bar.

    Joe English, Jr WILSON MANAGEMENT GROUP

    603 Casa Park Court O, Winter Springs, FL 32708
  • /26

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Lovely Winter Springs Condo ~ Vinyl Plank Flooring and Large Screened Patio!

    220 Moree Loop Unit 8, Winter Springs, FL 32708

    Available Now!Small dog or cat may be considered ~ Max one (1) pet ~ Max 25 lbs. This 2nd/Top Floor, CORNER UNIT condo is tucked away in The Highlands of Winter Springs, just off SR-434 with convenient access to the 417 & I-4. The community is known for its mature landscaping and peaceful walking trails! This spacious floor plan offers a large living room and designated

    220 Moree Loop Unit 8, Winter Springs, FL 32708
  • /32

    $1,900 Per Month

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

    429 Sheoah Blvd Unit 9, Winter Springs, FL 32708

    Beautiful 3 bedroom / 2 bath condominium available for rent in The Highlands. Maintained, clean and ready for move in. Each room has remote light and fan. Kitchen is bright and inviting. Living/dining combo is open and welcoming. Sliding glass doors provide entry to the screen enclosed patio which overlooks the common areas of the association. The sliders provide natural sunlight into the rooms.

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    429 Sheoah Blvd Unit 9, Winter Springs, FL 32708
  • /13

    $1,749 Per Month

    • 4 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    411 Edwin St, Winter Springs, FL 32708

    Welcome to this cozy 4-bedroom, 1-bathroom home offering 1,120 sqft of comfortable living space. The kitchen features sleek granite countertops and white appliances, enhancing the brightness and clarity of the space. Throughout the home, you'll find durable ceramic tile flooring. The modern bathroom includes a stylish shower for added convenience.The expansive patio is perfect for family

    411 Edwin St, 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 with a

    411 Sheoah Blvd, Winter Springs, FL 32708
  • /15

    $1,595 Per Month

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

    133 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECAIL: $200 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

    Sylvia Pletka FLORIDA RENTAL TEAM

    133 Garden Dr, Winter Springs, FL 32708
  • /19

    $1,800 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 offers 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

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708

    Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well

    Gina Jenkins WATSON REALTY CORP

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708
  • /21

    $1,695 Per Month

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

    603 Casa Park Ct N Unit h, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Charming 2-Bed, 2.5-Bath Townhome in Winter Springs with Screened Porch! Welcome to 603 Casa Park Ct. H, a cozy and well-maintained 2-bedroom, 2.5-bath townhome located just off Tuskawilla Rd in desirable Winter Springs. Offering 1,156 sq. ft. of living space, this home features a functional layout with an inside utility area and plenty of room for

    Jacob Hara TRANSCEND REALTY

    603 Casa Park Ct N Unit h, Winter Springs, FL 32708
  • /11

    $1,650 Per Month

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

    610 Casa Park Court H, Winter Springs, FL 32708

    CASA PARK VILLAS, this 2/1-unit features tile flooring, freshly painted, Close to Parks (Trotwood Park is across the street) and Recreation, schools, shopping and dining... Washer and Dryer hookups in unit. There is a nice open patio ,2 assigned parking spaces right in front of unit. The community has a nice POOL area and there is access to walking trails and biking nearby.

    Tony Martinez HOUSESTAR REALTY GROUP INC

    610 Casa Park Court H, Winter Springs, FL 32708
  • /25

    $1,399 Per Month

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

    103 Cory Ln, Winter Springs, FL 32708

    Make your new home in this spacious ground-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

    103 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
  • /14

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    70 Moree Loop Unit 63, Winter Springs, FL 32708

    Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands community. Tile and laminate flooring, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor.

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    70 Moree Loop Unit 63, Winter Springs, FL 32708
  • /14

    $1,150 Per Month

    • 2 Beds
    • 1 Bath
    • 449 Sq Ft
    • Property for Rent

    760 Bayou Dr, Casselberry, FL 32707

    2 bedroom, 1 bath manufactured home for rent in Lake Kathryn Park. Well maintained and available for immediate occupancy. Features Hard surface floors, split bedrooms, AC wall units;Fenced yard and storage shed. Appliances included: Refrigerator and Range. Tenant is responsible for utilities, interior pest control and Lawn Care. *There is NO water/Dryer up on site* small dog (up to 25 lbs)

    Emily Lemieux RE/MAX TOWN & COUNTRY REALTY

    760 Bayou Dr, Casselberry, FL 32707
  • /21

    $1,495 Per Month

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft
    • Property for Rent

    1954 Boat Club Rd, Oviedo, FL 32765

    Enjoy peaceful waterfront living in this 2-bedroom, 1-bath Mobile Home Duplex located on a canal off Lake Jessup. Recently updated, the home features newly renovated flooring, kitchen, and bathroom, offering a fresh and modern feel throughout. WATER INCLUDED! Relax and take in the serene water views right from your backyard, with direct canal access leading into Lake Jessup, perfect for enjoying

    Vicky Aeschilman LA ROSA REALTY CW PROPERTIES L

    1954 Boat Club Rd, Oviedo, FL 32765

Rental Home Trends in Winter Springs, FL

Rental Home Trends

Number of Homes for Rent
30
Median Rent
$2,155
Median Single Family Home Rent
$2,148
Median Townhouse Rent
$2,475
Median Condo Rent
$1,450
How to Rent a Home