33

Winter Springs, FL Homes for Rent under $2,100

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  • /31

    $1,620 - $2,123 total monthly price

    Legends Winter Springs

    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.

    440 Courtney Springs Cir, Winter Springs, FL 32708
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    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Townhouse for Rent

    4467 Brook Hollow Cir, Winter Springs, FL 32708

    This beautiful, renovated townhome is light and bright! Huge fenced in yard! Eat-in kitchen with laundry area. Just blocks from dining, shopping, entertainment and so much more! All bedrooms up, with two full baths and 1/2 bath down. Inside, the townhouse is designed with an open floor plan. Screened patio over looks the gigantic fenced-in yard. Ceiling fans throughout for added comfort. The

    Miriam Hernandez Gonzalez LA ROSA REALTY ORLANDO LLC

    4467 Brook Hollow Cir, Winter Springs, FL 32708
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    $1,560 - $2,800 per month

    RIZE at Winter Springs

    1 - 3 Beds

    150 Bear Springs Dr, Winter Springs, FL 32708

    RIZE at Winter Springs is a beautiful apartment community located in Winter Springs, Florida.All renderings, 3D Tours, Walkthrough Video Tours, Matterport Tours, and other multimedia materials are provided for illustrative and reference purposes only. Renderings are an artist’s conception and may not accurately represent the actual features, materials, finishes, or layout of any specific

    150 Bear Springs Dr, Winter Springs, FL 32708
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    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • House for Rent

    1338 San Felipe Ct, Winter Springs, FL 32708

    Beautiful 3-bedroom, 2-bath rental in the desirable community of Winter Springs! This home features a bright open layout, spacious bedrooms, and a well-equipped kitchen. Enjoy a large fenced yard—perfect for outdoor living—and a convenient location near top-rated schools, shopping, dining, and easy access to Orlando. Don’t miss this great opportunity—schedule your showing today!

    maria vega THE EXPERTS TEAM REALTY INC

    1338 San Felipe Ct, Winter Springs, FL 32708
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    $1,116 - $1,810 per month

    The Avenues at Winter Springs

    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

    1 Laurel Oaks Dr, Winter Springs, FL 32708
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    $2,000 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
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    $1,100 - $1,600 per month

    Mosswood

    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

    101 Mosswood Cir, Winter Springs, FL 32708
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    $1,850 per month

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

    30 Moree Loop Unit 37, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Discover this stunningly remodeled 3-bedroom, 2.5 bath residence, complete with fresh paint, brand new appliances, and new flooring. Enjoy the convenience of cable and internet services included in your rental. Perfectly nestled in BayTree Ten of The Highlands, this home combines the benefits of a two-story townhome with the amenities of a condo. As

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    30 Moree Loop Unit 37, Winter Springs, FL 32708
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    $1,563 - $2,525 per month

    The Eli Winter Springs

    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

    990 English Town Ln, Winter Springs, FL 32708
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    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,105 Sq Ft
    • House for Rent

    312 San Gabriel St, Winter Springs, FL 32708

    Discover Deersong Single Family Home in Winter Springs, FL: a refreshed 3-bedroom, 2-bath residence featuring brand new interior paint, blinds, stainless steel appliances, and upgraded kitchen with granite counter tops and new bathroom cabinets. The home includes a fenced backyard and convenient exterior storage, and residents have access to the community pool & Tennis Courts. Located within

    Karla Arcelay TRUSTHOME PROPERTIES INC

    312 San Gabriel St, Winter Springs, FL 32708
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    $1,294 - $2,183 per month

    Seville on the Green

    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

    300 Sheoah Blvd, Winter Springs, FL 32708
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    $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
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    $1,463 - $2,215 total monthly price

    Tuskawilla at Winter Springs

    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

    4545 Willa Creek Dr, Winter Springs, FL 32708
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    $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
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    $1,165 - $1,799 per month

    Moss Park

    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

    170 N Gardenridge Ct, Winter Springs, FL 32708
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    $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
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    $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
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    $1,299 per month

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

    155 Cory Ln, Winter Springs, FL 32708

    Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Winter Springs, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features such as in-unit laundry. Act now! This one won’t last long! All

    Steve Simpson 407 PROPERTIES

    155 Cory Ln, Winter Springs, FL 32708
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    $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
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    $1,650 per month

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

    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.

    Sylvia Pletka FLORIDA RENTAL TEAM

    137 Garden Dr, Winter Springs, FL 32708
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    $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
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    $1,650 per month

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

    133 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.

    Sylvia Pletka FLORIDA RENTAL TEAM

    133 Garden Dr, Winter Springs, FL 32708
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    $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
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    $1,525 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
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    $1,876 - $3,034 per month

    Dwell Oviedo

    1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    500 Sugar Mill Rd, Oviedo, FL 32765
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    $1,550 per month

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

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708

    ***ONE MONTH FREE RENT*** 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

    Gina Jenkins WATSON REALTY CORP

    407 Sheoah Blvd Unit 13, Winter Springs, FL 32708
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    $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!

    1824 Lake St, Oviedo, FL 32765
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    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,005 Sq Ft
    • House for Rent

    1373 Via Villa Nova, Winter Springs, FL 32708

    Beautiful/ immaculate 2 Bedroom/2 Bathroom House, Fully remodeled, 2 car Garage, in the Sunrise Subdivision, Ceramic tile floors, Appliances included are Refrigerator, Range, Dishwasher, Microwave oven. Washer/dryer hook ups, Close to Supermarkets and Seminole county Schools.

    Tony Martinez HOUSESTAR REALTY GROUP INC

    1373 Via Villa Nova, Winter Springs, FL 32708
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    $1,675 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

    542 Colonnades Cove, Casselberry, FL 32707
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    $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
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    $1,200 per month

    • 2 Beds
    • 1 Bath
    • 449 Sq Ft
    • House 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, updated bathrooms, wall units, nice sized fenced yard and storage shed. Appliances included: Refrigerator and Range. Tenant is responsible for utilities and Lawn Care. small dog (up to 25 lbs) allowed. $250 Refundable Pet

    760 Bayou Dr, Casselberry, FL 32707
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    $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
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    $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
33
Median Rent
$2,100
Median Single Family Home Rent
$2,150
Median Townhouse Rent
$2,563
Median Condo Rent
$1,495
How to Rent a Home