24

Winter Springs, FL Homes for Rent with Community Pool

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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
  • /18

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,346 Sq Ft
    • Townhouse for Rent

    4258 E Weeping Willow Cir, Winter Springs, FL 32708

    Adorable End Unit, 3 Bedroom / 2.5 Bathroom Townhome located in sought after Deer Run (Eagles Glen Community). Bright and open kitchen with plenty of counter space. Open-concept dining/living room, along with a half bathroom and laundry area, are all located downstairs. Upstairs there is a large Primary bedroom with a private bathroom, two additional bedrooms and a full bathroom. Huge private

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 495-5685

    4258 E Weeping Willow Cir, Winter Springs, FL 32708
  • /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
  • /20

    $2,105 Per Month

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

    107 Sundance Ct, Winter Springs, FL 32708

    Experience the perfect blend of modern style and functional living in this impressive 1,161 sq ft residence, designed for a seamless single-story layout. The inviting interior features a bright, open-concept layout with stylish wood-look flooring and soaring vaulted ceilings, where the spacious living area flows directly into a contemporary kitchen fully equipped with a complete suite of

    (321) 419-1566

    107 Sundance Ct, Winter Springs, FL 32708
  • /37

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft
    • House for Rent

    4951 Courtland Loop, Winter Springs, FL 32708

    For rent & for sale

    Carolina Taborda MOMENTUM REALTY

    4951 Courtland Loop, 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
  • /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
  • /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
  • /23

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft
    • Townhouse for Rent

    416 Diamond Dove Cove, Winter Springs, FL 32708

    3-bed, 2.5-bath townhome in the Seminole Townhome community of Winter Springs. Two-story unit with combined living and dining area on the first floor, featuring large kitchen island with breakfast-bar, stainless appliances, solid surface counter tops, and gracious amounts of cabinet space. Wood plank floors downstairs, and carpet upstairs. The top of the stairs opens to a spacious loft area with

    Christopher Gold WILSON MANAGEMENT GROUP

    416 Diamond Dove Cove, 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
  • /28

    $2,695 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft
    • Townhouse for Rent

    1350 Tarflower Dr, Winter Springs, FL 32708

    Live in the heart of Winter Springs Town Center, one of the most sought after communities in the area. Just steps from A rated schools, shopping, dining, and grocery stores, this location offers both convenience and lifestyle. This beautiful newly built 3 bedroom, 2.5 bathroom townhome features an open concept layout with wood look ceramic tile throughout the first floor and a modern kitchen

    Carolina Brum WRA BUSINESS & REAL ESTATE

    1350 Tarflower Dr, Winter Springs, FL 32708
  • /19

    $2,219 Per Month

    • 3 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,037 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /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
  • /30

    $2,849 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,353 Sq Ft
    • Townhouse for Rent

    1262 Spotted Sandpiper Loop, Winter Springs, FL 32708

    Your New Lifestyle Hub: Luxury Tri-Level Living in Winter SpringsExperience a home that adapts to your ambition. This "like-new" tri-level townhouse isn't just a place to stay; it’s a high-performance sanctuary designed for the modern professional, the remote worker, and the active family. Three Levels of Precision DesignThe Executive Suite (First Level): Your workday starts in a

    Mark Anthony Buot ROI AVE LLC

    1262 Spotted Sandpiper Loop, 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
  • /15

    $2,750 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,342 Sq Ft
    • Townhouse for Rent

    1525 Cloverbay Ln, Casselberry, FL 32707

    Beautiful 3 Story End Unit Townhome available for rent in the heart of Casselberry! This well maintained home offers a spacious and flexible layout with multiple living areas! The first floor features a welcoming foyer leading to a private studio-style suite with a full bathroom, perfect for guests, a home office, or additional living space. This level also includes a two car garage with plenty

    Jeff Inman FHG REALTY, LLC

    1525 Cloverbay Ln, Casselberry, FL 32707
  • /58

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    438 Reed Grass Dr, Oviedo, FL 32765

    Experience the perfect blend of comfort, style, and location in this expertly designed move-in-ready townhome, featuring 1,568 square feet of thoughtfully planned living space with 3 bedrooms and 2.5 bathrooms plus a single-car garage, nestled within the highly coveted gated neighborhood of Isles of Oviedo in central Oviedo. The expansive first floor is perfect for social gatherings, showcasing

    Ruby Margaret CHARLES RUTENBERG REALTY ORLANDO

    438 Reed Grass Dr, Oviedo, FL 32765

Rental Home Trends in Winter Springs, FL

Rental Home Trends

Number of Homes for Rent
24
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