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Homes for Rent near Winter Springs High School

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    $3,099 per month

    • 4 Beds
    • 3 Baths
    • 3,744 Sq Ft
    • House for Rent

    680 Legacy Park Dr, Casselberry, FL 32707

    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 $3243.90. That covers your base rent, $3099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    680 Legacy Park Dr, Casselberry, FL 32707
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    $1,500 per month

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

    10 Sheoah Blvd Unit 7, Winter Springs, FL 32708

    Spacious and bright 2 bedroom 2 bathroom condo for rent at The Highlands in Winter Springs. Just repainted throughout entire interior. Large family room with a small dining area. The two bedrooms on a split floor plan. The large master bedroom has sliding doors that lead to patio. The second, smaller, bedroom has its set of sliding doors leading to the screened-in porch and it's own bathroom.

    Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    10 Sheoah Blvd Unit 7, Winter Springs, FL 32708
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    $2,590 per month

    • 4 Beds
    • 2.5 Baths
    • 2,443 Sq Ft
    • House for Rent

    1808 Grand Rue Dr, Casselberry, FL 32707

    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 $2734.90. That covers your base rent, $2590.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1808 Grand Rue Dr, Casselberry, FL 32707
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    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • House for Rent

    317 San Gabriel St, Winter Springs, FL 32708

    Welcome to your new home in the peaceful Deersong community of Winter Springs! This charming 3-bedroom, 2-bath residence offers 1,089 square feet of comfortable living space with central A/C, a spacious layout, and plenty of natural light. Enjoy a cozy main living area, a well-equipped kitchen, and a private primary suite. The home features a fully fenced side yard, perfect for relaxing outdoors

    Orlando Torres THE REALTY EXPERIENCE POWERED BY LRR

    317 San Gabriel St, Winter Springs, FL 32708
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    $2,335 per month

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • House for Rent

    245 Bridle Path, 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 features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

    245 Bridle Path, Casselberry, FL 32707
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    $2,765 per month

    • 4 Beds
    • 2 Baths
    • 2,179 Sq Ft
    • House for Rent

    1005 Park Dr, Casselberry, FL 32707

    Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our spacious layout is perfect for comfortable living that you can enjoy with your pets too; we’re proud to be pet friendly. Our homes are built using high-quality, eco-friendly materials with neutral paint colors, updated fixtures, and energy-efficient appliances. Enjoy the

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    1005 Park Dr, Casselberry, FL 32707
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    $2,339 per month

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft
    • House for Rent

    1525 Guinevere Dr, Casselberry, FL 32707

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2 bathrooms, and approximately 1,784 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    1525 Guinevere Dr, Casselberry, FL 32707
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    $2,350 per month

    • 3 Beds
    • 3.5 Baths
    • 1,405 Sq Ft
    • Townhouse for Rent

    1581 Orrington Payne Place, Casselberry, FL 32707

    This charming 3-bedroom, 2.5-bathroom townhome in the Winter Springs-Longwood area boasts spacious rooms, brand new flooring, and fresh interior paint throughout. Conveniently situated near shops, dining, and top-rated schools, this home offers easy access to everyday amenities. The property is only a 20-minute drive from downtown Orlando, making it ideal for commuters. Available for rent

    Frank Delesline, III LA ROSA REALTY SUCCESS LLC

    1581 Orrington Payne Place, Casselberry, FL 32707
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    $2,215 per month

    • 4 Beds
    • 2 Baths
    • 1,451 Sq Ft
    • House for Rent

    520 Georgia Ave, Longwood, FL 32750

    Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

    520 Georgia Ave, Longwood, FL 32750
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    $2,699 per month

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

    213 Gentle Breeze Ln, Casselberry, FL 32708

    Winter Springs Awesome House for Rent3 BEDROOMS AND 2.5 FULL BATHROOMS HOME IN TUSKAWILLA CROSSING !!! Available to move in. This home has an open floor plan; the Kitchen is loaded with upscale quartz countertops and GE stainless steel appliances. The master bathroom has dual sinks, a garden tub, and a walk-in shower. This family-friendly community, situated in Winter Springs’ highly

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    213 Gentle Breeze Ln, Casselberry, FL 32708
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    $2,550 per month

    • 4 Beds
    • 2 Baths
    • 1,954 Sq Ft
    • House for Rent

    848 Benchwood Ct, Winter Springs, FL 32708

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    848 Benchwood Ct, Winter Springs, FL 32708
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    $2,330 per month

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    705 Woodlawn Dr, Winter Springs, FL 32708

    Looking for your dream home? Through our seamless leasing process, this beautifully designed home is move-in ready. Our spacious layout is perfect for comfortable living that you can enjoy with your pets too; we’re proud to be pet friendly. Our homes are built using high-quality, eco-friendly materials with neutral paint colors, updated fixtures, and energy-efficient appliances. Enjoy the

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    705 Woodlawn Dr, Winter Springs, FL 32708
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    $1,940 per month

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft
    • House for Rent

    472 Winding Oak Ln, Longwood, FL 32750

    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 $2084.90. That covers your base rent, $1940.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    472 Winding Oak Ln, Longwood, FL 32750
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    $1,450 per month

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

    50 N Fairfax Ave Unit 50, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Welcome to 50 N Fairfax Ave a beautifully updated 2-bedroom, 1-bathroom condo located in a quiet, well-maintained community in Winter Springs! This charming unit offers a bright and open living space with modern finishes and plenty of natural light.The kitchen features ample cabinet space and overlooks the main living area, perfect for entertaining

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    50 N Fairfax Ave Unit 50, Winter Springs, FL 32708
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    $2,680 per month

    • 4 Beds
    • 3 Baths
    • 2,321 Sq Ft
    • House for Rent

    101 Brookshire 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 $2824.90. That covers your base rent, $2680.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    101 Brookshire Ct, Winter Springs, FL 32708
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    $1,295 per month

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

    181 Garden Dr, Winter Springs, FL 32708

    181 Garden Dr. Winter Springs - Two story townhouse with two bedroom 1 1/2 bath, all bedrooms upstairs. Large back & Front yard. Minutes away from 17-92 and SR 417.

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    181 Garden Dr, Winter Springs, FL 32708
  • /2

    $2,799 per month

    • 4 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • House for Rent

    1510 Canary St, Longwood, FL 32750

    This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,586 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    1510 Canary St, Longwood, FL 32750
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    $10,000 per month

    • 4 Beds
    • 3 Baths
    • 3,790 Sq Ft
    • House for Rent

    610 Tina Ln, Winter Springs, FL 32708

    Available for lease. Welcome to 610 Tina Lane, a private five-acre equestrian estate with a remodeled 3,800-square-foot pool home with three-car garage on five acres and 2,500 square feet of fencing. This is a split-plan one-floor home with high ceilings throughout and porcelain Italian tile flooring. The kitchen boasts stainless steel appliances, a large kitchen island, wine refrigerator, Miele

    Andy Holland PREMIER SOTHEBY'S INTL. REALTY

    610 Tina Ln, Winter Springs, FL 32708
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    $2,079 per month

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • House for Rent

    367 Masson Ct, Winter Springs, FL 32708

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,242 square feet, this well-maintained home offers a high standard of

    367 Masson Ct, Winter Springs, FL 32708
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    $1,890 per month

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Condo for Rent

    154 Tuskawilla Rd Unit 112, Winter Springs, FL 32708

    Want to be within walking distance to the Winter Springs Town Center? This is it! Beautiful first floor condo with 10' ceilings! Split 2 bedroom with luxury touches throughout. Crown molding in the living room, granite counters throughout, solid wood cabinets, stainless steel appliances and your own private patio entrance! This home feels so much more spacious than the square footage due to the

    Sasha McKown LIGHTHOUSE REALTY GROUP OF FLORIDA

    154 Tuskawilla Rd Unit 112, Winter Springs, FL 32708
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    $2,289 per month

    • 3 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • House for Rent

    762 S Edgemon Ave, Winter Springs, FL 32708

    This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,008 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

    762 S Edgemon Ave, Winter Springs, FL 32708
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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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    $2,399 per month

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    1032 Weathered Wood Cir, Winter Springs, FL 32708

    This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,548 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

    1032 Weathered Wood Cir, Winter Springs, FL 32708
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    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,215 Sq Ft
    • House for Rent

    811 Osceola Trail, Casselberry, FL 32707

    WINTER SPRINGS SCHOOL ZONE!!!!!TURN KEY 3 BED 2 BATH 2 CAR GARAGE HOME!!! FULLY FENCED.. TILE THROUGHOUT. GRANITE COUNTERS. STAINLESS STEEL APPLIANCES. ELECTRIC INCLUDED!!AVAILABLE RING SECURITY SYSTEM.

    Stephanie Mijango Lopez LPT REALTY, LLC

    811 Osceola Trail, Casselberry, FL 32707
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    $2,545 per month

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft
    • House for Rent

    850 Big Buck 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 $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    850 Big Buck Cir, Winter Springs, FL 32708
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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
  • /20

    $2,510 per month

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft
    • House for Rent

    515 Pleasant Grove 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 $2654.90. That covers your base rent, $2510.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    515 Pleasant Grove Dr, Winter Springs, FL 32708
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    $1,989 per month

    • 3 Beds
    • 1 Bath
    • 1,028 Sq Ft
    • House for Rent

    1227 Hamilton Ave, Longwood, FL 32750

    Featuring sparkling pool!Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 1.5 bathrooms, and approximately 1,028 square feet, this well-maintained

    1227 Hamilton Ave, Longwood, FL 32750
  • /2

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    452 Harbor Winds Ct, Winter Springs, FL 32708

    Welcome to 452 Harbor Winds Ct in the heart of Winter Springs! This spacious and well-maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept floor plan featuring a generous family room, dedicated dining area, and a cozy breakfast nook—ideal for both everyday living and entertaining. The kitchen flows seamlessly into the

    452 Harbor Winds Ct, Winter Springs, FL 32708

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