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Homes for Rent near Winter Springs High School

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    $1,349 - $1,749 per month

    Weston Park at Longwood Station

    1 - 3 Beds

    100 Myrtle St, Longwood, FL 32750

    Unlock a world of modern living at Weston Park Longwood. Nestled in the vibrant heart of Longwood, our apartments offer a unique blend of contemporary elegance and urban convenience. Discover spacious floor plans designed for comfort and style, featuring premium amenities tailored to enhance your lifestyle. From stainless steel appliances and designer finishes to a resort-style pool and fitness

    100 Myrtle St, Longwood, FL 32750
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    $2,395 per month

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft
    • House for Rent

    1067 Chokecherry Dr, Winter Springs, FL 32708

    This 3 bedroom, 2 bathroom home is located in the Oak Forest at Tuscawilla community near local shops, restaurants, and highly rated Seminole County schools. Features include a spacious open floor plan, dining room, lovely kitchen with island and breakfast bar, primary suite with walk-in closet, screened patio, and 2 car garage. Schedule a showing or submit an application online.All Real

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1067 Chokecherry Dr, Winter Springs, FL 32708
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    $1,263 - $3,564 per month

    The Avenues at Winter Springs

    1 - 3 Beds

    1 Laurel Oaks Dr, Winter Springs, FL 32708

    Live Luxury The Avenues at Winter Springs offer a tranquil living experience in Winter Springs, FL, blending comfort, convenience, and affordability. Nestled in a serene residential area, residents enjoy peaceful surroundings while remaining conveniently close to Interstate 4 and the vibrant Uptown Altamonte Springs area. With easy access to shopping, dining, and entertainment options,

    1 Laurel Oaks Dr, Winter Springs, FL 32708
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    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Townhouse for Rent

    766 E Magnolia Ave, Longwood, FL 32750

    Wonderfully updated two bedroom one bathroom duplex unit in Longwood! Large living room, updated kitchen with kitchenette, shaker cabinets and quartz counters, stainless appliances. Separate laundry and storage room, with attached car port. Conveniently located near 434 and 17/92, just minutes from South Seminole Hospital, easily travel south down 17/92 to Winter Park and Orlando.

    AJ Stagg ATRIUM REALTY, LLC

    766 E Magnolia Ave, Longwood, FL 32750
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    $1,230 - $2,779 per month

    Reserve at Lake Irene

    1 - 2 Beds

    1450 Sunshadow Dr, Casselberry, FL 32707

    Welcome home to the Reserve at Lake Irene, a comfortable new apartment home. Our one and two bedroom apartments for rent in Casselberry, Florida, offer the charming features and incredible amenities you’ve been dreaming of. Pair those with our amazing location and you have the area’s most sought-after apartment homes. Come experience it all for yourself. Call our friendly leasing team to schedule

    1450 Sunshadow Dr, Casselberry, FL 32707
  • /19

    $1,850 per month

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

    1450 Casa Park Cir, Winter Springs, FL 32708

    This newly renovated townhome is ready for new tenants! This townhome has 3 bedrooms, 2 bathrooms, a community pool, an in unit washer and dryer, and two assigned parking spaces. It is located in the desirable Tuscawilla neighborhood directly across from Trotwood park. Zoning for Seminole county schools is also a bonus. She is ready for lease today!

    Aileen MacDonald MACDONALD REALTY CORP

    1450 Casa Park Cir, Winter Springs, FL 32708
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    $1,600 - $2,740 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. Our convenient location provides easy access to fabulous shopping, fine dining, and ample entertainment to meet everyone's needs. Designed for comfort and luxurious hospitality, the upscale apartment homes at RiZE at Winter Springs offer gracious living in the northeastern portion of Orlando, Florida.

    150 Bear Springs Dr, Winter Springs, FL 32708
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    $2,400 per month

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

    585 Cruz Bay Cir, Winter Springs, FL 32708

    Welcome to this pristine and beautifully designed townhome, nestled in the highly sought-after and gated community of The Landings at Parkstone. This charming 3-bedroom, 2.5-bathroom, two-story residence offers a spacious and open floor plan, featuring over 1,900 square feet of elegant living space that truly feels like a model home. Every corner of this home showcases designer touches

    Zane Place BLUE CHIP INTERNATIONAL REALTY LLC

    585 Cruz Bay Cir, 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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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,678 Sq Ft
    • Townhouse for Rent

    1382 Blumberg Blvd, Winter Springs, FL 32708

    Brand new 3 bed/2.5 bath Townhome with an extra large two car garage with park view in Winter Springs Town Center. Partially furnished (can be removed). You have to see it in person to appreciate the location. House comes with a top rated water filter and softner system. Extra large washer and dryer. This community also offers a pool. There are restaurants, grocery stores, Gyms, shops,

    Julia Martin JULIA MARTIN REALTY

    1382 Blumberg Blvd, Winter Springs, FL 32708
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    $2,100 per month

    Experience Upscale Living at Terra Villa P...

    2 Beds

    154 Tuskawilla Rd, Winter Springs, FL 32708

    Live in style at Terra Villa Park, where modern comfort meets unmatched convenience in the heart of Winter Springs Town Center. Our condo-grade apartments feature granite countertops, laminate flooring, cathedral ceilings, spacious walk-in closets, and full-size washers and dryers.Stay active in our on-site fitness center and enjoy being steps from shopping, dining, and salons. With easy

    154 Tuskawilla Rd, Winter Springs, FL 32708
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    $1,550 per month

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

    775 E Magnolia Ave, Longwood, FL 32750

    Come see this extra spacious 1/2 duplex. This property has two formal living rooms and a big, enclosed back porch as well giving the property a good amount of living space. Both bedrooms are a good size and there is a bonus room in the back that could be used as a third bedroom. This home is centrally located being just minutes from major grocery stores, entertainment, hospitals, and main roads

    Jorge Rodriguez JR REALTY GROUP LLC

    775 E Magnolia Ave, Longwood, FL 32750
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    $1,238 - $1,939 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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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,930 Sq Ft
    • Townhouse for Rent

    1032 Legacy Winds Way, Casselberry, FL 32707

    1032 Legacy Winds Way is a 3 bedroom, 2.5 bath two story town home located in the Legacy Place community in Casselberry. The large entryway features wide hallways and a beautiful staircase, plus a large flex space with double doors and a walk-in closet that can be used as an office, play room, additional bedroom, or anything that suits your needs. Beyond the entryway is the open floor plan

    Justin Recca INNOVATIVE REALTY, LLC

    1032 Legacy Winds Way, Casselberry, FL 32707
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    $1,174 - $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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    $3,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,522 Sq Ft
    • Townhouse for Rent

    1162 Spotted Sandpiper Loop, Winter Springs, FL 32708

    Luxury Townhome for Sale or Lease – Seminole Crossings, Winter Springs Town Center3 Beds | 3.5 Baths | 2,522 Sq Ft | Oversized 3-Car Garage | 3 Levels | Resort ViewsWelcome to one of the most sought-after residences in Seminole Crossings, Winter Springs’ vibrant Town Center! This rare, spacious 3-level townhome is one of only two of its kind in the community—offering 2,522 square feet of

    Julio Lopez JCL REALTY INC

    1162 Spotted Sandpiper Loop, Winter Springs, FL 32708
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    $2,340 per month

    • 4 Beds
    • 2 Baths
    • 1,683 Sq Ft
    • House for Rent

    1542 Canterbury Cir, 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 $2484.90. That covers your base rent, $2340.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1542 Canterbury Cir, Casselberry, FL 32707
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    $1,900 per month

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

    613 Casa Park Court B Ct N Unit B, Winter Springs, FL 32708

    Welcome to Casa Park Villas Community! This recently refreshed townhome is a gem with immaculate living spaces perfect for a family. Featuring 2 bedrooms and 2 bathrooms on the second floor, this home offers privacy and comfort. The main living area, kitchen, and dinette boast beautiful tiles, adding to the charm. Step outside to enjoy the gorgeous backyard and Florida living at its best.This

    John R. Gordon EXP REALTY LLC

    613 Casa Park Court B Ct N Unit B, Winter Springs, FL 32708
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    $2,299 per month

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

    633 Alton Rd, 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 $2443.90. That covers your base rent, $2299.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    633 Alton Rd, Winter Springs, FL 32708
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    $1,750 per month

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

    113 Kristi Ann Ct, Winter Springs, FL 32708

    Location, Location, Location!Discover this charming 2-bedroom, 1.5-bath home, perfectly situated on State Road 434, with quick access to Interstate 417, State Road 17-92, and Interstate 4. Step into a bright and spacious living area with ceramic tile flooring, ideal for entertaining. Enjoy a spacious kitchen with a dedicated dining area and a closet pantry for added storage.From the kitchen,

    Kenia Palacios KELLER WILLIAMS REALTY AT THE LAKES

    113 Kristi Ann Ct, Winter Springs, FL 32708
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    $3,260 per month

    • 4 Beds
    • 3 Baths
    • 2,933 Sq Ft
    • House for Rent

    109 Lisa Loop, 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 $3404.90. That covers your base rent, $3260.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    109 Lisa Loop, Winter Springs, FL 32708
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    $2,697 per month

    • 3 Beds
    • 2.5 Baths
    • 1,735 Sq Ft
    • House for Rent

    Unlisted Address

    This nearly 1,800 square foot single family home is nestled among the oak trees in the heart of Tuscawilla. A two minute walk to Trotwood Park where you can find tennis, basketball and racquetball courts as well as softball and soccer fields and a splash pad. Like to Golf? The Tuscawilla country club is a short golf cart ride from the house. The home features a living room, family room, dining

    Joseph Adkins THE REALTY FACTOR INC

    Unlisted Address
  • /2

    $3,140 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 $3284.90. That covers your base rent, $3140.00 + 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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    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft
    • House for Rent

    1001 E Pebble Beach Cir, Winter Springs, FL 32708

    Lawn care included. Welcome to 1001 E Pebble Beach Circle, a beautifully renovated single-story home nestled in the heart of Winter Springs, FL. This 3-bedroom, 2-bathroom residence features a brand-new tile roof, soaring vaulted ceilings, and a spacious open layout that feels airy and inviting. Throughout the home, you’ll find durable tile and stylish vinyl wood flooring—no carpet in sight. The

    Ashley Swindell KELLER WILLIAMS REALTY AT THE PARKS

    1001 E Pebble Beach Cir, Winter Springs, FL 32708
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    $2,370 per month

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • House for Rent

    1124 Dappled Elm Ln, 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 $2514.90. That covers your base rent, $2370.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1124 Dappled Elm Ln, Winter Springs, FL 32708
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    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Property for Rent

    831 Wolf Trail, Casselberry, FL 32707

    Welcome to this beautiful, fully permitted 1BD/1BA detached Accessory Dwelling Unit (ADU), completed in 2025! It features a tankless water heater (2025), ample off-street parking, and a fully fenced oversized 0.23-acre lot offering plenty of outdoor space for recreation. Inside, you'll find a mini-split A/C unit, a full bathroom, and an open layout that’s perfect for a couple.Water,

    Nelly Narvaez LA ROSA REALTY KISSIMMEE

    831 Wolf Trail, Casselberry, FL 32707
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    $2,620 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 $2764.90. That covers your base rent, $2620.00 + 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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    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Property for Rent

    831 Wolf Trail, Casselberry, FL 32707

    Welcome to this beautifully updated home in the Lake Kathryn neighborhood of Casselberry. Home offers 3 spacious bedrooms, 2 full bathrooms, and a bonus room perfect for a home office or flex space. You'll love the natural light, new waterproof vinyl plank flooring, and fresh interior and exterior paint (2024), creating a modern and welcoming space. The expansive primary suite includes double

    Nelly Narvaez LA ROSA REALTY KISSIMMEE

    831 Wolf Trail, Casselberry, FL 32707
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    $1,900 per month

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

    613 Casa Park Ct N, Winter Springs, FL 32708

    Welcome to Casa Park Villas Community! This recently refreshed townhome is a gem with immaculate living spaces perfect for a family. Featuring 2 bedrooms and 2 bathrooms on the second floor, this home offers privacy and comfort. The main living area, kitchen, and dinette boast beautiful tiles, adding to the charm. Step outside to enjoy the gorgeous backyard and Florida living at its best. This

    613 Casa Park Ct N, Winter Springs, FL 32708
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    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Townhouse for Rent

    640 Macduff Ln Unit B, Winter Springs, FL 32708

    For Rent – Beautiful 3 Bedroom Home in Winter Springs!Welcome to 640 Macduff Ln, Unit B – a charming and updated 3-bedroom, 2-bathroom duplex located in the heart of Winter Springs. This spacious, single-story unit offers the perfect blend of comfort, privacy, and convenience.Home Features:3 spacious bedrooms with ample closet space2 full bathrooms with updated

    Emmanuella Richman CHARLES RUTENBERG REALTY ORLANDO

    640 Macduff Ln Unit B, Winter Springs, FL 32708
  • /20

    $2,125 per month

    • 4 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • House for Rent

    80 N 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 $2269.90. That covers your base rent, $2125.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    80 N Edgemon Ave, Winter Springs, FL 32708
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    $1,500 per month

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

    50 Moree Loop Unit 39, Winter Springs, FL 32708

    Dreams Do Come True!! Live your best life in this rarely available end-unit condo located in the vibrant, nature-rich Highlands—one of Central Florida’s most sought-after recreational communities! This freshly painted 2-bedroom, 1.5-bathroom two-story home offers comfort, style, and convenience, featuring tile floors throughout, ceiling fans in every room, and in-unit laundry. Both bedrooms are

    Freddie Crespo INVESTOR'S REAL ESTATE LLC

    50 Moree Loop Unit 39, Winter Springs, FL 32708
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    $2,320 per month

    • 4 Beds
    • 2 Baths
    • 1,627 Sq Ft
    • House for Rent

    908 Red Oak Ct, Winter Springs, FL 32708

    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 the current residents are preparing to move out, or call to arrange a meeting with your local Progress Residential leasing

    908 Red Oak Ct, Winter Springs, FL 32708
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    $1,900 per month

    • 2 Beds
    • 2.5 Baths
    • 1,275 Sq Ft
    • Townhouse for Rent

    197 Constitution Way, Winter Springs, FL 32708

    Available August 1, 2025 Stunning 2 Bedroom, 2.5 bath town-home with one car garage in Heritage Park (Gated Community). This residence offers an inviting open-concept floor plan on the main level, highlighted by wide plank rustic engineered hardwood flooring and a spectacular, unobstructed view of the natural spring located directly behind the property providing a tranquil and picturesque

    Leonardo Diaz ORLANDO PROP MGMNT RLTY LLC

    197 Constitution Way, Winter Springs, FL 32708
  • /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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    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft
    • Townhouse for Rent

    1622 Orrington Payne Place, Casselberry, FL 32707

    Welcome to your next home sweet home! This beautifully maintained 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of comfort, style, and convenience. Nestled within a secure gated community, this two-story gem boasts an airy open floor plan with abundant natural light that fills the inviting living room and cozy dining area.The modern kitchen is a chef’s delight, featuring sleek

    Alison Ashby CORCORAN PREMIER REALTY

    1622 Orrington Payne Place, Casselberry, FL 32707
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    $1,500 per month

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Townhouse for Rent

    766 E Magnolia Ave, Longwood, FL 32750

    This is a 2 bed, 1 bath duplex unit that has been newly renovated with new kitchen, floors, and bathroom. It includes an inside laundry and storage room and carport.

    766 E Magnolia Ave, Longwood, FL 32750
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    $1,600 per month

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

    230 Moree Loop Unit 3, Winter Springs, FL 32708

    Three bedroom/two bath home. Dining/living room combo with sliding glass doors that open to an enclosed screened balcony overlooking open green space in the community. Master bedroom has an En Suite. Community amenities included .

    Joyce Gary PAINE-ANDERSON PROPERTIES, INC

    230 Moree Loop Unit 3, Winter Springs, FL 32708
  • /20

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • House for Rent

    100 Avalon Ct, Casselberry, FL 32707

    Recently updated home with large living room, separate family room, oversized 2 car garage, screened patio and fenced yard located on a cul de sac. Open kitchen, washer and dryer hook ups in garage.Great location near SR 436 and Red Bug Rd within minutes of I-4, 417 Greenway, Altamonte Mall, Park Avenue, Shopping, Restaurants and many Hospitals in the area.25 minutes to Downtown Orlando,

    100 Avalon Ct, Casselberry, FL 32707
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 2,147 Sq Ft
    • House for Rent

    122 Stone Gable Cir, Winter Springs, FL 32708

    This spacious 3 bedroom, 2.5 bathroom home, with 2 car garage, is located in the City of Winter Springs. This 2,100 square foot, 2-story home features a hard wood staircase with lovely cast iron railing. The home has dark wood flooring and tile through the living areas. The kitchen has plenty of cabinetry space and granite counter tops with a breakfast bar and stainless steal appliances,

    Justin Recca INNOVATIVE REALTY, LLC

    122 Stone Gable Cir, Winter Springs, FL 32708

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