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Winter Springs, FL Homes for Rent

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  • /16

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • House for Rent

    1108 Santa Cruz Way, 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 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 Coming soon! This home is

    1108 Santa Cruz Way, Winter Springs, FL 32708
  • /34

    $2,800 per month

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

    1422 Spalding Rd, Winter Springs, FL 32708

    MONTH TO MONTH RENTAL 60 DAYS WITH 60 DAYS NOTIFICATION! Ready to move in and enjoy serene living in this well maintained and updated 3-bedroom Tuscawilla villa, HOA maintains the lawn. This home boasts an open floor plan featuring beamed vaulted ceilings, a wood burning stone fireplace, an eat in kitchen and a spacious screened porch Resurfaced bath tub, shower and vanity countertops.

    Julio Ramos DIAMOND 2000 REALTY, INC

    1422 Spalding Rd, Winter Springs, FL 32708
  • /16

    $2,070 per month

    • 4 Beds
    • 2 Baths
    • 1,223 Sq Ft
    • House for Rent

    503 Evergreen 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 $2214.90. That covers your base rent, $2070.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    503 Evergreen Ave, Winter Springs, FL 32708
  • /17

    $2,300 per month

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

    640 Macduff Ln Unit A, Winter Springs, FL 32708

    Welcome to 640 Macduff Lane – a charming 3-bedroom, 2-bath home located in the heart of the desirable Winter Springs community! This beautifully maintained property offers a spacious, open layout perfect for both everyday living and entertaining. Enjoy a light and bright interior with vaulted ceilings, a split bedroom floor plan, and a cozy living area. Step outside to a private backyard with

    Deidre Graybill GRAYBILL REALTY AND ASSOCIATES LLC

    640 Macduff Ln Unit A, Winter Springs, FL 32708
  • /16

    $2,140 per month

    • 3 Beds
    • 2 Baths
    • 1,810 Sq Ft
    • House for Rent

    312 S Moss 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 $2284.90. That covers your base rent, $2140.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    312 S Moss Rd, Winter Springs, FL 32708
  • /21

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • Condo for Rent

    600 Northern Way Unit 1403, Winter Springs, FL 32708

    A Beautiful, Well-Appointed Condo in Tuscany Place Condominiums ~ Upon Entering this Beautiful Unit You will find High Ceilings and Upscale Wood Laminate Flooring throughout the first floor ~ The Owner's Suite is on the First Floor with Large Closets with Built-in Shelving. The Kitchen has Wood Cabinetry with High-end Features, Back Splash, Granite Counters, Stainless Appliances, Under Cabinet

    Elizabeth Larsen JULIE B REALTY, INC

    600 Northern Way Unit 1403, Winter Springs, FL 32708
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    $1,825 per month

    • 2 Beds
    • 1 Bath
    • 1,368 Sq Ft
    • House for Rent

    601 David St, 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 $1969.90. That covers your base rent, $1825.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    601 David St, Winter Springs, FL 32708
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    $1,800 per month

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

    1091 Shawnee Trail, Winter Springs, FL 32708

    Call today for this nicely upgraded three bedroom two bath house in Winter Springs. This home features new upgraded laminate flooring through out. Open floor plan with Kitchen, dining and living area with fireplace. Large Primary bedroom with bathroom suite. Walk in closets in all bedrooms. Recess lights in all rooms. House is close proximity to uptown Winter Springs, shopping areas, SR 434 and

    Joseph Torres JAT PROPERTY MANAGEMENT LLC

    1091 Shawnee Trail, Winter Springs, FL 32708
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    $2,295 per month

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • House for Rent

    880 Chokecherry 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 $2559.90. That covers your base rent, $2295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    880 Chokecherry Dr, Winter Springs, FL 32708
  • /16

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    651 Macduff Ln, Winter Springs, FL 32708

    Discover modern comfort and Florida charm in this beautifully renovated 3-bedroom, 2-bath duplex in the heart of Winter Springs! Step inside to enjoy fresh paint, brand-new carpeting, and a stylish kitchen featuring new cabinets and appliances—perfect for the home chef. Relax or entertain in your private fenced yard and patio, or take advantage of lake access for weekend water fun. With a

    Jacob Hara TRANSCEND REALTY

    651 Macduff Ln, Winter Springs, FL 32708
  • /17

    $2,610 per month

    • 3 Beds
    • 3 Baths
    • 2,088 Sq Ft
    • House for Rent

    714 Boysenberry 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 $2874.90. That covers your base rent, $2610.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    714 Boysenberry Ct, Winter Springs, FL 32708
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    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,492 Sq Ft
    • Townhouse for Rent

    1309 Heritage Commons Dr, Winter Springs, FL 32708

    Gated community Townhouse. Dark kitchen cabinets with open area for kitchen table. Front driveway parking space and 1 car garage. Winter Springs location! Close to restaurants and amenities. Community has a pool and playground area.. Very clean and well taken care of. All bedrooms are upstairs, one half bathroom is downstairs. Master has a large bathroom with separate tub and stand up shower.

    Sean Westcott BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

    1309 Heritage Commons Dr, Winter Springs, FL 32708
  • /14

    $2,080 per month

    • 4 Beds
    • 3 Baths
    • 1,638 Sq Ft
    • House for Rent

    130 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 $2224.90. That covers your base rent, $2080.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    130 N Edgemon Ave, Winter Springs, FL 32708
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    $2,600 per month

    • 3 Beds
    • 3.5 Baths
    • 1,519 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Move-In Ready Townhome in Winter Springs Town Center This updated 3-bedroom, 2.5-bathroom townhome offers the perfect blend of convenience, style, and low-maintenance living. Located in Winter Springs Town Center, you will enjoy easy access to dining, shopping, wine bars, Central Winds Park, and the Cross Seminole Trail. Inside, the home features fresh interior paint (2023), durable tile flooring

    Gerard Floyd GERARD LAND AQUATIC, INC

    Unlisted Address
  • /16

    $2,810 per month

    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft
    • House for Rent

    783 Evert 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 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 Coming soon! This home is

    783 Evert Ct, Winter Springs, FL 32708
  • /20

    $1,700 per month

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

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708

    Tastefully remodeled 2 Bed / 2 Bath very spacious condo for rent at The Highlands in Winter Springs. This is asecond-floor unit. Kitchen with granite countertop, stainless steel appliances and modern cabinetry. The Highlands is conveniently located off of SR 434 which makes for easy access to grocery stores, restaurants, schools, and major roadways such as 17-92, I-4, and the 417. The community

    Alejandro Echeverri The Keyes Company

    10 Sheoah Blvd Unit 8, Winter Springs, FL 32708
  • /20

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • House for Rent

    215 Shore Rd, Winter Springs, FL 32708

    HOME FOR THE HOLIDAYS MOVE-IN SAVINGS! Get a $750 Amazon gift card — perfect for holiday splurging! Receive 1 MONTH FREE RENT — a little extra cheer (and savings!) for the season! Plus, $0 application fees. Hurry—offer ends December 31, 2025! ***Advertised promotions will be issued in the form of a credit on your ledger at move-in and eligible for use on your first full months rent or after! If

    215 Shore Rd, Winter Springs, FL 32708
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    $1,400 per month

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

    217 S Moss Rd, Winter Springs, FL 32708

    **TWO WEEKS FREE-MOVE IN QUICKLY -within two weeks** Move in today and take advantage of our Two Weeks FREE Rent Special! Secure your new home now and enjoy instant savings. Valid for a limited time only – don’t miss out! Welcome to 217 S Moss Rd — a comfortable home featuring two spacious bedrooms, two and a half bathrooms. Conveniently located near schools, shopping, and major highways, this

    Mike Bolanos Bonilla COASTAL PIONEER REALTY

    217 S Moss Rd, Winter Springs, FL 32708
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    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,833 Sq Ft
    • House for Rent

    1334 Augusta National Blvd, Winter Springs, FL 32708

    By appt only- This spacious 1,833 sq. ft. home features 3 bedrooms and 2 bathrooms. The living room offers ample space with high ceilings and skylights, while the family room provides a comfortable area for relaxation. The kitchen is equipped with stainless steel appliances, granite countertops, and an eat-in breakfast nook, making it ideal for meal preparation and dining. Each bedroom includes

    1334 Augusta National Blvd, Winter Springs, FL 32708
  • /16

    $1,450 per month

    • 2 Beds
    • 1.5 Baths
    • 909 Sq Ft
    • Apartment for Rent

    46 N Fairfax Ave Unit 44, Winter Springs, FL 32708

    Welcome home to this cozy 2-bedroom, 1.5-bath apartment in Winter Springs. New floors and fresh painted kitchen cabinets. Washer & Dryer hookup in unit.Enjoy living in a family-friendly community with good schools and beautiful parks like Central Winds just minutes away. You’ll love the easy access to shopping, dining, and major highways, plus a quick drive to Orlando—offering the perfect mix

    Sloane Wurl SLOANE REALTY, LLC

    46 N Fairfax Ave Unit 44, Winter Springs, FL 32708
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    $1,835 - $3,050 per month

    Dwell Oviedo

    1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    500 Sugar Mill Rd, Oviedo, FL 32765
  • /37

    $2,195 per month

    • 3 Beds
    • 3 Baths
    • 1,697 Sq Ft
    • Townhouse for Rent

    600 Northern Way Unit 1001, Winter Springs, FL 32708

    Welcome home to this very spacious townhome. As you walk into your new home, you will feel welcomed by a very open kitchen and living area. The kitchen features stainless steel appliances, upgraded cabinets, and beautiful granite countertops. One of the bedrooms is on the 1st floor with an attached full bathroom. Upstairs, you will find two Master bedrooms. each with their own bathrooms. The home

    Melissa Dietz Levering TRUSTHOME PROPERTIES INC

    600 Northern Way Unit 1001, Winter Springs, FL 32708
  • /7

    $200 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2274974Feel right at home in this inviting room for rent in Oviedo! Enjoy a cozy fireplace, fully equipped kitchen, and fast Wi-Fi — perfect for remote work, solo travelers, or small groups. Just 30 minutes from the airport and close to Orlando's top attractions. Pet-friendly too! Book your stay today and relax in comfort.

    1824 Lake St, Oviedo, FL 32765
  • /20

    $2,099 per month

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Townhouse for Rent

    118 Philadelphia Way, Winter Springs, FL 32708

    Great opportunity to live in Winter Springs! Located in the highly sought after, Heritage Park gated community. Interior features include: 3 beds/2.5 bathrooms, living area, separate dining area, large loft/office space upstairs, outdoor patio, and one car garage for parking with additional driveway parking as well. Exterior features include: gated community, pool, and play ground. Conveniently

    Calley Dittmer ALL COUNTY CFL PROPERTY MGMT

    118 Philadelphia Way, Winter Springs, FL 32708
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    $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.

    1824 Lake St, Oviedo, FL 32765
  • /16

    $2,190 per month

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft
    • House for Rent

    1714 Fox Glen Ct, Winter Springs, FL 32708

    Welcome to this charming 3 bedroom 2 bathroom single family home in winter Springs, Florida with fresh new paint and granite countertop in the kitchen. the enclosed porch and private backyard is a place for you to relax and enjoy your weekends and evenings. HOA takes care of the of the yard for you. Beautiful club house with swimming pool/ jacuzzi and exercise room is all included in the rent.

    Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1714 Fox Glen Ct, Winter Springs, FL 32708
  • /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!

    1824 Lake St, Oviedo, FL 32765
  • /39

    $1,990 per month

    • 3 Beds
    • 2 Baths
    • 1,401 Sq Ft
    • House for Rent

    302 Bridie Ct, Winter Springs, FL 32708

    3 Bedroom, 2 1/2 Bath Single Family Home For Rent in Winter Springs, FL 32708. Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    302 Bridie Ct, Winter Springs, FL 32708
  • /17

    $2,085 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1882 Lake St Unit ID1094219P, Oviedo, FL 32765

    Feel at home in this cozy 1-bedroom retreat in prime Oviedo. Located in a quiet quadruplex, this unit offers privacy and convenience with its own private entrance.This unit features a small dining area and a cozy living room, along with a fully equipped kitchen with a fridge, two-burner stove, deep fryer, and slow cooker. The bathroom is simple and functional. Shared spaces include a patio

    1882 Lake St Unit ID1094219P, Oviedo, FL 32765
  • /8

    $1,125 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
  • /20

    $4,656 per month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    1932 Lake St Unit ID1094234P, Oviedo, FL 32765

    Feel at home in this spacious 3-bedroom unit, located on the second floor of a quiet Oviedo quadruplex. This home features a private entrance, making it ideal for families or groups.This home features a kitchen equipped with a two-burner stove, air fryer, slow cooker, and refrigerator. There are spacious living and dining areas, and access to a shared washer and dryer. Enjoy the shared, fully

    1932 Lake St Unit ID1094234P, Oviedo, FL 32765
  • /10

    $1,875 per month

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

    154 Tuskawilla Rd Unit 412, Winter Springs, FL 32708

    Want to be within walking distance to the Winter Springs Town Center? This is it! Beautiful 2nd 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 412, Winter Springs, FL 32708
  • /20

    $4,656 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    1983 Spring Ave Unit ID1365830P, Oviedo, FL 32765

    Your home away from home! This 3-bedroom, 2-bath apartment accommodates up to 5 people and offers a cozy fireplace and plenty of space to feel at home.This apartment features a living room, dining area, and a fully equipped kitchen with a fridge and microwave. Guests have access to a shared, unfenced patio and shared laundry facilities.Parking is available for up to 2 cars (shared). This

    1983 Spring Ave Unit ID1365830P, Oviedo, FL 32765
  • /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
  • /7

    $250 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1824 Lake St, Oviedo, FL 32765

    Property Id: 2274885Make yourself at home in this comfortable room for rent in Oviedo! Enjoy access to a cozy fireplace, fully equipped kitchen, fast Wi-Fi, and plenty of space to relax or work. Perfect for remote workers, solo travelers, or small groups. Just 30 minutes from the airport and close to Orlando's top attractions. Pet-friendly too! Book your stay today and feel right at home.

    1824 Lake St, Oviedo, FL 32765
  • /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
  • /2

    $1,680 per month

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

    624 Huntly Ln, Winter Springs, FL 32708

    Welcome to this 2-bed, 2-bath townhome in Winter Springs. Located in a quiet, well-maintained community close to parks, schools, shopping, and local amenities. If you sign the lease in December and move in by January 31st 2026 receive a $1000 credit for January rent. Unit is being turned ready for move in estimated 12/22/2025.

    Brittany Brown HOOK & LADDER REALTY OF CENTRAL FLORIDA, LLC

    624 Huntly Ln, Winter Springs, FL 32708
  • /21

    $1,595 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 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. Relax and take in the serene water views right from your backyard, with direct canal access leading into Lake Jessup, perfect for enjoying nature, fishing, or

    Vicky Aeschilman LA ROSA REALTY CW PROPERTIES L

    1954 Boat Club Rd, Oviedo, FL 32765
  • /25

    $2,250 per month

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

    1662 Orrington Payne Place, Casselberry, FL 32707

    Welcome to your dream townhome in the heart of Casselberry, FL. This stunning 3-bedroom, 2.5-bathroom property offers a perfect blend of comfort and style. The two-story layout features beautiful wood floors throughout, adding a touch of elegance to the spacious living areas. The fully equipped kitchen boasts modern stainless-steel appliances, ready to inspire your inner chef. The primary suite

    Justin Recca INNOVATIVE REALTY, LLC

    1662 Orrington Payne Place, Casselberry, FL 32707
  • /17

    $2,995 per month

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft
    • House for Rent

    652 Legacy Park Dr, Casselberry, FL 32707

    Gorgeous and spacious, 4 Bedroom 2.5 bathroom home; nestled in the very desirable Legacy Park neighborhood. EXCELLENT PRIVATE & PUBLIC SCHOOLS and Walking Distance to "The Geneva School". Upon entering, you'll immediately notice the spacious open floor plan and HIGH ceilings that creates an inviting, bright and airy atmosphere. The main level features a generous living area, perfect for family &

    Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

    652 Legacy Park Dr, Casselberry, FL 32707

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