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Studio to 5 Bedroom Homes for Rent in Highlands

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  • /18

    $1,295 per month

    • 2 Beds
    • 1.5 Baths
    • 925 Sq Ft
    • Condo for Rent

    125 Lori Anne Ln Unit 125, Winter Springs, FL 32708

    Nice Move-in ready TWO Bedroom/ 1.5 Bath condo style unit. Located in the north side of Winter Springs, near Moss Road. This unit has ALL LPV flooring, New microwave, completely repainted on the inside and Kitchen has Large Eat-in area, plus Granite counter tops... There is Assigned Parking and the unit is on the Second level. Call today to get pre-qualified and schedule a viewing

    Agent Photo

    Bobby Keen

    KEEN REALTY GROUP, INC.

    (321) 497-0294

    125 Lori Anne Ln Unit 125, Winter Springs, FL 32708
  • /15

    $1,875 per month

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

    116 Deer Song Dr, Winter Springs, FL 32708

    Cozy 3 bedrooms 2 bath Single family Home located in the desirable Winter Springs community featuring a Living Dinning kitchen combo area open to a screened porch with a little cute backyard with a shed great for storage , Property is fenced for more convenient .Includes Laundry with washer & Dryer . Association paid by owner featuring community. Property Located right down the street from the

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    (321) 472-5735

    116 Deer Song Dr, Winter Springs, FL 32708
  • /103

    $1,077 - $1,993 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
  • /7

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft
    • House for Rent

    314 San Rafael St, Winter Springs, FL 32708

    AVAILABLE NOW! Adorable 1 bedroom, 1 bath villa with fenced area, open patio, shed, all tile flooring, washer and dryer included. Living room/dining area combined, all appliances except microwave. Enjoy the pool and tennis courts too! EQUAL HOUSING OPPORTUNITY

    Kelly Carr CFRP REALTY LLC

    314 San Rafael St, Winter Springs, FL 32708
  • /53

    $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
  • /6

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft
    • House for Rent

    732 Willow Dr, Winter Springs, FL 32708

    Spacious 2 bedrooms 2 baths. Central location! Easy access to all area roadways, schools, shopping, doctors and dining. This home features a convenient carport and garage. No evictions, no section 8.

    maria vega THE EXPERTS TEAM REALTY INC

    732 Willow Dr, Winter Springs, FL 32708
  • /36

    $1,377 - $1,969 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
  • /24

    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,102 Sq Ft
    • House for Rent

    227 San Gabriel St, Winter Springs, FL 32708

    This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.

    Karla Arcelay TRUSTHOME PROPERTIES INC

    227 San Gabriel St, Winter Springs, FL 32708
  • /21

    $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
  • /8

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 735 Sq Ft
    • House for Rent

    326 San Rafael St Unit 59, Winter Springs, FL 32708

    1 Bed/1 Bath Villa in Indian Ridge AVAILABLE NOVEMBER 11th! Super cute, 1 bed/1 bath villa with an enclosed porch to enjoy year round. Laminate and tile flooring in living areas and carpet in the bedroom. Washer and dryer included, small fenced area and a shed. Conveniently located. Call today! ONLY apply via CFRP site not any other site EQUAL HOUSING OPPORTUNITY C F R P Realty is proud to offer

    Kelly Carr CFRP REALTY LLC

    326 San Rafael St Unit 59, Winter Springs, FL 32708
  • /16

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    404 Edwin 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 $1939.90. That covers your base rent, $1795.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    404 Edwin St, Winter Springs, FL 32708
  • /22

    $2,300 per month

    • 4 Beds
    • 2 Baths
    • 1,516 Sq Ft
    • House for Rent

    300 N 3rd St, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Discover the perfect combination of comfort and convenience in this beautifully upgraded 4-bedroom, 2-bathroom home, offering over 1,500 sq. ft. of inviting living space in the heart of Winter Springs. Step inside to find a stylish, modern kitchen featuring granite countertops, sleek cabinetry, and ample room for both cooking and entertaining. The

    Jeremy Porter CANI PROPERTY MANAGEMENT

    300 N 3rd St, Winter Springs, FL 32708
  • /16

    $2,125 per month

    • 4 Beds
    • 2 Baths
    • 2,014 Sq Ft
    • House for Rent

    20 N 2nd St, Winter Springs, FL 32708

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    20 N 2nd St, Winter Springs, FL 32708
  • /16

    $2,125 per month

    • 4 Beds
    • 2 Baths
    • 2,014 Sq Ft
    • House for Rent

    20 2nd St, Winter Springs, FL 32708

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    20 2nd St, Winter Springs, FL 32708
  • /15

    $2,265 per month

    • 4 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • House for Rent

    543 Willow Way, 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    543 Willow Way, 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

    $2,055 per month

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft
    • House for Rent

    336 Cello Cir, 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

    336 Cello Cir, Winter Springs, FL 32708
  • /28

    $2,400 per month

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

    640 Macduff Ln Unit B, 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 B, 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
  • /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
  • /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
  • /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
  • /15

    $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
  • /14

    $1,405 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
  • /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
  • /11

    $1,450 per month

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

    46 N Fairfax Ave Unit 40, Winter Springs, FL 32708

    Welcome home to this cozy 2-bedroom, 1.5-bath apartment in Winter Springs. 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 of comfort and convenience.

    Sloane Wurl SLOANE REALTY, LLC

    46 N Fairfax Ave Unit 40, Winter Springs, FL 32708
  • /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
  • /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
  • /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
  • /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
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