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Highlands Homes for Rent

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    $1,129 - $3,146 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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    $1,595 per month

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

    413 Sheoah Blvd Unit 3, Winter Springs, FL 32708

    Very nice first floor 2/2 cond. Enjoy the front and rear screened area after a hard days work. Split plan for your privacy. Community pool on grounds

    Jodi Nielsen OVER THE TOP REALTY LLC

    413 Sheoah Blvd Unit 3, 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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    $1,300 per month

    • 2 Beds
    • 1.5 Baths
    • 1,350 Sq Ft
    • Townhouse for Rent

    120 Lori Anne Ln Unit 124, Winter Springs, FL 32708

    Beautiful 2 Bedroom and 2 Bath townhome located in the heart of Winter Springs! The floor plan offers an open-concept living and dining room and NO Carpet throughout the home! The two bedrooms and one-and-a-half bathrooms hold plenty of space. Enjoy the exterior back by relaxing on the patio! Lawn Care INCLUDED!! Majestic oaks with beautiful fall colors! Close to the 417 for easy access. Nearby

    Jason Hamilton THE REALTY MEDICS

    120 Lori Anne Ln Unit 124, Winter Springs, FL 32708
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    $1,294 - $1,659 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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    $1,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    425 Sheoah Blvd Unit 29, Winter Springs, FL 32708

    Welcome to your new home in the highly sought-after Highlands Community! This beautifully renovated 3-bedroom, 2.5-bathroom condo in Winter Springs offers 1,400 square feet of modern elegance and cozy charm, creating the perfect space for you to settle in and thrive. The main floor features an open floor plan that seamlessly blends a welcoming living room with brand-new vinyl flooring and a

    Eric Campbell LPT REALTY, LLC

    425 Sheoah Blvd Unit 29, Winter Springs, FL 32708
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    $1,174 - $1,799 per month

    Moss Park

    1-4 Beds

    170 N Gardenridge Ct, Winter Springs, FL 32708

    Learn more about our current Move-In Specials and save today!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

    170 N Gardenridge Ct, Winter Springs, FL 32708
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    $2,185 per month

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

    655 David St, 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

    655 David St, Winter Springs, FL 32708
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    $2,460 per month

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • House for Rent

    328 Inglenook 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 $2604.90. That covers your base rent, $2460.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    328 Inglenook Cir, Winter Springs, FL 32708
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    $1,350 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
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    $2,045 per month

    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft
    • House for Rent

    13 Elkwood 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 $2189.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    13 Elkwood Ct, Winter Springs, FL 32708
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    $1,999 per month

    • 3 Beds
    • 2 Baths
    • 1,317 Sq Ft
    • House for Rent

    330 Kirkcaldy Dr, Winter Springs, FL 32708

    Fully remodeled & completely updated 3/2 home in Winter Springs! This home features 3 Bedrooms, 2 Baths with open concept. The new eat in kitchen overlooks the spacious living & dining room. The kitchen features granite counters, new black stainless steel appliances, white shaker cabinetry with soft close feature. Same cabinetry in bathrooms. Split master bedroom floor plan plus a "flex

    Kathi Thomas LEGACY CORNERSTONE INC

    330 Kirkcaldy Dr, Winter Springs, FL 32708
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    $2,045 per month

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

    107 Sundance Ct, Winter Springs, FL 32708

    Located in the Seasons of Mt Greenwood neighborhood, this spacious 3-bedroom, 2-bathroom property at 107 Sundance Ct offers 1161 square feet of comfortable living space. The kitchen is equipped with a full suite of stainless steel appliances and ample white cabinets, making meal prep a breeze. The primary bedroom has an attached bath and walk-in closet. Enjoy the convenience of washer/dryer

    107 Sundance Ct, Winter Springs, FL 32708
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    $2,100 per month

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

    205 San Gabriel St, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Recently updated Single Family Home in a quiet community. Close to shopping and top rated schools. 20 minutes from Downtown Orlando. Please note, some images have been virtually staged to show the potential of the space

    Emilio Cardenal INTERINVESTMENTS REALTY, INC.

    205 San Gabriel St, Winter Springs, FL 32708
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    $2,395 per month

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

    705 Woodlawn Dr, Winter Springs, FL 32708

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    705 Woodlawn Dr, Winter Springs, FL 32708
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    $1,475 per month

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft
    • Apartment for Rent

    107 Cory Ln, Winter Springs, FL 32708

    This spacious 2 bed/2 bath condo in Winter Springs is cute and cozy. Newly renovated with tile and carpeted closets, this beautiful condo features a kitchen with plenty of cabinet space and an open living and dining room combo that leads to the screened-in back porch. The large master bedroom hosts a private bathroom and plenty of storage space. BR #2 will accommodate a queen bed or two twins.

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    107 Cory Ln, Winter Springs, FL 32708
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    $2,280 per month

    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • House for Rent

    113 Murphy Rd, 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

    113 Murphy Rd, Winter Springs, FL 32708
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    $1,395 per month

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    220 Moree Loop Unit 6, Winter Springs, FL 32708

    This cozy ground-floor 1-bedroom, 1-bath condo in Baytree Village, Altamonte Springs, offers comfort and convenience. Enjoy a spacious walk-in closet, in-suite laundry, and a large screened-in private lanai—perfect for relaxing outdoors. Located in a well-maintained community near shopping, dining, and major highways, this home is a fantastic rental opportunity. Schedule a tour today!

    David Weber STATE PROPERTY MANAGEMENT LLC

    220 Moree Loop Unit 6, Winter Springs, FL 32708
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    $2,290 per month

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

    337 Riunite 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 This home is priced to rent

    337 Riunite Cir, Winter Springs, FL 32708
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    $1,700 per month

    • 2 Beds
    • 1 Bath
    • 748 Sq Ft
    • House for Rent

    406 E State Road 434, Winter Springs, FL 32708

    Lovely one bedroom, one bathroom home with access to major roads. Washer & dryer included in the property, and a spacious kitchen.

    Rosa Grisanti NONA LEGACY POWERED BY LA ROSA

    406 E State Road 434, Winter Springs, FL 32708
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    $1,450 per month

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

    105 Cory Ln, Winter Springs, FL 32708

    Discover this stunning 2-bedroom, 2-bathroom condo, perfectly situated near SR434, Hwy. 17/92, and the 417 toll road. Enjoy the convenience of easy access to major highways and local attractions.Step inside to find a spacious and inviting interior, freshly painted and adorned with new carpeting. The open-concept kitchen, complete with a convenient pass-through, seamlessly flows into the

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    105 Cory Ln, 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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    $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

About Highlands

Highlands in Winter Springs, Florida, is a neighborhood known for its lush natural scenery and access to urban amenities. The area is part of the Seminole County Public Schools, a Premier National School District, with highly rated institutions like Indian Trails Middle and Winter Springs High School. The neighborhood features a mix of single-family homes, condos, and townhomes, with styles ranging from ranch-style to Spanish-revival, built primarily in the mid-to-late 20th century. The Highlands Homeowner's Association provides amenities such as tennis courts, a junior-sized Olympic swimming pool, a playground, a lakeside park, nature trails, and an outdoor grill area. Residents enjoy proximity to several parks, including Spring Hammock Preserve with its ancient bald cypress trees and Soldiers' Creek Park, which offers championship baseball fields and access to the Cross Seminole Trail. Torcaso Park provides a nautical-themed playground and splash pad for children, while anglers can fish in Lake Jessup. Dining options include Chilangos for Mexican cuisine, Argentinian Bakery and Café for sweet treats, and Victorio's for Italian fare. The Winter Springs Town Center offers shopping and nightlife, with additional retail options at nearby Altamonte Mall and Oviedo Mall. Highlands is safer than the national average, making it a practical choice for families. While biking is popular, most residents rely on cars and trucks, with public buses and SunRail providing transportation to Downtown Orlando, 15 miles away. The neighborhood hosts events like the Central Florida Scottish Highland Games and the Hometown Harvest Festival, adding to its community appeal.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Highlands?
The most popular neighborhoods for renters near Highlands are Longwood Lakes, Greenwood Lakes, Lake Howell, Alaqua and Dreamworld.
What are the most popular zip codes for renters near Highlands?
The most popular zip codes for renters near Highlands are 32835, 34787, 32822, 34786 and 32811.
How to Rent a Home