$1,263 - $3,564 per month
The Avenues at Winter Springs
1 - 3 Beds
1 Laurel Oaks Dr, Winter Springs, FL 32708
23
Highlands Homes for Rent
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1 Laurel Oaks Dr, Winter Springs, FL 32708
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Explore Highlands
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$2,017 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
1726 Pineview Ave, Longwood, FL 32750
1726 Pineview Ave, Longwood, FL 32750Bright and Spacious Home Available NOW! Priced Low, Call Now, Property Has Been Professionally Refurbished, Very Clean Property, Move In Ready, 2 Car Garage, Plenty Of Parking, Huge Master Suite, Living, Family & Dining Rooms, Tile Flooring Throughout, Freshly Painted, Ceiling Fans In Many Rooms, All Ceiling Fans With Lights Have Remotes. The deposit amount is based upon the application
Jay Myers ORLANDO REALTY & PROPERTY MGNT
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$1,100 - $1,600 per month
101 Mosswood Cir, Winter Springs, FL 32708Mosswood
Studio - 2 Beds
101 Mosswood Cir, 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
113 Kristi Ann Ct, Winter Springs, FL 32708Location, 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
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$1,238 - $1,939 per month
300 Sheoah Blvd, Winter Springs, FL 32708Seville on the Green
1 - 3 Beds
300 Sheoah Blvd, 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
640 Macduff Ln Unit B, Winter Springs, FL 32708For 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
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$1,174 - $1,799 per month
170 N Gardenridge Ct, Winter Springs, FL 32708Moss Park
1 - 4 Beds
170 N Gardenridge Ct, 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
50 Moree Loop Unit 39, Winter Springs, FL 32708Dreams 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
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$2,125 per month
- 4 Beds
- 2 Baths
- 1,394 Sq Ft
- House for Rent
80 N Edgemon Ave, Winter Springs, FL 32708
80 N Edgemon Ave, Winter Springs, FL 32708Lease 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
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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
230 Moree Loop Unit 3, Winter Springs, FL 32708Three 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
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$2,150 per month
- 3 Beds
- 1 Bath
- 1,026 Sq Ft
- House for Rent
1202 Thomas Cir, Winter Springs, FL 32708
1202 Thomas Cir, Winter Springs, FL 32708Beautiful 3 bedroom, 1 bathroom, 1 car garage with fenced-in backyard single family home for rent. Renovated interior & exterior in 2024. Will accept 1 dog under 20 lbs with a $300 nonrefundable pet deposit. Minimum credit score of 640 required. Total to move in - $2,150 security deposit plus $2,150 first month's rent.
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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
10 Sheoah Blvd Unit 7, Winter Springs, FL 32708Spacious 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
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$3,180 per month
- 4 Beds
- 3 Baths
- 2,933 Sq Ft
- House for Rent
109 Lisa Loop, Winter Springs, FL 32708
109 Lisa Loop, Winter Springs, FL 32708Lease 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 $3324.90. That covers your base rent, $3180.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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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
317 San Gabriel St, Winter Springs, FL 32708Welcome 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
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$2,240 per month
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
- House for Rent
213 Sweetgum Ct, Winter Springs, FL 32708
213 Sweetgum Ct, Winter Springs, FL 32708Lease 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 $2384.90. That covers your base rent, $2240.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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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
705 Woodlawn Dr, Winter Springs, FL 32708Looking 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
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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
367 Masson Ct, Winter Springs, FL 32708Coming 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
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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
50 N Fairfax Ave Unit 50, Winter Springs, FL 32708One 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
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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
762 S Edgemon Ave, Winter Springs, FL 32708This 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
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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, FL 32708181 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
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$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,914 Sq Ft
- Townhouse for Rent
452 Harbor Winds Ct, Winter Springs, FL 32708
452 Harbor Winds Ct, Winter Springs, FL 32708Welcome 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
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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
506 San Gabriel Ct, Winter Springs, FL 32708Move 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
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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
208 Perth Ct Unit B, Winter Springs, FL 32708Highlights: 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
Why Live in 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.
Rentals in Highlands
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