$1,615 - $2,128 per month
Legends Winter Springs
1-3 Beds
440 Courtney Springs Cir, Winter Springs, FL 32708
68
Winter Springs, FL Homes for Rent
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440 Courtney Springs Cir, Winter Springs, FL 32708
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$3,500 per month
- 4 Beds
- 3.5 Baths
- 2,686 Sq Ft
- House for Rent
1780 Otisco Way, Winter Springs, FL 32708
1780 Otisco Way, Winter Springs, FL 32708Discover a rare rental opportunity in the beautiful, tree-lined Chelsea Woods neighborhood within the Tuskawilla Country Club community. This spacious 4-bedroom, 2.5-bath home on a corner lot offers comfort, privacy, and room to breathe—plus a 3-car garage and a long driveway with RV hookup, perfect for guests or extra vehicles.Step inside and be greeted by an inviting fireplace and a
Joel Garay LOKATION
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$1,123 - $3,574 per month
1 Laurel Oaks Dr, Winter Springs, FL 32708The Avenues at Winter Springs
1-3 Beds
1 Laurel Oaks Dr, 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
1162 Spotted Sandpiper Loop, Winter Springs, FL 32708Luxury 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
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$1,580 - $2,000 per month
150 Bear Springs Dr, Winter Springs, FL 32708RIZE at Winter Springs
1-3 Beds
150 Bear Springs Dr, Winter Springs, FL 32708
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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
613 Casa Park Court B Ct N Unit B, Winter Springs, FL 32708Welcome 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
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$2,100 per month
154 Tuskawilla Rd, Winter Springs, FL 32708Experience Upscale Living at Terra Villa P...
2 Beds
154 Tuskawilla 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
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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$1,100 - $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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$2,697 per month
- 3 Beds
- 2.5 Baths
- 1,735 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressThis 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
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$1,700 - $3,020 per month
990 English Town Ln, Winter Springs, FL 32708The Eli Winter Springs Apartments
1-3 Beds
990 English Town Ln, Winter Springs, FL 32708
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$2,750 per month
- 3 Beds
- 2 Baths
- 1,873 Sq Ft
- House for Rent
1001 E Pebble Beach Cir, Winter Springs, FL 32708
1001 E Pebble Beach Cir, Winter Springs, FL 32708Lawn 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
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$1,375 - $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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$1,420 - $2,208 per month
4545 Willa Creek Dr, Winter Springs, FL 32708Tuskawilla at Winter Springs
1-3 Beds
4545 Willa Creek Dr, Winter Springs, FL 32708
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$1,650 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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$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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$1,900 per month
- 2 Beds
- 2.5 Baths
- 1,275 Sq Ft
- Townhouse for Rent
197 Constitution Way, Winter Springs, FL 32708
197 Constitution Way, Winter Springs, FL 32708Available 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
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$1,669 - $3,260 per month
1700 Integra Land Way, Winter Springs, FL 32708Integra 360
1-3 Beds
1700 Integra Land Way, Winter Springs, FL 32708
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$2,200 per month
- 2 Beds
- 1.5 Baths
- 1,359 Sq Ft
- House for Rent
505 Shadow Glenn Place, Winter Springs, FL 32708
505 Shadow Glenn Place, Winter Springs, FL 32708COZY 2/2 condo townhome, in Winter Springs, both bedrooms up and share a bath. This place has been meticulouly maintained that offers maintenance free lifestyle.New Plumbing, new electric, new paint, new carpet. Looks great. Nice and clean. Screened porch and deck, fenced. Community pool. Updated and perfect location.
Denise McKinley RE/MAX TOWN & COUNTRY REALTY
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$2,515 per month
- 4 Beds
- 2 Baths
- 1,740 Sq Ft
- House for Rent
893 Benchwood Dr, Winter Springs, FL 32708
893 Benchwood Dr, Winter Springs, FL 32708Please 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
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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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$2,510 per month
- 4 Beds
- 2 Baths
- 1,956 Sq Ft
- House for Rent
515 Pleasant Grove Dr, Winter Springs, FL 32708
515 Pleasant Grove Dr, 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 $2654.90. That covers your base rent, $2510.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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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
122 Stone Gable Cir, Winter Springs, FL 32708This 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
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$1,800 per month
- 2 Beds
- 2 Baths
- 1,359 Sq Ft
- Townhouse for Rent
505 Shadow Glen Place, Winter Springs, FL 32708
505 Shadow Glen Place, Winter Springs, FL 32708Property Id: 1840361Welcome to a beautifully updated and meticulously maintained home with a truly worry-free and maintenance-free lifestyle. This exceptional property seamlessly blends modern updates with thoughtful community amenities, including grass cutting, common areas, garbage pickup, pool access, clubhouse, grilling area, picnic tables, two assigned parking spots, ample visitor
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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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$2,159 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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$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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$2,170 per month
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
- House for Rent
1380 San Diego Ct, Winter Springs, FL 32708
1380 San Diego 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 $2314.90. That covers your base rent, $2170.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,800 per month
- 3 Beds
- 3 Baths
- 2,302 Sq Ft
- House for Rent
136 Stone Gable Cir, Winter Springs, FL 32708
136 Stone Gable Cir, Winter Springs, FL 32708Welcome to Stone Gable in Winter Springs! This spacious and beautifully maintained 3-bedroom, 3-bath home offers modern comfort and convenience. The open-concept layout includes a versatile upstairs loft—ideal for a home office, playroom, or extra living space. Enjoy the ease of a 2-car garage, in-home washer and dryer, and included landscaping services. Professionally managed for peace of mind,
Alison Ashby CORCORAN PREMIER REALTY
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$2,715 per month
- 4 Beds
- 2 Baths
- 1,954 Sq Ft
- House for Rent
848 Benchwood Ct, Winter Springs, FL 32708
848 Benchwood Ct, Winter Springs, FL 32708We 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
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$2,699 per month
- 3 Beds
- 2.5 Baths
- 1,784 Sq Ft
- House for Rent
213 Gentle Breeze Ln, Casselberry, FL 32708
213 Gentle Breeze Ln, Casselberry, FL 32708Winter Springs Awesome House for Rent3 BEDROOMS AND 2.5 FULL BATHROOMS HOME IN TUSKAWILLA CROSSING !!! Available to move in. This home has an open floor plan; the Kitchen is loaded with upscale quartz countertops and GE stainless steel appliances. The master bathroom has dual sinks, a garden tub, and a walk-in shower. This family-friendly community, situated in Winter Springs’ highly
Jaime Hernandez INTOP PROPERTY MANAGEMENT
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$2,290 per month
- 4 Beds
- 2 Baths
- 1,592 Sq Ft
- House for Rent
1335 Palo Alto Ct, Winter Springs, FL 32708
1335 Palo Alto 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 $2554.90. That covers your base rent, $2290.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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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
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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$1,999 per month
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- House for Rent
633 Alton Rd, Winter Springs, FL 32708
633 Alton Rd, 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 $2143.90. That covers your base rent, $1999.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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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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$2,399 per month
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
- House for Rent
1032 Weathered Wood Cir, Winter Springs, FL 32708
1032 Weathered Wood Cir, Winter Springs, FL 32708This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,548 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a
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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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$3,429 per month
- 4 Beds
- 3 Baths
- 3,180 Sq Ft
- House for Rent
1496 Wescott Loop, Winter Springs, FL 32708
1496 Wescott Loop, Winter Springs, FL 32708This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 3.0 bathrooms, and approximately 3,180 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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$10,000 per month
- 4 Beds
- 3 Baths
- 3,790 Sq Ft
- House for Rent
610 Tina Ln, Winter Springs, FL 32708
610 Tina Ln, Winter Springs, FL 32708Available for lease. Welcome to 610 Tina Lane, a private five-acre equestrian estate with a remodeled 3,800-square-foot pool home with three-car garage on five acres and 2,500 square feet of fencing. This is a split-plan one-floor home with high ceilings throughout and porcelain Italian tile flooring. The kitchen boasts stainless steel appliances, a large kitchen island, wine refrigerator, Miele
Andy Holland PREMIER SOTHEBY'S INTL. REALTY
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