34

Winter Springs, FL Houses for Rent

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  • /29

    $2,250 Per Month

    • 4 Beds
    • 2 Baths
    • 1,571 Sq Ft
    • House for Rent

    1311 Alfonzo Cir, Winter Springs, FL 32708

    Dreams Do Come True! Spacious 4 bedroom, 2 bathroom with almost 1600 sqft ranch-style home available for rent in the desirable Sunrise community of Winter Springs. This well-maintained property features an open floor plan with neutral colors, tile, wood, and carpet flooring throughout. The master bedroom includes a walk-in closet and direct access to the screened-in patio, which overlooks a

    Agent Photo

    Freddie Crespo

    INVESTOR'S REAL ESTATE LLC

    (321) 449-3653

    1311 Alfonzo Cir, Winter Springs, FL 32708
  • /20

    $2,105 Per Month

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

    107 Sundance Ct, Winter Springs, FL 32708

    Experience the perfect blend of modern style and functional living in this impressive 1,161 sq ft residence, designed for a seamless single-story layout. The inviting interior features a bright, open-concept layout with stylish wood-look flooring and soaring vaulted ceilings, where the spacious living area flows directly into a contemporary kitchen fully equipped with a complete suite of

    (321) 419-1566

    107 Sundance Ct, Winter Springs, FL 32708
  • /17

    $2,525 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 $2669.90. That covers your base rent, $2525.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 599-4926

    328 Inglenook Cir, Winter Springs, FL 32708
  • /2

    $2,615 Per Month

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft
    • House for Rent

    241 Holiday Ln, 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

    (689) 308-1908

    241 Holiday Ln, Winter Springs, FL 32708
  • /16

    $2,330 Per Month

    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft
    • House for Rent

    228 Bitterwood 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,

    (689) 220-3714

    228 Bitterwood St, Winter Springs, FL 32708
  • /6

    $2,199 Per Month

    • 3 Beds
    • 2 Baths
    • 1,441 Sq Ft
    • House for Rent

    646 Marlin 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 $2343.90. That covers your base rent, $2199.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 463-4764

    646 Marlin Rd, Winter Springs, FL 32708
  • /20

    $2,745 Per Month

    • 4 Beds
    • 2 Baths
    • 1,977 Sq Ft
    • House for Rent

    814 Big Buck 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 $2889.90. That covers your base rent, $2745.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 475-7069

    814 Big Buck Cir, Winter Springs, FL 32708
  • /16

    $2,640 Per Month

    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft
    • House for Rent

    116 S Moss Rd, 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 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    (321) 306-6367

    116 S Moss Rd, Winter Springs, FL 32708
  • /16

    $2,155 Per Month

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • House for Rent

    109 N Alderwood 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,

    (321) 320-6605

    109 N Alderwood St, Winter Springs, FL 32708
  • /16

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Unit

    1445 Bird Rd, Winter Springs, FL 32708

    This property is available. Please inquire on this site to schedule a showing. Welcome to the first-floor rental at your dream home located at 1445 Bird Road, Winter Springs, FL 32708. This stunning property offers a blend of elegance and modern comfort, set on a spacious lot with lush surroundings. As you enter through the gated driveway, you're greeted by a grand two-story residence

    Unit

    (321) 621-1474

    1445 Bird Rd, Winter Springs, FL 32708
  • /16

    $2,420 Per Month

    • 4 Beds
    • 3 Baths
    • 1,462 Sq Ft
    • House for Rent

    644 Cypress Ln, 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,

    (321) 465-7218

    644 Cypress Ln, Winter Springs, FL 32708
  • /10

    $2,495 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,859 Sq Ft
    • House for Rent

    320 Cello 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 $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 405-1608

    320 Cello Cir, Winter Springs, FL 32708
  • /17

    $3,095 Per Month

    • 4 Beds
    • 2 Baths
    • 1,977 Sq Ft
    • House for Rent

    951 Blueberry Hollow 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 $3359.90. That covers your base rent, $3095.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    (321) 459-6404

    951 Blueberry Hollow Ct, Winter Springs, FL 32708
  • /19

    $2,435 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    (321) 495-6125

    337 Riunite Cir, Winter Springs, FL 32708
  • /16

    $3,085 Per Month

    • 4 Beds
    • 2 Baths
    • 2,078 Sq Ft
    • House for Rent

    1400 Ponce de Leon Blvd, 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 is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    (689) 330-0959

    1400 Ponce de Leon Blvd, Winter Springs, FL 32708
  • /16

    $1,815 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • House for Rent

    542 Colonnades Cove, Casselberry, FL 32707

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 2.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    (321) 399-2640

    542 Colonnades Cove, Casselberry, FL 32707
  • /16

    $2,260 Per Month

    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft
    • House for Rent

    1260 Palm Dr, Oviedo, FL 32765

    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,

    (321) 352-3839

    1260 Palm Dr, Oviedo, FL 32765
  • /26

    $2,495 Per Month

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • House for Rent

    103 Golden Crest Ct, Winter Springs, FL 32708

    Very nice executive home in Gated Community of Eagles Watch in the Tuscawilla community. Very easy access to major roadways, shopping and the Cross Seminole Fitness Trail. You can access the trail from your back door after a short 20' walk through the woodland barrier. Step in through the front door to a spacious formal living room and family room combination. Around the corner to the kitchen

    Joe Thomas CLASSIC 1 REALTY INC

    103 Golden Crest Ct, Winter Springs, FL 32708
  • /14

    $1,595 Per Month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • 2/1.5 Winter Springs Townhome with screened patio-MOVE IN SPECIAL: $200 OFF FIRST MONTH'S RENT

    133 Garden Dr, Winter Springs, FL 32708

    MOVE IN SPECIAL: $200 OFF FIRST MONTH'S RENT. This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for

    133 Garden Dr, Winter Springs, FL 32708
  • /9

    $1,800 Per Month

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    216 Bennett St, Winter Springs, FL 32708

    Call today for this cozy three bedroom one bath house in Winter Springs.

    Joseph Torres JAT PROPERTY MANAGEMENT LLC

    216 Bennett St, Winter Springs, FL 32708
  • /19

    $2,500 Per Month

    • 5 Beds
    • 3.5 Baths
    • 1,960 Sq Ft
    • Large, End Unit 5B/3.5B Townhome - Gated Community, Heritage Commons

    3841 White Birch Run, Winter Springs, FL 32708

    ~ All carpet shown in photos recently replaced to LVP ~ Freshly painted prior to move in (Sherwin Williams, Agreeable Grey) ~You will love this spacious 5 BR townhome with 3.5 baths located in gated Heritage Commons in Winter Springs convenient to 417, shopping, restaurants, parks and more.Offering great Seminole County schools, but also a very well maintained community with a

    3841 White Birch Run, Winter Springs, FL 32708
  • /37

    $4,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft
    • House for Rent

    4951 Courtland Loop, Winter Springs, FL 32708

    For rent & for sale

    Carolina Taborda MOMENTUM REALTY

    4951 Courtland Loop, Winter Springs, FL 32708
  • /28

    $3,397 Per Month

    • 4 Beds
    • 3 Baths
    • 2,136 Sq Ft
    • Beautifully Updated 4-Bedroom Pool Home in Winding Hollow

    116 Brookshire Ct, Winter Springs, FL 32708

    Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the desirable Winding Hollow subdivision of Winter Springs. Featuring great curb appeal, a manicured lawn, mature landscaping, and an inviting entry, this home offers comfort, style, and easy Florida living.Inside, you’ll find a bright, open layout with warm wood flooring, neutral finishes, crown molding, and spacious

    116 Brookshire Ct, Winter Springs, FL 32708
  • /11

    $2,450 Per Month

    • 4 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • House for Rent

    142 Bayberry Ct, Winter Springs, FL 32708

    Well maintained 4 Bedroom/2 bath home includes a large bonus office/den. New Kitchen, Gas HVAC system, washer and dryer included. Large fenced rear yard on corner lot. Covered patio perfect for entertaining. Pets must be Owner approved (Dog $400 non-refundable pet deposit) Cat $200 non-refundable pet deposit. Spacious family home.

    Roxanne Rose ROSE PROPERTY MANAGEMENT INC

    142 Bayberry Ct, Winter Springs, FL 32708
  • /20

    $2,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • Fantastic 3 BR Townhome in Gated Winter Springs community with Pool and great schools

    310 Freedom's Ring Dr, Winter Springs, FL 32708

    Heritage park is a gated community convenient to 434, I4, 417 and is one of Winter Springs most desirable neighborhoods zoned for the best Winter Springs schools.The townhouse includes a convenient floor plan with a half bath and living/dining areas on the carpet-free main floor. The kitchen offers plenty of counter and cabinet space, a coffe bar area, with an open floor plan that

    310 Freedom's Ring Dr, Winter Springs, FL 32708
  • /15

    $2,119 Per Month

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,255 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /11

    $2,350 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,835 Sq Ft
    • House for Rent

    1981 Saffron Ct, Oviedo, FL 32765

    Gorgeous 3/2.5 townhouse in gated community, with community pool and lots of upgrades. Single garage, Tile downstairs and carpet upstairs. Screen patio. The kitchen offers plenty of storage cabinets, an oversized island and a sizable kitchen pantry. All the bedrooms are located upstairs for complete privacy. Nice community pool. Enjoy convenient access to shopping, restaurants and close proximity

    1981 Saffron Ct, Oviedo, FL 32765
  • /20

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • House for Rent

    1334 Palo Alto Ct, Winter Springs, FL 32708

    A Must-See Gem in Winter Springs! This beautifully remodeled 2-bedroom, 2-bathroom home is move-in ready and packed with modern features, including a fully fenced oversized backyard, a 2-car garage, and an Electric Car Charging Port. Conveniently located near Winter Springs, Orlando, UCF, and major highways, this home offers both comfort and accessibility. From the moment you arrive, you’ll

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    1334 Palo Alto Ct, Winter Springs, FL 32708
  • /31

    $2,499 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft
    • House for Rent

    665 Oak Lake Ln, Winter Springs, FL 32708

    Beautiful Jesups Landing 3-bedroom, 2.5-bath townhome available for occupancy July 1, 2026. Upgrades include plantation shutters, laminate wood and tile flooring, stainless steel appliances, and modern fixtures. Upstairs hallway features custom California Closet built-in cabinetry with hamper storage for added organization. Primary suite opens to a huge screened-in patio overlooking conservation!

    665 Oak Lake Ln, 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
  • /29

    $2,450 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft
    • House for Rent

    1259 Marley Ln, Winter Springs, FL 32708

    Jesup's Landing Townhome for Rent in Winter Springs! Located near Central Winds Park just minutes from the 417, and just walking distance from Winter Springs Town Center, Park, Cross Seminole Trail, plus Shopping and Dining. Two Story Townhome features 3 Bedrooms, 2 1/2 Bathrooms, Ceiling Fans, Eat-in Kitchen, Quartz Countertops, Upgraded Backsplash, Counter Height Breakfast Bar, Kitchen/Family

    1259 Marley Ln, Winter Springs, FL 32708
  • /19

    $2,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft
    • 3 Bedroom Plus Office and Bonus Room Near Downtown Oviedo

    1675 De Leon St, Oviedo, FL 32765

    Great location! Close to downtown Oviedo. Large Living room with brick wood burning fireplace. Terrazzo floors throughout the property are in excellent condition. Three large bedrooms plus an office. There is also a large bonus room room with half bath. The master features two closets, one of which is a walk in closet. Hall bathroom is extra large and features two vanities, shelves and tub/shower

    1675 De Leon St, Oviedo, FL 32765
  • /37

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • House for Rent

    1046 Winter Springs Blvd, Winter Springs, FL 32708

    Discover the charm of our stunning rental home located in the vibrant heart of Winter Springs, FL. Nestled on a spacious 0.4-acre lot, this property boasts a fully fenced backyard with a serene conservation area behind it, offering ample space and exceptional privacy.Inside, you'll find an abundance of open space complemented by elegant LVP and tile flooring. The home features beautifully

    1046 Winter Springs Blvd, Winter Springs, FL 32708
  • /24

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft
    • The Highlands in Winter Springs

    10 Sheoah Blvd, Winter Springs, FL 32708

    Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the

    10 Sheoah Blvd, Winter Springs, FL 32708

Frequently Asked Questions

How much does it cost to rent a single-family home in Winter Springs, FL?
The median rent for a single-family home in Winter Springs, FL is $2,125 per month, though prices vary by neighborhood, size, and property type. As of June 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Winter Springs, FL?
To comfortably afford the median rent in Winter Springs, FL, a household needs to earn roughly $85,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,125 per month in Winter Springs, FL, renters typically need to show $6,375 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winter Springs, FL?
In Winter Springs, FL, the price-to-rent ratio is 16.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winter Springs, FL are best for renting a single-family home?
The best neighborhood for renting in Winter Springs, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include Highlands, Lake Howell, Longwood Lakes, Beck Hammock and Greenwood Lakes, each with its own character and price range.

Rental Home Trends in Winter Springs, FL

Rental Home Trends

Number of Houses for Rent
34
Median Single Family Home Rent
$2,125
Median 3 Bedroom Single Family Home Rent
$2,170
Median 4 Bedroom Single Family Home Rent
$2,700
Median 5 Bedroom Single Family Home Rent
$4,350
How to Rent a Home