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Winter Park, FL Houses for Rent

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  • /49

    $6,600 Per Month

    • 5 Beds
    • 4 Baths
    • 2,918 Sq Ft
    • House for Rent

    2075 Jewell Ave, Winter Park, FL 32789

    FULLY FURNISHED and move in ready elegant home.A rare find in Winter Park. 5br/4b +bonus loft GEM! Welcome to 2075 Jewel Avenue, an exceptional residence nestled in the heart of Winter Park, 32789—one of Central Florida’s most sought-after communities. Ideally situated just minutes from the vibrant shops and dining along Park Avenue and the scenic beauty of Rollins College, this home offers the

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    2075 Jewell Ave, Winter Park, FL 32789
  • /20

    $2,395 Per Month

    • 5 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    3628 Datura Ct, Winter Park, FL 32792

    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 $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3628 Datura Ct, Winter Park, FL 32792
  • /30

    $4,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,776 Sq Ft
    • House for Rent

    1791 Spruce Ave, Winter Park, FL 32789

    Beautifully renovated 3 bedroom, 2 bath pool home in one of Winter Park's most desirable neighborhoods. Designed with an open floor plan, this home features wood flooring throughout the main living areas, crown molding, and an incredible chef's kitchen with Quartz countertops, a large breakfast bar, custom cabinetry, floating wood shelves, gas range, stainless steel appliances, and abundant

    Agent Photo

    Jennifer King

    CORCORAN PREMIER REALTY

    1791 Spruce Ave, Winter Park, FL 32789
  • /10

    $3,300 Per Month

    • 3 Beds
    • 1 Bath
    • 820 Sq Ft
    • House for Rent

    853 W Lyman Ave, Winter Park, FL 32789

    Property Id: 1403118Our home is convenient for your extended friends and family, remote workers, traveling nurses, Rollins College parents and alum, snowbirds, conference attendees, or exploring travelers who prefer to stay in our home away from home.Three bedrooms (one queen and two double beds) accommodate three couples, Living room has large sectional and flat screen TV (bring

    853 W Lyman Ave, Winter Park, FL 32789
  • /44

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • House for Rent

    3463 Arnel Dr, Winter Park, FL 32792

    Beautiful pool home for rent in Winter Park located in the established Eastbrook community with NO HOA. This home offers 3 bedrooms plus a versatile bonus room, 2 bathrooms, approximately 1,770 sq ft of living space, a 2-car garage, extended driveway, and a private screened pool with fully fenced backyard. Inside, you’ll find a bright and functional layout with comfortable living and dining

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    3463 Arnel Dr, Winter Park, FL 32792
  • /15

    $2,590 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft
    • House for Rent

    3651 Oak Vista Ln, Winter Park, FL 32792

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple!This 3-bedroom, 2.5-bathroom rental home in Winter Park, FL, might be the perfect fit for your lifestyle.

    3651 Oak Vista Ln, Winter Park, FL 32792
  • /20

    $2,550 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,482 Sq Ft
    • House for Rent

    3313 Hamlet Loop, Winter Park, FL 32792

    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 3-bedroom, 2.5-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    3313 Hamlet Loop, Winter Park, FL 32792
  • /16

    $2,390 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,277 Sq Ft
    • House for Rent

    2866 Euston Rd, Winter Park, FL 32789

    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,

    2866 Euston Rd, Winter Park, FL 32789
  • /20

    $2,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 950 Sq Ft
    • House for Rent

    5212 N Indiana Ave, Winter Park, FL 32792

    Property Id: 2594162Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white

    5212 N Indiana Ave, Winter Park, FL 32792
  • /20

    $2,375 Per Month

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft
    • House for Rent

    1546 Peruvian Ln, Winter Park, FL 32792

    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 $2519.90. That covers your base rent, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1546 Peruvian Ln, Winter Park, FL 32792
  • /20

    $2,375 Per Month

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • House for Rent

    7523 Dockside St, Winter Park, FL 32792

    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 $2519.90. That covers your base rent, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7523 Dockside St, Winter Park, FL 32792
  • /20

    $2,395 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    2313 Dunbury Ct, Winter Park, FL 32792

    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 $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2313 Dunbury Ct, Winter Park, FL 32792
  • /11

    $2,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,482 Sq Ft
    • House for Rent

    1840 Bachman Way, Winter Park, FL 32792

    Property Id: 502903Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air,

    1840 Bachman Way, Winter Park, FL 32792
  • /2

    $2,470 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,397 Sq Ft
    • House for Rent

    3439 Allston Ln, Winter Park, FL 32792

    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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    3439 Allston Ln, Winter Park, FL 32792
  • /17

    $2,149 Per Month

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • House for Rent

    3463 Arbutus Ln, Winter Park, FL 32792

    This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,266 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 rental

    3463 Arbutus Ln, Winter Park, FL 32792
  • /19

    $2,830 Per Month

    • 4 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • House for Rent

    5219 Ardmore Dr, Winter Park, FL 32792

    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

    5219 Ardmore Dr, Winter Park, FL 32792
  • /2

    $2,575 Per Month

    • 3 Beds
    • 2 Baths
    • 1,307 Sq Ft
    • House for Rent

    5563 Pats Point, Winter Park, FL 32792

    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.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    5563 Pats Point, Winter Park, FL 32792
  • /8

    $2,695 Per Month

    • 3 Beds
    • 2 Baths
    • 1,823 Sq Ft
    • House for Rent

    705 Carvell Dr, Winter Park, FL 32792

    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 $2839.90. That covers your base rent, $2695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    705 Carvell Dr, Winter Park, FL 32792
  • /12

    $2,000

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,519 Sq Ft
    • House for Rent

    2810 Sandwell Dr, Winter Park, FL 32792

    The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The

    2810 Sandwell Dr, Winter Park, FL 32792
  • /11

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • House for Rent

    2523 Alexa Ct, Winter Park, FL 32792

    Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard

    Joseph La Rosa La Rosa Realty Llc

    2523 Alexa Ct, Winter Park, FL 32792
  • /12

    $2,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • House for Rent

    851 Carver St, Winter Park, FL 32789

    Welcome home to this beautiful 3-bedroom, 2-bathroom residence located in the highly desirable Winter Park area. This inviting home offers a spacious and functional floor plan with comfortable living areas, a well-appointed kitchen, and generously sized bedrooms designed for everyday living.Enjoy the convenience of being close to shopping, dining, entertainment, major roadways, and

    851 Carver St, Winter Park, FL 32789
  • /27

    $3,400 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,219 Sq Ft
    • House for Rent

    7864 Broken Arrow Trail, Winter Park, FL 32792

    Fabulous rental opportunity in the sought-after Winter Park School District. This 4-bedroom, 2.5-bath, 2219-square-foot home also boasts glorious lake views from the massive 1,000-square-foot Florida room, ideal for entertaining and enjoying the Florida lifestyle on an expansive 1⁄2 acre lot. Ready for move-in, the home is full of natural light pouring in and shining onto the wood flooring

    Julia Magnani LOKATION

    7864 Broken Arrow Trail, Winter Park, FL 32792
  • /16

    $1,399 Per Month

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

    2500 Lee Rd, Winter Park, FL 32789

    Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities

    2500 Lee Rd, Winter Park, FL 32789
  • /26

    $4,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft
    • House for Rent

    418 Gilbert Rd, Winter Park, FL 32792

    Beautifully renovated solid block home on a quiet street in highly desirable Winter Park Pines! This property features fresh exterior paint, updated lighting, a newly paved courtyard, and a bright open floor plan. The stunning kitchen offers modern cabinetry, quartz countertops, and brand-new stainless steel appliances, flowing seamlessly into the dining and family rooms. The sun-drenched Florida

    Lianna D'Angelo SOTERA LIVING

    418 Gilbert Rd, Winter Park, FL 32792
  • /14

    $1,750 Per Month

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

    2304 Inagua Way, Winter Park, FL 32792

    Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the

    2304 Inagua Way, Winter Park, FL 32792
  • /26

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • House for Rent

    301 S Capen Ave, Winter Park, FL 32789

    Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with

    Jordan Heidrich CORCORAN PREMIER REALTY

    301 S Capen Ave, Winter Park, FL 32789
  • /14

    $1,995 Per Month

    • 3 Beds
    • 1 Bath
    • 1,038 Sq Ft
    • House for Rent

    830 Carver St, Winter Park, FL 32789

    Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will

    830 Carver St, Winter Park, FL 32789
  • /12

    $2,500 Per Month

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

    1540 Oneco Ave, Winter Park, FL 32789

    Nestled on a picturesque, tree-lined brick street, this charming 3-bedroom, 2-bath home offers an unbeatable location just minutes from Park Avenue, Rollins College, shopping, dining, and entertainment. Inside, you'll find a spacious floor plan featuring a formal living room, dining room, and family room, providing plenty of space for both relaxing and entertaining. The kitchen is equipped with

    Tara Mason WATSON REALTY CORP

    1540 Oneco Ave, Winter Park, FL 32789
  • /14

    $1,595 Per Month

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

    1941 Lanier Ct, Winter Park, FL 32792

    AVAILABLE NOW! Please call or text to schedule a showing. This first floor, 2 bedroom, 1 bathroom condo is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include an open main

    1941 Lanier Ct, Winter Park, FL 32792
  • /21

    $2,900 Per Month

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    540 W Comstock Ave, Winter Park, FL 32789

    Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior

    Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS

    540 W Comstock Ave, Winter Park, FL 32789
  • /3

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    5139 Oak Hill Dr, Winter Park, FL 32792

    3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included

    5139 Oak Hill Dr, Winter Park, FL 32792
  • /21

    $2,650 Per Month

    • 4 Beds
    • 2 Baths
    • 1,701 Sq Ft
    • House for Rent

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792

    Come see this 4 bedroom 2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled and

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
  • /26

    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    1340 Paradise Ln, Winter Park, FL 32792

    Welcome to this charming and well-maintained home located in the heart of Winter Park at 1340 Paradise Lane. This beautiful property offers 3 spacious bedrooms and 2 full bathrooms with a comfortable and functional layout perfect for families or anyone looking for a cozy place to call home.The home features elegant tile flooring throughout the main living areas and stylish vinyl flooring

    1340 Paradise Ln, Winter Park, FL 32792
  • /56

    $7,500 Per Month

    • 4 Beds
    • 4 Baths
    • 3,046 Sq Ft
    • House for Rent

    Unlisted Address

    Virtually Staged. Brand-New Luxury Home for Lease in Winter Park's Most Walkable Neighborhood Live in one of Central Florida's most desirable communities without compromising on space, style, or location. This brand-new, never-lived-in home by Nautilus Homes offers 4 bedrooms, 4 full bathrooms, a private office, and over 3,000 square feet of refined living, all in the heart of Winter Park, steps

    Christina Fata REAL BROKER, LLC

    Unlisted Address
  • /25

    $2,250 Per Month

    • 2 Beds
    • 1 Bath
    • 1,131 Sq Ft
    • House for Rent

    1671 Dale Ave, Winter Park, FL 32789

    SMALL PETS ACCEPTEDNestled in a quiet, established neighborhood, this beautifully maintained 2-bedroom, 1-bath home offers 1,131 square feet of comfortable living space with timeless charm and modern conveniences. The refinished original hardwood floors add warmth and character throughout, while abundant natural light enhances every room.A spacious bonus room provides the perfect

    1671 Dale Ave, Winter Park, FL 32789
  • /24

    $3,200 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    438 Lakeview Ave, Winter Park, FL 32789

    Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete

    Alex Scures COLONIALTOWN REALTY

    438 Lakeview Ave, Winter Park, FL 32789
  • /12

    $1,825 Per Month

    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft
    • Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!

    303 Sandlewood Trail, Winter Park, FL 32789

    Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate

    303 Sandlewood Trail, Winter Park, FL 32789
  • /19

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    1942 Conifer Ct, Winter Park, FL 32792

    Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park

    Scott Banta BLACKFIN REALTY LLC

    1942 Conifer Ct, Winter Park, FL 32792
  • /23

    $2,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,371 Sq Ft
    • House for Rent

    2441 Fifeshire Dr, Winter Park, FL 32792

    Welcome to this charming 3BR/2BA Single Family Home in Winter Park! This cozy home is located in the heart of Winter Park, FL, and boasts a range of amenities that make it a perfect place to call home. The house features three generously sized bedrooms and two full bathrooms, with stand-in showers. The living area is enhanced with a fireplace and ceiling fans for added comfort. The fully equipped

    2441 Fifeshire Dr, Winter Park, FL 32792
  • /22

    $2,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft
    • House for Rent

    2028 Sussex Rd, Winter Park, FL 32792

    Welcome home to Winter Park living at its finest in this beautifully updated one-story home where comfort, convenience, and charm come together. From the moment you enter, you'll notice the bright, freshly painted interior, spacious layout, and modern touches throughout—including new updated bathrooms, landscaping enhancements and brand-new stainless-steel appliances. The attached two-car garage

    Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

    2028 Sussex Rd, Winter Park, FL 32792

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Frequently Asked Questions

How much does it cost to rent a single-family home in Winter Park, FL?
The median rent for a single-family home in Winter Park, FL is $2,548 per month, though prices vary by neighborhood, size, and property type. As of June 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Winter Park, FL?
To comfortably afford the median rent in Winter Park, FL, a household needs to earn roughly $86,880 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 $2,172 per month in Winter Park, FL, renters typically need to show $6,516 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 Park, FL?
In Winter Park, FL, the price-to-rent ratio is 18.4, 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 Park, FL are best for renting a single-family home?
The best neighborhood for renting in Winter Park, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include College Park, Lake Howell, Baldwin Park, Lake Eola Heights and Milk District, each with its own character and price range.

Rental Home Trends

Number of Houses for Rent
58
Median Single Family Home Rent
$2,548
Median 3 Bedroom Single Family Home Rent
$2,500
Median 4 Bedroom Single Family Home Rent
$3,825
Median 5 Bedroom Single Family Home Rent
$5,650
How to Rent a Home