25

Winter Park, FL Townhomes for Rent

Section Image Section Image
  • /25

    $1,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Townhouse for Rent

    7473 Belle River Ct Unit 16, Winter Park, FL 32792

    Welcome to this beautiful 3-bedroom, 2.5-bath townhome featuring modern finishes and a serene setting. Enjoy cooking in the kitchen with elegant granite countertops, durable tile flooring downstairs, and stylish luxury vinyl plank flooring upstairs. Step outside to your private fenced patio with peaceful conservation views, perfect for relaxing or entertaining. Water is included! Available NOW!

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 291-2981

    7473 Belle River Ct Unit 16, Winter Park, FL 32792
  • /13

    Starting at $3,350 Per Month

    • 2 Beds

    1886 Demetree Dr, Winter Park, FL 32789

    Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter ParkWelcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals.This thoughtfully

    Waterbridge Subdivision

    (844) 871-1098

    1886 Demetree Dr, Winter Park, FL 32789
  • /34

    $1,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Townhouse for Rent

    7454 Wynnewood Square Unit 188, Winter Park, FL 32792

    Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this

    Agent Photo

    Manoj Patel

    APPLE REALTY

    (689) 334-1132

    7454 Wynnewood Square Unit 188, Winter Park, FL 32792
  • /18

    $1,890 Per Month

    • 2 Beds
    • 3 Baths
    • 1,400 Sq Ft
    • Townhouse for Rent

    7290 Daniel Webster Dr, Winter Park, FL 32792

    Property Id: 2485692The house is large and comfortable.it has two garden and transport and college university and supermarket and discount

    (786) 396-6891

    7290 Daniel Webster Dr, Winter Park, FL 32792
  • /20

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Townhouse for Rent

    162 Moyses Rd, Winter Park, FL 32792

    Property Id: 2563758Be the first to live in this beautifully renovated home that has been completely remodeled from top to bottom! Everything is brand new, giving you the feel of moving into a new home with modern finishes throughout.This home features 2 spacious bedrooms and 1 full bathroom upstairs, creating a private and comfortable living space. The first floor offers an open

    (689) 204-2797

    162 Moyses Rd, Winter Park, FL 32792
  • /51

    $2,675 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft
    • Townhouse for Rent

    2760 Bright Bird Ln, Winter Park, FL 32792

    Stunning 3 beds/2.5 bath/1car garage townhome ready to move-in June at Grayson Square, Winter park. RENT INCLUDES high-speed 1GB fiber optic internet & 75 streaming cable and music channels. The first floor is efficiently laid out with the kitchen, powder room, and spacious gathering room perfect for entertaining with a sliding glass door that opens to the covered lanai and patio that overlooks a

    Fabian Berastegui P & C PROPERTIES

    2760 Bright Bird Ln, Winter Park, FL 32792
  • /17

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,003 Sq Ft
    • Townhouse for Rent

    1000 S Semoran Blvd, Winter Park, FL 32792

    This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home

    1000 S Semoran Blvd, Winter Park, FL 32792
  • /20

    $1,850 Per Month

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

    685 Grenadine Ct Unit 685, Winter Park, FL 32792

    Spacious, updated 3-bedroom, 2-bath 1,350 SqFt corner two-story townhome located in the highly desirable Winter Park Villas. This residence features high-end finishes and numerous upgrades, including tile and wood flooring throughout the living areas, vaulted ceilings, and a modern open kitchen with granite countertops. Additional highlights include a cozy wood-burning fireplace, screened back

    Debbie Bahamon Synergy International Realty, Inc.

    685 Grenadine Ct Unit 685, Winter Park, FL 32792
  • /14

    $2,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft
    • Townhouse for Rent

    7548 Aloma Pines Ct, Winter Park, FL 32792

    Discover this 3-bedroom, 2.5-bath two-story townhome in desirable Winter Park! The property is located in a charming, gated community nearby major roads and highways for easy commuting. The home features a kitchen island with wood cabinets, tile and carpet floors, a one-car garage and quaint paved brick driveway. The primary suite offers double sinks, a walk-in shower and ample closet storage.

    7548 Aloma Pines Ct, Winter Park, FL 32792
  • /25

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Townhouse for Rent

    2379 Flamingo Way, Winter Park, FL 32792

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining

    Samuel Kingsford STOCKWORTH REALTY GROUP

    2379 Flamingo Way, Winter Park, FL 32792
  • /46

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Hawk's Crest Modern Townhome in Winter Park

    1351 Merrydale Way, Winter Park, FL 32792

    Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy

    1351 Merrydale Way, Winter Park, FL 32792
  • /59

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft
    • Townhouse for Rent

    1951 Canny Cove, Winter Park, FL 32792

    Enjoy comfortable Winter Park living in this freshly painted 3-bedroom, 2.5-bath townhome located in the gated community of Grayson Square. Thoughtfully designed for everyday living, this home features a spacious open-concept living and dining area, perfect for entertaining, with direct access to a covered lanai for relaxing outdoors. The kitchen offers stainless steel appliances, quartz

    Denise Del Castillo LPT REALTY, LLC

    1951 Canny Cove, Winter Park, FL 32792
  • /19

    $2,400 Per Month

    • 3 Beds
    • 3 Baths
    • 1,471 Sq Ft
    • Townhouse for Rent

    7542 Cranes Creek Ct, Winter Park, FL 32792

    The first month’s rent is 50% off with an approved lease. This beautifully upgraded end‑unit townhome in the Cranes Creek community offers 1,471 sq ft of thoughtfully laid‑out living space with 3 bedrooms and 3 baths across two stories. Built in 2006, the home features a one‑car attached garage, vaulted ceilings, tile and carpet flooring, ceiling fans,

    7542 Cranes Creek Ct, Winter Park, FL 32792
  • /29

    $5,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft
    • Townhouse for Rent

    784 S Pennsylvania Ave, Winter Park, FL 32789

    Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The

    Steven Koleno BEYCOME OF FLORIDA LLC

    784 S Pennsylvania Ave, Winter Park, FL 32789
  • /15

    $2,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,886 Sq Ft
    • Townhouse for Rent

    7490 Aloma Pines Ct, Winter Park, FL 32792

    This 3-bedroom, 2.5 bath, 1,886sqft, two-story townhome will be ready for you to call home! Located in the gated community of Aloma Trails, the town home features an open floor plan with 18" tiled floors throughout the first floor living area, kitchen and dining room, all bathrooms and the inside utility room. The kitchen features upgraded 42" cabinetry, tiled back splash, granite counter tops,

    7490 Aloma Pines Ct, Winter Park, FL 32792
  • /12

    $2,299 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Townhouse for Rent

    2648 Galliano Cir, Winter Park, FL 32792

    This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel Kitchen Appliances Included (Dishwasher, Range, Refrigerator, and Microwave). Living & Dining Room Combo. All bedrooms are located on the second floor. Primary Bedroom has custom closet design and ensuite bathroom.

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    2648 Galliano Cir, Winter Park, FL 32792
  • /24

    $2,795 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,598 Sq Ft
    • Townhouse for Rent

    1761 Indiana Ave, Winter Park, FL 32789

    Deposit $2795. Monthly Rent $2795. Available June 10th!Discover Luxury Living in the Heart of Winter Park - Stunning 3 Bedroom, 2.5 Bathroom Townhome at 1761 Indiana Avenue!Welcome to your dream home nestled in the prestigious Winter Park community! Step into elegance and comfort with this magnificent 3-bedroom, 2.5-bathroom townhome. Offering a perfect blend of sophistication,

    1761 Indiana Ave, Winter Park, FL 32789
  • /9

    $2,095 Per Month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Townhouse for Rent

    5523 Cretan Way, Winter Park, FL 32792

    3 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and

    Shawn Beard RE/MAX 200 REALTY

    5523 Cretan Way, Winter Park, FL 32792
  • /74

    $2,350 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft
    • Townhouse for Rent

    1508 Florentino Ln, Winter Park, FL 32792

    Nestled in the heart of Winter Park just off Howell Branch Rd., in the gated community of VISTAS AT LAKE HOWELL awaits this charming,spacious well equipped 2bedroom/2.5bathroom/1car garage with a loft and screen enclosed patio. This townhome features a modern aestheticfrom upgraded recessed lighting and ceiling fans, upgraded wall switches, granite counter-tops, stainless steel

    Barbarite Adams REALTY HUB

    1508 Florentino Ln, Winter Park, FL 32792
  • /11

    $1,795 Per Month

    • 3 Beds
    • 1.5 Baths
    • 970 Sq Ft
    • Townhouse for Rent

    3232 Royal St, Winter Park, FL 32792

    Very clean 1/2 duplex near Full Sail University. 2 initial bedrooms with third bedroom built out into the insulated and air conditioned garage. There is storage space in the garage but not enough to park a car. Located off of Forsythe Rd near University Blvd, this home is ideal for a student at Full Sail University or UCF. Very close to major roadways of Semoran Bv (SR436) and University Bv.

    Joe Thomas CLASSIC 1 REALTY INC

    3232 Royal St, Winter Park, FL 32792
  • /13

    $2,295 Per Month

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Townhouse for Rent

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792

    Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.

    Smithj Salomon LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    3486 Bougainvillea Dr Unit A, Winter Park, FL 32792
  • /20

    $1,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft
    • Townhouse 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 LaRosa LA ROSA REALTY LLC

    2523 Alexa Ct, Winter Park, FL 32792
  • /46

    $3,150 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    1351 Merrydale Way, Winter Park, FL 32792

    Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1351 Merrydale Way, Winter Park, FL 32792
  • /22

    $1,450 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Townhouse for Rent

    1555 Michigan Ave, Winter Park, FL 32789

    Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of

    Troy Hensley BHHS FLORIDA REALTY

    1555 Michigan Ave, Winter Park, FL 32789
  • /9

    $1,850 Per Month

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft
    • Townhouse for Rent

    2510 Boyd Ave Unit b, Orlando, FL 32803

    Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a

    Antonio Velazquez BP REALTY

    2510 Boyd Ave Unit b, Orlando, FL 32803

Frequently Asked Questions

How much does it cost to rent a townhouse in Winter Park, FL?
The median rent for a townhouse in Winter Park, FL is $2,495 per month, though prices vary by neighborhood, size, and property type. As of May 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 $83,800 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 $2,095 per month in Winter Park, FL, renters typically need to show $6,285 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 19.1, 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 townhouse?
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 townhouse include Baldwin Park, College Park, Lake Howell, Colonialtown South and Milk District, each with its own character and price range.

Rental Home Trends in Winter Park, FL

Rental Home Trends

Number of Townhouses for Rent
25
Median Townhouse Rent
$2,495
Median 2 Bedroom Townhouse Rent
$1,800
Median 3 Bedroom Townhouse Rent
$2,650
Median 4 Bedroom Townhouse Rent
$2,600
How to Rent a Home