73

Homes for Rent in ZIP Code 32789

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  • /28

    $1,637 - $1,678 per month

    Elon Winter Park

    1 Bed

    712 Nicolet Ave, Winter Park, FL 32789

    Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's

    712 Nicolet Ave, Winter Park, FL 32789
  • /53

    $1,916 - $7,001 per month

    Juno Winter Park

    Studio - 3 Beds

    1305 Morgan Stanley Ave, Winter Park, FL 32789

    Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

    1305 Morgan Stanley Ave, Winter Park, FL 32789
  • /50

    $1,832 - $4,089 per month

    Paseo at Winter Park Village

    1 - 3 Beds

    940 W Canton Ave, Winter Park, FL 32789

    Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

    940 W Canton Ave, Winter Park, FL 32789
  • /50

    $1,635 - $5,384 per month

    Berkshire Winter Park

    Studio - 3 Beds

    1874 Harmon Ave, Winter Park, FL 32789

    Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

    1874 Harmon Ave, Winter Park, FL 32789
  • /50

    $1,585 - $3,888 per month

    Seven41 Winter Park

    Studio - 2 Beds

    741 Clay St, Winter Park, FL 32789

    Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

    741 Clay St, Winter Park, FL 32789
  • /27

    $1,145 - $2,125 per month

    Westmount at Winter Park

    Studio - 3 Beds

    1701 Lee Rd, Winter Park, FL 32789

    Theres no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

    1701 Lee Rd, Winter Park, FL 32789
  • /75

    $1,412 - $3,429 per month

    Bainbridge Winter Park

    1 - 3 Beds

    1400 Morgan Stanley Ave, Winter Park, FL 32789

    Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

    1400 Morgan Stanley Ave, Winter Park, FL 32789
  • /18

    $1,330 - $1,960 per month

    Park East - Park Knowles Apartments

    Studio - 2 Beds

    311 N Knowles Ave, Winter Park, FL 32789

    Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

    311 N Knowles Ave, Winter Park, FL 32789
  • /17

    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • House for Rent

    653 Symonds Ave, Winter Park, FL 32789

    Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and

    Alessandra Oliveira FLORIDA CONNEXION PROPERTIES

    653 Symonds Ave, Winter Park, FL 32789
  • /12

    $1,522 total monthly price

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft
    • Condo for Rent

    1500 Gay Rd Unit 1D, Winter Park, FL 32789

    EXCELLENT LOCATION, Remodeled, Lake Access, Pool, Water Included, 2nd Floor unit

    1500 Gay Rd Unit 1D, Winter Park, FL 32789
  • /14

    $2,550 per month

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • House for Rent

    316 Lake Fair Ln, Winter Park, FL 32789

    Welcome to this bright and inviting home filled with natural light and beautiful hardwood floors throughout. Large windows bring in plenty of sunshine, giving the space a warm and comfortable feel. Step outside to a fully fenced backyard with lush greenery—great for relaxing or entertaining family and friends. Inside, you’ll find updated kitchen and bathroom features, generous closet space, and

    316 Lake Fair Ln, Winter Park, FL 32789
  • /6

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    520 Holt Ave, Winter Park, FL 32789

    Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes

    520 Holt Ave, Winter Park, FL 32789
  • /7

    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft
    • House for Rent

    2428 Lotafun Ave, Winter Park, FL 32789

    Who wouldn’t want to live on a street called LOTAFUN? This one-story Winter Park home has 3-bedrooms, 2.5-baths with great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all new interior spaces, this fantastic home is totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. Located at the end of

    Johnny Hurlburt COLDWELL BANKER REALTY

    2428 Lotafun Ave, Winter Park, FL 32789
  • /24

    $3,350 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • Townhouse for Rent

    1886 Demetree Dr, Winter Park, FL 32789

    Available Now – Beautifully Remodeled Ground-Floor Townhome in Prime Winter ParkStep into this stylish, move-in-ready townhome located in the heart of Winter Park. Perfectly situated for both convenience and relaxation, this home is just a short walk to the popular Winter Park Dog Park and Baldwin Park, with an easy drive to Rollins College, Park Avenue, downtown Orlando, and major

    1886 Demetree Dr, Winter Park, FL 32789
  • /14

    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,590 Sq Ft
    • House for Rent

    1830 Staunton Ave, Winter Park, FL 32789

    STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all new interior spaces, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms,

    Johnny Hurlburt COLDWELL BANKER REALTY

    1830 Staunton Ave, Winter Park, FL 32789
  • /4

    $1,050 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    525 S Lakemont Ave, Winter Park, FL 32792

    Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with

    525 S Lakemont Ave, Winter Park, FL 32792
  • /37

    $4,195 per month

    • 4 Beds
    • 3 Baths
    • 2,134 Sq Ft
    • WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)

    1625 Tioga Trail, Winter Park, FL 32789

    AVAILABLE FOR MOVE-IN EARLY JUNE 2026.A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Very seldom do such nice rental homes come available in the school district of Dommerich, Maitland Middle and Winter Park High! People love The Hills of Winter Park with this home located on a cul-de-sac street.This home features 4 Bedrooms and 3 Full

    1625 Tioga Trail, Winter Park, FL 32789
  • /20

    $3,995 per month

    • 3 Beds
    • 3 Baths
    • 1,715 Sq Ft
    • House for Rent

    1667 Mizell Ave, Winter Park, FL 32789

    Minimum Deposit $3995. Monthly Rent $3995. Available June 1st!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and

    1667 Mizell Ave, Winter Park, FL 32789
  • /16

    $2,820 per month

    • 3 Beds
    • 2 Baths
    • 1,367 Sq Ft
    • House for Rent

    1868 Lake Spier Dr, Winter Park, FL 32789

    This beautiful 3-bedroom, 2-bathroom home features hardwood flooring throughout and an abundance of windows that fill the space with natural light. The spacious kitchen is equipped with a modern island, stainless steel appliances, and generous storage. A bright Florida room leads to a large, fenced backyard—perfect spot to relax or unwind. Ideally located near Baldwin Park, you’ll have convenient

    1868 Lake Spier Dr, Winter Park, FL 32789
  • /13

    $2,550 per month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Beautiful 2 bedroom, 2 bath Condo located in Winter Park

    110 Killarney Bay Ct, Winter Park, FL 32789

    Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining.Both bedrooms offer generous space, with a private primary

    110 Killarney Bay Ct, Winter Park, FL 32789
  • /26

    $3,800 per month

    • 4 Beds
    • 2 Baths
    • 1,565 Sq Ft
    • House for Rent

    1313 Buckingham Rd, Winter Park, FL 32789

    **Move-in ready starting June 1st!! | Schedule your tour today! **Welcome to your new home! This charming 4 bed, 2 bath home in beautiful Winter Park is waiting for you to make it yours. The beautiful hardwood floors throughout the house give it a cozy and inviting feel. Enjoy the sunshine in the sunroom, or step outside and relax in the spacious yard with a fence. You'll love the

    1313 Buckingham Rd, Winter Park, FL 32789
  • /21

    $1,595 per month

    • 1 Bed
    • 1 Bath
    • 881 Sq Ft
    • SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY

    1695 Lee Rd, Winter Park, FL 32789

    Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in.PROPERTY HIGHLIGHTS:2 Bedrooms / 1 Full Bathroom - Second-floor unit

    1695 Lee Rd, Winter Park, FL 32789
  • /19

    $1,400 per month

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

    1695 Lee Rd, Winter Park, FL 32789

    Don't miss out on this cozy 1-bedroom, 1-bathroom condo at Waterfall Cove. The unit has been newly painted throughout and features kitchen appliances, upgraded blinds, ceiling fans, and a full-size washer and dryer. You can also enjoy your morning coffee on the private patio. The community offers excellent amenities, including a pool, playground, and picnic area. Waterfall Cove is ideally located

    1695 Lee Rd, Winter Park, FL 32789
  • /37

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Affordable 3BR Home in Winter Park – Prime Location & Move-In Ready!

    151 N Orlando Ave, Winter Park, FL 32789

    Discover this affordable and well-located 3-bedroom, 2-bathroom home in the desirable Winter Park area, perfect for those seeking comfort, convenience, and long-term stability.This property offers a functional layout with comfortable living spaces, ideal for families or individuals looking for a practical and welcoming place to call home.

    151 N Orlando Ave, Winter Park, FL 32789
  • /12

    $1,900 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
  • /31

    $2,350 per month

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

    1571 Magnolia Ave, Winter Park, FL 32789

    Fantastic bungalow in sought-after Winter Park. Great location, close to Advent Hospital Winter Park, Park Avenue, 10 minutes to I4. Large, fenced-in backyard, original hardwood floors in living area & bedrooms. Stainless appliances, granite countertops in kitchen, one car garage. Tons of natural light, indoor laundry.

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1571 Magnolia Ave, Winter Park, FL 32789
  • /13

    $2,700 per month

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

    2176 Crandon Ave, Winter Park, FL 32789

    Fully furnished and Turnkey/Renovated in-town home. Close to downtown Winter Park, Advent and Orlando Health. Newly renovated kitchen with Sub-Zero/Cafe appliances. Monthly rental only...2 bedrooms sleeps 4. Nice covered/screened porch. Available now. Weekly to monthly rental.

    Dan Haber CORCORAN PREMIER REALTY

    2176 Crandon Ave, Winter Park, FL 32789
  • /3

    $2,300 per month

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Condo for Rent

    2827 Riddle Dr, Winter Park, FL 32789

    Welcome to your new oasis in the charming city of Winter Park, FL! This beautiful property is perfect for those seeking comfort and convenience in a vibrant community. With nearby restaurants offering a delightful culinary experience, you'll always have something new to explore.This property features spacious accommodations designed for your relaxation. Enjoy a comfortable living

    2827 Riddle Dr, Winter Park, FL 32789
  • /11

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft
    • House for Rent

    1931 Staunton Ave, Winter Park, FL 32789

    Available for rent! Tucked onto a desirable corner lot just steps from Lake Killarney, this beautifully updated 3 bedroom, 2 bath single-family home puts you in one of the area's most sought-after spots. Walkable, quiet, and moments from the water. Inside, the home is move-in ready with a full suite of brand-new appliances (dishwasher, range, and refrigerator) plus washer/dryer hookups ready for

    Zach Mitchell SAND DOLLAR REALTY GROUP INC

    1931 Staunton Ave, Winter Park, FL 32789
  • /39

    $12,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,064 Sq Ft
    • House for Rent

    1041 Tuscany Place, Winter Park, FL 32789

    Nestled along a quiet brick-lined street in Winter Park’s coveted Via’s neighborhood, 1041 Tuscany Place offers a rare blend of elegance, comfort, and breathtaking natural beauty. From nearly every room, this exceptional residence captures tranquil views of the private backyard and picturesque Lake Temple beyond. Inside, a thoughtfully designed open floor plan is enhanced by soaring vaulted

    Brad Barnett COMPASS FLORIDA LLC

    1041 Tuscany Place, Winter Park, FL 32789
  • /10

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft
    • Condo for Rent

    1931 Staunton Ave Unit 1, Winter Park, FL 32789

    Property Id: 2463852Welcome to your new home at 1931 Staunton Ave in Winter Park, FL! This charming 3 bed, 2 bath unit features modern amenities such as brand new dishwasher, microwave, and washer/dryer hookups. Enjoy the convenience of a carport, driveway, and street parking. Pets are welcome, and smokers can enjoy the outdoors. Don't miss out on this fantastic rental opportunity for

    1931 Staunton Ave Unit 1, Winter Park, FL 32789
  • /8

    $1,650 total monthly price

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    700 Melrose Ave, Winter Park, FL 32789

    Charming 1BR/BA condo in desirable Winter Park Gardens (+55 community). Recently renovated and located in the highly sought-after Winter Park Gardens community in Winter Park, FL. This bright and inviting second floor unit overlooks the pool and has an elevator nearby. Within walking distance of Park Avenue's Shops, restaurants and other activities. (no pets allowed )Adjacent to Winter

    700 Melrose Ave, Winter Park, FL 32789
  • /23

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • House for Rent

    2115 Sycamore Dr, Winter Park, FL 32789

    Updated Charming 4 Bed/2 Bath mid-century home located in Northwood Terrace/Audubon Park (just across the street from Baldwin Park). You will love the large lot .34 Acres with it botanical garden, meditation area, a patio with a raised HOT Tub (perfect for a starry night) and plenty of privacy with all the lush foliage. The front door opens to a great room where the kitchen, living area, dining

    John Goggin STOCKWORTH REALTY GROUP

    2115 Sycamore Dr, Winter Park, FL 32789
  • /17

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit D213, Winter Park, FL 32789

    Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living

    Rachel DeCamp RLL Real Estate Group

    1695 Lee Rd Unit D213, Winter Park, FL 32789
  • /21

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 203, Winter Park, FL 32789

    FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    151 N Orlando Ave Unit 203, Winter Park, FL 32789
  • /53

    $5,150 per month

    • 3 Beds
    • 3 Baths
    • 1,875 Sq Ft
    • House for Rent

    870 Carver St, Winter Park, FL 32789

    Welcome to 870 Carver Street, a one-of-a-kind rental offering two distinct, private residences on a single fully fenced property in the heart of Winter Park. The main home is a 2 bedroom, 2 bath retreat featuring vaulted ceilings with exposed rafters, warm wood finishes, and industrial-inspired black metal ductwork. The open living area is anchored by a well-appointed kitchen with solid wood

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    870 Carver St, Winter Park, FL 32789
  • /31

    $2,175 per month

    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    148 Sandlewood Trail, Winter Park, FL 32789

    Welcome to this charming and well-maintained rental located in a quiet, centrally situated community in the highly desirable Maitland/Winter Park area. This spacious 2-bedroom, 2.5-bathroom home offers comfort, convenience, and a low-maintenance lifestyle. Inside, you’ll find a bright and open floor plan with a generous living and dining area that flows seamlessly into the kitchen, which is

    Brian Hyser THE AGENCY FL

    148 Sandlewood Trail, Winter Park, FL 32789
  • /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
  • /24

    $3,400 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
  • /41

    $4,150 per month

    • 4 Beds
    • 3 Baths
    • 2,288 Sq Ft
    • House for Rent

    1711 Chestnut Ave, Winter Park, FL 32789

    Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout.

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1711 Chestnut Ave, Winter Park, FL 32789

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