28

Houses for Rent in ZIP Code 32789

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  • /65

    $6,995 Per Month

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

    2075 Jewell Ave, Winter Park, FL 32789

    FULLY FURNISHED 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 perfect blend of charm, convenience, and lifestyle. Set on a

    Agent Photo

    Paul Jimenez

    URBANISTA BROKERS

    (321) 483-3119

    2075 Jewell 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

    (386) 267-8041

    853 W Lyman Ave, 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
  • /26

    $3,750 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

    $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
  • /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
  • /39

    $7,900 Per Month

    • 4 Beds
    • 3 Baths
    • 2,476 Sq Ft
    • House for Rent

    300 Killarney Dr, Winter Park, FL 32789

    Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney

    Kelly Price KELLY PRICE & COMPANY LLC

    300 Killarney Dr, Winter Park, FL 32789
  • /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
  • /42

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • House for Rent

    1807 N Park Ave, Winter Park, FL 32789

    Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step

    Jason Hamilton THE REALTY MEDICS

    1807 N Park 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
  • /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
  • /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
  • /35

    $6,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,531 Sq Ft
    • House for Rent

    1441 Oneco Ave, Winter Park, FL 32789

    Gorgeous Modern Home with 4 bedrooms + 3 and a half bath home with numerous upgrades throughout located in desirable Winter Park. This house has a large kitchen that opens to the family room for entertaining. Fantastic kitchen with solid wood cabinets, granite counters, walk-in pantry, stainless appliances, Gas 5 burner stove, built-in microwave, large island, big windows emanating a lot of

    Wendy Calvet OLDE TOWN BROKERS INC

    1441 Oneco Ave, Winter Park, FL 32789
  • /11

    $1,950 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • House for Rent

    731 W Comstock Ave, Winter Park, FL 32789

    Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an

    731 W Comstock 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
  • /13

    $2,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • **MOVE IN SPECIAL $500 off first months rent** Beautiful 2 bedroom, 2 bath Condo located in Winte...

    110 Killarney Bay Ct, Winter Park, FL 32789

    **MOVE IN SPECIAL $500 off first months rent** 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

    110 Killarney Bay Ct, Winter Park, FL 32789
  • /89

    $4,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • House for Rent

    1815 Barker Dr, Winter Park, FL 32789

    Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

    Benjamin Cole, IV SOTERA LIVING

    1815 Barker Dr, 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
  • /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
  • /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
  • /32

    $3,475 Per Month

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • House for Rent

    1850 Whitehall Dr, Winter Park, FL 32789

    This is a wonderful pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. It features 3 bedrooms & 2 baths with an open floor plan. Family room/dining room combo, a wonderful Florida room overlooking the backyard & pool area. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. ALL UTILITIES included! The

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    1850 Whitehall Dr, Winter Park, FL 32789
  • /43

    $19,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 5,164 Sq Ft
    • House for Rent

    1221 Richmond Rd, Winter Park, FL 32789

    Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park-offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024

    Christopher Salhab La Rosa Realty Llc

    1221 Richmond Rd, Winter Park, FL 32789
  • /78

    $11,000 Per Month

    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft
    • House for Rent

    1814 Barker Dr, Winter Park, FL 32789

    Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a

    Tab Bish LLC REAL BROKER, LLC

    1814 Barker Dr, 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
  • /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
  • /30

    $2,100 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,279 Sq Ft
    • House for Rent

    2846 Euston Rd, Winter Park, FL 32789

    Special of the month! $2100 for the first 2 months then $2350. Welcome to a true Mid-Century rental in Winter Park located in the quaint neighborhood of Fairbank Shores. Spacious 2 bedrooms and 1.5 bath home with 1 extra flexible room that can be used as an office or 3rd bedroom(no closet). Centrally located, minutes from I4, close to Park Avenue District, College Park, major shopping centers and

    Vanessa Laboy 365 REALTY, INC.

    2846 Euston Rd, Winter Park, FL 32789
  • /36

    $4,600 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • House for Rent

    1580 Oakhurst Ave, Winter Park, FL 32789

    Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1580 Oakhurst 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
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