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3-Bedroom Homes for Rent in Winter Park

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  • /37

    $3,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft
    • Townhouse for Rent

    1273 Michigan Ave, Winter Park, FL 32789

    **Luxury Townhomes for Lease in the Heart of Winter Park!**Experience upscale living in this stunning townhome community crafted by award-winning Osprey Custom Home Builders. These **3-bedroom, 2.5-bath Florida Green Certified Homes** offer an open-concept layout with high-end designer finishes throughout.The first floor features spacious living and dining areas and a gourmet kitchen

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    (321) 621-8878

    1273 Michigan Ave, Winter Park, FL 32789
  • /23

    $1,799 - $5,829 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
  • /38

    $3,195 per month

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft
    • House for Rent

    1037 N Virginia Ave, Winter Park, FL 32789

    THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street. Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. New roof and water heater 2023, refinished hardwood floors, new kitchen with stainless appliances,

    Lisa Gould KELLER WILLIAMS WINTER PARK

    1037 N Virginia Ave, Winter Park, FL 32789
  • /103

    $2,093 - $6,231 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
  • /45

    $4,199 per month

    • 3 Beds
    • 2 Baths
    • 1,499 Sq Ft
    • House for Rent

    1681 Walnut Ave, Winter Park, FL 32789

    Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year lease is ok !Two separate living quarters en suite with private entrance and small fridge and microwave /dining /living area ( or master )Fully renovated this adorable 3 bedroom, 2 bath bungalow home is a rare find in one of Winter Park's most sought-after neighborhoods.Fully

    Natalie Citarelli CITARELLI REALTY GROUP LLC

    1681 Walnut Ave, Winter Park, FL 32789
  • /43

    $1,681 - $3,388 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
  • /17

    $2,999 per month

    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    101 S Lakemont Ave, Winter Park, FL 32792

    Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line appliances that set the tone for

    Robert Isaac Rodriguez RE/MAX DOWNTOWN

    101 S Lakemont Ave, Winter Park, FL 32792
  • /40

    $1,290 - $2,522 per month

    The Taylor at Winter Park

    Studio - 3 Beds

    2000 Village Ln, Winter Park, FL 32792

    5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

    2000 Village Ln, Winter Park, FL 32792
  • /32

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • House for Rent

    1816 Mizell Ave, Winter Park, FL 32789

    Welcome to this charming 3-bedroom, 2-bath home in the heart of Winter Park, complete with a 1-car garage and unbeatable location. Just minutes from Park Avenue, Winter Park Hospital, top-rated shopping, and dining, convenience is at your doorstep. Start your mornings with peaceful strolls through the beautiful Windsong neighborhood and take in the serene views of Lake Mizell. Whether you're

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    1816 Mizell Ave, Winter Park, FL 32789
  • /46

    $1,280 - $3,487 per month

    The Avenues of Baldwin Park

    1 - 3 Beds

    5800 Auvers Blvd, Orlando, FL 32807

    Summer Special for a Limited Time Only!!!No Rent till September 1st!!!Call your Leasing and LIVE IT Specialist for more details!Open House Saturday, 07/19 @ 10am - 4pm!Now open on Sunday's from 1pm-5pm!

    5800 Auvers Blvd, Orlando, FL 32807
  • /16

    $2,330 per month

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft
    • House for Rent

    2717 Amsden Rd, Winter Park, FL 32792

    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, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    2717 Amsden Rd, Winter Park, FL 32792
  • /50

    $1,701 - $2,380 per month

    The Baldwin

    1 - 3 Beds

    800 Lombard St, Orlando, FL 32807

    The Baldwin invites you to explore what’s possible when bold, attainable style meets a renowned parkside location within reach of all the action.Layered with impeccable details and radiating with carefree energy, The Baldwin is a bright spot, in the right spot, that checks off all the boxes.It’s that blissful kind of lifestyle you’ve been searching for. Where convenience meets serenity and where

    800 Lombard St, Orlando, FL 32807
  • /19

    $3,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,645 Sq Ft
    • Townhouse for Rent

    1253 Indiana Ave, Winter Park, FL 32789

    Lovely townhouse in upscale Winter Park. All bedrooms upstairs. Great screened patio that connects to the garage. Walking distance to amazing restaurants and close to Downtown Winter Park and shopping.

    Lidya Gongage SPRING REALTY ORLANDO

    1253 Indiana Ave, Winter Park, FL 32789
  • /4

    $1,207 - $1,900 per month

    Village Park Senior

    1 - 3 Beds

    550 W Denning Dr, Winter Park, FL 32789

    550 W Denning Dr, Winter Park, FL 32789
  • /16

    $2,340 per month

    • 3 Beds
    • 2 Baths
    • 1,175 Sq Ft
    • House for Rent

    1725 Durock Ct, Orlando, FL 32807

    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, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    1725 Durock Ct, Orlando, FL 32807
  • /35

    $1,032 - $1,543 per month

    Carlton Arms of Winter Park

    Studio - 3 Beds

    300 Jamestown Dr, Winter Park, FL 32792

    *Call or email for today’s availabilityCarlton Arms of Winter Park, a well-established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff, offers an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

    300 Jamestown Dr, Winter Park, FL 32792
  • /30

    $2,550 per month

    • 3 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • House for Rent

    2831 Lion Heart Rd Unit 1, Winter Park, FL 32792

    " A " Winter Park School District. The well-kept 3-bedroom, 2-bath home features an open floor plan and a spacious bonus storage room. The upgraded gourmet kitchen flows seamlessly into the living room, which opens to a bright and cheerful Florida room—perfect for relaxing or entertaining. Enjoy added privacy with a fully fenced yard.

    Liu Zhang JOY ESTATE ENTERPRISE INC

    2831 Lion Heart Rd Unit 1, Winter Park, FL 32792
  • /35

    $1,232 - $1,997 per month

    Venue At Winter Park

    1 - 3 Beds

    5 Autumn Breeze Way, Winter Park, FL 32792

    Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

    5 Autumn Breeze Way, Winter Park, FL 32792
  • /19

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,072 Sq Ft
    • Apartment for Rent

    1000 S Semoran Blvd Unit S, Winter Park, FL 32792

    Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bath condo located in the heart of Orlando. This second-floor unit features a spacious open-concept layout, large bedrooms, and abundant natural light. Ideally situated near major highways, shopping centers, Orlando International Airport, and UCF, this rental is perfect for everyone! Perfect for commuters,

    Maria Lopes Camacho EMPIRE NETWORK REALTY

    1000 S Semoran Blvd Unit S, Winter Park, FL 32792
  • /2

    $2,780 per month

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft
    • House for Rent

    630 N Lakemont Ave, Winter Park, FL 32792

    We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

    630 N Lakemont Ave, Winter Park, FL 32792
  • /79

    $3,450 per month

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft
    • House for Rent

    1946 Strathaven Rd, Winter Park, FL 32792

    $100 OFF THE FIRST 6 MONTHSFor Rent – Spacious 3BR Home in Prime Winter Park Location!LOCATION, LOCATION, LOCATION! This spacious 3-bedroom, 2-bath home with a large den and cozy wood-burning fireplace sits on an oversized lot in Kenilworth Shores – Sec 7, with deeded access to Lake Berry.Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, and just

    Youbel Montesino LPT REALTY, LLC

    1946 Strathaven Rd, Winter Park, FL 32792
  • /20

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    860 N Denning Dr, Winter Park, FL 32789

    AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! NEW CONSTRUCTION Luxury Home north of Downtown Orlando in the heart of Winter Park steps from Winter Park Village near the Famous Park Ave where you'll find unlimited entertainment choices including dining, shopping, nightlife, axe throwing etc You WILL LOVE this custom home!! NO

    860 N Denning Dr, Winter Park, FL 32789
  • /11

    $1,700 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    Spacious and conveniently located, this charming condo, offers comfortable living in a prime location! Featuring an open layout, modern finishes, and easy access to shopping, dining, and major roadways, this property is perfect for those seeking both convenience and style. Plus, the motivated owner has also listed this unit for sale—giving you options to rent or own! Don't miss out on this

    Kerem Munoz- Franquiz LA ROSA REALTY CENTRAL FLORIDA

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /15

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft
    • House for Rent

    779 W Lyman Ave, Winter Park, FL 32789

    Charming 3BR/2BA Home in the Heart of Winter Park – Walk to Park Ave & Hannibal Square!Discover this cozy and well-maintained 3-bedroom, 2-bathroom home nestled in one of Winter Park’s most desirable neighborhoods. Just a short stroll to Park Avenue and Hannibal Square, you'll enjoy premier shopping, dining, and entertainment right at your doorstep.This home features a private, fully

    779 W Lyman Ave, Winter Park, FL 32789
  • /18

    $4,340 per month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • House for Rent

    332 N Phelps Ave, Winter Park, FL 32789

    Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a

    David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

    332 N Phelps Ave, Winter Park, FL 32789
  • /16

    $2,899 per month

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • House for Rent

    384 St Dunstan Way, 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 $3043.90. That covers your base rent, $2899.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    384 St Dunstan Way, Winter Park, FL 32792
  • /29

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,152 Sq Ft
    • House for Rent

    957 Dupont Ave, Winter Park, FL 32789

    Nestled in the heart of Winter Park's most desirable zip code, this beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, this charming residence offers 1,289 sq. ft. of living space on a generous 7,875 sq. ft. lot, complete with a 1-car attached garage. This home is move-in ready and brimming with updates. Step inside to discover an

    Stephanie Barber HOME & HIVE REALTY

    957 Dupont Ave, Winter Park, FL 32789
  • /17

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    641 S Lakemont Ave, Winter Park, FL 32792

    Property has been updated and is move in ready for you! This delightful Winter Park home could be the perfect fit for you! Conveniently located near excellent public schools, shopping centers, and essential healthcare facilities, this remodeled 1450 square foot residence features 3 bedrooms and 2 full baths. The kitchen is brand new, boasting updated appliances, while the bathrooms have been

    Alisa Hildebrand WEICHERT REALTORS HALLMARK PROPERTIES

    641 S Lakemont Ave, Winter Park, FL 32792
  • /20

    $5,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    2227 Howard Dr, Winter Park, FL 32789

    Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront lot minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Enjoy access to top public and private schools. Step into nearly 2,200 square feet of beautifully maintained living space.

    Julian Correa REALTY ONE GROUP MAGIC CITY

    2227 Howard Dr, Winter Park, FL 32789
  • /32

    $2,900 per month

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

    648 W Swoope Ave, Winter Park, FL 32789

    FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,900/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

    Kelly Price KELLY PRICE & COMPANY LLC

    648 W Swoope Ave, Winter Park, FL 32789
  • /26

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    644 N Knowles Ave Unit 8, Winter Park, FL 32789

    Welcome to your private retreat in the heart of Downtown Winter Park. This exclusive address affords views of the world famous Winter Park 9 course, and the timeless Casa Feliz, right from your balcony! This wonderful 3/2 LARGE condo features: a FULLY renovated kitchen, equipped with designer touches, and top of the line stainless steel appliances, solid surface flooring throughout, clean and

    Raul Veitia BELMONT REALTY

    644 N Knowles Ave Unit 8, Winter Park, FL 32789
  • /49

    $14,900 per month

    • 3 Beds
    • 5 Baths
    • 3,180 Sq Ft
    • Townhouse for Rent

    649 N Park Ave, Winter Park, FL 32789

    Now offered for lease, this luxury brownstone at northern end of Park Avenue delivers an exceptional lifestyle in the heart of Winter Park. In Park Hill, a distinguished collection of residences, the home is ideally positioned between upscale boutiques, acclaimed dining, cultural landmarks and historic Winter Park Golf Course. As the only brownstones in this prestigious location, this residence

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    649 N Park Ave, Winter Park, FL 32789
  • /20

    $3,400 per month

    • 3 Beds
    • 1.5 Baths
    • 1,409 Sq Ft
    • House for Rent

    532 Darcey Dr, Winter Park, FL 32792

    This 3 bedroom/1.5 bathroom CORNER lot home is located in the desirable Brookshire Heights neighborhood. The home was redesigned in 2020 and has since been upgraded even further! No detail was overlooked in this adorable midcentury home. Brand new roof completely replaced in 2023 with new fascia, soffits, and gutters. Exterior just painted in 2023. Newly remodeled kitchen features Quartz

    Wenwen Wang JWJ REALTY LLC

    532 Darcey Dr, Winter Park, FL 32792
  • /21

    $6,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • House for Rent

    2237 Howard Dr, Winter Park, FL 32789

    We are focused on short term rentals. Contact owner / agent for dates already booked. You will be amazed by the natural beauty of the waterfront and century oaks that welcome you every time you come through your front door. Come see this fully furnished, masterfully remodeled, 3 bedroom, 2 bath, with a hidden half bath in the office. A Mid-modern home that represents everything that is lakefront

    Ryan Feely COLEDEV REAL ESTATE LLC

    2237 Howard Dr, Winter Park, FL 32789
  • /17

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit E115, Winter Park, FL 32789

    Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit E115, Winter Park, FL 32789
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