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Winter Park Condos for Rent

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  • /5

    $1,675 per month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • Condo for Rent

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792

    This conveniently located 2-bedroom, 2-bathroom condo in the desirable Parkview Village community is freshly painted throughout with zero carpeting, and features brand new LVP flooring in both bedrooms for quiet, easy comfort. The first-floor home offers a rare screened-in porch perfect for relaxation, along with a dedicated laundry room featuring washer/dryer hookups. Residents enjoy access to a

    Cathy Allain CITRUS PROPERTY MGMT LLC

    2941 Antique Oaks Cir Unit 79, Winter Park, FL 32792
  • /14

    $1,550 per month

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

    200 Saint Andrews Blvd Unit 903, Winter Park, FL 32792

    Location Location Location! Beautifully remodeled 1bd 1bath unit in the desirable Four Seasons Condominiums. The kitchen is absolutelystunning with white shaker cabinets, stainless steel appliances, and beautiful granite counter tops. The bathroom is also completely remodeledfrom the shower to the finishes you will be awestruck. The location is minutes from Park Ave, Ward Park, Rollins

    Edward Diamond CREEGAN GROUP

    200 Saint Andrews Blvd Unit 903, Winter Park, FL 32792
  • /22

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Condo for Rent

    1500 Gay Rd Unit 9B, Winter Park, FL 32789

    Lakefront Community on beautiful Lake Killarney. Community Boat Ramp and Lakefront Deck. Community Heated Pool and Sauna. Walking distance to Grocery Store, Movie Theaters, Restaurants, Trader Joes. Close proximity to Park Avenue and Farmers Market. Peaceful Setting, Perfect Location! First Floor 2Bedroom/2Bath End Unit, beautifully renovated. New Kitchen with raised ceiling, new Cabinets,

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 9B, Winter Park, FL 32789
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    $1,695 per month

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

    851 Miles Ave Unit 21, Winter Park, FL 32789

    Enjoy a quiet but beautiful space at Aragon Condominiums. This first-floor corner unit allows for privacy with only one adjoining neighbor. It is a perfect place to call home with upgrades all around, including granite countertops, washer and dryer in unit, and a community pool just right outside your door. It is conveniently located in Winter Park, where you can enjoy many shops, restaurants,

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    851 Miles Ave Unit 21, Winter Park, FL 32789
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    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 913 Sq Ft
    • Condo for Rent

    1250 S Denning Dr Unit 233, Winter Park, FL 32789

    Located just minutes from Winter Park's famed Park Avenue, this charming 2 bed, 2 bathroom corner condominium features a light and bright open floor plan, updated finishes, views of Mead Gardens, and one of Central Florida's most sought after locations! As you enter the front door, you are immediately welcomed by views of Mead Botanical Gardens, Khaki oak wood-look luxury vinyl floors, an open

    Samuel Kingsford STOCKWORTH REALTY GROUP

    1250 S Denning Dr Unit 233, Winter Park, FL 32789
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    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 913 Sq Ft
    • Condo for Rent

    1250 S Denning Dr Unit 232, Winter Park, FL 32789

    Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter Park zip code. This 2-Bedroom, 2-Bath hidden gem backs up to Mead Botanical Gardens. Also, less than 5 miles from from Downtown Orlando. This light-filled home features a brand-new kitchen with granite countertops & appliances, fresh paint, updated bathrooms, new carpet, and modern finishes throughout.

    Robert Isaac Rodriguez RE/MAX DOWNTOWN

    1250 S Denning Dr Unit 232, Winter Park, FL 32789
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    $4,850 per month

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    104 S Interlachen Ave Unit 114, Winter Park, FL 32789

    Welcome to the Cloisters, an exclusive lakefront condominium community in Winter Park, now available for lease. This first-floor two-bedroom, two-bath residence offers a thoughtfully updated open-concept layout and direct garden access. Entering from the main hallway, you step into a welcoming interior where the kitchen sits to the right, featuring a breakfast bar that connects seamlessly to the

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    104 S Interlachen Ave Unit 114, Winter Park, FL 32789
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    $1,300 per month

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

    700 Melrose Ave Unit K32, Winter Park, FL 32789

    Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your private oasis at this one-bedroom, one-bathroom condo on the tranquil third floor, accessible by elevator. Enjoy sweeping views of the pool and beautifully landscaped courtyard from your unit, which includes a spacious storage closet in the foyer. Convenience is key with elevator

    Erica Diltz BALDWIN PARK REALTY LLC

    700 Melrose Ave Unit K32, Winter Park, FL 32789
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    $2,250 per month

    • 1 Bed
    • 1.5 Baths
    • 915 Sq Ft
    • Condo for Rent

    690 Osceola Ave Unit 407, Winter Park, FL 32789

    Welcome to breathtaking waterfront living at Lake Virginia Condo community in Winter Park. Gorgeous water views from every room in this fourth floor, 915 sqft, 1-bedroom, 1.5-bathroom end unit overlooking Lake Virginia and the Lake Virginia-Osceola Canal. Step inside and immediately you’re greeted by Lake Virginia through the large floor to ceiling sliders. The roomy bedroom and bathroom provide

    Delaney Heidenescher CREEGAN GROUP

    690 Osceola Ave Unit 407, Winter Park, FL 32789
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    $2,000 per month

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

    640 N Park Ave Unit 4, Winter Park, FL 32789

    MORE PICTURES TO COME! Welcome to the heart of Winter Park! This beautiful first floor condo is located in one of the town’s most iconic buildings, Park Aire. Nestled between the famous Winter Park Golf Course and downtown area where shopping and dining are a must! Other close by attractions include, the Morse Museum, Central Park, Hannibal Square and Scenic Boat Tours. This updated condo

    Flory Clark UNITED REAL ESTATE PREFERRED

    640 N Park Ave Unit 4, Winter Park, FL 32789
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    $1,705 per month

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

    851 Miles Ave Unit 8, Winter Park, FL 32789

    UNBELIEVABLE PRICE DROP! This gorgeous 2 bedroom 1 bathroom condo is ready to go, and priced for you! This unit is a second floor corner condo, located in the serene and peaceful Aragon Condo community. Centrally located in Winter Park, only 5 minutes to downtown, Rollins College, Orlando Health and so much more. Featuring an open floor plan, stainless steel appliances, wood flooring throughout,

    Michael Mones LPT REALTY, LLC

    851 Miles Ave Unit 8, Winter Park, FL 32789
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    $1,550 per month

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

    1695 Lee Rd Unit D212, Winter Park, FL 32789

    This great second floor two-bedrooms 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

    giuseppina moriconi GM SUNSHINE REALTY LLC

    1695 Lee Rd Unit D212, Winter Park, FL 32789
  • /21

    $1,399 per month

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

    1000 S Semoran Blvd Unit 703, Winter Park, FL 32792

    Spacious one-bedroom condominium in Golfside Villas! This move in ready first-floor unit includes a large living room, Dining room with patio, open kitchen with New stainless steel appliances, Great location. Minutes from Baldwin Park and Full Sail, Golfside Villas has excellent access via Semoran Boulevard to downtown Winter Park, UCF, downtown Orlando and the Orlando International Airport.

    Gregorio Henriques CENTURY 21 CARIOTI

    1000 S Semoran Blvd Unit 703, Winter Park, FL 32792
  • /23

    $1,695 per month

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

    851 Miles Ave Unit 9, Winter Park, FL 32789

    Imagine living in this completely renovated two-bedroom, one-bathroom second-floor condominium unit near downtown Winter Park at Aragon Condos. This intimate, two-building, two-story condominium community comprises just twenty-eight units focused around a central courtyard.Features include: • Recently remodeled kitchen including all cabinetry, countertops, marble tile backsplash,

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    851 Miles Ave Unit 9, Winter Park, FL 32789
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    $1,500 per month

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

    2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792

    Welcome to this beautifully renovated 1-bedroom, 1-bathroom first-floor condo in the highly desirable Parkview Village community. This spacious and well-maintained unit features a modern, updated kitchen and bathroom, a large walk-in closet, and an in-unit washer and dryer for your convenience. The open-concept living and dining area creates a comfortable and functional layout, perfect for

    Julian Quezada INTERINVESTMENTS REALTY, INC.

    2929 Antique Oaks Cir Unit 53, Winter Park, FL 32792
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    $1,600 per month

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft
    • Condo for Rent

    316 Scottsdale Square Unit 316, Winter Park, FL 32792

    Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining. The utility room is equipped with a washer and dryer, plus extra storage space for

    Tyann Huynh JADE KEY REALTY LLC

    316 Scottsdale Square Unit 316, Winter Park, FL 32792
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    $1,550 per month

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

    1000 S Semoran Blvd Unit 115, Winter Park, FL 32792

    Welcome to Golfside Villas. This community is nestled near Downtown Orlando, Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. This condominium features an open floor plan that consist of 2 bedrooms, 2 bathrooms, and a screened in patio. Over 1000 sqft of living space awaits you with a few upgrades. This neighborhood features a laundry

    Damon Mayers MAYERS REAL ESTATE LLC

    1000 S Semoran Blvd Unit 115, Winter Park, FL 32792
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    $2,875 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
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    $2,950 per month

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, location!! Walking distance to Winter Park’s iconic Park Avenue and Rollins College. Open concept living space includes new chef’s kitchen with quartz counter tops, stainless steel Samsung appliances, recessed lighting and expansive bar seating. The large living space allows for

    Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
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    $1,650 per month

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

    1695 Lee Rd Unit B114, Winter Park, FL 32789

    The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great location. Don’t miss the

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit B114, Winter Park, FL 32789
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    $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
  • /2

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    668 Montego Bay Ct Unit 668, Winter Park, FL 32792

    Welcome to this beautifully updated corner-unit condo in Winter Park featuring 2 bedrooms, 2 baths and a thoughtfully designed layout that maximizes space and comfort. Light and bright with plenty of windows, this home offers a spacious living room with vaulted ceilings, a cozy wood-burning fireplace, and a built-in bar—perfect for entertaining. The dining area flows easily into the kitchen,

    Fabian Berastegui P & C PROPERTIES

    668 Montego Bay Ct Unit 668, Winter Park, FL 32792
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