24

Winter Park, FL Condos for Rent with Community Pool

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  • /26

    $1,350 Per Month

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

    2500 Lee Rd Unit 244, Winter Park, FL 32789

    Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

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    Rustina Gibson

    RE/MAX VANTAGE

    2500 Lee Rd Unit 244, Winter Park, FL 32789
  • /13

    $1,675 Per Month

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

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792

    Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792
  • /16

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    1250 S Denning Dr, Winter Park, FL 32789

    Property Id: 346094 Spacious living area, large master bedroom w/ private bathroom & linen closet. Wide Closets in each bedroom. Quiet neighborhood. Lots of sunlight enters the apartment. Shaded and screened patio faces a courtyard/garden w/ seating. Brand new sliding glass patio door. Incredible location short distance to Park Avenue, Trader Joes/Whole Foods/Publix, I4 exit, & shopping

    1250 S Denning Dr, Winter Park, FL 32789
  • /37

    $2,000

    Total Monthly Price

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

    1250 S Denning Dr Unit 127, Winter Park, FL 32789

    Updated 2BR/2BA First-Floor Condo in Winter Park – Pool View, Water Included!1250 S. Denning Drive – Winter Park, FLEnjoy comfortable, low-maintenance living in this beautifully updated 2-bedroom, 2-bathroom condo located in one of Winter Park's most convenient neighborhoods.This 910-square-foot, first-floor unit features luxury vinyl plank flooring throughout, a modern

    1250 S Denning Dr Unit 127, Winter Park, FL 32789
  • /30

    $2,450

    Total Monthly Price

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

    151 N Orlando Ave Unit 262, Winter Park, FL 32789

    Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior

    151 N Orlando Ave Unit 262, Winter Park, FL 32789
  • /21

    $2,100

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft
    • Condo for Rent

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792

    Welcome to this charming and beautifully updated home in the serene Cedarwood Village community! Tucked away in a peaceful location, this unit offers a quiet retreat from traffic noise and features a private backyard with no rear neighbors perfect for enjoying the spacious, enclosed lanai. The modern kitchen features sleek granite countertops and matching cabinets, with the bathrooms and dining

    2383 Sun Valley Cir Unit Winter Park, Winter Park, FL 32792
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    $1,950

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Condo for Rent

    1920 Woodcrest Dr Unit 13, Winter Park, FL 32792

    Unit 13 is a direct pool front unit. Large (1,236 sq. ft.), quiet first floor 2 bedroom 2 bathroom condo in smaller community with only 18 units in the City of Winter Park, Florida. The Floor plan has a double primary bedroom layout. Ceramic tile flooring in the foyer, living/dining area, kitchen, and both bathrooms. Both bedrooms have new easy-care luxury vinyl wood-look flooring. Primary bath

    1920 Woodcrest Dr Unit 13, Winter Park, FL 32792
  • /20

    $2,100 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 condooffers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installedbathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    151 N Orlando Ave Unit 203, Winter Park, FL 32789
  • /24

    $1,650 Per Month

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

    1695 Lee Rd Unit A101, Winter Park, FL 32789

    Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.

    Daniel Zheng CINO INTERNATIONAL INC

    1695 Lee Rd Unit A101, Winter Park, FL 32789
  • /17

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792

    Condominium located in The Colonies in Winter Park. Conveniently situated near UCF (University of Central Florida) and Full Sail University, with easy access to shopping centers, major highways, restaurants, and Orlando's world-famous theme parks. Just 11 minutes from Orlando International Airport (Orlando International Airport).This cozy 2-bedroom apartment is perfectly located for quick access

    Angel Ramirez LPT REALTY, LLC

    3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792
  • /30

    $2,600 Per Month

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

    151 N Orlando Ave Unit 238, Winter Park, FL 32789

    Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers

    Alex Scures COLONIALTOWN REALTY

    151 N Orlando Ave Unit 238, Winter Park, FL 32789
  • /13

    $1,445 Per Month

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

    7302 Swallow Run, Winter Park, FL 32792

    This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    7302 Swallow Run, Winter Park, FL 32792
  • /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
  • /11

    $1,150 Per Month

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

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792

    Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't

    Lety Morales LPT REALTY, LLC

    1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
  • /20

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 118, Winter Park, FL 32789

    Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 118, Winter Park, FL 32789
  • /55

    $2,695 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft
    • Condo for Rent

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
  • /27

    $9,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft
    • Condo for Rent

    660 Osceola Ave Unit 101, Winter Park, FL 32789

    Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of

    Jennifer King CORCORAN PREMIER REALTY

    660 Osceola Ave Unit 101, Winter Park, FL 32789
  • /21

    $2,350 Per Month

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Condo for Rent

    700 Melrose Ave Unit A5, Winter Park, FL 32789

    Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit A5, Winter Park, FL 32789
  • /15

    $1,500 Per Month

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

    Unlisted Address

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    Unlisted Address
  • /24

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft
    • Condo for Rent

    150 Killarney Bay Ct Unit 5-5, Winter Park, FL 32789

    Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living. Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek countertops,

    Giovanna D'Alessandro RP INVESTMENT REALTY LLC

    150 Killarney Bay Ct Unit 5-5, Winter Park, FL 32789
  • /14

    $1,600 Per Month

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

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
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    $1,700 Per Month

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

    205 Lewfield Cir Unit 205, Winter Park, FL 32792

    Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community

    Eimi Moreno Carrera LPT REALTY, LLC

    205 Lewfield Cir Unit 205, Winter Park, FL 32792
  • /16

    $1,500 Per Month

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

    7340 Swallow Run Unit 7340, Winter Park, FL 32792

    Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.

    Jennifer Linton METRO CITY REALTY

    7340 Swallow Run Unit 7340, Winter Park, FL 32792
  • /26

    $2,300 Per Month

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

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to this beautifully renovated 2-bedroom, 1-bathroom second-floor condo on picturesque Lake Killarney. This move-in-ready gem offers the perfect blend of modern conveniences and serene lakefront living. The stylish kitchen features granite countertops, a contemporary backsplash, and new stainless-steel appliances, including a dishwasher and a convenient combination washer/dryer. The

    Monika Kenney PALMANO GROUP RE BROKERAGE LLC

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

Rental Home Trends

Number of Condos for Rent
24
Median Condo Rent
$1,650
Median 1 Bedroom Condo Rent
$1,350
Median 2 Bedroom Condo Rent
$1,680
Median 3 Bedroom Condo Rent
$1,950
How to Rent a Home