Winter Park Homes For Rent By Owner

MLS Winter Park FL Apartments and Homes For Rent (95)

  • Home For Rent $1,500
    • 3 Bed
    • 1.5 Baths
    • 1,512 Sq ft
    469 Shoreview Avenue , Winter Park, FL

    None

  • Home For Rent $1,725
    • 3 Bed
    • 2.5 Baths
    • 1,892 Sq ft
    2507 Passamonte Drive , Winter Park, FL

    This beautiful three bedroom townhouse is located in the quiet gated community of via lago at... Read More

  • Home For Rent $835
    • 1 Bed
    • 1 Baths
    • 785 Sq ft
    345 Scottsdale Square #345, Winter Park, FL

    Cozy yet spacious 1/1 ground floor unit with ceramic tile through the unit is in a perfect... Read More

  • Home For Rent $2,395
    • 3 Bed
    • 2 Baths
    • 1,514 Sq ft
    1937 Strathaven Road , Winter Park, FL

    Beautiful home, recently renovated kitchen and owner suite bath. open family room and dining... Read More

  • Home For Rent $1,550
    • 4 Bed
    • 2 Baths
    • 1,411 Sq ft
    717 Denton Road , Winter Park, FL

    Winter park 4 bedrm home for rent see terms priced low, call now, move in ready, 2 car... Read More

  • Home For Rent $2,350
    • 3 Bed
    • 2 Baths
    • 1,218 Sq ft
    502 S Lakemont Avenue , Winter Park, FL

    Centrally located in the beautiful neighborhood of winter park, this amazing one story home... Read More

  • Home For Rent $3,600
    • 3 Bed
    • 2.5 Baths
    • 1,939 Sq ft
    1427 Indiana Avenue , Winter Park, FL

    New construction rental available. stunning coastal modern home, wide open and very bright... Read More

  • Home For Rent $1,350
    • 2 Bed
    • 2.5 Baths
    • 1,578 Sq ft
    7488 Whisperwood Drive #28, Winter Park, FL

    Available for immediate move in. enjoy this sunny, spacious 2-story town home with 2 bedrooms,... Read More

  • Home For Rent $3,200
    • 3 Bed
    • 2 Baths
    • 1,438 Sq ft
    1939 Gunn Road , Winter Park, FL

    Stunning 3 bedroom 2 bath winter park one story unfurnished house with fully updated interior... Read More

  • Home For Rent $1,899
    • 3 Bed
    • 2 Baths
    • 1,485 Sq ft
    1500 Magnolia Avenue , Winter Park, FL

    Winter park pool home on brick street! large master with storage loft and large closet. second... Read More

  • Home For Rent $1,899
    • 3 Bed
    • 2 Baths
    • 1,485 Sq ft
    1500 Magnolia Avenue, Winter Park, FL

    Winter park pool home on brick street! large master with storage loft and large closet. second... Read More

  • Home For Rent $4,800
    • 2 Bed
    • 2 Baths
    • 1,511 Sq ft
    315 E New England Avenue #7, Winter Park, FL

    A beautiful second floor unit in the jewel of winter park facing the alfond inn with sweeping... Read More

  • Other For Rent $7,900,000
    • 0 Baths
    • 20,384 Sq ft
    1245 W Fairbanks Avenue , Winter Park, FL

    Winter park, fl iconic, landmark, trophy property. fully leased with long term credit tenant... Read More

  • Home For Rent $1,450
    • 2 Bed
    • 2.5 Baths
    • 1,611 Sq ft
    7474 Canford Court #13, Winter Park, FL

    Beautifully renovated 2/2.5 condo in winter park, is available now! this large two story condo... Read More

  • Home For Rent $4,500
    • 5 Bed
    • 3.5 Baths
    • 3,400 Sq ft
    444 Covey Cove , Winter Park, FL

    Large single family pool home fronting a beautiful fountain pond in a winter park cul-de-sac.... Read More

  • Home For Rent $2,400
    • 3 Bed
    • 2 Baths
    • 1,392 Sq ft
    332 Harris Avenue , Winter Park, FL

    Quaint 3 bedroom 2 bath home situated on a corner lot on a quiet street! this home has been... Read More

  • Home For Rent $1,325
    • 2 Bed
    • 2 Baths
    • 1,120 Sq ft
    629 Trinidad Court #S, Winter Park, FL

    Two story condo in winter park! two bedrooms, two baths, living room-dining room combo,... Read More

  • Home For Rent $1,750
    • 3 Bed
    • 2 Baths
    • 1,515 Sq ft
    2709 Ambergate Road , Winter Park, FL

    This home is located in the desirable winter park estates neighborhood. walk to starbucks,... Read More

  • Home For Rent $1,200
    • 1 Bed
    • 1 Baths
    • 350 Sq ft
    1924 Hammerlin Avenue , Winter Park, FL

    Utilities included in rent: water and electric. awesome location! right off corrine dr. walk... Read More

  • Home For Rent $1,395
    • 3 Bed
    • 2 Baths
    • 1,149 Sq ft
    1695 Lee Road #D215, Winter Park, FL

    !!move-in special!! 50% off first-month rent if moved in on/or before january 1st pending... Read More

Other Winter Park FL Apartments and Homes For Rent (13)

  • Home For Rent $2,900
    • 3 Bed
    • 2 Baths
    N lake Burkett ln, Winter Park, FL

    Sublet.com listing id 4581405 beautifully decorated 3 bedroom 2 bath house. split plan, ranch... Read More

  • Apartment For Rent $1,753
    • 10 Bed
    • 1 Baths
    Morgan Stanley Ave #218, Winter Park, FL

    Sublet.com listing id 4592073 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $3,017
    • 3 Bed
    • 2 Baths
    Morgan Stanley Ave #129, Winter Park, FL

    Sublet.com listing id 4592080 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $3,422
    • 3 Bed
    • 2 Baths
    Morgan Stanley Ave #103, Winter Park, FL

    Sublet.com listing id 4592081 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $3,821
    • 3 Bed
    • 3 Baths
    Morgan Stanley Ave #314, Winter Park, FL

    Sublet.com listing id 4592082 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $1,964
    • 1 Bed
    • 1 Baths
    Morgan Stanley Ave #328, Winter Park, FL

    Sublet.com listing id 4592075 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $1,987
    • 1 Bed
    • 1 Baths
    Morgan Stanley Ave #439, Winter Park, FL

    Sublet.com listing id 4592076 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $2,342
    • 2 Bed
    • 2 Baths
    Morgan Stanley Ave #309, Winter Park, FL

    Sublet.com listing id 4592077 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $2,215
    • 2 Bed
    • 2 Baths
    Morgan Stanley Ave #329, Winter Park, FL

    Sublet.com listing id 4592078 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $1,780
    • 1 Baths
    Morgan Stanley Ave #232, Winter Park, FL

    Sublet.com listing id 4592074 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $2,587
    • 2 Bed
    • 2 Baths
    Morgan Stanley Ave #502, Winter Park, FL

    Sublet.com listing id 4592079 when you enter your landing home for the first time, youll notice... Read More

  • Apartment For Rent $1,099
    • 1 Bed
    • 1 Baths
    Whitney Way, Winter Park, FL

    Sublet.com listing id 4584809 my husband and i are giving away our 1bed 1bath apartment. the... Read More

  • Apartment For Rent $1,535
    • 1 Bed
    • 1 Baths
    Grenadine Ct #WPV, Winter Park, FL

    Sublet.com listing id 4482912 winter park villas are conveniently located just minutes from... Read More

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Learn More About Winter Park, Florida

Learn More About Winter Park, Florida:

Winter Park is a small to mid-sized city in Orange County, Florida in the central region of the state. Located just seven miles northeast of downtown Orlando, Winter Park covers approximately 10 square miles of area and has a population of just over 30,000. Winter Park takes immense pride in its reputation as being a city of arts and culture as well as municipal progress.

 

Winter Park features a warm and humid subtropical climate, which typically produces a hot and rainy season lasting from May until October and a dryer, more moderate season from November through March. The area's weather is significantly influenced by the movement of the Gulf Stream.

 

One of the signature community events in Winter Park is the annual Winter Park Sidewalk Art Festival which is one of the nation's oldest and largest juried outdoor art festivals. Since its debut in 1960, the festival has succeeded in its goal to bring local artists and art lovers together. The Festival draws more than 350,000 visitors each year and its most recent iteration saw work displayed from 225 different artists from the more than 1,100 who applied. The Festival has received many community and arts awards including Orlando Magazine’s Central Florida’s Best Festival.

 

For the best in live stage and music performances, Winter Park has multiple options for its residents and visitors. The Annie Russell Theatre is a historic theater first opened on the premises of Rollins College in 1931. In 1998, it was added to the U.S. National Register of Historic Places. Local musical theatre lovers frequently attend the Winter Park Playhouse, Central Florida’s only professional musical theatre. Since its inception in 2002, it has been delighting audiences with entertaining, uplifting and inspiring musicals, cabarets and educational outreach programs. The intimacy of the 123-seat theater engages patrons in a unique up-close-and-personal experience.

 

Winter Park is surrounded by natural beauty and there is no better way to enjoy this than by taking a hike, bike ride, or leisurely stroll through one of the city’s impressive public parks. The crown jewel of the public park system is easily Central Park. This 11-acre park is famous for its beautiful fountains, landscaped planters and oak tree canopy There is also a spectacular Rose Garden located on the southern border of the park. Alternatively, the Kraft Azalea Garden on the shore of Lake Maitland is a quiet 11-acre park has benches for reading, picnic, or just relaxing. There are trails for short walks a small dock that is open for fishing.

 

Schools in Winter Park are administered through the Orange County School District. Amongst the highest rated schools in the city are: Brookshire Elementary School, Winter Park High School, Lakemont Elementary School, and Lake Howell High School.

 

With its scenic beauty, amazing public parks, great schools, and strong sense of community spirit, Winter Park is a great destination for just about everyone.