Houses for Rent in Winter Park, FL

88 rentals

Sort:

Recommended

ABOUT THIS HOME
House for Rent in Winter Park:
Beautiful Winter Park home for rent with lake access! 2/2 with very large master bedroom and bathroom with washer/dryer located inside. Updated lightening throughout the house with modern fans in b

$2,300/mo

2 beds2 baths1,100 sq ft

454 Shoreview Ave, Winter Park, FL 32789

Cats welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
Winter Park area studio apt 1/1 nice area include Utilities in the rent laundty in unit, parking spot available Owner pays for water, cable,Internet, and Electric. cats allowed. Not Smoking 1 ye

$1,300/mo

1 bed1 bath620 sq ft

2037 Linden Rd, Winter Park, FL 32792

Cats welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
🌴 Live the Winter Park Lifestyle at 4640A Cambridge! 🌴 This beautifully renovated 3-bedroom, 2-bath home offers modern living with a touch of Florida charm. Move-in ready with fast, seamless applic

$2,850/mo

3 beds2 baths1,160 sq ft

460 Cambridge Blvd Unit A, Winter Park, FL 32789

Pets welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
A Lake Berry property in a secluded cul-de-sac is the perfect place to spend time with Family and Friends. This Frank Lloyd Wright Inspired property is in a highly desirable part of Winter Park near A

$7,500/mo

4 beds3 baths3,200 sq ft

697 Balmoral Rd, Winter Park, FL 32789

Pets welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
3-Bedroom Bungalow in the Heart of Winter Park Back on market after fully renovated kitchen and new floors and paint throughout! Be the first to enjoy a brand-new kitchen and stunning floors through

$2,250/mo

3 beds2 baths1,202 sq ft

523 Shoreview Ave, Winter Park, FL 32789

Pets welcome • A/C • Dishwasher

ABOUT THIS HOME
House for Rent in Winter Park:
A large private room with plenty of closet space and fully furnised is available in a warm 3 bedroom 2 bath house. This cosy and spacies one lever house has a recenty renovated kitchen and has tile fl

$950/mo

1 bed1 bath1,768 sq ft

7552 Bent Bow Trl, Winter Park, FL 32792

Cats welcome • Laundry in unit • A/C

Property at 2045 Houndslake Dr, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,835/mo

4 beds2 baths1,534 sq ft

2045 Houndslake Dr, Winter Park, FL 32792

Property at 3721 Pickwick Dr, Orlando, FL, 32817, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,323 sq ft

3721 Pickwick Dr, Orlando, FL 32817

Property at 2181 Linden Rd, Winter Park, FL, 32792, 5 beds, 3 baths, [object Object]

$3,000/mo

5 beds3 baths1,442 sq ft

2181 Linden Rd, Winter Park, FL 32792

Property at 1931 Carrigan Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,200/mo

3 beds2 baths1,113 sq ft

1931 Carrigan Ave, Winter Park, FL 32792

Property at 3469 Seagrape Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,829/mo

3 beds2 baths1,000 sq ft

3469 Seagrape Dr, Winter Park, FL 32792

Property at 981 Hamlet Ct, Maitland, FL, 32751, 1 bed, 1 bath, [object Object]

$1,200/mo

1 bed1 bath1,289 sq ft

981 Hamlet Ct, Maitland, FL 32751

Property at 2536 Eastbrook Blvd, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,459/mo

4 beds2 baths2,018 sq ft

2536 Eastbrook Blvd, Winter Park, FL 32792

Property at 7027 Citrus Point Ct, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,715/mo

3 beds2 baths1,495 sq ft

7027 Citrus Point Ct, Winter Park, FL 32792

Property at 7116 Nathan Ct, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,150/mo

3 beds2 baths1,275 sq ft

7116 Nathan Ct, Winter Park, FL 32792

Property at 101 S Lakemont Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,799/mo

3 beds2 baths1,641 sq ft

101 S Lakemont Ave, Winter Park, FL 32792

Property at 7323 Antietam Ct W, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,500/mo

3 beds2 baths1,317 sq ft

7323 Antietam Ct W, Winter Park, FL 32792

Property at 7284 Abbey Ln, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,300/mo

4 beds2 baths1,456 sq ft

7284 Abbey Ln, Winter Park, FL 32792

Property at 1610 Lyndale Blvd, Maitland, FL, 32751, 4 beds, 3.5 baths, [object Object]

$5,250/mo

4 beds3.5 baths2,598 sq ft

1610 Lyndale Blvd, Maitland, FL 32751

Property at 1309 Bridgeport Dr, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$5,400/mo

4 beds3 baths2,582 sq ft

1309 Bridgeport Dr, Winter Park, FL 32789

Property at 1055 Cherokee Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,000/mo

3 beds2 baths1,560 sq ft

1055 Cherokee Ave, Winter Park, FL 32789

Property at 216 Rippling Ln, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,000/mo

3 beds2 baths1,950 sq ft

216 Rippling Ln, Winter Park, FL 32789

Property at 918 Gloriosa Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$1,795/mo

2 beds2 baths1,232 sq ft

918 Gloriosa Ave, Winter Park, FL 32789

Property at 1166 Palmer Ave, Winter Park, FL, 32789, 3 beds, 3.5 baths, [object Object]

$4,695/mo

3 beds3.5 baths2,659 sq ft

1166 Palmer Ave, Winter Park, FL 32789

Property at 929 DuPont Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,500/mo

3 beds2 baths1,260 sq ft

929 DuPont Ave, Winter Park, FL 32789

Property at 917 Fremont Ave, Winter Park, FL, 32789, 4 beds, 1 bath, [object Object]

$2,200/mo

4 beds1 bath1,500 sq ft

917 Fremont Ave, Winter Park, FL 32789

Property at 430 Ololu Dr, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$3,000/mo

2 beds1 bath920 sq ft

430 Ololu Dr, Winter Park, FL 32789

Property at 770 Baffie Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,049/mo

3 beds1 bath1,381 sq ft

770 Baffie Ave, Winter Park, FL 32789

Property at 263 Blossom Ln, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,950/mo

2 beds1 bath1,076 sq ft

263 Blossom Ln, Winter Park, FL 32789

Property at 2326 Wellington Blvd, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,050/mo

1 bed1 bath755 sq ft

2326 Wellington Blvd, Winter Park, FL 32789

Property at 2341 Devon Ct, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,650/mo

3 beds2 baths1,500 sq ft

2341 Devon Ct, Winter Park, FL 32789

Property at 931 Cypress Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,050/mo

3 beds1 bath977 sq ft

931 Cypress Ave, Winter Park, FL 32789

Property at 3326 Young St, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,800/mo

4 beds2 baths1,758 sq ft

3326 Young St, Winter Park, FL 32792

Property at 2862 Kings Deer Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$3,200/mo

3 beds2 baths1,763 sq ft

2862 Kings Deer Rd, Winter Park, FL 32792

Property at 2606 Aloma Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,849/mo

3 beds2 baths1,383 sq ft

2606 Aloma Ave, Winter Park, FL 32792

Property at 2667 Rook Cv, Winter Park, FL, 32792, 2 beds, 1.5 baths, [object Object]

$1,795/mo

2 beds1.5 baths1,050 sq ft

2667 Rook Cv, Winter Park, FL 32792

Property at 1835 Edwin Blvd, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,225/mo

3 beds2 baths1,436 sq ft

1835 Edwin Blvd, Winter Park, FL 32789

Property at 1580 Oakhurst Ave, Winter Park, FL, 32789, 4 beds, 2.5 baths, [object Object]

$4,950/mo

4 beds2.5 baths2,406 sq ft

1580 Oakhurst Ave, Winter Park, FL 32789

Property at 1701 Palmer Ave, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$5,400/mo

4 beds3 baths2,841 sq ft

1701 Palmer Ave, Winter Park, FL 32789

Property at 3651 N Goldenrod Rd Unit F203, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,600/mo

2 beds2 baths840 sq ft

3651 N Goldenrod Rd Unit F203, Winter Park, FL 32792

Property at 447 N Phelps Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,595/mo

3 beds1 bath1,290 sq ft

447 N Phelps Ave, Winter Park, FL 32789

Viewing page 1 of 3

Based on information submitted to the MLS GRID as of Wed Dec 03 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

More to explore in Winter Park, FL

Property Types
Bedrooms
Amenities
Price

Apartments for rent near Winter Park, FL

Cities
Rental Buildings

Neighborhoods
Zip Codes

Popular rental markets in Florida

Rentals
Apartments

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Houses for Rent in Winter Park, FL

More to explore in Winter Park, FL

Rentals near Winter Park, FL

Cities

Apartments for rent near Winter Park, FL

Popular rental markets in Florida

Related searches in Winter Park, FL