Houses for Rent in Winter Park, FL

87 rentals

Sort:

Recommended

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:
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:
🌴 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:
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:
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:
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 5037 Lake Howell Rd, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,950/mo

4 beds2 baths1,276 sq ft

5037 Lake Howell Rd, Winter Park, FL 32792

Property at 1280 Gladiolas Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,650/mo

3 beds2 baths1,624 sq ft

1280 Gladiolas Dr, Winter Park, FL 32792

Property at 5334 Lake Howell Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,800/mo

3 beds2 baths2,319 sq ft

5334 Lake Howell Rd, Winter Park, FL 32792

Property at 2682 Tierra Cir, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,850/mo

4 beds2 baths1,874 sq ft

2682 Tierra Cir, Winter Park, FL 32792

Property at 3392 Bougainvillea Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,195/mo

3 beds2 baths1,300 sq ft

3392 Bougainvillea Dr, Winter Park, FL 32792

Property at 1860 Via Contessa, Winter Park, FL, 32789, 8 beds, 6 baths, [object Object]

$19,500/mo

8 beds6 baths7,000 sq ft

1860 Via Contessa, Winter Park, FL 32789

Property at 2111 Conifer Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,885/mo

3 beds2 baths1,409 sq ft

2111 Conifer Ave, Winter Park, FL 32792

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

$3,049/mo

4 beds2 baths2,018 sq ft

2536 Eastbrook Blvd, Winter Park, FL 32792

Property at 5323 Poinsetta Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,350/mo

3 beds2 baths1,428 sq ft

5323 Poinsetta Ave, Winter Park, FL 32792

Property at 502 Dunraven Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,995/mo

3 beds2 baths1,678 sq ft

502 Dunraven Dr, Winter Park, FL 32792

Property at 5119 Ferncrest Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,495/mo

3 beds2 baths1,500 sq ft

5119 Ferncrest Dr, Winter Park, FL 32792

Property at 7431 Portside Ct, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,490/mo

3 beds2 baths1,448 sq ft

7431 Portside Ct, Winter Park, FL 32792

Property at 7733 Fox Knoll Pl, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,300/mo

3 beds2 baths1,950 sq ft

7733 Fox Knoll Pl, Winter Park, FL 32792

Property at 438 Garfield Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,195/mo

3 beds2 baths1,596 sq ft

438 Garfield Ave, Winter Park, FL 32789

Property at 5600 Revelwood Loop, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,995/mo

4 beds2 baths1,598 sq ft

5600 Revelwood Loop, Winter Park, FL 32792

Property at 5587 Pats Pt, Winter Park, FL, 32792, 4 beds, 2 baths, [object Object]

$2,000/mo

4 beds2 baths1,800 sq ft

5587 Pats Pt, Winter Park, FL 32792

Property at 2875 Dorell Ave, Orlando, FL, 32814, 4 beds, 4.5 baths, [object Object]

$5,495/mo

4 beds4.5 baths3,597 sq ft

2875 Dorell Ave, Orlando, FL 32814

Property at 630 N Lakemont Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,780/mo

3 beds2 baths1,553 sq ft

630 N Lakemont Ave, Winter Park, FL 32792

Property at 957 DuPont Ave, Winter Park, FL, 32789, 3 beds, 2.5 baths, [object Object]

$2,750/mo

3 beds2.5 baths1,152 sq ft

957 DuPont 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 333 Cambridge Blvd, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,940/mo

3 beds2 baths1,651 sq ft

333 Cambridge Blvd, Winter Park, FL 32789

Property at 8230 Woodsworth Dr, Orlando, FL, 32817, 4 beds, 2.5 baths, [object Object]

$2,600/mo

4 beds2.5 baths1,994 sq ft

8230 Woodsworth Dr, Orlando, FL 32817

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

$1,295/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 7666 Glenmoor Ln, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,640/mo

3 beds2 baths1,338 sq ft

7666 Glenmoor Ln, Winter Park, FL 32792

Property at 3260 Lake Shore Dr, Orlando, FL, 32803, 5 beds, 7.5 baths, [object Object]

$22,500/mo

5 beds7.5 baths6,709 sq ft

3260 Lake Shore Dr, Orlando, FL 32803

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 731 Bongart Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,295/mo

3 beds2 baths1,526 sq ft

731 Bongart Rd, Winter Park, FL 32792

Property at 633 Balfour Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,500/mo

3 beds2 baths1,260 sq ft

633 Balfour Dr, Winter Park, FL 32792

Property at 632 Gaines Way, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$2,295/mo

1 bed1 bath550 sq ft

632 Gaines Way, Winter Park, FL 32789

Property at 2717 Amsden Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,240/mo

3 beds2 baths1,909 sq ft

2717 Amsden Rd, Winter Park, FL 32792

Property at 1805 Edwin Blvd, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,195/mo

3 beds1 bath1,158 sq ft

1805 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 130 N Center St Unit 2, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,665/mo

1 bed1 bath1,000 sq ft

130 N Center St Unit 2, Winter Park, FL 32789

Property at 1690 Dale Ave, Winter Park, FL, 32789, 4 beds, 2 baths, [object Object]

$3,500/mo

4 beds2 baths1,474 sq ft

1690 Dale Ave, Winter Park, FL 32789

Viewing page 1 of 3

Based on information submitted to the MLS GRID as of Mon Sep 15 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

Countries

United States

Canada

Updated January 2023: 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, TITLE FORWARD, 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

Rocket Mortgage is an affiliated business of Redfin. 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. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

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