4 Bedroom Rentals in Winter Park, FL

4 Bedroom Rentals for Rent in Winter Park, FL

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13 Listings

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4 Bedroom Rentals for Rent in Winter Park, FL

13 Listings

47Active

13 listings

4 Bedroom Rentals for Rent in Winter Park, FL

Hide Map

13 Listings

Map

4 Bedroom Rentals for Rent in Winter Park, FL

13 Listings

47Active

$8,500/mo

4 bd · 4 ba · 3,184 sqft

440 Clarendon Ave, Winter Park, FL

Meg Dolan · FANNIE HILLMAN & ASSOCIATES

20Active

$2,300/mo

4 bd · 3 ba · 1,611 sqft

7487 Canford Ct #5, Winter Park, FL

Jiny Lee · THE FLORIDA LOUNGE REALTY LLC

50Active

$12,000/mo

4 bd · 4 ba · 3,553 sqft

541 W Canton Ave, Winter Park, FL

Bianca Khoury · PREMIER SOTHEBY'S INTL. REALTY

45Active

$7,500/mo

4 bd · 4 ba · 3,249 sqft

1750 Carollee Lane, Winter Park, FL

Michelle Hochfelder · PREMIER SOTHEBY'S INTL. REALTY

37Active

$5,500/mo

4 bd · 3 ba · 3,050 sqft

2056 Wood Thrush Ln, Winter Park, FL

Kimberley Gernert LLC · BALDWIN PARK REALTY LLC

39Active

$4,140/mo

4 bd · 4 ba · 3,094 sqft

2352 Kestrel Perch Pl, Winter Park, FL

Angela Fettig · KELLER WILLIAMS REALTY AT THE PARKS

50Active

$4,677/mo

4 bd · 3 ba · 2,267 sqft

350 N Phelps Ave, Winter Park, FL

A.J. Lash · GOYAL & DECOSTER REALTY

Price Reduced42Active

$2,850/mo

4 bd · 3 ba · 2,151 sqft

7033 Easter St, Winter Park, FL

Tab Bish LLC · REAL BROKER, LLC

34Active

$3,895/mo

4 bd · 4 ba · 2,553 sqft

2348 Kestrel Perch Pl, Winter Park, FL

Yan Zuo · EAST PEARL REALTY

Price Reduced24Active

$4,000/mo

4 bd · 2 ba · 1,405 sqft

616 Ellendale Dr, Winter Park, FL

Elena Sanchez · BALDWIN PARK REALTY LLC

Price Reduced42Active

$3,250/mo

4 bd · 2 ba · 1,660 sqft

333 Cornwall Rd, Winter Park, FL

Melissa Johnson · EXP REALTY LLC

Price Reduced46Active

$7,250/mo

4 bd · 3 ba · 2,394 sqft

1368 Hibiscus Ave, Winter Park, FL

Patricia Zimath, LLC · CHARLES RUTENBERG REALTY ORLANDO

Price Reduced26Active

$7,995/mo

4 bd · 6 ba · 3,295 sqft

2234 Howard Dr, Winter Park, FL

Raquel Elliott · COLDWELL BANKER REALTY

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Park, FL community profile

Population: 31,855
Median income: $98,252
Housing units: 15,404
People per sq. mi.: 1,409.5
Area: 22.6 sq. mi.

Source: HJN community data

Explore Winter Park rentals

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Park, FL community profile

Population: 31,855
Median income: $98,252
Housing units: 15,404
People per sq. mi.: 1,409.5
Area: 22.6 sq. mi.

Source: HJN community data

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Listing data & MLS disclosures

Winter Park, FL community profile

Explore Winter Park rentals

Listing data & MLS disclosures

Winter Park, FL community profile