Zumper

Apartments for Rent in Winter Park, FL

257 rentals available

150 Killarney Bay Ct #5-5 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

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

In-unit laundry | Air conditioning | On-site laundry

2 beds

2 baths

$2,450

Condo for rent

Available Jun 29

Description

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, and newer appliances, making it as functional as it is stylish. The spacious living and dining areas flow seamlessly, leading to a relaxing setting just steps from Lake Killarney, a

520 N Orlando Ave #112 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

In-unit laundry | Fitness center | Elevator

1 bed

1 bath

$1,875

Apartment for rent

Available Jun 29

Description

Special Offer! Get $750 Off Your First Month + a Super Low $350 Security Deposit!* **Free application fee for Active and Retired Military** *Application refunds apply to approved applicants only. The fee will be Credited to the resident’s account Upon Move IN! Experience the perfect blend of style and convenience at The Lofts. These modern residences feature sleek two-level layouts, soaring ceilings, oversized windows, and stylish industrial finishes that create a bright, open living space. Ideally located in the heart of Winter Park Village, you’re just steps from Rega

7421 Daniel Webster Dr #A - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

7421 Daniel Webster Dr #A, Winter Park, FL 32792

On-site laundry | Swimming pool | Concierge service

1 bed

1 bath

$1,150

Condo for rent

Available Jun 5

1-bed Winter Park condo with pool and lanai

Sitting in Winter Park, FL, this 1-bed, 1-bath condo offers 809 sqft of open-concept living with tile floors and natural light throughout. The screened lanai overlooks the courtyard, while community amenities include a pool and clubhouse. A fit for remote workers and pet owners with nearby coworking spaces, pet supply stores, and outdoor space. Minutes from downtown Winter Park, UCF, and Full Sail.

2942 Antique Oaks Cir #88 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2942 Antique Oaks Cir #88, Winter Park, FL 32792

In-unit laundry | On-site laundry | Balcony

1 bed

1 bath

$1,495

Condo for rent

Available Jun 26

Description

This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect spot to enjoy your morning cup of coffee. The kitchen overlooks the living and dining rooms and contains a full suite of upgraded appliances including the refrigerator, range, microwave, dishwasher, disposal and plenty of cab

1695 Lee Rd #A103 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Assigned parking

2 beds

1 bath

$1,550

Apartment for rent

Available Jun 26

Description

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. This property offers an option of a security deposit-free lease using Obligo's billing authorization technology for qualified tenants and well as a mandatory Resident Benefit Package. Security Deposit - No upfront security deposit option with Obligo for Re

2500 Lee Rd #244 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

2500 Lee Rd #244, Winter Park, FL 32789

In-unit laundry | Assigned parking | Swimming pool

1 bed

1 bath

$1,350

Condo for rent

1-bed Winter Park condo near Rollins College

Sitting in Winter Park, FL, this 1-bed, 1-bath condo offers 645 sqft of bright living space with an open layout and plenty of kitchen storage. In-unit laundry, dishwasher, and assigned parking add convenience, while the community swimming pool and landscaped grounds provide relaxation. Located near Park Avenue, Rollins College, and I-4 for easy access to Downtown Orlando.

1524 Little Wren Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1524 Little Wren Ln, Winter Park, FL 32792

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,850

House for rent

Available Jun 25

Description

1524 Little Wren Lane is a 3-bedroom, 2.5 bath two story town home located in the Enclave at Hawks Crest gated community in Winter Park. Upon entry, you are welcomed into the oversized living area overlooking the kitchen and dining area. The kitchen features a full suite of stainless-steel appliances including refrigerator, dishwasher, stove top and over the range microwave as well as granite counter tops. Through the sliding glass doors in the living area is the large, covered patio. Located on the second floor is the master bedroom and both additional bedrooms. The maste

1951 Canny Cv - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1951 Canny Cv, Winter Park, FL 32792

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$2,700

House for rent

3-bed Winter Park townhouse with gated access

This 3-bed, 2.5-bath townhouse in Winter Park's gated Grayson Square community features quartz countertops, stainless steel appliances, and an open-concept layout with covered lanai. The 1,782 sqft design includes a two-car garage, in-unit laundry, and community pool with cabana - a fit for remote workers with 1GB fiber internet included in rent. Minutes from Publix, Starbucks, and downtown Winter Park's Park Avenue shopping.

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2942 Antique Oaks Cir #088 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2942 Antique Oaks Cir #088, Winter Park, FL 32792

In-unit laundry | Swimming pool | On-site management

1 bed

1 bath

$1,495

Condo for rent

Available Jun 25

Description

This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect spot to enjoy your morning cup of coffee. The kitchen overlooks the living and dining rooms and contains a full suite of upgraded appliances including the refrigerator, range, microwave, dishwasher, disposal and plenty of cab

7526 University Garden Dr - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Garage parking | Carpet | On-site management

3 beds

2 baths

$1,745

Condo for rent

Available Aug 15

Description

Fantastic 3 Bedrooms & 2 Bathrooms Home in Orlando ***Available 08/15/26*** Located at 7526 University Garden Dr Winter Park, FL 32792 Limited-time offer! Enjoy $150 off the base rent of $1,895 during months 2, 3, and 4 — advertised rent reflects this temporary discount. Tile Throughout Main Parts of Property and Master Bedroom. Carpet in Bedrooms. Private Covered Patio and One Car Garage. NO Pets Allowed. Renter's Insurance Required Upon Approval. Conveniently Located, Easy Access to 417, 426, 436, and 50. Minutes Away From Shopping, Dinning, and Entertainment Venues. Ple

151 N Orlando Ave #118 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

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

In-unit laundry | Swimming pool | Ceiling fan

3 beds

1 bath

$2,200

Condo for rent

3-bed lakefront condo with pool and sunsets

Condo in Winter Park, FL, this 3-bed, 1-bath unit sits on Lake Killarney with community pool access and sunset views. The 1,500 sqft layout includes in-unit laundry, dishwasher, and central air across seven rooms. Located near Publix, Trader Joe's, and local dining with extensive grassy areas and storage on-site.

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3059 Autumn Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3059 Autumn Ct, Winter Park, FL 32792

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$1,795

Condo for rent

Available Jun 1

3-bed Winter Park condo with garage & pool

Set in Winter Park, FL, this 3-bed, 2-bath villa-style condo offers 1,266 sqft with vaulted ceilings and an open-concept layout. The unit features updated kitchen finishes, wood laminate flooring, a screened patio, and attached garage. Community amenities include a pool and playground - a fit for dog owners with a fenced private yard and nearby pet services.

7338 Swallow Run #7338 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

7338 Swallow Run #7338, Winter Park, FL 32792

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$1,598

Condo for rent

Updated 2-bed Winter Park condo near universities

In Winter Park, FL, this renovated 2-bed, 2-bath condo offers modern plank-style tile flooring and an updated kitchen with newer cabinets and stylish backsplash. The 774 sqft layout includes a primary suite with walk-in closet, stackable washer/dryer, and community pool access. Located steps from Full Sail University, Valencia College, and UCF with easy highway access.

1351 Merrydale Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 beds

2.5 baths

$2,975

$2,875

Price drop

House for rent

3-bed gated townhouse with water views & pool

Set in Winter Park, FL, this 3-bed, 2.5-bath townhouse in the gated Hawk's Crest community offers 1,755 sqft with water views and a private patio overlooking a pond. The open layout features granite countertops, stainless steel Whirlpool appliances, and a 2-car garage with storage. High-speed wifi included, plus resort-style pool and playground nearby.

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$10,500

$9,500

Price drop

Apartment for rent

Available Jun 10

3-bed luxury apartment with private pool & spa

Set in Winter Park, FL, this 3-bed, 5-bath apartment sits one block from Park Avenue and Central Park. The 3,320 sqft second-floor layout features private elevator access, secured underground parking, and two covered balconies overlooking the heated pool and spa. A fit for social renters and pet owners with on-site entertaining areas, fireplace, and walkable access to Winter Park's dining and shopping scene.

1340 Paradise Ln #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1340 Paradise Lane - 1

1340 Paradise Ln #1, Winter Park, FL 32792

3 beds

2 baths

$2,350

House for rent

Available Jun 18

3-bed Winter Park house with large backyard

Set in Winter Park, FL, this 3-bed, 2-bath house offers 1,200 sqft with tile flooring in main areas and vinyl in bedrooms. The spacious kitchen provides ample cabinet and counter space, while the large backyard works well for entertaining or relaxing. Located near shopping, restaurants, and schools with a grocery store just 0.3 miles away.

7302 Swallow Run #7302 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR / 2 BA Condo In Whisperwood

7302 Swallow Run #7302, Winter Park, FL 32792

2 beds

2 baths

$1,495

Condo for rent

Description

AVAILABLE NOW! Please call or text 407.269.8268 to schedule a showing. 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. At RPM Realty, we're here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance

1941 Lanier Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR / 1 BA Condo In Winter Park - First Floor

1941 Lanier Ct, Winter Park, FL 32792

On-site laundry | Outdoor space

2 beds

1 bath

$1,595

Condo for rent

2-bed Winter Park condo near Park Avenue shops

Set in Winter Park, FL, this first-floor 2-bed, 1-bath condo puts you steps from Park Avenue's shops and restaurants. The 865 sqft layout features an open living area, granite kitchen with stainless appliances, and spacious bedrooms. A fit for pet owners with outdoor space and nearby dog parks, plus onsite laundry and top-rated schools within half a mile.

151 N Orlando Ave #238 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2 beds

1 bath

$2,750

House for rent

Description

Overlooking Lake Killarney, enjoy the beautiful sunsets from your living room! Updated kitchen and bathroom. Located just steps to the Winter Park Village, Trader Joe’s, and 1st Watch!

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5523 Cretan Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

5523 Cretan Way, Winter Park, FL 32792

In-unit laundry | Assigned parking | Central heat

3 beds

2 baths

$1,795

House for rent

3-bed Winter Park townhouse with private parking

This 3-bed, 2-bath townhouse in Winter Park sits on a quiet cul-de-sac with private driveway parking and no neighbors on one side. The 1,332 sqft layout includes central air/heat, in-unit Maytag washer/dryer, dishwasher, and a mini bar off the living room. Lawn service included, plus a storage shed and outdoor space.

1840 Bachman Way - Photo 1 of 1

5d+ ago

House for rent in Winter Park

$2,500 - 3 Bedroom 2.5 Bathroom House In Winter Park

1840 Bachman Way, Winter Park, FL 32792

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$2,500

House for rent

Available Jul 12

Description

Property Id: 502903 Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air, central heat, dishwasher, hardwood floors, pool, washer dryer, yard, and washer and dryer, fenced in. Is not pet friendly. $2,500/month rent. $2,500 security deposit required. Looking f

1840 Bachman Way #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Park

$2,500 - 3 Bedroom 2.5 Bathroom House In Winter Park With Great Amenities

1840 Bachman Way #NA, Winter Park, FL 32792

In-unit laundry | Garage parking | Assigned parking

3 beds

2.5 baths

$2,500

House for rent

Available Jul 10

Description

Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air, central heat, dishwasher, hardwood floors, pool, washer dryer, yard, and washer and dryer, fenced in. Is not pet friendly. Date Available: July 10, 2026. $2,500/month rent. $2,500 security deposit required. L

3045 Aaron Burr Ave #12D - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

3045 Aaron Burr Ave #12D, Winter Park, FL 32792

2 beds

2 baths

$1,650

Condo for rent

2-bed condo near UCF and Orlando Airport

In Winter Park, FL, this 2-bed, 2-bath condo sits in The Colonies with convenient access to UCF and Full Sail University. The 1,062 sqft unit features new flooring, central air, and a fresh interior just 11 minutes from Orlando International Airport. Easy access to major highways, shopping centers, and Orlando's theme parks.

2304 Inagua Way #2304 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

2304 Inagua Way #2304, Winter Park, FL 32792

In-unit laundry | Swimming pool | Walk-in closets

2 beds

1 bath

$1,750

Condo for rent

Updated 2-bed corner condo with pool access

This 854 square-foot condo in Winter Park features a renovated kitchen and bathroom with ceramic tile flooring throughout. The 2-bed, 1-bath corner unit includes in-unit laundry, a fenced backyard, and access to Winward Square's community pool and tennis courts. Central air and a walk-in closet add convenience to this single-story layout.

350 Carolina Ave #407 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

350 Carolina Ave #407, Winter Park, FL 32789

In-unit laundry | Garage parking | Assigned parking

2 beds

2 baths

$2,895

Condo for rent

2-bed condo in Winter Park with garage parking

2-bed condo in Winter Park, FL, located on the top floor of the gated Park West community. The 1,529 sqft unit features vaulted ceilings, hardwood floors, quartz counters, and stainless appliances with in-unit laundry. Garage parking and pool access included, plus water service covered in rent. Steps from Park Avenue shopping and the SunRail station.

418R Gilbert Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

418R Gilbert Rd, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$4,000

House for rent

Renovated 3-bed Winter Park house with Florida room

Set in Winter Park, FL, this renovated 3-bed, 3-bath house features a sun-drenched Florida room with mini-split AC and dry bar - ideal for remote workers seeking natural light and quiet space. The 1,680 sqft layout includes quartz countertops, stainless appliances, and a split floor plan with primary suite. A 2-car garage offers conversion potential, while the fenced backyard provides room for a pool near top-rated schools.

2233 Shadowland Loop - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

2233 Shadowland Loop, Winter Park, FL 32792

In-unit laundry | Furnished | Air conditioning

3 beds

2.5 baths

$2,900

House for rent

3-bed Winter Park townhouse with loft & pool

Quietly set in Winter Park, FL, this 3-bed, 2.5-bath townhouse features an open-concept layout with a versatile upstairs loft for home office or media room use. The 2,312 sqft split-bedroom design includes a screened rear patio, in-unit laundry, and garage parking. Rent covers Wi-Fi and A/C maintenance, with community pool and playground access near shopping and major roadways.

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648 W Swoope Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

648 W Swoope Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space

3 beds

1 bath

$2,700

House for rent

Remodeled 3-bed Winter Park house near Rollins

Quietly set in Winter Park, FL, this completely remodeled 3-bed, 1-bath house offers 960 sqft with quartz countertops, stainless appliances, and an open floorplan. In-unit laundry and a fenced backyard add convenience, while the downtown location puts Park Avenue, Hannibal Square, and Rollins College within walking distance - a fit for social butterflies with 219 restaurants within a mile.

853 W Lyman Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Cozy Cottage in Historic Hannibal Square - close to Rollins and convenient commute to I-4

853 W Lyman Ave, Winter Park, FL 32789

In-unit laundry | Furnished | On-site laundry

3 beds

1 bath

$3,300

House for rent

Available Jun 1

Furnished 3-bed Winter Park house near I-4

Right in Winter Park, FL, this furnished 3-bed, 1-bath house offers 820 sqft with a full kitchen, in-unit laundry, and flat screen TV. The setup works well for extended stays, remote workers, or Rollins College visitors with street parking plus driveway space. Just 5 minutes from I-4 Fairbanks exit for easy access to theme parks and beaches.

2730 Prince John Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

2730 Prince John Rd, Winter Park, FL 32792

In-unit laundry | Garage parking | Ceiling fan

4 beds

2 baths

$2,495

House for rent

4-bed Winter Park house with garage & den

House in Winter Park, FL, this 4-bed, 2-bath house features a large living/dining combo plus separate den area for extra space. The 1,669 sqft layout includes in-unit laundry, 2-car garage, and large fenced backyard with lawn care included. Walking distance to Cady Way Trail with top-rated schools nearby.

2918 Antique Oaks Cir #26 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

2918 Antique Oaks Cir #26, Winter Park, FL 32792

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$1,575

Condo for rent

2-bed Winter Park condo with screened balcony

Condo with 2 beds in Winter Park, FL, featuring a screened balcony and living/dining combo in 1,018 sqft. This second-story 2-bed, 2-bath unit includes in-unit laundry, dishwasher, and access to the community pool. Water and sewer included in rent, with top-rated elementary and high schools within a quarter mile.

3449 Allston Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3449 Allston Ln, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

3 beds

2.5 baths

$2,350

House for rent

3-bed Winter Park house with new roof & vaulted ceilings

Set in Winter Park, FL, this 3-bed, 2.5-bath house features vaulted ceilings throughout and a brand new roof. The 1,482 sqft layout includes a large eat-in kitchen, spacious living room, and main floor master with laundry. Three walk-in closets and abundant natural light make it a fit for remote workers, while easy access to 436 and nearby restaurants add convenience.

614 Saint Johns Ct #614 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

614 Saint Johns Ct #614, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

2-bed Winter Park condo with pool & fitness

Set in Winter Park, FL, this pet-friendly 2-bed, 2-bath condo offers 1,037 sqft with granite counters, in-unit laundry, and a cozy fireplace. The end unit includes walk-in closets, ceramic tile floors, and a private courtyard with covered patio. Water and sewer included in rent, plus community pool and fitness center steps away - a fit for fitness enthusiasts and pet owners near top-rated schools.

2648 Galliano Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

2648 Galliano Cir, Winter Park, FL 32792

Garage parking | Concierge service | On-site management

2 beds

2.5 baths

$2,250

House for rent

Available May 18

2-bed gated townhouse with garage in Winter Park

Townhouse in Winter Park, FL, this 2-bed, 2.5-bath unit sits in the gated Vistas at Lake Howell community with convenient I-4 and SR-436 access. The 1,550 sqft layout features stainless steel appliances, upstairs laundry room, and screened back patio. An attached garage and custom primary closet add practical value.

784 S Pennsylvania Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

784 S Pennsylvania Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

3 beds

2.5 baths

$5,500

House for rent

Description

Property Status: Active Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The property provides access to community amenities and is situated near local shops, dining, and entertainment venues. Experience the vibrant lifestyle Winter Par

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1843 Shadyhill Ter - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1843 Shadyhill Ter, Winter Park, FL 32792

In-unit laundry | Garage parking | On-site laundry

4 beds

2.5 baths

$3,300

House for rent

4-bed Winter Park house with hot tub & garage

Set in Winter Park, FL, this 4-bed, 2.5-bath house spans 1,891 sqft in the Autumn Glen community with tranquil water views. The layout includes an oversized kitchen with stainless steel appliances, formal dining room, family room, and living room with wood-burning fireplace. An enclosed patio features an in-ground hot tub seating 10 guests, plus garage parking and whole-house water filtration.

1814 Barker Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1814 Barker Dr, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

5 beds

4 baths

$10,000

House for rent

5-bed Winter Park house with pool & office

Set in Winter Park, FL, this 5-bed, 4-bath house spans 4,200 sqft with a chef's kitchen, reclaimed brick fireplace, and first-floor primary suite. The resort-style backyard features a sparkling pool, outdoor kitchen, and no rear neighbors - a fit for fitness enthusiasts with an on-site gym, pool, and abundant natural light. Minutes from Park Avenue dining and top-rated schools.

1671 Dale Ave #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1671 Dale Ave. - 1

1671 Dale Ave #1, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

2 beds

1 bath

$2,250

House for rent

Available Jun 1

Pet-friendly 2-bed Winter Park house with garage

This pet-friendly 2-bed, 1-bath house in Winter Park features 1,131 sqft with refinished hardwood floors and a bonus room perfect for a home office. The fully fenced backyard and 1-car garage add convenience for pet owners, while washer/dryer hookups and central A/C complete the setup. Zoned for top-rated Winter Park High School with easy highway access.

620 Trinidad Ct #620 - Photo 1 of 1
3D tour

5d+ ago

House for rent in Winter Park

620 Trinidad Ct #620, Winter Park, FL 32792

Swimming pool | Carpet | Dishwasher

2 beds

2 baths

$1,695

House for rent

Renovated 2-bed Winter Park house with pool access

Set in Winter Park, FL, this newly renovated 2-bed, 2-bath house features ceramic tile flooring, updated kitchen with new cabinets and appliances, and fresh carpet upstairs. The 1,120 sqft layout includes a private fenced yard plus community amenities like a swimming pool and tennis courts. Located near top-rated schools with a high school just 0.1 miles away.

625 Trinidad Ct #625 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

625 Trinidad Ct #625, Winter Park, FL 32792

In-unit laundry | Ceiling fan | Carpet

2 beds

2 baths

$1,650

Condo for rent

2-bed Winter Park condo near Full Sail University

Sitting in Winter Park, FL, this 2-bed, 2-bath condo offers 1,037 sqft of comfortable living space with a spacious layout and natural light. The move-in ready unit includes in-unit laundry, dishwasher, central air, and a cozy backyard patio for outdoor relaxation. Water and pest control included in rent, with Full Sail University, major highways, and top-rated schools nearby.

438 Lakeview Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

2-bed lakefront house with dock and boat lift

Set in Winter Park, FL, this pet-friendly 2-bed, 1-bath house sits on Lake Killarney with a deeded dock and boat lift. The 1,250 sqft layout features hardwood floors and opens to a lakefront yard with firepit and privacy landscaping - a fit for boaters and social gatherings. Direct water access and peaceful views complete the package.

7340 Swallow Run #7340 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

7340 Swallow Run #7340, Winter Park, FL 32792

In-unit laundry | Hardwood floor | Walk-in closets

2 beds

2 baths

$1,500

Condo for rent

2-bed condo near UCF with new wood floors

Sitting in Winter Park, FL, this 2-bed, 2-bath condo features brand new hardwood floors throughout and sits between UCF and Full Sail University. The 802 sqft second-floor unit includes in-unit laundry, dishwasher, walk-in closet, and central air. Close to major roadways, shopping, and dining options for easy campus commutes.

3012 Patel Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2 beds

2 baths

$1,600

House for rent

2-bed Winter Park house with fenced backyard

Set in Winter Park, FL, this 2-bed, 2-bath house features tile flooring throughout and a spacious kitchen with range, dishwasher, and refrigerator. The 967 sqft layout includes a fenced backyard with storage shed and driveway parking for two cars. Close to Target, Costco, Publix, and Aldi for convenient shopping.

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3036 Patel Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

3-bed Winter Park house with screened patio

This 1,100 square-foot house in Winter Park includes 3-bed, 2-bath layout with open-concept kitchen and tile flooring throughout. The screened patio overlooks a private wooded backyard with privacy fence, plus attached garage on a quiet cul-de-sac. Located minutes from Full Sail University with resident benefits package including renters insurance and credit building.

2711 Aloma Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 beds

2 baths

$2,015

Apartment for rent

Available Apr 27

Pet-friendly 3-bed Winter Park apartment

This 1,175 square-foot apartment in Winter Park includes 3 bedrooms and 2 bathrooms with on-site management. The pet-friendly unit welcomes your furry companions and offers professional property management for maintenance and resident services.

782 S Pennsylvania Ave #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

782 S Pennsylvania Ave #1, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$5,490

Condo for rent

3-bed Winter Park condo with modern kitchen

Condo in Winter Park, FL, this spacious 3-bed, 2.5-bath unit offers 2,354 sqft with a modern kitchen, large bedrooms, and ample natural light throughout. In-unit laundry, dishwasher, and garage parking add convenience, while the location provides access to 201 restaurants within a mile and 56 nearby gyms - a fit for social and fitness-focused renters.

205 Lewfield Cir #205 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

205 Lewfield Cir #205, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,800

Condo for rent

2-bed Winter Park condo with 2 pools & tennis

Set in Winter Park, FL, this ground-floor 2-bed, 2-bath condo offers 927 sqft with a screened patio overlooking garden landscaping. Owner covers water and internet, while recent upgrades include a new washer/dryer and electric panel. A fit for fitness enthusiasts with 2 pools, lighted tennis courts, and an on-site fitness center, plus Baldwin Park's shops and restaurants within biking distance.

Leeward Way #C110 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

Leeward Way #C110, Winter Park, FL 32792

In-unit laundry | Walk-in closets | Ceiling fan

1 bed

1 bath

$1,400

Condo for rent

1-bed Winter Park condo with in-unit laundry

Right in Winter Park, FL, this first-floor 1-bed, 1-bath condo in Waterfall Cove offers 638 sqft with plenty of natural light. The unit includes in-unit laundry, dishwasher, walk-in closet, and central air. Conveniently located near shops, restaurants, and parks for enjoying the Winter Park lifestyle.

1973 Canny Cv - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1973 Canny Cv, Winter Park, FL 32792

In-unit laundry | Swimming pool

3 beds

2.5 baths

$2,690

House for rent

3-bed Winter Park townhouse with fiber internet

Set in Winter Park, FL, this 3-bed, 2.5-bath townhouse includes 1 GB fiber internet and TV in the rent. The 1,907 sqft layout features in-unit laundry within a gated community offering a pool and cabana. Minutes to Orlando's dining, shopping, and attractions, with a holiday special offering one month free through December 31st.

1695 Lee Rd #B114 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1695 Lee Rd #B114, Winter Park, FL 32789

In-unit laundry | Swimming pool | Walk-in closets

2 beds

1 bath

$1,500

Condo for rent

Bright Condo with Pool Access and Spacious Living

This charming 2-bedroom, 1-bath condo features an open living/dining area filled with natural light, a galley kitchen, and a convenient washer/dryer combo. Enjoy a lovely patio leading to the community pool and playground, perfect for relaxation. With 881 sq ft of well-maintained space and a prime location near highways, schools, and a variety of shopping and dining options, this inviting home is a perfect blend of comfort and convenience.

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Updated: July 15, 2026

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Learn more about renting in Winter Park, FL

Local insights: What it's like to live in Winter Park, FL

Winter Park, FL, offers a blend of beautiful parks and lakes, making it a pleasant place for outdoor activities like jogging and biking. Residents appreciate the vibrant local arts scene, with frequent events and galleries to explore. The area is noted for its excellent schools, which is a significant draw for families. However, some locals mention frustrations with traffic and parking, especially around the popular Park Avenue shopping district, where congestion can be a hassle during peak times.

How much is the average rent in Winter Park, FL for 1-bedroom and 2-bedroom apartments?

Winter Park's 2025 rental market shows one-bedroom apartments averaging around $1,400 per month, while two-bedroom units average around $1,700 monthly. Both apartment types experienced year-over-year decreases, with one-bedrooms declining 6.1% and two-bedrooms dropping 4.4% from 2024 levels.

When is the best time to look for an apartment in Winter Park, FL?

October stands out as the optimal month for apartment hunting in Winter Park, offering both the lowest seasonal rents and reduced competition among renters. The city sees an 8% difference between peak July pricing and October's off-peak rates, making fall timing particularly advantageous for budget-conscious searches.

Are there pet-friendly apartments in Winter Park, FL?

Winter Park offers solid options for pet owners, with 48% of rental listings welcoming pets. This represents a substantial portion of the city's average 258 monthly apartment listings, providing pet owners with multiple housing choices across different property types.

Are utilities usually included in rent in Winter Park, FL?

Utilities are rarely included in Winter Park rental agreements, appearing in less than 1% of total listings. Among the limited options, one-bedroom apartments show the highest rate at 0.08% of listings, while studios currently show no utility-included options available.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winter Park, FL near you?

🔑Available apartment rentals257
💰Best rent deal7421 Daniel Webster Dr #A
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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