Zumper

Apartments for Rent in Winter Park, FL

257 rentals available

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

$1,995

$1,795

Price drop

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.

200 Saint Andrews Blvd #1607 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condo in Winter Park

200 Saint Andrews Blvd #1607, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,150

$1,975

Price drop

Condo for rent

Available Jun 16

2-bed Winter Park condo near AdventHealth

Set in Winter Park, FL, this 2-bed, 2-bath condo at Four Seasons features an updated kitchen with marble countertops and custom cabinetry. The 1,067 sqft unit includes in-unit laundry and full appliances, with building amenities like 3 pools, tennis court, and fitness center. Located 10 minutes from Park Avenue shopping and less than 1 mile to AdventHealth Winter Park.

1603 Alabama Dr #0 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - Winter Park, FL

1603 Alabama Dr #0, Winter Park, FL 32789

Garage parking | Swimming pool | Fitness center

2 beds

2 baths

$2,400

Condo for rent

Description

Property Status: Active FOR THE QUICKEST RESPONSE AND ASSISTANCE WITH ANY INQUIRIES, PLEASE CONTACT OUR OFFICE DIRECTLY BY PHONE. Application required prior to scheduling a showing. Available September 7th . Pet-friendly property. The Alabama, an iconic, historic Winter Park landmark on the shores of Lake Maitland. This meticulously fully renovated property perfectly blends timeless Mediterranean architecture with sophisticated modern finishes Enjoy resort-style community amenities situated on over three waterfront acres, featuring an in-ground lakeside swimming pool,

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 10

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. Date Available: July 10, 2026. $2,500/month rent. $2,500 securi

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

1947 Summerfield Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,499

House for rent

Available Apr 17

3-bed Winter Park house near top-rated schools

House in Winter Park, FL, this pet-friendly 3-bed, 2-bath property offers immediate move-in with a comfortable layout and spacious kitchen featuring ample counter and cabinet space. The 1,422 sqft home sits a short drive from downtown Winter Park, Crosby Center for Health and Wellbeing, and Cady Way Park, with a top-rated high school just 0.1 miles away.

3050 Autumn Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3050 Autumn Ct, Winter Park, FL 32792

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

3 beds

2 baths

$1,800

Condo for rent

Available Jun 30

3-bed Winter Park condo with pool & patio

Quietly set in Winter Park, FL, this 3-bed, 2-bath condo features tile and laminate flooring throughout with no carpet - a fit for pet owners. The 1,266 sqft layout includes in-unit laundry, a covered back patio with storage, and sits on a spacious corner lot. Community pool access and location just off 436 add convenience for $1,800/month.

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.

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
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.

667 Trinidad Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

667 Trinidad Ct, Winter Park, FL 32792

In-unit laundry | Dishwasher

1 bed

1 bath

$1,350

Condo for rent

1-bed condo near UCF with pool and fitness room

Set in Winter Park, FL, this 1-bed, 1-bath condo at Winter Park Villas sits minutes from UCF, Full Sail University, and downtown Winter Park. The 759 sqft unit includes in-unit laundry, dishwasher, and full appliances. Community amenities feature a pool, tennis court, fitness room, and picnic area with grills, plus convenient bus line access.

Advertisement
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.

7328 Swallow Run - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2 beds

2 baths

$1,500

$1,400

Price drop

House for rent

Description

2 bed 2 bath in winterpark!

2500 Lee Rd #145 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Great complex on Lake Killarney

2500 Lee Rd #145, Winter Park, FL 32789

On-site laundry

1 bed

1 bath

$1,399

House for rent

Available Jun 10

1-bed lakefront house near Rollins College

Right in Winter Park, FL, this 1-bed, 1-bath house sits on Lake Killarney with waterfront access and boat dock. The 645 sqft ground-floor unit features tile flooring throughout, dual closets in the bedroom, and community amenities including a pool, clubhouse, and BBQ areas. Close to Park Avenue, Rollins College, and major highways.

851 Carver St - Photo 1 of 1

5d+ ago

House for rent in Winter Park

851 Carver St, Winter Park, FL 32789

In-unit laundry | Microwave

3 beds

2 baths

$2,250

House for rent

3-bed Winter Park house with WFH setup

In Winter Park, FL, this 3-bed, 2-bath house offers 1,096 sqft with a well-appointed kitchen and in-unit laundry. The layout works well for remote workers with high-speed internet and a quiet environment, plus social opportunities with 200+ restaurants and entertainment venues within walking distance. Professional management includes responsive maintenance and online services.

7800 Fernbrook Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

7800 Fernbrook Way, Winter Park, FL 32792

In-unit laundry | Ceiling fan | On-site management

3 beds

2 baths

$2,275

House for rent

Available Jun 1

3-bed Winter Park townhouse with office space

Townhouse in Winter Park, FL, this refreshed 3-bed, 2-bath residence features new interior paint and laminated wood flooring throughout. The 1,381 sqft layout includes a dedicated office/bonus room for flexible work or hobby space, plus in-unit washer and dryer. Ceiling fans in each living area and move-in ready condition make this a low-maintenance option in a desirable location.

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.

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.

Advertisement
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.

1695 Lee Rd #B107 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Ceiling fan

1 bed

1 bath

$1,175

Condo for rent

Available Apr 20

Description

Don't miss out on this cozy 1-bedroom, 1-bathroom condo at Waterfall Cove. The unit has been newly painted throughout and features kitchen appliances, upgraded blinds, ceiling fans, and a full-size washer and dryer. You can also enjoy your morning coffee on the private patio. The community offers excellent amenities, including a pool, playground, and picnic area. Waterfall Cove is ideally located near major highways, shopping, and dining. LRES Property Management Residents are enrolled in the Resident Benefits Package (RBP) for $45.95/month which includes renters insuranc

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.

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.

Advertisement
520 N Orlando Ave #104 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,675

Apartment for rent

Available May 13

1-bed loft with 2-level layout near shopping

Set in Winter Park, FL, this 1-bed, 1-bath apartment features a unique 2-level layout with high ceilings and oversized windows. The 759 sqft loft includes in-unit laundry, a large balcony, and building amenities like a fitness center, elevator, and bike storage. Steps from Regal Theatre, Publix, restaurants, and Winter Park Village shopping.

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.

2500 Lee Rd #103 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2500 Lee Rd #103, Winter Park, FL 32789

On-site laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,455

Condo for rent

Available May 8

2-bed lakeside condo with pool and fitness center

Condo in Winter Park, FL, this 2-bed, 2-bath unit at Lakeside Manor sits on Lake Killarney with direct lake access and a boat ramp. The 956 sqft layout features bright, open living spaces and generously sized bedrooms. Community amenities include a pool, fitness center, clubhouse, and fishing dock, with convenient access to Winter Park Village and Downtown Orlando.

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.

2304 Inagua Way - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2304 Inagua Way, Winter Park, FL 32792

In-unit laundry | Swimming pool | Ceiling fan

2 beds

1 bath

$1,750

House for rent

2-bed Winter Park house with pool & tennis courts

Set in Winter Park, FL, this 2-bed, 1-bath house features ceramic tile flooring and a renovated kitchen and bathroom. The 854 sqft single-story layout includes in-unit laundry and a fenced backyard for privacy. Located in Winward Square community with access to a pool, tennis courts, and lawn service included.

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.

Advertisement
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.

2530 Passamonte Dr #10E - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Condominium - WINTER PARK, FL

2530 Passamonte Dr #10E, Winter Park, FL 32792

In-unit laundry | Garage parking | Walk-in closets

3 beds

2.5 baths

$2,600

House for rent

Remodeled 3-bed townhouse with water views

Set in Winter Park, FL, this freshly remodeled 3-bed, 2.5-bath townhouse offers water views from the back patio and new flooring throughout. The 1,837 sqft layout includes high ceilings, in-unit laundry, garage parking, and a walk-in closet. Located minutes from Costco and Publix with access to a dog park and kids play area, plus top-rated schools nearby.

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.

540 W Comstock Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

540 W Comstock Ave, Winter Park, FL 32789

Ceiling fan

3 beds

1 bath

$2,900

House for rent

Renovated 3-bed Winter Park house near Rollins

This newly renovated 3-bed, 1-bath house in Winter Park sits minutes from Park Avenue, Rollins College, and downtown dining. The 1,056 sqft layout features modern finishes, central air, and updated interiors in a move-in ready condition. Great for social life with 217 restaurants within a mile, plus easy access to 53 parks and entertainment venues.

7454 Wynnewood Sq #188 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

7454 wynnewood circle - 188

7454 Wynnewood Sq #188, Winter Park, FL 32792

3 beds

2.5 baths

$1,950

House for rent

Available Apr 1

3-bed Winter Park townhouse with storage

Set in Winter Park, FL, this 3-bed, 2.5-bath townhouse offers washer/dryer connections and plenty of storage inside and out. The layout provides flexible living space across multiple levels. With 26 photos available and strong value positioning at $450 below area median, this no-pets townhouse delivers practical amenities for renters seeking storage and convenience.

1667 Mizell Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1667 Mizell Ave, Winter Park, FL 32789

Dishwasher | Outdoor space | Oven

3 beds

3 baths

$3,995

House for rent

3-bed Winter Park house with private backyard

Right in Winter Park, FL, this pet-friendly 3-bed, 3-bath house offers 1,715 sqft with detailed archways and stainless steel appliances. The large private backyard includes a paved patio section, perfect for pet owners with outdoor space and flexible breed policies. Located minutes from Baldwin Park and Park Avenue shopping, with lawn care included and top-rated schools nearby.

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.

Advertisement
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.

7350 Swallow Run #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

7350 Swallow Run, Winter Park, FL 32792 - 1

7350 Swallow Run #1, Winter Park, FL 32792

Swimming pool

2 beds

2 baths

$1,650

House for rent

Available Jul 1

Updated 2-bed townhouse near UCF and Full Sail

Right in Winter Park, FL, this ground-floor 2-bed, 2-bath townhouse features fresh paint and modern updates throughout its 774 sqft layout. Granite countertops, tile flooring, and recently installed appliances create a contemporary feel, while community pool access adds convenience. Minutes from UCF, Full Sail University, Valencia College, and Florida Hospital East.

2619 Ambergate Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2619 Ambergate Rd, Winter Park, FL 32792

Garage parking | Fireplace | Outdoor space

3 beds

1.5 baths

$2,350

House for rent

3-bed Winter Park house with bonus room & garage

Set in Winter Park, FL, this 3-bed, 1.5-bath house offers 1,598 sqft with a bonus room that works as a home office overlooking the fenced backyard. The layout includes a fireplace, solar panels, and garage parking. Minutes from Rollins College, UCF, and downtown Orlando, with top-rated schools within a mile.

Cranes Landing Apartments - Photo 1 of 1

1d ago

8.5

Very good

Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,294–$2,205

Apartment for rent

Pet-friendly 1-3 BR near Full Sail University

Floor plans at Cranes Landing Apartments range from one to three-bedroom layouts in Winter Park, FL with in-unit laundry, modern finishes, and premium appliances. The community features a resort-style pool, fitness center, billiards room, sand volleyball court, and outdoor grilling areas - a good fit for pet owners with nearby grooming services, pet hospitals, and on-site outdoor spaces.

Showing 51 - 100 of 101 results
Back
Home > Apartments in Winter Park
Updated: June 28, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Park, and more.

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 deal1695 Lee Rd #B107
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos