Homes for Rent in ZIP Code 32789

/15
$3,000 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789

Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

Paul Jimenez

URBANISTA BROKERS

(321) 977-5674

1891 Oglesby Ave, Winter Park, FL 32789
/26
$1,465 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789

Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

Rustina Gibson

RE/MAX VANTAGE

(321) 336-5615

2500 Lee Rd Unit 244, Winter Park, FL 32789
/57
$2,900 per month
- 3 Beds
- 2 Baths
- 1,760 Sq Ft
- House for Rent
2128 Sycamore Dr, Winter Park, FL 32789

MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

Luis Perez Garcia

EXP REALTY LLC

(321) 492-0489

2128 Sycamore Dr, Winter Park, FL 32789
/75

$1,332 - $3,469 per month

Bainbridge Winter Park

1 - 3 Beds

1400 Morgan Stanley Ave, Winter Park, FL 32789

Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

1400 Morgan Stanley Ave, Winter Park, FL 32789
/45
$6,000 per month
- 3 Beds
- 3.5 Baths
- 2,342 Sq Ft
- Townhouse for Rent
503 W Canton Ave, Winter Park, FL 32789

Walk to Park Avenue! Model Home, tons of upgrades. Enjoy luxury living and premium sought after location at Vilasa Homes in Winter Park, FL 32789. Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 2-story townhome personally

Jennifer Sloan COMPASS FLORIDA LLC

503 W Canton Ave, Winter Park, FL 32789
/28

$1,589 - $1,609 per month

Elon Winter Park

1 Bed

712 Nicolet Ave, Winter Park, FL 32789

Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

712 Nicolet Ave, Winter Park, FL 32789
/25
$5,500 per month
- 4 Beds
- 2 Baths
- 1,548 Sq Ft
- House for Rent
1815 Barker Dr, Winter Park, FL 32789

Available for Monthly Rentals | Furnished or UnfurnishedWelcome to your luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath residence features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. ( for shorter terms only 3 bedrooms, a fourth bedroom is

Cliff Glansen FLATFEE.COM

1815 Barker Dr, Winter Park, FL 32789
/53

$1,683 - $9,184 per month

Juno Winter Park

Studio - 3 Beds

1305 Morgan Stanley Ave, Winter Park, FL 32789

Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

1305 Morgan Stanley Ave, Winter Park, FL 32789
/12
$1,400 per month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C110, Winter Park, FL 32789

Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

Yigit Orer EMPIRE NETWORK REALTY

1695 Lee Rd Unit C110, Winter Park, FL 32789
/103

$1,991 - $6,413 per month

Paseo at Winter Park Village

1 - 3 Beds

940 W Canton Ave, Winter Park, FL 32789

Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

940 W Canton Ave, Winter Park, FL 32789
/25
$3,000 per month
- 3 Beds
- 2.5 Baths
- 1,659 Sq Ft
- Townhouse for Rent
1278 Miller Ave, Winter Park, FL 32789

Bright and beautiful END UNIT townhome in a very desirable, centrally located, WINTER PARK community. This bright, open floor plan features hardwood floors throughout the first floor, stairs and second floor hallway. Gourmet eat-in kitchen with granite countertops, center island, cherry cabinets and stainless appliances including a gas range. The enclosed patio courtyard is private and great for

Susan Tamlin KELLER WILLIAMS REALTY AT THE PARKS

1278 Miller Ave, Winter Park, FL 32789
/50

$1,680 - $3,372 per month

Seven41 Winter Park

Studio - 2 Beds

741 Clay St, Winter Park, FL 32789

Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

741 Clay St, Winter Park, FL 32789
/25
$6,000 per month
- 3 Beds
- 2.5 Baths
- 2,354 Sq Ft
- Condo for Rent
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the

Steven Koleno BEYCOME OF FLORIDA LLC

782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
/50

$1,467 - $3,912 per month

Berkshire Winter Park

Studio - 3 Beds

1874 Harmon Ave, Winter Park, FL 32789

Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

1874 Harmon Ave, Winter Park, FL 32789
/27
$2,450 per month
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
- Townhouse for Rent
1256 Michigan Ave, Winter Park, FL 32789

Completely renovated. Beautiful two bedrooms, two baths with laundry room and private fenced backyard and carport. Close to upscale restaurants and shopping, and Interstate 4. This beautiful property is between Winter Park and downtown Orlando.

Farah Novin PREMIER SOTHEBY'S INTL. REALTY

1256 Michigan Ave, Winter Park, FL 32789
/24

$1,330 - $1,610 per month

Park East - Park Knowles Apartments

Studio - 2 Beds

311 N Knowles Ave, Winter Park, FL 32789

Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

311 N Knowles Ave, Winter Park, FL 32789
/13
$1,475 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Townhouse for Rent
1300 Indiana Ave Unit A, Winter Park, FL 32789

Available SOON! *Tenant just vacated. Some interior work pending.* Cozy and quaint 1/2 duplex unit! 1 Bed/1 Bath located in Winter Park!!! This unit has been lovingly renovated with new kitchen cabinets, appliances, granite counters, new fans, lights, sink, and so much more!! Stackable washer/dryer included for your convenience. Hard wood floors in the living room and dining room, with tile in

Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

1300 Indiana Ave Unit A, Winter Park, FL 32789
/35

$1,555 - $2,175 per month

The Lofts of Winter Park Village

1 Bed

520 N Orlando Ave, Winter Park, FL 32789

Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

520 N Orlando Ave, Winter Park, FL 32789
/23
$1,495 per month
- 2 Beds
- 1 Bath
- 3,822 Sq Ft
- Condo for Rent
1380 Indiana Ave Unit 3, Winter Park, FL 32789

Winter Park at your door step! This is a second floor 2 bedroom unit, in secured building. Large open backyard with rear balcony and patio space and plenty of parking. Unit has full kitchen, and washer/dryer in unit! Two full bedrooms both with walk-in closets and a full bath. Living room is large open/bright. Only a few blocks walk to Orlando Ave with all its shopping, Publix and restaurants.

Scott Butts KIMBRIDGE REALTY, LLC

1380 Indiana Ave Unit 3, Winter Park, FL 32789
/35

$1,750 - $2,750 per month

Hannibal Square

2 Beds

433 W New England Ave, Winter Park, FL 32789

We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

433 W New England Ave, Winter Park, FL 32789
/2
$2,500 per month
- Property for Rent
Unlisted Address

Rare Winter Park Lakefront Boathouse - $2,500/MonthExperience the quintessential Central Florida lifestyle in this exceptional boathouse rental on the renowned Winter Park Chain of Lakes. This direct lakefront property offers unparalleled access to year-round water activities, from kayaking and paddleboarding to boating and fishing right from your doorstep. Positioned just off the scenic

Kelly Price KELLY PRICE & COMPANY LLC

Unlisted Address
/27

$1,360 - $2,151 per month

Westmount at Winter Park

Studio - 3 Beds

1701 Lee Rd, Winter Park, FL 32789

Theres no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

1701 Lee Rd, Winter Park, FL 32789
/19
$1,100 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- House for Rent
1925 S Lakemont Ave, Winter Park, FL 32792

Enjoy lakefront living in this charming waterfront Studio B apartment with beautiful views of Baldwin Lake, offering a desirable Winter Park address and the highly sought-after Baldwin Park lifestyle. Located directly across from the Lake Baldwin Trail, you’ll love being near scenic surroundings and stunning sunsets over the water. This studio includes a private bathroom and a brand new

Elena Sanchez BALDWIN PARK REALTY LLC

1925 S Lakemont Ave, Winter Park, FL 32792
/27

$1,236 - $2,425 per month

Village Park Senior

1 - 3 Beds

550 W Denning Dr, Winter Park, FL 32789

WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

550 W Denning Dr, Winter Park, FL 32789
/23
$2,150 per month
- 2 Beds
- 2 Baths
- 908 Sq Ft
- Condo for Rent
1250 S Denning Dr Unit 112, Winter Park, FL 32789

Nestled in one of Winter Park’s most desirable pockets, the Mead Garden Condominium offers the perfect blend of tranquility and convenience. Set beside the lush, 47-acre Mead Botanical Garden, the community provides a peaceful, nature-rich backdrop while keeping you just minutes from everything that makes Winter Park exceptional. This ground floor unit boasts its own washer/dryer combo for

Catherine Williams COLDWELL BANKER RESIDENTIAL RE

1250 S Denning Dr Unit 112, Winter Park, FL 32789
/27
$1,400 per month
- 2 Beds
- 1 Bath
- 851 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 212, Winter Park, FL 32789

Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

2500 Lee Rd Unit 212, Winter Park, FL 32789
/16
$1,590 per month
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 226, Winter Park, FL 32789

Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Lake Killarney Condo is right between N Orlando Ave and Lake Killarney, offering access to the private lake. Unit can be furnished and is also for sale.

Mike Wang LOKATION

151 N Orlando Ave Unit 226, Winter Park, FL 32789
/20
$1,750 per month
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Condo for Rent
1500 Gay Rd Unit 3B, Winter Park, FL 32789

Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

1500 Gay Rd Unit 3B, Winter Park, FL 32789
/27
$17,000 per month
- 4 Beds
- 5 Baths
- 3,658 Sq Ft
- House for Rent
1742 Temple Dr, Winter Park, FL 32789

An Enduring Work of Art: Winter Park’s Modern MasterpieceThis is more than just a property; it is an iconic masterpiece. Tucked within one of Winter Park’s most exclusive enclaves, this stunning four-bedroom, five-bathroom ground-up renovation offers a refined lifestyle where modern luxury and intelligent functionality converge.From the moment you enter it’s clear this home was designed

Mark Anthony Buot ROI AVE LLC

1742 Temple Dr, Winter Park, FL 32789
/20
$4,495 per month
- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
- Townhouse for Rent
438 W Swoope Ave, Winter Park, FL 32789

SPECIAL!! $500 OFF THE 1ST MO RENT IF YOU MOVE IN BEFORE 2/28!!$4495.00 for a 15 MO LEASE$4695.00 12 MO LEASENestled within the exclusive 400 West enclavean intimate community of just nine residences just moments from Park Avenuethis modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private

438 W Swoope Ave, Winter Park, FL 32789
/52
$11,500 per month
- 3 Beds
- 3 Baths
- 2,462 Sq Ft
- Condo for Rent
311 E Morse Blvd Unit 1-5, Winter Park, FL 32789

Enjoy elevated lakeside living in this top-floor residence overlooking tranquil Lake Osceola in downtown Winter Park. Located on the top level of the Whispering Waters condominium community, this fully remodeled home features three spacious bedrooms (one currently used as a den), three full baths and an open layout designed to showcase expansive water views. The primary suite features an

Drew Henner PREMIER SOTHEBY'S INTL. REALTY

311 E Morse Blvd Unit 1-5, Winter Park, FL 32789
/20
$3,186 per month
- 2 Beds
- 1 Bath
- 1,140 Sq Ft
- Condo for Rent
1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789

Experience a Central Florida retreat and feel at home in this Winter Park apartment, perfect for couples, families, or solo travelers. Sunlight filters through the leafy canopy onto a modest porch where you can unwind after a day of theme park thrills or downtown exploring.The full kitchen is equipped with stainless steel appliances, a stovetop, oven, microwave, and a refrigerator. A full

1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
/39
$2,880 per month
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
- House for Rent
2992 Chantilly Ave, Winter Park, FL 32789

Welcome to this inviting 3-bedroom, 2-bath single-family pool home. In addition to the main living areas, the home features a large bonus room that can easily be used as an extra bedroom, game room, home office, or entertainment space to fit your lifestyle. Enjoy year-round relaxation in the bright sunroom, which opens directly to the private pool, creating the perfect indoor-outdoor living

Randy Pierre LEMUEL PROPERTY MANAGEMENT LLC

2992 Chantilly Ave, Winter Park, FL 32789
/20
$3,229 per month
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit ID1032296P, Winter Park, FL 32789

Experience a cozy tiny-home retreat in Winter Park, a quiet neighborhood just 10 minutes from downtown Orlando and 20 minutes from Disney’s parks. Feel at home in this 4-bedroom, 2-bath home that sleeps 8.Every corner is designed for comfort, from the queen-size beds to the fully equipped kitchen with stainless steel appliances and a Keurig coffee machine. The home also features an outdoor

2007 Cornell Ave Unit ID1032296P, Winter Park, FL 32789
/50
$3,150 per month
- 3 Beds
- 2 Baths
- 1,436 Sq Ft
- House for Rent
1835 Edwin Blvd, Winter Park, FL 32789

Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white

Vincent Scarlatos CORCORAN PREMIER REALTY

1835 Edwin Blvd, Winter Park, FL 32789
/20
$1,650 per month
- 1 Bed
- 1 Bath
- 502 Sq Ft
- House for Rent
1550 Michigan Ave, Winter Park, FL 32789

Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling

1550 Michigan Ave, Winter Park, FL 32789
/27
$4,495 per month
- 3 Beds
- 2.5 Baths
- 2,317 Sq Ft
- Townhouse for Rent
438 W Swoope Ave, Winter Park, FL 32789

$4495.00 for a 15 MO LEASE$4695.00 12 MO LEASE Nestled within the exclusive 400 West enclave intimate community of just nine residences, just moments from Park Avenue this modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a

Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

438 W Swoope Ave, Winter Park, FL 32789
/15
$1,350 per month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B210, Winter Park, FL 32789

This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

giuseppina moriconi GM SUNSHINE REALTY LLC

1695 Lee Rd Unit B210, Winter Park, FL 32789
/17
$3,950 per month
- 3 Beds
- 2.5 Baths
- 1,880 Sq Ft
- House for Rent
1302 Michigan Ave, Winter Park, FL 32789

Please visit our website at www.ORLrent.com you will find photos of our homes, tenant application, pet application, sample lease and more information. If applying for any of our homes all adult applicants over the age of 18 must submit a fully completed Application online. Application fee is $95.00 for each adult. An application reservation fee must be paid in the amount of one month's rent (in

Mo Jabr RE/MAX 200 REALTY

1302 Michigan Ave, Winter Park, FL 32789
/20
$2,800 per month
- 2 Beds
- 2 Baths
- 980 Sq Ft
- Property for Rent
1315 Westchester Ave, Winter Park, FL 32789

Improved Price! Wow, expect to be impressed. This home has been lovingly updated and features handscraped wood floors and tile throughout...no carpeting! In addition, there is an expansive ceiling in the living room, updated kitchen with tumbled marble backsplash, sleek appliances, granite counters and lots of wood cabinetry for storage. This home has double pane windows, updated bathrooms with

Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

1315 Westchester Ave, Winter Park, FL 32789

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Florida Orange County Winter Park 32789

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