$6,995 Per Month
- 5 Beds
- 4 Baths
- 2,918 Sq Ft
- House for Rent
2075 Jewell Ave, Winter Park, FL 32789
2075 Jewell Ave, Winter Park, FL 32789
63
Homes for Rent in ZIP Code 32789
-
-
Starting at $1,637 Per Month
- 1 Bed
712 Nicolet Ave, Winter Park, FL 32789
712 Nicolet Ave, Winter Park, FL 32789Welcome 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
Elon Winter Park
(689) 219-5245
-
$1,465 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789
2500 Lee Rd Unit 244, Winter Park, FL 32789 -
Starting at $1,887 Per Month
- Studio - 3 Beds
1305 Morgan Stanley Ave, Winter Park, FL 32789
1305 Morgan Stanley Ave, Winter Park, FL 32789Situated 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,
Juno Winter Park
(689) 219-5062
-
Starting at $1,416 Per Month
- 1 - 3 Beds
1400 Morgan Stanley Ave, Winter Park, FL 32789
1400 Morgan Stanley Ave, Winter Park, FL 32789Celebrate 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.
Bainbridge Winter Park
(689) 219-8568
-
Starting at $1,550 Per Month
- Studio - 3 Beds
1874 Harmon Ave, Winter Park, FL 32789
1874 Harmon Ave, Winter Park, FL 32789Cultivated 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
Berkshire Winter Park
(689) 220-6346
-
Starting at $1,832 Per Month
- 1 - 3 Beds
940 W Canton Ave, Winter Park, FL 32789
940 W Canton Ave, Winter Park, FL 32789Ready 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
Paseo at Winter Park Village
(689) 219-4397
-
Starting at $1,585 Per Month
- Studio - 2 Beds
741 Clay St, Winter Park, FL 32789
741 Clay St, Winter Park, FL 32789Welcome 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.
Seven41 Winter Park
(689) 219-8058
-
Starting at $1,330 Per Month
- Studio - 2 Beds
311 N Knowles Ave, Winter Park, FL 32789
311 N Knowles Ave, Winter Park, FL 32789Park 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
Park East - Park Knowles Apartments
(689) 207-6470
-
Starting at $1,750 Per Month
- 2 Beds
433 W New England Ave, Winter Park, FL 32789
433 W New England Ave, Winter Park, FL 32789We 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,
Hannibal Square
(689) 207-6504
-
Starting at $1,469 Per Month
- Studio - 3 Beds
1701 Lee Rd, Winter Park, FL 32789
1701 Lee Rd, Winter Park, FL 32789Theres 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
Westmount at Winter Park
(321) 248-5471
-
Starting at $1,344 Per Month
- 1 - 3 Beds
550 W Denning Dr, Winter Park, FL 32789
550 W Denning Dr, Winter Park, FL 32789WINTER 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.
Village Park Senior
(689) 220-5720
-
$1,650
Total Monthly Price
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
700 Melrose Ave, Winter Park, FL 32789
700 Melrose Ave, Winter Park, FL 32789Charming 1BR/BA condo in desirable Winter Park Gardens (+55 community). Recently renovated and located in the highly sought-after Winter Park Gardens community in Winter Park, FL. This bright and inviting second floor unit overlooks the pool and has an elevator nearby. Within walking distance of Park Avenue's Shops, restaurants and other activities. (no pets allowed )Adjacent to Winter
(978) 984-3360
-
Starting at $1,695 Per Month
- 1 Bed
520 N Orlando Ave, Winter Park, FL 32789
520 N Orlando Ave, Winter Park, FL 32789Discover 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
The Lofts of Winter Park Village
(321) 340-6757
-
Starting at $3,350 Per Month
- 2 Beds
1894 Demetree Dr, Winter Park, FL 32789
1894 Demetree Dr, Winter Park, FL 32789Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter ParkWelcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals.This thoughtfully
Waterbridge Subdivision
(844) 871-1098
-
$2,300 Per Month
- 3 Beds
- 1 Bath
- 1,260 Sq Ft
- Condo for Rent
2827 Riddle Dr, Winter Park, FL 32789
2827 Riddle Dr, Winter Park, FL 32789Welcome to your new oasis in the charming city of Winter Park, FL! This beautiful property is perfect for those seeking comfort and convenience in a vibrant community. With nearby restaurants offering a delightful culinary experience, you'll always have something new to explore.This property features spacious accommodations designed for your relaxation. Enjoy a comfortable living
(321) 381-3659
-
$1,950 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
520 Holt Ave, Winter Park, FL 32789
520 Holt Ave, Winter Park, FL 32789Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes
(321) 304-2205
-
$2,726
Total Monthly Price
- 2 Beds
- 1 Bath
- Condo for Rent
662 Callahan St Unit SI ID1308311P, Winter Park, FL 32789
662 Callahan St Unit SI ID1308311P, Winter Park, FL 32789The advertised rate of $2,726/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
(321) 483-3204
-
$3,300 Per Month
- 3 Beds
- 1 Bath
- 820 Sq Ft
- House for Rent
853 W Lyman Ave, Winter Park, FL 32789
853 W Lyman Ave, Winter Park, FL 32789Property Id: 1403118Our home is convenient for your extended friends and family, remote workers, traveling nurses, Rollins College parents and alum, snowbirds, conference attendees, or exploring travelers who prefer to stay in our home away from home.Three bedrooms (one queen and two double beds) accommodate three couples, Living room has large sectional and flat screen TV (bring
(386) 267-8041
-
$2,350 Per Month
- 3 Beds
- 2 Baths
- 1,355 Sq Ft
- House for Rent
1931 Staunton Ave, Winter Park, FL 32789
1931 Staunton Ave, Winter Park, FL 32789Available for rent! Tucked onto a desirable corner lot just steps from Lake Killarney, this beautifully updated 3 bedroom, 2 bath single-family home puts you in one of the area's most sought-after spots. Walkable, quiet, and moments from the water. Inside, the home is move-in ready with a full suite of brand-new appliances (dishwasher, range, and refrigerator) plus washer/dryer hookups ready for
Zach Mitchell SAND DOLLAR REALTY GROUP INC
-
$2,695
Total Monthly Price
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789The advertised rate of $2,696/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
-
$2,550 Per Month
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
- Condo for Rent
110 Killarney Bay Ct Unit 1, Winter Park, FL 32789
110 Killarney Bay Ct Unit 1, Winter Park, FL 32789**MOVE IN SPECIAL $500 off first months rent** Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining. Both bedrooms offer
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
-
$1,522
Total Monthly Price
- 1 Bed
- 1 Bath
- 732 Sq Ft
- Condo for Rent
1500 Gay Rd Unit 1D, Winter Park, FL 32789
1500 Gay Rd Unit 1D, Winter Park, FL 32789EXCELLENT LOCATION within walking distance to retail stores, restaurants, and parks. This remodeled second-floor unit offers lake access, a pool, and includes water in the rent. Flexible deposit option available—can be split over the first three months.
-
$6,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
- Apartment for Rent
301 W Comstock Ave, Winter Park, FL 32789
301 W Comstock Ave, Winter Park, FL 32789Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.
Sydney Brownlee THE SYDGAN CORP
-
$1,850
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
- Condo for Rent
1500 Gay Rd Unit 9D, Winter Park, FL 32789
1500 Gay Rd Unit 9D, Winter Park, FL 32789Two-bedroom, two-bath walk-up condo off Lake Killarney in Winter Park, Florida. Spacious rooms, custom upgrades, quiet, and well maintained. Located in the Chateaux du Lac community at 1500 GayRoad. Within walking distance of Winter Park Village, Traders Joe's, restaurants and more. Minutes from AdventHealth Orlando, Park Avenue, Rollins College, and I-4.Pet free unit. Ideally seeking
-
$1,400 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit D213, Winter Park, FL 32789
1695 Lee Rd Unit D213, Winter Park, FL 32789Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living
Rachel DeCamp RLL Real Estate Group
-
$3,350
Total Monthly Price
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Townhouse for Rent
1886 Demetree Dr, Winter Park, FL 32789
1886 Demetree Dr, Winter Park, FL 32789Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter Park Welcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals. This thoughtfully
-
$1,400 Per Month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C110, Winter Park, FL 32789
1695 Lee Rd Unit C110, Winter Park, FL 32789Spacious 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
-
$1,050 Per Month
- 1 Bed
- 1 Bath
- House for Rent
525 S Lakemont Ave, Winter Park, FL 32792
525 S Lakemont Ave, Winter Park, FL 32792Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with
-
$2,900 Per Month
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
- House for Rent
540 W Comstock Ave, Winter Park, FL 32789
540 W Comstock Ave, Winter Park, FL 32789Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior
Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS
-
$4,195 Per Month
- 4 Beds
- 3 Baths
- 2,134 Sq Ft
- WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789
1625 Tioga Trail, Winter Park, FL 32789AVAILABLE FOR MOVE-IN EARLY JUNE 2026.A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Very seldom do such nice rental homes come available in the school district of Dommerich, Maitland Middle and Winter Park High! People love The Hills of Winter Park with this home located on a cul-de-sac street.This home features 4 Bedrooms and 3 Full
-
$1,500 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B114, Winter Park, FL 32789
1695 Lee Rd Unit B114, Winter Park, FL 32789The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great
Yigit Orer EMPIRE NETWORK REALTY
-
$1,595 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789
1695 Lee Rd, Winter Park, FL 32789Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in.PROPERTY HIGHLIGHTS:2 Bedrooms / 1 Full Bathroom - Second-floor unit
-
$7,900 Per Month
- 4 Beds
- 3 Baths
- 2,476 Sq Ft
- House for Rent
300 Killarney Dr, Winter Park, FL 32789
300 Killarney Dr, Winter Park, FL 32789Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney
Kelly Price KELLY PRICE & COMPANY LLC
-
$1,900 Per Month
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
- Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!
303 Sandlewood Trail, Winter Park, FL 32789
303 Sandlewood Trail, Winter Park, FL 32789Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate
-
$2,950 Per Month
- 3 Beds
- 2 Baths
- 1,747 Sq Ft
- House for Rent
1807 N Park Ave, Winter Park, FL 32789
1807 N Park Ave, Winter Park, FL 32789Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step
Jason Hamilton THE REALTY MEDICS
-
$3,995 Per Month
- 3 Beds
- 3 Baths
- 1,715 Sq Ft
- House for Rent
1667 Mizell Ave, Winter Park, FL 32789
1667 Mizell Ave, Winter Park, FL 32789Minimum Deposit $3995. Monthly Rent $3995. Available June 1st!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and
-
$3,200 Per Month
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
- House for Rent
438 Lakeview Ave, Winter Park, FL 32789
438 Lakeview Ave, Winter Park, FL 32789Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete
Alex Scures COLONIALTOWN REALTY
-
$1,950 Per Month
- 3 Beds
- 1.5 Baths
- 1,024 Sq Ft
- House for Rent
731 W Comstock Ave, Winter Park, FL 32789
731 W Comstock Ave, Winter Park, FL 32789Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an
-
$6,000 Per Month
- 4 Beds
- 3.5 Baths
- 2,531 Sq Ft
- House for Rent
1441 Oneco Ave, Winter Park, FL 32789
1441 Oneco Ave, Winter Park, FL 32789Gorgeous Modern Home with 4 bedrooms + 3 and a half bath home with numerous upgrades throughout located in desirable Winter Park. This house has a large kitchen that opens to the family room for entertaining. Fantastic kitchen with solid wood cabinets, granite counters, walk-in pantry, stainless appliances, Gas 5 burner stove, built-in microwave, large island, big windows emanating a lot of
Wendy Calvet OLDE TOWN BROKERS INC
Showing Results 1 - 40, Page 1 of 2
Homes for Rent in Nearby Zip Codes
Copyright © 2026 CoStar Group
