$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
66
Homes for Rent in ZIP Code 32789
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$1,799 per month
- 2 Beds
- 1 Bath
- 804 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 101, Winter Park, FL 32789
151 N Orlando Ave Unit 101, Winter Park, FL 32789 -
$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 -
$2,970 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789
1891 Oglesby Ave, Winter Park, FL 32789 -
$1,362 - $3,645 per month
1400 Morgan Stanley Ave, Winter Park, FL 32789Bainbridge Winter Park
1 - 3 Beds
1400 Morgan Stanley Ave, Winter Park, FL 32789
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$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
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$1,669 - $1,707 per month
712 Nicolet Ave, Winter Park, FL 32789Elon Winter Park
1 Bed
712 Nicolet Ave, Winter Park, FL 32789
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$2,695 per month
- 2 Beds
- 1.5 Baths
- 1,149 Sq Ft
- House for Rent
1137 Oaks Blvd, Winter Park, FL 32789
1137 Oaks Blvd, Winter Park, FL 32789Rarely available neighborhood for rentals, this 2 bedroom 1 and a half bath house is surrounded by multi-million dollar homes. Large back yard is totally fenced for kids or pets. Zoned for Winter Park's finest schools and located just off Park Avenue for easy access to shopping and restaurants. Shorter term lease is negotiable. All appliances are in place, including washer/dryer. Don't miss this
Jake Johnson SHORES REAL ESTATE
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$1,700 - $4,775 per month
1305 Morgan Stanley Ave, Winter Park, FL 32789Juno Winter Park
Studio - 3 Beds
1305 Morgan Stanley Ave, Winter Park, FL 32789
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$2,300 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 203, Winter Park, FL 32789
151 N Orlando Ave Unit 203, Winter Park, FL 32789FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant
Robert Arnold SAND DOLLAR REALTY GROUP INC
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$1,786 - $5,993 per month
940 W Canton Ave, Winter Park, FL 32789Paseo at Winter Park Village
1 - 3 Beds
940 W Canton Ave, Winter Park, FL 32789
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$800 per month
- 1 Bed
- 1 Bath
- 265 Sq Ft
- Apartment for Rent
2011 Cornell Ave Unit 3, Winter Park, FL 32789
2011 Cornell Ave Unit 3, Winter Park, FL 32789Beautifully renovated private studio unit (1 bed / 1 bath) located in the rear of the property in a highly desirable area near Winter Park and Downtown Orlando. This cozy detached unit offers a comfortable living space with a private bathroom, ideal for a single professional or student looking for convenience and privacy. Water and electricity are included in the rent, making it an easy and
Andres Ospina Rivera LPT REALTY, LLC
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$1,585 - $3,256 per month
741 Clay St, Winter Park, FL 32789Seven41 Winter Park
Studio - 2 Beds
741 Clay St, Winter Park, FL 32789
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$7,800 per month
- 4 Beds
- 4.5 Baths
- 3,819 Sq Ft
- House for Rent
1701 Walnut Ave, Winter Park, FL 32789
1701 Walnut Ave, Winter Park, FL 32789Meticulously maintained home with a Highly-Flexible floor plan offering 4 bedrooms, two bonus room areas that would be perfect for a home gym, nursery or media room. In one of Winter Park's most sought after areas. Enjoy the enjoyment of local parks, restaurants, convenient shopping, easy commutes and some of the best walkability around. This traditional home sits on a very private corner lot.
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
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$1,538 - $5,462 per month
1874 Harmon Ave, Winter Park, FL 32789Berkshire Winter Park
Studio - 3 Beds
1874 Harmon Ave, Winter Park, FL 32789
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$5,150 per month
- 3 Beds
- 3 Baths
- 1,875 Sq Ft
- House for Rent
870 Carver St, Winter Park, FL 32789
870 Carver St, Winter Park, FL 32789Welcome to 870 Carver Street, a one-of-a-kind rental offering two distinct, private residences on a single fully fenced property in the heart of Winter Park. The main home is a 2 bedroom, 2 bath retreat featuring vaulted ceilings with exposed rafters, warm wood finishes, and industrial-inspired black metal ductwork. The open living area is anchored by a well-appointed kitchen with solid wood
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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$1,330 - $1,960 per month
311 N Knowles Ave, Winter Park, FL 32789Park East - Park Knowles Apartments
Studio - 2 Beds
311 N Knowles Ave, Winter Park, FL 32789
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$2,175 per month
- 2 Beds
- 2.5 Baths
- 1,133 Sq Ft
- Condo for Rent
148 Sandlewood Trail, Winter Park, FL 32789
148 Sandlewood Trail, Winter Park, FL 32789Welcome to this charming and well-maintained rental located in a quiet, centrally situated community in the highly desirable Maitland/Winter Park area. This spacious 2-bedroom, 2.5-bathroom home offers comfort, convenience, and a low-maintenance lifestyle. Inside, you’ll find a bright and open floor plan with a generous living and dining area that flows seamlessly into the kitchen, which is
Brian Hyser THE AGENCY FL
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$1,695 - $1,825 per month
520 N Orlando Ave, Winter Park, FL 32789The Lofts of Winter Park Village
1 Bed
520 N Orlando Ave, Winter Park, FL 32789
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$2,200 per month
- 3 Beds
- 3.5 Baths
- 1,413 Sq Ft
- Condo for Rent
409 Sandlewood Cove Unit 3, Winter Park, FL 32789
409 Sandlewood Cove Unit 3, Winter Park, FL 32789Welcome to this beautifully refreshed townhome nestled in a quiet cove community in the heart of Winter Park. Thoughtfully updated throughout, this light-filled home features new flooring downstairs, fresh carpet on the stairs, new paint throughout, and new light fixtures — move-in ready and waiting for you. The open floor plan flows seamlessly from the living and dining combination into the
Dee Morgan KELLY PRICE & COMPANY LLC
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$1,750 - $2,750 per month
433 W New England Ave, Winter Park, FL 32789Hannibal Square
2 Beds
433 W New England Ave, Winter Park, FL 32789
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$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
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$1,378 - $2,179 per month
1701 Lee Rd, Winter Park, FL 32789Westmount at Winter Park
Studio - 3 Beds
1701 Lee Rd, Winter Park, FL 32789
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$3,400 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
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$1,236 - $2,425 per month
550 W Denning Dr, Winter Park, FL 32789Village Park Senior
1 - 3 Beds
550 W Denning Dr, Winter Park, FL 32789
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$4,150 per month
- 4 Beds
- 3 Baths
- 2,288 Sq Ft
- House for Rent
1711 Chestnut Ave, Winter Park, FL 32789
1711 Chestnut Ave, Winter Park, FL 32789Welcome home to the heart of Winter Park's coveted Tree Streets. This beautifully remodeled single-family home sits on an oversized lot just moments from Interlachen Country Club and Winter Park Racquet Club, and is zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. Inside, natural light pours through windows in every room, giving the home a bright, airy feel throughout.
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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$1,375 total monthly price
- 2 Beds
- 1 Bath
- 851 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 212, Winter Park, FL 32789
2500 Lee Rd Unit 212, Winter Park, FL 32789Welcome 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,
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$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
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$2,995 per month
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
- House for Rent
2513 Tuscaloosa Trail, Winter Park, FL 32789
2513 Tuscaloosa Trail, Winter Park, FL 32789Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3259.90. That covers your base rent, $2995.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$11,000 per month
- 5 Beds
- 4 Baths
- 4,200 Sq Ft
- House for Rent
1814 Barker Dr, Winter Park, FL 32789
1814 Barker Dr, Winter Park, FL 32789Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a
Tab Bish LLC REAL BROKER, LLC
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$3,318 per month
- 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 $3,319/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
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$1,450 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
1555 Michigan Ave, Winter Park, FL 32789
1555 Michigan Ave, Winter Park, FL 32789Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of
Troy Hensley BHHS FLORIDA REALTY
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$1,650 per month
- 1 Bed
- 1 Bath
- 502 Sq Ft
- House for Rent
1550 Michigan Ave, Winter Park, FL 32789
1550 Michigan Ave, Winter Park, FL 32789Welcome 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
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$1,800 per month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit D116, Winter Park, FL 32789
1695 Lee Rd Unit D116, Winter Park, FL 32789Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like
Ryan Hoppe ZEAL REALTY
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$5,250 per month
- 4 Beds
- 3 Baths
- 1,946 Sq Ft
- House for Rent
1640 Palm Ave, Winter Park, FL 32789
1640 Palm Ave, Winter Park, FL 32789Fully renovated with stylish charm, this four-bedroom, three-bath home is in one of the most desired neighborhoods in Winter Park, the Tree Streets. A brick drive and path welcome you into this open living plan on a large 75-foot by 150-foot lot with tons of room to grow. Warm wood floors throughout and this home enjoys an open kitchen family plan with spaces that are flexible for your needs. The
Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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$1,750 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C206, Winter Park, FL 32789
1695 Lee Rd Unit C206, Winter Park, FL 32789Beautiful and move-in ready condo!Located on the second floor in a quiet community, perfect for families or professionals seeking comfort and convenience. 1.- Property Features2 Bedrooms1 Full BathroomSecond-floor unit (added privacy)Total area: 881 sqft 2.- Comfort & Interior FeaturesCentral Air ConditioningCentral HeatingCeiling FansHigh CeilingsOpen
Yein Ross ROSS RENTALS LLC
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$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 32789Enjoy 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 generous space, with a private primary suite
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
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$2,350 per month
- 3 Beds
- 1.5 Baths
- 1,279 Sq Ft
- House for Rent
2846 Euston Rd, Winter Park, FL 32789
2846 Euston Rd, Winter Park, FL 32789Welcome to a true Mid-Century rental in Winter Park located in the quaint neighborhood of Fairbank Shores. Spacious 2 bedrooms and 1.5 bath home with 1 extra flexible room that can be used as an office or 3rd bedroom(no closet). Centrally located, minutes form I4, close to Park Avenue District, College Park, major shopping centers and many more. Big backyard with a nice sized paved courtyard and
Vanessa Laboy 365 REALTY, INC.
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$1,875 per month
- 2 Beds
- 2.5 Baths
- 959 Sq Ft
- Townhouse for Rent
295 Sandlewood Trail, Winter Park, FL 32789
295 Sandlewood Trail, Winter Park, FL 32789This 2 bedroom, 2.5 bathroom townhome is located in Winter Park's desirable Sandlewood Creek community. Enjoy Park Avenue's shops and restaurants, Winter Park Village, highly rated schools, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious main living area with open living room and dining room, a
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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$5,900 per month
- 4 Beds
- 3 Baths
- 2,741 Sq Ft
- House for Rent
220 W Reading Way, Winter Park, FL 32789
220 W Reading Way, Winter Park, FL 32789Welcome to your dream home! This recently renovated gem in the highly coveted Forrest Hills area of Winter Park is now available for rent. Surrounded by enchanting brick streets and majestic trees, this charming residence has been thoughtfully upgraded by the new owner, offering a perfect blend of modern amenities and classic charm. As you step onto the inviting front covered porch, you'll be
Thomas Hewitt HEWITT RESIDENTIAL, LLC
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