$6,400 Per Month
1403 Michigan Ave, Winter Park, FL 32789
!PRICE DROP! Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance.A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that
$1,750 Per Month
612 Trinidad Ct Unit 612, Winter Park, FL 32792
Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area
Carolina Barriento JEXOR LLC
$2,295 Per Month
3340 Alena Ct, Winter Park, FL 32792
Charming 3 Bed 2 Bath Home for Rent in Winter Park, FL! Welcome home to the neighborhood of Eastbrook! BEAUTIFUL upgraded wood flooring throughout the main living areas. Charming kitchen features an ample amount of cabinetry, breakfast bar and NEAT light fixtures. stainless fridge and dishwasher. The family room has direct access to the LARGE screened-in patio, where you can kick back and relax
$2,300 Per Month
301 S Capen Ave, Winter Park, FL 32789
Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with
Jordan Heidrich CORCORAN PREMIER REALTY
$2,300 Per Month
151 N Orlando Ave Unit 207, Winter Park, FL 32789
Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions.Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This
$1,650 Per Month
1695 Lee Rd Unit A101, Winter Park, FL 32789
Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.
Daniel Zheng CINO INTERNATIONAL INC
$1,600 Per Month
3043 Antique Oaks Cir, Winter Park, FL 32792
Discover this spacious 2-bedroom, 2-bath condo in the heart of Winter Park. Perfectly located just steps from Full Sail University and minutes from UCF and Valencia, this home offers unmatched convenience to schools, restaurants, shopping, and major highways—making daily commutes simple and stress-free.This property offers reliable comfort with essential features already in
$2,900 Per Month
540 W Comstock Ave, Winter Park, FL 32789
Newly 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
$2,500 Per Month
130 N Center St Unit NCEN130#1, Winter Park, FL 32789
Welcome home to this SPACIOUS living/kitchen combo. You will feel right at home. The GORGEOUS kitchen is perfect for entertaining family and friends. The great sized bedroom features beautiful flooring throughout. The large windows and neutral colors allow for an ample amount of light flow throughout the space. MUST SEE!!! Conveniently located to shopping, restaurants and more.Enjoy the
$2,350 Per Month
887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
Come see this 4 bedroom 2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled and
Courtney Davis ABSOLUTE REALTY GROUP, LLC
$1,399 Per Month
655 Trinidad Ct Unit 655, Winter Park, FL 32792
***New residents will receive three (3) complimentary months of the Resident Benefits Package (RBP). Take advantage of this exclusive offer and enjoy added benefits at no cost for your first three months!***Available Now! Well-maintained 1-bedroom, 1-bath condo in a convenient Winter Park location. The functional floor plan offers comfortable living space, while the kitchen comes equipped
$1,500 Per Month
1695 Lee Rd Unit B204, Winter Park, FL 32789
2 bedroom, 1 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature
Mauricio Toro MTRE GROUPE LLC
$1,600 Per Month
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
$3,595 Per Month
2307 Kestrel Perch Place, Winter Park, FL 32792
Come see this beautiful tile roof single-family home on a corner lot in the gated Hawks Crest community in Winter Park. It is the newest gated community in the area and has no rear neighbors. Landscaping and lawn care, are paid for by the landlord. The home has UV sanitizing lights installed in all bathrooms and a water filter system in the kitchen sink. With 4 bedrooms, 2.5 bathrooms, and a
Yan Zuo EAST PEARL REALTY
$1,795 Per Month
2704 Tortoise Cove, Winter Park, FL 32792
* 2 bedroom 1 bath with a 1 car garage * 924 sq. ft. * custom paint* all tile floors* stove and fridge* custom cabinets* blinds and ceiling fans* washer and dryer * large fenced in back yard* lawn care included* pet friendly homeclose to shopping, 436 and Howell Branch areaRentSmartUSA• Applications are per adult ($90). Applicant(s) must
$2,650 Per Month
4059 Waterview Loop, Winter Park, FL 32792
Welcome home to this beautifully maintained rental in one of Winter Park's most desirable neighborhoods, zoned for top-rated schools! This spacious 3-bedroom, 2-bath residence features a desirable split-bedroom floor plan, a 2-car garage, and an indoor laundry room complete with a brand-new washer and dryer. The interior has been freshly painted, giving the home a bright, clean, and move-in-ready
Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK
$1,249 Per Month
3651 N Goldenrod Rd, Winter Park, FL 32792
Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for
$1,850 Per Month
419 Warrenton Rd, Winter Park, FL 32792
This 2 bedroom, 2 bathroom townhome is located in Winter Park's desirable Winter Park Pines community. Enjoy the best of Winter Park, 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
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$2,250 Per Month
3449 Allston Ln, Winter Park, FL 32792
Come check out this gorgeous Winter Park home with a BRAND NEW ROOF! Home has 3 walk-in closets and vaulted ceilings throughout. Enjoy the large eat-in kitchen with plenty of cabinet space for all of your home cooked meals. The living room is spacious with room for a formal dining room or office. Home features the main floor master and laundry with two additional bedrooms upstairs. You will
$9,900 Per Month
1442 Palm Ave, Winter Park, FL 32789
Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter ParkThis stunning two-story home offers the perfect blend of luxury and comfort right in the heart of Winter Park. At the center of the home is a beautiful open kitchen outfitted with high-end appliances, solid wood cabinets, and granite countertops . A true chef’s layout that flows into the living spaces. You'll
Magdalena Cuprys KELLER WILLIAMS REALTY AT THE PARKS
$2,395 Per Month
513 Balfour Dr, Winter Park, FL 32792
Great Condition. Remodel in 2017 included HVAC, Repipe, Roof, Electrical, Irrigation, Kitchen & Baths, Appliances, High Quality LVP Flooring, Carpet in Primary Bedroom only. Dark Wood Shaker Style Cabinets, Granite Countertops, Large Center Island, Stainless Steel Appliances, Large Pantry, and Crown Molding. Oversized corner lot with a LARGE CARPORT. Fenced Backyard. Located only 2 miles
$3,200 Per Month
438 Lakeview Ave, Winter Park, FL 32789
Bring 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
$1,799 Per Month
610 Saint Johns Ct Unit 610, Winter Park, FL 32792
Amazing Winter Park Condo for Rent – Prime Location!Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Winter Park, conveniently located just minutes from Park Avenue, Full Sail University, shopping, restaurants, and entertainment.This spacious home features a modern kitchen with granite countertops and stainless steel appliances, beautifully
$2,600 Per Month
151 N Orlando Ave Unit 238, Winter Park, FL 32789
Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers
Alex Scures COLONIALTOWN REALTY
$2,099 Per Month
1261 Richmond Rd, Winter Park, FL 32789
Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel
$2,250 Per Month
2561 Galliano Cir, Winter Park, FL 32792
Virtually Staged. Available for Rent in the Gated Community of Vistas at Lake Howell!**INTERIOR JUST REPAINTED!** Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable gated community of Vistas at Lake Howell in Winter Park. Featuring tile and luxury vinyl flooring throughout—no carpet—this home offers easy maintenance and a clean, modern feel. The
Sharyon Neilen COLDWELL BANKER REALTY
$1,795 Per Month
830 Carver St, Winter Park, FL 32789
Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will
$7,500 Per Month
1368 Hibiscus Ave, Winter Park, FL 32789
Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying. Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy
Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO
$1,400 Per Month
1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.
$2,100 Per Month
5212 N Indiana Ave, Winter Park, FL 32792
Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white shaker cabinets, elegant quartz
Edward Diamond CREEGAN GROUP
$1,850 Per Month
419 Warrenton Rd Unit 419, Winter Park, FL 32792
AVAILABLE NOW! Please call or text to schedule a showing. This 2 bedroom, 2 bathroom townhome is located in Winter Park's desirable Winter Park Pines community. Enjoy all Winter Park has to offer, 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.
$1,750 Per Month
1942 Conifer Ct, Winter Park, FL 32792
Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park
Scott Banta BLACKFIN REALTY LLC
$2,000 Per Month
2404 Gallery View Dr, Winter Park, FL 32792
Fantastic condo! Ready move-in Aug 1st!! Super Location: 2nd floor 2/2 condo in sought-after Winter Park, walking distance from restaurants, grocery stores, etc... Convenient to Rollins College. You will love living in this small luxury complex that has been kept in superb condition. The condo is in a quiet setting with wood floors, vaulted ceilings, wood blinds, and a split floor plan. Enjoy the
$2,500 Per Month
521 Ohio St, Winter Park, FL 32789
WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer
Kathleen Gallagher McIver RE/MAX CENTRAL REALTY
$1,645 Per Month
7526 University Garden Dr, Winter Park, FL 32792
Fantastic 3 Bedrooms & 2 Bathrooms Home in Orlando ***Available 08/15/26***Located at 7526 University Garden Dr Winter Park, FL 32792Limited-time offer! Enjoy $150 off the base rent of $1,795 during months 2, 3, and 4 — advertised rent reflects this temporary discount.Tile Throughout Main Parts of Property and Master Bedroom.Carpet in Bedrooms.Private Covered Patio and One Car
$1,900 Per Month
3220 Oak Lawn Place Unit 210, Winter Park, FL 32792
This beautiful corner-unit townhouse offers comfort, space, and convenience in a highly desirable location. This home features 3 bedrooms and 2.5 bathrooms, providing plenty of space for families and professionals. The kitchen flows seamlessly into the living, dining áreas and private patio offering a practical design for everyday living. All bedrooms are located upstairs for added privacy,
Nelly Kilzi de Khabaze AGENT TRUST REALTY CORPORATION
$1,695 Per Month
2450 Harbour Way, Winter Park, FL 32792
This single-story townhouse is currently available for rent at the Windward Square community in Casselberry / Winter Park. The home consists of an open living room and dining room combo with vaulted ceilings, ceramic tiles and 3 large skylights. The kitchen features stainless-steel appliances, including a refrigerator, stove and dishwasher, and has a pass-through window that opens to the
$1,445 Per Month
7302 Swallow Run, Winter Park, FL 32792
This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,950 Per Month
5139 Oak Hill Dr, Winter Park, FL 32792
3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included
$6,450 Per Month
835 W Canton Ave, Winter Park, FL 32789
Now available for lease in the highly desirable Gardens at Park West, this beautifully completed home offers luxury living in the heart of Winter Park. Ideally located within walking distance of Winter Park Village, Park Avenue's renowned dining and shopping, the Winter Park Farmers' Market, and more, this home combines convenience with an exceptional lifestyle. Designed with an open,
Brian Hyser THE AGENCY FL
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