$2,099 Per Month
1546 Peruvian Ln, Winter Park, FL 32792
Lease 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 $2243.90. That covers your base rent, $2099.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,210 Per Month
1710 Puritan Ave, Winter Park, FL 32792
Lease 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 $2354.90. That covers your base rent, $2210.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,300 Per Month
2866 Euston Rd, Winter Park, FL 32789
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,
$2,275 Per Month
3362 Bougainvillea Dr, Winter Park, FL 32792
Lease 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 $2419.90. That covers your base rent, $2275.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,400
Total Monthly Price
530 Byron Rd, Winter Park, FL 32792
Charming 3 bedroom, 2 bath, quiet neighborhood with nearby Wintee Park schools, Rollins college, Publix, Winter Park Hospital, YMCA. Freshly painted inside, new blinds, bathroom upgraded, fenced backyard, brand new washer and dryer
$2,000
Total Monthly Price
2810 Sandwell Dr, Winter Park, FL 32792
The home features gorgeous travertine flooring and a huge laundry room with extra storage. This exceptionally cared for home has character, charm and warmth. The fenced backyard and patio offer peaceful privacy. It's great outdoor space for entertaining or relaxing. The kitchen is bright and sunny with granite countertops and updated cabinets, along with a pass-through window to the patio. The
$1,000
Total Monthly Price
5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the three rooms has its own electronic keypad lock for your privacy and security. The large common areas provide the perfect space for dining and living. A spacious laundry and kitchen provide you with plenty of space
$1,600 Per Month
2523 Alexa Ct, Winter Park, FL 32792
Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard
Bernardo Reynoso La Rosa Realty Llc
$1,665 Per Month
3372 Riverview Way, Winter Park, FL 32792
Welcome home to this ADORABLE 3 bed 2.5 unit for rent in Winter Park, FL! You will feel right at home the moment you step in. LOVELY kitchen features an ample amount of cabinetry. Quiet neighborhood. SPACIOUS living area, great for entertaining family and friends. MUST SEE!!! Conveniently located minutes from local shops, restaurants, , and more. Zoned for Aloma Elementary School,
$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
$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
$2,200 Per Month
1450 Cavendish Rd, Winter Park, FL 32789
WINTER PARK - Located in the highly desirable ORWIN MANOR neighborhood, this charming one-story 2BR/1BA single-family home offers 1,027 sq.ft. of living space, thoughtfully blending its original character with modern updates. The living room provides a comfortable and cozy gathering space, while the adjoining dinette is filled with natural light, creating an inviting setting for casual meals or
Margaret Steiner KELLER WILLIAMS REALTY AT THE PARKS
$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
$2,395 Per Month
2028 Albert Lee Pkwy, Winter Park, FL 32789
This charming 3 bedroom, 2 bathroom home is located in the heart of Winter Park. Enjoy the best of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, 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, a lovely kitchen, dining room, large bedrooms, a cozy
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,250 Per Month
2500 Lee Rd, Winter Park, FL 32789
Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities
$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
$2,150 Per Month
727 Halifax Ave, Winter Park, FL 32792
This Three Bedroom 2 Bath Home is Located in desirable Winter Park. This Home Offers Neutral Paint Through-out. Carpet in the 3 Bedrooms that offer Ceiling Fans, Neutral laminate Wood Floors through-out the Main Living Space and in the Large Eat in Kitchen. A Nice Size Screened in Porch and Large Fenced Yard. Separate Laundry and Lots of Storage Space located off of porch. Washer and Dryer
$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
$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
$2,300 Per Month
900 Aragon Ave, Winter Park, FL 32789
sweet little house super clean can only do a 6–10-month ease - may consider 12 months after that. Across form Rollin baseball filed -walking distance to some restaurants and yoga! lawn service included sprinklers system on well. Updated modern bathrooms, washer and dryer included. Looking for a single or two-person rental .
Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.
$1,895 Per Month
2700 Tortoise Cove, Winter Park, FL 32792
* 3 Bedroom 2 bath with a 2 car garage, 1083 sq. ft.* Eat in kitchen, stove, fridge, dishwasher included* Kitchen newly remodeled* Blinds and Ceiling fans* Tile through out* Walk in closets* Rear yard privacy fence* All new paint, and fencing* Rear patio* Sliding glass doors off master to back yard* Pet Friendly* Washer dryer hookups in garage*
$2,250 Per Month
1340 Paradise Ln, Winter Park, FL 32792
Welcome home to this charming residence tucked away on a quiet cul-de-sac in a welcoming neighborhood. Situated on an oversized 0.23-acre lot, this home offers plenty of outdoor space to relax, entertain, or simply enjoy the peaceful surroundings.Inside, the thoughtfully designed split-bedroom floor plan provides both comfort and privacy. The updated kitchen features beautiful granite
Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC
$2,350 Per Month
700 Melrose Ave, Winter Park, FL 32789
Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and
$1,575 Per Month
2530 Kamnic Ct, Winter Park, FL 32792
This 2 bedroom, 2 bathroom villa is located in Winter Park near local shops, restaurants, and schools. Features include a spacious split floor plan with tile flooring throughout, a lovely kitchen with breakfast bar, living room, a wonderful primary suite with a large walk-in closet, laundry room, additional storage room, a fenced yard, and private parking. Schedule a showing or submit an
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$2,095 Per Month
937 Aragon Ave, Winter Park, FL 32789
Beautiful home located on a quaint, tree lined, brick street in desirable Winter Park. You will walk in a large family room with a wood burning fireplace and an open kitchen with beautiful new granite countertops and backsplach. Two bedrooms with walk in closets and a split bathroom with 2 vanities and 2 toilets. All new interior paint throughout. Kitchen was updated with custom backsplash and
$2,495 Per Month
3976 Waterview Loop, Winter Park, FL 32792
3 bedrooms, 2 bathrooms and a two car garage offering 1,444 square feet. Open floor plan with neutral colors, high ceilings. This home has a nice and open kitchen with an over abundance of cabinets, granite counter tops and stainless steel appliances. Open to the kitchen you’ll find a large eat in nook and a family room/ dining room combination floor plan with sliding glass doors leading to a
Courtney Davis ABSOLUTE REALTY GROUP, LLC
$2,200 Per Month
3086 Bluebrook Dr, Winter Park, FL 32792
Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th!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 home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park
$2,195 Per Month
5117 Lake Howell Rd, Winter Park, FL 32792
3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.
Tina Lopez LEGENDS REALTY
$1,999 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
$1,750 Per Month
1812 Killarney Dr, Winter Park, FL 32789
Just renovated and move-in ready! This beautiful Lower Level 2-bedroom, 1-bath residence encompasses the entire first floor of the property, offering a private and spacious place to call home. The home has been tastefully updated with shaker-style cabinetry, quartz countertops, stainless steel appliances, new window blinds, faucets, light fixtures, and more. Located in highly desirable Winter
Arlene Cowan EATON REALTY SERVICES
$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
$2,300 Per Month
1751 Westchester Ave, Winter Park, FL 32789
Move-in ready 3-bedroom, 2-bath home in a convenient Winter Park location just off Orange Avenue and minutes from Park Avenue. The home features updated vinyl flooring, fresh interior paint and fixtures, a kitchen with new appliances included, comfortable single-story layout, screened lanai, covered carport, and private backyard. Enjoy quick access to Downtown Winter Park, Park Avenue’s shops,
Ahmad Hassan COMPASS FLORIDA LLC
$2,300 Per Month
2107 Brookview Dr, Winter Park, FL 32792
Discover the perfect blend of comfort and convenience in this charming 3-bedroom, 2-bathroom home located in a prime Winter Park location. Situated on a desirable corner lot, this home features a lovely screened-in back porch, ideal for relaxing and entertaining. Just minutes from Park Ave, Aloma, Rollins College and Lakemont, you’ll enjoy easy access to shopping and dining. Don’t miss out on
$2,500 Per Month
622 Green Meadow Ave, Maitland, FL 32751
NOW AVAILABLE! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of french doors
Sheryl Webster VENTURE HOME REALTY
$1,395 Per Month
1600 Indiana Ave, Winter Park, FL 32789
AVAILABLE NOW! Please call or text to schedule a showing. This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy all Downtown Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living
$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
$2,499 Per Month
1016 Manchester Cir, Winter Park, FL 32792
SPECIAL!! $300 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 8/15!!*LAWNCARE INCLUDED IN RENT!!Discover this versatile home featuring an open-concept layout that includes a spacious living room, a cozy family room, and a dedicated dining areaperfect for relaxing, entertaining, or working remotely. The main living spaces are adorned with stylish tile flooring, while all bedrooms
$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
$2,325 Per Month
2632 Galliano Cir, Winter Park, FL 32792
MOVE-IN SPECIAL-$230 OFF THE 1ST MONTH'S RENT!!!! Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The
$1,675 Per Month
3282 Oak Lake Place, Winter Park, FL 32792
990 Sq Ft 2 bedroom with 1.5 bathrooms. This beautifully updated 2-story condo offers the perfect blend of style and affordability. Featuring a fresh kitchen, renovated bathroom, and new flooring throughout. As a desirable end unit, you’ll enjoy extra privacy and a peaceful view of the adjacent conservation area. Relax on your private patio, complete with additional outdoor storage.
Showing Results 1 - 40, Page 1 of 2
There are currently 50 single-family homes available for rent in Winter Park, FL. The median rent is $2,599 per month, with 3-bedroom houses renting at $2,495, 4-bedroom houses at $3,895 and 5-bedroom houses at $6,000.
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Number of Houses for Rent
50
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Median Single Family Home Rent
$2,599
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Median 3 Bedroom Single Family Home Rent
$2,495
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Median 4 Bedroom Single Family Home Rent
$3,895
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Median 5 Bedroom Single Family Home Rent
$6,000
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