$1,900 per month
652 Grenadine Ct, Winter Park, FL 32792
Newly remodeled, large, well-kept 2 bed, 2 full bath located in Winter Park, within walking distance to Full Sail and minutes from UCF, Valencia, Winter Park Hospital and many other employers. This beautiful, single story townhome is in a quiet, family-friendly neighborhood. A large kitchen and dining area are great for entertaining. This unit fronts a greenspace affording you privacy and a
$1,399 per month
1502 Michigan Ave Unit B, Winter Park, FL 32789
Tucked along tree-lined Michigan Avenue, Unit B offers a bright, easygoing retreat in a quiet Winter Park setting near parks, shops, and local favorites. Inside, you’ll find a comfortable layout with flexible living space, a practical kitchen, and thoughtful touches that make day-to-day life simple. Natural light, neutral finishes, and a relaxed flow create an inviting backdrop for your style.
Steve Simpson 407 PROPERTIES
$2,995 per month
3061 Nicholson 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 $3139.90. That covers your base rent, $2995.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$8,500 per month
300 Killarney Dr, Winter Park, FL 32789
Exceptional 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
$3,230 per month
2029 Taylor Ave, Winter Park, FL 32792
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,995 per month
2809 Bower Rd, Winter Park, FL 32792
Step into timeless style and everyday comfort in this beautifully maintained mid-century modern home, featuring 3 spacious bedrooms, 2 updated bathrooms, and an inviting backyard heated pool perfect for relaxing or entertaining.Inside, you’ll find stunning terrazzo floors that flow throughout the living spaces, adding both durability and classic charm. The cozy wood-burning fireplace creates
Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC
$2,799 per month
3621 Oak Vista 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 $2943.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$19,000 per month
1742 Temple Dr, Winter Park, FL 32789
In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open concept living, the home showcases Italian engineered wood flooring throughout, creating an elegant yet inviting atmosphere. Expansive windows flood the interiors with natural light, seamlessly
Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY
$1,850 per month
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
$2,100 per month
367 Holt Ave, Winter Park, FL 32789
Live steps away from everything Winter Park and all it has to give! Ideally located just around the corner from Rollins College and two blocks from the shops, restaurants, and cafes of Park Avenue. Perfect for College, professionals, or anyone who wants to enjoy the walkable lifestyle of this sought-after neighborhood. The owner is responsible for landscaping, the water bill, and pest control.
Michelle Ingrassia LPT REALTY, LLC
$4,995 per month
438 W Swoope Ave, Winter Park, FL 32789
Nestled 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 garage or the charming garden-style front path, you're welcomed into a luminous, open-concept main level that emphasizes comfort,
$3,150 per month
2862 Kings Deer Rd, Winter Park, FL 32792
Discover this beautifully fully renovated 3-bedroom, 2-bathroom home in the heart of Winter Park. Every detail has been thoughtfully updated, offering modern finishes, an open layout, and comfortable living spaces perfect for both relaxing and entertaining. Enjoy an unbeatable location just minutes from UCF, Full Sail University, and the highly sought-after Park Avenue shopping and dining
Nicole Howell FANNIE HILLMAN & ASSOCIATES
$2,115 per month
7413 Fieldcrest 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 $2259.90. That covers your base rent, $2115.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$9,000 per month
1350 Lyndale Blvd, Winter Park, FL 32789
Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$2,330 per month
1821 Carrigan Ave, Winter Park, FL 32789
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 $2474.90. That covers your base rent, $2330.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,800 per month
1055 Cherokee Ave, Winter Park, FL 32789
Completely renovated home for RENT located next to Winter Park Village! No HOA! Come park your RV, boat, or vehicles on the two beautifully paved private driveways. This home features new porcelain tile floor throughout and wooden floors in the bedrooms. New interior paint, new kitchen cabinets, new light fixtures, newer roof from 2018 and AC is from 2022. New granite countertops with a waterfall
Rafael Casallas, Pa EMPIRE NETWORK REALTY
$2,711 per month
1307 Formosa Ave Unit ID1250011P, Winter Park, FL 32789
Feel at home in this cozy and inviting 2-bedroom, 1-bathroom home, ideal for couples, small families, or solo travelers looking to explore Central Florida.This charming property offers a full kitchen with stainless steel appliances, a full bathroom with a walk-in shower, and a free washer and dryer. There is also an outdoor sitting area.Free parking is available for up to two vehicles. A
$1,575 per month
1565 Michigan Ave, Winter Park, FL 32789
Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.
Troy Hensley BHHS FLORIDA REALTY
$2,295 per month
1557 Nottingham 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 $2439.90. That covers your base rent, $2295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$4,850 per month
104 S Interlachen Ave Unit 114, Winter Park, FL 32789
Welcome to the Cloisters, an exclusive lakefront condominium community in Winter Park, now available for lease. This first-floor two-bedroom, two-bath residence offers a thoughtfully updated open-concept layout and direct garden access. Entering from the main hallway, you enter into a welcoming interior where the kitchen sits to the right, featuring a breakfast bar that connects seamlessly to the
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
$1,880 per month
1915 Carrigan Ave, Winter Park, FL 32792
Welcome to 1915 Carrigan Avenue! This charming 3-bedroom, 1-bathroom home offers a generous 1,520 square feet of well-designed space. The heart of the home is the newly updated kitchen, that features sleek stainless steel appliances, abundant white cabinetry, and ample counter space that runs along a functional layout. Enjoy added convenience with in-home washer and dryer hookups. Step outside
$3,295 per month
1807 N Park Ave, Winter Park, FL 32789
Welcome 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
$2,335 per month
4967 N Magnolia 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 $2479.90. That covers your base rent, $2335.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$1,299 per month
1436 Minnesota Ave, Winter Park, FL 32789
Updated 2 bedroom and 1 bath apartment located in the heart of the industrial district of Winter Park 32789. Close to Advent Health (Rollins campus), I-4 , Orange Avenue, 17-92, Rollins College, Fairbanks, Mills 50, College Park and Downtown Winter Park. Please no pets.
Ruth Harris COLDWELL BANKER RESIDENTIAL RE
$2,620 per month
2045 Houndslake Dr, Winter Park, FL 32792
We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
$2,395 per month
3107 Ash Park Loop, Winter Park, FL 32792
Discover comfort and charm in this beautifully maintained 3-bedroom, 2-bath home located in the desirable Winter Park area. Boasting bright, naturally lit rooms and a spacious layout, this home is perfect for both relaxing and entertaining. Enjoy the serenity of a big backyard—ideal for gathering or simply enjoying the Florida sunshine. Conveniently situated near top-rated schools, shopping,
Justin V LaManna HOMEVEST REALTY
$2,505 per month
5133 Oak Hill Dr, Winter Park, FL 32792
Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.
$3,150 per month
1730 Oneco Ave, Winter Park, FL 32789
Just completed full interior home renovation and ready to lease for first time on the Flowered Streets of Winter Park. This 3/2 offers an exceptional opportunity in Winter Park 32789 and features a 3/2 split floorplan, all new luxury vinyl wide plank flooring and new doors/door hardware throughout home. The sleek brand new kitchen features stainless appliances, Quartz countertops, and chic 1/2
Vincent Scarlatos CORCORAN PREMIER REALTY
$1,700 per month
1518 Pinewood Dr, Winter Park, FL 32789
Discover this delightful 2-bedroom, 1-bath bungalow perfectly situated at the intersection of Winter Park and College Park. This home offers convenient access to major hospitals and roadways, placing you just minutes away from downtown Orlando, 25 minutes from Disney World, 15 minutes from Universal Studios, and 20 minutes from MCO Airport. Enjoy nearby shopping and dining options within a
$2,275 per month
3055 Autumn Ct, Winter Park, FL 32792
Welcome to this charming and modern village-style home ideally located near Winter Park, top-rated schools, major roads, shopping, and restaurants. This residence features an open-concept floor plan with stainless steel appliances, laminate flooring in the main living areas, and cozy carpet in the bedrooms. The fenced backyard provides the perfect space for outdoor enjoyment and privacy. Modern
Elias Kilci AGENT TRUST REALTY CORPORATION
$4,150 per month
1470 Lone Feather Trail, Winter Park, FL 32792
Welcome to this inviting rental opportunity in the charming district of Winter Park, FL. Nestled in a vibrant area, this property offers a delightful experience for those looking to enjoy a serene lifestyle while still being close to modern conveniences.Key property features include spacious bedrooms and well-appointed bathrooms, all designed with comfort in mind. With ample square
$1,800 per month
616 Montego Bay Ct Unit S, Winter Park, FL 32792
Welcome to this charming 2-bedroom, 2-bath home located in the heart of Winter Park! This beautifully maintained residence offers 1,037 square feet of comfortable living space with a bright and open layout. Enjoy a spacious living room, a functional kitchen with plenty of cabinet space, and cozy bedrooms designed for comfort and privacy. The home also features a private patio—perfect for relaxing
Carlos Ramirez AGENT TRUST REALTY CORPORATION
$2,540 per month
191 Jergo Rd, 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 $2684.90. That covers your base rent, $2540.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$3,400 per month
690 Osceola Ave Unit 203, Winter Park, FL 32789
Experience upscale living in this stunning 2-bedroom, 2-bath luxury condo featuring gorgeous raw wood floors in this breathtaking lakefront complex situated on the shores of the Winter Park Chain of Lakes and walking distance to Park Avenue, shopping, museums, restaurants and parks. The open-concept layout offers a seamless flow between the living, dining, and kitchen areas—perfect for both
Nancy Bhavsar ANNE ROGERS REALTY GROUP INC
$5,905 per month
2007 Cornell Ave Unit ID1032296P, Winter Park, FL 32789
Feel at home in this tiny home with private space in the heart of Winter Park, Florida. This beautiful home is the perfect retreat for families, couples, or friends seeking a relaxing and comfortable stay.This home features three spacious queen bedrooms, a full bathroom with a walk-in shower, and a quaint farmhouse-styled studio with a queen bed and a full bathroom with a walk-in shower. The
$2,795 per month
2717 Scarlet Rd, Winter Park, FL 32792
Stunning - beautifully upgraded 3 bedroom, 2 bath home with 2 car garage and oversized backyard in prime location of Winter Park. Enjoy direct access to CADY WAY TRAIL and the CADY WAY PARK with its nearly 70 acres and amenities of various ball fields, picnic tables, tennis courts, playgrounds and Olympic sized swimming pool. This light and bright home features an open split floor plan for
Andreas Kunert KUNERT REALTY INC
$3,000 per month
4044 Tenita Dr, Winter Park, FL 32792
Welcome to this beautiful and cozy single-story home with a pool, designed to captivate your senses from the moment you step inside. This thoughtfully laid-out residence offers a spacious living area, dining space, and an open-concept kitchen—the true heart of the home. Featuring elegant cascading quartz countertops, modern white and blue cabinetry, and stainless steel appliances, the kitchen is
$1,999 per month
Unlisted Address
Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,136 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool
Cathy Behe TAH FLORIDA LLC
$2,625 per month
6877 Jackman Blvd, 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 $2769.90. That covers your base rent, $2625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$1,895 per month
200 Saint Andrews Blvd Unit 2903, Winter Park, FL 32792
Experience the best of Winter Park living in this highly sought-after 2-bedroom, 1.5-bathroom 2-story condo located in the Four Seasons community! This beautiful unit features modern light fixtures, stainless steel appliances, and upgraded flooring throughout. Enjoy the convenience of an included washer and dryer. Unwind on your private, fenced porch, perfect for entertaining. Four Seasons offers
Carissa Lawhun FLORIDA REALTY INVESTMENTS
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