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ALOMA TRAILS - O6402089 - 7474 ALOMA PINES CT, WINTER PARK, FL 32792 Just Added on 05/01/2026 12:53PM
$2,400 | Townhouse | 3 beds | 2.5 baths | 1 gar
Great 3 bedroom 2.5 bath townhouse. 1 car garage with two drive way spots.
Listing is courtesy of: OAK HOLLOW PROPERTIES
WHISPERWOOD CONDO 02 - O6402679 - 7340 SWALLOW RUN #7340, WINTER PARK, FL 32792 Just Added on 05/01/2026 11:11AM
$1,500 | Condo | 2 beds | 2.0 baths
Check out this 2nd floor 2-bedroom, 2 bathroom condo with brand new beautiful wood floors throughout. The condo is centrally located between UCF and Full Sail University and is just a short distance to major roadways, shopping, and several dining options.
Listing is courtesy of: METRO CITY REALTY
HORTON AARON - O6400011 - 653 SYMONDS AVE, WINTER PARK, FL 32789 Just Added on 05/01/2026 11:02AM
$3,200 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and the Farmers’ Market. Enjoy classic Florida curb appeal with a welcoming front porch and balcony, plus a functional layout perfect for everyday living and entertaining. Lease term 12 months. $75 application fee each adult. Pets considered with owner approval (pet fees/deposit may apply). Renters Insurance required. Great opportunity to live in one of Central Florida’s most desirable areas. Schedule your showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES
ENCLAVE AT HAWKS CREST - O6403609 - 2433 FIRSTLIGHT WAY, WINTER PARK, FL 32792 1 Day on yellowkey
$2,900 | Townhouse | 3 beds | 2.5 baths | 2 gar
For rent this 3-bedroom, 2.5-bathroom townhome with a 2-car garage is located in the desirable gated community of Enclave at Hawks Crest. The first floor features an open living area, modern kitchen with stainless steel appliances, and dining space that opens to a covered patio. A versatile flex room on the main level is currently set up as a home office, along with a convenient half bath for guests. Upstairs, all bedrooms are located together, including a spacious primary suite with tray ceilings, walk-in closet, and en-suite bath with dual vanities and a glass-enclosed shower. Just off the bedrooms is a comfortable loft-style living area, perfect for relaxing or entertaining. A full-size washer and dryer are also located upstairs for convenience. Residents enjoy access to a community pool, playground, and easy access to Downtown Winter Park, shopping, dining, and major highways. Bonus: Internet & cable are included with the rent. This home is move-in ready—schedule your showing today!
Listing is courtesy of: LINEAGE REAL ESTATE
COLONIES - O6403382 - 7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792 1 Day on yellowkey
$1,740 | Condo | 2 beds | 2.0 baths
Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease! Welcome to this enchanting fully furnished 2-bedroom, 2-bathroom condo nestled in the heart of Winter Park, FL! Offering easy access to a plethora of attractions, this home invites you to immerse yourself in the magic of Disney, just 30 minutes away, or bask in the sun at picturesque Cocoa Beach, all within reach of central Florida's vibrant offerings. Strategically positioned minutes from the 408 expressway and downtown Orlando, this location is a commuter's dream, with nearby access to Full Sail University, UCF, and Valencia Colleges. Come inside to discover a beautifully maintained space featuring upgraded light fixtures, freshly painted walls, and abundant natural light that accentuates the spaciousness. The unit boasts generously sized bedrooms and a kitchen adorned with new granite countertops in the breakfast bar, along with an in-unit washer and dryer – just pack your bags and move in! As a resident of Keller Williams, you'll enjoy exclusive benefits through our Resident Benefits Package (RBP), including HVAC air filter delivery, renters insurance, and credit-building opportunities. Act swiftly – this home won't last long!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS
SLOVAK VILLAGE - O6402855 - 3250 HOWELL BRANCH RD, WINTER PARK, FL 32792 3 Days on yellowkey
$1,775 | Half Duplex | 2 beds | 2.0 baths
This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living. Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops. This kitchen effortlessly flows into the spacious living room, where a cozy wood-burning fireplace beckons for memorable gatherings and relaxing evenings. The large master bedroom is a true sanctuary, boasting an en-suite bath complete with dual vanities and a convenient walk-in closet. But the delights continue outdoors, as you'll be treated to a vast, fenced-in backyard adorned with plenty of shade – perfect for your family to savor outdoor moments and create lasting memories. 3254 Howell Branch Road enjoys an excellent location in desirable Winter Park, placing you close to everything you need. You'll find convenient access to SR436 shopping and dining, nearby hospitals, and the vibrant University of Central Florida campus. Pets Not Allowed! Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS
WINDWARD SQUARE SEC 3 - O6402772 - 2379 FLAMINGO WAY, WINTER PARK, FL 32792 3 Days on yellowkey
$2,400 | Townhouse | 3 beds | 2.0 baths
Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining areas—ideal for entertaining or relaxing at home. The generous primary suite offers a private retreat with dual walk-in closets and an ensuite bathroom, while two additional bedrooms provide flexibility for roommates, guests, or a home office. Residents will love the resort-style community amenities, including tennis courts, pickleball courts, two sparkling pools, a playground, a putting green, and a clubhouse—giving you plenty of ways to unwind and stay active right at home. Location is everything, and this property delivers. You’ll be just 15 minutes from the shops, dining, and nightlife of Park Avenue, approximately 7 miles from University of Central Florida, and only 1.7 miles from Full Sail University—making it an excellent option for aspiring academics, faculty, or professionals alike. Don’t miss the opportunity to live in a well-appointed home with unbeatable amenities and a prime location!
Listing is courtesy of: STOCKWORTH REALTY GROUP
JUSTAMERE CAMP REP - O6401871 - 2428 LOTAFUN AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$3,200 | Single Family Home | 3 beds | 2.5 baths
Who wouldn’t want to live on a street called LOTAFUN? This one-story Winter Park home has 3-bedrooms, 2.5-baths with great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all new interior spaces, this fantastic home is totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. Located at the end of a dead end street, the privacy is just one of its best features; with partial views of Lake Killarney from the dining area, kitchen, family room, and side yard as a close second. Spacious bedrooms, interior laundry closet and large side yard are also special features offered. This 1,534 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 per adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and pet deposit.
Listing is courtesy of: COLDWELL BANKER REALTY
LANDINGS AT HAWKS CREST - O6401907 - 1409 LONE FEATHER TRL, WINTER PARK, FL 32792 7 Days on yellowkey
$3,895 | Single Family Home | 4 beds | 4.5 baths | 2 gar
Beautiful tile roof single-family house is available in Hawks Crest, the only newal gated community in Winter Park! No rear neighbors! Landscape/Lawn Care and Reclaimed Water Bill are paid by landlord. UV sanitizing lights installed in all bathrooms. Water filter system installed in kitchen sink. This 4 bed 3.5 bathrooms plus an office and second floor loft is ready to move-in . When you enter the home, an open concept floor plan leads you to the family room, the kitchen / nook area combined. 20-foot high ceiling family room with wide sliding doors to the back patio and high windows gives you plenty of natural sunlight. The large covered lanai would be great for a morning coffee, evening wine, of course family gatherings and BBQ. The Master bedroom is located on first floor. The community is just a few minutes to Costco, Super Target, Publix, Trinity Prep School, and Full Sail University. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. As you enjoy convenience location, you will benefit from these wonderful amenities within the community: Community pool, Clubhouse, Party Room, Dog Park, Free Gym, Grilling Area, Kid's Splash Pad, Lake Park Picnic Tables, Playground, Cabana, Play Lawn, Lakeside Dock and Future Kayak Access. Come and see your new home today, don't miss this chance.
Listing is courtesy of: EAST PEARL REALTY
KAROLINA ON KILLARNEY - O6401708 - 1830 STAUNTON AVE, WINTER PARK, FL 32789 7 Days on yellowkey
$3,200 | Single Family Home | 3 beds | 2.5 baths | 1 car
STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all new interior spaces, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 per adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.
LAKE KNOWLES TERRACE ADD 02 - O6401835 - 1571 MAGNOLIA AVE, WINTER PARK, FL 32789 8 Days on yellowkey
$2,350 | Single Family Home | 2 beds | 1.5 baths | 1 gar
Fantastic bungalow in sought-after Winter Park. Great location, close to Advent Hospital Winter Park, Park Avenue, 10 minutes to I4. Large, fenced-in backyard, original hardwood floors in living area & bedrooms. Stainless appliances, granite countertops in kitchen, one car garage. Tons of natural light, indoor laundry.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
OLYMPIA HEIGHTS ANNEX - O6401803 - 2176 CRANDON AVE, WINTER PARK, FL 32789 8 Days on yellowkey
$2,700 | Single Family Home | 2 beds | 1.0 baths | 1 car
Fully furnished and Turnkey/Renovated in-town home. Close to downtown Winter Park, Advent and Orlando Health. Newly renovated kitchen with Sub-Zero/Cafe appliances. Monthly rental only…2 bedrooms sleeps 4. Nice covered/screened porch. Available now. Weekly to monthly rental.
Listing is courtesy of: CORCORAN PREMIER REALTY