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ENCLAVE AT HAWKS CREST - O6403609 - 2433 FIRSTLIGHT WAY, WINTER PARK, FL 32792 Just Added on 04/30/2026 11:03AM
$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 2 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 2 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 3 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 6 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 6 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 7 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 7 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
KAROLINA ON KILLARNEY - O6401484 - 1931 STAUNTON AVE, WINTER PARK, FL 32789 8 Days on yellowkey
$2,350 | Single Family Home | 3 beds | 2.0 baths | 1 car
Available for rent! Tucked onto a desirable corner lot just steps from Lake Killarney, this beautifully updated 3 bedroom, 2 bath single-family home puts you in one of the area's most sought-after spots. Walkable, quiet, and moments from the water. Inside, the home is move-in ready with a full suite of brand-new appliances (dishwasher, range, and refrigerator) plus washer/dryer hookups ready for your setup. Three comfortable bedrooms, two full baths, and bright, livable spaces make it easy to settle in from day one. Easy parking thanks to a covered carport and private driveway. Pets welcome on a case-by-case basis. Available now. Security deposit equal to one month's rent; move-in total is first month + security deposit. Tenant responsible for all utilities and minor maintenance (bulbs, filters); landlord handles major repairs and pest control.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC
PARKVIEW VILLAGE - O6400748 - 2911 ANTIQUE OAKS CIR #12, WINTER PARK, FL 32792 8 Days on yellowkey
$1,575 | Condo | 2 beds | 2.0 baths
One or more photo(s) has been virtually staged. Beautifully Remodeled 2 Bed / 2 Bath Condo – Second Floor | Prime Location Charming and fully remodeled second-floor condo located just steps from the pool. Perfect for those seeking a low-maintenance lifestyle. This bright and inviting unit features fresh paint, new wood and ceramic tile flooring, and updated bathrooms and kitchen with granite countertops and new appliances, including a washer and dryer. The layout offers a comfortable living room, dining area, and a screened-in patio to relax and enjoy the outdoors. Community amenities include: Pool Sauna Clubhouse Ideally located within walking distance to Full Sail University and just minutes from UCF, Rollins College, and Valencia College, as well as shopping, dining, and major roadways. Note: Some images may be virtually staged.
Listing is courtesy of: CLARA HERRERA REALTY
TUSCANY PLACE FIRST ADD - O6401030 - 1041 TUSCANY PL, WINTER PARK, FL 32789 9 Days on yellowkey
$12,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Nestled along a quiet brick-lined street in Winter Park’s coveted Via’s neighborhood, 1041 Tuscany Place offers a rare blend of elegance, comfort, and breathtaking natural beauty. From nearly every room, this exceptional residence captures tranquil views of the private backyard and picturesque Lake Temple beyond. Inside, a thoughtfully designed open floor plan is enhanced by soaring vaulted ceilings and an abundance of natural light, creating a warm yet sophisticated atmosphere. The gourmet kitchen is beautifully appointed with premium Wolf appliances, a Sub-Zero refrigerator, quartz countertops, imported Italian cabinetry, and a striking mother-of-pearl mosaic backsplash. The primary suite serves as a peaceful retreat, complete with serene landscape views and a spa-inspired bath featuring a spacious walk-in shower with skylights, body jets, and an oversized 40-inch rainfall showerhead. Upstairs, two generously sized bedrooms share a well-appointed Jack-and-Jill bath, offering comfort and privacy for family or guests. Outdoor living is just as impressive. A spacious deck invites you to relax and entertain while overlooking the sparkling pool and hot tub, while the lower decks bring you into nature with an inviting fire pit overlooking the water. The expansive, beautifully landscaped backyard provides a private setting to enjoy the best of Florida living. Ideally located just minutes from the Winter Park Racquet Club, Interlachen country club, Lake Maitland, and the shops and dining of Park Avenue, this home offers an extraordinary lifestyle in one of Winter Park’s most desirable settings.
Listing is courtesy of: COMPASS FLORIDA LLC
KENILWORTH SHORES SEC 07 - O6400730 - 1026 S LAKEMONT AVE, WINTER PARK, FL 32792 9 Days on yellowkey
$4,300 | Single Family Home | 3 beds | 2.0 baths | 2 car
Lawn and pool maintenance included in rent! Welcome to this beautifully upgraded Winter Park pool home, designed for effortless living and exceptional entertaining. This 3-bedroom, 2-bath residence offers an open, inviting floor plan with a spacious kitchen featuring updated countertops and cabinetry, stainless steel appliances, beautiful bathroom finishes and updated flooring throughout. The home truly shines outdoors, offering an abundance of entertaining space. Enjoy a screened-in pool, covered patio, and multiple seating areas including a tiled lounge space with a firepit, all set within a large, fenced backyard with both lush grass and low-maintenance turf. Whether hosting guests or enjoying a quiet evening, this home provides the perfect setting. Inside, the light-filled dining room overlooks the backyard from three sides, while the primary suite features a spacious closet and private en-suite bath. All bedrooms include newer carpet, and a generous utility room off the carport offers ample space for laundry and storage. Located in a highly rated school zone and just minutes from Rollins College, parks, shopping, dining, and everything Winter Park has to offer, this home delivers both lifestyle and convenience in one exceptional rental opportunity.
Listing is courtesy of: SOTERA LIVING
FERNBROOK TRAILS PH 3 - O6400973 - 5523 CRETAN WAY, WINTER PARK, FL 32792 9 Days on yellowkey
$2,195 | Single Family Home | 3 beds | 2.0 baths
3 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and lawn service included. *Bonus Amenity Included* -All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
Listing is courtesy of: RE/MAX 200 REALTY
HIDDEN OAKS CONDO PH 04 - O6400901 - 7330 CEDAR CREEK CT #58, WINTER PARK, FL 32792 10 Days on yellowkey
$1,600 | Townhouse | 2 beds | 2.5 baths
Two master bedrooms upstairs, one half bathroom and laundry room downstairs. one fenced patio on the back. Water is included. Two parking spaces belong to this property.
Listing is courtesy of: U S GLORY REALTY