$2,300 Per Month
2827 Riddle Dr, Winter Park, FL 32789
Welcome to your new oasis in the charming city of Winter Park, FL! This beautiful property is perfect for those seeking comfort and convenience in a vibrant community. With nearby restaurants offering a delightful culinary experience, you'll always have something new to explore.This property features spacious accommodations designed for your relaxation. Enjoy a comfortable living
(321) 381-3659
$1,950 Per Month
520 Holt Ave, Winter Park, FL 32789
Property Id: 578482One-bedroom / one-bathroom cottage style apartment located within a five-minute walk to Rollins College, Park Avenue, and Hannibal Square. Newly-renovated interior includes condominium grade appliances, upgraded bathroom, and in-unit washer dryer. Unit includes off-street parking and private entry porch. Available for lease beginning of June 2026. Rent includes
(321) 304-2205
$1,890 Per Month
7290 Daniel Webster Dr, Winter Park, FL 32792
Property Id: 2485692The house is large and comfortable.it has two garden and transport and college university and supermarket and discount
(786) 396-6891
$1,350 Per Month
2942 Antique Oaks Cir Unit 82, Winter Park, FL 32792
Property Id: 1010517Second Floor one bedroom unit in the highly desirable Parkview Condominium Complex across from Full Sail University. The rent includes water and sewer. All floors are laminate.
(689) 210-4760
$1,650
Total Monthly Price
700 Melrose Ave, Winter Park, FL 32789
Charming 1BR/BA condo in desirable Winter Park Gardens (55+ community). Recently renovated and located in the highly sought-after Winter Park Gardens community in historic Winter Park, FL. This bright and inviting second floor unit overlooks the pool and has an elevator nearby. Within walking distance of Park Avenue's Shops, restaurants and other activities. (no pets allowed )Adjacent to
$1,290
Total Monthly Price
2037 Linden Rd Unit 2037 linden rd unit A, Winter Park, FL 32792
Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, parking garage washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door
$1,850
Total Monthly Price
1500 Gay Rd Unit 9D, Winter Park, FL 32789
Two-bedroom, two-bath second-floor condo in a quiet, private lakefront community in Winter Park, Florida. Spacious rooms, custom upgrades, and well-maintained. Located in the Chateaux du Lac community, it is blocks from the Winter Park Village, Trader Joe's, Publix, and multiple restaurants and retail shops. Minutes by car to Advent Health Orlando Hospital, Park Avenue, Rollins College, and
$1,300 Per Month
1695 Lee Rd Unit D213, Winter Park, FL 32789
Adorable and cozy second floor condo, conveniently located off Lee Road in Orlando, minutes from SR I-4. This 2-bedroom 1 full bath condo is located in the quiet community or Waterfall Cove. Water is included with a community pool and playground for tenants to enjoy. Open floor plan with carpet and laminate in kitchen and bath. Fresh paint throughout. Balcony just outside the sliders in living
Rachel DeCamp RLL Real Estate Group
$2,080 Per Month
1407 Chilean Ln, Winter Park, FL 32792
Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Park, FL, might be the perfect fit for your lifestyle. See
$1,725 Per Month
3283 Oak Lake Place Unit 127, Winter Park, FL 32792
Beautiful freshly painted and cleaned property in Winter park. This is a townhouse style condo (no neighbors above and only on one side)- end unit with rear patio and storage closet. The first floor is a large living space, kitchen, a half bath and laundry with a dining nook. While there are 3 bedrooms upstairs with 2 full baths. The first floor is fully tiled and the upstairs bedrooms have
Kyle Petteway EXIT REAL ESTATE RESULTS
$2,125 Per Month
3091 Crane Strand Dr, Winter Park, FL 32792
Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more… that's the power of purple!This 3-bedroom, 2-bathroom rental home in Winter Park, FL, may be the right place for you. See the pictures
$1,400 Per Month
1695 Lee Rd Unit C110, Winter Park, FL 32789
Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.
Yigit Orer EMPIRE NETWORK REALTY
$1,750 Per Month
2304 Inagua Way, Winter Park, FL 32792
Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the
$1,500 Per Month
1695 Lee Rd Unit B114, Winter Park, FL 32789
The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great
Yigit Orer EMPIRE NETWORK REALTY
$1,749 Per Month
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
$2,400 Per Month
2379 Flamingo Way, Winter Park, FL 32792
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
Samuel Kingsford STOCKWORTH REALTY GROUP
$2,500 Per Month
7508 Glenmoor Ln, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to this beautifully refreshed 3-bedroom, 2-bath home nestled in a highly desirable Winter Park location — offering comfort, style, and convenience with no HOA restrictions. With 1,676 square feet of thoughtfully designed living space, this home is the perfect blend of modern updates and timeless character. Step inside to discover brand-new
$1,995 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 talbe with 4 chairs - picnic in your own park
Scott Banta BLACKFIN REALTY LLC
$2,050 Per Month
5171 N Orange Ave, Winter Park, FL 32792
You don't want to miss out on this Winter Park Beauty! This lovely, RENOVATED, 3/2 block home, is situated on a large, fenced in lot and has been recently renovated ! The house has a nice open floor plan, with a great room and family room. The great room even has a wood burning fireplace. Renovations include...laminate wood floors throughout, interior paint, almost new kitchen appliances,
$1,975 Per Month
1803 Pineview Cir, Winter Park, FL 32792
This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult
Kenneth Warren PREMIER MANAGEMENT GROUP INC
$1,050 Per Month
525 S Lakemont Ave, Winter Park, FL 32792
Room Rental Listing: Room 01 – Master Bedroom with Attached BathroomThis listing is for Room 01, the Master Bedroom with an attached bathroom, in a fully furnished 3-bedroom, 2-bathroom house.Location: SW Zone @ 525 S Lakemont Ave, Winter Park, FloridaProperty Features: Preliminary Information :Appliances Provided:Cooking range with
$1,650 Per Month
625 Trinidad Ct Unit 625, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Move right into this CLEAN & WELL-MAINTAINED 2 BEDROOM / 2 BATH ONE-STORY CONDO offering 1,037 SF OF COMFORTABLE LIVING SPACE in the heart of WINTER PARK! This MOVE-IN READY home features a SPACIOUS LAYOUT, NATURAL LIGHT, and a functional floor plan perfect for comfortable everyday living. Enjoy a SMALL & COZY BACKYARD PATIO AREA, perfect for
Nydia Marrero ZEN LIVING HOMES LLC
$1,650 Per Month
1000 S Semoran Blvd, Winter Park, FL 32792
This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home
$2,095 Per Month
5523 Cretan Way, Winter Park, FL 32792
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
Shawn Beard RE/MAX 200 REALTY
$2,095 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
$2,095 Per Month
1931 Carrigan Ave, Winter Park, FL 32792
An excellent place to call home. This newly renovated 3 bedroom 2 bath house offers a lot of entertainment options; it is sitting on an oversize lot which features ample backyard space which is completely fenced. This home has brand new AC, Plumbing and Electric and offers washer/dryer hookups. Close to A+ schools and is approximately 7 minutes from Park Ave shopping and dining. This will not
Amanda Beckman RED DOOR INVESTMENT GRP LLC
$1,595 Per Month
1695 Lee Rd, Winter Park, FL 32789
Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community.This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in.PROPERTY HIGHLIGHTS:2 Bedrooms / 1 Full Bathroom - Second-floor unit
$1,350 Per Month
4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
One or more photo(s) has been virtually staged. The 1 bed, 1 bath unit is ideally located in Winter Park, close to Full Sail and UCF. Rent includes water, and all appliances including washer & dryer. A spacious Living/Dining space and a Huge bedroom make this the best one bed/one bath you'll find. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet
Torey Eisenman BENCHMARK REAL ESTATE GRP INC
$1,900 Per Month
303 Sandlewood Trail, Winter Park, FL 32789
Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate
$2,000 Per Month
1695 Lee Rd Unit E115, Winter Park, FL 32789
Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the
Yigit Orer EMPIRE NETWORK REALTY
$2,400 Per Month
7542 Cranes Creek Ct, Winter Park, FL 32792
The first month’s rent is 50% off with an approved lease. This beautifully upgraded end‑unit townhome in the Cranes Creek community offers 1,471 sq ft of thoughtfully laid‑out living space with 3 bedrooms and 3 baths across two stories. Built in 2006, the home features a one‑car attached garage, vaulted ceilings, tile and carpet flooring, ceiling fans,
$2,500 Per Month
151 N Orlando Ave Unit 118, Winter Park, FL 32789
Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,
Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC
$1,495 Per Month
1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process
$1,800 Per Month
1695 Lee Rd Unit D116, Winter Park, FL 32789
Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like
Ryan Hoppe ZEAL REALTY
$2,095 Per Month
704 Carnation Dr, Winter Park, FL 32792
Welcome to 704 Carnation Drive in Winter Park! This amazing home is located on a quiet street in the Eastbrook subdivision off Aloma Ave and was just freshly painted inside and out. The single-story home features an open concept living room/dining room/kitchen floorplan with stainless steel appliances, granite countertops, ceiling fan and ceramic tile flooring throughout. There is plenty of
$1,650 Per Month
1000 S Semoran Blvd Unit 815, Winter Park, FL 32792
This newly update and freshly painted. First floor condo in Winter Park offers a perfect blend of comfort and style and outdoor access ..It features two spacious bedrooms and two bathrooms, providing ample space for relaxation and privacy. The open plan living room and updated kitchen create a welcoming atmosphere, ideal for both entertaining and everyday living.. A standout features of this home
Scott Butts KIMBRIDGE REALTY, LLC
$1,595 Per Month
3011 George Mason Ave Unit 1-2E, Winter Park, FL 32792
Great location! Spacious SECOND FLOOR 2 bedroom + 2 full bath condo featuring an open living room/dining room combo and large kitchen. Conveniently located across from the pool. Stackable washer/dryer in unit. NEW CARPET in bedrooms! Parking permit required. Two pet max permitted. Available now! NOTE: Petscreening required on all applications, whether tenant has a pet or not. . $30 per pet to
$1,350 Per Month
296 Lewfield Cir, Winter Park, FL 32792
Experience effortless Winter Park living in this stylish, top-floor condo in the charming Stratford community. This move-in-ready gem features modern wood-look tile, a private balcony with serene landscape views, and the convenience of an in-unit washer/dryer. Enjoy resort-style perks like a sparkling pool, fitness center, and tennis courts—with water, trash, and maintenance all included.
Steve Simpson 407 PROPERTIES
$2,100 Per Month
3036 Patel Dr, Winter Park, FL 32792
Available May 1st! 3/2 with open-concept kitchen. Your new home has an open and airy living room/kitchen area with easy-to-maintain tile. A HUGE screened patio looks out to a private wooded backyard. Privacy fence and attached one-car garage make this the perfect place to call home! The home is nestled on a cul-de-sac minutes from Full Sail.All ERA Grizzard Real Estate residents are
$1,350 Per Month
3032 Antique Oaks Cir Unit 145, Winter Park, FL 32792
1 Bedroom/1 Bath condo in Winter Park's Parkview Village! Situated just off of 436/South Semoran Blvd & so convenient to UCF, Full Sail University, 417 & more! The living room, dining & kitchen layout flows easily with sliding doors that lead to the screened patio! Fresh interior paint, washer & dryer. Parkview Village offers a pool, clubhouse. Take a look today!
Barry Stephens MAINFRAME REAL ESTATE
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