$1,465 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789
2500 Lee Rd Unit 244, Winter Park, FL 32789
43
Winter Park, FL Condos for Rent
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$1,650 total monthly price
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Condo for Rent
700 Melrose Ave, Winter Park, FL 32789
700 Melrose Ave, Winter Park, FL 32789Charming 1BR/BA condo in desirable Winter Park Gardens (+55 community). Recently renovated and located in the highly sought-after Winter Park Gardens community in 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 Winter
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$1,500 per month
- 2 Beds
- 2 Baths
- 802 Sq Ft
- Condo for Rent
7340 Swallow Run Unit 7340, Winter Park, FL 32792
7340 Swallow Run Unit 7340, Winter Park, FL 32792Check 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.
Bobby Mills METRO CITY REALTY
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$2,350 per month
- 3 Beds
- 2 Baths
- 1,355 Sq Ft
- Condo for Rent
1931 Staunton Ave Unit 1, Winter Park, FL 32789
1931 Staunton Ave Unit 1, Winter Park, FL 32789Property Id: 2463852Welcome to your new home at 1931 Staunton Ave in Winter Park, FL! This charming 3 bed, 2 bath unit features modern amenities such as brand new dishwasher, microwave, and washer/dryer hookups. Enjoy the convenience of a carport, driveway, and street parking. Pets are welcome, and smokers can enjoy the outdoors. Don't miss out on this fantastic rental opportunity for
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$1,740 per month
- 2 Beds
- 2 Baths
- 1,036 Sq Ft
- Condo for Rent
7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792
7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792Rent 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
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
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$2,300 per month
- 3 Beds
- 1 Bath
- 1,260 Sq Ft
- Condo for Rent
2827 Riddle Dr, Winter Park, FL 32789
2827 Riddle Dr, Winter Park, FL 32789Welcome 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
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$1,575 per month
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Condo for Rent
2911 Antique Oaks Cir Unit 12, Winter Park, FL 32792
2911 Antique Oaks Cir Unit 12, Winter Park, FL 32792One 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
Clara Herrera CLARA HERRERA REALTY
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$1,950 per month
- 1 Bed
- 1 Bath
- Condo for Rent
520 Holt Ave, Winter Park, FL 32789
520 Holt Ave, Winter Park, FL 32789Property 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
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$2,600 per month
- 3 Beds
- 2.5 Baths
- 1,837 Sq Ft
- Condo for Rent
2530 Passamonte Dr Unit 10E, Winter Park, FL 32792
2530 Passamonte Dr Unit 10E, Winter Park, FL 32792REMODELLED - new flooring and freshly painted. Welcome home to this beautiful townhome centrally located in Winter Park, 15 miles away from Park Avenue, just outside of Baldwin Park. Enjoy beautiful water views on the back patio. This home is fresh ready to move in. Available for rent April 15 or later. Top schools, Glenridge middle school, Winter Park high school and Brookshire elementary
Livia Petraru EXP REALTY LLC
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$2,693 per month
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789The advertised rate of $2,693/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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$1,400 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit D213, Winter Park, FL 32789
1695 Lee Rd Unit D213, Winter Park, FL 32789Adorable 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
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$1,380 per month
- 1 Bed
- 1 Bath
- 749 Sq Ft
- Condo for Rent
2942 Antique Oaks Cir Unit 82, Winter Park, FL 32792
2942 Antique Oaks Cir Unit 82, Winter Park, FL 32792Property 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.
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$2,300 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 203, Winter Park, FL 32789
151 N Orlando Ave Unit 203, Winter Park, FL 32789FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant
Robert Arnold SAND DOLLAR REALTY GROUP INC
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$1,850 total monthly price
- 2 Beds
- 2.5 Baths
- 1,100 Sq Ft
- Condo for Rent
2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792
2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792Close to Park Avenue Winter Park Restaurants and shopping near UCF and Full sail University also Rollins Colllege, Great Public schools. Close to the Orlando Airport and 30 minutes from Disney World and Universal Studios.
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$2,175 per month
- 2 Beds
- 2.5 Baths
- 1,133 Sq Ft
- Condo for Rent
148 Sandlewood Trail, Winter Park, FL 32789
148 Sandlewood Trail, Winter Park, FL 32789Welcome to this charming and well-maintained rental located in a quiet, centrally situated community in the highly desirable Maitland/Winter Park area. This spacious 2-bedroom, 2.5-bathroom home offers comfort, convenience, and a low-maintenance lifestyle. Inside, you’ll find a bright and open floor plan with a generous living and dining area that flows seamlessly into the kitchen, which is
Brian Hyser THE AGENCY FL
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$1,522 total monthly price
- 1 Bed
- 1 Bath
- 732 Sq Ft
- Condo for Rent
1500 Gay Rd Unit 1D, Winter Park, FL 32789
1500 Gay Rd Unit 1D, Winter Park, FL 32789EXCELLENT LOCATION, Remodeled, Lake Access, Pool, Water Included, 2nd Floor unit
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$1,650 per month
- 2 Beds
- 2 Baths
- 1,003 Sq Ft
- Condo for Rent
1000 S Semoran Blvd Unit 815, Winter Park, FL 32792
1000 S Semoran Blvd Unit 815, Winter Park, FL 32792This 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
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$1,775 per month
- 2 Beds
- 2 Baths
- 964 Sq Ft
- Condo for Rent
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792 -
$1,400 per month
- 1 Bed
- 1 Bath
- 749 Sq Ft
- Condo for Rent
3032 Antique Oaks Cir Unit 145, Winter Park, FL 32792
3032 Antique Oaks Cir Unit 145, Winter Park, FL 327921 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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$1,595 per month
- 1 Bed
- 1 Bath
- 881 Sq Ft
- SPACIOUS 2BR CONDO | MOVE-IN READY | LIMITED AVAILABILITY
1695 Lee Rd, Winter Park, FL 32789
1695 Lee Rd, Winter Park, FL 32789Beautiful 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
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$1,800 per month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit D116, Winter Park, FL 32789
1695 Lee Rd Unit D116, Winter Park, FL 32789Welcome 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
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$2,015 per month
- 3 Beds
- 2 Baths
- 1,175 Sq Ft
- Condo for Rent
2711 Aloma Ave, Winter Park, FL 32792
2711 Aloma Ave, Winter Park, FL 32792Coming Soon!!To schedule a showing or for applications, please visit our website:www.keystone-By submitting your information on this page you consent to being contacted by the Property Manager and RentEngine via SMS, phone, or email.
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$1,595 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C206, Winter Park, FL 32789
1695 Lee Rd Unit C206, Winter Park, FL 32789Beautiful 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 (added privacy) -
Yein Ross ROSS RENTALS LLC
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$1,950 per month
- 3 Beds
- 2 Baths
- 1,266 Sq Ft
- Condo for Rent
3050 Autumn Ct, Winter Park, FL 32792
3050 Autumn Ct, Winter Park, FL 32792?? Price Reduced! 3BR Condo in Winter Park – Now $1,950Don’t miss this charming 3-bedroom, 2-bath condo—now available at a reduced price! Conveniently located just off 436 in Winter Park, this home offers the perfect mix of comfort, convenience, and community living.Step inside to find tile and laminate flooring throughout, making for easy maintenance and a modern feel. Enjoy the
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$2,550 per month
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
- Condo for Rent
110 Killarney Bay Ct Unit 1, Winter Park, FL 32789
110 Killarney Bay Ct Unit 1, Winter Park, FL 32789Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining. Both bedrooms offer generous space, with a private primary suite
David Drawdy KELLER WILLIAMS REALTY AT THE PARKS
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$1,450 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Newly remodeled 2/2 condo Winter Park $300. incentive for move in by 6/15/2026
3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792
3651 N Goldenrod Rd Unit A104, Winter Park, FL 32792This 2 bedroom two bath condo has been remodeled with new tile flooring, new bathrooms and all new appliances including Washer and dryer as well as kitchen appliances, stove, fridge, dishwasher, and microwave. Community has a large community pool right outside your door. Great location with access to major roads, great dining venues and shopping possibilities. Ready for move in now. Come
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$1,350 per month
- 1 Bed
- 1 Bath
- 753 Sq Ft
- Condo for Rent
4818 Tangerine Ave Unit 4818, Winter Park, FL 32792
4818 Tangerine Ave Unit 4818, Winter Park, FL 32792One 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
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$1,700 per month
- 2 Beds
- 2 Baths
- 1,059 Sq Ft
- Excellent location
4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
4968 Tangerine Ave Unit 4968, Winter Park, FL 32792This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing
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$1,650 per month
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Condo for Rent
2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792
2936 Antique Oaks Cir Unit 70, Winter Park, FL 32792Call to schedule your private showing of this well-maintained 2 bedroom, 2 bathroom condo located on the second floor in the desirable Parkview Village Subdivision.This bright and open floor plan features a spacious living room with vaulted ceilings, perfectly positioned at the front of the home and open to the kitchen. The kitchen has all new appliances with a corner window that is perfect for
Jacqueline Ramos JML REALTY INVESTMENTS LLC
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$1,900 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Condo for Rent
2687 Stanfield Ave, Orlando, FL 32814
2687 Stanfield Ave, Orlando, FL 32814Property Id: 21487811bedroom and 1 bath apt with private entrace in baldwin park with 1 car garage. There is a Publix, restaurants and pharmacy in the neighborhood.
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$2,500 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 118, Winter Park, FL 32789
151 N Orlando Ave Unit 118, Winter Park, FL 32789Investment 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
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$2,100 total monthly price
- 3 Beds
- 2.5 Baths
- 1,360 Sq Ft
- Condo for Rent
600 Waverly Ln Unit 600 Waverly Lane, Maitland, FL 32751
600 Waverly Ln Unit 600 Waverly Lane, Maitland, FL 32751600 Waverly Lane offers the perfect blend of comfort, convenience, and classic Florida living.This inviting residence features a spacious layout with abundant natural light, creating a warm and welcoming atmosphere throughout. The home includes generously sized bedrooms, well appointed bathrooms, and a functional kitchen ideal for both everyday living and entertaining.Step outside
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$1,850 per month
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
- Condo for Rent
612 Trinidad Ct Unit 612, Winter Park, FL 32792
612 Trinidad Ct Unit 612, Winter Park, FL 32792Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area
Carolina Barriento JEXOR LLC
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$1,950 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
2510 Boyd Ave, Orlando, FL 32803
2510 Boyd Ave, Orlando, FL 32803Experience the allure of this meticulously renovated one-bedroom and bathroom apartment unit. This open-concept space features a granite countertop and stainless steel appliances, providing a modern and inviting atmosphere. Additionally, the unit includes an extra room, ideal for an office, with direct access to the private backyard. Conveniently located near Baldwin Park, downtown Orlando, and a
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$1,850 per month
- 2 Beds
- 2 Baths
- 1,037 Sq Ft
- Condo for Rent
612 Montego Bay Ct Unit 612, Winter Park, FL 32792
612 Montego Bay Ct Unit 612, Winter Park, FL 32792Cozy one-story villa located in desirable Winter Park. This home features two bedrooms and two full bathrooms, a bright living room–dining room combo, and a charming fireplace. Enjoy outdoor living on the private patio. Washer and dryer are included in the rent for added convenience. Pets are welcome (with some restrictions). Excellent location close to shopping, major highways, and local
Carolina Barriento JEXOR LLC
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$1,400 per month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C110, Winter Park, FL 32789
1695 Lee Rd Unit C110, Winter Park, FL 32789Spacious 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
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$5,490 per month
- 3 Beds
- 2.5 Baths
- 2,354 Sq Ft
- Condo for Rent
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the
Steven Koleno BEYCOME OF FLORIDA LLC
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$1,450 per month
- 2 Beds
- 2 Baths
- 840 Sq Ft
- Condo for Rent
3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and
Praveen Setty RIGHTHOUSE REALTY LLC
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$8,950 per month
- 3 Beds
- 3 Baths
- 2,462 Sq Ft
- Condo for Rent
311 E Morse Blvd Unit 1-5, Winter Park, FL 32789
311 E Morse Blvd Unit 1-5, Winter Park, FL 32789Enjoy elevated lakeside living in this top-floor residence overlooking tranquil Lake Osceola in downtown Winter Park. Located on the top level of the Whispering Waters condominium community, this fully remodeled home features three spacious bedrooms (one currently used as a den), three full baths and an open layout designed to showcase expansive water views. The primary suite features an
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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$1,800 per month
- 2 Beds
- 2 Baths
- 927 Sq Ft
- Condo for Rent
205 Lewfield Cir Unit 205, Winter Park, FL 32792
205 Lewfield Cir Unit 205, Winter Park, FL 32792Wonderful! Owners pays Water & Internet. Exceptional Winter Park location! Amenities include 2 pools, lighted tennis courts, fitness center, car care facilities & clubhouse, enjoy the simple life in this 2 bedroom, 2 bath, ground floor unit. Sip your morning coffee while admiring the garden landscaping from your screen enclosed patio. Host a barbeque with family and friends at the community
Eimi Moreno Carrera LPT REALTY, LLC
Showing Results 1 - 40, Page 1 of 2
Rental Home Trends in Winter Park, FL
There are currently 43 condos available for rent in Winter Park, FL. The median rent is $1,643 per month, with 1-bedroom condos renting at $1,350, 2-bedroom condos at $1,650 and 3-bedroom condos at $2,350.
Rental Home Trends
Number of Condos for Rent
43
Median Condo Rent
$1,643
Median 1 Bedroom Condo Rent
$1,350
Median 2 Bedroom Condo Rent
$1,650
Median 3 Bedroom Condo Rent
$2,350
Condos for Rent by Price in Winter Park
Rentals in Winter Park
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