Displaying: For Rent
Location: Winter Park
Property Type(s): Condos
Living Area Square Feet: 0 to 1000
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Winter Park - 14 properties found
7425 DANIEL WEBSTER DR #B11, WINTER PARK, FL 32792
$1,295Listed 06/23/2026 9:17PM MLS ID: O6415308
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 809 Built: 1974Community: ColoniesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Discover this large first-level one-bedroom, one-bath condo in Winter Park. The unit features new cabinets and appliances, a remodeled bathroom, and new laminated flooring throughout. Enjoy a spacious bedroom with a bay window that brings in natural light, plus a covered tiled patio for outdoor seating. Washer and Dryer inside for convenience. The community offers a pool for residents. Everything is new and move-in ready; this condo combines recent updates with easy single-level access. Great location, ideal for Full Sail or UCF. Close to shopping and public transportation
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Celimar Sierra, Llc (407-731-2678)
7338 SWALLOW RUN #7338, WINTER PARK, FL 32792
$1,59828 Days on yellowkey MLS ID: O6411093
REDUCED by $52 (3.2%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 774 Built: 1983Community: Whisperwood Condo 02Condo
Elementary School: Cheney Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Beautiful and affordable 2-bedroom, 2-bath condominium for rent in desirable East Winter Park! This renovated and move-in-ready unit features an open floor plan with modern plank-style tile flooring throughout the living areas, neutral colors, and plenty of natural light. The updated kitchen offers newer cabinets, countertops, appliances, and a stylish backsplash, creating a modern and functional space. Both bathrooms have been upgraded with newer vanities and finishes. The carpet was replaced in 2020 for added comfort. The spacious primary bedroom includes a large walk-in closet and a private en-suite bathroom. A stackable washer and dryer, only one year old, are also included for your convenience. Located just steps from the community pool, this well-maintained community is conveniently close to Full Sail University, Valencia College, and University of Central Florida. Enjoy easy access to major highways, shopping, dining, and entertainment, while being only a short drive from Park Avenue. Zoned for highly sought-after Winter Park schools.
Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC (407-853-4402)
Listing Agent: Yuly Rodriguez (407-879-0720)
1695 LEE RD #B204, WINTER PARK, FL 32789
$1,6006 Days on yellowkey MLS ID: O6418108
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Community: Waterfall CoveCondo
Remarks: 2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please use showing instructions.
Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)
Listing Agent: Mauricio Toro (786-282-9992)
1941 LANIER CT, WINTER PARK, FL 32792
$1,62042 Days on yellowkey MLS ID: O6404537
REDUCED by $75 (4.4%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1965Community: Lakemont EstatesCondo
Remarks: This first floor, 2 bedroom, 1 bathroom condo is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include an open main living area, lovely kitchen with granite countertops and stainless steel appliances, spacious bedrooms, and upgraded bathroom. This boutique community includes an on-site laundry facility. Pets under 40 lbs may be considered. Photos shown are of a comparable unit with a similar floor plan and finishes; minor variations in layout, fixtures, colors, views, and other features may exist. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.
Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY (407-897-3366)
Listing Agent: Matthew Kirsch (407-897-3366)
7302 SWALLOW RUN #7302, WINTER PARK, FL 32792
$1,4957 Days on yellowkey MLS ID: O6417858
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 756 Built: 1985Community: Whisperwood Condo 04Condo
Remarks: This 2 bedroom, 2 bathroom condo is located in Winter Park's Whisperwood community near local shops, restaurants, and schools. Features include a spacious living area with dining room, lovely kitchen with granite countertops, a wonderful primary suite, and outdoor patio. Community amenities include a swimming pool. Pets under 35 lbs. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.
296 LEWFIELD CIR #296, WINTER PARK, FL 32792
$1,30042 Days on yellowkey MLS ID: O6407086
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $50 (3.7%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 678 Built: 1973Community: Stratford A Winter Park CondoSpa: NoCondo
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: 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. Perfectly situated just 10 minutes from the upscale dining of Park Avenue and major campuses like Rollins and Full Sail, this home offers the ideal blend of relaxation and location. Schedule your showing today before this Winter Park beauty is gone! Credit and background check needed. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
7340 SWALLOW RUN #7340, WINTER PARK, FL 32792
$1,50054 Days on yellowkey MLS ID: O6402679
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 802 Built: 1983Community: Whisperwood Condo 02Spa: NoCondo
Remarks: 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 (407-237-3331)
Listing Agent: Bobby Mills (321-946-1119)
3651 N GOLDENROD RD #B207, WINTER PARK, FL 32792
$1,2958 Days on yellowkey MLS ID: O6417268
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1990Community: Lancelot At Winter Park CondoCondo
Elementary School: Aloma Elem
Remarks: Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail! Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel. Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both relaxing and entertaining. The kitchen shines with updated white shaker cabinets and elegant marble-look countertops. Conveniently located just minutes from UCF and Full Sail University, this home is perfect for students, professionals, or anyone seeking easy access to everything East Orlando has to offer. Residents of Lancelot Condominiums enjoy access to a sparkling community pool.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Melissa Vance (407-489-5166)
4818 TANGERINE AVE #4818, WINTER PARK, FL 32792
$1,350100 Days on yellowkey MLS ID: O6391063
0 Days Off yellowkey (back on 6/15/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1973Community: Wrenwood CondoCondo
Remarks: 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 community with plenty of privacy. Amenities include a pool and workout room.
Listing is courtesy of: BENCHMARK REAL ESTATE GRP INC (321-422-4729)
Listing Agent: Torey Eisenman (407-743-6593)
2304 INAGUA WAY #2304, WINTER PARK, FL 32792
$1,75013 Days on yellowkey MLS ID: O6416235
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 854 Built: 1980Community: Windward Square Sec 3Condo
Elementary School: Eastbrook Elementary
Remarks: 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 established community of Winward Square with access to a community pool and tennis courts, this home offers both convenience and comfort. Don't miss out on this opportunity to live in Seminole County in this lovely property. Sorry Pets are not permitted. *Washer and dryer are in as/is condition and for tenant convenience only *Tenant is required to carry Renters Insurance If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. *RESIDENTS BENEFIT PACKAGE* Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
151 N ORLANDO AVE #238, WINTER PARK, FL 32789
$2,75014 Days on yellowkey MLS ID: O6415735
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1960Community: Lake Killarney CondoCondo
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers unparalleled walkability. Stroll to Park Avenue's renowned boutiques, restaurants, and nightlife, catch a movie at Regal Cinemas, or conveniently shop at Publix and Trader Joe's. With countless restaurants, bars, and everyday amenities just steps away, you'll enjoy the perfect blend of tranquil waterfront living and vibrant urban convenience. Whether you're boating on the lake, lounging by the pool, or taking in the spectacular evening sunsets, this is a rare opportunity to enjoy one of Winter Park's most desirable waterfront lifestyles.
Listing is courtesy of: COLONIALTOWN REALTY (407-896-7300)
Listing Agent: Alexander Scures (407-925-5338)
640 N PARK AVE #5, WINTER PARK, FL 32789
$3,20026 Days on yellowkey MLS ID: O6411306
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 673 Built: 1956Community: Park Aire CondoCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to Park Aire, a small iconic condo community located on Park Avenue by the WP9 golf course. 1st floor unit with oversized window views of the golf course and Casa Feliz. This one bedroom unit has an updated kitchen and bath. Amenities include a covered parking space, swimming pool, social room, a guest room for rent, open air patios on the third floor, under building covered parking spot and laundry in building garage and 2nd floor. You are close by for shopping and dining along Park Ave area.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Andy Holland (407-948-7172)
1695 LEE ROAD RD #C110, WINTER PARK, FL 32789
$1,400139 Days on yellowkey MLS ID: O6377466
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1966Condo
Elementary School: Hungerford Elem
Remarks: 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.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yigit Orer (407-948-5347)
2929 ANTIQUE OAKS CIR #53, WINTER PARK, FL 32792
$1,35090 Days on yellowkey MLS ID: O6393639
0 Days Off yellowkey (back on 4/2/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 1984Community: Parkview Village CondominiumCondo
Remarks: Welcome to this fully renovated residence in the heart of Winter Park, where modern upgrades meet timeless charm in one of Central Florida’s most desirable communities. Thoughtfully updated throughout, this home offers a fresh, move-in-ready living experience with stylish finishes and enhanced comfort. Ideally situated near Full Sail University and Rollins College, this property is well-suited for students, faculty, and professionals alike. Zoned for highly regarded schools including Aloma Elementary, Glenridge Middle, and Winter Park High School. Enjoy a vibrant lifestyle with easy access to nearby parks and outdoor destinations such as Kraft Azalea Garden and Mead Botanical Garden perfect for relaxing walks and enjoying nature. The renowned Park Avenue is also just a short drive away, offering boutique shopping, dining, and cultural experiences. Conveniently located with quick access to major roadways, downtown Orlando, and Orlando International Airport, this home also places you within reach of Florida’s beautiful east coast beaches, including Cocoa Beach and New Smyrna Beach ideal for weekend getaways. This fully renovated home offers the perfect combination of location, lifestyle, and modern living, making it an exceptional leasing opportunity in Winter Park. Water is included in the rent. Apply here: https://apply.link/oQ8t72Y
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
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