Displaying: For Rent
Location: Winter Park
Property Type(s): Condos
Beds: 2 to 2
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Winter Park - 13 properties found
7340 SWALLOW RUN #7340, WINTER PARK, FL 32792
$1,5003 Days on yellowkey MLS ID: O6402679
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 802 Built: 1983Community: Whisperwood Condo 02Spa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
2911 ANTIQUE OAKS CIR #12, WINTER PARK, FL 32792
$1,57512 Days on yellowkey MLS ID: O6400748
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Community: Parkview VillageCondo
Remarks: 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 (407-921-1200)
Listing Agent: Clara Herrera (407-921-1200)
612 MONTEGO BAY CT #612, WINTER PARK, FL 32792
$1,85084 Days on yellowkey MLS ID: O6381197
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1037 Built: 1981Community: Winter Park Villas CondoCondo
Remarks: Cozy 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 colleges.
Listing is courtesy of: JEXOR LLC (407-587-5701)
Listing Agent: Carolina Barriento (407-587-5701)
7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792
$1,7405 Days on yellowkey MLS ID: O6403382
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1974Community: ColoniesSpa: NoCondo
Elementary School: Cheney Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: 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 (407-629-4420)
Listing Agent: David Drawdy, Jr. (407-629-4420)
151 N ORLANDO AVE #101, WINTER PARK, FL 32789
$1,79952 Days on yellowkey MLS ID: G5109571
0 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 804 Built: 1960Community: Lake Killarney CondoCondo
Remarks: Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops, stainless steel appliances, self-closing cabinets, and stylish finishes that reflect quality and fresh design. Newer insulated windows including large sliding doors bring energy efficiency to this to this immaculate home. Gorgeous views and spectacular sunsets over Lake Killarney you can enjoy from the lakefront pool, picnic & shuffleboard areas. Access to lake amenities including a private community boat ramp, dock, and fishing. Prime location: just minutes from Winter Park Village. Literally right next door to Trader Joe’s! Very convenient to Whole Foods, great dining, boutique shopping, and more. Commuting is a breeze with easy access to major roads This condo delivers more than just a home — it offers a lifestyle. If you value charm, ease, and access to nature plus city conveniences, this is the perfect pick. Whether you’re starting out, downsizing, or just wanting a beautiful place to come home to. some photos virtually staged*
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Elizabeth Fowler (863-441-5304)
200 SAINT ANDREWS BLVD #2302, WINTER PARK, FL 32792
$1,75056 Days on yellowkey MLS ID: O6386317
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 987 Built: 1970Community: Four Seasons CondoCondo
Elementary School: Brookshire Elem
Remarks: Cozy and well-maintained 2-bedroom, 2-bath condo, washer and dryer inside, located in the desirable Winter Park area. This spacious unit features an open and comfortable layout with abundant natural light, a functional kitchen, and a small patio perfect for relaxing. The community offers great amenities including a pool, tennis courts, shuffleboard, clubhouse and beautifully maintained grounds. Tenants must apply and be approved by HOA, application fee is $100/adult or per married couple. Conveniently located near Full Sail University, UCF, shopping, restaurants, and major highways, providing easy access to everything Winter Park and Orlando have to offer. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Nohora Gomez (407-748-1242)
612 TRINIDAD CT #612, WINTER PARK, FL 32792
$1,85084 Days on yellowkey MLS ID: O6381198
Remarks: Beautiful 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 with small private courtyard. Cozy fireplace in the living room, lots of windows bring in the natural light of the Florida sunshine. Water/sewer is included in rent. Community pool and fitness room at the clubhouse only 2-3 minutes walking distance from the unit. Condo conveniently located near Colleges, Shopping and dining. Pets welcomed! (some restrictions apply)
1695 LEE RD #C206, WINTER PARK, FL 32789
$1,59541 Days on yellowkey MLS ID: TB8489708
REDUCED by $155 (8.9%) on 04/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Community: Waterfall CoveCondo
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: 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 (added privacy) - 881 sq ft of living space - Open floor plan with high ceilings - Walk-in closet(s) COMFORT & FEATURES: Central Air Conditioning & Heating - Ceiling fans throughout - Bright and open living areas KITCHEN & APPLIANCES INCLUDED: Refrigerator - Range - Microwave - Dishwasher - Garbage Disposal - Washer & Dryer included COMMUNITY FEATURES: Swimming pool - Playground - Quiet and well-maintained community ENJOY EASY ACCESS TO EVERYTHING YOU NEED: Shopping centers and grocery stores - Restaurants and cafés - Parks and recreational areas - Hospitals and clinics - Easy access to major roads MOVE-IN READY: This unit is available now and ready for immediate occupancy. MOVE-IN SPECIAL Lower upfront move-in options available — apply today to see how you may qualify for current specials. REQUIREMENTS: Proof of income (3x rent) - Background screening - No evictions CONTACT: Call or Text to schedule your showing today.
Listing is courtesy of: ROSS RENTALS LLC (727-687-5455)
Listing Agent: Yein Ross (844-476-7722)
148 SANDLEWOOD TRL, WINTER PARK, FL 32789
$2,17528 Days on yellowkey MLS ID: O6396280
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1133 Built: 1985Community: Sandalwood Creek Condo Ph 05Condo
Elementary School: Dommerich Elem
Middle School: Maitland Middle
Remarks: Welcome 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 equipped with brand new appliances. The layout provides plenty of natural light, along with ample closet space and storage throughout. Step outside to enjoy a private backyard space—perfect for relaxing or entertaining. Residents of this community enjoy access to a sparkling pool, beautifully maintained grounds, and the ease of included exterior and yard maintenance. Assigned parking is available, along with additional guest parking for visitors. Ideally located just minutes from Park Avenue, this home offers quick access to popular dining, shopping, grocery stores, and entertainment options, as well as nearby parks and major roadways for easy commuting. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High School. This is a great opportunity to enjoy a comfortable rental with the feel of a townhome in a prime location—don’t miss it!
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Brian Hyser (407-951-2472)
1500 GAY RD #18A, WINTER PARK, FL 32789
$1,75049 Days on yellowkey MLS ID: O6390460
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1972Condo
Remarks: Winter Park Lakefront Community. Lakefront Deck, Dock, Grill, Community Building, Heated Pool and Sauna. Immaculate 2 Bedroom 2 Bath First Floor Unit. Upgraded Kitchen with Raised Ceiling, Maple Cabinets and Granite Counters. Cabinets (matching Kitchen Cabinets) and Counters built in Dining Room for extra Storage. Recently Painted. New Carpets in Bedrooms. Bathroom Vanities and Commodes have been replaced. New Storage Cabinet in Hall. Windows have been replaced. A/C approximately 10 years old with regular servicing. Walking Distance to shopping Centers. Minutes to Downtown Park Ave. Look no further! You have found the perfect unit for rent! Unit also available for sale! (See MLS#65376215)
Listing is courtesy of: REALCOM REAL ESTATE SERVICES INC (407-621-6856)
Listing Agent: Janice Erickson (407-621-6856)
1000 S SEMORAN BLVD #815, WINTER PARK, FL 32792
$1,65032 Days on yellowkey MLS ID: R4910991
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1969Community: Golfside Villas CondoCondo
Remarks: 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 is the in-unit washer and dryer a rare item within the complex. Community also has an additional laundry facility of it own. From the living room you can Step outside onto the nice open patio….whether it's for morning coffee or evening cookouts with family and friends. The community pool is walking distance and accessible to all residents. Unit has two parking spaces and plenty of additional guest parking. The condo is ideally located, with plenty shopping and dining nearby. Full Sail University and a newly built HCA Emergency room are minutes away. Commuting is made easy with access onto 436, and the 408 which makes it easy to travel to Downtown Orlando or Winter Park
Listing is courtesy of: KIMBRIDGE REALTY, LLC (407-755-7367)
Listing Agent: Scott Butts (321-239-8509)
2936 ANTIQUE OAKS #70, WINTER PARK, FL 32792
$1,65053 Days on yellowkey MLS ID: O6382466
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Condo
Remarks: Call 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 an indoor herb garden. A formal dining area sits just off the kitchen, creating the perfect space for entertaining.Down the hallway, you’ll find a full-size washer and dryer — INCLUDED in the rent — along with a generously sized laundry room offering ample storage space. The guest bathroom is conveniently located next to the laundry area and the second bedroom. The primary suite features a private en-suite bathroom and a large walk-in closet for added comfort and privacy.Enjoy relaxing evenings on the screened porch just off the living room.Pet-friendly! Pets under 40 lbs are welcome with a $350 pet deposit. Limit one Pet.Residents of Parkview Village enjoy access to a community pool and a prime location just south of University off Semoran Boulevard (SR 436). Conveniently located:Winter park Village and Park ave Winter Park are under 10 minutes away. The unit is also 10 minutes to Florida State Road 417, 12 minutes to Florida State Road 408 (East/West Expressway) Making your downtown commute quick and easy!Don’t miss this opportunity — schedule your showing today!
Listing is courtesy of: JML REALTY INVESTMENTS LLC (407-921-9635)
Listing Agent: Jacqueline Ramos (407-921-9635)
110 KILLARNEY BAY CT #1, WINTER PARK, FL 32789
$2,55045 Days on yellowkey MLS ID: O6392456
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1986Community: Killarney Bay CondoCondo
Remarks: Enjoy 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 that includes an en-suite bathroom and ample closet storage. Step outside to enjoy serene surroundings or take advantage of community amenities, all just moments from shopping, dining, and entertainment. Ideally located near Downtown Winter Park, Park Avenue, and with convenient access to Interstate 4, this condo offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss your opportunity to call this charming property home!
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