Location: Winter Park
Keyword(s): Glenridge Middle
Keyword(s) Middle School: Glenridge Middle
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7338 SWALLOW RUN #7338, WINTER PARK, FL 32792
$1,6503 Days on yellowkey MLS ID: O6411093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 774 Built: 1983Community: Whisperwood Condo 02Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Cheney Elem
High School: Winter Park High
Tax Year:
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)
517 LONDON RD, WINTER PARK, FL 32792
$2,5004 Days on yellowkey MLS ID: O6410976
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 1965Community: Winter Park PinesSingle Family
Elementary School: Aloma Elem
Remarks: Nestled in the highly sought-after Winter Park school district, this spacious 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and location. Featuring an expansive floor plan with generously sized living areas, this home provides plenty of room to relax, entertain, and enjoy everyday living. Ideally situated just minutes from premier shopping, popular restaurants, movie theaters, and everyday conveniences, you'll love having everything you need right at your fingertips. Outdoor enthusiasts will appreciate the close proximity to the scenic Cady Way Trail, offering miles of paved paths perfect for walking, jogging, and biking. Inside, the home boasts bright and inviting living spaces, a well-appointed kitchen with ample storage and workspace, spacious bedrooms, and two full baths. The large backyard provides additional space for outdoor gatherings, pets, or simply enjoying Florida's beautiful weather. Enjoy the best of Winter Park living in a home that combines size, location, and convenience in one exceptional rental opportunity.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Nancy Bhavsar (407-948-3865)
2344 WOODCREST DR, WINTER PARK, FL 32792
$4,1005 Days on yellowkey MLS ID: O6410619
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1960Community: Kenilworth Estates 1St AddSingle Family
Elementary School: Brookshire Elem
Remarks: Resort Style Pool Home in KENILWORTH ESTATES! Conveniently located in Winter Park with a walking distance to Baldwin Park, Advent Health, Cody trail park! A short drive to Renown Rollin College, Park Ave, Full Sail University, downtown Orlando, theme parks, and UCF! Close to restaurants, shopping centers, bars, Publix, CVS and gas stations. Welcome Home! through the main door, you will be amazed by its modern and spacious floor plan! A lovely living room with a fireplace, an extra room for home gym or office, on the right, a sparkling pool in front of your eyesight through a modern glass sliding door, sitting under porch, enjoying family gathering in this resort style garden! There has a plenty closet space for storage. Spacious kitchen cabinets for cooking supplies. Be ready to live in a luxury and breath-taking Winter Park Pool home, while enjoying all Florida sunshine and outdoor biking, jogging and golfing at Winter Park Pine. Move in today!
Listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC (407-982-9709)
Listing Agent: Shannon Lee (407-982-9709)
7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792
$1,50031 Days on yellowkey MLS ID: O6403382
REDUCED by $240 (13.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1974Community: ColoniesSpa: NoCondo
Remarks: 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)
1947 SUMMERFIELD RD, WINTER PARK, FL 32792
$2,59943 Days on yellowkey MLS ID: O6396107
REDUCED by $50 (1.9%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1422 Built: 1956Community: Kenilworth Shores Sec 07Single Family
Remarks: Welcome home! This fantastic 3-bedroom, 2-bath home is available for immediate move-in! This property is a short drive from downtown Winter Park, the Crosby Center for Health and Wellbeing, Cady Way Park, and more! , this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. 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)
3032 ANTIQUE OAKS CIR #145, WINTER PARK, FL 32792
$1,35058 Days on yellowkey MLS ID: O6395924
REDUCED by $50 (3.6%) on 05/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 1984Community: Parkview VillageCondo
Remarks: 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!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Barry Stephens (407-547-6500)
3232 ROYAL ST, WINTER PARK, FL 32792
$1,79516 Days on yellowkey MLS ID: O6407888
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 970 Built: 1982Community: Coronation AddHalf Duplex
Remarks: Very clean 1/2 duplex near Full Sail University. 2 initial bedrooms with third bedroom built out into the insulated and air conditioned garage. There is storage space in the garage but not enough to park a car. Located off of Forsythe Rd near University Blvd, this home is ideal for a student at Full Sail University or UCF. Very close to major roadways of Semoran Bv (SR436) and University Bv. Also, shopping, banking, restaurants within walking distance. Flooring is all ceramic tile with no carpet. The back yard is fully fenced.
Listing is courtesy of: CLASSIC 1 REALTY INC (407-281-1490)
Listing Agent: Joe Thomas (407-281-1490)
1814 BARKER DR, WINTER PARK, FL 32789
$10,00058 Days on yellowkey MLS ID: O6395037
REDUCED by $1,000 (9.1%) on 05/13/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4200 Built: 2021Community: South Lakemont ShoresSingle Family
Elementary School: Baldwin Park Elementary
Remarks: Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a reclaimed Chicago brick fireplace and full-length sliders opening to a resort-style lanai with summer kitchen, wood ceiling, and recessed lighting. Step outside to a private backyard oasis with a sparkling pool, outdoor kitchen area, and no rear neighbors—perfect for entertaining. The first-floor primary suite offers complete privacy with a spa-inspired bath, soaking tub, walk-in shower, and dream closet. The main level also includes a private office, full bath, dining room, laundry room, and generous living spaces. Upstairs features a large loft, rumpus room, four additional bedrooms, and two beautifully designed baths. The oversized two-car garage provides high ceilings, storage, and a flex space ideal for bikes, fitness, or workshop use. Located minutes from Park Avenue dining, shopping, and entertainment, this home delivers luxury, comfort, and an unbeatable Winter Park lifestyle. Professionally managed with exceptional service.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tab Bish Llc (855-450-0442)
1815 BARKER DR, WINTER PARK, FL 32789
$4,00092 Days on yellowkey MLS ID: O6386321
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1959Community: South Lakemont ShoresSpa: NoSingle Family
Remarks: Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems, and the scenic Chain of Lakes, this home is perfect for professionals, creatives, and families seeking a refined long-term stay. The neighborhood offers an exceptional lifestyle with walking trails, pickleball and tennis courts, playgrounds, dog parks, proximity to Baldwin Park, and Winter Park Pines Golf Club.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Benjamin Cole Iv (407-399-0629)
200 SAINT ANDREWS BLVD #2302, WINTER PARK, FL 32792
$1,75082 Days on yellowkey MLS ID: O6386317
0 Days Off yellowkey (back on 4/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 987 Built: 1970Community: Four Seasons CondoCondo
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)
1317 MEDINAH CT, WINTER PARK, FL 32792
$3,65064 Days on yellowkey MLS ID: O6393971
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2015 Built: 1979Community: Greenview At Winter PinesSingle Family
Remarks: Winter Park Pines home,4 bed/2 bath ready for a new resident. On a quiet cul-de-sac, this renovated home offers a blend of modern amenities with a fantastic location. It features a brand new kitchen & bathrooms with quartz countertops, updated brushed brass fixtures, with lots of custom touches. It features engineered wood flooring in the living areas and primary bedroom, a convenient indoor laundry room, new windows and sliding doors that let in tons of natural light. Other upgrades include new doors, trim, fresh interior and exterior paint, and a beautiful paver patio. Outside, enjoy all-new landscaping with fresh sod and a new irrigation system, lawncare is included in the rent. This home also has a new roof, garage door, and a HVAC system. This home is also next to the scenic Cady Way trail, ideal for biking, walking, and running. Zoned for highly rated Winter Park schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. Call for your showing today! Sorry NO PETS.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
2929 ANTIQUE OAKS CIR #53, WINTER PARK, FL 32792
$1,35065 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)
2356 COLDSTREAM DR, WINTER PARK, FL 32792
$2,82562 Days on yellowkey MLS ID: O6394600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1619 Built: 1959Community: Brookshire HeightsSingle Family
Remarks: One or more photo(s) has been virtually staged. Lovely home in Winter Park school district. Closet to downtown Winter Park. Updated kitchen and baths on a Quiet street. Lawncare included.
Listing is courtesy of: VIA PROPERTIES LLC (321-229-6085)
Listing Agent: Donna Peebles (321-229-6085)
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