Location: Winter Park , 32792
Do Not Show Listings
1000 S SEMORAN BLVD #815, WINTER PARK, FL 32792
$1,65012 Days on yellowkey MLS ID: R4910991
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1969Community: Golfside Villas CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
WINTER PARK, FL 32792
$1,75012 Days on yellowkey MLS ID: S5147043
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1983Community: Hidden Oaks Condo Ph 06Townhouse
Elementary School: Aloma Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Charming 2-bedroom, 1.5-bath townhouse located in the highly desirable Hidden Oaks community. This two-story home offers 990 sq ft of comfortable living space. The main floor features a spacious living area that flows into the dining area and kitchen, along with a convenient half bath for guests. Upstairs, you’ll find the primary bedroom with a spacious bathroom, as well as an additional comfortable bedroom. Enjoy a cozy private patio, perfect for relaxing or entertaining, and a low-maintenance. Two reserved parking spaces are conveniently located directly in front of the unit. Community amenities include a pool, sidewalks, and guest parking. Ideally located just minutes from FL-408 and FL-417, offering easy access to Orlando International Airport and Downtown Orlando. Close to shopping, dining, and excellent schools in the Winter Park area. A great opportunity to enjoy comfort, convenience, and community living—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Moira Villavicencio (407-301-8030)
2929 ANTIQUE OAKS CIR #53, WINTER PARK, FL 32792
$1,35019 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)
1986 CANNY CV, WINTER PARK, FL 32792
$2,650111 Days on yellowkey MLS ID: S5140643
REDUCED by $25 (0.9%) on 04/01/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2023Community: Grayson SquareTownhouse
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: FOR RENT in Winter Park! Experience comfortable living in this beautiful 3-bedroom, 2.5-bathroom townhome located in the gated community of Grayson Square. Rent includes high-speed internet and cable, offering great value and convenience. The home features a bright open floor plan with abundant natural light, a modern kitchen with quartz countertops and stainless steel appliances, and sliding glass doors leading to a covered patio. Enjoy peaceful views with water, fountain features, and no rear neighbors, creating a relaxing and private outdoor setting that can be enjoyed from the living room, kitchen, and primary bedroom. Upstairs, you will find the spacious primary suite with a walk-in closet and an en-suite bathroom with dual vanities and a glass-enclosed shower. Two additional bedrooms share a full bathroom on the second floor. A washer and dryer are included for added convenience. Residents of Grayson Square enjoy access to the community pool and playground. The property is conveniently located off Howell Branch Road, minutes away from downtown Winter Park, with easy access to major highways, shopping, dining, and entertainment.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Vildan Nigro (352-988-3824)
2936 ANTIQUE OAKS #70, WINTER PARK, FL 32792
$1,65033 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)
1924 AZALEA AVE, WINTER PARK, FL 32792
$1,99539 Days on yellowkey MLS ID: O6388411
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1954Community: Temple Terrace AnnexSingle Family
Elementary School: English Estates Elementary
Remarks: Adorable mid century modern bungalow in Winter Park! This 3 bedroom, 1 bathroom home has been beautifully updated with new tile wood floors in the main living area. The kitchen features white appliances and tasteful white cabinetry. The updated bathroom features a new vanity and classic mosaic tile floor. Enjoy the spacious backyard with wooden deck! Washer, dryer and lawn care is included! This property is available May 2026.
Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC (407-704-7904)
Listing Agent: Nicholas Wild (407-704-7904)
2356 COLDSTREAM DR, WINTER PARK, FL 32792
$2,82516 Days on yellowkey MLS ID: O6394600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1619 Built: 1959Community: Brookshire HeightsSingle Family
Elementary School: Brookshire Elem
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)
524 BYRON RD, WINTER PARK, FL 32792
$2,89021 Days on yellowkey MLS ID: O6393183
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1957Community: Eastgate SubSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the heart of highly desirable Winter Park area. Offering a rare combination of space, comfort and prime location. This home offers a spacious and functional layout with multiple living areas, abundant natural light, and well-sized bedrooms. The flexible floor plan provides plenty of room for a variety of living arrangements, including space for a home office, guest room, or additional living area. Step outside to enjoy a spacious Patio, ideal for relaxing , entertaining or enjoying florida's year round sunshine. The home also features a 2 car garage and extended driveway offering plenty of parking and storage. Enjoy a prime location just minutes from: Park Avenue dining and shopping, Rollins College, AdventHealth Winter Park and Major roads, grocery stores, and everyday conveniences Property Highlights: 4 Bedrooms | 3 Bathrooms, Spacious interior layout, Large outdoor yard, 2-car garage + additional parking, Convenient access to shopping, dining, and major roadways This Home offers a unique opportunity to enjoy both space and convenience in one of Central Florida most sought-after areas. Schedule your private showing today- Homes in this location and condition lease quickly
Listing is courtesy of: SOUTHERN PRESTIGE REALTY INC (407-614-3873)
Listing Agent: Razan Mohamed (407-989-8084)
952 FAIRWAY DR, WINTER PARK, FL 32792
$3,30040 Days on yellowkey MLS ID: G5109152
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2007 Built: 1973Community: Golfside Sec 03Single Family
Remarks: A absolutely stunning 3 Bedroom 2 Bath single family home, with upgrades galore, this is not your typical rental home. The owners have totally transformed this very unique home into a stunning retreat. From the minute you pull up to this home, you are wowed by the great curb appeal, brick paver driveway and manicured garden. You are welcomed by gorgeous wooden double doors, leading into a reception area in the heart of the home. Which in turn leads into a formal living room, formal dining room and a stunning state of the art kitchen. This new kitchen has it all, beautiful stainless appliances, with built in oven and microwave, double door fridge, quartz counter tops, with eating space. All leading into the family room, with wood burning fireplace and French doors leading to a screened, Spanish tiled sunroom, which in turns leads to a large deck for entertaining and a meandering garden with such a calming surreal feel. Large Master bedroom with spa like bathroom, double sinks with quartz counters, one of a kind shower with seat. Two additional generous bedrooms and second upgraded bathroom with tub complete this unique home. Inside laundry room including washer & dryer, double garage with opener. Includes lawn care, pest control and alarm. This home is situated in the much sought after Brookshire school district, close to shopping, restaurants and major hwys. On a quiet low traffic street close to the Winter Park Pines Golf course. Home will be available for a June 1st move in.
Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE (352-346-7857)
Listing Agent: Sarah Gholami (352-346-7857)
1813 E CHERYL DR, WINTER PARK, FL 32792
$2,65047 Days on yellowkey MLS ID: O6385498
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1858 Built: 1980Community: Carolyn EstatesSingle Family
Remarks: Lovely 4 bed, 2 bath one story home in desirable Winter Park! Attached 2 car garage, GRANITE countertops in kitchen, walk in closet in primary bedroom. Patio has ceramic tile flooring, overlooking the FENCED backyard! This home features a spacious layout! Location is PERFECT! Convenient to shopping, dining, highways & more!
Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)
Listing Agent: Harry Kazarian (407-272-2067)
4818 TANGERINE AVE #4818, WINTER PARK, FL 32792
$1,35029 Days on yellowkey MLS ID: O6391063
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1973Community: Wrenwood CondoCondo
Remarks: 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 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)
717 DENTON RD, WINTER PARK, FL 32792
$2,167 MLS ID: O6390151
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1411 Built: 1961Community: Winter Park EstatesSingle Family
Remarks: Winter Park 4 Bedrm Home for Rent! Priced Low, Call Now!, 2 Car Carport, Bonus Room Too!, Eat In Kitchen, JUST 20 MINUTES To: Downtown Orlando, JUST 30 MINUTES To: The Orlando Airport, CONVENIENT To: 436, CONVENIENT To: Major Roads, Shopping & Schools, CONVENIENT To: Full Sail University, Stainless Steel Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application results. Pets: OK (Dangerous Pets are not permitted, Pit Bulls, etc.) Priced $2,099.00 for the first 4 months, $2,199.00 for the remaining 8 months (Average: $2,167.00/mo). AVAILABLE: May 19, 2026
Listing is courtesy of: ORLANDO REALTY & PROPERTY MGNT (407-641-5782)
Listing Agent: Jay Myers (407-641-5782)
1091 WILDMEADOW RUN, WINTER PARK, FL 32792
$4,000 MLS ID: O6389834
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2196 Built: 2021Community: Hawks CrestSingle Family
Remarks: 1
Listing is courtesy of: FORTUNE INTERNATIONAL REALTY (305-400-6393)
Listing Agent: Maggie Walas (407-701-0144)
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