Location: Winter Park , 32792
Do Not Show Listings
2911 ANTIQUE OAKS CIR #12, WINTER PARK, FL 32792
$1,5759 Days on yellowkey MLS ID: O6400748
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Community: Parkview VillageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
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)
2433 FIRSTLIGHT WAY, WINTER PARK, FL 32792
$2,900Listed 04/30/2026 11:03AM MLS ID: O6403609
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2308 Built: 2019Community: Enclave At Hawks CrestTownhouse
Remarks: For rent this 3-bedroom, 2.5-bathroom townhome with a 2-car garage is located in the desirable gated community of Enclave at Hawks Crest. The first floor features an open living area, modern kitchen with stainless steel appliances, and dining space that opens to a covered patio. A versatile flex room on the main level is currently set up as a home office, along with a convenient half bath for guests. Upstairs, all bedrooms are located together, including a spacious primary suite with tray ceilings, walk-in closet, and en-suite bath with dual vanities and a glass-enclosed shower. Just off the bedrooms is a comfortable loft-style living area, perfect for relaxing or entertaining. A full-size washer and dryer are also located upstairs for convenience. Residents enjoy access to a community pool, playground, and easy access to Downtown Winter Park, shopping, dining, and major highways. Bonus: Internet & cable are included with the rent. This home is move-in ready—schedule your showing today!
Listing is courtesy of: LINEAGE REAL ESTATE (407-497-4717)
Listing Agent: Ryan Ditmar (407-497-4717)
612 MONTEGO BAY CT #612, WINTER PARK, FL 32792
$1,85081 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)
3212 NETHERWOOD DR, WINTER PARK, FL 32792
$1,300118 Days on yellowkey MLS ID: O6370689
0 Days Off yellowkey (back on 4/30/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 400 Built: 1983Community: Coronation AddApartment
Remarks: This 400sqft QUICK MOVE in-law suite, with kitchen, bedroom and bathroom, along with living room space. Water and electricity are included with your rent. Laundry on-site. Suitable for 2-person occupancy.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Sara Nieves (407-777-3838)
7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792
$1,7401 Day 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)
252 BALFOUR DR, WINTER PARK, FL 32792
$2,50056 Days on yellowkey MLS ID: O6388475
0 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1727 Built: 1923Community: Merrie Oaks Village Ph 01Townhouse
Remarks: SPACIOUS, Updated Townhome in Winter Park, on quiet street near the Hospital. Newer Kitchen and baths. Vaulted ceilings, Tile flooring in living areas, generous sized bedrooms. Enjoy the Enclosed/Screen Patio with green View and Courtyard, Solar Boosted Water Heater, 2 car garage. Close to shopping, restaurants and parks. Call today for showing.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
2379 FLAMINGO WAY, WINTER PARK, FL 32792
$2,4003 Days on yellowkey MLS ID: O6402772
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1467 Built: 1979Community: Windward Square Sec 3Spa: YesTownhouse
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom townhome in the highly desirable area of Winter Park—perfect for renters seeking comfort, convenience, and a vibrant community lifestyle. Step inside to an open-concept layout designed for modern living, featuring stylish tile flooring and a spacious kitchen with granite countertops that flows effortlessly into the living and dining areas—ideal for entertaining or relaxing at home. The generous primary suite offers a private retreat with dual walk-in closets and an ensuite bathroom, while two additional bedrooms provide flexibility for roommates, guests, or a home office. Residents will love the resort-style community amenities, including tennis courts, pickleball courts, two sparkling pools, a playground, a putting green, and a clubhouse—giving you plenty of ways to unwind and stay active right at home. Location is everything, and this property delivers. You’ll be just 15 minutes from the shops, dining, and nightlife of Park Avenue, approximately 7 miles from University of Central Florida, and only 1.7 miles from Full Sail University—making it an excellent option for aspiring academics, faculty, or professionals alike. Don’t miss the opportunity to live in a well-appointed home with unbeatable amenities and a prime location!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Samuel Kingsford (407-808-6633)
200 SAINT ANDREWS BLVD #2302, WINTER PARK, FL 32792
$1,75053 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)
3250 HOWELL BRANCH RD, WINTER PARK, FL 32792
$1,7753 Days on yellowkey MLS ID: O6402855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1985Community: Slovak VillageHalf Duplex
Remarks: This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living. Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops. This kitchen effortlessly flows into the spacious living room, where a cozy wood-burning fireplace beckons for memorable gatherings and relaxing evenings. The large master bedroom is a true sanctuary, boasting an en-suite bath complete with dual vanities and a convenient walk-in closet. But the delights continue outdoors, as you'll be treated to a vast, fenced-in backyard adorned with plenty of shade – perfect for your family to savor outdoor moments and create lasting memories. 3254 Howell Branch Road enjoys an excellent location in desirable Winter Park, placing you close to everything you need. You'll find convenient access to SR436 shopping and dining, nearby hospitals, and the vibrant University of Central Florida campus. Pets Not Allowed! Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
3486 BOUGAINVILLEA DR #A, WINTER PARK, FL 32792
$2,295306 Days on yellowkey MLS ID: R4909541
REDUCED by $100 (4.2%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1650 Built: 1963Community: Eastbrook Sub Unit 06Half Duplex
Remarks: Nice house with 2 units in a great location and each unit is being rent separately. This property is located in the heart of Winter Park where everything is close by. This unit has great value and is near all of the main colleges. Come and enjoy this unit with your family and friends. Please schedule your showing today before it is gone.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Smith Salomon (407-724-9127)
1947 SUMMERFIELD RD, WINTER PARK, FL 32792
$2,64914 Days on yellowkey MLS ID: O6396107
REDUCED by $50 (1.9%) on 04/27/2026
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)
1091 WILDMEADOW RUN, WINTER PARK, FL 32792
$4,00050 Days on yellowkey MLS ID: O6389834
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2021Community: Hawks CrestSingle Family
Remarks: Newer home for rent in the gated new community of Hawks Crest. The home offers both style and flexibility. The first floor is graced with an openness that invites you in and makes you feel welcome. The plan features options to help you personalize the home to your needs and preferences. Entering the home, you walk into an expansive space. A flex room with 2-story ceiling can be used as a formal living room if you like. This room leads to the dining room, which looks out to a lanai. The kitchen opens to both rooms, as well as the gathering room at the back of the home. Spending time in the kitchen is a pleasure. The plentiful counter space lets you spread things out when preparing a meal. U-shaped, one arm of the counter holds the sink and looks into the gathering room. The kitchen offers gourmet upgrades, built in brand new appliances, granite counter top, touchless faucet. The upstairs layout is split, with the owner’s suite on one side and the three additional bedrooms with shared bathroom on the other. The suite features a bedroom, huge walk-in closet and bathroom with dual sinks, private commode, soaking tub and separate shower. Transform the suite into a retreat with the addition of a sitting room. Gated community with access to lake Howell, gym, swimming pool, clubhouse and playground.
Listing is courtesy of: FORTUNE INTERNATIONAL REALTY (305-400-6393)
Listing Agent: Maggie Walas (407-701-0144)
200 SAINT ANDREWS BLVD #3707, WINTER PARK, FL 32792
$1,90022 Days on yellowkey MLS ID: O6397644
0 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1219 Built: 1970Community: Four Seasons CondoTownhouse
Remarks: Welcome to the Four Seasons Condominiums! This great PARTIALLY FURNISHED 2 bedroom, 1.5 bath townhouse condo has much to offer. This completely uniquely designed townhouse features a sunken living room with glass sliding door that open to the private covered patio area, dining room , generous modern kitchen with a colorful glass subway tile backsplash , stainless steel appliances and quartz countertops. First floor also features entry way and half bath for guest. Upstairs features a split bedroom floor plan with two ample bedrooms with loads of closet space. Also upstairs is the modern style full bath with a large vanity and back lit mirror.medicine cabinet. Added features are the washer/dryer combo, laminate floor through out, Ecobee thermostat, new windows and glass doors, window treatments, one assigned carport space with extra open parking, and designer color scheme. Tenant will have access to the pool areas, tennis courts etc. Walk out your door with steps away to the Ward Memorial Park. Association approval is required. Water , sewer and trash is included. Owner will consider pet. Looking for a minimum of a years lease. Available JUNE 2026 SHOWINGS BY APPOINTMENT ONLY. ADVANCED NOTICE NEEDED.
Listing is courtesy of: OLDE TOWN BROKERS INC (407-425-5069)
Listing Agent: John Abbott, Jr (407-398-2330)
612 TRINIDAD CT #612, WINTER PARK, FL 32792
$1,85081 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)
2530 PASSAMONTE DR #10E, WINTER PARK, FL 32792
$2,60014 Days on yellowkey MLS ID: O6400096
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1837 Built: 2009Community: Via Lago/Hanging Moss Ph 09Condo
Remarks: REMODELLED - 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 school. Quiet neighbors. The home comes unfurnished. Amenities - dog park and kids play area. Walking distance to Walmart and 5 minutes away to Costco, Publix and shopping and dining. 20 minutes drive to downtown Orlando. All applicants are subject to credit, background, income, and rental history verification. Minimum income, credit, and HOA requirements (if applicable) must be met for approval, and additional documentation may be requested during the screening process. A security deposit is required at lease signing, and first month's rent is due prior to move-in. Approval is not guaranteed, and all terms, fees, and availability are subject to change without notice.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Livia Petraru (407-269-4556)
1409 LONE FEATHER TRL, WINTER PARK, FL 32792
$3,8957 Days on yellowkey MLS ID: O6401907
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2553 Built: 2022Community: Landings At Hawks CrestSingle Family
Remarks: Beautiful tile roof single-family house is available in Hawks Crest, the only newal gated community in Winter Park! No rear neighbors! Landscape/Lawn Care and Reclaimed Water Bill are paid by landlord. UV sanitizing lights installed in all bathrooms. Water filter system installed in kitchen sink. This 4 bed 3.5 bathrooms plus an office and second floor loft is ready to move-in . When you enter the home, an open concept floor plan leads you to the family room, the kitchen / nook area combined. 20-foot high ceiling family room with wide sliding doors to the back patio and high windows gives you plenty of natural sunlight. The large covered lanai would be great for a morning coffee, evening wine, of course family gatherings and BBQ. The Master bedroom is located on first floor. The community is just a few minutes to Costco, Super Target, Publix, Trinity Prep School, and Full Sail University. Located along the southern shores of beautiful Lake Howell, Hawk's Crest provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Ave and Winter Park Village. As you enjoy convenience location, you will benefit from these wonderful amenities within the community: Community pool, Clubhouse, Party Room, Dog Park, Free Gym, Grilling Area, Kid's Splash Pad, Lake Park Picnic Tables, Playground, Cabana, Play Lawn, Lakeside Dock and Future Kayak Access. Come and see your new home today, don't miss this chance.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Yan Zuo (407-435-3142)
3651 N GOLDENROD RD #B#104, WINTER PARK, FL 32792
$1,350192 Days on yellowkey MLS ID: O6353028
0 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1990Community: Lancelot/Winter ParkCondo
Remarks: Great location in Winter Park! This 2-bedroom, 2-bath apartment offers comfortable living with easy access to everything you need. Open Parking in front and located close to Full Sail University, UCF, Valencia College, and major roads like University Blvd and SR-436 (Semoran Blvd). Enjoy being just minutes from shopping centers, grocery stores, coffee shops, and restaurants, including Publix, Walmart, Target, Starbucks, Chick-fil-A, and Winter Park Pines Golf Club. The area is safe and convenient, perfect location. Clean and ready to move in — don’t miss this opportunity to live in one of the best areas of Winter Park!
Listing is courtesy of: JCL REALTY INC (407-467-9411)
Listing Agent: Julio Lopez (407-467-9411)
1026 S LAKEMONT AVE, WINTER PARK, FL 32792
$4,30010 Days on yellowkey MLS ID: O6400730
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1953Community: Kenilworth Shores Sec 07Spa: NoSingle Family
Remarks: Lawn and pool maintenance included in rent! Welcome to this beautifully upgraded Winter Park pool home, designed for effortless living and exceptional entertaining. This 3-bedroom, 2-bath residence offers an open, inviting floor plan with a spacious kitchen featuring updated countertops and cabinetry, stainless steel appliances, beautiful bathroom finishes and updated flooring throughout. The home truly shines outdoors, offering an abundance of entertaining space. Enjoy a screened-in pool, covered patio, and multiple seating areas including a tiled lounge space with a firepit, all set within a large, fenced backyard with both lush grass and low-maintenance turf. Whether hosting guests or enjoying a quiet evening, this home provides the perfect setting. Inside, the light-filled dining room overlooks the backyard from three sides, while the primary suite features a spacious closet and private en-suite bath. All bedrooms include newer carpet, and a generous utility room off the carport offers ample space for laundry and storage. Located in a highly rated school zone and just minutes from Rollins College, parks, shopping, dining, and everything Winter Park has to offer, this home delivers both lifestyle and convenience in one exceptional rental opportunity.
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
5523 CRETAN WAY, WINTER PARK, FL 32792
$2,19510 Days on yellowkey MLS ID: O6400973
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1985Community: Fernbrook Trails Ph 3Single Family
Remarks: 3 bedroom, 2 bathroom townhouse in highly desired Winter Park. Small and quiet neighborhood with private driveway parking and a cul de sac with no neighbors on one side. Amenities include: central air, central heat, dishwasher, garbage disposal, side-by-side fridge, electric stove/oven, gas grill, Maytag full-size washer/dryer set, yard, shed for storage, and mini bar off of the living room, and lawn service included. *Bonus Amenity Included* -All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Shawn Beard (407-739-7722)
3038 ANTIQUE OAKS CIR #165, WINTER PARK, FL 32792
$1,75019 Days on yellowkey MLS ID: O6397826
0 Days Off yellowkey (back on 4/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Community: Parkview Vlg CondoCondo
Remarks: Welcome to 3038 Antique Oaks Circle #165, a well-maintained and inviting 2-bedroom apartment located in the desirable Winter Park area. This charming residence features a functional layout with abundant natural light, tile flooring throughout, and a warm, welcoming atmosphere. The unit offers a spacious living and dining area, along with a well-appointed kitchen equipped with newer appliances, including a refrigerator, washer, and dryer for your convenience. The comfortable-sized primary bedroom includes a private, recently renovated bathroom, providing both privacy and modern appeal. A second bedroom offers flexibility for guests, a home office, or additional living space. Residents can enjoy community amenities such as a sparkling pool and relaxing spa, perfect for unwinding and enjoying Florida living year-round. Ideally located directly across the street from Full Sail University and just minutes from University of Central Florida, as well as major roadways, shopping, dining, and entertainment options. Experience comfort, convenience, and a prime location—schedule your private showing today.
Listing Agent: Edwin Rivera (407-394-7811)
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