Location: Winter Park , 32792
Do Not Show Listings
1508 FLORENTINO LN, WINTER PARK, FL 32792
$2,3501 Day on yellowkey MLS ID: O6398825
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2004Community: Vistas At Lake HowellSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Sterling Park Elementary
High School: Lake Howell High
Tax Year:
Middle School: Tuskawilla Middle
Remarks: Nestled in the heart of Winter Park just off Howell Branch Rd., in the gated community of VISTAS AT LAKE HOWELL awaits this charming, spacious well equipped 2bedroom/2.5bathroom/1car garage with a loft and screen enclosed patio. This townhome features a modern aesthetic from upgraded recessed lighting and ceiling fans, upgraded wall switches, granite counter-tops, stainless steel appliances, kitchen center island, breakfast nook, stone floors downstairs, and wood laminate upstairs, large loft, high ceilings, front loading washer & dryer, ample closets, 2/private baths on the 2nd floor, half bath on the 1st. The master bedroom has a walk-in closet, the master bath is equipped with his & her vessel sinks with granite counters, a step-in tub with shower, bedroom #2 has a private bath with access from the bedroom or the loft. Downstairs enjoy the intimacy of relaxing on the patio just off of the living room, open the sliding glass doors completely then tune out the world with the natural greenery designed to set the mood and enjoy the experience of suburban Living. Just minutes from Esporta fitness, the 436 highway & Rt 417, restaurants, shopping and charming downtown Winter Park, great schools and universities makes this residence and location an ideal place to call home.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Barbarite Adams Llc (407-288-6712)
5169 LAZY OAKS DR, WINTER PARK, FL 32792
$1,950144 Days on yellowkey MLS ID: O6362721
0 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1236 Built: 1984Community: Lazy Oaks CondoTownhouse
Elementary School: Eastbrook Elementary
Remarks: Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Over 1200 sqft of living space awaits you with an upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major shopping centers, restaurants, I-4, 408, & Orlando International Airport. Home is available furnished at $2,100/mo. Schedule your showing today!
Listing is courtesy of: MAYERS REAL ESTATE LLC (407-717-0105)
Listing Agent: Damon Mayers (407-717-0105)
1589 VIBURNUM LN, WINTER PARK, FL 32792
$2,3501 Day on yellowkey MLS ID: O6398614
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1356 Built: 1961Community: Eastbrook Sub Unit 05Single Family
Elementary School: None
High School: None
Middle School: None
Remarks: newly updated 3 bedroom 2 bath with flex room for home office. new appliances and ready for move-in
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Mike Wang (631-748-6708)
1803 PINEVIEW CIR, WINTER PARK, FL 32792
$1,9751 Day on yellowkey MLS ID: O6398583
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1029 Built: 1953Community: Lakemont HeightsSingle Family
Elementary School: Lakemont Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult (18+) **Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: - Drivers License - (3) Pay Stubs
Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)
Listing Agent: Ken Warren (407-370-4400)
1994 CANNY CV, WINTER PARK, FL 32792
$2,600116 Days on yellowkey MLS ID: S5140507
0 Days Off yellowkey (back on 4/5/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2023Community: Grayson SquareTownhouse
Remarks: This beautiful three bedroom, two and a half bath townhome is located in the newly developed Grayson Square, a gated community in Winter Park. High-speed Internet and cable are included. There are no rear neighbors, so you will enjoy relaxing on your back porch with a beautiful water view. As you enter the home, the entrance leads to the large kitchen and living area. The kitchen features stainless steel appliances, including a refrigerator, a dishwasher, a range, a microwave, and quarts countertops. The sliding glass doors in the living area open to the covered patio. The half bath is on the 1st floor for easy access for guests. Located on the second floor are the primary bedroom and both additional bedrooms. The primary suite has a large walk-in closet. The primary bathroom features dual vanities and a glass-enclosed standing shower. The other bedrooms allow easy access to the second full bathroom. The home also includes a laundry closet and a one-car garage. Enjoy the community pool and playground area—easy access to major roads, shopping, schools, and entertainment.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Vildan Nigro (352-988-3824)
200 SAINT ANDREWS BLVD #1803, WINTER PARK, FL 32792
$1,49999 Days on yellowkey MLS ID: O6371317
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1219 Built: 1970Community: Four Seasons CondoSpa: NoTownhouse
Remarks: 2-bedroom, 1.5-bathroom, two-story townhouse in Four Seasons Condos of Winter Park. This well maintained townhouse includes a French country kitchen, which has been renovated with a faux tiled backsplash, custom maple cabinets, and complimentary appliances. This unit includes a half bath downstairs and full bathroom upstairs. Windows are double-pane, double-hung with a Pella sliding glass door with built-in blinds that open to a fenced patio. You will find a neutral color palette throughout the townhouse. Open and fenced-in patio located in the back of the unit. The second floor includes both bedrooms, full bathroom, and rear door to exterior staircase. Water, sewer, and landscaping are included. This unit also comes with covered carport space. The Four Seasons Condos are located within the city limits of Winter Park. Community pool and laundry facilities available at the Clubhouse. Close to shopping, restaurants, the Winter Park Medical Center, Cady Way recreational trail and more. Approximate living and total sq ft is 1219. This is a non-smoking unit. Additional HOA application and approval is required. All tenants are enrolled in a Resident Benefit Package for an additional $50/month (details available below). Don’t miss out, contact us today! All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.
Listing is courtesy of: WILSON MANAGEMENT GROUP (407-896-1200)
Listing Agent: Amy Spano (407-896-1200)
2372 SHADOWLAND LOOP, WINTER PARK, FL 32792
$2,8505 Days on yellowkey MLS ID: O6398050
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1755 Built: 2020Community: Enclave At Hawks CrestTownhouse
Remarks: Welcome to 2372 Shadowland Loop – Comfort, Style & Location in the Heart of Winter Park Step into this beautifully maintained rental home located in one of Winter Park’s most desirable and convenient areas. From the moment you walk in, you’ll appreciate the open layout, natural light, and inviting living spaces designed for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into a well-appointed kitchen, featuring ample cabinet space and a functional layout perfect for everyday living. Whether you're hosting guests or enjoying a quiet night in, this home offers the flexibility and comfort you’re looking for. The primary suite provides a private retreat with generous closet space and an en-suite bathroom, while additional bedrooms offer versatility for guests, a home office, or family living. Step outside to enjoy your outdoor space—ideal for morning coffee, evening relaxation, or weekend gatherings. Location is everything, and this home delivers. Conveniently situated just minutes from shopping, dining, major roadways, and top-rated schools, you’ll have easy access to everything that makes Winter Park one of Central Florida’s most sought-after communities. ? Spacious, open floor plan ? Bright and inviting living areas ? Private primary suite ? Flexible secondary bedrooms ? Convenient Winter Park location Available now—schedule your private showing today and experience the lifestyle this home has to offer.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
3038 ANTIQUE OAKS CIR #165, WINTER PARK, FL 32792
$1,7503 Days on yellowkey MLS ID: O6397826
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 is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Edwin Rivera (407-394-7811)
1534 BANTAM WAY, WINTER PARK, FL 32792
$2,55074 Days on yellowkey MLS ID: O6378704
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2021Community: Enclave At Hawks CrestTownhouse
Remarks: LOCATION! LOCATION! LOCATION! - WINTER PARK, the most desirable area in Central Florida. Lakeside GATED NEW community HAWK'S CREST, Three bedroom townhome in a gated community with swimming pool, playground and park. No pet allowed
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
4033 YACHT CT, WINTER PARK, FL 32792
$3,0008 Days on yellowkey MLS ID: O6396599
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2268 Built: 1977Community: Lake Waunatta WoodsSingle Family
Remarks: Experience the rare luxury of a high-performance, meticulously updated 3-bedroom sanctuary in a quiet Winter Park cul-de-sac, offering the perfect blend of modern utility and suburban serenity. Zoned for Winter Park High School, this versatile floor plan features both a dedicated private office for the remote professional and an expansive game room for premier entertaining. Every major system has been addressed for total peace of mind, including a BRAND NEW ROOF (2026), high-efficiency AC (2025), and a fresh 2026 interior refresh. The heart of the home is a light-filled living area anchored by a magnificent wood-burning stone fireplace, leading to a chef’s kitchen outfitted with premium Quartz countertops, new cabinetry, and a new dishwasher. Experience a seamless flow with brand-new luxury vinyl plank flooring throughout—no carpet—and spa-inspired bathrooms featuring a new walk-in primary shower and pristine guest bath updates. Situated on an oversized .33-acre lot, this property provides exceptional privacy and space rarely found in a rental. Enjoy the convenience of being just 5 minutes from Costco and major retail hubs, 15 minutes from Park Avenue’s world-class dining, and offering swift access to UCF and the 417. This is more than a rental; it is a meticulously modernized retreat ready for immediate move-in.
Listing is courtesy of: NEXTHOME NEIGHBORHOOD REALTY (407-377-7735)
Listing Agent: Brenden Rendo (407-710-8720)
3035 GEORGE MASON AVE #D19, WINTER PARK, FL 32792
$1,35042 Days on yellowkey MLS ID: TB8482802
0 Days Off yellowkey (back on 4/9/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 549 Built: 1974Community: ColoniesApartment
Elementary School: Cheney Elem
Middle School: Glenridge Middle
Remarks: Fully renovated studio in Winter Park FL! Accept immigrant applications. This is an individual studio, and there are only 4 units per block in the condominium. Great location close to Costco, Sams, and 408 exit. There is a supermarket in the plaza next door and walking distance for quick shopping. This unit is a studio and its equipped with semi-new appliances like washer/dryer, refrigerator, stove, and more. The shower is a walk-in new shower. Great schools in the area. Accommodates up to 2 people. Water included
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Morgana Sasso (407-751-9868)
3651 N GOLDENROD RD #B#104, WINTER PARK, FL 32792
$1,350176 Days on yellowkey MLS ID: O6353028
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)
3651 N GOLDENROD RD #C205, WINTER PARK, FL 32792
$1,57593 Days on yellowkey MLS ID: O6373015
0 Days Off yellowkey (back on 4/8/2026)
Remarks: 2 Bedroom/2 Bathroom 2nd Floor Unit at Lancelot. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Stainless Appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher, full size front load washer and Dryer in Laundry Closet. Community features a pool/clubhouse. Excellent school zone too! Call today to schedule an appointment. No Pets Allowed. EQUAL HOUSING OPPORTUNITY
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Kelly Carr (407-221-8432)
1942 CONIFER CT, WINTER PARK, FL 32792
$1,995110 Days on yellowkey MLS ID: O6369312
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1000 Built: 1968Community: Eastbrook Sub Unit 13Single Family
Remarks: Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a talbe with 4 chairs - picnic in your own park like back yard. Ready to move in immediately.
Listing is courtesy of: BLACKFIN REALTY LLC (407-947-9722)
Listing Agent: Scott Banta (407-947-9722)
1611 LITTLE WREN LN, WINTER PARK, FL 32792
$2,67051 Days on yellowkey MLS ID: O6381661
REDUCED by $25 (0.9%) on 04/07/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2019Community: Enclave At Hawks CrestTownhouse
Remarks: This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of beautiful Lake Howell, this ideal location provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Avenue and Winter Park Village. The home has an open floor plan with tile flooring throughout the downstairs living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, island, and pantry with plenty of storage. Upstairs you will find the carpeted bedrooms and primary suite with dual sinks, walk in shower, and a walk-in closet. Additional features include a 2 car garage, patio with quiet backyard area, and utility closet for the washer/dryer. Community features include a pool and cabana, park, and playground. 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)
3486 BOUGAINVILLEA DR #A, WINTER PARK, FL 32792
$2,395290 Days on yellowkey MLS ID: R4909541
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)
612 MONTEGO BAY CT #612, WINTER PARK, FL 32792
$1,85065 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)
7326 SWALLOW RUN #7326, WINTER PARK, FL 32792
$1,50036 Days on yellowkey MLS ID: O6389142
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 800 Built: 1984Community: Whisperwood 3Condo
Remarks: Bright and freshly updated ground-floor 2-suite condo in a peaceful, well-kept community. This move-in-ready home features new interior paint, new water heater, granite countertops, and durable vinyl plank flooring throughout. The split-suite layout offers privacy and flexibility for roommates or professionals. Zoned for Cheney Elementary, with convenient access to A-rated middle and high schools, plus minutes to Full Sail University and UCF. A perfect blend of comfort, convenience, and value.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Jiny Lee (407-920-0702)
1530 BANTAM WAY, WINTER PARK, FL 32792
$2,80011 Days on yellowkey MLS ID: O6396367
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2308 Built: 2021Community: Enclave At Hawks CrestTownhouse
Remarks: Beautiful townhouse in a pool community, near to supermarket and Costco, good school area. High and trey ceiling in the master bedroom with high loft and living room. Beautiful tile floor on first floor
1317 MEDINAH CT, WINTER PARK, FL 32792
$3,65019 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
Elementary School: Brookshire Elem
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)
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