Displaying: For Rent
Location: Winter Park
Property Type(s): Condos
Price: $1,500 to $1,999
Do Not Show Listings
Winter Park - 12 properties found
7338 SWALLOW RUN #7338, WINTER PARK, FL 32792
$1,59828 Days on yellowkey MLS ID: O6411093
REDUCED by $52 (3.2%) on 06/23/2026
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)
4796 TANGERINE AVE #4796, WINTER PARK, FL 32792
$1,6002 Days on yellowkey MLS ID: O6415325
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 1973Community: Wrenwood CondoCondo
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Cute 2 bedroom, 2 bathroom, freshly painted condo in Winter Park. Amenities include a swimming pool, fitness center, clubhouse/conference room, well-maintained grounds, and ample parking. This property offers easy access to Full Sail University, University of Central Florida, Rollins College, Downtown Winter Park, Baldwin Park, and Downtown Orlando. Shopping, dining, entertainment, parks and grocery stores are all nearby. Major highways SR-417 and SR-408 are easily accessible. There is a washer and dryer in the condo and new carpet throughout bedrooms and main living areas. There is a screened in back patio with storage closet.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Meg Dolan (321-948-0701)
1695 LEE RD #B204, WINTER PARK, FL 32789
$1,6006 Days on yellowkey MLS ID: O6418108
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Community: Waterfall CoveCondo
Elementary School: None
High School: None
Middle School: None
Remarks: 2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Washer & Dryer in the unit. No min credit score is required. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a pool, dog park, and mature landscaping. Convenient access to I-4 and major employment centers. Please use showing instructions.
Listing is courtesy of: MTRE GROUPE LLC (786-282-9992)
Listing Agent: Mauricio Toro (786-282-9992)
1941 LANIER CT, WINTER PARK, FL 32792
$1,62042 Days on yellowkey MLS ID: O6404537
REDUCED by $75 (4.4%) on 06/17/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1965Community: Lakemont EstatesCondo
Remarks: This first floor, 2 bedroom, 1 bathroom condo is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include an open main living area, lovely kitchen with granite countertops and stainless steel appliances, spacious bedrooms, and upgraded bathroom. This boutique community includes an on-site laundry facility. Pets under 40 lbs may be considered. Photos shown are of a comparable unit with a similar floor plan and finishes; minor variations in layout, fixtures, colors, views, and other features may exist. 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)
7340 SWALLOW RUN #7340, WINTER PARK, FL 32792
$1,50054 Days on yellowkey MLS ID: O6402679
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 802 Built: 1983Community: Whisperwood Condo 02Spa: NoCondo
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)
1000 S SEMORAN BLVD #103, WINTER PARK, FL 32792
$1,75012 Days on yellowkey MLS ID: S5151826
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1281 Built: 1969Condo
Remarks: Virtually Staged. Stylish Winter Park Condo Living – Spacious 3-Bedroom Home in a Prime Location! Welcome to 1000 S. Semoran Blvd #103, a beautifully maintained 3-bedroom, 2-bath residence offering comfort, convenience, and an unbeatable Winter Park location. Featuring a bright and open floor plan, this home provides the perfect space for relaxing, entertaining, and enjoying everyday living. The well-designed layout includes spacious living and dining areas, generously sized bedrooms, and a private primary suite for added comfort. The kitchen offers ample cabinet and counter space, making meal preparation easy and enjoyable. Located in the heart of Winter Park, you'll enjoy convenient access to top-rated schools, shopping centers, restaurants, parks, entertainment, and major roadways. Whether you're commuting to work or exploring everything Central Florida has to offer, this location puts you close to it all. This inviting home combines spacious living with exceptional convenience, making it an outstanding rental opportunity. Don't miss your chance to call this Winter Park gem home—schedule your private tour today!
Listing is courtesy of: TRANSCEND REALTY (407-518-7653)
Listing Agent: Jacob Hara (407-933-5478)
2304 INAGUA WAY #2304, WINTER PARK, FL 32792
$1,75013 Days on yellowkey MLS ID: O6416235
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 854 Built: 1980Community: Windward Square Sec 3Condo
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Welcome to this charming 2 bedroom, 1 bathroom corner unit in Winter Park, FL. This single-story home features ceramic tile flooring throughout, perfect for easy maintenance. The freshly painted interior complements the renovated kitchen and bathroom, giving the space a modern and updated feel. Enjoy the privacy of the fenced backyard, ideal for outdoor entertaining or relaxing. Located in the established community of Winward Square with access to a community pool and tennis courts, this home offers both convenience and comfort. Don't miss out on this opportunity to live in Seminole County in this lovely property. Sorry Pets are not permitted. *Washer and dryer are in as/is condition and for tenant convenience only *Tenant is required to carry Renters Insurance If approved for this home, new tenants must pay a $200.00 lease coordination fee due at the same time as the security deposit payment. *RESIDENTS BENEFIT PACKAGE* Residents are enrolled in the Resident Benefits Package (RBP). There is an additional $35.00 a month charge for this added to the advertised rent and is considered additional rent. RBP includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
3045 AARON BURR AVE #12D, WINTER PARK, FL 32792
$1,65013 Days on yellowkey MLS ID: S5150999
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1974Community: ColoniesCondo
Remarks: Condominium located in The Colonies in Winter Park. Conveniently situated near UCF (University of Central Florida) and Full Sail University, with easy access to shopping centers, major highways, restaurants, and Orlando's world-famous theme parks. Just 11 minutes from Orlando International Airport (Orlando International Airport).This cozy 2-bedroom apartment is perfectly located for quick access to everything Orlando. Featuring new flooring and a clean, fresh interior, it is ideal for any lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angel Ramirez (407-967-5368)
625 TRINIDAD CT #625, WINTER PARK, FL 32792
$1,65047 Days on yellowkey MLS ID: O6406224
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1037 Built: 1981Community: Winter Park Villas CondoCondo
Remarks: One or more photo(s) has been virtually staged. Move right into this CLEAN & WELL-MAINTAINED 2 BEDROOM / 2 BATH ONE-STORY CONDO offering 1,037 SF OF COMFORTABLE LIVING SPACE in the heart of WINTER PARK! This MOVE-IN READY home features a SPACIOUS LAYOUT, NATURAL LIGHT, and a functional floor plan perfect for comfortable everyday living. Enjoy a SMALL & COZY BACKYARD PATIO AREA, perfect for relaxing outdoors and enjoying Florida living. PRIME LOCATION near FULL SAIL UNIVERSITY, MAJOR HIGHWAYS, SHOPPING, DINING, and COMMERCIAL RETAIL. Water & pest control are included in rent. Conveniently located just minutes from Downtown Winter Park, Baldwin Park, and Orlando attractions. READY FOR NEW TENANTS! Call today to schedule your private showing before it’s gone!
Listing is courtesy of: ZEN LIVING HOMES LLC (407-800-2717)
Listing Agent: Nydia Marrero (407-620-6221)
620 TRINIDAD CT #620, WINTER PARK, FL 32792
$1,72528 Days on yellowkey MLS ID: S5150729
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1981Community: Winter Park Villas CondoCondo
Remarks: Beautifully Renovated 2-Bedroom Home in Desirable Winter Park! Welcome to this charming newly renovated 2-bedroom, 2-bath home located in the highly desirable Winter Park area. Featuring modern upgrades and a warm, inviting layout, this home offers the perfect blend of comfort and style. Enjoy ceramic tile flooring throughout the first floor, brand-new carpet in the upstairs bedroom, and a beautifully updated kitchen complete with new cabinets and appliances for a fresh contemporary feel. Step outside to your own private fenced yard—perfect for relaxing, entertaining, or enjoying peaceful outdoor living. Residents also have access to fantastic community amenities, including a swimming pool and tennis courts for recreation and leisure. Conveniently located near shopping, dining, parks, and everything Winter Park has to offer, this move-in-ready home is an opportunity you won’t want to miss. Schedule your showing today!
2918 ANTIQUE OAKS CIR #26, WINTER PARK, FL 32792
$1,57521 Days on yellowkey MLS ID: O6413563
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1984Condo
Elementary School: Aloma Elem
Remarks: This 2/2, 1,018 sq. ft. second story condo in Parkview Village features a living room & dining room combo! Screened in balcony, inside utility closet. This unit is close to community pool! Water/Sewer Included! Sorry, No Pets!! Application Fee: $50 / 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 & Pay Stubs (3)**
Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)
Listing Agent: Ken Warren (407-370-4400)
614 SAINT JOHNS CT #614, WINTER PARK, FL 32792
$1,75032 Days on yellowkey MLS ID: O6410529
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)
Listing is courtesy of: JEXOR LLC (407-587-5701)
Listing Agent: Carolina Barriento (407-587-5701)
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