Location: Winter Park
Do Not Show Listings
7338 SWALLOW RUN #7338, WINTER PARK, FL 32792
$1,59835 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)
3463 ARNEL DR, WINTER PARK, FL 32792
$2,95049 Days on yellowkey MLS ID: O6407196
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1967Community: Eastbrook Sub Unit 11Single Family
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Beautiful pool home for rent in Winter Park located in the established Eastbrook community with NO HOA. This home offers 3 bedrooms plus a versatile bonus room, 2 bathrooms, approximately 1,770 sq ft of living space, a 2-car garage, extended driveway, and a private screened pool with fully fenced backyard. Inside, you’ll find a bright and functional layout with comfortable living and dining areas, updated kitchen with granite countertops and modern cabinetry, plus updated bathrooms with clean finishes. The bonus room offers flexibility for a home office, gym, playroom, or additional living space. Major updates include roof replaced in 2018, fully paid solar panels installed in 2020, water heater 2019, and A/C replaced in 2013. Conveniently located near Park Avenue, Rollins College, Full Sail University, University of Central Florida, shopping, dining, and major highways. First month’s rent, last month’s rent, and security deposit required prior to move in. Background and credit check required through RentSpree at tenant expense ($50 x adult over 18 years old). Preferred credit score 550+. No prior evictions. Pet restrictions apply.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
521 OHIO ST, WINTER PARK, FL 32789
$2,500Listed 07/01/2026 9:47AM MLS ID: O6421429
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1852 Built: 1943Community: Karolina On KillarneySpa: NoSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: WINTER PARK! 3 bedroom/2 bathroom single family home blocks from I-4. Newer luxury vinyl floors installed throughout home. Stainless steel refrigerator and range, new SS dishwasher, separate dining room, family room, living room, and 2 bonus rooms for offices or storage. 2-car carport with private drive. Big yard (1/3 acre lot) corner lot, rear patio. Inside laundry room with washer / dryer hookups. Lawn care included. Great value and great location!
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Kathleen Gallagher Mciver (407-718-2049)
2561 GALLIANO CIR, WINTER PARK, FL 32792
$2,250Listed 06/30/2026 7:41PM MLS ID: O6420611
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2003Community: Vistas At Lake HowellSpa: NoTownhouse
Remarks: Virtually Staged. Available for Rent in the Gated Community of Vistas at Lake Howell! Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome in the desirable gated community of Vistas at Lake Howell in Winter Park. Featuring tile and luxury vinyl flooring throughout—no carpet—this home offers easy maintenance and a clean, modern feel. The open-concept floor plan creates an inviting space for everyday living and entertaining, with the living and dining areas flowing seamlessly to a private screened patio, perfect for enjoying your morning coffee or relaxing after a long day. Upstairs, you'll find two spacious bedroom suites, each offering large walk-in closets for abundant storage. Separating the bedrooms is a generous open loft, ideal for a home office, media room, study area, or fitness space. The primary suite features a walk-in closet complete with built-in organizer shelving to maximize storage and organization. Ideally located just minutes from shopping, dining, parks, and entertainment, this home also offers quick access to major roadways, making commuting a breeze. Convenient to UCF, Full Sail University, Winter Park, Downtown Orlando, and more, this location truly puts everything Central Florida has to offer within easy reach. Don't miss this opportunity to enjoy low-maintenance living in a sought-after Winter Park community!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Sharyon Neilen (407-810-2888)
2828 SCARLET RD, WINTER PARK, FL 32792
$2,6991 Day on yellowkey MLS ID: S5152775
INCREASED by $349 (14.9%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1550 Built: 1962Community: Winter Park PinesSingle Family
Remarks: Available Now! This charming 3/2 Home located in the heart of Winter Park features a practical flow between the living, dining, and kitchen spaces. Large windows bring in natural light, Ceramic tile flooring, stainless steel appliances, and stone kitchen countertops. A convenient inside laundry room with washer and dryer provided as convenience only. The covered porch and outdoor space adds additional value, providing room for relaxation, gardening. Pets accepted (Dogs up to 35lb and Cats) with required application, fees, and rents. Conveniently located near top-rated schools, shopping, dining, parks, and major roadways, this home offers both comfort and accessibility in one of Winter Park’s desirable residential areas. A great opportunity to enjoy the best of Central Florida living. Don't miss out on this opportunity to make this beautiful house your home sweet home. Schedule a showing today! All our residents are enrolled in our Resident Benefits Package for $55.00 per month, charged as additional rent. This package includes Pest Assurance powered by Pest Share, access to an online resident portal, and availability of a dedicated 24/7 maintenance portal. Additionally, it offers monthly reporting of rental payments to Experian RentBureau, bi-monthly home delivery of replacement HVAC filters, and the use of resident-completed inspection technology. Residents are entitled to one late fee waiver during their residency and have access to concierge utility services.
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
1540 ONECO AVE, WINTER PARK, FL 32789
$2,50012 Days on yellowkey MLS ID: O6413008
0 Days Off yellowkey (back on 7/1/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1441 Built: 1959Community: Lake Knowles Terrace Add 02Single Family
Remarks: Nestled on a picturesque, tree-lined brick street, this charming 3-bedroom, 2-bath home offers an unbeatable location just minutes from Park Avenue, Rollins College, shopping, dining, and entertainment. Inside, you'll find a spacious floor plan featuring a formal living room, dining room, and family room, providing plenty of space for both relaxing and entertaining. The kitchen is equipped with all appliances and includes a breakfast bar along with a cozy eat-in dining area. Tile flooring runs throughout most of the home, with carpeting in one bedroom for added comfort. Additional features include an inside utility room with washer and dryer hookups, a large screened-in back porch perfect for enjoying Florida's beautiful weather, and a backyard storage shed for extra convenience. A two-car carport provides covered parking, and lawn care is included, making maintenance easy and worry-free.. All of our residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month, which includes renters insurance, *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application. This home combines charm, space, and convenience in one of the area's most desirable locations. Schedule your showing today!
Listing is courtesy of: WATSON REALTY CORP (407-359-2300)
Listing Agent: Tara Mason (407-501-1215)
2356 KESTREL PERCH PL, WINTER PARK, FL 32792
$3,7001 Day on yellowkey MLS ID: O6421286
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2022Community: Landings At Hawks CrestSingle Family
Remarks: Beautiful house in the Hawks Crest gated community for rent. This is the Boca model, spacious two-story floor plan offering 2,197 sq. ft. of living space, 4 bedrooms, 2.5 bathrooms, and a 2-car garage, featuring a cathedral-like entry with a 20-foot ceiling. First Floor: Features an open-concept great room, a designer kitchen with a large island and pantry, a dining area that leads out to a lanai, and a versatile flex room. Second Floor: Features a split bedroom layout. The primary suite includes a massive walk-in closet, dual sinks, and an elongated shower. Three additional bedrooms, a shared full bathroom, and a laundry room are also on the upper level. The neighborhood has a community pool, gym and rec center. Sidewalks throughout the community so you can go for nice walks. Lake access to LakeHowell for kayaks and canoes.
Listing is courtesy of: EAST PEARL REALTY (407-802-6859)
Listing Agent: Dan Li (407-808-1859)
240 ORANGE TERRACE DR, WINTER PARK, FL 32789
$3,0001 Day on yellowkey MLS ID: O6421116
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1718 Built: 1955Community: Orange TerraceSingle Family
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: Robinswood Middle
Remarks: Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orlando, Winter Park Village, shopping, dining, and schools. Open split floor plan, with three comfortable bedrooms on one side and a large master suite on the other. Inside laundry room, ample parking spaces, fenced in side yard, all updated with modern finishes and move in ready.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
301 S CAPEN AVE, WINTER PARK, FL 32789
$2,5005 Days on yellowkey MLS ID: O6416050
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1158 Built: 1999Single Family
Middle School: Maitland Middle
Remarks: Welcome to 301 S Capen, a 3-bedroom, 2-bath home located just minutes from Park Avenue. Inside, you'll find a bright and inviting kitchen featuring large bay windows and ample space for a breakfast table. The adjoining family room provides a comfortable gathering space and offers convenient access to the laundry room and attached one-car garage. Down the hall, you'll find three bedrooms with brand-new carpeting and easy access to the spacious backyard, offering plenty of room to relax or entertain outdoors.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jordan Heidrich (407-223-3495)
3651 N GOLDENROD RD #B207, WINTER PARK, FL 32792
$1,29515 Days on yellowkey MLS ID: O6417268
0 Days Off yellowkey (back on 6/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1990Community: Lancelot At Winter Park CondoCondo
Elementary School: Aloma Elem
Remarks: Beautifully Updated 2-Bed/2-Bath Condo Near UCF & Full Sail! Step into this stylish and freshly updated second-floor condo, featuring two spacious bedrooms and two modern bathrooms. You'll love the new luxury vinyl plank flooring and fresh paint throughout, creating a clean, contemporary feel. Enjoy the light and airy open-concept living space, filled with natural sunlight and perfect for both relaxing and entertaining. The kitchen shines with updated white shaker cabinets and elegant marble-look countertops. Conveniently located just minutes from UCF and Full Sail University, this home is perfect for students, professionals, or anyone seeking easy access to everything East Orlando has to offer. Residents of Lancelot Condominiums enjoy access to a sparkling community pool.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Melissa Vance (407-489-5166)
1695 LEE RD #A101, WINTER PARK, FL 32789
$1,6957 Days on yellowkey MLS ID: O6419704
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966Community: Waterfall CoveCondo
Elementary School: Hungerford Elem
Middle School: College Park Middle
Remarks: Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.
Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)
Listing Agent: Daniel Zheng (407-683-1881)
614 SAINT JOHNS CT #614, WINTER PARK, FL 32792
$1,75039 Days on yellowkey MLS ID: O6410529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1037 Built: 1981Community: Winter Park Villas CondoCondo
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)
5117 LAKE HOWELL RD, WINTER PARK, FL 32792
$2,3957 Days on yellowkey MLS ID: O6419550
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1300 Built: 1957Community: Tanglewood Sec 3 RepSingle Family
Remarks: 3/1, Carport, Single Family Home, Living Room, Dining Room, Eat in Kitchen, Stainless Steel Appliances Included: Stove, Microwave, Refrigerator, Dishwasher, Disposal, Inside Utility Room with Washer and Dryer Hookups, Laminate Wood Flooring & Ceramic Tile Throughout, Fenced Backyard, Pets Ok Upon Owner's Approval, NO SMOKING, Year Built: 1957/1300 Sqft.
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Tina Lopez (407-333-1010)
3220 OAK LAWN PLACE PL #210, WINTER PARK, FL 32792
$1,9002 Days on yellowkey MLS ID: S5150258
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1151 Built: 1984Community: Hidden Oaks Condo Ph 11Townhouse
Remarks: This beautiful corner-unit townhouse offers comfort, space, and convenience in a highly desirable location. This home features 3 bedrooms and 2.5 bathrooms, providing plenty of space for families and professionals. The kitchen flows seamlessly into the living, dining áreas and private patio offering a practical design for everyday living. All bedrooms are located upstairs for added privacy, including a comfortable primary suite with its own private bathroom.Conveniently situated near shopping, dining, schools, colleges and roadways, this property offers both comfort and accessibility to everything you need while still providing a peaceful residential setting.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Nelly Kilzi De Khabaze (786-925-3470)
3232 ROYAL ST, WINTER PARK, FL 32792
$1,74548 Days on yellowkey MLS ID: O6407888
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $50 (2.8%) on 06/17/2026
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)
1440 MICHIGAN AVE, WINTER PARK, FL 32789
$2,40013 Days on yellowkey MLS ID: O6417917
REDUCED by $50 (2.0%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1137 Built: 2004Community: Attilio G Panacciones SubHalf Duplex
Remarks: Live in the heart of Winter Park, just steps from the city’s most loved restaurants, cafés, yoga studios, and boutique shops. This beautifully renovated unit offers the perfect blend of walkability, comfort, and style. Zoned for top-rated Winter Park schools and within walking distance to a renowned private school, the location alone makes this an exceptional find. Inside, the home features a double-master layout, ideal for roommates, families, or anyone wanting extra space and privacy. Enjoy the convenience of in-unit laundry and the peace of mind that comes with a fully renovated, move-in-ready interior. With no carpet anywhere, the home is easy to maintain—especially if you have pets. Modern finishes, clean lines, and thoughtful updates make this a standout property in one of Central Florida’s most desirable neighborhoods. Schedule your appointment today—this Winter Park gem won’t last.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Farzana Zalil (407-617-3258)
1843 SHADYHILL TER, WINTER PARK, FL 32792
$3,30046 Days on yellowkey MLS ID: O6406909
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1891 Built: 1988Community: Autumn Glen Ph 2Spa: YesSingle Family
Elementary School: Red Bug Elementary
Remarks: Available for lease in the desirable Autumn Glen community of Winter Park. This spacious and well-maintained 4-bedroom, 2-bathroom single-family home offers comfort, space, and serenity in a peaceful neighborhood setting. Thoughtfully landscaped with lush greenery and tranquil water views, the home features an oversized kitchen with stainless steel appliances, ample storage, and a pass-through opening to the main living area. Enjoy multiple living and entertaining spaces including a formal dining room, a family room, and a cozy living room with a wood-burning fireplace. The primary suite is oversized with a walk-in closet and a private ensuite bath featuring double sinks, a garden tub, and separate shower. Additional features include recessed lighting throughout, carpeted bedrooms, a laundry room with utility sink, and a breakfast nook. Step into your own private oasis with a spacious enclosed patio that’s perfect for year-round entertaining. An expansive in-ground hot tub with powerful Jacuzzi- type jets, comfortably seating up to 10 guests. Whether you’re hosting a summer soirée or enjoying a quiet evening under the stars, the optional heat setting makes it the ideal retreat in any season." The side-entry garage and whole-house water filtration system add everyday convenience. Community amenities include two tennis courts, a tot lot, and a scenic walking path around the pond—ideal for active and leisurely lifestyles alike. With easy access to I-4, 408, and 417—and just 15 minutes to Downtown Winter Park and the iconic Park Avenue—you’re never far from top-tier dining, shopping, and entertainment. Don’t miss the opportunity to lease this gem in one of Central Florida’s most desirable areas. Schedule your private tour today!
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
4812 TANGERINE AVE #4812, WINTER PARK, FL 32792
$1,7002 Days on yellowkey MLS ID: O6420610
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 1973Community: Wrenwood CondoHalf Duplex
Remarks: Enjoy comfortable living in this well-maintained condo in a highly desirable Winter Park location. The home offers 2 spacious bedrooms and 2 full bathrooms, making it a great fit for families, professionals, or roommates. The bright open living and dining area creates a welcoming space for relaxing or entertaining. The kitchen includes all appliances, plus a washer and dryer for added convenience. Water is included in the rent, adding extra value. Both bedrooms offer generous space, natural light, and ample closet storage. The thoughtful layout provides privacy between the bedrooms, which is ideal for remote work or shared living. Located near Full Sail University, UCF, major highways, shopping, and everyday conveniences, the condo also offers easy access to Downtown Orlando. Residents can enjoy a community pool and fitness center in a quiet, private community. This property combines comfort, convenience, and a great location. It is an excellent rental opportunity in Winter Park.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
2523 ALEXA CT, WINTER PARK, FL 32792
$1,600190 Days on yellowkey MLS ID: S5140618
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 825 Built: 1982Community: Slovak VillageHalf Duplex
Remarks: Enjoy Florida living at its best. Perfectly situated just minutes from Downtown Winter Park, near an abundance of restaurants, movie theater, schools. Close to the I4 and 417, short drive to the beach, mins to Theme Parks, golf courses & airport makes this comfortable 2 bedroom 1.5 bath duplex a must see. The interior features tile flooring throughout for cooler summers and a private backyard that may become your favorite spot to watch the sunset or skip your morning coffee. The kitchen comes fully equipped with microwave, dishwasher, range/oven, and refrigerator. Good size closets provide lots of storage and a 1 car garage is perfect for big boy toys or an expensive auto. The home is conveniently located near top rated schools... Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High. Don't miss out, act now. All measurements are estimated
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Bernardo Reynoso (561-702-4559)
2529 GALLIANO CIR, WINTER PARK, FL 32792
$2,3503 Days on yellowkey MLS ID: O6420636
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1628 Built: 2003Community: Vistas At Lake HowellTownhouse
Remarks: Fantastic end corner unit with Seminole County Winter Park address. Gated community, 3/2.5 - 2 story townhome with open floor plan. Very convenient location just off Semoran Blvd, with Walmart super center, Publix and abundant of shopping and dining facilities nearby.
Listing is courtesy of: HONEST REAL ESTATE COMPANY (407-417-1314)
Listing Agent: Kevin Song (407-234-8430)
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