Location: Winter Park , 32789
Do Not Show Listings
1415 HARMON AVE, WINTER PARK, FL 32789
$3,06029 Days on yellowkey MLS ID: O6407290
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1700 Built: 2008Community: Henkels Add/Winter ParkTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms, two balconies, and an upstairs utility room. The powder room is downstairs, and patio and a nice size back garden that the tenant can tend to as their own. The front of the house is a brick courtyard. New stainless-steel fridge 2023. 0.9 miles from Rollins College. Perfect for three tenants. Call today Weeks and Months Available
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Moire Mckibbin (407-361-1139)
784 S PENNSYLVANIA AVE, WINTER PARK, FL 32789
$5,50038 Days on yellowkey MLS ID: O6408937
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1940 Built: 1988Community: Pennsylvania Station 01 CondoTownhouse
Remarks: Discover modern living in this beautifully designed townhome located in the heart of Winter Park. This residence has a spacious layout with contemporary finishes, high ceilings, modern light fixtures and shades, and abundant natural light. Enjoy the convenience of a well-appointed kitchen, an inviting living area, and a private patio for relaxing, and private access to the community pool! The property provides access to community amenities and is situated near local shops, dining, and entertainment venues. Experience the vibrant lifestyle Winter Park has to accord.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
438 LAKEVIEW AVE, WINTER PARK, FL 32789
$3,20083 Days on yellowkey MLS ID: O6396001
REDUCED by $200 (5.9%) on 05/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1947Community: Killarney EstatesSingle Family
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have direct access to the Lake Killarney lifestyle you’ve been dreaming of. Come see this special home and start enjoying the lake life you deserve!
Listing is courtesy of: COLONIALTOWN REALTY (407-896-7300)
Listing Agent: Alexander Scures (407-925-5338)
540 W COMSTOCK AVE, WINTER PARK, FL 32789
$2,90097 Days on yellowkey MLS ID: GC538622
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1056 Built: 1999Community: Winter ParkSingle Family
Elementary School: Audubon Park K8
High School: Winter Park High
Middle School: Audubon Park K-8
Remarks: Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior designed for today’s renter, delivering comfort, functionality, and style in a true turnkey living experience. Ideally located just minutes from Park Avenue, Rollins College, and Winter Park’s premier dining, shopping, and entertainment, this property places tenants in the center of one of Orlando’s most vibrant communities while still offering a sense of neighborhood charm and convenience. Its proximity to major roadways and local amenities makes it especially attractive for professionals, families, and relocation clients seeking both accessibility and quality living. This is a high-demand rental opportunity in a low-inventory pocket of Winter Park, and clean, updated homes in this location do not last. Agents are encouraged to bring qualified tenants ready to move quickly. Now accepting applications with expedited approvals available for well-qualified applicants.
Listing is courtesy of: KELLER WILLIAMS GAINESVILLE REALTY PARTNERS (352-240-0600)
Listing Agent: Fredrick Jacobs (352-790-1088)
2011 CORNELL AVE #3, WINTER PARK, FL 32789
$80078 Days on yellowkey MLS ID: O6396986
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 265 Built: 1940Community: Stansbury EstatesApartment
Remarks: Beautifully renovated private studio unit (1 bed / 1 bath) located in the rear of the property in a highly desirable area near Winter Park and Downtown Orlando. This cozy detached unit offers a comfortable living space with a private bathroom, ideal for a single professional or student looking for convenience and privacy. Water and electricity are included in the rent, making it an easy and budget-friendly option. The main house and the additional front unit are currently occupied, while this rear studio offers its own separate and peaceful setting. Excellent location with easy access to I-4, Downtown Winter Park, Downtown Orlando, shopping, dining, and Dubsdread Golf Course.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
1695 LEE ROAD RD #C110, WINTER PARK, FL 32789
$1,400140 Days on yellowkey MLS ID: O6377466
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1966Condo
Elementary School: Hungerford Elem
Remarks: Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yigit Orer (407-948-5347)
782 S PENNSYLVANIA AVE #1, WINTER PARK, FL 32789
$5,490 MLS ID: O6380197
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2354 Built: 1988Community: Pennsylvania Station 01 CondoCondo
Remarks: Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the vibrant Winter Park area has to accord. Don't miss the opportunity to make this your new home!
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