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HIDDEN OAKS CONDO PH 09 - O6424930 - 3374 CEDAR SPRINGS PL #155, WINTER PARK, FL 32792 Just Added on 07/14/2026 10:20AM
$1,750 | Townhouse | 2 beds | 2.5 baths
2br 2.5ba UPDATED home in Hidden Oaks, Winter Park!!! Kitchen UPDATED with GRANITE counters and solid wood cabinets, upgraded toilets throughout, updated sinks & faucets in all baths. TILE FLOORS downstairs with neutral tone carpet on stairs and second floor. Dry bar area in living room. Both bedrooms are upstairs, each with their own full bathroom! Half bath downstairs off the living/dining room combo. Eating space in kitchen. PRIVATE PATIO in rear, and no rear neighbors! Washer and dryer included. Location in WINTER PARK allows for easy access to University Blvd, FL-408. Short commute to DOWNTOWN ORLANDO. Community pool and playground area. Sorry, no pets. Tenant to register with HOA and purchase parking decal(s) at tenant's expense. Don't wait! Schedule your appointment TODAY. Tenants will be required to obtain renter's insurance that includes $300,000 of liability coverage.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
FLAMINGO SHORES - O6424771 - 344 STARLING RD, WINTER PARK, FL 32789 1 Day on yellowkey
$4,500 | Single Family Home | 3 beds | 3.0 baths
For Rent – Beautifully Updated Home Near Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant natural light, and designer fixtures. The kitchen boasts a large island and nicely appointed stainless steel appliances, perfect for everyday living and entertaining alike. The primary bedroom offers plenty of space and direct access to the covered patio. Its en suite bath is a true spa retreat, featuring a floating vanity, luxurious soaking tub, walk-in shower, and an expansive walk-in closet. Two comfortably sized guest bedrooms share an updated hall bath. Situated on a spacious quarter-acre lot, the home includes a large fenced backyard with a deck, ideal for outdoor entertaining and relaxation. Lawncare is included. Available August 1, 2026. Rent is $4,500/month with a $5,000 security deposit. Pets will be considered and are subject to owner approval; a $500 non-refundable pet deposit is required. Application fee is $50 per adult. Schedule your showing today!
Listing is courtesy of: KELLY PRICE & COMPANY LLC
LAKE KILLARNEY CONDO - O6424654 - 151 N ORLANDO AVE #203, WINTER PARK, FL 32789 1 Day on yellowkey
$2,200 | Condo | 2 beds | 1.0 baths
FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant pets allowed per complex rules. One reserved parking space plus ample visitor parking. Residents will enjoy the private lakefront park, picnic tables and Adirondack chairs, and waterfront swimming pool. Located adjacent to the Trader Joe's plaza and only one mile to Park Avenue.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC
KAROLINA ON KILLARNEY - O6424087 - 1830 STAUNTON AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$3,200 | Single Family Home | 2 beds | 2.5 baths | 1 car
STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated (electronic with remotes) offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 for each adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY
VILLAS OF CASSELBERRY PH 1 - R4911573 - 3050 AUTUMN CT, WINTER PARK, FL 32792 5 Days on yellowkey
$1,995 | Townhouse | 3 beds | 2.0 baths
One story Winter Park home with 3 Bedroom , 2 full bath. AVAILABLE now ! Great accessible location close to shopping, major roadways, schools and a short drive to Downtown Orlando. This Home has tile and laminate flooring throughout, easy maintenance clean modern appearance. Kitchen comes with all major appliances, large family room with high ceilings. Unit Feature an in-unit washer and dryer. Primary suite with his & hers closets and private bathroom. Property is on a large corner lot with a great deal of outdoor space, a screened/cover rear patio. Community offer quite atmosphere and a community pool . Conveniently located just off 436 in Winter Park, this home offers the perfect mix of comfort, convenience, and community living. Easy to see call today
Listing is courtesy of: KIMBRIDGE REALTY, LLC
KENILWORTH SHORES SEC 03 - WINTER PARK, FL 32792 5 Days on yellowkey
$1,997 | Apartment | 1 beds | 1.0 baths
Gorgeous FULLY FURNISHED 1 Bedroom/1 Bath apartment with private entrance, in Winter Park. This attached apartment has been thoughtfully renovated with beautiful Luxury European Design. This apartment features a private courtyard and private entrance. Upon entering you will be greeted by a spacious living room fitted with a sofa chase, 55” Flat Screen Television, a small dining table/desk, modern storage cabinetry and a mini-split AC system. The kitchenette features Refrigerator/Freezer (located in an alcove), 2 burner hot plate, full-size sink, cookware and dinnerware, microwave, Keurig coffee maker, plenty of cabinet space and a full-size LG Thin Q Washer Dryer Unit. The master bedroom provides ample space including 2 Wardrobers with Drawers, King Size Bed, Antique English Desk/Hutch and a separate Mini-Split AC for maximum comfort. The Private Bath features luxurious finishes including a beautiful soaker tub, double vanity and shower with dual rain shower with body jets, sprayers and ample storage for linens. This location provides easy access to Baldwin Park, Downtown Winter Park, local walking trails, restaurants and more!!! Call today to schedule your private viewing.
Listing is courtesy of: GATE PROPERTIES & MANAGEMENT INC
WRENWOOD UNIT 3 3RD ADD - O6423855 - 5418 ARDMORE DR, WINTER PARK, FL 32792 5 Days on yellowkey
$2,495 | Single Family Home | 3 beds | 2.0 baths | 2 gar
WELCOME HOME - MOVE-IN READY 3-bedroom, 2-bath home in the desirable Wrenwood community of Winter Park! Thoughtfully maintained and upgraded, this property offers the timeless character and modern touches you have been searching for. Inside, the home showcases TILE & WOOD FLOORING THROUGHOUT, versatile living spaces, crown molding and charming architectural touches like arched entryways that add warmth and personality. The large UPDATED KITCHEN is a true standout, designed with solid wood cabinetry (soft-close doors!), granite countertops, STAINLESS STEEL APPLIANCES, built-in pantry storage and elegant overhead cabinet accent lighting – creating a space that feels both stylish and functional for everyday living with family or entertaining friends. The layout offers spacious rooms and abundant storage, while the PRIMARY SUITE includes its own private en-suite bath and a WALK-IN CLOSET with a CUSTOM SHELVING SYSTEM. Step outside to enjoy Florida living on the LARGE SCREENED LANAI overlooking the fully fenced backyard, offering plenty of room for pets, play or future outdoor additions. The property also includes a 10x12 storage shed, and separate potable and irrigation water meters for added efficiency. This home delivers the solid feel and craftsmanship that’s hard to find today – paired with modern updates and undeniable charm! Located in the established Wrenwood neighborhood of Winter Park, with easy access to 426, 436 and SR 417 – you will enjoy convenient access to shopping, dining, parks, and all that the Central Florida area has to offer. A well-built, beautifully maintained home with thoughtful upgrades throughout. Two-car garage and Washer/Dryer 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. Pet friendly home (possible with approval and non-refundable pet fee).
Listing is courtesy of: RE/MAX 200 REALTY
GOLFSIDE VILLAS CONDO - S5153133 - 1000 S SEMORAN BLVD #715, WINTER PARK, FL 32792 5 Days on yellowkey
$1,200 | Condo | 1 beds | 1.0 baths
Enjoy comfortable living in the highly sought-after Winter Park area! Close to shopping, dining, and major roadways, this well-located rental provides exceptional value in one of Central Florida's most desirable communities. This first-floor condo is ideally located just steps from the community pool and on-site laundry facilities, offering convenience and easy access to everyday amenities. Don't miss this opportunity to make it your next home.
Listing is courtesy of: LPT REALTY, LLC
KENILWORTH SHORES SEC 03 - O6423719 - 508 DUNBLANE DR, WINTER PARK, FL 32792 5 Days on yellowkey
$2,900 | Single Family Home | 3 beds | 2.0 baths | 1 car
Wonderful 3 bedroom, 2 bath rental in the heart of Winter Park. Location is amazing! Central to Rollins College, UCF, Winter Park Schools, Baldwin Park, and more! Be sure to schedule a private showing.
Listing is courtesy of: COMPASS FLORIDA LLC
GEORGETOWN ESTATES - O6423443 - 3131 LOWNDES DR, WINTER PARK, FL 32792 6 Days on yellowkey
$3,995 | Single Family Home | 4 beds | 2.0 baths
Occupied until July 31 2026. [August 1st 2026 house will be available for in-person showings and Vacant on SentriKey.] Beautiful 4 Bedroom Furnished House with a Pool! This home has an Eat-In Updated Kitchen. There are 3 bedrooms and a bathroom on one side and a large master suite on the other side with a fireplace. The master bathroom has an extra large walk-in shower with a double mirrored dressing area. There is a family room/ FLex Space/ Office Area with a Roku TV, Desk, and Wi-Fi. There is no garage. It has 2 sheds for storage in the back. The neighborhood is nice and quiet. It is conveniently located near Hospitals, Businesses, Restaurants, Schools and Shopping.
Listing is courtesy of: A +ROI PROPERTY
VISTAS AT LAKE HOWELL - WINTER PARK, FL 32792 8 Days on yellowkey
$2,325 | Townhouse | 3 beds | 2.5 baths | 1 gar
MOVE-IN SPECIAL-$230 OFF THE 1ST MONTH'S RENT!!!! Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The fully equipped kitchen includes stainless steel appliances, solid-surface countertops, and solid wood cabinetry. All bedrooms are located upstairs for added privacy. The spacious primary suite features a large walk-in closet. The versatile third bedroom can serve as a traditional bedroom, home office, guest room, or flex space to suit your lifestyle. The upstairs laundry closet adds everyday convenience by keeping everything on one level. All Keller Williams residents are enrolled in the Resident Benefits Package (RBP). The RBP includes HVAC air filter delivery, renters' insurance, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service to make utility connections a breeze during your move-in, our best-in-class resident rewards program, and much more. More details are available upon application. Renters' insurance is required, and proof of coverage must be provided. Conveniently located near shopping, dining, Full Sail University, Rollins College, and UCF, with easy access to SR 408, SR 417, SR 426 (Aloma Avenue), and SR 436 (Semoran Boulevard), making commuting throughout Central Florida quick and convenient. This exceptional townhome won't last long!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS
PERLE DU LAC - O6420593 - 660 OSCEOLA AVE #101, WINTER PARK, FL 32789 8 Days on yellowkey
$9,500 | Condo | 3 beds | 3.5 baths
Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of Lakes. Offering just over 2,700 square feet of thoughtfully designed living space, the home features freshly painted interiors, hardwood and travertine flooring, and elegant custom millwork throughout. The gourmet kitchen is equipped with custom cabinetry, hardwood countertops, and premium Sub Zero, Wolf, Dacor, and Bosch appliances. A versatile library with custom built ins provides the perfect space for a home office, reading room, or additional living area. The spacious primary suite is a peaceful retreat featuring picturesque lake views and a spa inspired bath with dual vanities, a soaking tub, walk in shower, private water closet, and a generous walk in closet. Two additional bedrooms, two full bathrooms, a powder room, and a dedicated laundry room are thoughtfully situated on the opposite side of the residence, offering exceptional privacy for family and guests. Just off the living room, a covered lakeside patio provides the perfect setting for morning coffee or evening sunsets overlooking Lake Virginia. From here, enjoy easy access to your private covered boat slip, making it effortless to spend the day exploring the Winter Park Chain of Lakes. Additional highlights include two assigned garage parking spaces, a private storage room, and access to Perle du Lac's exceptional amenities, including a heated pool, hot tub, beautifully landscaped grounds, and double gated security. Combining the convenience of a walkable Park Avenue lifestyle with the luxury of private lakefront boating, this residence offers one of Winter Park's most desirable living experiences.
Listing is courtesy of: CORCORAN PREMIER REALTY
- O6420696 - 641 S LAKEMONT AVE, WINTER PARK, FL 32792 8 Days on yellowkey
$2,250 | Single Family Home | 3 beds | 2.0 baths | 1 car
Welcome home to this charming, move-in-ready residence in the heart of Winter Park! Ideally located near top-rated public schools, shopping, dining, and healthcare facilities, this beautifully updated 3-bedroom, 2-bath home offers approximately 1,450 square feet of comfortable living space. The remodeled kitchen features modern cabinetry, updated appliances, and plenty of space for cooking and gathering. Both bathrooms have been tastefully renovated with stylish fixtures and finishes. Tile flooring extends throughout the main living areas, while the bedrooms feature durable vinyl flooring for added comfort and easy maintenance. Additional highlights include a spacious laundry room, a large tiled Florida room that provides flexible living space, and a fully fenced backyard—perfect for pets, outdoor entertaining, or simply relaxing. Call today for a showing!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES
WINTER PARK WOODS CONDO - O6422391 - 123 SCOTTSDALE SQ #123, WINTER PARK, FL 32792 10 Days on yellowkey
Virtually Staged. One or more photos are virtually staged. Conveniently located in the Winter Park Woods Condominium community, 123 Scottsdale Square #123 offers a blend of comfort and convenience in the heart of Winter Park, Florida. This cozy first floor unit features an open floor plan with kitchen, dining, living and a spacious bedroom. Washer and dryer are in a separate laundry room. Resident can also relax and have outdoor activities in a private rear patio with conservation view. Convenient located on Semoran Blvd and close major interstates 408 East/West Expressway and 417 with easy access to lots of restaurants, fast food chains, shops, gym, Wal-Mart, Costco, Publix and Full Sail University. Monthly Condo Fee includes: water, sewer and trash with amenities: two swimming pools, tennis courts, playground and mailbox center. Schedule a private tour and make this beautiful condo your new residence...
Listing is courtesy of: KN PREMIER REALTY, INC
PARKVIEW VILLAGE - O6422284 - 2942 ANTIQUE OAKS CIR #86, WINTER PARK, FL 32792 11 Days on yellowkey
$1,400 | Condo | 1 beds | 1.0 baths
Welcome home to this beautiful, bright, and well maintained rental in Winter Park. Enjoy a comfortable layout, plenty of natural light, and a warm, inviting feel from the moment you walk in. Conveniently located near shopping, dining, UCF, Full Sail University, and major highways. This is a place you'll love coming home to. Schedule your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY