$1,795 Per Month
731 W Comstock Ave, Winter Park, FL 32789
Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an
$2,000 Per Month
5101 N Orange Ave Unit B, Winter Park, FL 32792
Charming 3 bedroom, 1 bathroom half duplex with completely private, fenced in yard and laundry inside!! This property is in the heart of Winter Park, close to everything. Call for your private tour today
Shannon Cruz Acosta CITARELLI REALTY GROUP LLC
$7,500 Per Month
1368 Hibiscus Ave, Winter Park, FL 32789
Discover refined living in the heart of Winter Park in this beautifully appointed 4-bedroom, 2.5-bathroom single-family pool home. Immediately to the right of the entryway, a beautiful private office provides a convenient and quiet space for working from home or studying.Filled with natural light, the home features an inviting open layout, and a spacious living area centered around a cozy
Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO
$1,495 Per Month
1434 Minnesota Ave, Winter Park, FL 32789
Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter Park's industrial district.
Ruth Harris COLDWELL BANKER REALTY
$1,250 Per Month
3035 George Mason Ave Unit 20, Winter Park, FL 32792
Welcome to 3035 George Mason Avenue, Unit #20B—a cozy and inviting 1-bedroom, 1-bathroom retreat in the heart of beautiful Winter Park, Florida! This charming home offers a bright and comfortable living space, perfect for anyone looking for convenience and tranquility. Nestled within a friendly community, you'll enjoy access to a sparkling community pool, nearby shopping centers, supermarkets,
Myland Roo De Vargas EXP REALTY LLC
$2,300
Total Monthly Price
151 N Orlando Ave Unit 262, Winter Park, FL 32789
Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior
$2,400
Total Monthly Price
530 Byron Rd, Winter Park, FL 32792
Charming 3 bedroom, 2 bath, quiet neighborhood with nearby Wintee Park schools, Rollins college, Publix, Winter Park Hospital, YMCA. Freshly painted inside, new blinds, bathroom upgraded, fenced backyard, brand new washer and dryer
$1,600 Per Month
1695 Lee Rd Unit C103, Winter Park, FL 32789
Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,
Yigit Orer EMPIRE NETWORK REALTY
$3,600 Per Month
2252 Howard Dr, Winter Park, FL 32789
SOLAR POWERED ... RENOVATED...WINTER PARK GEM! This lovely home features 3 bedrooms, 2 baths, stylish upgraded open concept kitchen, stainless steel appliance package, luxury vinyl plank floors and OH SO MUCH MORE! Private fenced back yard with deck, paver stone patios and entrance, 2 gated carports which can be used however you choose. And best of all Flat Fee Power $150 per month. Lawncare
$9,900 Per Month
1442 Palm Ave, Winter Park, FL 32789
Gorgeous 5-bedroom /6-bathroom Luxury Estate with Guest House & Pool in Winter ParkThis stunning two-story home offers the perfect blend of luxury and comfort right in the heart of Winter Park. At the center of the home is a beautiful open kitchen outfitted with high-end appliances, solid wood cabinets, and granite countertops . A true chef’s layout that flows into the living spaces. You'll
Magdalena Cuprys KELLER WILLIAMS REALTY AT THE PARKS
$2,350 Per Month
700 Melrose Ave Unit A5, Winter Park, FL 32789
Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and
Nicole Howell FANNIE HILLMAN & ASSOCIATES
$1,375 Per Month
1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process
$1,675 Per Month
200 St Andrews Blvd Unit 316, Winter Park, FL 32792
Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from
$7,995 Per Month
2234 Howard Dr, Winter Park, FL 32789
Welcome to an extraordinary two-story, 4-bedroom, 5.5-bath executive estate nestled in one of Winter Park's most sought-after neighborhoods. Designed with timeless elegance and modern convenience, this expansive home effortlessly blends luxury, comfort, and versatility. Inside, vaulted ceilings create a grand sense of space, while multiple living areas offer flexibility for both formal
Raquel Elliott COLDWELL BANKER REALTY
$1,950 Per Month
5139 Oak Hill Dr, Winter Park, FL 32792
3/2 home with updated kitchen, large yard & screen patio. 3/2 home with updated kitchen, large yard & screen patio. Lawn service included
$1,900
Total Monthly Price
1250 S Denning Dr Unit 127, Winter Park, FL 32789
Updated 2BR/2BA Condo in Fabulous Winter Park – Water Included and Trash!1250 S. Denning Drive – Winter Park, FLEnjoy comfortable, low-maintenance living in this beautifully updated 2-bedroom, 2-bathroom condo located in one of Winter Park's most convenient neighborhoods.This 910-square-foot, first-floor unit features luxury vinyl plank flooring throughout, a modern
$1,675 Per Month
200 St Andrews Blvd Unit 316, Winter Park, FL 32792
Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from
$4,400 Per Month
648 Fitzwalter Dr, Winter Park, FL 32792
Nestled beside Cady Way Park & Trail, this charming home offers an unbeatable location in a quiet, established neighborhood on a peaceful tree-lined cul-de-sac. Enjoy easy access to top-rated Winter Park schools, Winter Pines Golf Club, Showalter Field, AdventHealth Winter Park, Baldwin Park, Downtown Winter Park, and a wide variety of shopping, dining, and entertainment. Inside, you’ll find
Paul Chisholm LOVEJOY PROFESSIONAL REALTY, INC
$2,015 Per Month
2711 Aloma Ave, Winter Park, FL 32792
Welcome home to 2711 Aloma Avenue — a 3-bedroom, 2-bathroom unit offering 1,175 square feet in the Winter Park area near Orlando. This home offers a comfortable, well-proportioned layout convenient to Aloma Avenue shopping, dining, and easy access to major roadways for commuting throughout the greater Orlando area. Pet-friendly with a pet fee. For applications or to schedule a viewing, please
$2,998 Per Month
5354 Lanyard Ct, Winter Park, FL 32792
Welcome to this spacious 5-bedroom, 3-bathroom home designed for comfort, functionality, and flexible living.One of the home’s standout features is a private area that includes two of the bedrooms and a full bathroom, offering added privacy and versatility. This thoughtfully designed layout creates the feel of two living spaces within one home, making it ideal for multi-generational
Nancy Conde JUPITER PROPERTIES, INC
$1,700 Per Month
4968 Tangerine Ave Unit 4968, Winter Park, FL 32792
This roomy condo is available for immediate occupancy. New Luxury Vinyl Plank floors just installed. The unit is ideally located in Winter Park, not far from Full Sail or UCF. You're just a short drive from downtown and other Orlando hotspots. Wrenwood is a very quiet community with plenty of privacy. Amenities include a pool and workout room. Call today for your private tour of this amazing
$2,250 Per Month
1340 Paradise Ln, Winter Park, FL 32792
Welcome home to this charming residence tucked away on a quiet cul-de-sac in a welcoming neighborhood. Situated on an oversized 0.23-acre lot, this home offers plenty of outdoor space to relax, entertain, or simply enjoy the peaceful surroundings.Inside, the thoughtfully designed split-bedroom floor plan provides both comfort and privacy. The updated kitchen features beautiful granite
Robert Dion D & D PROPERTY MANAGEMENT SOLUTIONS LLC
$1,590 Per Month
3374 Cedar Springs Place Unit 155, Winter Park, FL 32792
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
Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
$2,100 Per Month
151 N Orlando Ave Unit 203, Winter Park, FL 32789
FURNISHED 6-12 month executive rental available immediately in Lake Killarney Condominiums. Perfect for one or two residents, this condooffers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installedbathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no
Robert Arnold SAND DOLLAR REALTY GROUP INC
$4,500 Per Month
344 Starling Rd, Winter Park, FL 32789
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
Kelly Price KELLY PRICE & COMPANY LLC
$1,150 Per Month
1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
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
Lety Morales LPT REALTY, LLC
$1,800
Total Monthly Price
1920 Woodcrest Dr Unit 13, Winter Park, FL 32792
Unit 13 is a direct pool front unit. Large (1,236 sq. ft.), quiet first floor 2 bedroom 2 bathroom condo in smaller community with only 18 units in the City of Winter Park, Florida. The Floor plan has a double primary bedroom layout. Ceramic tile flooring in the foyer, living/dining area, kitchen, and both bathrooms. Both bedrooms have new easy-care luxury vinyl wood-look flooring. Primary bath
$1,745 Per Month
1695 Lee Rd Unit Apartment D215, Winter Park, FL 32789
*** TENANT OCCUPIED UNTIL 7/31/26 - Showings by appointment ONLY! MOVE-IN SPECIAL! 50% off one month's rent for approved and signed leases by 7/31/2026!! ***This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room
$1,500 Per Month
Unlisted Address
2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.
Kirsten Cantello TRUSTHOME PROPERTIES INC
$2,695 Per Month
630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is
Anthony Consalvo FLORIDA ONE REAL ESTATE LLC
$2,300 Per Month
150 Killarney Bay Ct Unit 5-5, Winter Park, FL 32789
Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living.Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek
Giovanna D'Alessandro RP INVESTMENT REALTY LLC
$1,900 Per Month
3220 Oak Lawn Place Unit 210, Winter Park, FL 32792
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,
Nelly Kilzi de Khabaze AGENT TRUST REALTY CORPORATION
$2,100 Per Month
5212 N Indiana Ave, Winter Park, FL 32792
Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white shaker cabinets, elegant quartz
Edward Diamond CREEGAN GROUP
$2,250 Per Month
887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
Come see this 4 bedroom 2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled and
Courtney Davis ABSOLUTE REALTY GROUP, LLC
$2,100 Per Month
2657 Exuma Way, Winter Park, FL 32792
Freshly remodeled and move-in ready, this 3-bedroom, 2-bath townhome offers comfortable living in a highly desirable Winter Park location. The open-concept living and dining areas create a welcoming space for everyday living and entertaining, while the convenient pass-through window connects the kitchen and dining room for added functionality. The brand-new kitchen remodel features granite
Jerry Agan HAVEN PROPERTY GROUP LLC
$1,650 Per Month
1695 Lee Rd Unit A101, Winter Park, FL 32789
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.
Daniel Zheng CINO INTERNATIONAL INC
$2,195 Per Month
5117 Lake Howell Rd, Winter Park, FL 32792
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.
Tina Lopez LEGENDS REALTY
$1,500 Per Month
1695 Lee Rd Unit B204, Winter Park, FL 32789
2 bedroom, 1 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
Mauricio Toro MTRE GROUPE LLC
$1,450 Per Month
1695 Lee Rd Unit Apartment A103, Winter Park, FL 32789
2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.This property offers an option of a security deposit-free lease
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