$1,500 Per Month
3043 Antique Oaks Cir, Winter Park, FL 32792
Discover this spacious 2-bedroom, 2-bath condo in the heart of Winter Park. Perfectly located just steps from Full Sail University and minutes from UCF and Valencia, this home offers unmatched convenience to schools, restaurants, shopping, and major highways—making daily commutes simple and stress-free.This property offers reliable comfort with essential features already in
$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
$1,375 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
$1,350 Per Month
1600 Indiana Ave, Winter Park, FL 32789
This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best 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 tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,200 Per Month
7309 Daniel Webster Dr, Winter Park, FL 32792
Discover this charming 1-bedroom, 1-bath condo nestled in the desirable Colonies Condo community. Boasting 610 sq. ft. of thoughtfully designed living space, this unit is perfect for young professionals, students, or anyone seeking affordable comfort in a prime location. The apartment features durable vinyl flooring throughout, eliminating worries about carpet maintenance, and a fully equipped
$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
$1,600 Per Month
3254 Howell Branch Rd Unit Howell Branch Rd - 3254, Winter Park, FL 32792
This charming 2-bedroom, 2-bath duplex is ready for immediate move-in, offering a warm and inviting atmosphere for comfortable living.Step inside to discover a thoughtfully designed space with tile flooring throughout, providing both durability and easy maintenance. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances and solid-surface countertops.
$1,750 Per Month
612 Trinidad Ct Unit 612, Winter Park, FL 32792
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
Carolina Barriento JEXOR LLC
$2,150 Per Month
727 Halifax Ave, Winter Park, FL 32792
This Three Bedroom 2 Bath Home is Located in desirable Winter Park. This Home Offers Neutral Paint Through-out. Carpet in the 3 Bedrooms that offer Ceiling Fans, Neutral laminate Wood Floors through-out the Main Living Space and in the Large Eat in Kitchen. A Nice Size Screened in Porch and Large Fenced Yard. Separate Laundry and Lots of Storage Space located off of porch. Washer and Dryer
$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
$1,249 Per Month
3651 N Goldenrod Rd, Winter Park, FL 32792
Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for
$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
$1,795 Per Month
2700 Tortoise Cove, Winter Park, FL 32792
* 3 Bedroom 2 bath with a 2 car garage, 1083 sq. ft.* Eat in kitchen, stove, fridge, dishwasher included* Kitchen newly remodeled* Blinds and Ceiling fans* Tile through out* Walk in closets* Rear yard privacy fence* All new paint, and fencing* Rear patio* Sliding glass doors off master to back yard* Pet Friendly* Washer dryer hookups in garage*
$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
$2,300 Per Month
700 Melrose Ave, 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
$2,200 Per Month
1450 Cavendish Rd, Winter Park, FL 32789
WINTER PARK - Located in the highly desirable ORWIN MANOR neighborhood, this charming one-story 2BR/1BA single-family home offers 1,027 sq.ft. of living space, thoughtfully blending its original character with modern updates. The living room provides a comfortable and cozy gathering space, while the adjoining dinette is filled with natural light, creating an inviting setting for casual meals or
Margaret Steiner KELLER WILLIAMS REALTY AT THE PARKS
$2,200 Per Month
3086 Bluebrook Dr, Winter Park, FL 32792
Minimum Deposit $2,200. Monthly Rent $2,200. Available August 10th!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome home to this charming 3-bedroom, 2-bathroom single-family home in the highly desirable Winter Park
$1,750 Per Month
1695 Lee Rd Unit E215, Winter Park, FL 32789
Discover your ideal home in this newly renovated 3-bedroom, 2-bathroom condo at Waterfall Cove in Winter Park, FL. Enjoy fresh paint, modern stainless steel appliances, and a fully upgraded kitchen that makes cooking a delight. Each spacious room offers plenty of natural light and comfort. This condo comes equipped with a washer and dryer, and includes cable and internet for your convenience. The
Jenaia Fowlkes FOWLKES REALTY CO
$1,999 Per Month
1261 Richmond Rd, Winter Park, FL 32789
Available on July 29th 2026!! CHARMING AND UNIQUE two bedrooms /one bath home in the heart of Winter Park down street from Mead Botanical Gardens. This home still has a lot of its original charm and features beautiful wood floors extending through out. Tons of natural light that flood the interior from all the windows that wrap the entire exterior, open and airy floor plan that makes it feel
$1,995 Per Month
937 Aragon Ave, Winter Park, FL 32789
Beautiful home located on a quaint, tree lined, brick street in desirable Winter Park. You will walk in a large family room with a wood burning fireplace and an open kitchen with beautiful new granite countertops and backsplach. Two bedrooms with walk in closets and a split bathroom with 2 vanities and 2 toilets. All new interior paint throughout. Kitchen was updated with custom backsplash and
Vivian Lippi LIPPI REALTY LLC
$1,400 Per Month
1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.
$2,295 Per Month
2028 Albert Lee Pkwy, Winter Park, FL 32789
This charming 3 bedroom, 2 bathroom home is located in the heart of Winter Park. Enjoy the best 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 a spacious main living area, a lovely kitchen, dining room, large bedrooms, a cozy
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$1,795 Per Month
830 Carver St, Winter Park, FL 32789
Fabulous Winter Park home with upgraded kitchen. Super adorable 3 bedroom 1 bath home in Winter Park with all tile flooring, screened patio, bonus room and close to Winter Park Village, Park Ave., Rollins College. Fenced yard and plenty of parking. Home available for move-in now. Please call to schedule an appointment to view this wonderful home. All applicants whether you have a pet or not will
$2,700 Per Month
1326 Merrydale Way, Winter Park, FL 32792
Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge living room one and half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.
He Gao U S GLORY REALTY
$2,300 Per Month
2107 Brookview Dr, Winter Park, FL 32792
Discover the perfect blend of comfort and convenience in this charming 3-bedroom, 2-bathroom home located in a prime Winter Park location. Situated on a desirable corner lot, this home features a lovely screened-in back porch, ideal for relaxing and entertaining. Just minutes from Park Ave, Aloma, Rollins College and Lakemont, you’ll enjoy easy access to shopping and dining. Don’t miss out on
$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
$1,400 Per Month
1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
Beautiful one bedroom studio apartment for rent in Winter Park. This unit comes fully furnished and ready to move in. Rent includes water, electricity, and internet. This home is centrally located within minutes from UCF, Fullsail, restaurants, Costco, grocery stores and major highways.
$1,750 Per Month
1942 Conifer Ct, Winter Park, FL 32792
Leasing nicely furnished 2 bedrooms, 1 bath, living room, dining room and kitchen in 3 bedroom / 2 bath home. Each bedroom has queen size bed and closet. The kitchen is fully equipped including dishes. The living room has a sofa and tv.The dining room has a table with 4 chairs. The porch has some chairs and a small table. Outside in the back yard is a table with 4 chairs - picnic in your own park
Scott Banta BLACKFIN REALTY LLC
$1,549 Per Month
3391 Cedar Springs Place Unit 168, Winter Park, FL 32792
A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE!This property is managed by Joseph English at ext. 219.This 2-bedroom, 2.5-bathroom condo is located within the Hidden Oaks Community. Upon entering this lovely home, you will notice the spacious living room with tile floors and a wet bar. The kitchen features plenty of cabinets, an eat-in nook, and sliding glass door leading to the private
$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
$1,650 Per Month
2450 Harbour Way, Winter Park, FL 32792
This single-story townhouse is currently available for rent at the Windward Square community in Casselberry / Winter Park. The home consists of an open living room and dining room combo with vaulted ceilings, ceramic tiles and 3 large skylights. The kitchen features stainless-steel appliances, including a refrigerator, stove and dishwasher, and has a pass-through window that opens to the
$2,500 Per Month
Unlisted Address
Rare Winter Park Lakefront Boathouse - $2,500/Month Experience the quintessential Central Florida lifestyle in this exceptional boathouse rental on the renowned Winter Park Chain of Lakes. This direct lakefront property offers unparalleled access to year-round water activities, from kayaking and paddleboarding to boating and fishing right from your doorstep. Positioned just off the scenic
Kelly Price KELLY PRICE & COMPANY LLC
$2,750 Per Month
1351 Merrydale Way, Winter Park, FL 32792
Fantastic, Modern townhome WITH 3 beds & 2.5 baths. Hawk's Crest is a gated community in Winter Park. This home is has a very spacious open floor plan with a water view! The kitchen has granite countertops and is fully equipped with stainless steel Whirlpool appliances; oven, stove, microwave, refrigerator, dishwasher, and garbage disposal. The kitchen area also has a large pantry! This energy
$1,750 Per Month
1695 Lee Rd Unit E115, Winter Park, FL 32789
Welcome to your dream condo in Waterfall Cove, Winter Park, FL! This newly renovated 3-bedroom, 2-bathroom unit features fresh paint and stylish new LVP flooring throughout, offering a modern and inviting atmosphere. Each spacious room provides comfort and flexibility for your lifestyle. Enjoy the convenience of an in-unit washer and dryer, and relax knowing that cable and internet are included
Jenaia Fowlkes FOWLKES REALTY CO
$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
$1,625 Per Month
3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
Townhouse style home in Winter Park, located at a convenient distance to Full Sail, UCF and other major stores. 2 beds / 2.5 baths. updated appliances. Upstairs two spacious master suites with private baths. Downstairs, a half bath and living/dining room combo with a breakfast nook. Fenced-in patio area faces water canal and conservation areas. Enjoy plenty of storage space as this unit includes
Qing Lin SPRINGHILL PROPERTIES LLC
$2,595 Per Month
2366 Coldstream Dr, Winter Park, FL 32792
Welcome to this beautiful 3-bed, 2-bath home featuring solid wood cabinets, crown molding, and ceramic tile flooring in the kitchen. Enjoy plenty of space for relaxing and entertaining with a spacious living and dining room combination accented by hardwood floors, a versatile bonus room just off the kitchen, and generously sized bedrooms, including a primary suite with dual closets and a large
$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
$1,745 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
$1,800 Per Month
1695 Lee Rd Unit E116, Winter Park, FL 32789
Beautiful 3-bedroom, 2-bath corner unit in Winter Park featuring brand-new flooring and fresh interior paint throughout. The bright interior offers abundant natural light, spacious living and dining areas, and generously sized bedrooms. A separate laundry room with washer and dryer provides added convenience and storage space. The unit is within walking distance of the community pool and
Yigit Orer EMPIRE NETWORK REALTY
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