$2,625 per month
6877 Jackman Blvd, Winter Park, FL 32792
Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2769.90. That covers your base rent, $2625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$2,195 per month
3007 Ash Park Point, Winter Park, FL 32792
Beautiful 2BR/2BA home in highly sought-after Winter Park, available immediately. This well-maintained home offers an open and inviting floor plan with abundant natural light, spacious living and dining areas, and a functional kitchen with ample storage. Both bedrooms are generously sized, each with its own full bathroom, providing comfort and privacy for residents. Property features include a
Todd Norwood BESPOKE REAL ESTATE
$3,600 per month
220 Overlook Rd, Winter Park, FL 32789
Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two
Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY
$7,000 per month
519 Park North Ct, Winter Park, FL 32789
Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living.The home welcomes you with a formal living room
Kelly Price KELLY PRICE & COMPANY LLC
$1,300 per month
3060 George Mason Ave Unit 10, Winter Park, FL 32792
3060 George Mason Ave Unit 10, Winter Park, FL 32792
$1,900 per month
250 Carolina Ave Unit 307, Winter Park, FL 32789
Spacious One Bedroom two full bathroom condo, open floor plan, two balconies large kitchen, laundry room, outdoor storage area. Third floor unit with elevator and under building parking. This gated community offers tennis courts, large swimming pool and community club.EXCELLENT location, one block away from Park Ave and short walk to the Winter Park sunrail station, Rollins College. Saturday
Rod Arzouni VERANDA PARK REALTY LLC
$19,000 per month
1221 Richmond Rd, Winter Park, FL 32789
Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park—offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024
Christopher Salhab LA ROSA REALTY LLC
$2,400 per month
3221 Thistle Hill Dr, Aloma, FL 32792
This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: Rental Fees: Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval).
$2,329 per month
1912 Carrigan Ave, Winter Park, FL 32792
Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2 bathrooms, and approximately 1,400 square feet, this well-maintained home offers a high standard of rental living,
$1,880 per month
1915 Carrigan Ave, Winter Park, FL 32792
Welcome to 1915 Carrigan Avenue! This charming 3-bedroom, 1-bathroom home offers a generous 1,520 square feet of well-designed space. The heart of the home is the newly updated kitchen, that features sleek stainless steel appliances, abundant white cabinetry, and ample counter space that runs along a functional layout. Enjoy added convenience with in-home washer and dryer hookups. Step outside
$1,750 per month
650 Trinidad Ct Unit 650, Winter Park, FL 32792
Welcome to your dream home in the heart of Winter Park, FL. This stunning Corner Unit 2-bedroom, 2-bathroom residence offers a perfect blend of comfort and style. The house is designed with a spacious layout that ensures ample natural light in every corner. The community amenities are sure to impress, with a sparkling pool, a well-equipped gym, and tennis courts available for your leisure and
Dawn Slaughter TRUSTHOME PROPERTIES INC
$1,295 per month
2183 Crandon Ave Unit 1/2, Winter Park, FL 32789
This 2 bedroom, 1 bathroom, 2nd floor unit is located in the heart of Winter Park. Enjoy all 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 living area, a lovely kitchen, a screened patio area, and a shared laundry room
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
$3,950 per month
1275 Michigan Ave, Winter Park, FL 32789
Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout.
Brandon Geers COMPASS FLORIDA LLC
$7,000 per month
1400 S Pennsylvania Ave, Winter Park, FL 32789
A chic and trendy residence and winter park in an incredible location. A fully remodeled, one level four bedroom home with a fence corner lot. This home has an amazing curb appeal with its wide half circle, paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining, with designer porcelain tile, trendy light
Jack Keller JACK KELLER INC
$1,750 per month
151 N Orlando Ave Unit 226, Winter Park, FL 32789
Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Unit is can be furnished and is also for sale.
Mike Wang LOKATION
$2,200 per month
1931 Carrigan Ave, Winter Park, FL 32792
An excellent place to call home. This newly renovated 3 bedroom 2 bath house offers a lot of entertainment options; it is sitting on an oversize lot which features ample backyard space which is completely fenced. This home has brand new AC, Plumbing and Electric and offers washer/dryer hookups. Close to A+ schools and is approximately 7 minutes from Park Ave shopping and dining. This will not
Amanda Beckman RED DOOR INVESTMENT GRP LLC
$1,250 per month
2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792
Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of
SANTIAGO SILVA THE PAMPAS REAL ESTATE GROUP, LLC.
$2,405 per month
2045 Houndslake Dr, Winter Park, FL 32792
We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be
$3,000 per month
332 Harris Ave, Winter Park, FL 32789
This quaint three-bedroom, two-bathroom residence is ideally situated on a corner lot on a tranquil street. The property has been nicely maintained, both internally and externally. The interior boasts a bright and airy atmosphere, featuring a generously sized great room and a spacious eat-in kitchen with ample cabinetry and storage. Outdoors, residents will discover an oasis of beautifully
Flory Clark UNITED REAL ESTATE PREFERRED
$3,700 per month
730 W Swoope Ave, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide
Andres Ospina Rivera LPT REALTY, LLC
$2,095 per month
148 Oak Grove Rd, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Amazing upgraded centrally located in Winter Park home. One story 3 bedrooms and 2 bathrooms. Location is amazing near jobs and main roads of Winter Park, short drive to I4. High ceilings in living and master bedroom and bath. New laminate flooring, being installed, in all bedrooms and common areas. Enjoy with family and friends the spacious and
Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC
$1,975 per month
5169 Lazy Oaks Dr, Winter Park, FL 32792
Welcome to Lazy Oaks condominium. This townhome features two levels with an open floor plan that consist of 2 bedrooms, 2.5 bathrooms, and a Florida Room. Also, it can be delivered furnished as well! Over 1200 sqft of living space awaits you with a upgraded laminate flooring, baseboards, lighting, and ceiling fans. A prime location that is nestled near Full Sail, UCF, Lynx bus stop, major
Damon Mayers MAYERS REAL ESTATE LLC
$3,800 per month
1690 Dale Ave, Winter Park, FL 32789
Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park
Farzaneh Alijani ZAMIN INC
$4,950 per month
1580 Oakhurst Ave, Winter Park, FL 32789
Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are
Lisa Gould KELLER WILLIAMS WINTER PARK
$2,295 per month
1557 Nottingham Dr, Winter Park, FL 32792
Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2439.90. That covers your base rent, $2295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
$8,500 per month
300 Killarney Dr, Winter Park, FL 32789
Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney
Kelly Price KELLY PRICE & COMPANY LLC
$2,995 per month
2809 Bower Rd, Winter Park, FL 32792
Step into timeless style and everyday comfort in this beautifully maintained mid-century modern home, featuring 3 spacious bedrooms, 2 updated bathrooms, and an inviting backyard heated pool perfect for relaxing or entertaining.Inside, you’ll find stunning terrazzo floors that flow throughout the living spaces, adding both durability and classic charm. The cozy wood-burning fireplace creates
Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC
$3,875 per month
2979 Upper Park Rd, Orlando, FL 32814
New Year, New Home – Move In This Month!Start 2026 in style with this exceptional move-in ready townhome available immediately in sought-after Baldwin Park. With zero application fees for January move-ins, this is your opportunity to settle into upscale living without delay. This pet-friendly residence welcomes you and your furry companions.This beautifully appointed 1,897 square foot
Leah Bonich KELLY PRICE & COMPANY LLC
$1,575 - $1,795 per month
The Lofts of Winter Park Village
1 Bed
520 N Orlando Ave, Winter Park, FL 32789
$2,100 per month
367 Holt Ave, Winter Park, FL 32789
Live steps away from everything Winter Park and all it has to give! Ideally located just around the corner from Rollins College and two blocks from the shops, restaurants, and cafes of Park Avenue. Perfect for College, professionals, or anyone who wants to enjoy the walkable lifestyle of this sought-after neighborhood. The owner is responsible for landscaping, the water bill, and pest control.
Michelle Ingrassia LPT REALTY, LLC
$2,900 per month
2862 Kings Deer Rd, Winter Park, FL 32792
Discover this beautifully fully renovated 3-bedroom, 2-bathroom home in the heart of Winter Park. Every detail has been thoughtfully updated, offering modern finishes, an open layout, and comfortable living spaces perfect for both relaxing and entertaining. Enjoy an unbeatable location just minutes from UCF, Full Sail University, and the highly sought-after Park Avenue shopping and dining
Nicole Howell FANNIE HILLMAN & ASSOCIATES
$8,500 per month
1350 Lyndale Blvd, Winter Park, FL 32789
Gorgeous, Custom & recently renovated! This home features 4 bedrooms, 3 full baths & 2 half baths. Spacious, light & bright with 10’ ceilings, Brazilian cherry floors, and a gourmet kitchen. The kitchen is a chef's dream and perfect for entertaining. It boasts natural wood cabinets, large center island, dual fuel six-burner range, wine fridge and a built-in refrigerator. It overlooks a casual
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$2,800 per month
1055 Cherokee Ave, Winter Park, FL 32789
Completely renovated home for RENT located next to Winter Park Village! No HOA! Come park your RV, boat, or vehicles on the two beautifully paved private driveways. This home features new porcelain tile floor throughout and wooden floors in the bedrooms. New interior paint, new kitchen cabinets, new light fixtures, newer roof from 2018 and AC is from 2022. New granite countertops with a waterfall
Rafael Casallas, Pa EMPIRE NETWORK REALTY
$1,575 per month
1565 Michigan Ave, Winter Park, FL 32789
Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.
Troy Hensley BHHS FLORIDA REALTY
$4,850 per month
104 S Interlachen Ave Unit 114, Winter Park, FL 32789
Welcome to the Cloisters, an exclusive lakefront condominium community in Winter Park, now available for lease. This first-floor two-bedroom, two-bath residence offers a thoughtfully updated open-concept layout and direct garden access. Entering from the main hallway, you enter into a welcoming interior where the kitchen sits to the right, featuring a breakfast bar that connects seamlessly to the
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
$3,295 per month
1807 N Park Ave, Winter Park, FL 32789
Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step
Jason Hamilton THE REALTY MEDICS
$1,295 per month
1436 Minnesota Ave, Winter Park, FL 32789
Updated 2 bedroom and 1 bath apartment located in the heart of the industrial district of Winter Park 32789. Close to Advent Health (Rollins campus), I-4 , Orange Avenue, 17-92, Rollins College, Fairbanks, Mills 50, College Park and Downtown Winter Park. Please no pets.
Ruth Harris COLDWELL BANKER RESIDENTIAL RE
$2,275 per month
3055 Autumn Ct, Winter Park, FL 32792
Welcome to this charming and modern village-style home ideally located near Winter Park, top-rated schools, major roads, shopping, and restaurants. This residence features an open-concept floor plan with stainless steel appliances, laminate flooring in the main living areas, and cozy carpet in the bedrooms. The fenced backyard provides the perfect space for outdoor enjoyment and privacy. Modern
Elias Kilci AGENT TRUST REALTY CORPORATION
$1,800 per month
616 Montego Bay Ct Unit S, Winter Park, FL 32792
Welcome to this charming 2-bedroom, 2-bath home located in the heart of Winter Park! This beautifully maintained residence offers 1,037 square feet of comfortable living space with a bright and open layout. Enjoy a spacious living room, a functional kitchen with plenty of cabinet space, and cozy bedrooms designed for comfort and privacy. The home also features a private patio—perfect for relaxing
Carlos Ramirez AGENT TRUST REALTY CORPORATION
$3,400 per month
690 Osceola Ave Unit 203, Winter Park, FL 32789
Experience upscale living in this stunning 2-bedroom, 2-bath luxury condo featuring gorgeous raw wood floors in this breathtaking lakefront complex situated on the shores of the Winter Park Chain of Lakes and walking distance to Park Avenue, shopping, museums, restaurants and parks. The open-concept layout offers a seamless flow between the living, dining, and kitchen areas—perfect for both
Nancy Bhavsar ANNE ROGERS REALTY GROUP INC
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