Winter Park, FL Houses for Rent

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  $8,650 per month

  • 5 Beds
  • 5 Baths
  • 4,953 Sq Ft
  • House for Rent

  2851 Dorell Ave Unit 10, Orlando, FL 32814

  NEWLY LISTED HOME IN BALDWIN PARK. Welcome home to this Gorgeous Courtyard Style floor Plan that boasts a beautiful pond view and just steps from the pool and pavilion at High Park. This 5-bedroom, 5-bath estate home offers a spacious open floorplan and a range of desirable features. As you enter home you will be greeted by a covered porch perfect for relaxing or unwinding after a day’s work.

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 384-9558

  2851 Dorell Ave Unit 10, Orlando, FL 32814
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  $2,385 per month

  • 3 Beds
  • 2.5 Baths
  • 1,397 Sq Ft
  • House for Rent

  3363 Hamlet Loop, Winter Park, FL 32792

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  3363 Hamlet Loop, Winter Park, FL 32792
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  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,114 Sq Ft
  • House for Rent

  1435 Place Vendome, Winter Park, FL 32789

  Move in Ready 3/1 Single Family home. Located in beautiful neighborhood of million-dollar homes in Winter Park. One of a Kind! Lots of natural light inside the home. This single-family home has three carpeted bedrooms, and tile throughout rest of the home. It also has bonus room off the kitchen and could be used as an office. Enjoy leisurely break in the screened lanai overlooking a large paver

  Erika Phelan BUYERS BROKER OF FLORIDA

  1435 Place Vendome, Winter Park, FL 32789
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  $2,885 per month

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft
  • House for Rent

  2843 Riddle Dr, Winter Park, FL 32789

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  2843 Riddle Dr, Winter Park, FL 32789
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  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • House for Rent

  5323 Poinsetta Ave, Winter Park, FL 32792

  Winter Park and NO HOA!! Newly remodeled 3/2 1,500 sqft $2,350/mo. Just a 1 minute car ride or 5-7 minute walk to Eastbrook Elementary. Remodeled kitchen with all the bells and whistles (new cabinets, countertops, backsplash, faucet, lights, and appliances - you get the idea, it's fancy!). Remodeled bathrooms with subway tiles, new tub, new vanities, new countertops, new toilets, new lighting &

  Ginnie England MAGNOLIA PROPERTY SALES

  5323 Poinsetta Ave, Winter Park, FL 32792
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  $3,149 per month

  • 4 Beds
  • 2 Baths
  • 2,288 Sq Ft
  • House for Rent

  3330 Coleus Ct, 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 $3413.90. That covers your base rent, $3149.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  3330 Coleus Ct, Winter Park, FL 32792
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  $2,540 per month

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • House for Rent

  5520 Albert Dr, Winter Park, FL 32792

  Welcome to this stunning 3-bedroom, 2-bathroom home in the heart of Winter Park! The luxury vinyl plank flooring certainly sets the tone for a beautiful interior, and the well-equipped kitchen with glass tile backsplash, and an 8' island is undoubtedly a dream for any home cook or entertainer. The layout of the house, with the kitchen attached to a cozy living room and a spacious family room at

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  5520 Albert Dr, Winter Park, FL 32792
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  $2,710 per month

  • 4 Beds
  • 2.5 Baths
  • 1,906 Sq Ft
  • House for Rent

  3098 Ash Park Loop, 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 $2854.90. That covers your base rent, $2710.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  3098 Ash Park Loop, Winter Park, FL 32792
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  $5,600 per month

  • 4 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • House for Rent

  2627 Verona Trail, Winter Park, FL 32789

  Beautiful 4 bedroom/ 3 bath Pool home for rent in Winter Park Range, D/W, Disposal, Central Heat and A/C.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  2627 Verona Trail, Winter Park, FL 32789
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  $2,270 per month

  • 3 Beds
  • 2 Baths
  • 1,701 Sq Ft
  • House for Rent

  1305 Viburnum Ln, 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 $2414.90. That covers your base rent, $2270.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1305 Viburnum Ln, Winter Park, FL 32792
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  $4,499 per month

  • 4 Beds
  • 4 Baths
  • 2,717 Sq Ft
  • House for Rent

  3136 Heartleaf Place, Winter Park, FL 32792

  Welcome to your Winter Park dream home! This beautifully maintained 4-bedroom, 3.5-bathroom residence sits on a spacious corner lot and seamlessly blends luxury, comfort, and functionality. The open floor plan highlights a gourmet kitchen ideal for both everyday living and entertaining, while the elegant master suite offers a tranquil retreat. Thoughtful upgrades extend throughout the home,

  Steve Simpson 407 PROPERTIES

  3136 Heartleaf Place, Winter Park, FL 32792
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  $2,440 per month

  • 3 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • House for Rent

  7423 Antietam Ct E, 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 $2584.90. That covers your base rent, $2440.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  7423 Antietam Ct E, Winter Park, FL 32792
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  $2,650 per month

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • House for Rent

  2831 Lion Heart Rd Unit 1, Winter Park, FL 32792

  " A " Winter Park School District. The well-kept 3-bedroom, 2-bath home features an open floor plan and a spacious bonus storage room. The upgraded gourmet kitchen flows seamlessly into the living room, which opens to a bright and cheerful Florida room—perfect for relaxing or entertaining. Enjoy added privacy with a fully fenced yard.

  Liu Zhang JOY ESTATE ENTERPRISE INC

  2831 Lion Heart Rd Unit 1, Winter Park, FL 32792
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  $2,249 per month

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft
  • House for Rent

  1752 W Cheryl 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 $2393.90. That covers your base rent, $2249.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1752 W Cheryl Dr, Winter Park, FL 32792
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  $3,400 per month

  • 3 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • House for Rent

  1911 E Winter Park Rd, Winter Park, FL 32789

  Discover this beautifully maintained 3-bedroom, 2-bath home located in the heart of Winter Park, within the highly sought-after Audubon K-8 school zone. Situated just a short walk from vibrant Park Avenue, this property offers unparalleled access to upscale dining, boutique shopping, and scenic lakeside parks. The home combines timeless charm with modern convenience, featuring a comfortable

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1911 E Winter Park Rd, Winter Park, FL 32789
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  $2,120 per month

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • House for Rent

  1061 Portsmouth Ln, Winter Park, FL 32792

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at This home is priced to rent

  1061 Portsmouth Ln, Winter Park, FL 32792
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  $3,595 per month

  • 4 Beds
  • 3.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  2307 Kestrel Perch Place, Winter Park, FL 32792

  Winter Park House for RentCome see this beautiful new tile roof single-family home on a corner lot in the gated Hawks Crest community in Winter Park. It is the newest gated community in the area and has no rear neighbors. Landscaping and lawn care, as well as the reclaimed water bill, are paid for by the landlord. The home has UV sanitizing lights installed in all bathrooms and a water filter

  Jaime Hernandez INTOP PROPERTY MANAGEMENT

  2307 Kestrel Perch Place, Winter Park, FL 32792
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  $2,480 per month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  1729 Puritan Ave, Winter Park, FL 32792

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  1729 Puritan Ave, Winter Park, FL 32792
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  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • House for Rent

  2954 Sanbina St, Winter Park, FL 32789

  Welcome to this charming Winter Park home rental! This spacious residence features 3 bedrooms, 2 bathrooms, and just over 1,300 sq ft of living space. It is conveniently located in the highly desirable school zones of Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy the nearby amenities, parks, and attractions of Winter Park, ensuring a vibrant and enjoyable lifestyle. Call

  Alison Ashby CORCORAN PREMIER REALTY

  2954 Sanbina St, Winter Park, FL 32789
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  $2,899 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  881 Julian St, Winter Park, FL 32789

  This home is currently undergoing exciting renovations and will be ready for you soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,300 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a

  881 Julian St, Winter Park, FL 32789
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  $3,450 per month

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • House for Rent

  1218 Fairway Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Don't wait on this meticulously renovated home nestled in the desirable Winter Park Pines Golfside neighborhood. The home features a never-before-used custom kitchen featuring Cambria quartz countertops, bespoke cabinetry, artisanal zellige tile backsplash, and high-end appliances. This home boasts a practical split bedroom floorplan featuring high

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  1218 Fairway Dr, Winter Park, FL 32792
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  $2,815 per month

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • House for Rent

  7431 Portside Ct, Winter Park, FL 32792

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  7431 Portside Ct, Winter Park, FL 32792
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  $2,100 per month

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • House for Rent

  1902 Azalea Ave, Winter Park, FL 32792

  Welcome to 1902 Azalea Street, a beautifully maintained 3-bedroom, 2-bathroom home in the heart of Winter Park. This delightful property blends classic Florida charm with modern updates, offering a bright and inviting interior. Nestled on a quiet, tree-lined street, the home is perfect for relaxing or entertaining. Just minutes from Park Avenue, Rollins College, and top-rated schools, you’ll

  Alison Ashby CORCORAN PREMIER REALTY

  1902 Azalea Ave, Winter Park, FL 32792
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  $3,250 per month

  • 3 Beds
  • 2.5 Baths
  • 1,242 Sq Ft
  • House for Rent

  906 Camellia Ave, Winter Park, FL 32789

  Opportunity knocks in 32789! This charming 3-bedroom, 1.5-bath pool home is full of character and perfectly situated on a spacious corner lot directly across from Mead Botanical Garden. With a welcoming open concept living and kitchen area with bar seating, a cozy family room, and a large fenced backyard complete with a pool, it's ideal for relaxing or entertaining. Zoned for highly rated Audubon

  906 Camellia Ave, Winter Park, FL 32789
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  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • House for Rent

  650 S Lakemont Ave, Winter Park, FL 32792

  Welcome to 650 S Lakemont Avenue WINTER PARK! COME SEE THIS SPECTACULAR WINTER PARK HOME COMPLETELY UPDATED INCLUDING A STUNNING KITCHEN! This home has SOLAR PANELS IN PLACE WHICH HAVE ALLOWED OWNERS LAST COUPLE OF UTILITIES BILLS TO BE AROUND $60 PER MONTH FOR WATER, SEWER, ELECTRIC AND TRASH COMBINED! This four bedroom two and a half bath home has been meticulously updated and cared for! This

  Lori Gilmore LORI GILMORE REAL ESTATE LLC

  650 S Lakemont Ave, Winter Park, FL 32792
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  $2,375 per month

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • House for Rent

  324 Lake Fair Ln, Winter Park, FL 32789

  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 $2519.90. That covers your base rent, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  324 Lake Fair Ln, Winter Park, FL 32789
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  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • House for Rent

  460 Cambridge Blvd Unit A, Winter Park, FL 32789

  Fully renovated 3-bedroom, 2-bath home in the heart of Winter Park—available for immediate move-in! This charming unit features an updated kitchen with stainless steel appliances, durable vinyl plank flooring throughout, and a full-sized washer and dryer for added convenience. Enjoy private parking and an oversized fenced backyard, perfect for entertaining or relaxing outdoors. Located near

  Amy Fouraker 4 ACRE REALTY LLC

  460 Cambridge Blvd Unit A, Winter Park, FL 32789
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  $2,335 per month

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • House for Rent

  2001 Nottingdale Ln, 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 $2479.90. That covers your base rent, $2335.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2001 Nottingdale Ln, Winter Park, FL 32792
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  $3,850 per month

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft
  • House for Rent

  1946 Strathaven Rd, Winter Park, FL 32792

  For Rent – Spacious 3BR Home in Prime Winter Park Location!LOCATION, LOCATION, LOCATION! This spacious 3-bedroom, 2-bath home with a large den and cozy wood-burning fireplace sits on an oversized lot in Kenilworth Shores – Section 7, with deeded access to Lake Berry.Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary, and just minutes from Cady Way Trail,

  Youbel Montesino LPT REALTY, LLC

  1946 Strathaven Rd, Winter Park, FL 32792
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  $2,375 per month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • House for Rent

  1971 Oglesby Ave, Winter Park, FL 32789

  Property Id: 1610245Available end of July and needing to fill by August 1. Renovated Craftsman Style 3/2 Bungalow. Amazing location in Winter Park! This area is nestled between College Park and Winter Park Village and still close to downtown and I4. 3 bedrooms, 2 Baths, Central AC, Wood Floors, Fans in all rooms, Stainless steel appliances, Fireplace, Washer / Dryer (in

  1971 Oglesby Ave, Winter Park, FL 32789
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  $4,900 per month

  • 4 Beds
  • 2.5 Baths
  • 1,856 Sq Ft
  • House for Rent

  2952 de Brocy Way, Winter Park, FL 32792

  Step inside and be amazed by this fully renovated Winter Park Pines home, where modern luxury, stylish finishes, and everyday comfort come together seamlessly. With spacious bedrooms, an open, airy layout, and designer touches throughout, this home is ideal for entertaining or simply enjoying peaceful living. Step out to a screened-in patio overlooking a sprawling backyard and private pool, your

  Summer Hornburg BELMONT REALTY

  2952 de Brocy Way, Winter Park, FL 32792
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  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft
  • House for Rent

  3557 Arbutus Ln, Winter Park, FL 32792

  Property Id: 1928209Make this unique 3 bedroom, 2 bath pool home yours in the desirable Winter Park. This home has a lot of character that makes it feel like home. There is vintage fireplace in the living room, wood beams. The kitchen is still newly remodeled with quartz countertops, a generous amount of wood cabinets for storage and tile backsplash. The master bedroom has its own private

  3557 Arbutus Ln, Winter Park, FL 32792
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  $5,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • House for Rent

  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

  1580 Oakhurst Ave, Winter Park, FL 32789
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  $2,000 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  1399 Miller Ave, Winter Park, FL 32789

  Property Id: 1795045Charming 1926 bungalow. 2 bedroom/1 bathroom house in prime location of Winter Park. Wood floors throughout the home, cast iron bathtub, hexagon tile in bathroom. Short drive to I-4, Park Ave, Rollins College, shopping, restaurants, downtown Orlando, hospitals, and more. Extra large front porch, fireplace, full kitchen, and washer and dryer.Renter responsible

  1399 Miller Ave, Winter Park, FL 32789
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  $2,650 per month

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft
  • House for Rent

  1513 Harmon Ave, Winter Park, FL 32789

  Lawn and Security System included with this fantastic 2/2 plus office Orwin Manor home. Home features hardwood flooring throughout with tile in kitchen and Florida Room/Sunroom areas. Florida Room/sunroom is perfect light and bright area for home office/workspace/flex/fitness room. Great Room is a generous space for larger modular or L-couch layout. Newer interior paint throughout. Primary suite

  Vincent Scarlatos CORCORAN PREMIER REALTY

  1513 Harmon Ave, Winter Park, FL 32789
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  $2,305 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • House for Rent

  5335 N Orange Ave, Winter Park, FL 32792

  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 happy to help you find a different home or refund your Hold Fee. This home

  5335 N Orange Ave, Winter Park, FL 32792
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  $4,340 per month

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • House for Rent

  332 N Phelps Ave, Winter Park, FL 32789

  Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  332 N Phelps Ave, Winter Park, FL 32789
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  /15

  $2,280 per month

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • House for Rent

  1407 Chilean Ln, Winter Park, FL 32792

  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 happy to help you find a different home or refund your Hold Fee. This home

  1407 Chilean Ln, Winter Park, FL 32792
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  $5,750 per month

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • House for Rent

  1791 Spruce Ave, Winter Park, FL 32789

  Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park community. This meticulously upgraded home blends style, comfort, and functionality in an open-concept layout that includes spacious living, dining and kitchen areas adorned with elegant wood flooring and crown molding throughout. The custom-designed kitchen is a chef’s dream,

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1791 Spruce Ave, Winter Park, FL 32789
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  $2,435 per month

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • House for Rent

  1381 Viburnum Ln, Winter Park, FL 32792

  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 happy to help you find a different home or refund your Hold Fee. This home

  1381 Viburnum Ln, Winter Park, FL 32792

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