Winter Park, FL Houses for Rent

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  $1,000 per month

  • 1 Bed
  • 1 Bath
  • 408 Sq Ft
  • House for Rent

  5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792

  Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the 4 rooms has its own electronic keypad lock for your privacy and security. The extra large common areas provide the perfect space for dining and living. Spacious laundry and kitchen provide you with plenty of space

  5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792
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  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • House for Rent

  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

  2809 Bower Rd, Winter Park, FL 32792
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  $4,399 per month

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • House for Rent

  1112 Chichester St, Orlando, FL 32803

  Discover this inviting four-bedroom, three-bathroom residence nestled in the highly sought-after Orwin Manor community of Orlando. Meticulously maintained, this home offers a thoughtful layout that seamlessly blends comfort and practicality. The main house features three spacious bedrooms and two full bathrooms, while a separate in-law suite or guest house includes an additional bedroom,

  1112 Chichester St, Orlando, FL 32803
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  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,763 Sq Ft
  • House for Rent

  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

  2862 Kings Deer Rd, Winter Park, FL 32792
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  $8,500 per month

  • 4 Beds
  • 5 Baths
  • 3,478 Sq Ft
  • House for Rent

  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

  1350 Lyndale Blvd, Winter Park, FL 32789
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  $2,800 per month

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

  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

  1055 Cherokee Ave, Winter Park, FL 32789
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  $3,295 per month

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • House for Rent

  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

  1807 N Park Ave, Winter Park, FL 32789
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  $2,795 per month

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • House for Rent

  2717 Scarlet Rd, Winter Park, FL 32792

  Stunning - beautifully upgraded 3 bedroom, 2 bath home with 2 car garage and oversized backyard in prime location of Winter Park. Enjoy direct access to CADY WAY TRAIL and the CADY WAY PARK with its nearly 70 acres and amenities of various ball fields, picnic tables, tennis courts, playgrounds and Olympic sized swimming pool. This light and bright home features an open split floor plan for

  Andreas Kunert KUNERT REALTY INC

  2717 Scarlet Rd, Winter Park, FL 32792
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  $1,999 per month

  • 3 Beds
  • 2 Baths
  • 1,136 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,136 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  $1,795 per month

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • House for Rent

  918 Gloriosa Ave, Winter Park, FL 32789

  **HOLIDAY SPECIAL, If you take occupancy by January 1st 2026 receive $800.00 off your first months rent** Discover the charm of Winter Park living in this beautiful 3-bedroom, 2-bath rental home! Nestled in a peaceful neighborhood, this property offers a bright and open floor plan perfect for both relaxing and entertaining. Enjoy a spacious kitchen with modern appliances, a comfortable living

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  918 Gloriosa Ave, Winter Park, FL 32789
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  $2,167 per month

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • House for Rent

  2111 Biscayne Dr, Winter Park, FL 32789

  Remodeled Winter Park 3 Bedroom Home For RentPriced Low, Call Now! This Property Has Been Professionally Refurbished And Features A 1-car Garage, Screened-in Patio, Fenced-in Yard, And Large Private Backyard. Enjoy Granite Countertops, An Upgraded Kitchen, Fresh Paint, And Beautiful Wood Plank Tile Flooring Throughout. Blinds Are Included. Located Just 10 Minutes To Downtown Orlando And 30

  Jay Myers ORLANDO REALTY & PROPERTY MGNT

  2111 Biscayne Dr, Winter Park, FL 32789
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  $3,000 per month

  • 5 Beds
  • 3 Baths
  • 1,442 Sq Ft
  • House for Rent

  2181 Linden Rd, Winter Park, FL 32792

  Modern Winter Park Living • Fully Renovated 2025 Home • Independent In-Law Suite • No HOAWelcome to your newly renovated 2025 residence at 2181 Linden Road, Winter Park, FL 32792, offering the perfect blend of style, functionality, and location. This stunning rental home is ideal for families, professionals, or anyone seeking a modern lifestyle in one of Central Florida’s most desirable

  Alejandro Rodriguez AROD PARTNERS REALTY

  2181 Linden Rd, Winter Park, FL 32792
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  $8,900 per month

  • 4 Beds
  • 5 Baths
  • 3,611 Sq Ft
  • House for Rent

  1442 Palm Ave, Winter Park, FL 32789

  Discover this exquisite property featuring a main house, complemented by a separate guest apartment equipped with one bedroom, one bathroom, a full living room, and a kitchen. The main house boasts an inviting open floor plan adorned with tall ceilings and beautiful hardwood floors throughout. On the upper level, relax in the luxurious master suite, accompanied by two additional bedrooms and

  Bianca Botelho RE/MAX ASSURED

  1442 Palm Ave, Winter Park, FL 32789
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  $3,225 per month

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  1835 Edwin Blvd, Winter Park, FL 32789

  Welcome to this charming bungalow located near the historic district of Winter Park, FL. This home boasts three spacious bedrooms and two fully renovated bathrooms, featuring beautiful tile finishes. The kitchen is a chef's dream with stainless steel appliances, granite countertops, travertine floors and a modern design. The living room and bedrooms are adorned with beautiful wood flooring,

  Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  1835 Edwin Blvd, Winter Park, FL 32789
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  /18

  $2,395 per month

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • House for Rent

  1148 Park Green Place, Winter Park, FL 32789

  Single family home in Winter Park! Close to shopping, theater, malls! Single family three bedroom two bath home Fully tiled interior, all appliances including washer and dryer. Fenced courtyard and patio. Two car garage with remote! Home is currently occupied. Call ahead for showing appointments

  Linda Baez DON ASHER & ASSOCIATES, INC.

  1148 Park Green Place, Winter Park, FL 32789
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  /19

  $4,695 per month

  • 3 Beds
  • 5 Baths
  • 2,659 Sq Ft
  • House for Rent

  1166 Palmer Ave, Winter Park, FL 32789

  1166 Palmer Ave Winter Park, Fl 32789 - Available December 1st - March 31st! Welcome home to this absolutely stunning property boasting an exceptionally open floor plan with loads of character! Located in the heart of Winter Park minutes from Downtown you will not find this opportunity arise often. This must see spacious home features 3 bedrooms, 3 full bathrooms, and 2 half bathrooms. Gorgeous

  Brock Stocksett HOMEVEST REALTY

  1166 Palmer Ave, Winter Park, FL 32789
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  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • House for Rent

  1005 Bradford Dr, Winter Park, FL 32792

  Welcome to your new home in the desirable Winter Park, FL! This 3-bedroom single-family home is a perfect blend of comfort and convenience. The open floor plan is complemented by tile and wood floors, creating a warm and inviting atmosphere. Each bedroom is oversized, offering ample space for relaxation, and features walk-in closets for all your storage needs. The updated bathrooms, including a

  Justin Recca INNOVATIVE REALTY, LLC

  1005 Bradford Dr, Winter Park, FL 32792
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  /19

  $2,300 per month

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

  7284 Abbey Ln, Winter Park, FL 32792

  This 4 Bedroom/2 Bathroom home, located in beautiful Winter Park, hosts an open floor plan, granite countertops in the kitchen, stainless appliances, expansive Living Room and a sliding glass doorway in to the large fenced backyard. 2 car attached garage. NO PETS

  Courtney Davis ABSOLUTE REALTY GROUP, LLC

  7284 Abbey Ln, Winter Park, FL 32792
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  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • House for Rent

  1622 Arbor Park Dr, Winter Park, FL 32789

  Offering a $500 move-in incentive if moved in by the end of December! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room

  Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

  1622 Arbor Park Dr, Winter Park, FL 32789
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  $2,399 per month

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft
  • House for Rent

  1734 Willa Cir, Winter Park, FL 32792

  Beautifully Upgraded Home in Winter Park’s Desirable Willa Grove Community Discover this beautifully maintained 3-bedroom, 2-bath single-family home offering 1,603 sq. ft. of comfortable living space in one of Winter Park’s most sought-after neighborhoods. Step inside and enjoy a bright, open split-bedroom floor plan with a modern kitchen featuring a breakfast bar, stainless steel appliances, and

  Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

  1734 Willa Cir, Winter Park, FL 32792
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  $3,100 per month

  • 4 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • House for Rent

  240 Orange Terrace Dr, Winter Park, FL 32789

  Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orlando, Winter Park Village, shopping, dining, and schools. Open split floor plan, with three comfortable bedrooms on one side and a large master suite on the other. Inside laundry room, and ample parking spaces.

  Susan Pinnock A+ REALTY PROFESSIONALS, INC

  240 Orange Terrace Dr, Winter Park, FL 32789
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  $16,550 per month

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft
  • House for Rent

  1860 Via Contessa, Winter Park, FL 32789

  Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Viasneighborhood,offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcomingatmosphere.Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

  Sylvester Harding SIERRA REALTY GROUP LLC

  1860 Via Contessa, Winter Park, FL 32789
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  $8,900 per month

  • 4 Beds
  • 3.5 Baths
  • 3,341 Sq Ft
  • House for Rent

  1530 Via Tuscany, Winter Park, FL 32789

  Newly Remodeled Pool home located on premier street in Winter Park. This 4 bedroom home has just been totally updated with very tasteful upgrades. Notable items include: new paint in and out, new flooring in foyer, kitchen, baths. All baths remodeled, new light fixtures, new pavers on rear patio and pool, new landscaping package. The kitchen features new stone counters and backsplash. Also there

  Dan Haber CORCORAN PREMIER REALTY

  1530 Via Tuscany, Winter Park, FL 32789
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  $2,950 per month

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

  2128 Sycamore Dr, Winter Park, FL 32789

  MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

  Luis Perez Garcia EXP REALTY LLC

  2128 Sycamore Dr, Winter Park, FL 32789
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  $2,510 per month

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

  2843 Riddle Dr, Winter Park, FL 32789

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  Daniel Reyes MAIN STREET RENEWAL LLC

  2843 Riddle Dr, Winter Park, FL 32789
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  $2,450 per month

  • 4 Beds
  • 2.5 Baths
  • 1,701 Sq Ft
  • House for Rent

  2886 Carew Ave, Winter Park, FL 32789

  What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeous wood flooring, family room with fireplace, one car garage, all appliances included! Primary bedroom has huge closet, private door to backyard and primary bath features dual sinks and shower. Landscaped backyard for privacy - partially fenced. Schedule your private tour today!

  Chris Watts THE TEAM REAL ESTATE GROUP INC

  2886 Carew Ave, Winter Park, FL 32789
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  $2,100 per month

  • 2 Beds
  • 1.5 Baths
  • 1,091 Sq Ft
  • House for Rent

  2011 Cornell Ave, Winter Park, FL 32789

  Charming 3-Bedroom Home for Rent in Winter Park This beautiful 3-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. Featuring spacious living areas and modern appliances, it offers a comfortable and convenient living environment. Located in a quiet, family-friendly neighborhood, it provides easy access to local shops, restaurants, and

  Andres Ospina Rivera LPT REALTY, LLC

  2011 Cornell Ave, Winter Park, FL 32789
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  $2,650 per month

  • 4 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • House for Rent

  950 Hedgewood Ct, Winter Park, FL 32792

  Great opportunity to rent this 4-bedroom, 2-bath single-family home located on a quiet cul-de-sac. The home features a 2-car garage and a spacious backyard ideal for outdoor entertaining. Zoned for top-rated schools and conveniently located near major roadways, shopping, dining, and everyday amenities (MORE PHOTOS TO FOLLOW).

  Esther Griller FLORIDA REALTY INVESTMENTS

  950 Hedgewood Ct, Winter Park, FL 32792
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  /22

  $3,250 per month

  • 4 Beds
  • 3 Baths
  • 2,804 Sq Ft
  • House for Rent

  521 Brookside Cir, Maitland, FL 32751

  WELCOME TO THIS AMAZING HOME! This newly updated and exceptionally spacious 4-bedroom, 3-bath single-family home is located in the highly sought-after Forest Brook community in beautiful Maitland. The home features a newly renovated kitchen with brand-new cabinetry, new countertops, and new stainless-steel appliances. Additional highlights include a cozy wood-burning fireplace and a large balcony

  Kevan Patel CENTRAL FLORIDA REALTY MANAGEMENT LLC

  521 Brookside Cir, Maitland, FL 32751
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  $5,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • House for Rent

  2823 Wilford Ave, Orlando, FL 32814

  Welcome to turn-key, fully furnished living in this charming Mediterranean bungalow with classic tile roof, nestled in the heart of Baldwin Park! This beautifully upgraded 3-bedroom, 2.5-bath home offers bright, professionally decorated & furnished interior, a fully equipped gourmet kitchen, renovated spa-like bathrooms, a downstairs study with French doors, and light oak flooring throughout the

  Benjamin Cole, IV SOTERA LIVING

  2823 Wilford Ave, Orlando, FL 32814
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  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft
  • House for Rent

  Unlisted Address

  COMING SOON - January 1st!! Wonderful Seminole County 3/2/2 block home in a favorite established Maitland neighborhood with underground utilities and sidewalks. LAWN CARE INCLUDED TOO! Ranch style home with nicely covered front patio and court yard perfect for potted paints and outdoor furniture. Huge open concept floor plan with the kitchen, dining room and great room wide open with 2 sets of

  Sheryl Webster VENTURE HOME REALTY

  Unlisted Address

Showing Results 41 - 72, Page 2 of 2