Winter Park, FL Homes for Rent under $1,500

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  Starting at $1,230 Per Month

  • 1 - 3 Beds

  7000 University Blvd, Winter Park, FL 32792

  Central Place at Winter Park, where contemporary living meets convenience in a vibrant locale in Winter Park, FL. Our one, two, and three-bedroom apartment community offers a prime location on University Blvd. near Full Sail University and just moments away from the charming downtown Winter Park area. Experience the essence of modern living in our thoughtfully designed residences, featuring

  Central Place At Winter Park

  

  7000 University Blvd, Winter Park, FL 32792
• Explore Winter Park

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  Starting at $1,425 Per Month

  • 1 - 3 Beds

  541 Oak Reserve Ln, Winter Park, FL 32792

  Welcome home to Oak Reserve at Winter Park Apartments, a quiet community where your needs and wishes are our priority. Covering all the bases for a comfortable living experience, our apartments in Winter Park, FL, are completed by lifestyle-oriented amenities, fantastic services, and a well-connected location within walking distance of Full Sail University. Short-term leases are available,

  Oak Reserve at Winter Park

  

  541 Oak Reserve Ln, Winter Park, FL 32792
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  Starting at $1,140 Per Month

  • 1 - 2 Beds

  3114 Terry Brook Dr, Winter Park, FL 32792

  The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been

  Seabrook

  

  3114 Terry Brook Dr, Winter Park, FL 32792
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  Starting at $1,267 Per Month

  • 1 - 3 Beds

  3440 N Goldenrod Rd, Winter Park, FL 32792

  Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends

  Cranes Landing Apartments

  

  3440 N Goldenrod Rd, Winter Park, FL 32792
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  Starting at $1,002 Per Month

  • 1 - 3 Beds

  2353 Winter Woods Blvd, Winter Park, FL 32792

  Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

  San Jose Apartments

  

  2353 Winter Woods Blvd, Winter Park, FL 32792
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  Starting at $1,125 Per Month

  • Studio - 3 Beds

  4755 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern

  Liv at Winter Park Apartment Homes

  

  4755 N Goldenrod Rd, Winter Park, FL 32792
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  Starting at $1,107 Per Month

  • 1 - 3 Beds

  349 Scottsdale Square, Winter Park, FL 32792

  This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

  Winter Park Woods Apartments

  

  349 Scottsdale Square, Winter Park, FL 32792
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  Starting at $1,149 Per Month

  • 1 - 3 Beds

  1743 Semoran Cir N, Winter Park, FL 32792

  Sapphire Winter Park offers the ultimate luxury oasis as a sanctuary of good living tucked away on 26-acres of lush landscaping. Located in the city of Winter Park, Florida, select apartments offer brand new washer & dryer, modern white shaker cabinets, quartz countertops, contemporary light & utility fixtures, stainless-steel appliances and vinyl wood floors in main areas with carpet in each

  Sapphire Winter Park

  

  1743 Semoran Cir N, Winter Park, FL 32792
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  Starting at $1,299 Per Month

  • 1 - 3 Beds

  3207 Rosebud Ln, Winter Park, FL 32792

  These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or

  Summerlin at Winter Park Apartments

  

  3207 Rosebud Ln, Winter Park, FL 32792
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  Starting at $1,000 Per Month

  • Studio - 3 Beds

  5590 Baldwin Park St, Orlando, FL 32807

  Join us at District on Baldwin Park in Orlando, where you'll revel in luxurious apartment living and resort-style amenities minutes from shopping, entertainment, restaurants and recreation. Lounge by one of our three sparkling pools, sip a cup of coffee and surf the net in our Internet cafe?? or chat with neighbors over cards in our clubhouse. At District on Baldwin Park, you get the resort

  District On Baldwin Park

  5590 Baldwin Park St, Orlando, FL 32807
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  Starting at $1,330 Per Month

  • Studio - 2 Beds

  311 N Knowles Ave, Winter Park, FL 32789

  Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

  Park East - Park Knowles Apartments

  

  311 N Knowles Ave, Winter Park, FL 32789
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  Starting at $1,349 Per Month

  • Studio - 3 Beds

  2000 Village Ln, Winter Park, FL 32792

  5 miles north of Orlando lies The Taylor at Winter Park. Experience true comfort and serenity in a newly renovated 1-, 2-, or 3-bedroom apartment. With spacious home layouts, sleek interior finishes, screened porches, private balconies, and stunning garden-style landscaping, you can enjoy a healthy, Zen lifestyle. Cut your commute and enjoy going out on the town with a prime location near

  The Taylor at Winter Park

  

  2000 Village Ln, Winter Park, FL 32792
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  Starting at $1,251 Per Month

  • 1 - 2 Beds

  3935 Sutton Place Blvd, Winter Park, FL 32792

  Live life better at Alvista Winter Park! Located in the sought-after neighborhood of Winter Park, Orlando, and just minutes from Full Sail University, Harbor Park and Winter Pines Golf Club, our community effortlessly blends the concepts of convenience and ease. Our collection of lifestyle amenities and interior details make our residents quickly feel right at home!Choose from spacious one and

  Alvista Winter Park

  

  3935 Sutton Place Blvd, Winter Park, FL 32792
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  Starting at $1,404

  Total Monthly Price

  • 1 - 3 Beds

  3733 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to Atlas at Winter Park!

  Atlas at Winter Park

  

  3733 N Goldenrod Rd, Winter Park, FL 32792
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  Starting at $1,475 Per Month

  • Studio - 3 Beds

  433 W New England Ave, Winter Park, FL 32789

  We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

  Hannibal Square

  

  433 W New England Ave, Winter Park, FL 32789
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  Starting at $1,064 Per Month

  • Studio - 3 Beds

  300 Jamestown Dr, Winter Park, FL 32792

  Carlton Arms of Winter Park is a well established community with lavishly maintained landscaping, rapid response maintenance, and attentive service staff. We offer an unusual atmosphere of peaceful, private home dwelling while simultaneously assuring comforts and conveniences of apartment living.

  Carlton Arms of Winter Park

  

  300 Jamestown Dr, Winter Park, FL 32792
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  Starting at $1,367

  Total Monthly Price

  • Studio - 3 Beds

  1701 Lee Rd, Winter Park, FL 32789

  There's no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the

  Westmount at Winter Park

  

  1701 Lee Rd, Winter Park, FL 32789
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  Starting at $1,220 Per Month

  • 1 - 3 Beds

  2500 Howell Branch Rd, Winter Park, FL 32792

  Come home to the lifestyle you've been dreaming of in a pet-friendly apartment home at Signal Pointe Apartment Homes near Rollins College.Offering the ideal blend of modern apartment features and elevated community amenities, these garden-style Winter Park, Florida, apartments offer the convenience you've been looking for - all within the tranquility of the suburbs. Make your move to

  Signal Pointe

  

  2500 Howell Branch Rd, Winter Park, FL 32792
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  Starting at $925 Per Month

  • 2 - 3 Beds

  7701 Acorn Woods Cir, Winter Park, FL 32792

  Golden Oaks Apartments is your destination for quality, affordable living, offering spacious two and three-bedroom apartment options designed to meet your needs. Located in a serene, peaceful area, our community combines the tranquility of a residential neighborhood with the convenience of nearby shopping, dining, and entertainment. With income restrictions in place to ensure affordability,

  Golden Oaks

  

  7701 Acorn Woods Cir, Winter Park, FL 32792
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  Starting at $1,328 Per Month

  • 1 - 2 Beds

  3250 Bishop Park Dr, Winter Park, FL 32792

  Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog

  ARIUM Winter Park

  

  3250 Bishop Park Dr, Winter Park, FL 32792
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  $1,245

  Total Monthly Price

  • Studio - 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Condo for Rent

  2037 Linden Rd, Winter Park, FL 32792

  Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

  2037 Linden Rd, Winter Park, FL 32792
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  $1,000

  Total Monthly Price

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

  5312 Poinsetta Ave 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 three rooms has its own electronic keypad lock for your privacy and security. The large common areas provide the perfect space for dining and living. A spacious laundry and kitchen provide you with plenty of space

  5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
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  $1,245

  Total Monthly Price

  • Studio - 1 Bed
  • 1 Bath
  • 615 Sq Ft
  • Condo for Rent

  2037 Linden Rd, Winter Park, FL 32792

  Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

  2037 Linden Rd, Winter Park, FL 32792
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  $1,000

  Total Monthly Price

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

  5312 Poinsetta Ave 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 three rooms has its own electronic keypad lock for your privacy and security. The large common areas provide the perfect space for dining and living. A spacious laundry and kitchen provide you with plenty of space

  5312 Poinsetta Ave Unit 2, Winter Park, FL 32792
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  $1,350 Per Month

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • Townhouse for Rent

  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

  1600 Indiana Ave, Winter Park, FL 32789
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  $1,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft
  • House for Rent

  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

  3043 Antique Oaks Cir, Winter Park, FL 32792
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  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Condo for Rent

  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

  1695 Lee Rd Unit B204, Winter Park, FL 32789
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  $1,250 Per Month

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

  2500 Lee Rd, Winter Park, FL 32789

  Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities

  2500 Lee Rd, Winter Park, FL 32789
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  $1,495 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Townhouse for Rent

  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

  1434 Minnesota Ave, Winter Park, FL 32789
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  $1,375 Per Month

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft
  • Condo for Rent

  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

  1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
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  $1,150 Per Month

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • Condo for Rent

  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

  1000 S Semoran Blvd Unit 715, Winter Park, FL 32792
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  $1,200 Per Month

  • 1 Bed
  • 1 Bath
  • 590 Sq Ft
  • Townhouse for Rent

  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

  7309 Daniel Webster Dr, Winter Park, FL 32792
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  $1,450 Per Month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Condo for Rent

  3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792

  Beautiful 2-bedroom, 2-bath condo available for rent in the highly desirable Winter Park area. This inviting home is thoughtfully designed for comfortable family living and features no carpet, with durable laminate flooring throughout perfect for easy cleaning and everyday use. The condo offers a spacious and functional layout, including a bright living area ideal for family time and

  Praveen Setty RIGHTHOUSE REALTY LLC

  3651 N Goldenrod Rd Unit 110, Winter Park, FL 32792
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  $1,249 Per Month

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • House for Rent

  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

  3651 N Goldenrod Rd, Winter Park, FL 32792
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  $1,250 Per Month

  • 1 Bed
  • 1 Bath
  • 549 Sq Ft
  • Condo for Rent

  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

  3035 George Mason Ave Unit 20, Winter Park, FL 32792
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  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Grdyn House

  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.

  1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
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  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Condo for Rent

  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

  Unlisted Address
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  /10

  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Grdyn House

  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.

  1855 Eastbrook Blvd Unit 1, Winter Park, FL 32792
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  $1,195 Per Month

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • Condo for Rent

  1000 S Semoran Blvd Unit 305, Winter Park, FL 32792

  Spacious ground floor 1/1 unit in Golfside Villas Community now available. Rent includes water and sewer. French doors off family room lead to covered screened in patio with view of community Pool. All rooms are spacious leaving room to spread out. Freshly painted with new flooring. Close to airport, restaurants, and shopping.

  Melissa Vance MAINFRAME REAL ESTATE

  1000 S Semoran Blvd Unit 305, Winter Park, FL 32792
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  $1,395 Per Month

  • 1 Bed
  • 1 Bath
  • 749 Sq Ft
  • Condo for Rent

  2942 Antique Oaks Cir Unit 88, Winter Park, FL 32792

  REDUCED APP FEE!! ONLY $50 TO APPLY!!This beautiful one-bedroom, one-bath 749 sqft condo is located in the Parkview Village community near Semoran and Aloma. Located on the second floor, the condominium offers an expansive feeling with the kitchen open to the living room and dining area. Off to the side of the living area is a sliding glass door that leads to the private patio, a perfect

  2942 Antique Oaks Cir Unit 88, Winter Park, FL 32792

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