Winter Park, FL Homes for Rent

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  $1,579 - $5,139 per month

  Vintage Winter Park Apartments

  1 - 3 Beds

  7490 Dwell Well Way, Winter Park, FL 32792

  Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.

  7490 Dwell Well Way, Winter Park, FL 32792
• Explore Winter Park

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  $1,206 - $1,835 per month

  Seabrook

  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

  3114 Terry Brook Dr, Winter Park, FL 32792
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  $1,215 - $1,975 per month

  Central Place At Winter Park

  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

  7000 University Blvd, Winter Park, FL 32792
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  $1,251 - $2,048 per month

  Venue At Winter Park

  1 - 3 Beds

  5 Autumn Breeze Way, Winter Park, FL 32792

  Come home to Venue—a community nestled in the heart of Winter Park. Venue is designed to make your living experience better than it has ever been before.When it comes to finding the perfect floor plan for your lifestyle, we have you covered. Choose from our newly renovated 1, 2, and 3-bedroom residences offering refined interior finishes and premier features that are sure to fit all of your

  5 Autumn Breeze Way, Winter Park, FL 32792
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  $1,250 - $2,026 per month

  Cranes Landing Apartments

  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

  3440 N Goldenrod Rd, Winter Park, FL 32792
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  $1,313 - $1,912 per month

  Atlas at Winter Park

  1 - 3 Beds

  3733 N Goldenrod Rd, Winter Park, FL 32792

  Welcome home to Atlas at Winter Park!

  3733 N Goldenrod Rd, Winter Park, FL 32792
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  $1,180 - $2,800 per month

  Signal Pointe

  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

  2500 Howell Branch Rd, Winter Park, FL 32792
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  $1,467 - $5,003 per month

  Berkshire Winter Park

  Studio - 3 Beds

  1874 Harmon Ave, Winter Park, FL 32789

  Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

  1874 Harmon Ave, Winter Park, FL 32789
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  $1,850 - $9,035 per month

  Juno Winter Park

  Studio - 3 Beds

  1305 Morgan Stanley Ave, Winter Park, FL 32789

  Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

  1305 Morgan Stanley Ave, Winter Park, FL 32789
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  $2,027 - $6,413 per month

  Paseo at Winter Park Village

  1 - 3 Beds

  940 W Canton Ave, Winter Park, FL 32789

  Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

  940 W Canton Ave, Winter Park, FL 32789
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  $1,499 - $1,699 per month

  The Vista at Winter Park

  2 Beds

  4704 Lucier Ct, Winter Park, FL 32792

  Move in special:$1,000 off!*Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore,

  4704 Lucier Ct, Winter Park, FL 32792
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  $1,233 - $2,975 per month

  ARIUM Winter Park

  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

  3250 Bishop Park Dr, Winter Park, FL 32792
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  $1,646 - $3,657 per month

  Bainbridge Winter Park

  1 - 3 Beds

  1400 Morgan Stanley Ave, Winter Park, FL 32789

  Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

  1400 Morgan Stanley Ave, Winter Park, FL 32789
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  $1,295 - $2,025 per month

  Oak Reserve at Winter Park

  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,

  541 Oak Reserve Ln, Winter Park, FL 32792
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  $1,509 - $1,800 per month

  POSTE Winter Park

  1 - 2 Beds

  800 Semoran Park Dr, Winter Park, FL 32792

  Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from

  800 Semoran Park Dr, Winter Park, FL 32792
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  $1,802 - $2,691 per month

  Rosalia Winter Park 55+ Active Adult Community

  1 - 2 Beds

  3045 Aloma Ave, Winter Park, FL 32792

  Browse our 1 and 2-bedroom luxury 55+ apartments at Rosalia Winter Park, complete with modern appliances and stunning finishes. Stay connected and engaged with countless luxury amenities and activities designed for your lifestyle by our dedicated onsite management team and exciting amenities, including a clubhouse, fitness center, and robust social calendar-all with an attentive team at your

  3045 Aloma Ave, Winter Park, FL 32792
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  $1,374 - $2,620 per month

  Stonecastle Apartment Homes

  1 - 3 Beds

  2015 New Stonecastle Terrace, Winter Park, FL 32792

  Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident

  2015 New Stonecastle Terrace, Winter Park, FL 32792
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  $1,170 - $1,975 per month

  Sorrento

  Studio - 3 Beds

  2400 Howell Branch Rd, Winter Park, FL 32792

  2400 Howell Branch Rd, Winter Park, FL 32792
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  $1,309 - $3,452 per month

  Liv at Winter Park Apartment Homes

  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

  4755 N Goldenrod Rd, Winter Park, FL 32792
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  $1,680 - $3,233 per month

  Seven41 Winter Park

  Studio - 2 Beds

  741 Clay St, Winter Park, FL 32789

  Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

  741 Clay St, Winter Park, FL 32789
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  $1,312 - $1,667 per month

  Solis at Winter Park

  1 - 2 Beds

  7502 Sun Key Blvd, Winter Park, FL 32792

  Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

  7502 Sun Key Blvd, Winter Park, FL 32792
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  $1,286 - $2,996 per month

  Summerlin at Winter Park Apartments

  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

  3207 Rosebud Ln, Winter Park, FL 32792
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  $1,575 - $1,795 per month

  The Lofts of Winter Park Village

  1 Bed

  520 N Orlando Ave, Winter Park, FL 32789

  Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

  520 N Orlando Ave, Winter Park, FL 32789
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  $1,355 - $2,131 per month

  Westmount at Winter Park

  Studio - 3 Beds

  1701 Lee Rd, Winter Park, FL 32789

  Theres 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 serene

  1701 Lee Rd, Winter Park, FL 32789
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  $1,566 - $1,596 per month

  Elon Winter Park

  1 Bed

  712 Nicolet Ave, Winter Park, FL 32789

  Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

  712 Nicolet Ave, Winter Park, FL 32789
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  $999 - $2,099 per month

  The Taylor at Winter Park

  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

  2000 Village Ln, Winter Park, FL 32792
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  $2,700 per month

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

  2352 Smiley Ave, Winter Park, FL 32792

  Charming Winter Park rental in a highly desirable location featuring a traditional floorplan and a gorgeous fenced yard. Enjoy separate living and dining rooms—perfect for everyday comfort and entertaining. Conveniently located just minutes from the best of Winter Park, including popular restaurants, shopping, parks, Rollins College, and nearby medical offices. Rent includes lawn maintenance and

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  2352 Smiley Ave, Winter Park, FL 32792
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  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Townhouse for Rent

  7522 Aloma Pines Ct, Winter Park, FL 32792

  Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring an open and functional floor plan. Tile flooring throughout the first-floor living areas, kitchen, dining space,half bathroom, and interior utility room. The kitchen features granite countertops, ample cabinetry, a large center island, a walk-in pantry, and a full appliance package, including a washer and dryer. Sliding glass

  Vildan Nigro RIVA REALTY GROUP LLC

  7522 Aloma Pines Ct, Winter Park, FL 32792
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  $3,175 per month

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

  1835 Edwin Blvd, Winter Park, FL 32789

  Charming bungalow on a brick street in beautiful Winter Park, available January 12, 2026. This 3-bedroom, 2-bathhome offers a great split floorplan and newer finishes. The kitchen and both primary en-suite and secondary bathroomshave been completely remodeled with premium finishes. The home boasts a newer roof, hardwood and stone floorsthroughout, with granite counters, white

  Vincent Scarlatos CORCORAN PREMIER REALTY

  1835 Edwin Blvd, Winter Park, FL 32789
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  $1,499 - $2,018 per month

  Calibre Bend Apartments

  1 - 2 Beds

  3924 Calibre Bend Ln, Winter Park, FL 32792

  Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on

  3924 Calibre Bend Ln, Winter Park, FL 32792
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  $2,345 per month

  • 3 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • House for Rent

  3039 Ash Park Loop, Winter Park, FL 32792

  COMING SOONThis home is coming soon. Please check to see the estimated availability date.Monthly Recurring Fees:$25.00 - Smart Home$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on

  3039 Ash Park Loop, Winter Park, FL 32792
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  $2,900 per month

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

  2913 Abbey Ct, Winter Park, FL 32792

  Welcome to this beautifully upgraded 4 bedroom, 2 bath home with 2 car garage. Spacious and roomy floor plan. Splendidly remodeled Kitchen and a spectacular recent remodeled Master Bath. This home also offers an oversized "Florida Room" to enjoy the outdoor view from all 3 sides. Located just steps from the Cady Way Trail, ideal for biking, jogging, or weekend strolls. Unbeatable Location Just

  Barry Stephens MAINFRAME REAL ESTATE

  2913 Abbey Ct, Winter Park, FL 32792
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  $4,995 per month

  • 3 Beds
  • 2.5 Baths
  • 2,317 Sq Ft
  • Townhouse for Rent

  438 W Swoope Ave, Winter Park, FL 32789

  Nestled within the exclusive 400 West enclave intimate community of just nine residences, just moments from Park Avenue this modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a luminous, open-concept main level that emphasizes comfort,

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  438 W Swoope Ave, Winter Park, FL 32789
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  $976 - $1,373 per month

  Golden Oaks

  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,

  7701 Acorn Woods Cir, Winter Park, FL 32792
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  $2,250 per month

  • 3 Beds
  • 3 Baths
  • 1,328 Sq Ft
  • Condo for Rent

  1718 Gulfview Dr Unit 429 B, Maitland, FL 32751

  3 Bedroom/3Bathroom two story condo with a one car garage. The main living areas are on the first level, including a laundry room, living/dining combo and a kitchen with lots of cabinets, one bedroom overlooking the back patio, and a full bath. There are two bedrooms upstairs with their own private bathrooms. The front bedroom has a balcony overlooking the green space and wooded area. The back of

  Dawn Slaughter TRUSTHOME PROPERTIES INC

  1718 Gulfview Dr Unit 429 B, Maitland, FL 32751
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  $1,950 per month

  • 3 Beds
  • 2 Baths
  • Townhouse for Rent

  685 Grenadine Ct Unit 685, Winter Park, FL 32792

  Spacious, updated 3-bedroom, 2-bath corner two-story townhome located in the highly desirable Winter Park Villas. This residence features high-end finishes and numerous upgrades, including tile and wood flooring throughout the living areas, vaulted ceilings, and a modern open kitchen with granite countertops. Additional highlights include a cozy wood-burning fireplace, screened back patio, and

  Debbie Bahamon Synergy International Realty, Inc.

  685 Grenadine Ct Unit 685, Winter Park, FL 32792
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  $1,350 per month

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

  1695 Lee Rd Unit B210, Winter Park, FL 32789

  This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

  giuseppina moriconi GM SUNSHINE REALTY LLC

  1695 Lee Rd Unit B210, Winter Park, FL 32789
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  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft
  • Townhouse for Rent

  200 Saint Andrews Blvd Unit 1805, Winter Park, FL 32792

  This condo offers the perfect blend of comfort and contemporary style. With 2 large bedrooms, 1 and a half bathrooms, and a range of brand new upgrades. As you step inside, you'll immediately notice the attention to detail and the modern finishes throughout. The full bath has been fully updated with real marble flooring. The half bath has also been upgraded and continues the LVF put in the

  Alexander Horton LIVE MVRK LLC

  200 Saint Andrews Blvd Unit 1805, Winter Park, FL 32792
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  /15

  $3,275 per month

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft
  • House for Rent

  304 Granada Dr, Winter Park, FL 32789

  Property Id: 2306077Welcome to our renovated Winter Park home! This modern one-story property features 3 bedrooms plus a Loft. Enjoy the large backyard with an extra-large pool , furnished Gazebo and outdoor shower. Great Neighborhood with amazing schools. This home has an EV charger energy efficient appliances, security alarm and security cameras.To many feature's and amenities to

  304 Granada Dr, Winter Park, FL 32789
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  $2,200 per month

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

  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 condo offers a bedroom with King-sized bed and walk-in closet, a separate office, and a sunroom with floor to ceiling windows. Newly installed bathroom and central air system. Combo washer/dryer unit in kitchen or optional coin laundry in building. Sorry, no tenant

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  151 N Orlando Ave Unit 203, Winter Park, FL 32789

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