Homes for Rent near Maitland Middle School

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  /22

  $2,800 per month

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • House for Rent

  3326 Young St, Winter Park, FL 32792

  Available to view and rent Sept. 7th. Adorable, Newly Renovated 4 Bedroom, 2 Bathroom home with a large fenced yard. Fresh paint and brand-new vinyl flooring throughout. All new energy-efficient windows and doors. Lots of natural light with brand and new cabinets and quartz countertops in the kitchen along with Stainless Steel Appliances. Split bedroom floor plan. The primary bedroom features a

  

  Shelley Davis

  REMI EMERSON RESIDENTIAL

  (321) 250-5179

  3326 Young St, Winter Park, FL 32792
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  Explore Maitland Middle School

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  $1,295 - $1,825 per month

  Lakeside Villas

  1 - 2 Beds

  7950 Shoals Dr, Orlando, FL 32817

  SPECIALS: Select Units Starting at $1295

  7950 Shoals Dr, Orlando, FL 32817
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  /27

  $2,800 per month

  • 5 Beds
  • 3 Baths
  • 1,945 Sq Ft
  • House for Rent

  3642 Periwinkle Dr, Winter Park, FL 32792

  Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout,

  John Hwangbo HONEST REAL ESTATE COMPANY

  3642 Periwinkle Dr, Winter Park, FL 32792
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  $1,546 - $3,354 per month

  The Parker at Maitland Station Apartments

  1 - 3 Beds

  955 N Orlando Ave, Maitland, FL 32751

  Connect to what matters at The Parker at Maitland Station, Orlando's newest luxury apartment community. Located at the historic Parker Lumber Yard site, our Maitland, FL apartments provide easy access to the very best dining,shopping, jobs and outdoor activities Central Florida has to offer. The Parker at Maitland Station Apartments focuses on the old school friendliness while setting new

  955 N Orlando Ave, Maitland, FL 32751
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  $3,700 per month

  • 5 Beds
  • 3 Baths
  • 2,132 Sq Ft
  • House for Rent

  730 W Swoope Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide

  Andres Ospina Rivera LPT REALTY, LLC

  730 W Swoope Ave, Winter Park, FL 32789
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  $1,798 - $6,280 per month

  The Village at Lake Lily

  1 - 3 Beds

  925 S Orlando Ave, Maitland, FL 32751

  The Village at Lake Lily offers the finest luxury apartment living in the Cultural Corridor of Downtown Maitland. Our newly renovated apartment homes are complete with California-style islands, stunning granite countertops, complete stainless steel or GE black appliance packages and two modern cabinet finishes to choose from are just the start. Our amenities package offers relaxing spaces that

  925 S Orlando Ave, Maitland, FL 32751
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  /12

  $2,195 per month

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • House for Rent

  148 Oak Grove Rd, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Amazing upgraded centrally located in Winter Park home. One story 3 bedrooms and 2 bathrooms. Location is amazing near jobs and main roads of Winter Park, short drive to I4. High ceilings in living and master bedroom and bath. New laminate flooring, being installed, in all bedrooms and common areas. Enjoy with family and friends the spacious and

  Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

  148 Oak Grove Rd, Winter Park, FL 32789
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  $1,475 - $2,075 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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  /11

  $3,800 per month

  • 4 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • House for Rent

  1690 Dale Ave, Winter Park, FL 32789

  Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park

  Farzaneh Alijani ZAMIN INC

  1690 Dale Ave, Winter Park, FL 32789
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  $1,671 - $3,349 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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  $4,950 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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  $1,469 - $8,352 per month

  Trelago Apartments

  Studio - 3 Beds

  601 Trelago Way, Maitland, FL 32751

  The best way to enjoy life in Maitland, is from a vibrant lakefront community that replicates the indulgent atmosphere of a five-star resort. Trelago Apartments offers that, and much more. From the ultra-spacious one, two- & three-bedroom floor plans to the exceptional amenities, every feature of our Maitland apartments is designed to take your comfort to the next level. Your unique experience

  601 Trelago Way, Maitland, FL 32751
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  $19,000 per month

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft
  • House for Rent

  1742 Temple Dr, Winter Park, FL 32789

  In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open concept living, the home showcases Italian engineered wood flooring throughout, creating an elegant yet inviting atmosphere. Expansive windows flood the interiors with natural light, seamlessly

  Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

  1742 Temple Dr, Winter Park, FL 32789
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  /20

  $1,759 - $3,579 per month

  The Adeline

  1 - 3 Beds

  304 Lake Ave, Maitland, FL 32751

  Find the perfect balance of sophistication and relaxation at The Adeline in urban Maitland. Our community offers 1, 2, and 3 bedroom residences with modern features and luxurious amenities. Whether you live alone, are happy in love, or enjoy having roommates, feel at home in our elegant, French-inspired units. In the heart of the Greater Orlando area, The Adeline provides a warm, engaging

  304 Lake Ave, Maitland, FL 32751
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  $9,000 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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  $1,545 - $2,985 per month

  400 North

  1 - 3 Beds

  400 N Orlando Ave, Maitland, FL 32751

  At 400 North, thoughtful home design meets effortless living in one of Maitland?s most connected neighborhoods. From the resort-style pool and fire pit lounge to the tranquil Zen courtyard, every outdoor space invites you to slow down and recharge. Inside, curated apartment features such as eat-in kitchen countertop seating and tiled baths meet spectacular lakeside views. With on-site retail and

  400 N Orlando Ave, Maitland, FL 32751
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  $3,000 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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  $1,435 - $4,336 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
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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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  $1,824 - $3,998 per month

  Perla Gem Lake

  1 - 3 Beds

  100 Boucle Jeanne Cir, Maitland, FL 32751

  Drink in the waterfront views. Drop your kayak in for an evening cruise. Dip your toes in the saltwater pool. When you’re here, every day feels like a waterside retreat. Only it’s not a vacation, it’s your home. With nature-inspired interior design, multiple outdoor living spaces and direct lake access, Perla Gem Lake is luxury lakeside living.

  100 Boucle Jeanne Cir, Maitland, FL 32751
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  $3,995 per month

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft
  • House for Rent

  1511 E Horatio Ave, Maitland, FL 32751

  Stunning home with Luxury finishes located in one of Central Florida's most desirable areas. This 4 bedroom 3 bathroom home is the perfect blend of modern space with a cozy home feeling. There is lots of space to entertain, both indoors and outdoors with a great fenced in yard. Don't miss this opportunity to reside in comfort and elegance. Call or text today to schedule a showing.

  Cristina Burgos REALSOURCE PROPERTY MANGNT LLC

  1511 E Horatio Ave, Maitland, FL 32751
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  $1,735 - $2,842 per month

  Maitland City Centre

  1 - 2 Beds

  160-190 Independence Ln, Maitland, FL 32751

  .custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserveour spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out our luxury apartments in Maitland, FL and find the home

  160-190 Independence Ln, Maitland, FL 32751
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  $3,150 per month

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

  1730 Oneco Ave, Winter Park, FL 32789

  Just completed full interior home renovation and ready to lease for first time on the Flowered Streets of Winter Park. This 3/2 offers an exceptional opportunity in Winter Park 32789 and features a 3/2 split floorplan, all new luxury vinyl wide plank flooring and new doors/door hardware throughout home. The sleek brand new kitchen features stainless appliances, Quartz countertops, and chic 1/2

  Vincent Scarlatos CORCORAN PREMIER REALTY

  1730 Oneco Ave, Winter Park, FL 32789
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  $1,182 - $3,002 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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  $2,275 per month

  • 3 Beds
  • 2.5 Baths
  • 1,565 Sq Ft
  • Townhouse for Rent

  824 Town Cir Unit 101, Maitland, FL 32751

  Welcome to Park Lake Townhouses, a beautifully maintained lakeside community offering tranquility and convenience. This spacious 3-bedroom, 2.5-bath end-unit features 1,565 square feet of comfortable living space, complete with an attached garage and a private outdoor courtyard—perfect for relaxing or entertaining. Step inside to find an open-concept living and dining area with plenty of natural

  Teresa Dishington D & D PROPERTY MANAGEMENT SOLUTIONS LLC

  824 Town Cir Unit 101, Maitland, FL 32751
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  $1,243 - $2,907 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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  /20

  $1,450 per month

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

  4860 Tangerine Ave Unit 4860, Winter Park, FL 32792

  For Rent -- Immediate Move In!!!This 1 bedroom 1 bath condo is Now Available. No Carpet, Very Clean with updated Appliances. Located in the heart of Winter Park. The master bedroom is very spacious - there is a bed to use if you choose to. The community includes a pool and a Fitness Center. Very quiet neighborhood. Located within close distance to Valencia College, Rollins College and

  Kamla McGregor LPT REALTY, LLC

  4860 Tangerine Ave Unit 4860, Winter Park, FL 32792
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  $1,399 - $1,899 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*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, Set a tour today, and you will find our

  4704 Lucier Ct, 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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  $1,307 - $1,830 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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  $4,400 per month

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

  2627 Verona Trail, Winter Park, FL 32789

  RESERVE THIS LOW MONTHLY RENT FOR UP TO 15 MONTHS. Welcome to your dream home! This spacious 4-bedroom, 3-bathroom residence with Pool offers 2,400 sq ft of beautifully designed living space, perfect for families, entertaining, or simply relaxing in style. Features you will Love: Generous open floor plan with all French doors leading out to Lanai. Modern kitchen with stainless steel appliances &

  Wayne Myers EMPIRE NETWORK REALTY

  2627 Verona Trail, Winter Park, FL 32789
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  $1,600 - $2,180 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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  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,378 Sq Ft
  • House for Rent

  1745 E Adams Dr Unit 1, Maitland, FL 32751

  One Year or short term lease available as well as Lease purchase. Property also for sale. Owner will consider pets based on size with additional deposit and monthly pet fee. Short term rental subject to resort tax. Beautiful Colonial across the street from Lake Maitland in desirable King's Row neighborhood. Public park down the street.

  Carolann Flesch EXP REALTY LLC

  1745 E Adams Dr Unit 1, Maitland, FL 32751
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  $1,489 - $1,708 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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  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,674 Sq Ft
  • Townhouse for Rent

  1253 Blessing St, Maitland, FL 32751

  Welcome to Montacino – Gated Community Living at Its Finest!Available December 8, 2025, this beautifully updated 3-bedroom, 2.5-bath townhome offers a perfect blend of modern finishes, open living spaces, and community amenities. The first floor features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, ideal for both everyday living and

  Monika Kenney PALMANO GROUP RE BROKERAGE LLC

  1253 Blessing St, Maitland, FL 32751
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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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  $5,400 per month

  • 4 Beds
  • 3 Baths
  • 2,841 Sq Ft
  • House for Rent

  1701 Palmer Ave, Winter Park, FL 32789

  Winter Park– Prime 32789 Location!Live in style in this spacious 4-bedroom, 3-bath home with a private pool, just steps from Phelps Park and minutes from Park Avenue dining, shopping, and Rollins College.Enjoy bright open living spaces, a large kitchen with wood cabinetry and wine fridge, and French doors leading to a courtyard and pool area — perfect for entertaining or relaxing.

  Rhonda Fisher TRUST EQUITY GROUP LLC

  1701 Palmer Ave, Winter Park, FL 32789
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  $1,236 - $2,799 per month

  Village Park Senior

  1 - 3 Beds

  550 W Denning Dr, Winter Park, FL 32789

  WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

  550 W Denning Dr, Winter Park, FL 32789
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  $3,295 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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  $3,990 per month

  • 4 Beds
  • 3 Baths
  • 1,805 Sq Ft
  • House for Rent

  2627 Ambergate Rd, Winter Park, FL 32792

  This 4-bedroom, 3-bathroom home located 5 Minutes from Rollins College offers 1,805 square feet of living space. The property features a furnished interior with hardwood floors and includes essential amenities such as air conditioning, a washer/dryer, and a dishwasher. The living room provides ample space for relaxation, while the bedrooms offer comfortable accommodations. The bathrooms are

  2627 Ambergate Rd, Winter Park, FL 32792

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