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Homes for Rent near Maitland Middle School

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    $1,350 - $1,825 per month

    Lakeside Villas

    1-2 Beds

    7950 Shoals Dr, Orlando, FL 32817

    Pet-friendly Orlando, FL Apartments Live the dream at Lakeside Villas, where palm-tree-dotted landscapes, a lake setting, and a collection of resort-style amenities come together for your satisfaction. Discover our sport courts, expansive pool, plus sought-after beach access, and you'll understand why we mean it when we say: these are the apartments in Orlando, FL, you've been looking

    7950 Shoals Dr, Orlando, FL 32817
  • /35

    $6,500 per month

    • 5 Beds
    • 4 Baths
    • 2,743 Sq Ft
    • House for Rent

    1879 Sunset Dr, Winter Park, FL 32789

    Don’t miss this rare chance to live on the picturesque brick streets of Olde Winter Park—just minutes from Park Avenue’s premier shopping and dining.This beautifully updated 5-bedroom, 3-bath home features a spacious downstairs primary suite with stunning hardwood floors and soaring vaulted ceilings. A flexible main-level office or guest room adds versatility to the layout. The renovated kitchen

    Alison Ashby CORCORAN PREMIER REALTY

    1879 Sunset Dr, Winter Park, FL 32789
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    $1,789 - $9,391 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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    $14,000 per month

    • 3 Beds
    • 2 Baths
    • 2,009 Sq Ft
    • House for Rent

    909 Seminole Dr, Winter Park, FL 32789

    FOR LEASE - STUNNING, COMPLETELY REMODELED BY SKOLFIELD HOMES GUEST HOUSE - IN THE GOLDEN TRIANGLE, WALKING DISTANCE TO PARK AVENUE!!! 3-bedrooms, 2 full baths, just over 2,000 SF. Soaring cathedral ceilings with wood beams, hardwood floors throughout. Open layout with living, family, and dining rooms. Brand new windows radiate beautiful natural light. Gourmet kitchen with high-end appliances,

    Kelly Price KELLY PRICE & COMPANY LLC

    909 Seminole Dr, Winter Park, FL 32789
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    $1,487 - $3,301 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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    $3,995 per month

    • 4 Beds
    • 2 Baths
    • 1,961 Sq Ft
    • House for Rent

    2430 Deloraine Trail, Maitland, FL 32751

    Live in this beautiful 4/2 pool home in the Dommerich area! Pool and lawn care are included! Enjoy the formal living and dining room with all appliances and washer/dryer. This home has wood floors and tile throughout! Great Location next to top rated schools, Dommerich Elementary, Maitland Middle, and Winter Park High! Also close to Maitland Community Parks! *Bonus Amenity Included* -All RE/MAX

    Shawn Beard RE/MAX 200 REALTY

    2430 Deloraine Trail, Maitland, FL 32751
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    $1,684 - $4,040 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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    $2,500 per month

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

    2101 Oakhurst Ave, Winter Park, FL 32792

    Immaculately maintained, this three-bedroom, two-bathroom home is nestled in the heart of Winter Park. Sitting on just under a quarter-acre lot, it boasts a new AC system and a charming stone fireplace. You’re only minutes away from downtown Winter Park and the vibrant shopping and dining options along Park Avenue. Enjoy the nearby perks of the YMCA Fitness Center, just blocks away, and the

    Peter Dang ALLIANCE RENTAL HOMES

    2101 Oakhurst Ave, Winter Park, FL 32792
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    $1,912 - $5,037 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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    $1,850 per month

    • 2 Beds
    • 2.5 Baths
    • 1,768 Sq Ft
    • Condo for Rent

    824 Park Lake Place Unit 4A, Maitland, FL 32751

    New kitchen and bathrooms cabinets! This beautiful townhome in the heart of the serene Park Lake Woods community is available for rent. Perfectly positioned for those seeking both tranquility and convenience, this property offers a convenient location near Winter Park, generously sized bedrooms with walk in closets and no carpet, private patio and garage!Schedule a visit today and discover

    Lorena Martinez EXP REALTY LLC

    824 Park Lake Place Unit 4A, Maitland, FL 32751
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    $1,350 - $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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    $2,550 per month

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

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792

    Come see this 4 bedroom/2 bath in the beautiful Winter Park neighborhood of Eastbrook. This home is completely move in ready with granite counter-tops and stainless steel appliances in the kitchen and new microwave. Large open kitchen/living room. Spacious bedrooms with lots of closets and storage space. Updated modern light fixtures and fans adorn the rooms throughout the home. Home is tiled

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    887 Eastbrook Blvd Unit 2, Winter Park, FL 32792
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    $1,620 - $4,493 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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    $1,695 per month

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft
    • Property for Rent

    4624 N Goldenrod Rd Unit 4624, Winter Park, FL 32792

    This 2-bedroom, 1-bathroom duplex, is perfectly located in the heart of Winter Park! This home offers the ideal blend of comfort, convenience, and tranquil living.With an open-concept living and dining area that makes entertaining effortless. The kitchen features ample storage and counter space, perfect for meal prep and daily use. Step outside to your private outdoor space, ideal for relaxing or

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    4624 N Goldenrod Rd Unit 4624, Winter Park, FL 32792
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    $1,740 - $3,143 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 deserve—our 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 ourMaitland luxury apartments and find the home

    160-190 Independence Ln, Maitland, FL 32751
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    $2,695 per month

    • 3 Beds
    • 2.5 Baths
    • 1,855 Sq Ft
    • Townhouse for Rent

    1397 Benevolent St, Maitland, FL 32751

    LUXURIOUS END UNIT , TUSCAN-STYLE TOWNHOUSE IN UPSCALE 'MONTACINO' COMMUNITY IN DESIRABLE MAITLAND! GATED, LAKE COMMUNITY NEAR CONVENIENT I-4: 3 BEDROOM, 2 BATH WITH OFFICE/DEN AND A LOFT. SPACIOUS MASTER BEDROOM HAS A WALK-IN CLOSET AND FRENCH DOORS LEADING OUT TO AN UPSTAIRS LANAI, AND THE LARGE MASTER BATH HAS A GARDEN TUB AND HIS AND HER SINKS. THE LOFT HAS CONVENIENT LAUNDRY AREA WITH

    Scott Butts KIMBRIDGE REALTY, LLC

    1397 Benevolent St, Maitland, FL 32751
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    $2,058 - $3,697 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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    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • House for Rent

    2101 Edwin Blvd, Winter Park, FL 32792

    3/2 with updated kitchen and stainless-steel appliances. Yard car included.

    Jennifer Tyre REALTY AND COMPANY INT., LLC

    2101 Edwin Blvd, Winter Park, FL 32792
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    $1,368 - $3,389 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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    $2,350 per month

    • 3 Beds
    • 1.5 Baths
    • 1,227 Sq Ft
    • House for Rent

    2619 Ambergate Rd, Winter Park, FL 32792

    "Picture yourself living in the heart of Winter Park's desirable Winter Park Estates. This inviting home offers a wonderful opportunity to enjoy all that this fantastic location; Winter Park's fine dining to some of the local favorite stops, The Farmer's Market, Arts and Entertainment, Live music and events, Shopping centers, relaxing Spas, or take evening walks with friends or family. Minutes

    Keren Reyes CENTURY 21 CARIOTI

    2619 Ambergate Rd, Winter Park, FL 32792
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    $1,254 - $3,891 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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    $10,500 per month

    • 6 Beds
    • 3.5 Baths
    • 3,554 Sq Ft
    • House for Rent

    2234 Via Luna, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Newly Renovated Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting

    Iram Hashmi LOKATION

    2234 Via Luna, Winter Park, FL 32789
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    $1,653 - $2,792 per month

    400 North Apartments

    1-3 Beds

    400 N Orlando Ave, Maitland, FL 32751

    Welcome to 400 North – Modern Living in Maitland, FLExperience upscale apartment living at 400 North, where contemporary design meets everyday convenience in the heart of Maitland, near Orlando. Our pet-friendly community features spacious floor plans, resort-style amenities, and easy access to shopping, dining, and major highways. Live close to everything while enjoying the comfort of

    400 N Orlando Ave, Maitland, FL 32751
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    $3,900 per month

    • 4 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • House for Rent

    2441 Deloraine Trail, Maitland, FL 32751

    Classic DOMMERICH 4-bedroom 3 Bath with (2) Primary bedrooms. Split floor plan with space for everyone. This home has recently been updated with Paint, flooring, refinished cabinets, remodeled bathrooms and so much more. Enjoy a large formal living dining room combo light and bright with tons of windows. Wonderful kitchen with updated quartz counters. Enough space for a breakfast table and

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    2441 Deloraine Trail, Maitland, FL 32751
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    $1,200 - $1,715 per month

    Winter Park Woods

    Studio-3 Beds

    7200 Aloma Ave, 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.

    7200 Aloma Ave, Winter Park, FL 32792
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    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    100 Eaton St, Maitland, FL 32751

    Welcome to 100 Eaton Street, Maitland, FL 32751—a beautifully maintained 1,200 sq. ft. single-family home featuring 3 bedrooms and 2 bathrooms. Situated on a spacious corner lot, this home boasts tile flooring throughout, an updated kitchen with granite countertops, and all major appliances included.Conveniently located near shopping, dining, and major highways, this home offers both comfort and

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    100 Eaton St, Maitland, FL 32751
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    $1,392 - $1,816 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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    $1,800 per month

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

    821 Mulberry St Unit A, Maitland, FL 32751

    Come and Rent this cozy 2-bedroom, 1-bathroom apartment. Strategically situated just minutes from downtown Orlando, Winter Park, and Altamonte Springs, it is the perfect balance between comfort and convenience. Fully furnished, the comfortable home is ready to be occupied and enjoyed straight away. With electricity and internet already installed, you'll have everything you need to get settled in

    Kevin Rickard RICKARD AND ASSOCIATES REAL ES

    821 Mulberry St Unit A, Maitland, FL 32751
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    $1,661 - $3,697 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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    $1,700 per month

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Condo for Rent

    4880 Tangerine Ave Unit 4880, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Clean Winter Park Condo for Rent in Wrenwood! 2-Story Condo with 2 Bedrooms, 1.5 Bathrooms, 1,281 sqft. under air. Features include spacious living area downstairs, Carpeted upstairs bedrooms with walk-in closets, indoor laundry and private screened porch. Community offers quiet setting, Mature Landscaping & Community Pool. Location offers close

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    4880 Tangerine Ave Unit 4880, Winter Park, FL 32792
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    $1,503 - $1,882 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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    $5,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,405 Sq Ft
    • House for Rent

    860 N Denning Dr, Winter Park, FL 32789

    AVAILABLE NOW !! 30 Day minimum! Fully furnished all utilities included and high speed internet !! You can't beat it!! NEW CONSTRUCTION Luxury Home north of Downtown Orlando in the heart of Winter Park steps from Winter Park Village near the Famous Park Ave where you'll find unlimited entertainment choices including dining, shopping, nightlife, axe throwing etc… You WILL LOVE this custom home!!

    Javier Paredes PROPERTIES IN TOWN

    860 N Denning Dr, Winter Park, FL 32789
  • /35

    $1,574 - $3,909 per month

    The Q at Maitland

    1-4 Beds

    430 E Packwood Ave, Maitland, FL 32751

    Experience the pinnacle of luxury apartment living in Maitland, Florida at The Q at Maitland. Designed with your ultimate convenience in mind, The Q at Maitland offers residents the perfect blend of classic styling and urban sophistication. If you would like to enjoy both the excitement of big-city life and a serene escape from the daily grind, The Q at Maitland offers the upscale refinements

    430 E Packwood Ave, Maitland, FL 32751
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    $1,000 per month

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

    421 E Kennedy Blvd, Eatonville, FL 32751

    Efficiency suite for rent. Water, Electric and internet included in rent. Prior evictions will still be considered. Bus line runs in front of property. Most units have newly renovated kitchen and bathroom. Short term or long-term leases available.

    David Washington CHARLES RUTENBERG REALTY ORLANDO

    421 E Kennedy Blvd, Eatonville, FL 32751
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    $1,629 - $1,899 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    Get up to %50 off - **Divided evenly over 12 months**Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!Take advantage of exclusive offers available! Valid until 04/30/2025 on specific units only!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

    4704 Lucier Ct, Winter Park, FL 32792
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    $1,625 - $1,950 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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    $2,385 per month

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • House for Rent

    4967 N Magnolia Ave, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2529.90. That covers your base rent, $2385.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    4967 N Magnolia Ave, Winter Park, FL 32792
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    $2,499 per month

    • 3 Beds
    • 2 Baths
    • 1,733 Sq Ft
    • House for Rent

    4339 Watermill Ave, Orlando, FL 32817

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2643.90. That covers your base rent, $2499.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    4339 Watermill Ave, Orlando, FL 32817
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    $2,360 per month

    • 3 Beds
    • 2 Baths
    • 1,447 Sq Ft
    • House for Rent

    4051 Woodsong Dr, Orlando, FL 32817

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2504.90. That covers your base rent, $2360.00 + our required services designed to make your life easier: Air filter delivery ($9.95), Internet

    4051 Woodsong Dr, Orlando, FL 32817
  • /6

    $825 per month

    • 1 Bed
    • 1 Bath
    • House for Rent

    312 Orange St, Maitland, FL 32751

    Property Id: 1839856CALL SAFFIYAH AT FOR VIEWING. MOVE AS SOON AS YOU'RE READY. NO HIDDEN FEES, JUST ONE MONTH RENT AND SECURITY DEPOSIT WHEN MOVING IN. SHORT TERM OR LONG TERM IS AVAILABLE

    312 Orange St, Maitland, FL 32751

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How to Rent a Home