46

Homes for Rent near Maitland Middle School

Section Image
  • /42

    Call for Price

    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 youll understand why we mean it when we say: these are the apartments in Orlando, FL, youve been looking for.

    7950 Shoals Dr, Orlando, FL 32817
  • /17

    $2,250 per month

    • 2 Beds
    • 1.5 Baths
    • 1,353 Sq Ft
    • Townhouse for Rent

    1014 Grove St Unit 26, Maitland, FL 32751

    2 bedroom 1.5 bath townhome. Fully updated, granite counters, living room/dining combo.. 1 car garage with court yard patio. Close to Winter Park Village.

    Courtney Davis ABSOLUTE REALTY GROUP, LLC

    1014 Grove St Unit 26, Maitland, FL 32751
  • /110

    Call for Price

    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
  • /48

    $6,200 per month

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

    1791 Spruce Ave, Winter Park, FL 32789

    Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park community. This meticulously upgraded home blends style, comfort, and functionality in an open-concept layout that includes spacious living, dining and kitchen areas adorned with elegant wood flooring and crown molding throughout. The custom-designed kitchen is a chef’s dream,

    Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    1791 Spruce Ave, Winter Park, FL 32789
  • /74

    $1,560 - $4,824 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
  • /39

    $2,650 per month

    • 4 Beds
    • 2 Baths
    • 2,053 Sq Ft
    • House for Rent

    7619 Georgeann St, Winter Park, FL 32792

    A Rare Winter Park Gem! Discover the perfect blend of modern elegance and Southern charm in this stunning 2,053+ sq. ft. single-family home, nestled in highly sought-after Winter Park. From the moment you step inside, soaring ceilings and a grand entryway create a breathtaking first impression, setting the stage for the refined living spaces within. Designed for both style and function, the

    Sarah Mei APEXPRO PROPERTY SOLUTIONS LLC

    7619 Georgeann St, Winter Park, FL 32792
  • /20

    $1,596 - $2,806 per month

    The Adeline

    1-2 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
  • /32

    $2,900 per month

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • House for Rent

    648 W Swoope Ave, Winter Park, FL 32789

    FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,900/MO - Stunning Home, Completed Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

    Kelly Price KELLY PRICE & COMPANY LLC

    648 W Swoope Ave, Winter Park, FL 32789
  • /103

    $1,585 - $9,033 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
  • /26

    $2,950 per month

    • 3 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    644 N Knowles Ave Unit 8, Winter Park, FL 32789

    Welcome to your private retreat in the heart of Downtown Winter Park. This exclusive address affords views of the world famous Winter Park 9 course, and the timeless Casa Feliz, right from your balcony! This wonderful 3/2 LARGE condo features: a FULLY renovated kitchen, equipped with designer touches, and top of the line stainless steel appliances, solid surface flooring throughout, clean and

    Raul Veitia BELMONT REALTY

    644 N Knowles Ave Unit 8, Winter Park, FL 32789
  • /51

    $1,638 - $7,711 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
  • /46

    $7,250 per month

    • 4 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • House for Rent

    1368 Hibiscus Ave, Winter Park, FL 32789

    Discover refined living in the heart of prestigious Winter Park with this stunning 4-bedroom, 2-bathroom single-family home. Every detail of this residence has been thoughtfully curated to offer both comfort and elegance.From the moment you walk in, you'll be welcomed by natural light pouring over sleek ceramic tile floors, creating a bright and inviting ambiance throughout the open-concept

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    1368 Hibiscus Ave, Winter Park, FL 32789
  • /43

    $1,617 - $3,266 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
  • /2

    $1,500 per month

    • House for Rent

    987 Cherokee Ave, Winter Park, FL 32789

    The landlord seeks a long term tenant or a joint venture from a developer or someone with a home to move.Contact us now and let's discuss this opportunity. Vacant LandIncredible opportunity to bring your own home to this prime Winter Park building lot with all utilities stubbed at the curb from a previous home that was removed. The current owner of 987 Cherokee Avenue, Winter Park is willing to

    John R. Gordon EXP REALTY LLC

    987 Cherokee Ave, Winter Park, FL 32789
  • /55

    $1,577 - $3,414 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
  • /2

    $18,000 per month

    • Property for Rent

    987 Cherokee Ave, Winter Park, FL 32789

    The landlord seeks a long term tenant or a joint venture from a developer or someone with a home to move.Contact us now and let's discuss this opportunity.Incredible opportunity to bring your own home to this prime Winter Park building lot with all utilities stubbed at the curb from a previous home that was removed. The current owner of 987 Cherokee Avenue, Winter Park is willing to lease the lot

    John R. Gordon EXP REALTY LLC

    987 Cherokee Ave, Winter Park, FL 32789
  • /50

    $1,653 - $2,782 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
  • /34

    $2,995 per month

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft
    • Condo for Rent

    206 Quayside Cir Unit 504, Maitland, FL 32751

    For Sale or Lease! Rental offered at $2,995/mo for a 1-year lease. No smoking or pets allowed. Available immediately! LAKEFRONT CONDO AT THE MOORINGS - Sunny and bright 5th floor condo With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an

    Dee Morgan KELLY PRICE & COMPANY LLC

    206 Quayside Cir Unit 504, Maitland, FL 32751
  • /12

    $1,210 - $3,837 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
  • /32

    $3,650 per month

    • 4 Beds
    • 2 Baths
    • 1,649 Sq Ft
    • House for Rent

    2120 Deloraine Trail, Maitland, FL 32751

    There is a reason why Dommerich continues to be one of the sought-after neighborhoods in Maitland. The best schools are close by as well as Maitland Community Park. Most of all, it is home to a tightly knit community of neighbors. This four-bedroom, two-bath home has been renovated with lots of extras. Porcelain tile wood grain floors are throughout living spaces, so durable and so great for

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2120 Deloraine Trail, Maitland, FL 32751
  • /50

    $1,434 - $3,185 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
  • /24

    $3,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft
    • House for Rent

    2490 Lauder Dr, Maitland, FL 32751

    Beautiful Maitland home on an oversized lot tucked away on a quiet street in Dommerich. With nearly 2,000 square feet, this three-bedroom, two-bath home has formal living, family room and dining spaces. The kitchen features solid wood cabinets, stainless steel appliances, granite countertops and room for an eat-in kitchen table. The kitchen window overlooks a covered porch with bar seating to a

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    2490 Lauder Dr, Maitland, FL 32751
  • /37

    $2,097 - $3,763 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
  • /49

    $14,900 per month

    • 3 Beds
    • 5 Baths
    • 3,180 Sq Ft
    • Townhouse for Rent

    649 N Park Ave, Winter Park, FL 32789

    Now offered for lease, this luxury brownstone at northern end of Park Avenue delivers an exceptional lifestyle in the heart of Winter Park. In Park Hill, a distinguished collection of residences, the home is ideally positioned between upscale boutiques, acclaimed dining, cultural landmarks and historic Winter Park Golf Course. As the only brownstones in this prestigious location, this residence

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    649 N Park Ave, Winter Park, FL 32789
  • /50

    $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
  • /10

    $3,300 per month

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • House for Rent

    1750 Chippewa Trail, Maitland, FL 32751

    ** Renovated recently ** Modern kitchen and bathrooms ** Freshly painted ** Adjustable closest systems ** Large laundry room and pantry space ** Large outdoor patio ** Walk to Dommerich Elementary and Maitland Middle School ** Walk to Maitland Community Park with tennis, basketball, playgrounds and more **

    Donna Peebles VIA PROPERTIES LLC

    1750 Chippewa Trail, Maitland, FL 32751
  • /11

    $1,234 - $1,755 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
  • /50

    $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 - 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, stone

    Kelly Price KELLY PRICE & COMPANY LLC

    909 Seminole Dr, Winter Park, FL 32789
  • /31

    $1,494 - $1,863 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
  • /21

    $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
  • /35

    $1,679 - $1,899 per month

    The Vista at Winter Park

    2 Beds

    4704 Lucier Ct, Winter Park, FL 32792

    Move in special- $300 on move in!*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

    4704 Lucier Ct, Winter Park, FL 32792
  • /30

    $2,400 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
  • /40

    $1,625 - $1,895 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
  • /34

    $2,490 per month

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

    1397 Benevolent St, Maitland, FL 32751

    This luxurious end townhome unit, is a Tuscan-stye townhome in this upscale gated, lake community , “Montacino” in a very desirable section of Maitland. 3 bedroom, 2 bath with office/den and a second floor loft.. The spacious primary bedroom has a walk in closet and a set of French doors which lead out onto the upstairs private Lanai. The on-suite is large, with garden tub, shower and his and

    Scott Butts KIMBRIDGE REALTY, LLC

    1397 Benevolent St, Maitland, FL 32751
  • /30

    $1,802 - $2,691 per month

    Rosalia Winter Park

    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
  • /59

    $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
  • /35

    $1,812 - $4,114 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
  • /12

    $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
  • /20

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,220 Sq Ft
    • House for Rent

    3557 Arbutus Ln, Winter Park, FL 32792

    Property Id: 1928209Make this unique 3 bedroom, 2 bath pool home yours in the desirable Winter Park. This home has a lot of character that makes it feel like home. There is vintage fireplace in the living room, wood beams. The kitchen is still newly remodeled with quartz countertops, a generous amount of wood cabinets for storage and tile backsplash. The master bedroom has its own private

    3557 Arbutus Ln, Winter Park, FL 32792
  • /45

    $5,000 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

Showing Results 1 - 40, Page 1 of 2

How to Rent a Home