Maitland Real Estate for Rent by Neighborhood

Find Maitland Real Estate for Rent by clicking on the relevant neighborhood.

View all Maitland Real Estate for Rent

Newest Real Estate in Maitland by Neighborhood

View all Maitland Real Estate for Rent

  • 1695 E HORATIO AVE, MAITLAND, FL - MLS# O6422494

    DOMMERICH ESTATES 1ST ADD - O6422494 - 1695 E HORATIO AVE, MAITLAND, FL 32751
    3 Days on yellowkey

    $2,600 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, Top Rated Schools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House had tile throughout interior floor & ready to move in.

    Contact Yellowkey Agent

    Listing is courtesy of: VISTA REALTY INVESTMENT

  • 1175 LAKE SHADOW CIR #4202, MAITLAND, FL - MLS# O6421728

    - O6421728 - 1175 LAKE SHADOW CIR #4202, MAITLAND, FL 32751
    7 Days on yellowkey

    $2,950 | Condo | 4 beds | 2.0 baths

    Spacious 4-bedroom, 2-bathroom second-floor condo located in the desirable Visconti West Condominium in Maitland. This newly renovated home features tile flooring throughout, fresh paint, new bathroom vanities, new window blinds, new ceiling fans, and a brand new dishwasher and water heater. Relax on the screened-in patio overlooking the pond and fountain. The kitchen offers plenty of cabinet space and comes equipped with all standard appliances. Rent includes water and trash. Community Amenities: * Gated community * Resort-style swimming pools * Clubhouse * Fitness center * Basketball court * Tennis/Pickleball court * Playground * Laundry facility * Car Wash area * Ample parking Conveniently located near I-4, restaurants, shopping, and many more.

    Contact Yellowkey Agent

    Listing is courtesy of: DON ASHER & ASSOCIATES, INC.

  • 1375 LAKE SHADOW CIR #11103, MAITLAND, FL - MLS# O6421739

    VISCONTI WEST CONDOMINIUM - O6421739 - 1375 LAKE SHADOW CIR #11103, MAITLAND, FL 32751
    7 Days on yellowkey

    $1,550 | Condo | 2 beds | 1.0 baths

    Completely renovated 2-bedroom, 1-bath first-floor condominium located in the gated Visconti West community. This move-in ready home features a beautifully updated kitchen with quartz countertops, stainless steel appliances, luxury vinyl plank flooring throughout, a renovated bathroom, and a full-size washer and dryer. Enjoy an open floor plan with abundant natural light and a private screened patio with additional storage. Residents have access to community amenities including a resort-style pool, fitness center, clubhouse, tennis courts, playground, and walking paths. Conveniently located near I-4, SR-414, shopping, dining, parks and downtown Orlando.

    Contact Yellowkey Agent

    Listing is courtesy of: M2M REALTY

  • 2662 DERBYSHIRE RD, MAITLAND, FL - MLS# O6421644

    INDIAN HILLS UNIT 9 - O6421644 - 2662 DERBYSHIRE RD, MAITLAND, FL 32751
    7 Days on yellowkey

    $3,100 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Your perfect rental: an updated 4-bedroom, 2-bathroom house with a 2-car garage, situated in an excellent neighborhood near shopping, schools, and expressways. This home offers an open concept layout, a spacious air-conditioned sunroom, laminate flooring throughout, brand new appliances, and modern bathrooms. Don't miss this opportunity schedule your tour today before it's gone!

    Contact Yellowkey Agent

    Listing is courtesy of: LA ROSA REALTY ORLANDO LLC

  • 719 KEWANNEE TRL, MAITLAND, FL - MLS# S5152532

    DOMMERICH HILLS SECOND ADD - S5152532 - 719 KEWANNEE TRL, MAITLAND, FL 32751
    13 Days on yellowkey

    $2,750 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Virtually Staged. Highly Sought-After Dommerich Hills Gem | 4 Bedrooms in Top-Rated Winter Park School District! Marketing DescriptionWelcome to this rare opportunity to rent a beautifully updated 4-bedroom, 2-bath home in the highly desirable Dommerich Hills community of Maitland, located within the prestigious A-rated Winter Park school district. Just a short stroll from Dommerich Elementary and Maitland Middle School, this home offers the perfect combination of location, character, and modern comfort. Step inside and be greeted by the timeless elegance of original Terrazzo flooring, complemented by tasteful modern upgrades throughout. The thoughtfully designed split-bedroom floor plan provides exceptional privacy, featuring a spacious primary suite tucked away from the secondary bedrooms—creating the perfect retreat for parents, guests, or anyone seeking a quiet escape. At the heart of the home, you'll find a centrally located kitchen that seamlessly connects two inviting living areas. The warm and welcoming family room features a charming wood-burning fireplace, making it the ideal space for relaxing evenings and memorable gatherings. The enclosed back patio extends your living space outdoors and is perfectly suited for Florida living. Whether you're hosting family celebrations, entertaining friends, or simply enjoying your morning coffee, this versatile area offers endless possibilities. With its unbeatable location, spacious layout, top-rated schools, and unique blend of classic charm and modern convenience, this exceptional home is a rare find in Maitland. Schedule your private tour today and discover why homes like this rarely stay available for long!

    Contact Yellowkey Agent

    Listing is courtesy of: TRANSCEND REALTY

  • 1501 DRUID ISLE RD, MAITLAND, FL - MLS# O6418221

    DRUID ISLE - O6418221 - 1501 DRUID ISLE RD, MAITLAND, FL 32751
    13 Days on yellowkey

    $4,950 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often! Also available to purchase.

    Contact Yellowkey Agent

    Listing is courtesy of: LAKEFIELD REALTY GROUP LLC

  • 551 FLEMMING WAY #201, MAITLAND, FL - MLS# O6419531

    CARRINGTON PARK A CONDO - O6419531 - 551 FLEMMING WAY #201, MAITLAND, FL 32751
    15 Days on yellowkey

    $1,150 | Condo | 1 beds | 1.0 baths

    Welcome home to this cozy and well-maintained 1-bedroom, 1-bathroom second-floor condo located in the desirable Carrington Park community. This charming unit features a spacious walk-in closet, an open and comfortable living area, and a convenient location within the community. The building is situated directly across from the laundry facility, with one of the community pools located just behind the building for easy access and enjoyment. Ideally located near Winter Park, Downtown Orlando, major highways, shopping malls, UCF, Valencia College, and Rollins College

    Contact Yellowkey Agent

    Listing is courtesy of: PARKVIEW REAL ESTATE

  • 1770 ALGONQUIN TRL, MAITLAND, FL - MLS# O6418917

    DOMMERICH ESTATES 1ST ADD - O6418917 - 1770 ALGONQUIN TRL, MAITLAND, FL 32751
    16 Days on yellowkey

    $3,800 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 1770 Algonquin Trail in Maitland, where modern updates meet an unbeatable location. This beautifully renovated 4-bedroom, 2-bath home offers the perfect combination of style, comfort, and convenience. Step inside to discover a stunning updated kitchen featuring solid wood cabinetry, quartz countertops, custom backsplash, and stainless steel appliances. Waterproof laminate flooring flows throughout the home, creating a clean, contemporary feel with easy maintenance. Both bathrooms have been tastefully renovated with modern finishes, while abundant natural light fills the spacious living areas. Major updates including a newer roof, updated AC system, energy-efficient dual-pane windows, updated plumbing and electrical systems provide peace of mind and energy savings. Outside, enjoy the impressive curb appeal with a paver driveway and a spacious yard perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. Located in a desirable Maitland neighborhood with optional HOA and lake access, this home places you just minutes from shopping, dining, parks, major roadways, and everything Central Florida has to offer. Don't miss this opportunity to lease a move-in ready home in one of Maitland's most sought-after locations. Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 1000 WINDERLEY PL #128, MAITLAND, FL - MLS# O6416298

    SUN BAY CLUB CONDO - O6416298 - 1000 WINDERLEY PL #128, MAITLAND, FL 32751
    26 Days on yellowkey

    $2,400 | Condo | 2 beds | 2.0 baths

    Welcome to your own tropical retreat! This spacious 2-bedroom, 2-bath residence invites you in with warmth, light, and character. Rich cherry wood floors enhance the living and dining areas, while bathrooms feature elegant travertine stone finishes. The kitchen shines with granite countertops and stainless-steel appliances, while the open layout, cozy fireplace, and oversized sliding doors create the perfect balance between comfort and Florida living. Beyond your front door, discover one of the community’s best-kept secrets: a sparkling pool overlooking a serene lake, tennis courts, and lush tropical surroundings. Whether you’re enjoying your morning coffee by the water, catching a breathtaking sunset, or simply unwinding in the Adirondack chairs, every day feels like a getaway.

    Contact Yellowkey Agent

    Listing is courtesy of: DOVER INTERNATIONAL CO., INC.

  • 1150 LAKE SHADOW CIR #3102, MAITLAND, FL - MLS# S5151824

    VISCONTI EAST - S5151824 - 1150 LAKE SHADOW CIR #3102, MAITLAND, FL 32751
    26 Days on yellowkey

    $1,700 | Apartment | 2 beds | 2.0 baths

    Coming Up July 1st!!! Live the Florida Resort Life style at the Visconti Condominium. Gated community, community pool, playground, open parking. This 1st floor condo has ceramic flooring throughout, full laundry on site. Come and make this cozy condo your new home. Washer and Dryer are complementary appliances.

    Contact Yellowkey Agent

    Listing is courtesy of: FUSION FLORIDA REALTY LLC

  • 738 LAKE HOWELL RD, MAITLAND, FL - MLS# O6413925

    FOREST BROOK 5TH SEC - O6413925 - 738 LAKE HOWELL RD, MAITLAND, FL 32751
    33 Days on yellowkey

    $3,450 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Fully furnished, beautifully maintained 4 bedroom. 2 bathroom pool home with flexible lease terms of 6 months or longer. Available July 1, 2026! Inside, you’ll find an open and inviting layout featuring no carpet throughout, making for easy maintenance and a clean, modern feel. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space, perfect for everyday living and entertaining. Both bathrooms feature spacious walk-in showers, providing convenience and style. Step outside to enjoy your private backyard oasis, complete with a screened-in lanai, sparkling pool, and fully fenced backyard, ideal for relaxing, entertaining, or enjoying Florida living year-round. Lease terms are negotiable with a minimum 6-month commitment. Don’t miss this opportunity to make this beautiful pool home your next residence!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1440 LAKE SHADOW CIR #8304, MAITLAND, FL - MLS# O6413768

    VISCONTI WEST - O6413768 - 1440 LAKE SHADOW CIR #8304, MAITLAND, FL 32751
    33 Days on yellowkey

    $1,550 | Condo | 2 beds | 2.0 baths

    Beautiful 2-bedroom, 2-bathroom condo located in the highly sought-after, gated community of Visconti in Maitland. This bright and airy floor plan offers an exceptionally open layout designed to maximize natural light throughout. The kitchen overlooks a spacious living and dining area, creating a seamless flow that is perfect for both everyday living and entertaining. Step outside to your private balcony with additional storage, ideal for relaxing and enjoying the Florida lifestyle. Vaulted ceilings enhance the sense of space, adding to the home’s open and inviting feel. Residents of Visconti enjoy resort-style living with an impressive list of amenities, including: -Resort-style pool overlooking Lake Shadow -Wi-Fi access at the pool deck -Gated community with controlled access -Car wash area -On-site laundry facilities -Clubhouse -Fully equipped fitness center -Playground and more Experience the perfect blend of comfort, convenience, and lifestyle in one of Maitland’s most desirable communities. Pets Not Allowed! HOA Approval is required prior to move-in $100.00 HOA Application Fee each person HOA processing time is 30 days Tenant Liability Insurance **Required**

    Contact Yellowkey Agent

    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 2640 LEGACY VILLAS DR, MAITLAND, FL - MLS# O6414135

    - O6414135 - 2640 LEGACY VILLAS DR, MAITLAND, FL 32751
    33 Days on yellowkey

    $1,845 | Condo | 2 beds | 2.0 baths | 2 gar

    2/2, 2 Car Garage, Three Story Condominium, Living Room, Dining Room, Kitchen Appliances Included: Stove, Refrigerator, Disposal, Microwave and Dishwasher, Bonus Room, Inside Closet Utility Room with Washer and Dryer Hookups, Walk in Closets, Carpet and Tile Throughout Home, Gated Community with Community Pool, Clubhouse, Fitness Center, Playground, BBQ Grills, Pest Control Included by HOA, Pets Ok, NO SMOKING, Year Built: 2000/ 1280 Sqft.

    Contact Yellowkey Agent

    Listing is courtesy of: LEGENDS REALTY

  • 361 W LAKE FAITH DR #112, MAITLAND, FL - MLS# O6414075

    LAKE FAITH VILLAS CONDO - O6414075 - 361 W LAKE FAITH DR #112, MAITLAND, FL 32751
    34 Days on yellowkey

    $2,400 | Condo | 3 beds | 2.0 baths | 1 car

    Fabulous Lake Front, 3 bedroom, 2 bath condo beautifully renovated. Relax in the spacious great room or sit out on the large screen porch and enjoy the peace and quiet, looking over serene Lake Faith; or grab your canoe, kayak, and paddle board to be on the water. Awesome kitchen with stainless appliances, quartz tops, wood tile floors throughout, Dining room opens to 2nd balcony, great for cross breezes. Over 1700 sq ft, large bedrooms and walk-in closets/storage spaces and indoor laundry, all new baths with custom tile, custom painted doors and upgraded light fixtures throughout. Condo also has 1 covered Carport space with attached 5x5 storage closet. Tucked into Fabulous Maitland, this complex offers a private, tranquil atmosphere with terrific amenities including a gated entrance, clubhouse, and pool. And the location couldn’t be more convenient, with easy access to I-4 as well as a new retail and restaurant development within a short stroll. Come enjoy the beautiful Lake front lifestyle Lake Faith has to offer. Rare rental!

    Contact Yellowkey Agent

    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 2075 HOWELL BRANCH RD #101, MAITLAND, FL - MLS# S5151186

    - S5151186 - 2075 HOWELL BRANCH RD #101, MAITLAND, FL 32751
    35 Days on yellowkey

    $1,450 Reduced | Condo | 2 beds | 1.0 baths

    ***Move-In Special! Sign a lease by July 15 and receive 25% OFF your second full month's rent!*** Available Now! This charming 2-bedroom, 1-bathroom end unit in Maitland is perfectly situated within walking distance to grocery stores, restaurants, and shopping—and just minutes from Downtown Winter Park, Full Sail University, Rollins College, Advent Health Winter Park, and so much more! This property is walkable to everyday conveniences, & quick access to major highways for easy commuting. Water, trash, and sewer are included in the rent—one less bill to worry about and no HOA approval required! No Pets. Contact us to schedule your showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: CENTRAL FLORIDA REALTY MANAGEMENT LLC

  • 641 BROOKSIDE RD, MAITLAND, FL - MLS# O6411406

    FOREST BROOK 3RD SEC - O6411406 - 641 BROOKSIDE RD, MAITLAND, FL 32751
    35 Days on yellowkey

    $3,500 Reduced | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Welcome to this beautifully renovated pool home located in the heart of Maitland! This spacious 5-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and functionality — ideal for families or professionals seeking a long-term lease in a highly desirable location. Step inside to discover a fresh modern interior featuring brand-new quartz countertops, sleek stainless steel appliances, updated finishes, and an open, inviting layout designed for comfortable everyday living and entertaining alike. The spacious kitchen flows seamlessly into the main living areas, while large windows provide abundant natural light throughout the home. Enjoy Florida living at its best with your own private swimming pool and generous outdoor space, perfect for relaxing, entertaining guests, or enjoying year-round sunshine. Conveniently located near shopping, dining, parks, and major highways, this exceptional home offers both privacy and accessibility in one of Central Florida’s most established neighborhoods. Available now and preferably offered for a long-term lease. Schedule your showing today, it won't last long. Disclosure; Pool picture is illustrated, pool shall be resurface within 2 weeks

    Contact Yellowkey Agent

    Listing is courtesy of: HPL REALTY INVESTMENTS





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.