Maitland Condos for Sale by Neighborhood

Find Maitland Condos for Sale by clicking on the relevant neighborhood.

View all Maitland Condos for Sale

Newest Condos in Maitland by Neighborhood

View all Maitland Condos for Sale

  • 1440 LAKE SHADOW CIR #8305, MAITLAND, FL - MLS# O6397395

    VISCONTI WEST CONDO - O6397395 - 1440 LAKE SHADOW CIR #8305, MAITLAND, FL 32751
    2 Days on yellowkey

    $197,500 | Condo | 2 beds | 2.0 baths

    Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a comfortable and functional flow, ideal for both everyday living and entertaining. Natural light fills the space, creating a bright and inviting atmosphere throughout. Whether you’re starting your day or winding down in the evening, this home delivers a relaxed, low-stress environment that truly feels like home. Located within the highly desirable Visconti community, residents enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, tennis and basketball courts, playground, and scenic walking paths with a waterfront gazebo. The gated entry and beautifully maintained grounds enhance both privacy and curb appeal. The HOA includes water service and valet trash, helping simplify your monthly expenses and making condo living even more convenient. Positioned in one of Maitland’s most central locations, you’ll have quick access to I-4, 414, and 434, with nearby shopping, dining, and entertainment options including Maitland Promenade, Winter Park Village, Cranes Roost Park, and Uptown Altamonte. Downtown Orlando is just a short drive away. If you’re looking for a fully updated, move-in ready condo in a gated community with strong amenities and an unbeatable location, this one checks all the boxes.

    Contact Yellowkey Agent

    Listing is courtesy of: INNOVATIVE REALTY, LLC

  • 2422 BRANCH WAY #100, MAITLAND, FL - MLS# O6398992

    CARRINGTON PARK A CONDO - O6398992 - 2422 BRANCH WAY #100, MAITLAND, FL 32751
    2 Days on yellowkey

    $115,000 | Condo | 1 beds | 1.0 baths

    Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!

    Contact Yellowkey Agent

    Listing is courtesy of: MIAMI TANGO INVESTMENTS REALTY

  • 1000 WINDERLEY PL #239, MAITLAND, FL - MLS# O6395472

    SUN BAY CLUB CONDO - O6395472 - 1000 WINDERLEY PL #239, MAITLAND, FL 32751
    15 Days on yellowkey

    $299,000 | Condo | 2 beds | 2.0 baths

    Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.

    Contact Yellowkey Agent

    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 2423 BRANCH WAY #105, MAITLAND, FL - MLS# O6394096

    CARRINGTON PARK A CONDO - O6394096 - 2423 BRANCH WAY #105, MAITLAND, FL 32751
    17 Days on yellowkey

    $138,900 | Condo | 3 beds | 2.0 baths

    Under contract-accepting backup offers. Welcome to this spacious 3-bedroom, 2 bath main floor condo in Carrington Park, offering comfort, convenience and strong investment potential. This unit features numerous updates including a new HVAC system, new front door, new tub/shower combo and new updated bathroom vanities. The kitchen has been refreshed with new cabinets, updated countertops and newer appliances, along with some new flooring throughout. The open layout provides generous living and dining space, while the screened in porch offers a relaxing outdoor retreat. With three well-sized bedrooms and easy ground floor access, this condo is ideal for anyone seeking low maintenance living in a desirable community. Carrington Park offers inground pool, playgrounds, green space, security guard, fitness center and is in the heart of Maitland.

    Contact Yellowkey Agent

    Listing is courtesy of: ERA AMERICAN REAL ESTATE

  • 2525 CAPER LN #205, MAITLAND, FL - MLS# O6393931

    CARRINGTON PARK A CONDO - O6393931 - 2525 CAPER LN #205, MAITLAND, FL 32751
    19 Days on yellowkey

    $119,000 | Condo | 1 beds | 1.0 baths

    This bright and inviting second floor condo offers an abundance of natural light throughout. The unit features a full size kitchen, a spacious bathroom with a bathtub and shower combination, and a large walk-in closet for ample storage. Located in the well-established Carrington Park community, residents enjoy access to three swimming pools, a fitness center, and convenient on-site laundry facilities. One of the community pools is ideally situated just steps from the unit. The property is in a prime location within short walking distance to Publix, as well as a variety of restaurants, shops, and public transportation options.

    Contact Yellowkey Agent

    Listing is courtesy of: LPT REALTY, LLC

  • 1140 S ORLANDO AVE #F8, MAITLAND, FL - MLS# O6392367

    LAKE MAITLAND TERRACE APTS - O6392367 - 1140 S ORLANDO AVE #F8, MAITLAND, FL 32751
    22 Days on yellowkey

    $479,900 | Condo | 2 beds | 2.0 baths

    Welcome to Lake Maitland Terrace, a charming lakeside community located on the Winter Park Chain of Lakes. Step inside this beautifully reimagined 2 Bedroom, 2 Bathroom fully renovated, First floor – End unit condo, where every detail has been thoughtfully updated for style and function. Expect to be impressed from the moment you enter this custom designed masterpiece. The open layout features a bright and airy great room featuring custom built-ins that flows seamlessly into the kitchen and dinette area. The kitchen is a chef inspired dream designed to maximize every square inch with custom cabinetry outfitting every wall from ceiling to floor that disappear into the background to reflect minimal lines, gorgeous marble countertops featuring counter height seating perfect for entertaining, top of the line BOSCH cooktop, dishwasher and microwave with french door refrigerator that disappears within the matching cabinetry. The dedicated dinette features a built-in banquette for additional seating. Primary suite is a spacious retreat featuring custom built-in storage for additional closet and storage space with a window seat. Dedicated walk-in closet with ample space for shoes and attire. The private en-suite has been fully transformed with marble from ceiling to floor, walk in rain head shower with a single floating vanity. Secondary bedroom is ample size equipped with built-in closet. Secondary bathroom features marble flooring, rain head shower and floating vanity. Additional features that offer convenience and sophistication is 24 x 28 marble tile flooring throughout for a seamless flow, FULL SIZE washer and dryer laundry closet, recessed lighting with dimmers, plantation shutters, tankless water heater and newer HVAC system. Private screened lanai with partial lakeview perfect for relaxing and enjoying the cool lake breezes. Unit has one dedicated parking space with ample guest parking in front of the building. Residents enjoy a low maintenance lifestyle with resort-style amenities, including a recently renovated lakeside pool, fishing dock, putting green, shuffleboard courts, racks for kayaks and paddleboards, private access to Lake Maitland and a clubhouse with kitchen. The convenient location is within a short stroll of the Enzian Theater, Lake Lily, with Winter Park Village and Park Avenue just minutes away. Call today to schedule your private tour!

    Contact Yellowkey Agent

    Listing is courtesy of: HAMILTON GROUP REALTY

  • 1100 S ORLANDO AVE #306, MAITLAND, FL - MLS# O6392583

    WEST COVE CONDO - O6392583 - 1100 S ORLANDO AVE #306, MAITLAND, FL 32751
    26 Days on yellowkey

    $649,000 | Condo | 2 beds | 2.0 baths

    TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1000 S ORLANDO AVE #B25, MAITLAND, FL - MLS# O6391679

    MAITLAND HARBOUR APTS - O6391679 - 1000 S ORLANDO AVE #B25, MAITLAND, FL 32751
    28 Days on yellowkey

    $335,000 | Condo | 2 beds | 2.0 baths

    Highly desirable Maitland Harbour, a boutique 38-residence lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

    Contact Yellowkey Agent

    Listing is courtesy of: KELLY PRICE & COMPANY LLC

  • 2426 BRANCH WAY #200, MAITLAND, FL - MLS# O6390366

    CARRINGTON PARK A CONDO - O6390366 - 2426 BRANCH WAY #200, MAITLAND, FL 32751
    34 Days on yellowkey

    $105,000 | Condo | 1 beds | 1.0 baths

    Welcome to this well-located condominium in Maitland, featuring fresh interior paint, brand-new carpet, a new air conditioning system, and a new refrigerator. This comfortable unit offers a functional layout and is conveniently located near shopping, dining, and major roadways, providing easy access throughout the Orlando metropolitan area. The property is also ideally situated near several well-known educational institutions, including Rollins College (founded in 1885), Full Sail University, and Valencia College, making it an attractive option for students, faculty, and investors seeking rental potential. A great opportunity for homeowners or investors looking for value in a desirable and centrally located area.

    Contact Yellowkey Agent

    Listing is courtesy of: DOUGLAS EDMUND REAL ESTATE LLC





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.