Maitland Condos for Sale

Maitland Condos for Sale

Welcome to Maitland, Florida – a hidden gem nestled in the heart of Central Florida! Known for its picturesque lakes, lush landscapes, and vibrant community, Maitland offers a unique blend of suburban charm and urban convenience. With its rich history dating back to the 1800s, this beautiful city boasts a variety of cultural attractions, parks, and recreational activities, making it an ideal place to call home.

Maitland is renowned for its stunning waterfront views, particularly around Lake Maitland, where residents can enjoy leisurely walks, picnics, and water sports. The city is also home to a thriving arts scene, featuring the Maitland Art Center and the Enzian Theater, which showcases independent films and hosts various community events. With top-rated schools, a strong sense of community, and easy access to nearby Orlando, Maitland is perfect for families, professionals, and retirees alike.

If you're looking to invest in a piece of this charming city, consider the array of condos for sale in Maitland. These modern residences offer a blend of luxury and comfort, with many featuring stunning views, spacious layouts, and top-of-the-line amenities. Whether you’re seeking a cozy one-bedroom retreat or a sprawling multi-bedroom unit, you will find options that cater to your lifestyle. With convenient access to shopping, dining, and entertainment, these condos provide the perfect balance of tranquility and accessibility.

Explore the vibrant community of Maitland and discover the ideal condo that fits your needs. Your dream home awaits in this enchanting city!

Newest Maitland Condos for Sale

1475 Lake Shadow Circle Unit 6205, Maitland
$199,900
2 Beds ⋅ 2 Baths ⋅ O6450405 MLS ⋅ 6 BLDG.
Step into easy, resort-style living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo offering 1,048 square feet of thoughtfully designed space in the gated community of Visconti. With an open, light-filled floor plan and two spacious primary suites each with its own full bathroom this home delivers a flexible layout for everyday living. Luxury vinyl plank flooring runs throughout the entire home, giving every room a cohesive, modern look that's as durable as it is easy to maintain. The kitchen and living areas flow together seamlessly, creating a natural gathering space that keeps everyone connected, whether you're cooking dinner, watching a game, or settling in for the evening. Both suites are generously sized with ample closet space, and the split layout gives residents privacy when they want it. The bathrooms have been partially updated, offering a refreshed feel while leaving room to add your own finishing touches. Step outside to the large screened-in balcony a true extension of the living space, perfect for morning coffee, evening unwinding, or dining al fresco while overlooking the community's lush surroundings. The balcony also includes a dedicated storage area, keeping bikes, seasonal items, and outdoor gear neatly out of the way. A brand-new 2025 air conditioner adds comfort and peace of mind for years to come. The well-maintained, gated grounds feature mature landscaping and walking paths, along with a welcoming clubhouse for gatherings, two swimming pools for warm Florida afternoons, a fitness center for your daily workout, and tennis and basketball courts for friendly competition. HOA services cover water, sewer, pest control, and valet trash. Centrally located near shopping, dining, entertainment, and I-4, this condo offers easy access to Maitland, downtown Orlando, and area attractions. A great opportunity for low-maintenance living in a desirable Maitland location.

1475 Lake Shadow Circle Unit 6205, Maitland
1605 Grove Street Unit 550, Maitland
$200,000
3 Beds ⋅ 2 Baths ⋅ O6450169 MLS ⋅ Park Lake Villas BLDG.
Virtually Staged. Welcome to 1605 Grove Street! This single story unit offers a spacious and versatile floor plan, comfortable living areas, and the convenience of low maintenance living. Step inside to discover an open living and dining area with wood look flooring, plenty of natural light, and newer double pane windows and sliding glass doors, providing enhanced energy efficiency and comfort. The kitchen features white cabinetry, ample countertop space, a decorative tile backsplash, and a convenient pass through overlooking the main living area. Additional interior features include generously sized bedrooms, two full bathrooms, and an indoor laundry area. Step outside through the sliding glass doors to enjoy your own private, fenced patio, complete with brick pavers and room for outdoor seating. The community includes access to the community pool, insurance, exterior maintenance, grounds maintenance, and trash service, providing added convenience and helping simplify everyday living. Conveniently located in Maitland with easy access to shopping, dining, parks, major roadways, and the surrounding Winter Park and Orlando areas. Schedule your showing today!

1605 Grove Street Unit 550, Maitland
1140 S Orlando Avenue Unit J12, Maitland
$225,000
2 Beds ⋅ 1 Baths ⋅ O6451478 MLS ⋅ J BLDG.
Welcome to this amazing opportunity to own inside the highly coveted Lake Maitland Terrace community. This second floor condo is two bedrooms and one bathroom and ready to be renovated & updated. It’s time to enjoy a low-maintenance turnkey lifestyle in the perfect walkable location…just steps away from dining, famed Enzian Theater, Fort Maitland Park, Lake Lily Park and a moments drive to all other conveniences of Maitland, Winter Park and all surrounding areas. Lake Maitland Terrace amenities include a large community pool, grill area, shuffleboard, fishing dock & pier, kayak storage and direct access to Lake Maitland and the beautiful chain of lakes. Enjoy peaceful lakefront sitting & views EVERY DAY. BRAND NEW HVAC - September 2026. Water & trash is included in your monthly fees. Private small storage unit located near the condo. Multiple laundry centers onsite in the community plus an option to plumb inside the condo for private laundry (project completed by multiple condo owners). One (1) assigned parking space and multiple open spaces. Zoned for TOP schools. WELCOME HOME!

1140 S Orlando Avenue Unit J12, Maitland
206 Quayside Cir Unit 203, Maitland
$950,000
2 Beds ⋅ 2 Baths ⋅ O6449915 MLS ⋅ Moorings On Lake Maitland BLDG.
This Winter Park Chain of Lakes condominium has been completely reimagined to the highest of standards with meticulous attention to detail, providing luxury living in the ideal Maitland location. The sale includes a desirable, dedicated boat slip, giving you access to the entire Winter Park Chain of Lakes for year-round enjoyment and unparalleled lake views. A corner unit, the property is filled with beautiful natural light, creating a bright, fresh ambiance against the quintessential Florida backdrop of sunshine. The home has been entirely reconstructed from ground up, featuring updated electrical, plumbing, HVAC, windows, sheetrock, an on-demand water heater, a whole-home water filter, in-floor heating, flooring, paint, lighting, a kitchen and baths. Every interior detail showcases bespoke craftsmanship, including authentic oak chevron floors, designer wall and trim treatments, handcrafted base and crown moldings and a Level 5 sheetrock finish with sprayed matte paint. Elevating the modern aesthetic are a double-sided Dimplex fireplace, integrated Lutron lighting and shades, handcrafted HVAC vents and built-in Samsung Frame TVs. The home also offers brilliant storage solutions, featuring a large hidden storage closet concealed behind the entryway mirror alongside integrated hallway doors for seamless HVAC and closet access. The gourmet kitchen flows openly into the gathering space with direct views of the lake, centering around a seated island and an intimate eat-in area perfect for dining or entertaining. Designed to be efficient, sleek and integrated with the formal living spaces, it boasts a restaurant-quality induction cooktop and speed oven, custom cabinetry with real brass inlays and brass doors, a Brizo touch faucet with on-demand hot water and an integrated Thermador refrigerator with touch-sensitive doors. The luxurious owner's retreat enjoys stunning water views, upgraded lighting, a fully organized walk-in closet and the ambiance of the double-sided fireplace. The primary bath offers an indulgent, spa-like experience with book-matched porcelain marble slabs, a shower with body sprays, in-floor heating and a heated towel warmer. Thoughtful conveniences include a private water closet with a Kohler Veil intelligent toilet and bidet, seamless marble finishes and double sinks paired with oversized medicine cabinets for ample storage. Perfectly positioned in a premier Lake Maitland location, the property is just across the street from hours of scenic trails weaving around the lakes of Maitland and Winter Park. Exceptional dining and coffee options like Luke’s, Francesco’s, Antonio’s and Starbucks are just a short distance away, alongside numerous other local restaurants and bars. Daily conveniences are effortless with Whole Foods, Trader Joe's, Publix, Target, Home Depot and REI all within a five-minute drive, while the historic Enzian Theater is close by for the ideal movie night.

206 Quayside Cir Unit 203, Maitland
1140 S Orlando Avenue Unit K15, Maitland
$420,000
2 Beds ⋅ 2 Baths ⋅ O6450713 MLS ⋅ K15 BLDG.
Winter Park Chain of Lakes Boat Slip Lease Included – Enjoy Boating Access with a Lease Paid in Full Through July 31, 2027, Transferable to the New Owner and Renewable! Experience the best of waterfront living at Lake Maitland Terrace with this beautifully renovated 2-bedroom, 1.5-bath condominium offering picturesque lake views, exceptional upgrades, and access to the renowned Winter Park Chain of Lakes. Imagine spending your weekends cruising the lakes, entertaining friends, or simply enjoying the waterfront lifestyle right outside your door. Inside, a sophisticated renovation brings modern elegance and functionality together. The beautifully updated kitchen features premium finishes, generous workspace, and a party-size ice maker, perfect for entertaining. The adjoining dining area offers abundant built-in storage, creating a seamless blend of style and practicality. Both bedrooms enjoy picturesque lake views, while the spacious primary suite features a walk-in closet and beautifully updated half bath. Step onto your screened front porch and take in the peaceful surroundings of this expansive lakefront community, featuring a sparkling swimming pool, fishing dock, putting green, and shuffleboard courts. Whether you're seeking a full-time residence or a seasonal retreat, this move-in-ready condominium delivers an exceptional combination of sophisticated interiors, waterfront amenities, and convenient access to one of Central Florida's most celebrated boating destinations. Your opportunity to embrace the Chain of Lakes lifestyle awaits!

1140 S Orlando Avenue Unit K15, Maitland
1275 Lake Shadow Circle Unit 13107, Maitland
$164,900
1 Beds ⋅ 1 Baths ⋅ O6448232 MLS ⋅ 1275 BLDG.
Welcome to luxury, comfort, and convenience at this beautifully transformed ground-floor 1-bedroom, 1-bath condo in the gated community of Visconti West. Every square foot reflects thoughtful upgrades, quality, and style. The stylish and functional kitchen features $5,500 in brand new appliance upgrades completed in 2024, including a built-in microwave. The laundry room includes a new washer and dryer, added shelving, and cabinetry. The home has also been freshly painted throughout, creating a crisp, modern, move-in-ready feel. Additional 2024 improvements include a $10,000 bathroom remodel featuring a walk-in shower, a $1,500 double-paned bedroom window, $300 in lighted ceiling fans, and $300 in overhead lighting. All-new electrical outlets, a new fire alarm system, and new blinds add even more function and convenience. The tile floors have been professionally deep cleaned and re-grouted, and the air ducts have been cleaned too. For added peace of mind, the air conditioner was updated in August 2026 at a cost of $2,200, providing an important recent improvement to the home. Beyond the condo, enjoy the serene waterfront setting and resort-style amenities Visconti West has to offer, including a clubhouse, fitness center, playground, sparkling pool, tennis courts, sidewalks for leisurely strolls, and a designated pet-walking area. With convenient access to I-4 and close proximity to Winter Park, Altamonte Springs, and the RDV Sportsplex, this home offers an ideal combination of location, lifestyle, and extensive recent improvements. Move in, settle in, and enjoy a home where much of the updating has already been done for you.

1275 Lake Shadow Circle Unit 13107, Maitland
219 Quayside Circle Unit B9, Maitland
$799,000
2 Beds ⋅ 3 Baths ⋅ O6448045 MLS ⋅ Na BLDG.
Tucked inside The Moorings, one of Maitland's most charming lakeside enclaves, 219 Quayside Circle sets a new standard for the community, and it comes with its own DEEDED BOAT SLIP on Lake Maitland, your gateway to the Winter Park Chain of Lakes. This two-story townhome-style condo has been completely reworked around an open, light-filled floor plan. The kitchen takes center stage with a 13-foot island wrapped in waterfall quartz. The same quartz runs across the counters and climbs the walls as a dramatic full-height backsplash, paired with GE Monogram and Café appliances and solid wood soft-close cabinetry. In the living room, soaring ceilings frame a wood-burning fireplace, and a sunroom/den just off the dining area makes an easy spot for morning coffee, a home office or a reading nook. Upstairs, two en-suite bedrooms each offer their own private retreat. The primary features a vertical wood-slat accent wall with sconce lighting, a generous walk-in closet, and a spa-inspired bath with an oversized walk-in shower that encloses a soaking tub. Throughout the home you'll find exquisite tile work, new PGT insulated windows and Andersen French doors that pour in natural light, recessed lighting, iron stair railings, and all-new baseboards and trim. A 2023 HVAC system and water heater add peace of mind, and the attached one-car garage includes a laundry room. Residents enjoy a community pool, recreation hall and dock, with Lake Lily Park and its year-round events right nearby. Park Avenue's boutiques and restaurants are about five minutes away. Move-in ready with true lock-and-leave convenience, this is lake living without the upkeep.

219 Quayside Circle Unit B9, Maitland
1100 S Orlando Avenue Unit 306, Maitland
$599,900
2 Beds ⋅ 2 Baths ⋅ O6447927 MLS ⋅ West Cove BLDG.
Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest.

1100 S Orlando Avenue Unit 306, Maitland
1140 S Orlando Avenue Unit H-16, Maitland
$625,000
2 Beds ⋅ 1 Baths ⋅ O6438189 MLS ⋅ Hawthorne House BLDG.
EXQUISITE CONDO WITH BOAT SLIP AND DOCK ON THE WINTER PARK CHAIN OF LAKES! This stunningly reimagined corner unit boasting extra windows for light/space and a limestone porcelain zero entry threshold which extends inside-out opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and extraordinary view of the morning sunrise over the lake, which is nestled on the Winter Park Chain of Lakes bordering Winter Park-and less than a mile to Park Avenue. This is penthouse style living, with a fully extensive elevated remodel by W DESIGNS LTD leaving nothing spared.As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling which meets a beautiful and coffer ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area, also carries the refined custom millwork paneling throughout, with a built in banquette for seating which also provides ample storage. Aloft the solid wood dining table with custom French feather & down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel paneled refrigerator . All appliances are 3 years of age with little use. Master bedroom, also features beautiful millwork throughout including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and lucite knobs. All extra wide louvered shutters throughout, are custom hand milled shutters by Lloyd’s Shutter Shoppe. Bathroom has been redesigned with commercial grade, for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architecture detail, marble shower with soaking tub, Contemporary Signature Hardware waterfall faucets offer the jewelry for the bathroom. This masterfully done jewel box, Pied-à-Terre, is the epitome of simple luxury perfectly situated in this cozy community on Lake Maitland.

1140 S Orlando Avenue Unit H-16, Maitland
2517 Caper Lane Unit 207, Maitland
$105,000
1 Beds ⋅ 1 Baths ⋅ O6445466 MLS ⋅ 2517/207 BLDG.
Virtually Staged. Welcome to this charming 1-bedroom, 1-bathroom second-floor condo in the heart of beautiful Maitland! This well-maintained home offers a fantastic opportunity for both investors and buyers looking for a convenient Central Florida location. The interior has been recently repainted, giving the home a fresh, clean feel. Several major components have also been updated within the past 3-5 years, including the HVAC system, water heater, refrigerator, and oven, providing added peace of mind for the next owner. The community offers desirable amenities including a swimming pool, fitness center, and playground, while the HOA fee includes water, helping simplify monthly expenses. Location is a major plus, with easy access to shopping, restaurants, major roads, and Central Florida's universities, including Full Sail University and UCF. Whether you're looking to add to your investment portfolio or secure a property in a convenient Maitland location, this condo is worth a look. The property is currently tenant occupied, with the existing lease scheduled to expire in March, making this an excellent opportunity for an investor seeking an income-producing property with an established tenant in place. Schedule your showing today and discover all this cute Maitland condo has to offer!

2517 Caper Lane Unit 207, Maitland
508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ O6443631 MLS ⋅ 18 BLDG.
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland
559 Flemming Way Unit 203, Maitland
$108,000
1 Beds ⋅ 1 Baths ⋅ O6441148 MLS ⋅ 559 BLDG.
Virtually Staged. Welcome to this well-maintained and move-in-ready second-floor condo, offering comfort, convenience, and a great location! This charming 1-bedroom, 1-bathroom unit features a spacious layout, a large walk-in closet, and a private outdoor patio where you can enjoy your morning coffee or relax after a long day. The property is currently vacant and ready to show, making it an excellent opportunity for a first-time homebuyer, seasonal resident, or investor looking for a low-maintenance property. The community offers a variety of desirable amenities, including a beautiful swimming pool, playground, and green spaces, and a great fitness/exercise room for residents to enjoy. The low HOA fee makes this property even more attractive for those looking for an affordable and convenient lifestyle. Laundry facilities are conveniently located outside across from the building. Located in a convenient area close to public transportation, stores, shops, restaurants, and everyday necessities, this condo provides easy access to everything you need. Whether you are looking for a comfortable place to call home or a great investment opportunity, this property offers an excellent combination of location, amenities, affordability, and convenience. Don't miss the opportunity to see this beautiful second-floor condo. The unit is vacant, in good condition, and ready for its new owner. Schedule your showing today!

559 Flemming Way Unit 203, Maitland
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