Maitland Homes with Community Mailbox Community Features

Maitland Homes with Community Mailbox Community Features

Welcome to Maitland, Florida – a charming city that beautifully blends suburban tranquility with urban convenience. Nestled just north of Orlando, Maitland boasts a rich history, vibrant arts scene, and an array of outdoor activities, making it a perfect place for families, professionals, and retirees alike. With lush parks, scenic lakes, and a welcoming community atmosphere, residents enjoy a lifestyle that prioritizes both relaxation and recreation.

One of the standout features of Maitland is its diverse selection of homes, particularly those located in communities with shared amenities. Homes with community mailboxes foster a sense of togetherness, encouraging neighbors to connect and build lasting relationships. These thoughtfully designed neighborhoods often include additional community features such as swimming pools, playgrounds, and walking trails, providing ample opportunities for leisure and socializing.

In Maitland, you’ll find a variety of architectural styles, from charming single-family homes to modern townhouses, catering to different tastes and budgets. The proximity to major roadways and the SunRail system makes commuting a breeze, allowing residents to easily access the vibrant attractions of nearby Orlando, while still enjoying the peaceful ambiance of Maitland.

Explore the local farmers' market, indulge in the arts at the Maitland Art Center, or simply unwind by the tranquil shores of Lake Minnehaha. Whether you’re looking to buy your first home or seeking a serene retreat, Maitland offers an inviting community that feels like home. Come discover the joys of living in this delightful city, where every day brings new possibilities!

Newest Maitland Homes with Community Mailbox Community Features

2141 Falkner Road, Maitland
$515,000
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Discover the charm and convenience of Maitland living in this four-bedroom home featuring two full bathrooms and one half bathroom. A large, beautiful patio creates an inviting setting for outdoor dining, entertaining, or simply relaxing, while the fenced yard adds privacy and space to enjoy the outdoors. Newer roof, brand new flooring throughout. New Bathroom cabinetry. Interior and exterior new paint. Located at 2141 Falkner Road, this home offers the added convenience of I-4 just around the corner, making travel throughout Central Florida easy. Everyday essentials and local attractions are within approximately a seven-mile radius, including Publix at Gateway Crossing, nearby gas stations, and the restaurants and cafés of downtown Maitland’s Independence Lane and City Centre. Enjoy nearby Fennell Park, scenic Lake Lily Park, fitness and recreation at Genesis Orlando Sportsplex, and movies and dining at Enzian Theater and Eden Bar. AdventHealth Altamonte Springs also provides nearby access to hospital care. Sent from my iPhone

2141 Falkner Road, Maitland
219 Quayside Circle Unit B9, Maitland
$799,000
2 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
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 ⋅ West Cove SubDv. ⋅ 32751 Zip Code
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
223 Quayside Circle Unit C11, Maitland
$537,000
3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location.

223 Quayside Circle Unit C11, Maitland
508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
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
2305 Haywood Court Unit 203, Maitland
$184,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
**Welcome to Carrington Park, a beautifully maintained community in the heart of Maitland!** This spacious **2-bedroom, 2-bathroom condo** offers **over 1,200 square feet** of comfortable living space and has been lovingly cared for as a seasonal winter home, reflecting its exceptional condition throughout. Step inside to discover a bright and inviting floor plan featuring **vaulted ceilings**, **no carpet throughout**, and **newer kitchen appliances**, creating a clean, low-maintenance living environment. The home is being offered **mostly furnished**, making it an ideal opportunity for a primary residence, seasonal retreat, or investment property. Enjoy the convenience of a well-maintained community with a beautiful swimming pool and peaceful surroundings, all while being just minutes from abundant shopping, popular restaurants, entertainment, and major roadways for easy access throughout Central Florida. Located in one of Maitland's most established and desirable areas, this move-in-ready condo combines comfort, convenience, and exceptional value. **Whether you're looking for a full-time residence, a winter getaway, or an investment opportunity, this is a home you won't want to miss. Schedule your private showing today!**

2305 Haywood Court Unit 203, Maitland
916 Park Lake Circle Unit 34, Maitland
$235,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
**Listing price is seller's bottom line, he won't accept anything lower than asking** Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!

916 Park Lake Circle Unit 34, Maitland
1140 S Orlando Avenue Unit E11, Maitland
$188,900
1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.

1140 S Orlando Avenue Unit E11, Maitland
1440 Lake Shadow Circle Unit 8201, Maitland
$174,900
2 Beds ⋅ 2 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code
If you are looking for a terrific property, look no further! You or your tenant can live the lifestyle deserved in this RESORT-STYLE, video-monitored GATED COMMUNITY located on beautiful Lake Shadow in the heart of Maitland Center. This two-bed/two-bath, 2nd-story, CORNER UNIT features an OPEN floor plan with a LIVING/DINING COMBO and 9-FOOT CEILINGS. The KITCHEN includes a breakfast bar, closet pantry, INSIDE UTILITY CLOSET with washer and dryer, and neutral tile. All appliances convey at closing. DOUBLE MASTERS each offer an en-suite bath and a walk-in closet. The 20 X 20 living area provides lots of sunlight and features a built-in nook with glass shelving you can use as you choose. In 2024, the interior was painted, and carpet was installed. Through sliders, you can unwind at the end of a busy day on the SCREEN-ENCLOSED tiled LANAI and enjoy a TRUE ESCAPE. If extra storage is needed, a patio closet awaits! This GORGEOUSLY LANDSCAPED and PET-FRIENDLY community offers two LAKESIDE POOLS with Wi-Fi access, a club-quality FITNESS CENTER, grand CLUB ROOM with CATERING KITCHEN, fully-equipped BUSINESS CENTER, lighted TENNIS courts, BASKETBALL court, car wash area, two laundry facilities, 24-HOUR MAINTENANCE, WATER, SEWER, and a Monday-Friday VALET WASTE REMOVAL SERVICE. The condo community boasts a newer tile roof, reflecting ongoing care and investment in the property. Located minutes away from SR 414, I-4, 429, Routes 434 and 436; it is a quick drive to downtown Orlando, Cranes Roost Park, and to the upscale shopping and dining at Altamonte Mall, Altamonte Towne Center, Winter Park Village, and Winter Park’s quaint Park Avenue. Enjoy Florida living at its best! This property may be under audio & visual surveillance.

1440 Lake Shadow Circle Unit 8201, Maitland
1776 Bobtail Drive, Maitland
$519,999
4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code
Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for.

1776 Bobtail Drive, Maitland
2517 Caper Lane Unit 205, Maitland
$120,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
**ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances to Publix, Starbucks and many other stores. It is also just a 10 min drive to Full Sail University and a 30 minute drive to the parks. Best location in Orlando! Best Return available!

2517 Caper Lane Unit 205, Maitland
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