Maitland, FL Homes for Sale under $400,000

This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

Bennie Olivo BOX REAL ESTATE LLC

Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the iconic blue gates awaits Sun Bay Club, a private 68-residence community nestled along the sparkling shores of Lake Destiny. Perfectly located within Maitland Center North and just 6 miles from downtown Orlando, this neighborhood offers both convenience and serenity.This 2-bedroom, 2-bath second-floor condo blends

Christopher Nutt GALLERY PROPERTIES INTERNATIONAL

Discover a Wonderful opportunity to own (or live in) a beautifully updated condo at Lake Maitland Terrace, one of Winter Park’s most desirable lakefront communities. This bright and open home features modern updates, including granite countertops, stylish cabinetry, and a seamless flow between the kitchen, dining, and living areas—perfect for entertaining or relaxing.The second bedroom

Cece Campbell DREAMLAND REALTY

Discover lakeside living at its finest in this beautifully updated 2nd-floor, private lakefront condo in the highly sought-after Lake Faith Villas in Maitland. Offering 1,400+ sq ft, this spacious 2 bed, 2 bath home features stylish parquet flooring throughout, a modernized kitchen and updated baths, newer appliances, HVAC, water heater, and updated electrical wiring for peace of mind. Enjoy

Travis Cepregi KELLER WILLIAMS WINTER PARK

Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances,

Monika Kenney PALMANO GROUP RE BROKERAGE LLC

Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural

Ivanhoe Alvarez LOKATION

Price improved! CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric

Kathy McDonald WATSON REALTY CORP

Discover Sun Bay Club – Maitland’s Hidden Gem on Lake Destiny!Behind the signature blue gates lies this exclusive 68-residence community perfectly situated on the shimmering shores of Lake Destiny. Just minutes from Winter Park and downtown Orlando, this 2-bedroom, 2-bath second-floor condo offers a perfect blend of luxury and low-maintenance living.Completely remodeled in 2022, this home

Jackie Swisher TRUST EQUITY GROUP LLC

Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar

Steven Luppert COMPASS FLORIDA LLC

Welcome to this stunning, fully renovated 3-Bedroom, 2.5-Bath home located in the desirable Visconti community of Maitland. This beautifully updated 3-bedroom, 2.5-bathroom unit offers over 1,580 sq ft of modern living space, featuring luxury finishes and an open-concept layout perfect for both entertaining and everyday living with brand-new flooring, fresh paint, and upgraded fixtures

Julian Carvajal LPT REALTY, LLC

Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank

Chase Morton Tate COMPASS FLORIDA LLC

Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

Dominick Florio RE/MAX TOWN & COUNTRY REALTY

MOVITATED SELLER: Move-In Ready. Welcome to this beautifully updated home in the Forest City/Briarcliff Community. Offering 1,150 sq.ft. of living space, this 3-bedroom, 2-bath home blends comfort, style and modern convenience. Step into this home of comfort with a covered patio creating the perfect spot for relaxing evenings and family gatherings. NO HOA. Roof 2021, Windows 2025, Mechanical

Deborah Torrance Robinson CARTER DEAN REALTY LLC