Maitland, FL Homes for Sale under $400,000

Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit 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

Padgett McCormick KELLY PRICE & COMPANY LLC

One or more photo(s) has been virtually staged. Tucked away in this delightful lakefront community this beautifully renovated condo offers so much! Situated on the first floor, the condo overlooks the charming grounds and a peek of Lake Faith from the living areas and porch. Inside is a treat for sure with a large open living and dining room layout that is light and bright. The unit has a luxury

Dawn Romance FANNIE HILLMAN & ASSOCIATES

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET

Shirley Jones COLDWELL BANKER 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

Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

Veronica Figueroa EXP REALTY LLC

Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the highly desirable Sun Bay Club in Maitland. Offering 1,538 square feet of living space, this second-floor unit combines comfort, style, and convenience in a serene, gated community setting. Step inside to an impressive open floor plan featuring soaring 20-foot ceilings that create a bright and airy atmosphere, seamlessly

CeCe Mercado INVESTOR'S REAL ESTATE LLC

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash.

Daniel Rencher RENCHER REALTY GROUP

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

This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

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