Maitland, FL Homes for Sale under $500,000

Welcome to this generously sized home offering a rare opportunity to create the space you’ve always dreamed of. Situated in a desirable Maitland neighborhood, this property features 3 bedrooms, 2 bathrooms, a 2-car garage, and a private pool — all on a fully fenced lot with NO HOA. Inside, you’ll find a traditional layout with a formal living and dining room, a cozy family room, and an oversized

Dione Collier-Larkin ADAIR REALTY INC

One or more photo(s) has been virtually staged. Mortgage savings may be available for buyers of this listing. Welcome to this beautifully updated single-family home in the heart of Maitland, offering 3 bedrooms, 1 bathroom, and 1,848 square feet of comfortable living space. Set on over a quarter of an acre, this property blends modern upgrades with everyday functionality. From the moment you

David Zambrano REDFIN CORPORATION

Why buy a three-bedroom home when you can have a fourth bedroom for the same price? This four-bedroom, two-bath, split-floor plan home is move-in ready and ready for your personal touches. The home offers a large living room, open floor plan kitchen and den all with soaring ceilings. The fourth bedroom is in front of the house and is great for a home office or guest bedroom. The Winfield

Erik Baum PREMIER SOTHEBYS INT'L REALTY

Welcome to your Lakefront Gem at Lake Lovely Estates!This fully remodeled 3 bedroom, 2 bathroom home on .54 acres is the epitome of modern lakefront living! Step directly into high-end finishes that elevate every corner of this privately fenced retreat. The newly updated kitchen dazzles with sleek quartz countertops, stainless steel appliances, and abundant cabinetry. Waterproof

Laura Heidrich COLDWELL BANKER RESIDENTIAL RE

Motivated Seller – Stylishly Renovated 4-Bedroom Home in Prime Maitland Location! Don’t miss this opportunity—seller is highly motivated and ready to make a deal! This beautifully updated 4-bedroom, 2-bathroom home offers a rare combination of modern upgrades and timeless charm in one of Maitland’s most desirable neighborhoods. Major renovations include a brand-new kitchen, bathrooms, and

Jonathan Minerick HOMECOIN.COM

Charming 3BR/2BA Home with Updated InteriorThis move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A spacious backyard provides plenty

Brett Wright FLORIDA HOMES REALTY & MTG

Lovely direct waterfront condominium with large screen porch overlooking beautiful 451 acre Lake Maitland. Screened terrace is wonderful for enjoying the lake. Share the same view as multimillion dollar homes. Updated floor plan with open kitchen, tile throughout, French doors. Maitland is a very central community of greater Orlando. Close to many great restaurants along Orlando Avenue and

Jack Keller JACK KELLER INC

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the

Dominick Florio RE/MAX TOWN & COUNTRY REALTY

Welcome to Your Family's Next Chapter in Beautiful Maitland!Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend ofmodern comfort and timeless charm, ideal for families ready to make new memories.From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout

Khamhack Shilling COLDWELL BANKER RESIDENTIAL RE

Wonderful investment opportunity in historic Eatonville. Large corner lot. The roof was replaced in 2023. Side (1) of the duplex boast of a completely new bathroom and kitchen including all appliances. Both sides are in great condition. Exterior newly painted. A 4-point inspection was performed. All needed repairs were completed. The property is completely fenced in with (2) space parking in

Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS

Don't miss out on this AMAZING Maitland home for under $450k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings.

Jeanine Rule KELLER WILLIAMS WINTER PARK

*2.99% Assumable Mortgage Rate Available* Welcome to 2031 Eaton Street, a modern haven with fresh exterior paint (Aug. 2025) just moments from the heart of Eatonville with no HOA! This renovated gem boasts 4 oversized bedrooms, 3 full bathrooms, and a sprawling 2518 square feet of living space on a 9,998 square foot double lot. Step inside to discover a spectacular open floor plan with new

Marcie Gumieny COMPASS FLORIDA LLC

Nestled in the heart of Maitland, just 3 miles from the charming Park Avenue in Winter Park, this beautifully updated 3-bedroom, 3.5-bathroom TOWNHOUSE offers a perfect blend of modern convenience, comfort, and style. With its prime location, this home is ideal for those who appreciate the best of both worlds—peaceful residential living with easy access to the vibrant dining, shopping, and

Ben Laube EXP REALTY LLC