Middletown, MD Homes for Sale under $500,000

Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, now offering even more recent improvements—including a brand-new roof and additional interior refreshes. Modern updates, generous living space, and an unbeatable Middletown location come together to create a home you’ll love from the moment you arrive.This spacious three-level home

Bobbi Prescott RE/MAX Results

Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather

Lori Rogers Keller Williams Realty Centre

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable,

Andrew Hopley Keller Williams Realty Centre

Welcome to 4613 Granite Drive, a beautiful 3-bedroom, 3.5-bath Colonial in Crest Manor Estates with 2,583 finished square feet and the kind of space that makes it easy to feel at home.Step inside to hardwood floors and a main level with plenty of room for everyday living and entertaining. The kitchen is spacious and bright, with stainless steel appliances, plenty of room to gather, and a

Joanna Brown Keller Williams Realty Centre

OPEN HOUSE SATURDAY 8/29 11AM-1PMWelcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home.The main level features a

Lenny Grzeskiewicz Corner House Realty

3 bed 1.5 bath split foyer with garage, walkout basement with den, office, and storage at the end of cul de sac. Replaced within the last 5 years: roof, hvac, sewer main, flooring, paint. Located in Fountaindale neighborhood. Middletown school district. 8 min drive to Golden Mile.

Jonathan Minerick Homecoin.com

*One or more photos in this listing have been virtually staged using AI*Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect

Catalina Sandoval RE/MAX Realty Centre, Inc.

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views.This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also

Jay Day LPT Realty, LLC