Jefferson Homes under $500,000

Jefferson Homes under $500,000

Welcome to Jefferson, Maryland – a hidden gem nestled in the heart of Frederick County. With its charming small-town atmosphere, rich history, and stunning natural landscapes, Jefferson offers the perfect blend of tranquility and convenience. Just a short drive from the bustling city of Frederick, residents enjoy easy access to shopping, dining, and entertainment, while still savoring the peace and quiet that comes with suburban living.

One of the most appealing aspects of Jefferson is its diverse real estate market, particularly for those seeking homes under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Jefferson boasts an array of affordable options that cater to various lifestyles. From quaint single-family homes with picturesque yards to modern townhouses that combine style and functionality, there’s something for everyone.

The community is known for its friendly neighbors and vibrant local events, fostering a sense of belonging and connection. Families will appreciate the excellent schools in the area, as well as the abundance of parks and recreational facilities that encourage outdoor activities. Imagine weekends filled with picnics at the local park, hiking trails with breathtaking views, and community gatherings that celebrate the town’s rich heritage.

In Jefferson, you’re not just buying a home; you’re investing in a lifestyle. With homes under $500,000, now is the perfect time to make your move to this enchanting town. Discover your dream home in Jefferson and experience the warmth and charm of this delightful community!

Newest Jefferson Homes under $500,000

5916 Picnic Woods Rd, Jefferson

5916 Picnic Woods Rd, Jefferson

3 Beds ⋅ 2 Baths

Real Estate Auction Property – October 22, 2026, 4pm sharp onsite. The list price does not represent the opening or final bid. List price is a guide only. Seller has the right to refuse bid. A $5,000 non-refundable deposit will be due in the form of CASH OR CERTIFIED CHECK by the winning bidder at the conclusion of the auction. This 3br/2bath rancher sits on 1.27 acres. Home has its own well and septic w/ 2 outbuildings and a 2 car garage. Bedrooms, living room & dining room have hardwood floors under carpet. There is a wood burning fireplace in the living room and a gas log corner fireplace in the family room. Kitchen has cherry cabinets, a dishwasher and built in microwave. The basement is ¾ finished with a large open room, a full kitchen, a washer and dryer and a walkout door to outside stairs. Home has central air, forced oil heat and a 200 amp electric service. Quiet country living with commuter routes nearby. More auction information is available in documents, Broker Participation Agreement available in documents. AGENTS EARN on our auctions. THIS IS NOT A FORECLOSURE! Selling 100% AS IS, no negotiations or contingencies. Lic. inspections fine at buyer cost pre-auction for info purposes only. Financing property fine. Close within 45 days. Property subject to an 8% Buyer's Premium.

5916 Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

3013 Boss Arnold Rd E, Jefferson

3013 Boss Arnold Rd E, Jefferson

2 Beds ⋅ 2 Baths

Completely Remodeled One-Story Home on a Private Acre Beautifully remodeled one-story home featuring 2 bedrooms and 2 baths. Situated on a private one-acre lot with stream, this home offers peace privacy and plenty of outdoor space. Enjoy the convenience of a carport and move in ready interior with thoughtful updates throughout. A wonderful opportunity for anyone looking for a private retreat without sacrificing comfort.

3013 Boss Arnold Rd E, Jefferson

Listing courtesy of RE/MAX Results. Contact:

3855 Shadywood Dr Unit 1D, Jefferson

3855 Shadywood Dr Unit 1D, Jefferson

2 Beds ⋅ 2 Baths

REDUCED! Motivated seller! RARELY available Jefferson Condo! Quiet area, beautiful setting with ample common areas and green space, and very close to 340/15. This bright first floor condo has ALL NEW windows and sliding door (2025), NEW LVP flooring in all main living areas (2026), with carpeted bedrooms. New countertops, new toilets, refreshed cabinets. (2026). HVAC system, furnace & AC, ALL replaced 2021. Water heater in 2018. Building has new roof and entire parking lot has been freshly repaved. WELL taken care of community! Front patio with some privacy hedges. Bright southern exposure, view of huge center green space and trees, and extra bedroom window offers eastern exposure. No stairs, level entryway, and extra wide 48+” hallway. Two full bathrooms, walk-in closet, and additional unit storage area in building. NO city taxes, in peaceful and scenic Jefferson. Quick access to everything, with a country feel.

3855 Shadywood Dr Unit 1D, Jefferson

Listing courtesy of Samson Properties. Contact:

3901 Manheim Pl, Jefferson

3901 Manheim Pl, Jefferson

3 Beds ⋅ 4 Baths

Buyer's home sale contingency expired and this rare find in Jefferson, MD is back on the market! Welcome home! Discover this beautifully maintained end-unit townhouse nestled in a peaceful, well-established community. The home offers 3 bedrooms, 2 full ,2 half bathrooms, attached garage and additional assigned parking. Spacious kitchen with island and vaulted ceilings throughout the upper level. Enjoy the peacefulness of a quiet neighborhood with the convenience of nearby dining, parks, and commuter routes, making it a perfect blend of serenity and accessibility.

3901 Manheim Pl, Jefferson

Listing courtesy of Bash Realty, LLC. Contact:

3836 Jefferson Pike, Jefferson

3836 Jefferson Pike, Jefferson

4 Beds ⋅ 1 Baths

A rare masterpiece of early Maryland heritage, the iconic Dr. Charles McGill House (c.1820) stands as a premier architectural landmark in the heart of the Jefferson Historic District. Presiding over an expansive, level 0.4-acre village lot, this commanding brick residence seamlessly bridges two centuries of American craftsmanship. It culminates in an extraordinary, living piece of history: an authentic, partially restored 1700s pioneer log tavern integrated right into the home’s grand rear wing..........Pass through the handsome entry facade to find a main residence that honors its Federal-era pedigree. Rare, wide-plank chestnut floors glow under generous natural light, while eight original decorative fireplaces provide striking architectural focal points throughout the versatile layout. Designed for modern flexibility, the expansive floor plan features an elegant second-story sun porch, a peaceful side porch, and a dedicated business suite with a separate entry. This suite can effortlessly serve as professional workspace or convert back to sprawling primary living quarters...........The crown jewel of the estate awaits just beyond the main hall. Step across the threshold into the stunning 1700s tavern addition, where massive exposed hand-hewn timbers, authentic chinking, and a monumental stone hearth transport you straight to Frederick County’s frontier origins. Once a welcoming shelter for early travelers along the historic turnpike, this atmospheric sanctuary now functions as a breathtaking grand keeping room, a world-class creative studio, or a primary luxury suite steeped in rich storytelling.............Equipped with flexible Village Center (VC) zoning, this landmark property offers an unrivaled live/work layout with high visibility along the Jefferson Pike corridor—perfect for an artisan studio, professional practice, or premium remote business. Enjoy a picturesque, small-town lifestyle just minutes from commuter routes and downtown Frederick. A true, once-in-a-generation opportunity to own and steward an unforgettable architectural treasure...........Dual-Era Architecture: Seamlessly pairs an elegant c.1820 Federal brick main house with an integrated, partially restored 1700s log tavern addition...........Historic Integrity: Showcases original wide-plank chestnut & oak flooring, historic trim work, and eight decorative brick fireplaces..............Live/Work Flexibility: Village Center (VC) zoning and distinct secondary entryways make it a turnkey setup for a boutique, professional office, or creative gallery...........Expansive Village Lot: Sitting on roughly 0.4 level acres, providing a lush, private outdoor escape right in the historic corridor............Premium Views & Spaces: Includes a classic side porch and a tranquil second-floor sun porch overlooking the historic streetscape.

3836 Jefferson Pike, Jefferson

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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Jessica Sauls | Realtor | Memory Lane Property Group

With over two decades of experience and thousands of successful home sales, I provide calm, confident guidance through every stage of the real estate journey. Since 2003, I’ve helped buyers, sellers, investors, military families, and those navigating major life transitions make smart, well informed decisions. I do this with clarity, integrity, and strong advocacy. Real estate is more than a transaction, it’s deeply personal. I’m known for creating a steady, reassuring experience during what can often feel overwhelming. My clients value my ability to listen closely, communicate clearly, and protect their interests at every step. Whether negotiating complex terms, preparing a home for market, or navigating unexpected challenges, I lead with professionalism, transparency, and care. As a top performing Realtor in Maryland and Pennsylvania, I combine deep market expertise with a strategic, hands on approach. I help sellers maximize value through thoughtful preparation, including repairs and upgrades with payment deferred until closing. For buyers, I provide honest insight, strong negotiation, and a no-pressure approach. I want all of my Clients to move forward with confidence. Having successfully navigated multiple market cycles, I understand how to adapt strategies in changing conditions while keeping my clients’ goals front and center. Beyond real estate, I am deeply committed to my community, supporting scholarships, housing initiatives, and local education. That commitment to service carries into my work, showing up fully, advocating fiercely, and always doing what’s right for my Clients. If you’re looking for an experienced, steady professional who will treat your goals with care and deliver a strong, strategic outcome, I would be honored to work with you. It's my Mission to provide strategic, ethical, and compassionate real estate guidance that empowers people to build stability, wealth, and a life they love. We create calm, clear, and trustworthy experiences, and we strengthen our community through service, connection, and integrity. I believe in building futures, relationships, and legacies that last.

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Brian Sauls | Realtor | Memory Lane Property Group

Brian brings a thoughtful, detail-oriented approach to every real estate transaction. He helps clients understand the true condition and quality of a home beyond surface details, offering valuable insight during showings and throughout the decision-making process. Known for his calm demeanor, reliability, and strong attention to detail, Brian ensures clients feel comfortable, informed, and well supported from start to finish. He answers questions in real time, offers practical perspective, and helps buyers assess homes with confidence and clarity. Brian’s approach is grounded, professional, and service-oriented. His ability to provide meaningful guidance while keeping the process smooth and stress-free makes him a trusted advocate for his clients every step of the way.

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Christina Jones | Client Care | Memory Lane Property Group

Christina is the heart of our client experience and serves as our Director of Client Care. From the moment a client enters our world to well beyond the closing table, Christina ensures every detail is handled with care, clarity, and consistency. With a calm, organized, and compassionate approach, Christina manages communication, timelines, and behind-the-scenes coordination so our clients feel supported and informed at every step. She is often the friendly voice checking in, the steady hand keeping everything on track, and the person making sure nothing slips through the cracks. Christina is deeply committed to creating a smooth, low-stress experience for buyers and sellers alike. She understands that real estate transactions often come during significant life moments, and she brings patience, empathy, and professionalism to each interaction. Her focus on service, follow-through, and genuine care allows our team to deliver a thoughtful, high-level experience — one where clients feel heard, respected, and confident throughout the process.

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Payson Clausen | Realtor | Memory Lane Property Group

Payson Clausen brings together years of experience in real estate, media production, and marketing to support our team and elevate the client experience. With a strong background in both the real estate industry and creative media, Payson plays a key role in how properties, brands, and stories are presented. His expertise in video production, marketing strategy, and digital content helps ensure our listings and messaging are clear, compelling, and thoughtfully executed. Beyond his professional skill set, Payson is deeply committed to serving his community. He regularly volunteers his time working with local students and is actively involved in raising funds for SkillsUSA, supporting career and technical education programs that prepare young people for future success. Payson’s blend of industry knowledge, creative talent, and community involvement reflects our team’s values — using our work not just to serve clients, but to make a meaningful impact beyond the transaction. (function() { var rg = document.createElement('script'); rg.type = 'text/javascript'; rg.async = true; rg.src = 'https://widgets.realgeeks.com/static/js/search_widget_new.js?v=3'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(rg, s); })();

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