Jefferson Homes under $500,000

Jefferson Homes under $500,000

Welcome to Jefferson, Maryland—a hidden gem nestled in the heart of Frederick County. This charming small town offers a delightful blend of serene countryside living and convenient access to urban amenities. With its picturesque landscapes, friendly community, and rich history, Jefferson is the perfect place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Jefferson boasts a variety of homes under $500,000, making it an ideal destination for first-time homebuyers and those seeking affordable housing options without compromising on quality. These homes often feature spacious yards, modern amenities, and a welcoming atmosphere that embodies the spirit of small-town living. Whether you’re searching for a cozy single-family residence or a charming townhouse, Jefferson has something to suit every taste and budget.

The town is surrounded by beautiful parks, scenic trails, and vibrant local shops, offering residents plenty of opportunities to enjoy the great outdoors and engage with the community. Jefferson is also conveniently located near major highways and the bustling city of Frederick, providing easy access to shopping, dining, and entertainment options.

In addition to its stunning natural beauty and affordable housing, Jefferson is known for its excellent schools and strong sense of community. Residents enjoy a variety of local events, farmers' markets, and seasonal festivals that bring everyone together.

Discover the charm of Jefferson, Maryland, where affordable homes and a close-knit community await you. Your dream home is just a click away!

Newest Jefferson Homes under $500,000

5916 Picnic Woods Rd, Jefferson
$250,000
3 Beds ⋅ 2 Baths ⋅ MDFR2089612 MLS
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
4639 Aaron Ct, Jefferson
$499,999
4 Beds ⋅ 3 Baths ⋅ MDFR2089642 MLS
Enjoy feeling "Bright Eyed and Bushy Tailed" as this fabulous custom Ausherman built home greets the market for the first time, ever. The owner intentionally designed a bright, sun-filled, welcoming and warm single-story home to be enjoyed by all. Inside, there are 4 bedrooms, an office, a formal sitting room with study, a formal dining room and an eat in kitchen. The eat in kitchen opens to the deck and flows right into the cozy family room next featuring a gas log fireplace. A chairlift was added for convenient access to the entertaining space to the lower level. Downstairs, another full bath and bedroom space allow a guest to be truly comfortable. Walk right in from the pool, near the covered entertainment space and back yard to the bar area and rec room that is large enough to watch movies and play games. The beautiful mature and lush landscaping provides privacy and surrounds the cul de sac location creating an enclave for the gazebo, the front porch, the deck, the pool and a walkable neighborhood environment. There are many thoughtful highlights on Aaron Court and proof of a life well lived. Come see for yourself and enjoy all that the Jefferson community has to offer - from farm stands to brand new schools, Welcome Home!

4639 Aaron Ct, Jefferson
3013 Boss Arnold Rd E, Jefferson
$359,500
2 Beds ⋅ 2 Baths ⋅ MDFR2088486 MLS
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
3855 Shadywood Dr Unit 1D, Jefferson
$255,900
2 Beds ⋅ 2 Baths ⋅ MDFR2088194 MLS ⋅ Briercrest BLDG.
Where can you find a great first floor condo at a great price, with NO city taxes and a very reasonable condo fee, with fast access to all major routes, yet in the country with lots of open green space all around, AND with tons of things new and replaced? AND with closing cost help??? RIGHT HERE. Motivated seller! RARELY available Jefferson Condo! Quiet area, beautiful setting with ample common areas and green space, and very close to 340/15 to 70 and 270. This bright first floor condo has ALL NEW windows and sliding door (2025), NEW LVP flooring in all main living areas (2026), new countertops, new toilets, refreshed cabinets. (2026). HVAC system, furnace & AC, ALL replaced 2021/2022. Water heater in 2018. Building has new roof and entire parking lot has been freshly repaved. WELL taken care of community! Front patio with privacy hedges. Bright southern exposure, view of huge center green space and trees, and extra bedroom window offering an 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
3901 Manheim Pl, Jefferson
$389,000
3 Beds ⋅ 4 Baths ⋅ MDFR2085888 MLS
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
3836 Jefferson Pike, Jefferson
$449,900
4 Beds ⋅ 1 Baths ⋅ MDFR2084476 MLS
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
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