Jefferson Real Estate | Jefferson Single Family Homes for Sale

Welcome to this turn-key 3 bedroom 1 bath home in the heart of Jefferson, MD!! Offering an unbeatable Main Street location this charmer has a brand new Kitchen and Bath, brand new central air conditioning and heating, refinished original hardwood floors, newly painted and ready to go! Fenced flat rear yard with storage areas, carport and breezeway entrance! All Brick Exterior! Just a short block to Little Red Barn local store and cafe, Dunkin Donuts, Watsons Restaurant and the entire Jefferson town center with parks and public services at your fingertips! Ideally located with Easy access to downtown Frederick, Harpers Ferry, Brunswick, Point of Rocks, and the Bridges to Leesburg, VA!

4015-A Jefferson Pike, Jefferson

Listing courtesy of Douglas Realty. Contact: (866) 987-3937

$725,000

3 Beds ⋅ 4 Baths ⋅ COMING SOON Status

There is truly nothing like this home! This exceptional custom-built stone rancher, constructed in 1979, offers over 6,800 square feet of incredible space, timeless character, and breathtaking elevated views. Perched beautifully on a hill, the home takes full advantage of its natural setting with an abundance of windows, sliding glass doors, and a spectacular updated Trex deck spanning the entire rear of the house. The expansive main level features a massive primary suite with vaulted ceilings, oversized windows, and beautiful nature views. One of the inviting living rooms showcases a striking propane stone fireplace and opens to a large sunroom, creating the perfect setting for relaxing and enjoying the scenery year-round. The drive-through garage offers two garage doors for exceptional convenience, while a whole-house generator provides added peace of mind. The lower level offers even more possibilities, with large windows, a walk-out slider, a wood stove and direct access beneath the deck. A substantial unfinished area provides a wide-open canvas ready to be transformed into additional living space, recreation areas, a home gym, office, or whatever your vision requires. With its custom stone construction, generous scale, stunning views, expansive outdoor living, and incredible potential, this is a truly unique property that must be experienced in person. A rare opportunity to own a one-of-a-kind home with space, character, privacy, and views unlike anything else.

4513 Timbery Dr, Jefferson

Listing courtesy of Next Step Realty. Contact: 4439012200

$499,900

4 Beds ⋅ 2 Baths ⋅ COMING SOON Status

Welcome Home to this Brick Rancher in Jefferson on a beautiful 1 acre corner lot with pastoral views of rolling Frederick County farmland abound - Coming Soon - Saturday, 9.12 Check back for Professional Photos + More Details. Reach out to Listing Agent with any questions.

4415 Saint Marks Rd, Jefferson

Listing courtesy of Compass. Contact: (240) 335-7355

$375,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status

Completely Remodeled One-Story Home on a Private Acre Beautifully remodeled one-story home featuring 2bedrooms and 2 baths. Situated on a private one-acre lot with stream, this home offers peace privacy and plenty of outdoor space. Enjoy the connivance 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 and connivance.

3013 Boss Arnold Rd E, Jefferson

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

$680,000

4 Beds ⋅ 4 Baths ⋅ COMING SOON Status

3355 Westport Dr, Jefferson

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$599,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Nestled on a 1.3-acre lot, this beautifully maintained Colonial offers approximately 2,600 square feet of comfortable living space, with four spacious bedrooms and three and a half bathrooms. Built in 1998, the home combines a traditional layout with an inviting indoor-outdoor living. Beautiful flooring flows through the main living areas, while the finished lower level provides flexible space for recreation, a home office, fitness area, or additional entertaining. The kitchen opens naturally to the main living spaces, creating an ideal setting for everyday living and gatherings. Outside, enjoy a landscaped yard with a garden and lawn, plus a fenced in-ground pool area designed for summer enjoyment. Recent pool improvements include a new Dolphin robotic pool vacuum and a newer pool pump. The expansive outdoor space offers plenty of room for relaxing, grilling, play, and entertaining. Additional updates and features include the septic pump replaced in 2022, and a whole-house Aquafina water purification system installed in 2023. Kitchen and laundry updates include a refrigerator replaced in 2021, plus a new microwave and electric washer and dryer in 2025. With ample driveway and off-street parking, this property offers the space, updates, and lifestyle today’s buyers are looking for. Schedule your showing and discover all this inviting home has to offer. Conveniently located with easy access to Routes 70 and 340, this inviting property is ready for its next owner. Schedule your showing today!

3437 Livingston Dr, Jefferson

Listing courtesy of Jason Mitchell Group. Contact: 4105335486

$699,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Welcome to **3596 Lobaugh Place**, a beautifully maintained home in the desirable Jefferson community offering an impressive combination of spacious living, stylish finishes, and exceptional outdoor space. Step inside to a bright, welcoming interior featuring an open and functional floor plan with abundant natural light and beautiful flooring throughout the main living areas. The heart of the home is the spacious kitchen, complete with crisp white cabinetry, granite countertops, stainless steel appliances, a large center island with seating, and plenty of workspace and storage. The kitchen flows seamlessly into the dining and living areas, creating a wonderful layout for both everyday living and entertaining. Upstairs, generously sized bedrooms provide comfortable private spaces, while the primary suite offers a relaxing retreat with a spacious bedroom and well-appointed private bath. An additional full bath and conveniently located laundry area complete the upper level. The finished lower level adds even more usable living space and offers tremendous flexibility for a recreation room, home theater, game room, home office, fitness area, or guest space. There's plenty of room to spread out and make the space your own. Outside is where this property truly shines. The large, level backyard is fully fenced and features an impressive custom paver patio with curved stonework and multiple areas for dining, gathering, and relaxing around the fire pit. With plenty of surrounding lawn, the backyard offers an ideal setting for entertaining, pets, play, gardening, or simply enjoying time outdoors. An attached two-car garage provides additional convenience and storage. Located in Jefferson, this home offers a peaceful Frederick County setting while remaining convenient to Frederick, Middletown, commuter routes, shopping, dining, parks, and the scenic outdoor recreation the area is known for. Beautifully presented inside and out, **3596 Lobaugh Place** offers the space, versatility, and outdoor living today's buyers are looking for. Schedule your showing and come see everything this wonderful home has to offer!

3596 Lobaugh, Jefferson

Listing courtesy of Marsh Realty. Contact:

$624,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

NEW PRICE! UNEXPECTEDLY SPACIOUS HOME IN THE MIDDLETOWN SCHOOL DISTRICT! Discover a true RETREAT where you can enjoy breathtaking, panoramic valley sunset views right from your backyard oasis. Completely renovated and expanded in 2019, this unique home delivers incredible scale, thoughtful design, and premium quality upgrades throughout. THE MAIN LEVEL & LIVING SPACES feature beautiful luxury acacia wood floors in the family room and large-format tile in the standout chef's kitchen, which boasts an oversized quartz island, high-end Italian Sirius hood, and a large walk-in pantry. The kitchen opens to a spacious dining area anchored by a cozy fireplace with a custom black limba wood mantle, flowing effortlessly into a large 450+ sq ft family room addition complete with soaring vaulted ceilings and skylights. A dedicated work-from-home office, a laundry area with smart appliances, a spa-like half bath with elegant half-wall tile, and a durable mudroom with waterproof/scratch-resistant flooring complete this level. THE UPPER LEVEL offers 3 bedrooms and 2 full baths, featuring a clever pocket door connecting the primary and second bedrooms—an ideal flexible setup for a nursery or reading room. THE LOWER LEVEL provides incredible versatility, featuring a large recreation room with a sliding glass door walking out to the yard, a private 4th bedroom suite with its own full bath (perfect for au pair or multi-generational), and a utility room with an optional second washer/dryer hookup. UPGRADES include a specialized 4-zone HVAC setup (2 separate units), a German-engineered solar-ready 115-gal hot water heater, a central water sediment filter/softener, 400A electric service, and a newer roof. OUTDOOR LIVING IS AT A PREMIUM here with an expansive 400+ sq ft main patio, a terraced yard, a garden shed, a custom playground with weather-resistant soft surfacing, and a detached 20x24 powered workshop garage perfect for hobbies or extra storage. This entire outdoor setup is backed by thoughtful engineering, featuring a custom-engineered retaining wall system and an extensive underground rainwater management system integrating all downspouts. The EXPANSIVE driveway provides plenty of parking space for guests, a boat, or an RV. PRIME LOCATION in a highly sought-after area with easy access to I-70 (just 2.5 miles), Braddock Heights Community Pool, Middletown School District, and all the shopping and dining along Frederick's Golden Mile. This is closer to Braddock Heights area. Great commuter location! No HOA. Located on no through street. You will not want to miss this one-of-a-kind property!

6113 Elaine Dr, Jefferson

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$589,999

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Welcome to 4108 Spring View Drive, where a scenic countryside creates the perfect Frederick County retreat. Situated on a 1-acre lot, this beautifully maintained 4-bedroom, 2.5-bath home offers the ideal balance of privacy, space, and convenience. Inside, you'll find over 2,100 square feet (plus over 1,000 square feet in the basement) of comfortable living space featuring classic hardwood floors, sun-filled rooms, four spacious bedrooms, and a two-car attached garage. The star of the show is the spectacular in-ground pool, creating a private outdoor oasis perfect for relaxing, entertaining, and making the most of summer. Need more space? The walkout basement offers over 1,000 square feet of unfinished potential, providing the perfect opportunity to create a game room, home theater, fitness studio, additional living area, or whatever suits your vision. Outside, the expansive yard offers room to play, garden, and enjoy the surrounding countryside, while a large storage shed keeps lawn and pool equipment neatly organized and out of sight. Perfectly situated in the scenic Spring View community, this home offers the best of Frederick County’s most beautiful scenery, with rolling farmland and mountain views serving as a stunning backdrop throughout the year. Just minutes from the heart of Jefferson, you'll enjoy the charm of small-town living with convenient access to US-340, making commuting to Frederick, Harpers Ferry, and surrounding areas a breeze. Enjoy nearby local favorites like Jefferson Market and Farmer's Daughter Bakery, both just minutes away and top-rated schools, including Valley Elementary less than a mile from home. Whether you're relaxing by the pool, enjoying a sunset or exploring the nearby parks, trails, and historic attractions of Middletown Valley, this location offers a lifestyle that's both peaceful and connected. Don’t miss your opportunity to own this incredible slice of the Maryland countryside, schedule your tour today!

4108 Spring View Dr, Jefferson

Listing courtesy of Hyatt & Company Real Estate, LLC. Contact:

$579,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

MOVE-IN READY BEAUTIFUL Home in Jefferson!! Price Improvement, NEW Hardwood Floors, NEW Carpet, Fresh paint, Invisible Fencing with Collar! - Home with lots of space and a generous lot to stretch out and enjoy privacy and endless potential! Access to major highways for commuting, under 8 miles to 2 MARC train stations, and convenient proximity to shopping. Picturesque small-town charm, rural living with easy access, and in a close-knit community. Make this your new home!! ACT Now!

3826 Roundtree Rd, Jefferson

Listing courtesy of Allison James Estates & Homes. Contact:

$470,000

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status

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:

$950,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Income Producing Investment Opportunity with Proven Short-Term Rental Revenue & Redevelopment Potential. Whether you're looking to continue a profitable short-term rental operation, hold for long-term appreciation, or unlock the site's full development potential, this property delivers on all fronts. Redevelopment Upside: Currently Zoned Ag with Public Water & Sewer, allowing for unique opportunities to seek Agri-Tourism uses, Schools, or Churches; and potential for full-scale redevelopment – all subject to approvals. Income-Generating Residential Unit: Turnkey short-term rentals with consistent occupancy and excellent guest reviews. Financials available upon request. Ideal for investors, developers, entrepreneurs, or those seeking a hybrid income-producing property. Contact us today for financials, zoning details, and private tour scheduling.

3419 Jefferson Pike, Jefferson

Listing courtesy of VCRE.CO. Contact: 2403679600

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