Jefferson Real Estate

STUNNING 3-bedroom, 3-bath rancher with an oversized one-car garage is beautifully situated on a picturesque lot in Jefferson. FULLY RENOVATED and truly move-in ready, this is a home where you can simply unpack and enjoy. T he main level offers a spacious family room with a fireplace and wood floors, an updated kitchen with stainless steel appliances, a primary bedroom with ensuite bath, two additional generously sized bedrooms with ceiling fans, and an updated hall bath.The lower level adds even more living and entertaining space with a large recreation room, updated full bath, and bar area—perfect for hosting family gatherings, watching the game, or enjoying a night in with friends. A separate laundry room completes the lower level. Outside, the oversized, flat and usable yard offers plenty of room to enjoy the outdoors, while the HUGE covered deck provides the perfect setting for entertaining, relaxing, or simply taking in the peaceful surroundings.Conveniently located just minutes from parks, golf, breweries, and downtown Frederick, 3887 Shadywood Drive offers the space, updates, and setting you've been looking for—all without an HOA. Nothing to do but move right in!

3887 Shadywood Dr, Jefferson

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

$200,000

Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. 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 FOR EACH LOT at the conclusion of the auction. 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.

Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

$150,000

Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. 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 FOR EACH LOT at the conclusion of the auction. 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.

5926 Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

$150,000

Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. 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 FOR EACH LOT at the conclusion of the auction. 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.

5930 Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

$250,000

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:

$499,999

4 Beds ⋅ 3 Baths

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

Listing courtesy of Charis Realty Group. Contact:

$359,500

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:

$255,900

2 Beds ⋅ 2 Baths

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

Listing courtesy of Samson Properties. Contact:

$680,000

4 Beds ⋅ 4 Baths

***WELCOME TO THIS CLASSIC BEAUTY NESTLED IN THE CHARMING & SOUGHT AFTER Copperfield community***AUSHERMAN BUILT, this exquisite Colonial offers a perfect blend of modern comfort and timeless craftsmanship. BEAUTIFULLY RENOVATED, this residence boasts approx 3,466 square feet of thoughtfully designed living space, featuring four spacious upstairs bedrooms and three and a half bathrooms, including STUNNING WALK IN SHOWERS, CUSTOM TILE WORK & GRANITE COUNTERTOPS. Throughout the immaculate home you will discover an inviting open floor plan with an ENORMOUS GREAT ROOM & MORNING ROOM ADDITION that seamlessly connects the GOURMET KITCHEN, FAMILY ROOM, & DINING ROOM, ideal for both entertaining and everyday living. The Kitchen is a chef's dream, equipped with stainless steel appliances, a large island, tile backsplash, natural gas cooking & built-in microwave, all complemented by luxurious wood flooring that continues in most of the main level. Enjoy cozy evenings by the wood stove in the Family Room or host formal dinners in the Separate Dining Room. The fully Finished Basement adds valuable living space, complete with a large Recreation Room with a natural gas fireplace, a gorgeous full bathroom and walkout stairs to the backyard. Outside, the property features lovely designed areas including a maintenance free deck, two patio areas, a serene, luscious pond, a Pavilion and a hot tub, creating an inviting outdoor oasis for relaxation and gatherings. Additional highlights include a main floor laundry, two story foyer, an attached two-car garage, and ample driveway parking. The well-maintained exterior, with a brick front, enhances the home's curb appeal. With a generous level lot size of .32 acres, this property offers both privacy and room to grow. Experience the warmth and comfort of this exceptional home, where every detail has been crafted for your enjoyment. Cinch Home Warranty included!

3355 Westport Dr, Jefferson

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

$599,900

4 Beds ⋅ 4 Baths

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 a roof replacement in 2021, a new septic pump in 2022, and the installation of a whole-house Aquafina water purification system in 2023. The kitchen and laundry areas have also been updated with a new refrigerator in 2021, as well as 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:

$449,900

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......homeowner has plans & estimate for a first floor powder room.

3836 Jefferson Pike, Jefferson

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

$389,000

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:

Jefferson Real Estate

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