The five highest-priced home sales reported in the Frederick Area, Maryland for the week ending November 1, 2026 totaled $5.49 million. All five are single-family homes in Frederick County, in styles that run from contemporary to Colonial to ranch, and they were built over a span of 33 years.
No. 1 — $1,500,000 · 5506 Bootjack Dr, Frederick, Maryland
Frank Lloyd Wright inspired the design of this contemporary home in Mountain Laurel Estates, and much of its wood and stone was gathered from the 10.46 wooded acres around it. Built in 2002, the three-story home has three bedrooms, five bathrooms, four fireplaces and 5,596 square feet of living space. The property last sold for $85,000 in 1996, before the current house was built.
Reclaimed granary oak, taken from historic barns in Ruckersville, Virginia, covers the foyer floor and continues on the lower level. In the formal dining room, a reproduction George Nakashima table and chairs sit under a custom wood ceiling that replicates the dining-room light fixture at Wright’s Fallingwater. The great room has a stone fireplace and custom built-ins, and there is a private office. The open kitchen is built around an oversized island, with a six-burner Viking gas range, a Sub-Zero refrigerator and two Thermador ovens, plus a walk-in pantry and a butler’s pantry. A breakfast room with a wood-burning fireplace handles casual meals.
Open low-rise stairs lead to the upper level and the primary suite, which has a lighted tray ceiling, a stone gas fireplace and a private balcony. Its bathroom has a soaking tub and a walk-in shower with two heads. A loft lit by skylights adds flexible space. The finished lower level has lighted custom built-ins and a gas fireplace with a stone surround, and its full bathroom has stone walls and cabinetry by Mark Palmquist, a furniture designer and maker from Frederick. The large garage is also on that level, along with two storage rooms and a workshop with floor-to-ceiling shelving. A detached garage sits down a stone walkway, a heated driveway runs from the cul-de-sac to the garage, and a generator serves the whole home.
The home went under contract 11 days after it was listed and sold for $1,500,000, its full asking price, the top sale of the week. Lori Rogers of Keller Williams Realty Centre was the listing agent, and Patrick Smith of LPT Realty, LLC represented the buyer.
See this property in Google Street View →
No. 2 — $1,450,000 · 8812 Yellow Springs Rd, Frederick, Maryland
The listing says the property was the founding parcel of Yankeeland Farms, a Standardbred horse farm and breeding operation. It sits just west of Frederick in the village of Yellow Springs, on 1.42 landscaped acres with views of pasture and mountains. Built in 2010, the home is the newest in this Top 5 and the largest by living area, with 6,535 square feet, five bedrooms and six bathrooms, the most bathrooms of the five. The main home and the guest house mix farmhouse and Craftsman exteriors with heavy stone accents. The property last sold for $810,000 in 2020.
Random-width hardwood floors with a satin finish run through the main level. The kitchen has a large island, quartz countertops, a porcelain farmhouse sink, custom cabinetry and a custom atrium window with pastoral views, and a butler’s pantry adds a wall oven. The kitchen opens to a two-story family room with a gas fireplace and skylights, and a sunroom off the kitchen has mountain views. The primary suite is on the main level at the opposite end of the family room, and its bathroom was recently renovated. On the upper level, a loft overlooks the family room, and both upper-level bedrooms have private bathrooms.
A self-contained lower-level suite with its own exterior entrance includes a bedroom with a gas fireplace, a living area and a full kitchen. The guest house, three years old and reached by its own driveway, has HardiePlank cement siding, stone accents and a standing-seam metal roof. Its garage level has an epoxy-coated floor, an open gathering area with food preparation space and a 16-by-10-foot overhead door that can be raised in warm weather. Upstairs in the guest house are a room finished in barnwood from an original farm barn, a morning bar and a full bath. Outside, a large Trex deck leads to a concrete patio and the deck around a 20-by-40-foot heated saltwater pool, enclosed by a black aluminum fence.
Barry Weller of Barry Weller Properties, LLC was the listing agent, and Joe Wallman of Coldwell Banker Realty represented the buyer. The home went under contract 13 days after it was listed and closed at $1,450,000.
See this property in Google Street View →
No. 3 — $869,900 · 2313 Bidle Rd, Middletown, Maryland
The third sale of the week came with 23.10 acres in the Middletown Valley, convenient to Middletown and Frederick, with views of woods and pasture and trails across the land for riding and walking. A barn of about 42 by 70 feet has three horse stalls, an upper level and its own electrical panel, and the horse containment areas have been improved.
The ranch-style home, built in 1977, is the oldest in this Top 5. It has 4,658 square feet of living space, with three bedrooms and three bathrooms, and all three bedrooms are on the main level, including a primary suite with a private bath and a walk-in closet. One living area is lined with windows and serves as a sunroom; a second has a wood-burning stove, skylights and walls of windows. The kitchen has granite countertops, stainless steel appliances and a large casual dining area, and hardwood floors cover much of the main level. The finished lower level gives room for guests, recreation or a home office. A large rear deck, partly covered, looks out over the acreage, and there is a gazebo. The property last sold for $725,000 in 2025.
Zsuzsanna Rainey of Taylor Properties was the listing agent, and the home went under contract four days after it was listed. Laura-Lee Jones of Long & Foster Real Estate, Inc. represented the buyer in the $869,900 sale.
See this property in Google Street View →
No. 4 — $850,000 · 3455 Emys Pl, Monrovia, Maryland
In Ashley Acres in Monrovia, this Colonial sits on 2.26 acres on a cul-de-sac of 21 homes with no homeowners association. The grounds are landscaped, with mature trees, and outside are a two-tier deck and a 15-foot swim spa. Built in 2000, the three-story home has four bedrooms, three bathrooms and 3,112 square feet, with a family room off the kitchen, ceilings of nine feet or more, a gas fireplace and an oversized three-car garage. The property last sold for $316,945 in 2000.
Joe Hawkins of Hawkins Real Estate Services was the listing agent for the home, which sold for $850,000, its full asking price. Kristian Kan of Cummings & Co. Realtors represented the buyer.
See this property in Google Street View →
No. 5 — $825,000 · 409 Copper Oaks Pl, Woodsboro, Maryland
A short trail leads from this Copper Oaks property in Woodsboro to Woodsboro Regional Park, which lies right behind it. The park has a pond for fishing and skating, along with walking trails, playgrounds, sports fields and an 18-hole disc golf course.
The Colonial, finished in brick and vinyl siding, was built in 1995 and has six bedrooms, the most in this Top 5, along with four bathrooms and 4,672 square feet. Each bedroom has a ceiling fan. The finished walk-out lower level includes a large bedroom with a private full bath that can serve as in-law space. The home also has a country kitchen with an island, a bar, built-ins and a brick gas fireplace, and it has views of a pond and woods. Outside are a large deck and a patio with a hot tub. The property last sold for $72,000 in 1995.
The home went under contract 23 days after it was listed and sold for $825,000, with Cindy Fisher of Keller Williams Flagship as the listing agent and Lauren Matera of LPT Realty, LLC representing the buyer.
See this property in Google Street View →
RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
Were you involved in one of these transactions? Contact RealtyWire to verify or correct your professional credit or submit information for a future edition.
