Cooksville MD Homes For Sale

2021 Drovers Ln, Cooksville

Listing courtesy of Northrop Realty. Contact: 4105492200

A serene Western Howard County estate property on meticulously maintained grounds including a stocked fishing pond that feels like a dreamy private retreat. Impeccable construction on 3 levels featuring a full au pair suite with its own entrance and separate laundry, perfect for visiting or live in family. Inside, you'll appreciate a chef's gourmet kitchen with a formal dining room, eat in kitchen, a sunken oversized family room and an oversized maintenance free trex deck. The outside entertaining space overlooks a playset, a peaceful pond, a serene back yard and wildlife in all directions. With 3 deep garage spaces attached to the home, there are an additional 3 in an insulated detached garage with a full upper and lower storage area. This all encompassing private oasis delivers luxury, comfort, convenient commuter routes and amenities galore. Monticello will start your mornings and end your days with enjoyable moments in between. Schools are the premier award winning Glenelg district. This impeccable custom build is an exceptional offering in Western Howard County.

14542 Monticello Dr, Cooksville

Listing courtesy of Charis Realty Group. Contact: 2409139339

$689,000

4 Beds ⋅ 3 Baths

Welcome home to space, serenity, and endless potential. Nestled on a secluded 5-acre retreat in Cooksville, this property offers timeless charm, scenic views, and exceptional privacy—all just minutes from Rt. 70 with convenient access to Baltimore, Frederick, Washington, DC, parks, and local amenities. Lovingly maintained by its original owners, this 4-bedroom, 2.5-bath home features two full levels of comfortable living space. The upper level includes a bright and inviting living room, a formal dining room, and a spacious eat-in kitchen, along with three bedrooms—including a primary suite with a private half bath—and a full hall bath. A large deck extends the living space outdoors, providing the perfect place to relax and enjoy peaceful views of the surrounding acres. The lower level offers a generous family room centered around a cozy wood stove, as well as a fourth bedroom, a full bath, a laundry area, a utility room, and additional storage space. A walkout provides direct access to the expansive backyard and surrounding grounds. Outside, you'll find a detached one-car garage with electricity, a storage shed, and ample driveway parking. Additional updates and features include a whole-house backup generator for added peace of mind and a new hot water heater. The 5-acre lot offers the best of both worlds, with wooded seclusion and open space ideal for recreation, gardening, or simply enjoying nature. Adding to its appeal, the property backs to 55 acres of protected conservation land that will never be developed. This is a rare opportunity to own a private retreat in Howard County—filled with character, surrounded by nature, and ready for your personal touch.

14170 Monticello Dr, Cooksville

Listing courtesy of Keller Williams Flagship. Contact:

$1,800,000

6 Beds ⋅ 6 Baths

Buyer financing fell Through! Home inspection results are amazing and are available! Introducing an exceptional, fully custom estate in the heart of Western Howard County, privately tucked away at the end of a quiet cul-de-sac in sought-after Cooksville, Maryland. Built in 2020 by the Catonsville Homes, this fully custom and truly one-of-a-kind residence offers the perfect blend of timeless craftsmanship, modern design, and multi-generational flexibility. Set on 1.15 picturesque acres, this exclusive property boasts over 7,335square feet of beautifully designed living space, including 5,770 square feet above grade, thoughtfully curated to deliver both elegance and everyday functionality. From the moment you enter, the home makes a striking impression with soaring ceilings, refined architectural details, and a dramatic coffered ceiling that anchors the main living space. A sleek 5-foot linear propane fireplace serves as a sophisticated focal point, creating a warm yet contemporary ambiance ideal for both intimate evenings and grand entertaining. Designed with versatility in mind, this rare home features six spacious bedrooms and five and a half bathrooms, including two luxurious primary suites with private ensuites—one conveniently located on the main level. Perfect for multi-generational living, long-term guests, or au pair accommodations, the layout offers both privacy and seamless flow. The home includes two distinct in-law suite options, each thoughtfully designed for comfort and independence. The main-level suite provides easy accessibility, while the finished, on-grade lower level—spanning approximately 1,565 square feet—functions beautifully as a secondary private living quarters. This expansive space features a full living room with a charming shiplap-accented fireplace, a generously sized bedroom, full bathroom, dedicated dining area, and a private gym, offering a complete living experience within the home. In addition, the property includes an impressive 1,564 square feet of unfinished space, providing abundant storage or the opportunity to customize further to suit your needs. Every inch of this residence reflects the quality and attention to detail synonymous with a fully custom build—from its thoughtful floor plan to its high-end finishes—making it a standout offering in today’s market. Perfectly positioned, the home is located just two miles from Western Regional Park, where you’ll enjoy access to scenic walking trails, pickleball courts, turf fields, basketball courts, baseball fields, and outdoor entertaining pavilions—offering an active, amenity-rich lifestyle just moments from your doorstep. Commuters will also appreciate the home’s convenient access to Route 70, with seamless connections to Routes 695 and 270, making travel to surrounding areas effortless. Positioned on a premium homesite at the end of the cul-de-sac, the setting offers both privacy and a sense of community, all while being surrounded by the natural beauty and charm of Western Howard County. This is more than a home—it’s a rare opportunity to own a custom-crafted estate designed for modern luxury living across generations. Conatact Rebecca Mason, the listing agent for a private tour!

14516 Old Frederick Rd, Cooksville

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$1,899,999

5 Beds ⋅ 6 Baths

Western Howard County Price - Starting at $1.899M, Dependent on Build Timing, Final Options Selected, and As-Built Victorian Grace at Monticello 14069 Monticello Drive - The Home and Garage is of superior construction and construction materials. This IS NOT a "builder spec" home. It measure around 6,700 sq. ft. including the basement, main living levels, third floor, garage and covered decking. Look at ALL the Windows and Doors - no blind sides. This is a custom home with an extra deep and extra tall garage for the car enthusiast, hobbyist, or business owner. Current Features: Overall - Architectural Keys and Design, - Ecostar Engineered Slate Roofing, - Certainteed Cedar Perfections Siding with Raised Trim, - 10' ceilings on all four levels, - Large Andersen 400 Series windows (with grills) and doors, - Three Car Oversized Garage, - Cloy-pay Insulated Garage Doors, - Expensive, but Strong Zip Sheathing, Zip Roofing, and Advantech Decking, - Over-Engineered Floor Joists, Walls, and Trussing. - Deck Boarding Triple Sealed and Lagged to Hours, - Treated 8x8 Posts on Oversized Engineered Footings, - Whole House Reverse-Osmosis System, - Dual-Randon Active Systems in the Basement and Garage, - 1.3 Acre Level Rectangular Lot that has Trees to Rear and Preservation Property in Front - Massive Driveway and Parking Area with 12+"Packed Stone Base - Exterior Walk-Ways (4k), - Raised Garden Beds and Landscaping (5k) / Grass Installed, - Propane Tank with Full Propane Load (14k), Basement - Engineered Weaver Precast Basement and Garage System ($40k), - 10' Ceilings, - Wire mesh with 4000lb Concrete Pour, - Walls Insulated and Framed, - Designed as a Separate Living Area for Extended kin, - Framed Utility Room Off Rear-Bumpout, - Kitchen #2 Rough-In, - Full Bathroom Rough-In, - Fireplace Rough-In, - Large Family-Room #2 Rough-In, - Breakfast-Nook #2 Rough-In, and - Massive Bedroom / Office with Two Entrances and Closet. - Closet Rough-In Under Steps, 1st Floor - Engineered Weaver Precast Basement and Garage System, - 2x6 Wall System, - 10' Ceilings, - Large Front Door with Arch Window - Kitchen ($80k Upgrade) - Bathroom, - Mud Room, - Two Fireplaces, - Large Family-Room, - Breakfast-Nook, - Dining Room / Living Room, - Den / 1st Floor Bedroom with Closet, - Oversized Three Car Garage with Tall Ceilings for the 2nd Floor - Massive Master Bedroom, - Master Sitting Room, - Massive Master Bathroom, - Walk-In Closet - Dressing Area - Large Bedroom with Full Bathroom, - Large Bedroom with Full Bathroom, - Bedroom / Massive Walk-In Closet Option, - 2nd Floor Washer and Dryer 3rd Floor - Decking Installed , - Large Bedroom / Office Rough-In, - Large Bedroom / Office Rough-In, and - Full-Bath Rough-In. Porch - Massive 10+' Deep, 10' High Porch with 12' Roof Covering entire Deck/ Porch - Additional 35'x18' Rear NewTechDeck Engineered Deck Added ($40k Upgrade) Exterior - Colors and Styles to Match Water Grandeur at Indian Creek Below, - Ecostar Niagra Engineered Slate ($40k Upgrade), - Certainteed Cedar Perfection Siding ($40k Upgrade), - NewTechDeck Engineered Decking ($30k Upgrade), - Special Window and Gable Trims ($10k Upgrade), - Pump-Up Septic System, - Complete Whole House Reverse Osmosis System($40k Upgrade)

14069 Montecillo Dr, Cooksville

Listing courtesy of Homecoin.com. Contact: 8884002513