Cherrywood Homes for Sale

Cherrywood Homes for Sale

Welcome to Cherrywood, a delightful subdivision nestled in the heart of Olney, Maryland. This charming community is renowned for its picturesque streets, beautifully manicured lawns, and a warm, inviting atmosphere that makes it feel like home from the moment you arrive. Cherrywood is not just a neighborhood; it’s a lifestyle, offering residents a perfect blend of suburban tranquility and urban convenience.

As you explore Cherrywood, you’ll discover a variety of homes for sale that cater to diverse tastes and preferences. From cozy single-family residences to spacious townhomes, each property showcases unique architectural styles and modern amenities that make living here a pleasure. Many homes feature open floor plans, updated kitchens, and serene outdoor spaces, ideal for entertaining or enjoying a quiet evening under the stars.

The community is designed with families in mind, boasting access to top-rated schools, lush parks, and a plethora of recreational activities. Residents can enjoy leisurely strolls through tree-lined streets or take advantage of nearby shopping, dining, and entertainment options that Olney has to offer.

Living in Cherrywood means embracing a close-knit community where neighbors become friends. Whether you’re raising a family or looking for a peaceful retreat, this subdivision provides an exceptional quality of life. Don’t miss your chance to find your dream home in Cherrywood—explore our listings today and discover the perfect place to create lasting memories!

Newest Cherrywood Homes for Sale

4 Beds ⋅ 4 Baths

Come home from the hustle and bustle to a tranquil retreat located in the highly sought-after Cherrywood neighborhood! Tucked away on a quiet cul-de-sac, this gorgeous four-bedroom, three-and-a-half-bath home truly has it all. You will love the beautifully updated kitchen, which boasts new quartz countertops, brand-new cabinet doors, drawers, and hardware, as well as freshly refinished hardwood floors extending through the kitchen and foyer. The home is complete with a newly painted interior and brand-new carpeting running throughout. This layout transitions out to a screened-in cedar porch with a deck and a large fenced-in backyard, perfect for relaxing and entertaining. Enjoy an unbeatable location within a top-tier school cluster and just walking distance to Cashell Elementary School. Perfectly positioned just minutes away from all the vibrant shops and restaurants in the heart of Olney.

4224 Thorncroft Ter, Olney

Listing courtesy of McConnell Realty LLC. Contact:

4 Beds ⋅ 3 Baths

Now Available!!! Beautifully updated brick-front colonial just steps from Cherry Valley Park and Cashell Elementary! This beautifully maintained 4-bedroom, 2 full and 2 half-bath home offers the perfect combination of space, comfort, and location. Inside, you'll find hardwood floors throughout much of the home, fresh interior and exterior paint, and a spacious floor plan designed for everyday living and entertaining. The sunken family room features a cozy wood-burning stove, while the expanded owner's suite includes a private sitting room or home office and two walk-in closets. The finished lower level provides additional living space, a convenient half bath, and plenty of storage. Outside, enjoy a private, fenced backyard complete with mature landscaping, an oversized storage shed, and plenty of room to relax or entertain. Additional highlights include a two-car garage, a newer 30-year architectural shingle roof, and numerous updates throughout. Ideally located just minutes from shopping, restaurants, commuter routes, and all that Olney has to offer. Professional photos coming soon—this is one you won't want to miss!

17105 Macduff Ave, Olney

Listing courtesy of RE/MAX Realty Services. Contact:

3 Beds ⋅ 4 Baths

$20k price reduction! This beautifully maintained 3-bedroom colonial offers the perfect blend of comfort, style, and convenience. Ideally located near downtown Olney, shopping, dining, and major commuter routes, this home is ready for its next owner to move right in and enjoy. At the center of the home is a thoughtfully updated kitchen, beautifully renovated from top to bottom with attractive finishes and plenty of workspace for those who love to cook and entertain. The upper level features a spacious primary bedroom with two additional bedrooms, each with custom closet built-ins designed to maximize storage and organization. Updated bathrooms provide a fresh, modern touch. The finished walk-up lower level adds valuable living space and can easily accommodate a recreation room, home office, fitness area, or playroom. Outside, you'll find a private backyard oasis with a lovely patio—perfect for relaxing evenings, weekend gatherings, or enjoying your morning coffee. A two-car garage and mature landscaping add to the home's appeal. Combining quality updates, flexible living spaces, and a sought-after location, this exceptional home offers everything today's buyers are looking for.

17041 Old Baltimore Rd, Olney

Listing courtesy of RLAH @properties. Contact: 3016520643

5 Beds ⋅ 3 Baths

Welcome to 6 Cherrywood Drive - A Landmark Estate in Gloucester Township where Architectural Artistry Meets Exceptional Living, this extraordinary residence offers a rare opportunity to own a 5 bedroom 3 full bathroom home in a truly distinctive HC Highway Commercial zoned corner lot, currently approved as a single-family residence in Gloucester Township's prime location. Enjoy walking distance to multiple national franchises, fine dining and retail shopping. Defined by dramatic architectural lines, open floor plan, the home delivers both impressive scale and warm livability. Newly renovated estate with high end appliances, quartz countertops, Italian designed porcelain bathrooms, recessed lighting throughout, and features 2 spacious primary bedrooms on separate floors. The first level primary may be used for multi-generational living, a home office or flexible living space that adapts to your lifestyle needs. This property's exterior offers a dual driveway with curb cut and additional parking that offers highly visible positioning ideal for future commercial use, while nestled in a private setting.

6 Cherrywood Dr, Clementon

Listing courtesy of RE/MAX Preferred - Sewell. Contact: 8565894848

Start Your Search

Caroline Evans

Local Expertise. Global Connections.Caroline Evans, hailing proudly from Baltimore, is a dynamic professional with a degree in Communications from Lynn University, Florida. Her innate talent for forging genuine connections and nurturing enduring relationships is the cornerstone of her success. With a background steeped in sales, marketing, and event planning, Caroline seamlessly transitioned into real estate, where her passion for community building finds its perfect outlet.She champions Baltimore with unwavering pride, extolling its virtues as a beacon of community spirit and cultural richness. Caroline Evans is not just a realtor; she's a seasoned professional with 10 years of expertise in the industry. As an agent with Monument Sotheby's International Realty, known for specializing in luxury listings across Baltimore County, Caroline has solidified her reputation as a trusted advisor and an unparalleled advocate for her clients.Client testimonials speak volumes about Caroline's effectiveness. "Caroline goes above and beyond for her clients! She knows so many people in the community, which helped us easily prepare and sell our home quickly." – Amy F.Caroline's unparalleled network within the community, her tireless work ethic, and her commitment to excellence ensure that her clients receive nothing short of exceptional service and outstanding results. Whether buying or selling, Caroline Evans is the consummate professional you can trust to deliver unparalleled results.For the past 14 years, she has dedicated her time and expertise to the Boys' Latin Parents' Association, leading as President for the entire school, K–12, from 2016–2018. Her exceptional service was recognized with the prestigious Rollo Brent '44 Cup at the Boys' Latin School of Maryland.As a racquet, tennis, and pickleball player, Caroline relishes the camaraderie of exercise and fun with friends and the tranquility of summers spent in Ocean City, Maryland. Her generous spirit shines through her volunteer work at her children's school, sports teams, and local charities—embodying her dedication to nurturing both family and community.Caroline's infectious enthusiasm and unwavering dedication make her an invaluable asset to any team. With her at the helm, every endeavor is infused with passion, purpose, and boundless potential.

Learn More