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8986 Orchard Dr, Chestertown
$679,900
3 Beds ⋅ 4 Baths
COMING SOON! Welcome to 8986 Orchard Drive, tucked away in the sought-after Orchard Hill neighborhood just outside of Chestertown! This move-in-ready home offers comfortable one-level living with 3 bedrooms, 2 bathrooms, and a partially finished basement with endless possibilities. Enjoy a spacious living room with recessed ceilings, an inviting primary suite with a jetted soaking tub, and updates throughout, including a new roof in 2025 and an efficient HVAC system upgraded in 2022. The partially finished basement features a private, ground-level walkout entrance, studio-style living space with a pool table, an efficient mini-split system, and plenty of additional storage or workshop space. French drains and an automatic sump pump add peace of mind. Outside, enjoy multiple spaces to relax and entertain, including a screened-in porch, open deck, patio with a hot tub that conveys, and a partially fenced backyard surrounded by beautiful crepe myrtles. Additional highlights include a two-car garage, a large floored attic for extra storage, and a solar system installed in August 2025. Conveniently located within 10 minutes of Chestertown's everyday amenities, shopping, dining, and more, this property offers the perfect blend of comfort, flexibility, and convenience. Come see all that this home has to offer! **Interiors pics available on 10/14**

8986 Orchard Dr, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

1013 Orchard Hill Dr, Winchester
$299,900
3 Beds ⋅ 2 Baths
Updated, move-in ready, and waiting for you to make it your own! Welcome to 1013 Orchard Hill Dr. Tucked away in a charming, established Winchester neighborhood with no HOA, this inviting townhome combines a clean, comfortable style with many of the big-ticket improvements already taken care of. Outside, you'll find a brand-new roof and vinyl siding, fresh landscaping, and an updated rear deck complete with durable vinyl railing. Step inside to a spacious main level with an easy, open flow between the living and dining areas. The living room is warm and welcoming, centered around a wood-burning fireplace with built-in cabinetry on both sides, the perfect spot to settle in on a cool evening. The adjoining galley-style kitchen offers plenty of functionality with the laundry conveniently located just off the kitchen. Beyond the dining area, the home gets even better with a large bonus sunroom, complete with additional built-ins and an entire wall of pantry storage. Whether you envision it as a casual gathering space, home office, hobby area, or simply a place to enjoy the extra room, this flexible space adds even more versatility to the home. Upstairs, new carpeting runs throughout, complemented by fresh paint in the entire home. The brand-new full bathroom features a tub/shower combination and new vanity, giving the space a crisp, updated feel. The best part? The major exterior work has already been done, the home is clean and move-in ready, and there's still plenty of opportunity to bring your own style to the interior. Priced competitively, 1013 Orchard Hill Dr offers an opportunity to enjoy a desirable Winchester setting, the freedom of no HOA, and a home where the important updates have already been taken care of. Come see it for yourself and imagine what you'll do with the rest!

1013 Orchard Hill Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

6252 Dawn Day Dr, Columbia
$575,000
4 Beds ⋅ 3 Baths
Recently updated Colonial-style single-family residence offering 4 bedrooms, 2.5 bathrooms, and 2,124 finished square feet in established Orchard Hill. Nearly $10,000 in 2026 improvements include exterior updates such as shutter repairs, added exterior lighting, and cleaning, along with select interior paint, updated light fixtures, recently installed carpet, two handrails on all stairs, and more. Additional improvements include the HVAC system and attic insulation in 2017, updated bathrooms in 2017, and a water heater installed in 2024. // Distinctive geometrical doorways add character throughout the main level, beginning in the welcoming foyer featuring updated lighting. A carpeted formal living room flows into the freshly painted formal dining room, accented by a chair rail molding and an updated light fixture. The main level also offers a convenient powder room and an inviting family room centered around a brick-accented wood-burning fireplace with direct access to the deck. // The charming eat-in kitchen features stainless steel appliances installed in 2021, quartz countertops, white Shaker-style cabinetry, a custom backsplash, updated lighting, a pantry, and a cozy breakfast area highlighted by a custom Pella® greenhouse window. // Upstairs, four newly carpeted bedrooms are accompanied by two full bathrooms. The owner’s suite includes a walk-in closet and a private ensuite bathroom. // The fully finished, waterproofed walk-up lower level (2025) expands the living space with a spacious recreation room and two freshly painted bonus rooms ideal for a home office, playroom, hobby space, or other flexible uses. A separate storage room with laundry completes the lower level. // Outdoor living continues on the deck, where a tall guardrail adds privacy while overlooking the spacious backyard, accented by a mature tree. Lush landscaping enhances the front exterior, which also features a private driveway leading to an attached 1-car garage with a freshly painted floor.

6252 Dawn Day Dr, Columbia

Listing courtesy of Keller Williams Lucido Agency. Contact:

812 Appleseed Ct, Winchester
$359,000
3 Beds ⋅ 2 Baths
Nestled on a quiet cul-de-sac surrounded by mature trees in the highly desirable Orchard Hills Subdivision with no HOA fees or restrictions, this traditional all-brick home features 3 bedrooms, 1.5 bathrooms, a 2-car driveway, and three beautifully finished levels of move-in-ready living space. From the tree-lined sidewalks and charming street lighting, you are welcomed onto a main level boasting gorgeous original hardwood floors, a convenient main-level half bath, a spacious formal dining room, and a warm living room anchored by a cozy wood-burning fireplace. The efficient kitchen offers a brand-new stove, plenty of storage and prep space, and a dedicated pantry for ultimate organization. The entire home has been freshly painted inside, with brand-new carpet installed across the stairs and bedrooms—including the large primary bedroom upstairs. Head downstairs to find a full, finished basement that provides additional living space, an abundance of extra storage, and a dedicated laundry area. Major mechanical updates offer complete peace of mind, including an all-brick exterior, a newer roof, newer HVAC, and newer windows throughout. Step outside to your private oasis—an extensive patio framed by beautiful mature trees that backs directly to the scenic Park Place Park, offering an extended backyard feel and peaceful views with no rear neighbors. Complete with a large storage shed to easily house all of your tools, lawn equipment, or outdoor gear. Conveniently located near shopping, dining, walking trails, and major commuter routes. Come see this home and schedule your private tour today!

812 Appleseed Ct, Winchester

Listing courtesy of Realty FC. Contact:

802 Appleseed Ct, Winchester
$364,900
3 Beds ⋅ 3 Baths
NO HOA-City of Winchester on cul-de-sac with a spacious yard that feels like a private oasis.Charming and inviting townhome offering an unusual and versatile four-level floor plan with wonderful indoor and outdoor living spaces! The main level features a welcoming living room with a beautiful bay window, fireplace and built-in shelving, along with a dining room accented by crown molding and chair rail. A convenient closet provides additional storage for china and linens. The updated kitchen offers Corian countertops and includes a refrigerator, dishwasher, disposal, built in microwave and range. A half bath completes the main level. (a chairlift from the first level to the second level can remain with the property or removed) The second level offers three comfortable bedrooms and a full bath that has been updated. The first lower level expands the living space with a finished recreation room featuring built-ins, plus separate laundry area and half bath. Step outside to enjoy the beautifully landscaped rear yard—an unusually generous outdoor space for a townhome. The spacious deck is perfect for relaxing, entertaining or enjoying the surrounding greenery, with convenient access from the lower level recreation room. There is access from the front yard via steps on the side of the home leading to the deck providing both access to the lower level recreation room and deck. Additional steps from the deck lead down to the lush backyard. The lowest level is unfinished and provides a small workshop area, abundant storage and a walkout to the lush rear yard at ground level. An exceptional opportunity to enjoy the space and flexibility of a four level townhome complimented by a wonderfully private and expansive outdoor setting. Additional items of note: New roof 2025, new heat pump 2025, new hot water heater 2026, full bath remodeled 2024, new clothes dryer, 2024, new refrigerator 2020, Exterior painted 2017, windows replaced-2015 (most but not living room bay), kitchen remodeled,2015, wood walkway built on the side of the house, 2015 and additional insulation in attic, 2015

802 Appleseed Ct, Winchester

Listing courtesy of Colony Realty. Contact:

602 Saint Johns Rd, Shiremanstown
$299,900
3 Beds ⋅ 3 Baths
Welcome home to this freshly updated single-family residence in the heart of Shiremanstown! Conveniently located in the highly desirable Mechanicsburg School District, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort and convenience. The thoughtfully designed floor plan features a spacious first-floor primary suite, providing easy one-level living. Enjoy the added benefit of an attached carport for off-street parking, along with fresh updates that make this home move-in ready. Just minutes from shopping, dining, parks, and major commuter routes, this centrally located property offers everything you need in a place you'll love to call home. Schedule your private showing today!

602 Saint Johns Rd, Shiremanstown

Listing courtesy of Keller Williams of Central PA. Contact:

12 E Green Ln, Milford
$489,900
4 Beds ⋅ 4 Baths
Welcome to 12 E. Green Lane, Milford, DE—a spacious 4-bedroom home designed for comfortable living and effortless entertaining! Step inside to an inviting open-concept floor plan featuring a bright and airy living space that flows seamlessly into the kitchen, complete with stainless steel appliances and plenty of room for gathering with family and friends. The finished basement offers the perfect space for entertaining, whether you're hosting game nights, movie marathons, or creating the ultimate recreation room. Outside, you'll find a large fenced-in backyard that's ready for summer cookouts, family gatherings, and unforgettable backyard parties. With plenty of room for kids, pets, and outdoor fun, this private outdoor space is sure to impress. Conveniently located near shopping, dining, schools, and local amenities, this move-in-ready home offers the perfect blend of space, comfort, and style. Don't miss your opportunity to make 12 E. Green Lane your new home—schedule your private tour today!

12 E Green Ln, Milford

Listing courtesy of Coldwell Banker Realty. Contact:

2055 Cidermill Ln, Winchester
$349,000
3 Beds ⋅ 4 Baths
PRICE IMPROVEMENT. . Welcome home to this beautifully maintained 3-bedroom, 2-full-bath/2 half bath, end-of-row townhouse! Perfectly situated in a highly desirable, family-friendly neighborhood, step inside to find gleaming hardwood floors and large, sunlit rooms that offer plenty of space to live and entertain. The heart of the home features a spacious kitchen that flows seamlessly onto a private rear deck—perfect for morning coffee or weekend barbecues. Outside features a private backyard with lovely patio and shed. Cozy up by one of the two beautiful fireplaces, located on both the main level and in the fully finished basement. The lower level provides excellent flexible space for a family room, home office, or gym. This move-in-ready property comes complete with all appliances and boasts a newer roof for ultimate peace of mind. Enjoy the convenience of dedicated off-street parking and a location that can't be beat. You are just minutes away from beautiful downtown shopping, vibrant restaurants, and houses of worship. Don't miss your chance to own this turnkey gem in an ideal community. See list of improvements in Documents.

2055 Cidermill Ln, Winchester

Listing courtesy of Colony Realty. Contact:

6 Costabella Ct, Milford
$469,500
4 Beds ⋅ 3 Baths
Welcome to your dream home tucked away in the desirable Orchard Hill community! Situated on a premium 0.26-acre cul-de-sac lot, this beautifully maintained 2,900 sq. ft. contemporary colonial perfectly blends spacious living with effortless entertaining. Step inside to find an inviting open-concept layout featuring modern luxury vinyl flooring flowing throughout the main level. The heart of the home is the bright, refreshed kitchen, complete with upgraded countertops, a brand-new central island maximizing counter space, a functional pantry, and a sunny breakfast area—the perfect hub for gathering with friends and family. The spacious living and dining areas flow effortlessly, highlighted by a cozy gas fireplace ideal for chilly evenings. Also on the main level is a dedicated library, providing the perfect space for a home office, reading room, study, or flex space to suit your needs. Upstairs, the expansive owner’s suite serves as a true private retreat, complete with a walk-in closet and a luxurious en-suite bathroom featuring a double vanity and a deep soaking tub. Three additional generously sized bedrooms and a meticulously updated guest bath provide plenty of room for family, guests, or a home office. The outdoor space is an entertainer’s paradise, boasting a fully vinyl-fenced backyard and a custom patio designed for weekend barbecues or quiet, secluded relaxation. Need storage or room to expand? The massive full, unfinished basement offers endless possibilities for a home gym, workshop, or future recreation room. Complete with a true 2-car garage and an expanded driveway, this move-in-ready gem offers unparalleled convenience. Ideally located just minutes from historic downtown Milford, residents enjoy easy access to shopping, dining, and medical facilities. Commuters will appreciate the convenient drive to Dover Air Force Base, while beach lovers are just a straight drive away from Delaware’s premier coastal destinations. Don't miss your chance to own this exceptional home—schedule your tour today!

6 Costabella Ct, Milford

Listing courtesy of Keller Williams Realty. Contact: