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Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

4 Beds ⋅ 2 Baths

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

584 Wayward Ct, Annapolis

Listing courtesy of Executive Choice Realty. Contact:

$950,000

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. Work is currently underway to finish the basement and create an additional bedroom, full bathroom, recreation room, and a deck, with all improvements expected to be completed by the end of this year. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking.

5 Beds ⋅ 4 Baths

Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. Work is currently underway to finish the basement and create an additional bedroom, full bathroom, recreation room, and a deck, with all improvements expected to be completed by the end of this year. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking.

2175 Glencrest Cir, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact:

$989,000

Welcome to this beautifully maintained and thoughtfully updated residence located in the desirable Derwood area. Situated on a quiet cul-de-sac, this home offers a functional layout, abundant natural light, and well-proportioned living spaces designed for both everyday living and entertaining. The main level features a spacious living area, a formal dining space, and an updated kitchen equipped with modern appliances, ample cabinetry, and generous counter space. The adjoining family room provides a comfortable setting with views of the surrounding landscape. Upstairs, the property offers multiple bedrooms including a well-appointed primary suite with an en-suite bath and ample closet space. Additional bedrooms are appropriately sized and supported by updated bathrooms. The lower level provides additional flexible living space suitable for recreation, home office use, or guest accommodations. Exterior features include a private backyard, mature landscaping with professional landscape lighting, and outdoor space ideal for relaxation or entertaining. A standout feature of this property is the large detached garage, complete with an unfinished second-story loft—offering exceptional potential for a workshop, studio, home office, or future finished living space. The home is also equipped with a whole-house generator system, providing added peace of mind and uninterrupted comfort year-round. Additional highlights include off-street parking and an attached garage. Conveniently located near major commuter routes, shopping, dining, and local amenities, this home offers both comfort and accessibility.

4 Beds ⋅ 4 Baths

Welcome to this beautifully maintained and thoughtfully updated residence located in the desirable Derwood area. Situated on a quiet cul-de-sac, this home offers a functional layout, abundant natural light, and well-proportioned living spaces designed for both everyday living and entertaining. The main level features a spacious living area, a formal dining space, and an updated kitchen equipped with modern appliances, ample cabinetry, and generous counter space. The adjoining family room provides a comfortable setting with views of the surrounding landscape. Upstairs, the property offers multiple bedrooms including a well-appointed primary suite with an en-suite bath and ample closet space. Additional bedrooms are appropriately sized and supported by updated bathrooms. The lower level provides additional flexible living space suitable for recreation, home office use, or guest accommodations. Exterior features include a private backyard, mature landscaping with professional landscape lighting, and outdoor space ideal for relaxation or entertaining. A standout feature of this property is the large detached garage, complete with an unfinished second-story loft—offering exceptional potential for a workshop, studio, home office, or future finished living space. The home is also equipped with a whole-house generator system, providing added peace of mind and uninterrupted comfort year-round. Additional highlights include off-street parking and an attached garage. Conveniently located near major commuter routes, shopping, dining, and local amenities, this home offers both comfort and accessibility.

5820 Winegrove Ct, Derwood

Listing courtesy of Miller Realty Services, LLC. Contact:

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