Rolling Knolls Homes for Sale

Rolling Knolls Homes for Sale

Welcome to Rolling Knolls, a picturesque subdivision nestled in the heart of Maryland, where charm meets modern living. This vibrant community offers an idyllic blend of suburban tranquility and convenient access to urban amenities, making it an ideal choice for families, young professionals, and retirees alike.

Rolling Knolls is characterized by its beautifully landscaped streets lined with mature trees, creating a serene atmosphere that invites leisurely strolls and outdoor gatherings. The homes in this enchanting subdivision showcase a variety of architectural styles, from classic colonials to contemporary designs, ensuring there’s something to suit every taste. With spacious yards and inviting curb appeal, these residences provide the perfect backdrop for creating lasting memories.

One of the standout features of Rolling Knolls is its commitment to community. Residents enjoy a strong sense of belonging, with neighborhood events and social gatherings that foster connections among neighbors. Children can thrive in the excellent local school district, while parks and recreational facilities are just a stone’s throw away, offering ample opportunities for outdoor activities and family fun.

For those looking to make Rolling Knolls their home, there are a variety of homes for sale that cater to diverse lifestyles and budgets. Whether you’re seeking a cozy starter home or a larger family residence, you’ll find a range of options that promise comfort and style.

Discover the charm of Rolling Knolls, where community, convenience, and quality living come together in perfect harmony. Your dream home awaits in this delightful Maryland neighborhood!

Newest Rolling Knolls Homes for Sale

$989,000
4 Beds ⋅ 4 Baths ⋅ MDMC2248624 MLS
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
$625,000
3 Beds ⋅ 2 Baths ⋅ MDAA2151236 MLS
Welcome home to this beautifully renovated split-level in a sought-after community! Featuring a bright, open floor plan with quality finishes throughout, this move-in ready home offers wood floors, an updated kitchen, and fully renovated baths. The three-bedroom layout provides comfortable living spaces designed for today's lifestyle. Nestled on a private, wooded 0.40-acre lot backing to Annapolis Waterworks Park, you'll enjoy peaceful views and direct access to nature right in your backyard. An oversized one-car garage offers ample room for a workshop, hobbies, and extra storage, while the encapsulated crawl space provides even more storage options. New roof and heat pump installed in 2024. Residents appreciate the community elementary school and voluntary association. The location is truly exceptional—just minutes from downtown Annapolis, the medical center, shopping, restaurants, and local pubs. Commuters will love the quick access to major routes, making travel throughout the region a breeze. This turnkey home combines charm, convenience, and value in one fantastic package. Don't miss your chance to make it yours!

622 Wayward Dr, Annapolis
$599,000
3 Beds ⋅ 2 Baths ⋅ MDAA2149288 MLS
Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers exceptional outdoor space with a large driveway, fully fenced backyard, and two storage sheds providing ample room for hobbies, tools, and equipment. Inside, you’ll find 3 generously sized bedrooms and 2 full bathrooms, including a beautifully renovated primary bath and updates to the hall bath. The bedrooms feature large closets, providing comfortable everyday living and abundant storage. The heart of the home is the brand-new kitchen, thoughtfully designed with extensive cabinetry, abundant countertop space, and a bright eat-in area perfect for casual dining and entertaining. The lower level offers incredible flexibility and untapped potential. A built-in bar with sink creates the perfect gathering space, while two separate finished rooms can easily accommodate a home gym, office, media room, playroom, guest space, or hobby area. One room features walk-out access to the driveway, bringing in natural light and enhancing functionality. A large utility room and oversized laundry area provide even more storage and workspace. With its generous lot, extensive updates, versatile floor plan, and desirable Annapolis location, this home offers the perfect combination of comfort, convenience, and opportunity. Enjoy the convenience of nearby Rolling Knolls Elementary School, as well as easy access to shopping, dining, parks, and major commuter routes. Welcome Home!

617 Wayward Dr, Annapolis
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