Oakwood Homes for Sale

Oakwood Homes for Sale

Welcome to Oakwood, a picturesque subdivision nestled in the heart of the United States, where charm meets modern living. This vibrant community is characterized by its lush tree-lined streets, beautifully manicured lawns, and a welcoming atmosphere that makes it an ideal place to call home. Whether you're a first-time buyer, a growing family, or looking to downsize, Oakwood offers a diverse range of homes for sale that cater to every lifestyle and budget.

The homes in Oakwood boast a variety of architectural styles, from cozy single-family residences to spacious contemporary designs. Each property is thoughtfully designed, featuring open floor plans, modern kitchens, and outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars. With a strong emphasis on community, many homes are located within walking distance of local parks, playgrounds, and recreational facilities, making it easy for families to enjoy the great outdoors.

In addition to its stunning homes, Oakwood is conveniently located near shopping centers, restaurants, and top-rated schools, ensuring that residents have everything they need just a stone's throw away. The sense of community is palpable, with regular neighborhood events and gatherings that foster connections among residents.

If you're searching for a place that combines comfort, convenience, and a close-knit community feel, look no further than Oakwood. Explore the homes for sale today and discover the perfect place to create lasting memories in this enchanting subdivision. Your dream home awaits!

Newest Oakwood Homes for Sale

122 Hannum Dr, Bear
$649,500
5 Beds ⋅ 4 Baths
OPEN HOUSE SCHEDULED FOR 10/25/2026 HAS BEEN CANCELLED. Nestled in the charming Oakwood subdivision, 122 Hannum Drive offers approximately 4,000 square feet of beautifully designed living space, seamlessly blending elegance, comfort, and functionality. A grand foyer welcomes you with luxury vinyl plank flooring and tasteful wainscoting, setting the tone for the sophisticated interior. The gourmet kitchen features upgraded countertops, stainless steel appliances, and a spacious butler’s pantry -- perfect for everyday living and entertaining. Just beyond, the inviting family room is anchored by a cozy fireplace, while the formal dining room provides an elegant setting for memorable gatherings. Thoughtfully designed for flexible living, the home’s five bedrooms, 3.5 bathrooms, second kitchen, and fully finished walk-out basement offer adaptable spaces for multigenerational living, extended stays, entertaining, working from home, and more. Outside, enjoy your own private retreat featuring an in-ground pool, beautiful landscaping, exterior lighting, an inviting porch, and a rear storage shed. Additional highlights include solar panels, a whole-house standby generator, exterior security cameras, an attached two-car garage, and additional driveway parking. From lively gatherings by the pool to quiet evenings at home, this exceptional Oakwood residence delivers refined living in every detail. Eligible buyers may qualify for a reduced interest rate through a participating lender. Terms and conditions apply.

122 Hannum Dr, Bear

Listing courtesy of Keys & Deeds Realty. Contact:

3733 Thomas Point Rd, Annapolis
$2,495,000
5 Beds ⋅ 5 Baths
Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

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