Historic Oakwood Homes with Wake - Oberlin Middle Middle School

Welcome to Historic Oakwood, a charming subdivision nestled in the heart of Raleigh, North Carolina. This picturesque neighborhood is known for its stunning Victorian architecture and rich history, offering a unique blend of old-world charm and modern conveniences. As you stroll through the tree-lined streets, you’ll be captivated by the beautifully restored homes, each telling a story of its own, while lush gardens and vibrant community spaces invite you to explore and engage with your neighbors.

One of the standout features of Historic Oakwood is its proximity to Wake - Oberlin Middle School, a highly regarded institution that caters to the educational needs of local families. With a commitment to academic excellence and a nurturing environment, this school is a prime choice for parents looking to provide their children with a top-tier education. The close-knit community surrounding the school fosters a sense of belonging and involvement, making it a perfect place for families to thrive.

Residents of Historic Oakwood enjoy easy access to downtown Raleigh, where a plethora of dining, shopping, and entertainment options await. Whether you’re indulging in a culinary delight at a local eatery or attending a vibrant cultural event, the energy of the city is just a stone's throw away.

If you’re looking for a home that combines historical significance with modern living, Historic Oakwood is the perfect place to call home. Experience the charm, community spirit, and educational opportunities that make this neighborhood truly special. Come and discover your dream home in Historic Oakwood today!

Newest Historic Oakwood Homes with Wake - Oberlin Middle Middle School

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 10186275 MLS ⋅ ACTIVE Status

Architect-designed circa 1911 Neoclassical Revival in Historic Oakwood. Known as the Monie-Sanderford House, this 4 bedroom, 2.5 bath, 2,580 square foot residence was designed by James Matthew Kennedy, the Raleigh architect behind City Market and Murphey School, and his original blueprints have been preserved with the home. Set high above its 0.10 acre corner at East Jones and North Bloodworth Streets, the house presents a slate-clad hipped roof, a wraparound porch carried by six Tuscan columns, pedimented gables, a lunette window, and a leaded-glass entry with sidelights and transoms. The interiors hold the craftsmanship of the era: soaring ceilings, old-growth heart-pine floors, tall pocket doors, decorative fireplaces, a gracious center hall, a two-story projecting bay, and an oval keystone window on the east elevation. The home has been thoughtfully reimagined with a gorgeous new kitchen, a butler's pantry built for entertaining, and beautifully upgraded baths, plus a reading nook tucked beneath the staircase. The address stands within the Oakwood Historic District, listed on the National Register of Historic Places in 1974, just moments from the North Carolina Governor's Mansion. Crawford and Son, Jolie, Oakwood Pizza Box, Standard Food and Wine, Yellow Dog Bread Co., the landmark Krispy Kreme on North Person Street, and downtown Raleigh are all minutes from the front porch. The corner itself was held by the Monie family and their descendants from 1877 until 1985, and the home was later stewarded by a preservationist who supervised the Restoration Branch of the North Carolina State Historic Preservation Office. Architect-designed Oakwood residences with this kind of documentation rarely come open.

320 E Jones St, Raleigh

$1,050,000

4 Beds ⋅ 2 Baths ⋅ 10176694 MLS ⋅ ACTIVE Status

Step into a piece of Raleigh history with this captivating HISTORIC OAKWOOD home! Fun Fact: This Queen Anne frame cottage was originally built in 1901 by contractor Jacob S. Allen for widow Lula Davis, at a cost of $1,785!! Wow. This home is filled with tons of character . . . HARDWOODS everywhere, 11 ft. ceilings, 4 spacious bedrooms, FIREPLACES, and European kitchen (Sub Zero, farm sink and marble counters included!). Incredible basement & walkup storage (future expansion?!). Outside, the property continues to impress with its curb appeal and prime location. Situated in a highly sought-after downtown pocket, you are just moments away from some of the city's best restaurants, Seaboard Station, and cultural landmarks. This isn't just a home; it's an opportunity to own a slice of one of Raleigh's most celebrated neighborhoods blending historic soul and urban convenience.

517 N East St, Raleigh

$835,000

2 Beds ⋅ 1 Baths ⋅ 10176079 MLS ⋅ ACTIVE Status

Historic Character Meets Timeless Charm in Downtown Raleigh. Step into a rare piece of Raleigh history at 514 E Lane Street, where classic architecture, soaring ceilings, and beautifully preserved original details create a home unlike anything on today's market. Nestled beneath a canopy of mature trees, this inviting residence welcomes you with a gracious front porch and stunning curb appeal. Inside, rich heart pine floors, multiple fireplaces (family and dining room have gas and bedrooms are decorative) tall windows, custom built-ins, and elegant millwork showcase the craftsmanship of a bygone era while blending seamlessly with modern comforts. The spacious living and dining rooms are filled with natural light and historic character, offering ideal spaces for entertaining or quiet evenings at home. The thoughtfully updated kitchen features solid-surface countertops, stainless appliances, abundant cabinetry, a center island with gas cooktop, and oversized windows overlooking the private garden setting. Bedrooms provide comfort and flexibility, while the unique bath maintains the home's timeless personality. Throughout the home, charming architectural details, antique-inspired finishes, and carefully preserved woodwork create warmth and authenticity at every turn. Pull down attic offers many more storage options. Located just blocks from downtown Raleigh's restaurants, parks, museums, and cultural attractions, this exceptional property offers the perfect combination of historic elegance, walkable urban living, and enduring Southern charm. A truly special opportunity to own one of Raleigh's treasured historic homes in a highly sought-after location. Don't miss the gorgeous garden in the back yard. Shed conveys. The rear stone wall full of character and charm is the approximate property line.

514 E Lane St, Raleigh

$1,800,000

10172633 MLS ⋅ ACTIVE Status

Rare opportunity to acquire two Historic Oakwood adjacent lots in Downtown Raleigh with strong redevelopment potential. Preliminary review suggests the parcels may be suitable for subdivision into as many as four residential lots, creating an attractive opportunity for builders, developers, or investors. Buyer is solely responsible for conducting all due diligence and confirming subdivision feasibility, zoning compliance, utility availability, and all applicable governmental approvals. 550 E Jones St. and the neighboring 552 E Jones St. are being listed together and are being sold together for a total asking price of $1,800,000 for .43 acres in the Highly Desirable neighborhood of Historic Oakwood in Downtown Raleigh.

550 E Jones St, Raleigh

$475,000

10098974 MLS ⋅ ACTIVE Status

Rare opportunity to build in Historic Oakwood! Located on a beautiful, tree-lined street in the heart of downtown Raleigh. Zoned R-10 with public utilities at street bring your own builder and customize your dream home. Endless possibilities in one of Raleigh's most charming and sought-after neighborhoods!

419 Watauga St, Raleigh

$1,250,000

3 Beds ⋅ 4 Baths ⋅ 10160841 MLS ⋅ ACTIVE Status

The lifestyle that Historic Oakwood delivers, 225 Elm Street earns at every turn. A fully restored architectural original set along one of downtown Raleigh's most distinguished residential streets, where original hardwood floors, tall ceilings, and a century of preserved character have been layered with curated modern finishes throughout. This home does not come to market often, and when it does, it does not stay long. The signature sunroom, framed by four sets of French doors, anchors the home's relationship with its outdoor resort: a heated saltwater pool with waterfall wall, a freestanding brick fireplace, and built-in speakers that carry through the downstairs and outdoor living spaces year-round. Inside, the light-filled family room and study is anchored by a built-in desk, bookshelves, and dual corner cabinets in classic millwork. The dining room centers on a working wood-burning fireplace and flows into the breakfast room and kitchen, where a second gas log fireplace, custom island, two ovens, generous storage, walk-in laundry and pantry, and a dry bar area already plumbed for a sink define one of the most considered kitchen programs in the neighborhood. Three en-suite bedrooms deliver privacy on every level. The main-floor primary suite features a walk-in closet with custom shelving and drawers, a double vanity, a walk-in shower, and a freestanding claw foot soaking tub. A second en-suite bedroom is tucked at the rear of the first floor; a third en-suite bedroom is set upstairs alongside floored attic storage. Off-street parking, a driveway, and a separate fenced dog area round out a list of Oakwood rarities that give this address its lasting edge. Set moments from Person Street dining, Mordecai Historic Park, and the full energy of downtown Raleigh, 225 Elm Street is a home that holds its character the way only a fully restored Oakwood original can. For the buyer who has been watching, this is the one.

225 Elm St, Raleigh

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .