Historic Oakwood Homes with Wake - Oberlin Middle Middle School

Welcome to Historic Oakwood, a charming subdivision nestled in the heart of Raleigh, North Carolina. Renowned for its picturesque tree-lined streets and beautifully preserved Victorian architecture, Historic Oakwood offers a unique blend of history and modern living. This vibrant community is not just a feast for the eyes; it also boasts a rich cultural heritage, making it one of the most sought-after neighborhoods in Wake County.

Living in Historic Oakwood means you’re just a stone's throw away from the bustling downtown Raleigh, where you can enjoy a plethora of dining, shopping, and entertainment options. The neighborhood is also conveniently located near parks and recreational areas, perfect for outdoor enthusiasts and families alike.

One of the standout features of Historic Oakwood is its proximity to Wake - Oberlin Middle School, a highly regarded institution known for its commitment to academic excellence and community involvement. Families with children will appreciate the quality education and nurturing environment that the school offers, making it an ideal location for those looking to settle down and raise a family.

The homes in Historic Oakwood reflect the neighborhood's rich history, with many properties showcasing stunning architectural details and lush gardens. Whether you're searching for a quaint cottage or a grand Victorian, this subdivision has a diverse array of homes that cater to various tastes and lifestyles.

Discover the charm of Historic Oakwood, where every street tells a story, and every home is a piece of history waiting to be cherished. Come and experience the warmth of this unique community in Raleigh, NC!

Newest Historic Oakwood Homes with Wake - Oberlin Middle Middle School

$1,050,000

3 Beds ⋅ 2 Baths ⋅ 10179377 MLS ⋅ ACTIVE Status

Historic Oakwood in the heart of Inside the Beltline Raleigh. This beautifully maintained 3-bedroom, 2-bath home delivers 2,492 square feet of considered living where architectural heritage meets modern updates. The open-concept main level connects a welcoming family room and dining room to a reimagined kitchen, anchored by upgraded finishes and bathrooms throughout. A dedicated home office tucked off the entry foyer adds practical versatility, alongside two first-floor bedrooms and a full bath. Upstairs, the owner's suite is the home's signature space: two walk-in closets, a spacious ensuite bathroom, and storage depth rarely found in historic homes of this caliber. The rocking-chair front porch looks out to Oakwood's iconic tree-lined streetscape, while the covered rear deck and private backyard offer a serene and versatile outdoor setting. Private rear parking and an unfinished daylight basement with genuine expansion potential round out a home designed for both daily ease and long-term flexibility. Moments from Crawford & Son, Oakwood Pizza Box, and Transfer Co. Food Hall. Convenient to the best of downtown Raleigh. An Inside the Beltline address in one of the Triangle's most sought-after historic communities.

519 E Lane 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

$729,000

2 Beds ⋅ 2 Baths ⋅ 10173335 MLS ⋅ ACTIVE Status

Don't underestimate this historic charmer—she lives large, and it shows. Rare opportunity to own a beautifully renovated bungalow in the heart of Historic Oakwood with an oversized powered two-car garage and workshop—a feature seldom found in the neighborhood. Thoughtfully updated while preserving its historic charm, this move-in-ready home offers one-level living, a well designed floor plan, hardwood floors, abundant natural light, renovated kitchen and baths, and designer finishes throughout. Just blocks from Person Street's restaurants, coffee shops, breweries, parks, and downtown Raleigh, this home offers the ideal blend of historic character, modern convenience, and walkable urban living.

608 N Boundary 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 .