Historic Oakwood Real Estate

Welcome to Historic Oakwood, a charming subdivision nestled in the heart of Raleigh, North Carolina. This picturesque neighborhood is a hidden gem that beautifully blends the charm of yesteryear with the conveniences of modern living. Known for its stunning Victorian and Edwardian architecture, Historic Oakwood boasts tree-lined streets that invite leisurely strolls and community gatherings, making it a perfect place for families and professionals alike.

As you wander through the neighborhood, you'll be captivated by the beautifully preserved homes, each with its own unique character and story. Many of these residences date back to the late 19th and early 20th centuries, showcasing intricate details and craftsmanship that speak to a bygone era. The community is not just about beautiful homes; it’s about a lifestyle steeped in history and tradition.

Historic Oakwood is conveniently located just minutes away from downtown Raleigh, providing residents with easy access to a vibrant array of dining, shopping, and entertainment options. The area is also home to several parks, perfect for picnics, outdoor activities, and enjoying the natural beauty of North Carolina.

Additionally, the neighborhood hosts various community events throughout the year, fostering a strong sense of belonging among residents. Whether it’s the annual Oakwood Garden Tour or holiday celebrations, there’s always something happening to bring neighbors together.

If you’re looking for a place that offers a rich history, a tight-knit community, and a vibrant lifestyle, Historic Oakwood is the perfect destination to call home. Come and experience the enchanting blend of history and modernity that this remarkable subdivision has to offer!

Newest Listings in Historic Oakwood

$675,000

2 Beds ⋅ 1 Baths ⋅ 10202115 MLS ⋅ ACTIVE Status

Welcome to this fairytale cottage in coveted Historic Oakwood! Rich in timeless charm and thoughtfully cared for, this enchanting one-level home sits high above the street, nestled among beautifully landscaped gardens, brick walkways, and tiered garden beds. Inside, you'll find 12-foot ceilings, original heart pine floors, original windows, original transoms, and four original fireplaces, two of which feature gas logs. A classic center-hall design creates an elegant sense of arrival, while custom built-in shelving makes the perfect setting for a home office or cozy reading space. An updated kitchen and bathroom blend modern convenience with the home's historic character. Though approximately 1,460 square feet, this home lives and feels remarkably larger, with gracious proportions and an inviting flow throughout. This two-bedroom, one-bath home is perfect for first-time homebuyers or empty nesters looking to enjoy the best of Historic Oakwood. This move-in-ready gem offers a wonderful opportunity to own a beautifully maintained historic home in an unbeatable location. Stroll to Person Street's popular restaurants, bars, and shops, enjoy the neighborhood favorites of Oakwood, or head downtown Raleigh. The Village District is just a five minute drive, Costco and Wegmans six minute drive, and North Hills is an easy eight-minute drive. A shared driveway provides convenient off street rear parking. Elegant, timeless, and full of character, this is more than a home—it's an opportunity to enjoy the charm, history, and walkable lifestyle that make Oakwood so special. All that's missing is you!

514 E Lane St, Raleigh

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 10200405 MLS ⋅ ACTIVE Status

Charming Historic Oakwood home for sale with one story living ,off street parking and tree lined streets. This 3 bedroom, 2 full bath Victorian features stunning original stain glass, mantles, and ample built in storage. Full of natural light, gleaming hardwoods, and vintage details, its easy to see why this home is special. Separate office, accessible from garden level, provides flex space. Generous attic and walk in basement. Active and organized neighborhood hosts year round events for all ages. Blocks from Downtown Raleigh and Person Street District, restaurants, parks, and entertainment nearby.

319 Polk St, Raleigh

$649,900

2 Beds ⋅ 1 Baths ⋅ 10197380 MLS ⋅ ACTIVE Status

Welcome to this charming bungalow in the heart of Historic Oakwood! Known as "The Green House," this home has a unique connection to Raleigh's history—the original owner was the horticulturist for Fallon's Flowers. Lovingly maintained and full of character, the home features beautiful hardwood floors and an inviting open-concept living, dining and kitchen area. The updated kitchen offers newer cabinetry, butcher block countertops and stainless steel appliances. The main bath has been beautifully updated with a new vanity, mirror, light fixture and tiled shower. The former garage has been transformed into a versatile additional living space—perfect for a home office, playroom, bonus room or cozy retreat. Brand-new glass sliders fill the space with natural light and create an inviting extension of the home. And the location is hard to beat! Just blocks from the restaurants, coffee shops, wine shops and breweries along Person Street, you'll love being surrounded by the best of Historic Oakwood and downtown Raleigh. A true Oakwood charmer with history, character and an unbeatable location! **This home qualifies for NC Rehab Tax Credits.

612 N Boundary St, Raleigh

$700,000

3 Beds ⋅ 3 Baths ⋅ 10185413 MLS ⋅ ACTIVE Status ⋅ Ford-Kennedy House BLDG.

Built in 1901 for brothers James and Charles Ford, this Queen Anne/Neoclassical Revival two-story later housed prominent architect James Matthew Kennedy (designer of the Raleigh City Market and Murphey School) from 1909-1916. Architectural highlights include a steeply pitched hipped roof, a striking gabled front projection with lozenge-shaped shingles and a Palladian-style attic vent, a wraparound front porch with Tuscan columns, a charming bay window, and classic two-over-two windows throughout. Currently configured as a triplex — ideal for investors, house-hackers, or anyone looking to convert it back to a single-family home. A detached structure at the rear of the lot was originally built as a two-car garage in 1948 and is currently used as a shed, with easy potential to convert it back to garage use.

612 Polk St, Raleigh

$950,000

4 Beds ⋅ 2 Baths ⋅ 10176694 MLS ⋅ ACTIVE Status

Step into HISTORIC OAKWOOD and a rare piece of Raleigh history with this captivating 1901 Victorian, one of the city's finest examples of Steamboat Gothic architecture — a romantic style born from the grand porches of Mississippi riverboats, reimagined here in the heart of downtown Raleigh's most coveted historic pockets . . . 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. 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

$799,900

6 Beds ⋅ 5 Baths ⋅ 10174559 MLS ⋅ ACTIVE Status

Three of the four units are CURRENTLY LEASED, representing $4,075 in projected monthly gross rental income ($48,900 annually), with Unit 3 offering an opportunity for additional revenue. Unit 1 is leased at $1,475/month, Unit 2 is leased at $1,500/month, and Unit 4 is leased at $1,100/month. Located in the heart of Raleigh's Historic Oakwood neighborhood! Minutes from Downtown Raleigh's restaurants, shopping, entertainment, and employment centers. The property has undergone renovations and improvements while retaining the charm and character of its historic surroundings. Whether you're looking to expand your investment portfolio, establish a long-term rental investment, or explore an owner-occupied investment opportunity, this property offers multiple possibilities in an established, desirable Raleigh location. Don't miss your chance to invest in Historic Oakwood!

404 E Edenton 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

Start Your Search

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 .

Historic Oakwood Real Estate

Newest Listings in Historic Oakwood

How much is your home worth?

How much is your home worth?