Search Old Southwest Roanoke Homes for Sale

Old Southwest Roanoke Homes for Sale

Old Southwest is Roanoke's showcase of historic architecture, just southwest of downtown. Its streets are lined with Queen Anne, Colonial Revival, Neoclassical, Foursquare, Craftsman and Shingle-style homes, many with big porches and original details, all within walking distance of downtown restaurants and the City Market.

Old Southwest Market Snapshot

As of November 2026, there are about 11 homes and condos for sale in Old Southwest. Most are priced between about $240,000 and $445,000, with an average asking price around $320,000. Homes here are large for the price, averaging close to four bedrooms and 2,400 square feet, which works out to roughly $145 per square foot, among the lowest in the city for this much house. Figures come from live MLS data, change daily and are rounded.

Living in Old Southwest

Most of the neighborhood was built between the 1880s and 1930, when it was one of Roanoke's premier addresses. After a postwar decline, residents began restoring homes in the 1970s, and today most of the neighborhood lies within the Southwest Historic District, listed on the Virginia Landmarks Register and the National Register of Historic Places since 1985. The neighborhood group, Old Southwest, Inc., won the 2010 National Neighborhood of the Year grand prize from Neighborhoods USA.

Highland Park, opened in 1901 as Roanoke's first public park, is the neighborhood's green space and includes the city's first off-leash dog park. Old Southwest runs roughly from Jefferson Street west to 10th Street, between Day and Marshall Avenues and the railroad tracks, with shops and services along Franklin Road.

Good to Know

  • Because most of Old Southwest is a designated historic district, exterior changes can require city review. Ask about design guidelines before planning a renovation.
  • Historic homes reward a careful inspection. Steven Lee's background in remodeling helps buyers judge restoration costs before they commit.

Work with The Lee Team in Old Southwest

Love historic homes? Contact The Lee Team or call (540) 529-4294, or get a free home valuation.

More Roanoke neighborhoods: Raleigh Court, Grandin Court, Wasena, South Roanoke, Downtown. See all neighborhood guides.

Old Southwest Homes for Sale

415 Day Ave Sw, Roanoke
$445,000
4 Beds ⋅ 3 Baths ⋅ 925982 MLS
Beautiful historic house. Four bedrooms, 2.5 baths, two fireplaces, hardwood floors, high ceilings, modern appliances, granite countertops, 2-story rear deck with mountain and city views. Front porch, gas heat, central a/c. Walking distance to Downtown. Owner will finance with 25% down at a rate of 5% interest amortized over 20 years and to balloon in 5 years.

415 Day Ave Sw, Roanoke
534 Day Ave Sw, Roanoke
$399,000
4 Beds ⋅ 3 Baths ⋅ 932667 MLS
New kitchen, with new appliances, 2 refrigerators, granite kitchen tops, all new bathrooms, and large kids space on top floor. fenced back yard.

534 Day Ave Sw, Roanoke
416 Day Ave Sw, Roanoke
$389,000
4 Beds ⋅ 3 Baths ⋅ 928072 MLS
Vacant.

416 Day Ave Sw, Roanoke
346 Allison Ave Sw, Roanoke
$389,000
4 Beds ⋅ 3 Baths ⋅ 926126 MLS
Outstanding views of the Roanoke Star await you from your primary bedroom suite private porch. This classic, Roanoke, brick four square with double decker front porches, fenced private back yard, high ceilings, original character thorughout and additional second story porch (with porch swing) invites you to relax and unwind in splendorous historical Roanoke charm. Nearby amenities include the greenway, downtown Roanoke, Towers mall, Dr Pepper Park and Roanoke Memorial.

346 Allison Ave Sw, Roanoke
361 Day Ave Sw Unit & 361B, Roanoke
$375,000
4 Beds ⋅ 3 Baths ⋅ 928360 MLS
Recently Renovated House in Historic Old Southwest. Updated kitchen, baths, refinished hardwood floors, wrap-around porch. Includes the 460+- SF accessory apartment located in the rear of the property (includes, 1 BR, bath, kitchen, central heat and air). Minutes from Carilion, YMCA, Downtown Roanoke. Perfect for Carilion med students.Owner will finance with 25% down at a rate of 5% interest amortized over 20 years and to balloon in 5 years.

361 Day Ave Sw Unit & 361B, Roanoke
359 Woods Ave Sw Unit 359, Roanoke
$328,000
3 Beds ⋅ 3 Baths ⋅ 932620 MLS
This beautifully updated Victorian condo/house offers the warmth and character of a Southern home in a historic neighborhood. It is close to the Medical School, hospital, restaurants, and greenway. It boasts 3 bedrooms & 2 1/2 baths, updated kitchen, a true primary ensuite, garage w/extra storage area, updated upstairs laundry area, and a bonus attic room for crafting, workout, hangout or office space. Recent updates include the Roof, HVAC, washer & dryer 2022, refrigerator, garage & front door replaced, & new kitchen window. Would also be a great rental property!

359 Woods Ave Sw Unit 359, Roanoke
1314 Maple Ave Sw, Roanoke
$299,950
928165 MLS
Beautiful downtown Roanoke office property that has been proudly owned and occupied by the same family business for many years. This well-maintained space offers a unique opportunity for an owner-user, investor, or entrepreneur seeking a prime downtown location. The property is currently owner-occupied and has never been leased, presenting strong potential as an income-producing rental investment or could easily be converted to a prominent home! Centrally located in the heart of downtown, with easy access to business, dining, and entertainment amenities. Contact the listing agent for additional details and investment potential.

1314 Maple Ave Sw, Roanoke
1412 Maple Ave Sw, Roanoke
$279,000
4 Beds ⋅ 2 Baths ⋅ 930820 MLS
FALL FOR THE CHARM. STAY FOR THE CHARACTER! There's something special about a home with a story to tell, and this 1910 beauty is truly unique! Offering 4 bedrooms, 2 baths, and approximately 2,130 square feet, this spacious home blends timeless details with updates today's buyers will appreciate. Imagine crisp fall mornings on the inviting wraparound front porch with a warm cup of coffee in hand! Gorgeous hardwood floors, original details, two fireplaces, and a bright, updated kitchen featuring stainless steel appliances and beautiful soapstone countertops. Out back, the fenced yard offers space to unwind and enjoy the outdoors, while the home's generous floor plan provides room to gather, entertain, and make lasting memories. Nestled in the charming, walkable Old Southwest neighborhood, this home offers character you simply can't recreate. This property is more than just a house. It's a home ready for the next chapter!

1412 Maple Ave Sw, Roanoke
328 Mountain Ave Sw, Roanoke
$270,250
5 Beds ⋅ 2 Baths ⋅ 925593 MLS
Vacant

328 Mountain Ave Sw, Roanoke
1313 Maple Ave Sw, Roanoke
$240,000
3 Beds ⋅ 2 Baths ⋅ 931890 MLS
Great investment opportunity; already rented with a great long term tenant. Step into the character and charm of this well-maintained historic home in Roanoke's Old Southwest neighborhood. Offering 3 bedrooms, 2 full baths, and 1,684 square feet of living space, this home blends the timeless appeal of a historic property with comfortable everyday living. Classic details and the distinctive character of an established home create a welcoming atmosphere throughout. Located in one of Roanoke's historic areas, the property offers a unique opportunity to enjoy the architecture, charm, and character that make Old Southwest so distinctive while remaining convenient to downtown Roanoke and surrounding amenities.

1313 Maple Ave Sw, Roanoke
845 Day Ave Sw, Roanoke
$90,000
4 Beds ⋅ 5 Baths ⋅ 929969 MLS
Investor Special! Duplex or single-family opportunity in a prime location. Classic early-20th-century brick Four Square loaded with original character, featuring an unfinished attic, unfinished basement, two off-street parking spaces and a covered carport'' offering excellent value-add potential. Minutes from downtown, Grandin Court, shopping and dining. Sold as-is and priced for a full renovation.

845 Day Ave Sw, Roanoke
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