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Historic Homes for Sale in Winston-Salem, NC

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  • /49

    $585,000

    • 3 Beds
    • 3.5 Baths
    • 3,047 Sq Ft

    1715 Buena Vista Rd, Winston Salem, NC 27104

    Mountain retreat in the heart of Winston-Salem's historic Buena Vista! This beautiful home sits on a mature lot with a creek, offering privacy and natural beauty. Slatted cedar front and professionally landscaped yard enhance the mountain vibe and curb appeal. The front living room features beams, wide plank pine floors, a cozy gas log fireplace, and French doors opening to a treehouse-style

    Agent Photo

    James Hewlett

    Leonard Ryden Burr Real Estate

    (855) 679-5232

    1715 Buena Vista Rd, Winston Salem, NC 27104
  • /39

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    1803 Lomond St, Winston Salem, NC 27127

    Step into history at this thoughtfully restored 1901 Cape Cod in Sunnyside. This gem blends turn-of-the-century character with modern luxury, featuring a lovingly renovated kitchen and designer baths. The highlight is the brand-new main-level primary suite (complete with a glorious dressing room / walk-in closet), offering a private retreat with contemporary finishes. Enjoy soaring ceilings,

    Agent Photo

    Jennifer Sapp

    Howard Hanna Allen Tate - Winston Salem

    (888) 270-4453

    1803 Lomond St, Winston Salem, NC 27127
  • /37

    $579,000

    • 4 Beds
    • 1.5 Baths
    • 2,792 Sq Ft

    1106 W End Blvd, Winston Salem, NC 27101

    Historic West End Charm – Truly Move-In Ready! Experience the perfect blend of timeless elegance and modern convenience in this stunning 4-bedroom home. The spacious interior features a grand living room anchored by a striking wood-burning fireplace, while the updated kitchen shines with tin tile ceilings, warm wood cabinetry, a high-end induction stove, and a dedicated coffee room. The versatile

    Toni Phillips Leonard Ryden Burr Real Estate

    1106 W End Blvd, Winston Salem, NC 27101
  • /41

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 2,792 Sq Ft

    1106 W End Blvd, Winston Salem, NC 27101

    Historic West End Charm Experience the perfect blend of timeless elegance and modern convenience in this stunning 3-bedroom home. The spacious interior features a grand living room anchored by a magnificent wood-burning fireplace, while the updated kitchen shines with tin tile ceilings, warm wood cabinetry, a high-end induction stove, and a dedicated coffee room.**Primary bath and laundry

    Toni Phillips Leonard Ryden Burr Real Estate

    1106 W End Blvd, Winston Salem, NC 27101
  • /36

    $385,000

    • 4 Beds
    • 2.5 Baths
    • 2,726 Sq Ft

    4635 Shattalon Dr, Winston Salem, NC 27106

    If you love character, hardwood floors and front porch living - this bungalow is calling your name. Where historic charm meets modern updates. A welcoming wrap around porch sets the tone for relaxed mornings & evening gatherings on this 0.8 acre corner lot. The enlarged kitchen offers the perfect mix of style, function and new SS appliances, while original refinished HW floors add warmth and

    Kim Sharp Leonard Ryden Burr Real Estate

    4635 Shattalon Dr, Winston Salem, NC 27106
  • /39

    $425,000

    • 3 Beds
    • 4 Baths
    • 2,215 Sq Ft

    523 W 1st St, Winston Salem, NC 27101

    Rare find in Winston-Salem's historic Holly Avenue neighborhood-this beautifully updated 1923 bungalow delivers character, flexibility & income potential. Live in it as a stunning single-family home or make it a live-in investment w/built-in rental income. Main level shines with soaring ceilings, hardwoods, gas FP, separate dining room & sun-drenched updated kitchen. Primary suite features a

    Abby Atwell Keller Williams Realty Elite

    523 W 1st St, Winston Salem, NC 27101
  • /27

    $419,900

    • 4 Beds
    • 2 Baths
    • 1,931 Sq Ft

    856 Bellview St, Winston Salem, NC 27103

    PRICE IMPROVEMENT + MOTIVATED SELLERS !!! Welcome to this charming Ardmore home in Winston-Salem offering over 1,900 sq ft of inviting living space filled with warmth and character. Beautiful hardwood floors, abundant natural light, and classic built-in shelving add timeless appeal throughout. The recently updated kitchen (2025) features modern appliances and refreshed finishes, blending historic

    Angeli Bhalla Keller Williams Realty Elite

    856 Bellview St, Winston Salem, NC 27103
  • /29

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,015 Sq Ft

    1201 S Hawthorne Rd, Winston Salem, NC 27103

    This gorgeous Ardmore bungalow is the consummate blend of historic charm & attractive updates and its nestled on a corner lot in a prime location. Fabulous deep set front porch is a perfect spot for morning coffee - or large enough to be a gathering place. The interior of the home boasts character galore - hardwood floors, arched doorways & built-ins - combined w/neutral paint, natural light from

    Mark Easterling Keller Williams Realty Elite

    1201 S Hawthorne Rd, Winston Salem, NC 27103
  • /50

    $391,000

    • 3 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    4798 Pfaff Ln, Pfafftown, NC 27040

    Back on the market to no fault of seller or the home!This stunning, 3bed/2.5bath historic farmhouse has all of the modern charm! Perched atop a knoll, this beautifully crafted two-story home boats exquisite details, incl 4 fireplaces, gleaming hardwoods, elegant wall coverings & thoughtfully updated kitchen seamlessly blending historic charm w modern convenience. Walk-in pantry, formal dining

    Naomi Race-Realtor, Realty ONE Real Broker LLC

    4798 Pfaff Ln, Pfafftown, NC 27040
  • /2

    $225,000

    • Land
    • 12,632 Sq Ft
    • $775,862 per Acre

    785 Linden Green Way, Winston-Salem, NC 27106

    LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address

    Sally McGuire Hillsdale Real Estate Group

    785 Linden Green Way, Winston-Salem, NC 27106
  • /20

    $275,000

    • 1 Bed
    • 1 Bath
    • 1,037 Sq Ft

    101 N Chestnut St Unit 7, Winston Salem, NC 27101

    Stunning downtown loft condo in Historic Albert Hall! Enjoy downtown living at it's finest--just steps from baseball games, acclaimed restaurants and shops, the Stephens Center, Aperture Cinema, Arts District, Farmers Market, and Research Park. This light-filled studio showcases hardwood maple floors throughout, soaring 14-foot ceilings, and a striking exposed brick southern wall framed by three

    Michael Ferrin Leonard Ryden Burr Real Estate

    101 N Chestnut St Unit 7, Winston Salem, NC 27101
  • /14

    $49,900

    • Land
    • 22,651 Sq Ft
    • $95,962 per Acre

    0 Linda Cir Unit Lot 9, Winston-Salem, NC 27106

    Discover a rare opportunity to build your dream home in a beautiful, well-established neighborhood just off Reynolda Rd. This wooded, sloped basement lot offers a serene setting surrounded by mature trees, providing natural privacy and peaceful atmosphere. Gentle slope is ideal for a basement-style home, allowing for creative design possibilities that blend seamlessly into the landscape. Small

    Willette Roper Roper Triad Realty

    0 Linda Cir Unit Lot 9, Winston-Salem, NC 27106
  • /47

    $275,000

    • 1 Bed
    • 1 Bath
    • 829 Sq Ft

    810 W 4th St Unit 314, Winston-Salem, NC 27101

    Yes -- this is the floorplan that includes a bedroom suite AND a separate OFFICE/STUDY! Spectacular city skyline views from this east-facing residence -- with abundant natural light controlled by electric window shades; Private balcony offers covered outdoor entertaining space; Tall ceilings create an open/airy atmosphere; Granite kitchen includes FULL-SIZE RANGE/OVEN, abundant cabinetry and food

    Lloyd Dillon Berkshire Hathaway HomeServices Carolinas Realty

    810 W 4th St Unit 314, Winston-Salem, NC 27101
  • /25

    $230,000

    • 1 Bed
    • 1.5 Baths
    • 950 Sq Ft

    315 N Spruce St Unit 509, Winston Salem, NC 27101

    One level condo on 5th Floor with elevator/ramp access-no steps to enter. Windows on 2 sides for sunny living! Custom walk-in Primary BR closet.Secure entry at front door and interior door.Historic building was previously the YMCA, now converted to a Downtown Condo building in 1984. Office used as 2nd Bedroom. National Register of Historic Places allows deferred tax-see Agent Only.Social areas

    Ginger Baldwin RE/MAX Realty Consultants

    315 N Spruce St Unit 509, Winston Salem, NC 27101
  • /24

    $227,500

    • 1 Bed
    • 1.5 Baths
    • 818 Sq Ft

    315 N Spruce St Unit 301, Winston Salem, NC 27101

    Downtown living at its finest awaits in this charming historic building! This beautifully maintained 1-bed, 1.5-bath features an open living & dining area. The well-appointed kitchen includes granite countertops, a convenient pass-through, and newer appliances (2021), all complemented by durable luxury vinyl plank flooring throughout. The generously sized bedroom offers ample closet space and a

    David Wingler Red Bear Ventures LLC

    315 N Spruce St Unit 301, Winston Salem, NC 27101
  • /26

    $269,000

    • 1 Bed
    • 1.5 Baths
    • 893 Sq Ft

    315 N Spruce St Unit 106, Winston Salem, NC 27101

    Downtown living is ready for you in this historic building! Spacious atrium areas greet you on entry to this 1 bedroom, 1.5 bath unit. Large living room/dining combo featuring kitchen with granite countertops, pass through and newer appliances! Well appointed bedroom with large closet and en suite bath with double vanity, and separate shower room. One of very few units with exterior access to

    Jackson Faude Keller Williams Realty Elite

    315 N Spruce St Unit 106, Winston Salem, NC 27101
  • /34

    $309,573

    • 2 Beds
    • 1 Bath
    • 1,598 Sq Ft

    410 E Sprague St, Winston Salem, NC 27127

    Stunningly preserved residence located in the Historic Sunnyside District! This home features contemporary amenities while retaining its historic charm. It has been meticulously restored and includes modern appliances such as a natural gas range, a dishwasher, and a refrigerator and freezer that remain with the property. The kitchen is equipped with all-wood cabinets and under-cabinet lighting.

    Jonathan Inman Carolina Farms & Homes - King

    410 E Sprague St, Winston Salem, NC 27127
  • /40

    $234,000

    • 1 Bed
    • 1.5 Baths
    • 942 Sq Ft

    315 N Spruce St Unit 307, Winston Salem, NC 27101

    Downtown living at its finest awaits in the charming, historic YMCA building! This beautifully maintained 1-bedroom, 1.5-bathroom unit features an open living and dining area with neutral paint and luxury vinyl plank flooring throughout. The kitchen is equipped with granite countertops, ample cabinetry, and included appliances. The spacious primary suite offers double closets and an en-suite bath

    Emily Phipps Keller Williams Realty Elite

    315 N Spruce St Unit 307, Winston Salem, NC 27101
  • /39

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,372 Sq Ft

    2336 Montrose Ave, Winston Salem, NC 27105

    3 bedroom, 1 bath home with a wraparound front porch and large fenced backyard. Inside, the living room has hardwood floors and a fireplace and flows into a dining room that can also be used as an office or study. The kitchen has been updated in recent years and includes stainless steel appliances that convey, along with a breakfast area. The bedrooms are spacious and offer sizable closet space.

    Nyasha Anderson Berkshire Hathaway HomeServices Yost & Little Realty

    2336 Montrose Ave, Winston Salem, NC 27105
  • /2

    $280,500

    • Land
    • 15,246 Sq Ft
    • $801,429 per Acre

    707 Linden Green Way, Winston-Salem, NC 27106

    LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem’s most iconic landmarks—Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town address

    Sally McGuire Hillsdale Real Estate Group

    707 Linden Green Way, Winston-Salem, NC 27106
  • /2

    $95,000

    • Land
    • 10,018 Sq Ft
    • $413,043 per Acre

    408 Townley St, Winston Salem, NC 27103

    Nestled in the charming and historic Hanestown area, this lot located at 408 Townley St. offers a unique opportunity for savvy investors or businesses looking to establish a presence in a quaint yet vibrant part of Winston-Salem. This flat parcel of land boasts a generous size of .23 acre, providing ample space for development. Hanestown is known for its welcoming atmosphere and community-focused

    John Mooney Hubbard Realty

    408 Townley St, Winston Salem, NC 27103
  • /3

    $215,000

    • Land
    • 12,196 Sq Ft
    • $767,857 per Acre

    725 Linden Green Way, Winston-Salem, NC 27106

    LOCATION LOCATION LOCATION! The Terrace at Chatham Lake is an exclusive enclave tucked among Winston-Salem's most iconic landmarks - Graylyn, SECCA, Reynolda Village, Reynolda House, and Wake Forest University. With just 26 homesites available on the historic Hanes Estate, this is a rare opportunity to build your dream home in the heart of the city. Enjoy all the conveniences of an in-town

    Sally McGuire Hillsdale Real Estate Group

    725 Linden Green Way, Winston-Salem, NC 27106
  • /48

    $259,000

    • 4 Beds
    • 2 Baths
    • 1,574 Sq Ft

    712 Laurel St, Winston Salem, NC 27101

    Charming Craftsman storybook home in historic West Salem, just a few blocks away from Granville Park, Old Salem, the Cobblestone Farmers Market, and the vibrant Downtown area. Situated on a .12-acre lot with old growth trees and fenced back yard, Rocking chair front porch invites you into this spacious floorplan w/ 4 bdrm/2 bath, formal and informal rooms, hdwd floors on both levels, tall

    Wendy Taylor Keller Williams Realty Elite

    712 Laurel St, Winston Salem, NC 27101
  • /33

    $279,900

    • 2 Beds
    • 2 Baths
    • 892 Sq Ft

    315 N Spruce St Unit 304, Winston Salem, NC 27101

    Excellent opportunity to own a fabulous updated & rare two bedroom, two bath condo in the historic YMCA Condominiums in downtown Winston-Salem! Updates within the past two years include kitchen & bath remodels, interior paint & more-kitchen updates include new stainless steel appliances, cabinets, countertops, sink, faucet, flooring & raised kitchen ceiling for a more spacious feel-bath updates

    Susan Carter Berkshire Hathaway HomeServices Carolinas Realty

    315 N Spruce St Unit 304, Winston Salem, NC 27101
  • /48

    $699,900

    • 3 Beds
    • 4 Baths
    • 4,045 Sq Ft

    4285 Shattalon Dr, Winston Salem, NC 27106

    A rustic mountain escape in the middle of town, The Oaks is a one of a kind property offering 2.47 private acres, historic log house, gunite pool, pool house, barn & detached garage within minutes to shopping & WFU. In ca.1930 a group of mid-19th c.log structures was moved to the property & reconstructed into a charming residence. The den and sunrooms were added later & the primary suite/bonus rm

    Michael Ryden Leonard Ryden Burr Real Estate

    4285 Shattalon Dr, Winston Salem, NC 27106
  • /26

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,938 Sq Ft

    1005 Franklin St, Winston Salem, NC 27101

    Fabulous curb appeal & gorgeously updated throughout, this darling cottage in the historic West Salem neighborhood is a special find! The adorable rocking chair front porch beckons you inside where you'll find 10" ceilings, warm wood floors, 9" & picture rail mouldings & ample sunny windows throughout. Cozy living room w/decorative FP leads to formal dining room & lovely updated kitchen w/white

    Sarah Chrysson Keller Williams Realty Elite

    1005 Franklin St, Winston Salem, NC 27101
  • /24

    $339,500

    • 3 Beds
    • 1 Bath
    • 1,157 Sq Ft

    2425 Lyndhurst Ave, Winston Salem, NC 27103

    Charming cottage in the heart of Historic Ardmore, minutes from hospitals, shopping and restaurants. Attractive covered porch and patio welcome you to the home. Large great room as you enter the home, opens to beautifully updated kitchen with new soft-close cabinetry including built-in pantry, quartz tops and all new stainless appliances. Two large bedrooms and full bath with subway tile & tile

    George Munford Berkshire Hathaway HomeServices Carolinas Realty

    2425 Lyndhurst Ave, Winston Salem, NC 27103
  • /50

    $325,000

    • 3 Beds
    • 4 Baths
    • 1,752 Sq Ft

    415 S Poplar St, Winston Salem, NC 27101

    Well-maintained home located in the West Salem neighborhood of Winston-Salem featuring 3 bedrooms with ensuite baths, including two on the main level. Flex space can easily be converted into a 4th bedroom. The main level offers gorgeous hardwood floors, a spacious living room with open layout to the dining area and kitchen, and move-in-ready condition. The fully finished walk-out lower level

    Chris Pappalardo Keller Williams One

    415 S Poplar St, Winston Salem, NC 27101
  • /47

    $785,000

    • 3 Beds
    • 2.5 Baths
    • 2,858 Sq Ft

    1224 Glade St, Winston Salem, NC 27101

    1224 Glade Street (The Carroll-Trivette House 1910) located in the West End Historic District. Close to all of your favorites ..... Hanes Park, Central Y, Grace Court, restaurants and shopping. Take in the view from a gorgeous wraparound front porch. High ceilings, generous room sizes, 3 fireplaces, handsome dining room, living room and updated large cook's kitchen. Primary bedroom suite has

    Marsha Koufman Berkshire Hathaway HomeServices Carolinas Realty

    1224 Glade St, Winston Salem, NC 27101
  • /31

    $207,000

    • 2 Beds
    • 1 Bath
    • 1,074 Sq Ft

    2609 Stockton St, Winston Salem, NC 27127

    Fall in love with this beautifully updated 1927 bungalow in Winston-Salem’s Central Terrace! This charming 2-bed, 1-bath home blends historic character with contemporary flair. The inviting front porch leads to a light-filled interior featuring restored hardwoods and two decorative fireplaces. The heart of the home is the chef-ready kitchen, boasting a deep farmhouse sink, stainless appliances,

    Scott Baker Trelora Realty Inc

    2609 Stockton St, Winston Salem, NC 27127

Home Trends in Winston-Salem, NC

Housing Trends

Median Sale Price
$285,000
Median Single Family Sale Price
$305,000
Median Townhouse Sale Price
$217,999
Median 2 Bedroom Sale Price
$149,950
Median 1 Bedroom Sale Price
$227,500
Average Price Per Sq Ft
$178
Number of Homes for Sale
638
Last 12 months Home Sales
2,641
Months of Supply
2.90
Median List Price
$299,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
8%
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