Second Story Realty Logo

221 E Winston Street
Youngsville, NC 27596

$425,000

Not in a Subdivision – Youngsville Township – Franklin County

221 E Winston Street
Youngsville, NC 27596

$425,000

Save

Single Family

Active

Not in a Subdivision

Youngsville Township

Franklin County

  • Bedrooms: 3
  • Bathrooms: 2
  • Square Feet: 2164
  • Acres: 0.52
  • Year Built: 1958

Single Family

Active

Not in a Subdivision

Youngsville Township

Franklin County

  • Bedrooms: 3
  • Bathrooms: 2
  • Square Feet: 2164
  • Acres: 0.52
  • Year Built: 1958

3
Bed

2
Bath

2164
sqft

0.52
acres

  • ☀️ All-Season Room

  • 🌳 Beautiful Corner Lot

  • 🚗 Wraparound Driveway

  • 🏢 Additional Office

  • 📦 Storage Space

  • 🏎️ Full Garage

Welcome to 221 E. Winston Street, a truly special home in the heart of Youngsville that has never before been offered on the market. Built by the current owner’s parents, this well-loved property has been cherished by the same family for generations and is now ready for its next chapter.

Situated on a beautiful corner lot within walking distance to downtown Youngsville, this charming 3-bedroom, 2-bath home offers both character and functionality with thoughtful updates throughout.

Inside, you’ll find inviting living spaces filled with natural light, creating a warm and welcoming atmosphere. The home features an all-season room, perfect for relaxing year-round, along with spacious bedrooms and comfortable living areas designed for everyday living.

Outside, the property offers exceptional versatility with a wraparound driveway, carport, and full garage, along with additional office and storage space–ideal for hobbies, work, or extra flexibility.

Located just minutes from downtown Youngsville’s local shops, restaurants, and community events, this home combines small-town charm with convenience.

Homes with this kind of history and location rarely become available.

Come see the character, warmth, and opportunity that make 221 E. Winston Street truly one of a kind.

Welcome to 221 E. Winston Street, a truly special home in the heart of Youngsville that has never before been offered on the market. Built by the current owner’s parents, this well-loved property has been cherished by the same family for generations and is now ready for its next chapter. Situated on a beautiful corner lot within walking distance to downtown Youngsville, this charming 3-bedroom, 2-bath home offers both character and functionality with thoughtful updates throughout. Inside, you’ll find inviting living spaces filled with natural light, creating a warm and welcoming atmosphere. The home features an all-season room, perfect for relaxing year-round, along with spacious bedrooms and comfortable living areas designed for everyday living. Outside, the property offers exceptional versatility with a wraparound driveway, carport, and full garage, along with additional office and storage space–ideal for hobbies, work, or extra flexibility. Located just minutes from downtown Youngsville’s local shops, restaurants, and community events, this home combines small-town charm with convenience. Homes with this kind of history and location rarely become available. Come see the character, warmth, and opportunity that make 221 E. Winston Street truly one of a kind.

Listing History

Date

Status

Price

  • 2026-03-19

    Active

    $425,000

Nearby Listings

Statuses
Date Range
Price

221 E Winston Street

$425,000

2164

Not in a Subdivision

$196

3

1958

0.52

Listed on
Mar 19th 2026

Doorify IDX Logo

209 E Winston Street

$286,000

2166

Not in a Subdivision

$132

3

1945

0.44

Sold on
Aug 28th 2025

Doorify IDX Logo

112 N Nassau Street

$275,000

2805

Not in a Subdivision

$98

4

1909

0.51

Sold on
Dec 30th 2025

Doorify IDX Logo

105 Anderson Park Drive

$400,000

1523

Anderson Park

$263

3

2016

0.46

Sold on
May 7th 2025

Doorify IDX Logo

119 E Franklin Street

$575,500

3791

Franklin

$152

4

1909

0.72

Sold on
Dec 10th 2025

Doorify IDX Logo

103 Anderson Park Drive

$460,000

2352

Anderson Park

$196

3

2010

0.41

Listed on
Nov 6th 2025

Doorify IDX Logo

221 E Winston Street

$425,000

2164

Not in a Subdivision

$196

3

1958

0.52

Listed on
Mar 19th 2026

Doorify IDX Logo

209 E Winston Street

$286,000

2166

Not in a Subdivision

$132

3

1945

0.44

Sold on
Aug 28th 2025

Doorify IDX Logo

112 N Nassau Street

$275,000

2805

Not in a Subdivision

$98

4

1909

0.51

Sold on
Dec 30th 2025

Doorify IDX Logo

105 Anderson Park Drive

$400,000

1523

Anderson Park

$263

3

2016

0.46

Sold on
May 7th 2025

Doorify IDX Logo

119 E Franklin Street

$575,500

3791

Franklin

$152

4

1909

0.72

Sold on
Dec 10th 2025

Doorify IDX Logo

103 Anderson Park Drive

$460,000

2352

Anderson Park

$196

3

2010

0.41

Listed on
Nov 6th 2025

Doorify IDX Logo

Listings Nearby to Listing
5 nearby listings found

Examining another house that is similar, nearby, and recently sold can help determine if the price of this home for sale is priced appropriately.

Compared to Similar Homes that Recently Sold….

221 E Winston Street has a Price per Square Foot of $196.

Here’s how that compares to the surrounding area:

2% below the Youngsville Township median ($201)

2% below the City of Youngsville median ($201)

2% above the Franklin County median ($192)

  • Two-story suburban house with gray siding, stone accents, and dark shutters at sunset. The driveway leads to a double garage, and a small porch with chairs is surrounded by bushes and a fenced yard. Trees are in the background.
    104 Anderson Park Drive, Youngsville, NC 27596
    • Price: $395,000
    • $204 Price per Sqft
    • 1 Sqft
    • 0.36 Acres
    • Sold on 2025-07-07
    • Price: ⬇️ (Sold for $30k less)

    • Sq Ft: ⬇️ (224 sqft smaller)

    • Cost/SqFt: ⬆️ (Sold for $8 more per sqft)

    • Condition: ⬆️ (Modern 2015 build with granite and hardwoods)

    Comparing 221 E Winston Street to this 2015 build highlights the trade-off between vintage character and modern construction. This sold listing featured contemporary finishes like granite countertops and engineered hardwoods, which many buyers prefer for a move-in-ready experience. The home for sale is larger and sits on a more generous half-acre lot right in the heart of town, which adds significant value. While the newer home sold for a higher price per square foot, the extra space and the oversized lot at 221 E Winston Street help bridge that value gap.

    🟡 This is a classic choice between a newer, modern interior and a larger, well-maintained home with more land in a prime location.

  • 190 Babbling Creek Drive, Youngsville, NC 27596
    • Price: $384,000
    • $202 Price per Sqft
    • 1 Sqft
    • 0.52 Acres
    • Sold on 2025-11-26
    • Price: ⬇️ (Sold for $41k less)

    • Sq Ft: ⬇️ (262 sqft smaller)

    • Cost/SqFt: ⬆️ (Sold for $6 more per sqft)

    • Condition: ⬆️ (Brand new 2025 construction)

    This sold listing represents a brand-new ranch-style home, offering the latest in energy efficiency and open-concept design. It is interesting to see that 221 E Winston Street is priced very similarly on a per-square-foot basis to a home that hasn’t even been lived in yet. The home for sale wins on total square footage and the unique charm of a non-subdivision lot, but it is competing directly with the ‘new car smell’ of the Babbling Creek property. For a buyer who values the history and the specific downtown location of Winston Street, the price makes sense, but it is positioned right at the top of the market alongside new builds.

    🟡 The home for sale is priced competitively with brand-new construction, making it a fair option for those who prefer established neighborhoods over new subdivisions.

  • A small brown house with a stone chimney sits among green trees and shrubs, with a curved gravel driveway and neatly maintained lawn and landscaping in front.
    209 E Winston Street, Youngsville, NC 27596
    • Price: $286,000
    • $132 Price per Sqft
    • 2 Sqft
    • 0.44 Acres
    • Sold on 2025-08-28
    • Price: ⬇️ (Sold for $139k less)

    • Sq Ft: ⚖️ (Nearly identical size)

    • Cost/SqFt: ⬇️ (Sold for $64 less per sqft)

    • Condition: ⬇️ (A charming bungalow needing more cosmetic updates)

    It is very rare to find two homes of almost identical size on the same street to compare, and the price difference here is quite significant. While 221 E Winston Street offers the convenience of true one-story living and has been meticulously maintained by a single family, this sold listing just down the road provided a much lower entry point into the downtown lifestyle. The home on Winston Street that sold was a classic bungalow that likely required more interior modernization, whereas the home for sale features a more finished all-season room and a full garage. However, even after accounting for the premium typically paid for ranch-style layouts, the price gap between these two neighbors is substantial.

    🔴 The home for sale offers more finished amenities and a garage, but it is priced significantly higher than its neighbor of the same size.

Take the Next Step…

5 Star Reviews


This level of clarity is how we work with every buyer and seller.

When you partner with Second Story Realty, you get a team that studies the market deeply, explains the “why” behind the numbers, and guides you with transparency at every step.

You can contact us to talk strategy, ask questions, or schedule a showing, we will help you take the next step with confidence.

Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. The listing broker shall not be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use.

Listings marked with an icon are provided courtesy of the Doorify MLS, Inc. of North Carolina, Internet Data Exchange Database.

Copyright 2025 Doorify MLS, Inc. of North Carolina. All rights reserved.

Closed (sold) listings may have been listed and/or sold by a real estate firm other than the firm(s) featured on this website. Closed data is not available until the sale of the property is recorded in the MLS. Home sale data is not an appraisal, CMA, competitive or comparative market analysis, or home valuation of any property.

Single-story red brick house with white trim and a large covered carport. A concrete driveway leads to the carport and a detached three-car garage. The yard is grassy with several trees, and the sky is clear and sunny.

221 E Winston Street
Youngsville, NC 27596

221 E Winston Street
Youngsville, NC 27596

$425,000

$425,000

Not in a Subdivision – Youngsville Township – Franklin County

Single-story red brick house with white trim and a large covered carport. A concrete driveway leads to the carport and a detached three-car garage. The yard is grassy with several trees, and the sky is clear and sunny.

221 E Winston St

Youngsville

3 br

2164 sqft

TWP Youngsville

CTY Franklin

SUB Not in a Subdivision

Share to...