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221 E Winston Street
Youngsville, NC 27596

$415,000

Not in a Subdivision – Youngsville Township – Franklin County

221 E Winston Street
Youngsville, NC 27596

$415,000

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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

  • 📍 Beautiful Corner Lot

  • ☀️ All-Season Room

  • 🚗 Wraparound Driveway

  • 🚙 Carport

  • 🚘 Full Garage

  • 💼 Additional Office

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

  • 2026-08-21

    Active

    $415,000

Documents

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Documents Source: Doorify MLS IDX Feed

Nearby Listings

Statuses
Date Range
Price

221 E Winston Street

$415,000

2164

Not in a Subdivision

$192

3

1958

0.52

Listed on
Aug 21st 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

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

Sold on
Jun 30th 2026

Doorify IDX Logo

180 Babbling Creek Drive

$398,900

2175

Baker Farm

$183

3

2025

0.44

Sold on
Sep 11th 2025

Doorify IDX Logo

221 E Winston Street

$415,000

Doorify IDX Logo

209 E Winston Street

$286,000

Doorify IDX Logo

112 N Nassau Street

$275,000

Doorify IDX Logo

119 E Franklin Street

$575,500

Doorify IDX Logo

103 Anderson Park Drive

$460,000

Doorify IDX Logo

180 Babbling Creek Drive

$398,900

Doorify IDX Logo
Listings Nearby to Listing
14 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 $192.

Here’s how that compares to the surrounding area:

1% above the Youngsville Township median ($191)

2% below the City of Youngsville median ($195)

2% above the Franklin County median ($188)

  • 190 Babbling Creek Drive, Youngsville, NC 27596
    • Price: $384,000
    • $202 Price per Sqft
    • 1,902 Sqft
    • 0.52 Acres
    • Sold on 2025-11-26
    • Price: ⬇️ (Sold for $31k less)

    • Sq Ft: ⬇️ (About 262 sqft smaller)

    • Cost/SqFt: ⬆️ (Sold for $10 more per sqft)

    • Condition: ⬆️ (Brand new 2025 construction)

    The home on Babbling Creek Drive provides an excellent benchmark for what a brand-new ranch costs in the current market. This property sold for a higher rate per square foot, which is expected for 2025 new construction that includes modern open-concept living, energy-efficient features, and brand-new systems. 221 E Winston Street offers more total living space and a larger, more established lot, which helps balance out the fact that it is a much older structure. It appears fairly priced when you consider you are getting more square footage for a lower rate than a brand-new build.

    🟡 221 E Winston Street is a reasonable option for buyers who prioritize more space and a larger yard over the modern finishes of new construction.

  • 103 Anderson Park Drive, Youngsville, NC 27596
    • Price: $460,000
    • $196 Price per Sqft
    • 2,352 Sqft
    • 0.41 Acres
    • Sold on 2026-06-30
    • Price: ⬆️ (Sold for $45k more)

    • Sq Ft: ⬆️ (About 188 sqft larger)

    • Cost/SqFt: ⬆️ (Sold for $4 more per sqft)

    • Condition: ⬆️ (Modern 2010 build with luxury finishes)

    Comparing 221 E Winston Street to the property on Anderson Park Drive highlights a clear trade-off between age and layout. This sold listing is a much newer 2010 build featuring modern luxury touches like vaulted ceilings, granite countertops, and a contemporary primary suite, whereas the home for sale offers the classic charm and accessibility of a 1950s ranch. While the math shows the home for sale is technically cheaper per square foot when we adjust for its single-story premium, the 50-year difference in building standards and finish quality makes the current asking price for 221 E Winston Street appear fairly positioned.

    🟡 The price for 221 E Winston Street makes sense here as a more affordable, established alternative to a newer, more modern home.

  • 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
    • 2,166 Sqft
    • 0.44 Acres
    • Sold on 2025-08-28
    • Price: ⬇️ (Sold for $129k less)

    • Sq Ft: ⚖️ (Nearly identical)

    • Cost/SqFt: ⬇️ (Sold for $60 less per sqft)

    • Condition: ⬇️ (Visibly more dated with older finishes)

    221 E Winston Street is priced significantly higher than this sold listing, which is located just a few doors down and offers almost the exact same amount of living space. While the home for sale likely features more modern interior updates than this property—which had older carpeting and a very basic bathroom setup—a $129,000 price difference is quite substantial for the same street. Even accounting for the convenience of the single-story layout at 221 E Winston Street, the price gap suggests the home for sale is positioned at the very top of the immediate market.

    🔴 This comparison shows that while 221 E Winston Street may be in better condition, it is asking a significant premium compared to its closest neighbor.

Take the Next Step…

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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.

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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.

221 E Winston Street
Youngsville, NC 27596

221 E Winston Street
Youngsville, NC 27596

$415,000

$415,000

Not in a Subdivision – Youngsville Township – Franklin County

221 E Winston St

Youngsville

3 br

2164 sqft

TWP Youngsville

CTY Franklin

SUB Not in a Subdivision

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