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1019 Berryville Ave 3,125 SF 100% Leased Retail Building Winchester, VA 22601 $599,000 ($191.68/SF)

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EXECUTIVE SUMMARY

1019 Berryville Ave • Winchester, VA
Turnkey Triplex Investment — “The Queen of Winchester”
Fully Renovated • Top-Performing Airbnb • Mixed-Use Cash Cow
Offered is one of Winchester’s most iconic and profitable small multifamily assets.
1019 Berryville Ave is a fully renovated triplex featuring three distinct, income-generating units: The Queen of Winchester, Sean’s Bar, and the Juliana Suite. These units operate with extremely strong occupancy and have grossed over $5,000 per month, with peak periods even higher.
Ideal for investors seeking turnkey STR performance, stable long-term rental cash flow, or a hybrid model that maximizes NOI from day one.
PROPERTY HIGHLIGHTS
Triplex — fully renovated inside and out
Two brand-new walk-in tile showers
Updated kitchens, new flooring, modern lighting, premium finishes
Strong curb appeal and excellent visibility
Private entrances for each unit
Off-street parking
City utilities; low maintenance
Zoned for multi-unit rental use
Located minutes from Old Town Winchester, Shenandoah University, and major travel corridors
UNIT BREAKDOWN
1. The Queen of Winchester – Top-Performing Airbnb
A proven short-term rental with outstanding reviews, repeat bookings, and strong occupancy.
Features include:
Renovated interior with elegant design
New walk-in shower
Full kitchen
High nightly rates during events, weekends, and peak season
Historically one of the best-performing small STRs in Winchester
2. Sean’s Bar – Stylish & Versatile Space
A unique, professionally designed suite that functions as an STR, LTR, or creative mixed-use rental.
Custom bar build-out
Premium flooring and lighting
Updated bath
Extremely marketable aesthetic for photoshoots, extended stays, or executive rental use
3. The Juliana Suite – Modern Long-Term or STR Option
Another fully updated, turn-key unit ideal for either standard rental or Airbnb.
Renovated kitchen
New walk-in shower
Great natural light and efficient layout
Strong long-term rent potential
FINANCIAL PERFORMANCE
Grosses $5,000+ per month at times (documented STR history)
Hybrid model (Airbnb + LTR) produces consistent monthly income
Opportunity to push income further with full STR optimization
Low operating expenses due to recent renovations
WHY THIS PROPERTY WORKS
Rare, true turnkey triplex with character + modernization
Irreplaceable location with constant demand
Multiple pathways to maximize NOI
Ideal for out-of-state investors needing reliable, automated cash flow
Winchester continues to grow, driven by tourism, healthcare, and university demand

PROPERTY FACTS

Sale Type
Investment or Owner User
Property Type
Retail
Property Subtype
Storefront Retail/Residential
Building Size
3,125 SF
Building Class
C
Year Built/Renovated
1930/2024
Price
$599,000
Price Per SF
$191.68
Percent Leased
100%
Tenancy
Multiple
Building Height
4 Stories
Loading Docks
2 Exterior
Building FAR
0.07
Lot Size
1.00 AC
Opportunity Zone
Yes
Zoning
B2 - Condominium
Frontage
36’ on Berryville Ave

MAJOR TENANTS

  • TENANT
  • INDUSTRY
  • SF OCCUPIED
  • RENT/SF
  • LEASE END
  • Hair by Hannah
  • Health Care and Social Assistance
  • -
  • -
  • -
  • Karen Brabon
  • Health Care and Social Assistance
  • -
  • -
  • -
TENANT INDUSTRY SF OCCUPIED RENT/SF LEASE END
Hair by Hannah Health Care and Social Assistance - - -
Karen Brabon Health Care and Social Assistance - - -
Walk Score®
Very Walkable (70)
What is a Walk Score®, Transit Score® & Bike Score®?
Walk Score® measures the walkability of any address.
Transit Score® measures access to public transit.
Bike Score® measures bikeability of a location.
What is a Walk Score®
, Transit Score® & Bike Score?
Walk Score® measures the walkability
of any address. Transit Score®
measures access to public transit. Bike Score®
measures bikeability of a location.®

NEARBY MAJOR RETAILERS

Five Guys
Checkers
Navy Federal
Starbucks
Stop & Shop
Wells Fargo Bank
Waffle House
Grand Rental True Value
CrossFit

PROPERTY TAXES

PROPERTY TAXES

Parcel Number
176-04-E-47
Land Assessment
$120,000
Improvements Assessment
$201,700
Total Assessment
$321,700
  • Listing ID: 38620909

  • Date on Market: 12/2/2025

  • Last Updated:

  • Address: 1019 Berryville Ave, Winchester, VA 22601

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