224 Sharp St, Winchester, VA 22601
Property image
Property image
FOR SALE
0.49 ACRES

$750,000

  • 10 Beds
  • 3,484 sqft (on 0.49 acres)

224 Sharp St, Winchester, VA 22601

Est. Mortgage $4,415/mo*
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Home Highlights

Multi-Family
Built in 1865
0.49 acre lot
$215/sqft

Local Information

  • Map ViewExplore the area around 224 Sharp St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Rare Historical Winchester Investment Opportunity – Three Properties in One Location An outstanding investment opportunity awaits in the heart of Winchester City. This unique portfolio comprises three properties positioned along the same street, offering exceptional potential for developers, investors, or those seeking a landmark project for multi-unit rentals or commercial development. Both existing multi-unit buildings have a total of 5 units. The properties benefit from an approved site plan and historical planning approval, providing a valuable foundation for future development, subject to the necessary consents and any relevant conditions. With the convenience of city-center living on the doorstep, the site is ideally placed close to Winchester’s historic attractions, independent shops, restaurants, cafés, transport links, and highly regarded schools. Opportunities of this scale and location are rarely available. Whether considered as a strategic investment, a redevelopment project, or a long-term development opportunity, this is a compelling chance to secure three properties together in the historic heart of Winchester. Key features: • Three properties located on one street • Prime central Winchester location • Approved site plan • Historical planning approval • Strong investment and development potential • Close to shops, restaurants, schools, transport links, and historic landmarks • Rare opportunity to acquire the properties as one portfolio 3 Physical property addresses are 224 Sharp Street, 225 E. Boscowan Street, and 11 S East Lane Interested parties should make their own inquiries with Winchester City Council and obtain independent legal, planning, and financial advice before proceeding.
Last check for updates: about 3 hours ago
Listing courtesy of Stacey Rowe, (540) 686-7239
Real Broker LLC, (844) 551-7325
Listing Team: Icon Real Estate
Source: Bright MLS, MLS#VAWI2011440
Also Listed on Bright MLS.

Home Details for 224 Sharp St

Interior Features

Interior Details
Basement: Unfinished
Beds & Baths
Number of Bedrooms: 10
Dimensions and Layout
Living Area: 3484 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: NoneNo CoolingAir Conditioning: NoneNo Heating
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Gas & Electric
Electric: 120/240V
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Accessibility: NoneFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: MetalOther Structures: Above GradeFoundation: Block, StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Septic

Days on Market

Days on Market: 35

Property Information

Year Built
Year Built: 1865
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Brick, Combination, Copper PlumbingNot a New Construction
Property Information
Condition: FixerParcel Number: 19301W14

Price & Status

Price
List Price: $750,000Price Per Sqft: $215
Status Change & Dates
Possession Timing: 0-30 Days CD

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: WINCHESTER
School Information
Elementary School: Frederick DouglassElementary School District: Winchester City Public SchoolsJr High / Middle School: Daniel MorganJr High / Middle School District: Winchester City Public SchoolsHigh School: John HandleyHigh School District: Winchester City Public Schools

Agent Information

Listing Agent
Listing ID: VAWI2011440

Building

Building Area
Building Area: 3484 Square Feet

Lot Information

Lot Area: 0.49 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Rental Terms, Policies & Fees

No Rent Control

Miscellaneous

BasementMls Number: VAWI2011440

Additional Information

Source Internet Automated Valuation Display: YSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 465 Trulia users voted on each feature.

  • 84 % Say car is needed

  • 81 % Say it's dog friendly

  • 81 % Say parking is easy

  • 77 % Say yards are well-kept

  • 73 % Say there's holiday spirit

  • 69 % Say kids play outside

  • 64 % Say people would walk alone at night

  • 64 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 55 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 49 % Say it's walkable to restaurants

  • 49 % Say there's wildlife

  • 48 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to grocery stores

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • 7seymours
    "It’s quiet, owners take care of their homes, and it’s safe! And pretty! "
    8
    Flag
  • Hmrtgptw2c
    "I drive to and from work. The city has public transportation with WinReady I think it’s called. There is ride share in the area as well."
    4
    Flag
  • George
    "I’ve only lived here several weeks but am impressed by the people in our neighborhood. Polite and friendly."
    13
    Flag
  • Jessica J Contreras
    "There are no sidewalks or safe areas to walk with pets. Cars go by fast. It would be unsafe to walk. "
    2
    Flag
  • 7seymours
    "We live in a beautiful, safe area with an excellent county school system. Our neighbors have pride and take care of their properties in the Green Spring area"
    10
    Flag
  • Izzy874
    "Apple blossom every single year I love it! The food is amazing, the games, the carnival, and especially the parades and events to go too!"
    4
    Flag
  • Singsongone
    "Lived in this quiet neighborhood little over ten years. Convenient to major highways and bypasses, hospital, doctors, grocery and retail stores, restaurants. Lovely mature trees throughout, some wildlife and one can easily hear morning/evening birds. Residents take pride in the appearance of their homes and yards and look out for one another. "
    5
    Flag
  • Smlrws
    "I’ve lived here for a year and my street is much quieter than I ever expected since I live with a mile of the downtown area. It’s safe. There are many restaurants, coffe shops, hair salons, etc. within walking distance !"
    6
    Flag
  • Kelrendon83
    "Great community for live , safe and good for raise kids and the family can have a good place to visit , some good festivals "
    12
    Flag
  • 7seymours
    "Lived here for 22 yrs. Beautiful, spacious, quiet and good neighbors! We feel safe here with a lot of privacy. Neighbors look out for each other & help each other "
    11
    Flag
  • Gfbzc98z9n
    "It is Quiet and safe while still being just a short trip to the big city. Beautiful downtown walking mall. Great outdoors all around in the Blue Ridge Mountains."
    9
    Flag
  • 7seymours
    "Apple Blossom Festival which is held annually with parades, celebrities, dances, music & arts & crafts. A beautiful weekend during Apple Blossom time with over 250,000 visitors attending this special event in the Shenandoah Valley "
    10
    Flag
  • Trulia User
    "Everyone I have ran into has been nice. Definitely a very family friendly neighborhood. Feels very cozy "
    8
    Flag
  • Morganva
    "Dog friendly, plenty of green space, and lots of dog bag dispensers for cleaning up after the pooch. "
    8
    Flag
  • Bridgetdefoe
    "It’s easy to get around Winchester. Roads are well maintained. Traffic is minimal. You can get about anywhere in Winchester is less than 20 minutes. Rt 7 has become busy as an exception due to people commuting to Loudoun County "
    9
    Flag
  • Isabelle M.
    "Is a nice ride and no traffic in the area, many shopping centers, great area to visit, one of the great hospital in the nation."
    7
    Flag
  • Alliav11%40gmail.com
    "A lot of people have dogs here and they are always waking them. There are a lot of stray cats so if dogs don’t like them beware"
    0
    Flag
  • Gina A.
    "It's just a nice neighborhood to walk. People are always waving and stopping to chat. And they clean up after their dogs"
    4
    Flag
  • Cooda K.
    "It’s a lot It’s a lot I can say I honestly feel like it’s a beautiful place I mean the cabs suck But other than that I feel like it’s a nice expensive place to live 😁 "
    3
    Flag
  • Topeye
    "Very good schools, low crime rate, good jobs. Civic pride. Great long-running annual community festival. Many churches and civic organizations are active. Historic preservation. "
    5
    Flag
  • Rob R.
    "My commute to downtown is usually fairly quick, not too much traffic. Public transportation is not very popular."
    3
    Flag
  • Nickruiz270
    "The commute into Winchester is fairly light but around 5pm it’s when it gets heavy. I would try to avoid all small roads as much as possible and use the highway as much as possible. "
    2
    Flag
  • Careliza81
    "We are just walking distance to the walking mall which has tons of activities throughout the year. There are festivals for most major holidays and apple blossom. "
    3
    Flag
  • Nick A.
    "There is a great community of people here and it’s very welcoming. Living here is home for me and I would recommend moving here if you want to be close to major metropolis and still be near countryside"
    3
    Flag
  • Chels J.
    "Great safe place for kids no strange people more of a older group of people live here. It’s out of the way of the city but seconds from town"
    51
    Flag
  • Brock M.
    "Great area to live and raise a family. Good earnings potential. Great university. Awesome private and public school system."
    2
    Flag
  • Coach_ramos
    "You must drive or carpool. There is a local bus/trolley, but only locally within the city. No rail or subway."
    2
    Flag
  • Leslie H.
    "I commute to Northern Va and Loudoun Co. it’s more brutal each year, especially the return commute. "
    0
    Flag
  • Brad M.
    "Old town feel and downtown is lively. We enjoy being able to walk in a safe environment and walk to restaurants and shops. A great place to live in a historic town. "
    2
    Flag
  • Yesenia R.
    "The community center provides events for all. From all the holidays to special events for fundraisers along with also assisting the community with school supplies. There’s also playgrounds and pools."
    2
    Flag
  • Danielle M.
    "There are no community events in my neighborhood...everyone mostly keeps to themselves with the exception of those of us who have lived here for over thirty years. "
    0
    Flag
  • Erin G. .
    "Nothing special, just a nice neighborhood. Nice and quiet. Friendly folks. Safe for kids to play. Convenient to shopping."
    1
    Flag
  • Samantha F.
    "There is a large park just a few blocks away. Enough room to let a we trained dog off the leash. Walking distance to downtown dog friendly restaurants. "
    0
    Flag
  • Topeye
    "The public library across the street and the pedestrian mall 2 blocks away frequently hold community events."
    1
    Flag
  • Juanita e
    "dog owners would love this area great place to live great county sitting quite schools stores dr.s hospital close malls shopping casinos horse racing car raises movies drive in s close tons restaurants parks city county parks swimming snow skiing within hour"
    0
    Flag
  • Andrea
    "Nothing. Nice area not much for kid s to do no playgrounds or nearby parks but nice for adults "
    0
    Flag
  • Destiny W.
    "There's a big Park perfect for taking your dog. Plus you'll see all kinds of dogs being walked downtown on the waking mall. A few businesses even put a water bowl out for the dogs that walk by"
    2
    Flag
  • Debra T.
    "There is a bus stop only a few minutes from my front door. I know you can take the bus down town! I am not sure about long distance travel!"
    1
    Flag
  • Island4tj
    "The city is relatively safe and the schools are very good. Nice, clean town to live in that’s family-oriented. "
    1
    Flag
  • Ruizy8329
    "The neighborhood provides many sidewalks and grassy areas for peaceful and well lit dog walking. People in the area mostly have pets and those who don’t are usually very good about it. "
    1
    Flag

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$393K
$3.33KMoM
Sale-to-List Price
99.9%
0.1%MoM
Price per sq ft
$221
$1MoM
Available listings
346
37MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
301 S Braddock St, Winchester, VA
0.37
Multi-Family Home
$685,000
10/01/25
4
-
3,040
406-408 S Cameron St, Winchester, VA
0.26
Multi-Family Home
$429,000
07/20/26
4
-
700
815 1/2 Woodland Ave, Winchester, VA
0.74
Multi-Family Home
$420,000
09/26/25
5
-
1,298
386 Round Hill Rd, Winchester, VA
3.06
Multi-Family Home
$440,000
01/26/26
8
-
2,736
433-435 Bryarly Rd, Winchester, VA
3.63
Multi-Family Home
$340,000
04/08/26
4
-
1,478

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
135 S Kent St #202, Winchester, VA 22601
0.10
$250,000
1
1
740
For Sale
129 E Cork St, Winchester, VA 22601
0.13
$297,900
2
1.5
935
Recently Sold
122 E Cork St, Winchester, VA 22601
0.13
$302,200
1
1.5
961
Off Market
214 S Kent St, Winchester, VA 22601
0.14
$291,500
2
2.5
1,189
Off Market
118 1/2 E Cork St, Winchester, VA 22601
0.13
$399,900
2
2
1,419
For Sale
116 E Cork St, Winchester, VA 22601
0.14
$389,000
2
1
1,216
For Sale
211-213 E Clifford St #215, Winchester, VA 22601
0.16
$339,000
9
-
1,654
For Sale
205 Parkway St, Winchester, VA 22601
0.16
$365,700
3
2.5
1,008
Off Market
125 E Clifford St, Winchester, VA 22601
0.18
$409,200
2
1.5
1,630
Off Market
213 Parkway St, Winchester, VA 22601
0.17
$409,700
5
2
2,197
Off Market
119 E Clifford St, Winchester, VA 22601
0.19
$427,200
3
1.5
1,800
Off Market

Price and Tax history

DateEventPrice
Aug 26, 2026
Source: Bright MLS #VAWI2011440
Listed For Sale
$750,000

LGBTQ Local Legal Protections

Stacey Rowe, Real Broker LLC, (844) 551-7325
Agent Phone: (540) 686-7239
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

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Frequently asked questions about 224 Sharp St

  • What is the estimated monthly payment for 224 Sharp St?
    Based on a $750,000 list price with 20% down at today's rates, the estimated monthly payment for 224 Sharp St in Winchester, VA is approximately $4,525 (about $4,187 principal & interest, $263 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 224 Sharp St compare to homes in Winchester?
    224 Sharp St in Winchester, VA is listed at $750,000, about 91% above the $393K median sale price in Winchester.
  • What do residents say about Winchester?
    Residents describe Winchester, VA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Winchester, VA.
  • What are the closest schools to 224 Sharp St?
    The closest schools to 224 Sharp St in Winchester, VA are Daniel Morgan Intermediate School (Elementary, rated 3/10), Daniel Morgan Middle School (rated 4/10), John Handley High School (rated 3/10).
  • Does 224 Sharp St have parking?
    Yes, 224 Sharp St in Winchester, VA has on-site parking.
224 Sharp St, Winchester, VA 22601 is a 10 bedroom, 3,484 sqft multi-family built in 1865. This property is currently available for sale and was listed by Bright MLS on Aug 26, 2026. The MLS # for this home is MLS# VAWI2011440.