191 Old Baltimore Rd, Winchester, VA 22603
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OFF MARKET

191 Old Baltimore Rd
Winchester, VA 22603

  • 6 Beds
  • 5.5 Baths
  • 6,414 sqft (on 2.75 acres)

$1,244,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $6,385/mo*
Refinance Your Home

$1,244,600

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $6,385/mo*
Refinance Your Home
6 Beds
5.5 Baths
6,414 sqft
(on 2.75 acres)

Local Information

  • Map ViewExplore the area around 191 Old Baltimore Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Perched on 2.75 private acres with panoramic valley and mountain views, this extraordinary estate is a true showpiece among Winchester’s finest homes. With over 6,000 finished square feet, a fully fenced backyard adorned with cherry and magnolia trees, and unforgettable outdoor spaces that match the inside of this one-of-kind home, this is luxury living redefined—graceful, timeless, and effortlessly welcoming. From the moment you arrive via the sweeping half-circle paved driveway, you’ll feel the elevated elegance that defines this residence. Wrap-around no maintenance decks, a flat backyard with a fire pit, and a covered stone patio invite year-round entertaining and quiet moments alike—all framed by 365-degree views that capture the beauty of every season. Step inside to soaring ceilings, double crown molding, curved walls, exquisite hand painted wall coverings and surprising details throughout. Unique wood floors, salvaged from a Chinese monastery, add warmth and character, while every bathroom in the home is finished in marble—luxury in every corner. The layout is both grand and inviting, with expansive, light-filled rooms from floor to ceiling windows, designed for both impressive entertaining and comfortable living. The main level features a breathtaking primary suite wing, complete with a generous sitting area, walk-in closet, and spa-like bath with an infinity tub and custom stained glass window. Upstairs, a dramatic curved staircase leads to a spacious central gathering hall and large bedrooms—each with an en suite bath and captivating views from every window. The fully finished lower level offers an additional bedroom, a massive recreation room with oversized windows, and double cinder block construction for peace and durability. Unfinished spaces provide abundant storage or the opportunity to expand. Notable updates include a brand-new roof (April 2025), re-pointed stonework and new backyard patio (2023), and newer HVAC and water heater (2021), among the many others. Best of all, it sits just 10 minutes from Winchester Medical Center and 15 minutes to the heart of downtown. This is truly a rare opportunity to own a home that is as refined as it is welcoming. Grand in scale, yet grounded in comfort—this property makes for an extraordinary setting for celebrating life’s most memorable moments.
191 Old Baltimore Rd, Winchester, VA 22603 is a 6 bedroom, 6 bathroom, 6,414 sqft single-family home built in 2004. It last sold for $1,202,501 on May 29, 2025 (2% above the $1,175,000 asking price). It is currently off market. The Trulia Estimate is $1,244,600, with a rent estimate of $4,820/month.

Home Highlights

Parking
3 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 191 Old Baltimore Rd

Interior Features

Interior Details
Basement: Connecting Stairway,Full,Finished,Garage Access,Heated,Improved,Interior Entry,Exterior Entry,Rear Entrance,Side Entrance,Walk-Out Access,Windows,Workshop,OtherNumber of Rooms: 19Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Primary Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Foyer, Half Bath, Kitchen, Living Room, Recreation Room, Sitting Room, Storage Room, Utility Room
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 1Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 6414 Square Feet
Appliances & Utilities
Appliances: Disposal, Ice Maker, Microwave, Self Cleaning Oven, Oven, Oven/Range - Gas, Humidifier, Built-In Range, Down Draft, Dishwasher, Cooktop, Central Vacuum, Dryer, Extra Refrigerator/Freezer, Double Oven, Six Burner Stove, Stainless Steel Appliance(s), Washer, Water Conditioner - Owned, Water Heater, Water Treat System, Electric Water Heater, Gas Water HeaterDishwasherDisposalDryerLaundry: Has Laundry,Hookup,Main LevelMicrowaveWasher
Heating & Cooling
Heating: Forced Air,Electric,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: ElectricSpa: BathHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Bay/Bow, Casement, Double Pane Windows, Stain/Lead Glass, Window TreatmentsDoor: French DoorsFlooring: Ceramic Tile, Hardwood, Marble, Tile/Brick, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Ceramic Tile, Hardwood, Marble, Tile Brick, Wood
View
Has a ViewView: Mountain(s), Panoramic, Pasture, Scenic Vista
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Deck, Patio, Wrap AroundFencing: Back Yard, Board, FullOther Structures: Above Grade, Below GradeExterior: Awning(s), Bump-outs, Extensive Hardscape, Lighting, OtherFoundation: Active Radon Mitigation, BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 8Other Parking: Garage Sqft: 844No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 11Parking: Garage Faces Side,Garage Door Opener,Inside Entrance,Oversized,Circular Driveway,Asphalt,Driveway,Off Street,Attached
Pool
Pool: None
Frontage
Frontage Type: Road FrontageNot on Waterfront
Water & Sewer
Sewer: On Site Septic
Finished Area
Finished Area (above surface): 4940 Square FeetFinished Area (below surface): 1474 Square Feet

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Traditional
Building
Construction Materials: BrickNot a New Construction
Property Information
Condition: ExcellentParcel Number: 31 A 145B

Price & Status

Price
List Price: $1,175,000
Status Change & Dates
Off Market Date: Tue Jun 03 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: WINCHESTERCommunity: Frederick County
School Information
Elementary School District: Frederick County Public SchoolsJr High / Middle School District: Frederick County Public SchoolsHigh School District: Frederick County Public Schools

Building

Building Area
Building Area: 7075 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.75 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: VAFV2032928Above Grade Unfinished Area: 4940
Last check for updates: about 16 hours ago
Listed by Stephanie Feltner, (540) 327-7092
Realty ONE Group Old Towne
Bought with: Kira Grubb, (540) 335-3527, Realty ONE Group Old Towne
Source: Bright MLS, MLS#VAFV2032928

Price History for 191 Old Baltimore Rd

DatePriceEventSource
05/29/2025$1,202,501Sold
Bright MLS #VAFV2032928
04/29/2025$1,175,000ContingentBright MLS #VAFV2032928
04/18/2025$1,175,000Listed For SaleBright MLS #VAFV2032928
03/23/2015$474,500Sold
N/A
02/05/2015$479,900PriceChange
Agent Provided
01/08/2015$489,900PriceChange
Agent Provided
12/12/2014$499,900Listed For SaleAgent Provided
10/02/2014$540,000ListingRemovedAgent Provided
05/28/2014$540,000PriceChange
Agent Provided
05/08/2014$599,000PriceChange
Agent Provided
04/04/2014$689,900Listed For SaleAgent Provided

Market trends in Winchester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$390K
$5KMoM
Sale-to-List Price
99.8%
0.4%MoM
Price per sq ft
$215
$3MoM
Available listings
271
29MoM
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Property Tax and Assessment

Year2025
Tax$4,569
Assessment$951,800
Home facts updated by county records

Comparable Sales for 191 Old Baltimore Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
189 Babbs Mountain Rd, Winchester, VA
0.73
Single-Family Home
$900,000
03/27/26
4
3.5
6,339
341 Warm Springs Rd, Winchester, VA
0.46
Single-Family Home
$478,000
12/13/25
4
2.5
1,958
181 Signal Ridge Ln, Winchester, VA
1.02
Single-Family Home
$900,000
04/30/26
3
3.5
3,707
292 Green Spring Rd, Winchester, VA
1.49
Single-Family Home
$700,000
10/29/25
4
4.5
4,320
170 Green Spring Rd, Winchester, VA
1.48
Single-Family Home
$740,000
10/29/25
4
3
2,740
1239 Cedar Grove Rd, Winchester, VA
1.14
Single-Family Home
$525,000
06/17/26
3
2
1,793
291 Lake Serene Dr, Winchester, VA
1.90
Single-Family Home
$1,200,000
10/24/25
4
4.5
4,994

Nearby homes

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Assigned Schools

These are the assigned schools for 191 Old Baltimore Rd.
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 464 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.
  • 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."
    3
    Flag
  • George
    "I’ve only lived here several weeks but am impressed by the people in our neighborhood. Polite and friendly."
    5
    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. "
    1
    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"
    6
    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!"
    2
    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. "
    2
    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 !"
    2
    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 "
    11
    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 "
    10
    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."
    8
    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 "
    9
    Flag
  • Trulia User
    "Everyone I have ran into has been nice. Definitely a very family friendly neighborhood. Feels very cozy "
    7
    Flag
  • Morganva
    "Dog friendly, plenty of green space, and lots of dog bag dispensers for cleaning up after the pooch. "
    7
    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 "
    8
    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."
    6
    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"
    3
    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 😁 "
    2
    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. "
    4
    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
  • Nellycordon
    "The neighborhood is great plus shopping center are very close. Also. Friendly people. So I feel safe "
    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

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Explore by feature - Pet Friendly

56 pet-friendly rentals in Winchester, VA

Explore by feature - Garage

25 rentals with a garage in Winchester, VA

Explore by feature - Air Conditioning

103 rentals with air conditioning in Winchester, VA

Explore by feature - Pool

14 rentals with a pool in Winchester, VA

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79 rentals with a washer/dryer in Winchester, VA

Explore by feature - Outdoor Space

24 rentals with an outdoor space in Winchester, VA

Homes for sale near 191 Old Baltimore Rd

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Off Market Homes Near 191 Old Baltimore Rd

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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