29 Winchester St, Frederick, MD 21701
FOR SALE

29 Winchester St
Frederick, MD 21701

  • 2 Beds
  • 1.5 Baths
  • 1,064 sqft

$409,900

Original price: $420,000
Est. Mortgage $2,383/mo*
Get Pre-Qualified

$409,900

Original price: $420,000
Est. Mortgage $2,383/mo*
Get Pre-Qualified
2 Beds
1.5 Baths
1,064 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

***REDUCED***Fully renovated inside and out and walking distance to the heart of downtown Frederick! Discover this beautifully renovated townhouse in the heart of downtown Frederick, just steps from the vibrant shops, dining, and entertainment of historic downtown. Completely updated from the inside out, this move-in-ready home blends classic charm with modern upgrades. Step inside to find a brand-new kitchen featuring stylish new cabinetry, new quartz countertops, and new dishwasher. Other appliances include a stainless steel refrigerator, range, microwave and front-load washer/dryer on upper level. The fully renovated bathrooms offer fresh, contemporary finishes, while new flooring flows seamlessly throughout the home. Fresh paint brightens every room, creating a clean and inviting atmosphere. Major improvements provide peace of mind, including new siding, roof and windows. The primary bedroom offers a private deck—an ideal spot to enjoy your morning coffee or unwind in the evening. Outside, enjoy your own private retreat with a patio ideal for relaxing or hosting guests, plus a fully fenced backyard offering both privacy and space for pets or play. Located within walking distance to the heart of downtown Frederick’s boutiques, restaurants, parks, and community events, this turnkey townhouse offers the perfect combination of location, comfort, and style!

Home Highlights

Parking
Open Parking
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$385
Listed
71 days ago

Home Details for 29 Winchester St

Interior Features

Interior Details
Basement: FullNumber of Rooms: 4Types of Rooms: Dining Room, Half Bath, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1064 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Heat Pump,Natural GasHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: None
View
No View

Exterior Features

Exterior Home Features
Roof: MetalOther Structures: Above Grade, Below GradeFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: On Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1064 Square Feet

Days on Market

Days on Market: 71

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseStructure Type: End of Row/TownhouseArchitecture: Contemporary
Building
Construction Materials: FrameNot a New Construction
Property Information
Parcel Number: 1102021056

Price & Status

Price
List Price: $409,900Price Per Sqft: $385
Status Change & Dates
Possession Timing: Immediate

Active Status

MLS Status: ACTIVE

Media

Location

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

Agent Information

Listing Agent
Listing ID: MDFR2077524

Building

Building Area
Building Area: 1596 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2163 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDFR2077524Municipality: Frederick CityAbove Grade Unfinished Area: 1064

Additional Information

Source Internet Entire Listing Display: Y
Last check for updates: 1 day ago
Listing courtesy of Wendy Friend, (240) 674-7675
RE/MAX Results, (301) 698-5005
Source: Bright MLS, MLS#MDFR2077524
Also Listed on Bright MLS.

Price History for 29 Winchester St

DatePriceEventSource
04/30/2026$409,900PriceChange
Bright MLS #MDFR2077524
04/24/2026$420,000PriceChange
Bright MLS #MDFR2077524
04/09/2026$429,900PriceChange
Bright MLS #MDFR2077524
02/27/2026$440,000Listed For SaleBright MLS #MDFR2077524
10/14/2025$235,000Sold
Bright MLS #MDFR2070510
09/21/2025$225,000PendingBright MLS #MDFR2070510
09/19/2025$225,000Listed For SaleBright MLS #MDFR2070510
08/26/2009$230,000Sold
N/A
08/22/2008$259,900PriceChange
Agent Provided
06/10/2008$274,900PriceChange
Agent Provided
05/25/2008$284,900Listed For SaleAgent Provided
05/11/2006$275,000Sold
N/A
09/29/2005$183,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$5,057
Assessment$272,200
Home facts updated by county records

Comparable Sales for 29 Winchester St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
127 Water St, Frederick, MD
0.14
Townhouse
$400,000
08/14/25
2
1.5
1,092
50 E South St, Frederick, MD
0.13
Townhouse
$455,000
08/13/25
2
1.5
1,482
13 McMurray St, Frederick, MD
0.41
Townhouse
$390,000
10/03/25
2
1.5
1,304
427 S Market St, Frederick, MD
0.28
Townhouse
$370,000
04/24/26
3
1
1,157
305 S Market St, Frederick, MD
0.23
Townhouse
$425,000
06/18/25
3
1
1,320
19 E South St, Frederick, MD
0.18
Townhouse
$470,000
05/30/25
2
2.5
1,408
220 S Market St, Frederick, MD
0.21
Townhouse
$440,000
10/29/25
3
1
1,954
222 S Market St, Frederick, MD
0.21
Townhouse
$495,000
12/16/25
3
2
2,100
18 1/2 N Wisner St, Frederick, MD
0.42
Townhouse
$402,000
05/07/26
3
1.5
1,232

Assigned Schools

These are the assigned schools for 29 Winchester St.
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 Frederick

At least 856 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 87 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say parking is easy

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 72 % Say yards are well-kept

  • 71 % Say kids play outside

  • 68 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say it's quiet

  • 62 % Say it's walkable to grocery stores

  • 53 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 46 % Say there's wildlife

  • 33 % Say there are community events

Learn more about our methodology.
  • Libragirl70
    "There are many dog owners here, dog parks and waste receptacles everywhere. Frederick is very dog friendly. "
    0
    Flag
  • Jeffrey A Leon
    "No longer commute as I am retired. But commute to DC is awful as traffic is terrible and horrible all times."
    0
    Flag
  • Angela Alvarez
    "I’ve lived in Urbana for a year and I love it, the swimming pools and gyms are amazing and the trash collection comes twice a week"
    0
    Flag
  • Angela Alvarez
    "Urbana is the best area of Frederick and the best schools too. It has some restaurants and shops too and an international population"
    0
    Flag
  • Angela Alvarez
    "I’ve lived here 2 years and it’s very safe although extremely diverse. It’s got a lot of nationalities "
    0
    Flag
  • amezy
    "I’ve lived here for over 10 years it’s pretty quiet most of the time and most people keep to themselves. Down side is that there’s nothing to do here so it gets pretty boring."
    0
    Flag
  • Jessica Croxall
    "Lots of dog owners in the neighborhood. Dog parks in the neighborhood that have water, room to run free. "
    0
    Flag
  • Abryle Haynes
    "I don’t know. Just make sure your dog is on a leash. Not all dogs are friendly. And you don’t know what your dog is really capable of around strangers and other dogs. "
    0
    Flag
  • Abryle Haynes
    "30 mins to and from Hagerstown and Montgomery county is not bad. But a lot of accidents on 70 and 270, daily. "
    0
    Flag
  • Lgarber626
    "My current neighborhood is nice and the families are friendly. It’s unique because there is more land separating the houses than in other areas of the county. "
    0
    Flag
  • Nadinewilsonsmith
    "The community event that’s makes the neighborhood special are Community Outreach, community events, clubs and church activities. "
    0
    Flag
  • Robin Wilcox
    "We have lived locally for 12 years and love it. I grew up in Montgomery County and love living here in Frederick!"
    0
    Flag
  • Noellauryn2
    "It’s a very safe neighborhood, there’s lots of parks I just find it can be hard to find a lot of kid and teen spaces. I’d recommend making sure your teen has a license I see this as a place to live with young kids!"
    0
    Flag
  • Terrywilson20115
    "Neighborhood is very dog friendly. People are constantly walking dogs of all sizes and breeds. We have a 100 pound Rottweiler and have no issues walking her in the neighborhood. Everyone is good about adhering to the leash laws. For the most part, people are good about cleaning up after their dog."
    4
    Flag
  • Csn45bxxp2
    "There are a lot of dogs and plenty of places to walk dogs in the area. Multiple parks, dog walking stations. Great place for a great dog life."
    1
    Flag
  • Trulia User
    "That people respect each other spaces on the sidewalks, but there is a problem with picking up at the pets. Even though there are receptacles with bags and then hang on waste area for them to put them in, so no need to be lazy."
    5
    Flag
  • Trulia User
    "Close to the interstate and there are lots of alternate routes using side streets, if you don't want to use the interstate. Roads are typically not congested. "
    5
    Flag
  • Trulia User
    "A mixer of all breeds and sizes. No hate toward certain breeds here! We all respect each other’s space and pets."
    1
    Flag
  • Trulia User
    "it is amazing great place to raise a family . schools are good and community is very good. all festivals are celebrated in a good way and people are friendly"
    1
    Flag
  • Trulia User
    "This is a diverse area of mostly well maintained homes. Nice families. I love walking the nature trails with my kids and dogs. Fox, owl, heron, deer are common sights. "
    3
    Flag
  • Trulia User
    "Friendly Neighbors and very diverse. Near downtown frederick and great restaurants and shopping centers "
    2
    Flag
  • Trulia User
    "There are events up at the community center and the pole throughout the summer. And then they do a Christmas decoration contest"
    1
    Flag
  • Trulia User
    "neighborhood is very safe, quiet and clean. it is a great place to live and raise kids. it is a family oriented community with nearby parks and trails. "
    2
    Flag
  • Trulia User
    "lots of sidewalk for walking, but owners don't pick up after their dogs. Some dogs aren't very friendly. "
    0
    Flag
  • Trulia User
    "It has a rural feel but is close to amenities. Wide shoulders allow for nice walking areas. The community center used to be a one room school house and holds many neighborhoods events like pancake breakfasts, craft fairs, barbecues, etc."
    1
    Flag
  • Prince H.
    "Great peaceful environment and atmosphere. Family setting games and sporting events. Great to raise kids and family "
    1
    Flag
  • Fidel V.
    "Good place to live and friendly many communities in this area to help you out and parks are amazing "
    0
    Flag
  • Dmoore202000
    "I have lived here for 2 years., and the Frederick area is a great place to live and raise kids. Frederick for the most part is extremely safe, and the neighbors tend to look out for one another."
    0
    Flag
  • Herrodje
    "Area is extremely safe with plenty of open spaces to play. There is access to a lot of parks and great schools"
    16
    Flag
  • Colleen F.
    "There are many families and fun activities and the parks and recreation facilities are excellent. The library system is also top shelf."
    1
    Flag
  • Tamy W.
    "There can be a lot of traffic in this area so be wary when letting kids run around the neighborhood. "
    0
    Flag
  • Bella M.
    " Frederick has some of the most diverse schools and some of the highest rated academically he would be really smart to put your kids in a school in Frederick"
    1
    Flag
  • Trulia User
    "Difficult no public transportation, have to get ride from work partners. Or Uber which is an unnecessary expense."
    3
    Flag
  • Tiana M.
    "We love the community and family focus. Peaceful, beautiful, and lots to do. Not the best public transportation but the services are expanding. "
    5
    Flag
  • Marcelaweedon
    "I don’t know if any right now, but I wish I did. I would like to be a part of them or start one. I feel like this would be a good way for old and new neighbors to meet each other. My neighbors are friendly to each other. Just don’t see community events happening."
    8
    Flag
  • Eloy G. C.
    "I’ve been just 3 months in so don’t know well the area or the neighbors. It is a very peaceful neighborhood to live in though."
    1
    Flag
  • Keith.kiddy
    "Neighbors get together and drink wine and occasionally have barbecues. Everyone is always looking out for each other "
    6
    Flag
  • Kathy M. M.
    "just moved. not too aware of Community events that they have. I moved from Miami FL to Frederick Maryland for it having a good mixture of city life a quietness, however I yet have much of it to explore "
    1
    Flag
  • Tia B. .
    "Frederick is a lovely historic and diverse community. The people are friendly and helpful. I do old recommend Frederick to anyone looking for a safe and tight knit community. "
    1
    Flag
  • Martina A.
    "There are many family and adult activities to go to all the time. Great city for the arts and good restaurants. "
    1
    Flag

LGBTQ Local Legal Protections

Wendy Friend, RE/MAX Results, (301) 698-5005
Agent Phone: (240) 674-7675
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
29 Winchester St, Frederick, MD 21701 is a 2 bedroom, 2 bathroom, 1,064 sqft townhouse built in 1910. This property is currently available for sale and was listed by Bright MLS on Feb 26, 2026. The MLS # for this home is MLS# MDFR2077524.