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414 N BRADDOCK STREET, WINCHESTER, VA, 22601

$550,000

3 beds
2 full baths
1 half baths
2,325 sq. ft

414 N BRADDOCK STREET, WINCHESTER, VA, 22601
$550,000 Under Contract JUST LISTED

Beds 3
Baths 2.5
Sq. ft 2,325

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Under Contract JUST LISTED

This charming farmhouse-style home,with off street parking, originally built in 1890 and beautifully renovated in 2018 (new windows, doors, HVAC, plumbing, drywall & insulation, electrical, kitchen & baths) offers the perfect blend of historic character and modern comfort in Old Town Winchester's Historic District, within walking distance of Downtown Winchester. Fresh interior paint and updated kitchen stovetop with recently replaced motherboard adds to the home's move-in-ready appeal. Featuring 3 spacious bedrooms, 2.5 bathrooms, and approximately 2,325 sq. ft., this home offers inviting spaces for everyday living and entertaining. The interior features a mix of hardwood, carpet, and tile flooring, creating warmth and character throughout. Step outside and enjoy the deck, patio, and porch - ideal for morning coffee, relaxing, or entertaining. Situated on a 0.15-acre lot, the property also includes a convenient storage shed, gravel driveway, and off-street parking. Enjoy the charm and convenience of Old Town Winchester living, with Downtown Winchester's restaurants, shops, entertainment, and local attractions just a short walk away. Check out the 3D Tour attached to this listing!

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Property Features

Year Built:
1890

Days on Market:
13

Listing ID:
VAWI2011286

Bathrooms:
2 full , 1 half

List Date:
September 03, 2026

Property Type:
Single Family Residential

Architecture Style:
Farmhouse/National Folk

Subdivision:
NONE AVAILABLE

County:
WINCHESTER CITY

Appliances:
Built-In Microwave, Dishwasher, Disposal, Dryer - Front Loading, Exhaust Fan, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer - Front Loading, Water Heater

Total Taxes:
$4,087

Courtesy of RE/MAX Roots

This content was last updated on September 16, 2026 09:10

Name	Type	Level	Grades	Address
Daniel Morgan Middle School	Public	Middle	7-8	48 S Purcell Ave, Winchester, VA 22601
District: Winchester City Public Schools Grade Span: 7 - 8 Admission: Public Address: 48 S Purcell Ave, Winchester, VA 22601 Phone: 540-667-7171 Website: http://dmms.wps.k12.va.us Teachers: 29 Students: 642 Ratio: 22:1 Students/Teacher Gender: 51% Male / 49% Female Lunch: 84% Free Student/Teacher ratio Enrollment
John Handley High School	Public	High	9-12	425 Handley Blvd, Winchester, VA 22601
District: Winchester City Public Schools Grade Span: 9 - 12 Admission: Public Address: 425 Handley Blvd, Winchester, VA 22601 Phone: 540-662-3471 Website: http://www.wps.k12.va.us Teachers: 63 Students: 1361 Ratio: 22:1 Students/Teacher Gender: 53% Male / 47% Female Lunch: 84% Free Student/Teacher ratio Enrollment
Daniel Morgan Intermediate School	Public	Primary	5-6	48 S Purcell Ave, Winchester, VA 22601
District: Winchester City Public Schools Grade Span: 5 - 6 Admission: Public Address: 48 S Purcell Ave, Winchester, VA 22601 Phone: 540-667-7171 Website: http://www.wps.k12.va.us Teachers: 27 Students: 575 Ratio: 21:1 Students/Teacher Gender: 53% Male / 47% Female Lunch: 86% Free Student/Teacher ratio Enrollment
Virginia Avenue Charlotte DeHart Elementary School	Public	Primary	PK-4	550 Virginia Ave, Winchester, VA 22601
District: Winchester City Public Schools Grade Span: PK - 4 Admission: Public Address: 550 Virginia Ave, Winchester, VA 22601 Phone: 540-665-6330 Website: http://www.wps.k12.va.us Teachers: 28 Students: 415 Ratio: 15:1 Students/Teacher Gender: 54% Male / 46% Female Lunch: 84% Free Student/Teacher ratio Enrollment

Name	Type	Level	Grades	Address
Grafton Integrated Health Network - Winchester	Private	Combined Elementary/Secondary	2-12	120 Bellview Ave, Winchester, VA 22601
Grade Span: 2 - 12 Admission: Private Address: 120 Bellview Ave, Winchester, VA 22601 Phone: 540-542-0200 Teachers: 11 Students: 71 Ratio: 6:1 Students/Teacher Gender: 86% Male / 14% Female Student/Teacher ratio Enrollment
Grafton-Ruth Birch Campus	Private	Combined Elementary/Secondary	2-12	120 Bellview Ave, Winchester, VA 22601
Grade Span: 2 - 12 Admission: Private Address: 120 Bellview Ave, Winchester, VA 22601 Phone: 540-542-0200 Teachers: 11 Students: 71 Ratio: 6:1 Students/Teacher Gender: 86% Male / 14% Female Student/Teacher ratio Enrollment
Lighthouse Baptist Academy	Private	Combined Elementary/Secondary	PK-12	2581 Northwestern Pike, Winchester, VA 22603
Grade Span: PK - 12 Admission: Private Address: 2581 Northwestern Pike, Winchester, VA 22603 Phone: 540-662-5590 Teachers: 9 Students: 97 Ratio: 11:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratio Enrollment
Mountain View Christian Academy	Private	Combined Elementary/Secondary	KG-12	153 Narrow Ln, Winchester, VA 22602
Grade Span: KG - 12 Admission: Private Address: 153 Narrow Ln, Winchester, VA 22602 Phone: 540-868-1231 Website: http://www.ccmv.com/ Teachers: 20 Students: 184 Ratio: 9:1 Students/Teacher Gender: 51% Male / 49% Female Student/Teacher ratio Enrollment
Sacred Heart Academy	Private	Elementary	PK-8	110 Keating Dr, Winchester, VA 22601
Grade Span: PK - 8 Admission: Private Address: 110 Keating Dr, Winchester, VA 22601 Phone: 732-261-7103 Website: http://www.sacredheartva.org/ Teachers: 24 Students: 246 Ratio: 10:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratio Enrollment
The Independent School of Winchester Inc	Private	Combined Elementary/Secondary	KG-12	769 Round Hill Rd, Winchester, VA 22602
Grade Span: KG - 12 Admission: Private Address: 769 Round Hill Rd, Winchester, VA 22602 Phone: 540-877-5552 Teachers: 10 Students: 52 Ratio: 5:1 Students/Teacher Gender: 48% Male / 52% Female Student/Teacher ratio Enrollment
The School at Sharon's	Private	Elementary	PK-KG	1855 Senseny Rd, Winchester, VA 22602
Grade Span: PK - KG Admission: Private Address: 1855 Senseny Rd, Winchester, VA 22602 Phone: 540-667-6200 Teachers: 1 Students: 6 Ratio: 6:1 Students/Teacher Gender: 100% Male Student/Teacher ratio Enrollment
Winchester Montessori School	Private	Elementary	KG-5	1090 W Parkins Mill Rd, Winchester, VA 22602
Grade Span: KG - 5 Admission: Private Address: 1090 W Parkins Mill Rd, Winchester, VA 22602 Phone: 540-667-1184 Website: http://www.winchestermontessori.com/ Teachers: 3 Students: 24 Ratio: 8:1 Students/Teacher Gender: 46% Male / 54% Female Student/Teacher ratio Enrollment

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414 N BRADDOCK STREET, WINCHESTER, VA, 22601

$550,000

414 N BRADDOCK STREET, WINCHESTER, VA, 22601
$550,000 Under Contract JUST LISTED

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Schools

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

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Buying a Home

Selling a Home

Relocating with New Millennium

Find an Agent

Careers at New Millennium

414 N BRADDOCK STREET, WINCHESTER, VA, 22601

$550,000

414 N BRADDOCK STREET, WINCHESTER, VA, 22601$550,000 Under Contract JUST LISTED

Request More Information

Schools

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

Student/Teacher ratio

Enrollment

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414 N BRADDOCK STREET, WINCHESTER, VA, 22601
$550,000 Under Contract JUST LISTED