open: Sat 1-3pm (7/18)
Newhouse
1/35
$2,334/mo
$355,0003bd·2ba·1,248sf
100 Oakmont Circle, Winchester, VA 22602
Listing Courtesy of Samson Properties
for sale
58 photos
1 / 58
2 / 58
3 / 58
4 / 58
5 / 58
6 / 58
7 / 58
8 / 58
9 / 58
10 / 58
11 / 58
12 / 58
13 / 58
14 / 58
15 / 58
16 / 58
17 / 58
18 / 58
19 / 58
20 / 58
21 / 58
22 / 58
23 / 58
24 / 58
25 / 58
26 / 58
27 / 58
28 / 58
29 / 58
30 / 58
31 / 58
32 / 58
33 / 58
34 / 58
35 / 58
36 / 58
37 / 58
38 / 58
39 / 58
40 / 58
41 / 58
42 / 58
43 / 58
44 / 58
45 / 58
46 / 58
47 / 58
48 / 58
49 / 58
50 / 58
51 / 58
52 / 58
53 / 58
54 / 58
55 / 58
56 / 58
57 / 58
58 / 58
Overview
Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced...
Listing updated: July 15, 2026 at 10:08 AM
Listed by:
Roxanna D Grimes (540) 327-2798, RE/MAX Roots
Source: Bright MLS · MLS #VAFV2042768
Property details
Your cost estimate
Est. monthly payment
$2,518/mo
Principal & interest
$2,228Property tax
$133Home insurance (est.)
$142HOA fee
$16Down payment
$85,00020% of list price
Adjust down payment20%
0%25%50%
Based on 20% down ($85,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
Price history
| Date | Event | Price |
|---|---|---|
| Jul 8, 2026 | Price reduced | $425,000(−$4,900) |
| Jun 22, 2026 | Listed for sale | $429,900 |
| Sep 13, 2019 | Sold | $242,500 |
Location
101 Charlton Road, Winchester, VA 22602
Est. monthly payment
$2,518/mo
at 20% down · $425,000 list
Tour for free, no strings attached
Mable Loans · Equal Housing Lender
NMLS #1949497
Recently sold nearby
Similar homes sold within 0.5 miles in the last 90 days.
1/76
112 Wales Court
Winchester, VA
$559K
Sold Jul 10, 2026 · Listed $559K
4 bd3 ba2,204 sqft$254/sqft(+6%)
1/35
236 Rebecca Drive
Winchester, VA
$750K
Sold Jun 22, 2026 · Listed $725K
5 bd4 ba4,010 sqft$181/sqft(-67%)
1/30
305 Woodrow Road
Winchester, VA
$400K
Sold Jun 22, 2026 · Listed $400K
3 bd2 ba2,148 sqft$186/sqft(-62%)
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Nearby homes
$2,518/mo
Est. · $425,000 list
